Molecule Name Compound_Name Smiles Publication_Bioavailability_Human Publication_Volume_Human Publication_Cl_In_Vivo_Human Publication_Caco2_Human Publication_Plasma_Protein_Binding_Human Publication_Log_P Publication_pKa_A1 Publication_pKa_B1 Publication_Solubility_7p4 FDA_Strength_Summary FDA_Ingredient FDA_Maximum_Dose_Size_mg FDA_Salt FDA_Parent_Mwt FDA_Formula_Weight FDA_Dose(_Parent_Maximum_Dose_Size)_mg ChEMBL_Bioavailability_Human_% ChEMBL_Volume_Human_L/kg ChEMBL_Cl_In_Vivo_Human_mL/min/kg ChEMBL_Caco2_Human_7p4_cm/s ChEMBL_Plasma_Protein_Binding_Human_%_bound ChEMBL_Log_P ChEMBL_Solubility_7p4_M RDKit_number_H_acceptors RDKit_number_H_donors LogP Solubility_7p4_M Charge_Type pKa_A1 pKa_A2 pKa_B1 pKa_B2 Fraction_Neutral_7p4 Fraction_Neutral_6p5 Intrinsic_Solubility_M Solubility_6p5_M Caco2_Human_7p4_cm/s Caco2_Human_6p5_cm/s Absorption_Rate_Human_s-1 Bioavailability_Human_% Plasma_Protein_Binding_Human_%_bound Volume_Human_L/kg Cl_In_Vivo_Human_mL/min/kg Elimination_Rate_Human_s-1 Cmax_Human_Total_Once_Daily_FDA_Dose_nM Cmin_Human_Total_Once_Daily_FDA_Dose_nM Cmax_Human_Total_Once_Daily_1mg_Dose_nM Cmin_Human_Total_Once_Daily_1mg_Dose_nM Cmax_Human_Free_Once_Daily_FDA_Dose_nM Cmin_Human_Free_Once_Daily_FDA_Dose_nM Cmax_Human_Free_Once_Daily_1mg_Dose_nM Cmin_Human_Free_Once_Daily_1mg_Dose_nM Cmax_Human_Total_Twice_Daily_FDA_Dose_nM Cmin_Human_Total_Twice_Daily_FDA_Dose_nM Cmax_Human_Total_Twice_Daily_1mg_Dose_nM Cmin_Human_Total_Twice_Daily_1mg_Dose_nM Cmax_Human_Free_Twice_Daily_FDA_Dose_nM Cmin_Human_Free_Twice_Daily_FDA_Dose_nM Cmax_Human_Free_Twice_Daily_1mg_Dose_nM Cmin_Human_Free_Twice_Daily_1mg_Dose_nM Schulz_Toxicity_Lower(_Blood_Plasma) _mg/L Schulz_Toxicity_Upper(_Blood_Plasma)_mg/L Schulz_Toxicity_Lower(_Blood_Plasma) _nM Schulz_Toxicity_Upper(_Blood_Plasma)_nM CHEMBL1017 telmisartan CCCc1nc2c(C)cc(cc2n1Cc3ccc(cc3)c4ccccc4C(=O)O)c5nc6ccccc6n5C J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 20MG; 40MG; 80MG; 20MG; 40MG; 80MG; 20MG; 40MG; 80MG; 40MG; 80MG; 20MG; 40MG; 80MG; 20MG; 40MG; 80MG; 20MG; 40MG; 80MG; 20MG; 40MG; 80MG; 20MG; 40MG; 80MG; 20MG; 40MG; 80MG; 20MG telmisartan 80 514.629 514.629 80 43.000000002 5.3 8.4000000007 1.51356124843621E-005 99.4448548989 5 1 4.77 1.48608356706E-005 monoacid 3.86 0.00028832 0.0022856316 4.2846761096E-009 1.87461363397E-006 1.51356124844E-005 0.0001199862 0.0014764538 43.000000002 99.4448548989 5.3 8.4000000007 2.64150943418E-005 186.835610075 20.8499518321 2.3354451259 0.2606243979 1.0372087364 0.1157474862 0.0129651092 0.0014468436 247.674550896 86.116735718 3.0959318862 1.0764591965 1.374953136 0.4780728396 0.0171869142 0.0059759105 CHEMBL1027 tiagabine Cc1ccsc1C(=CCCN2CCC[C@H](C2)C(=O)O)c3sccc3C Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 12MG; 16MG; 4MG; 2MG; 4MG; 2MG tiagabine hydrochloride 16 hydrochloride 375.559 412.019 14.58 89.9999999919 1.1000000001 1.6000000002 95.4817850263 4 1 3.26 5.90177792778E-005 zwitterion 3.86 9.62 1.72689421936E-006 1.73251460958E-006 1.01917461874E-010 5.88263217585E-005 0.000007739 7.76420981314E-006 0.0002834347 89.9999999919 95.4817850263 1.1000000001 1.6000000002 2.42424242433E-005 416.247199045 69.6747580143 28.5491906067 4.7787899873 18.8069432749 3.1480553495 1.2899138049 0.2159160048 578.196567486 268.235915494 39.6568290457 18.3975250682 26.1241638896 12.1194752987 1.791780788 0.8312397324 0.5 3.1 1331.3487361506 8254.362164134 CHEMBL1043 dapsone Nc1ccc(cc1)S(=O)(=O)c2ccc(N)cc2 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 100MG; 25MG dapsone 100 248.307 248.307 100 93.0000000099 0.83 0.48 74.9999999992 4 2 0.23 0.0001472426 neutral 1 1 0.0001472426 0.0001472426 8.84335692432E-006 8.84335692432E-006 0.0003816069 93.0000000099 74.9999999992 0.83 0.48 9.63855421687E-006 10522.4035488 5088.41089058 105.224035488 50.8841089058 2630.60088729 1272.10272268 26.3060088729 12.7210272268 17639.5646769 12748.0019918 176.395646769 127.480019918 4409.89116938 3187.00049804 44.0989116938 31.8700049804 10 10 40272.7269066116 40272.7269066116 CHEMBL1055 chlorthalidone NS(=O)(=O)c1cc(ccc1Cl)C2(O)NC(=O)c3ccccc23 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 CHEMBL3301361 50MG; 25MG; 50MG chlorthalidone 50 338.772 338.772 50 64.0000000024 3.8999999998 1.5000000002 76.0000000013 0.0005012 4 3 0.22 0.0005012 neutral 1 1 0.0005012 0.0005012 6.13280333813E-006 6.13280333813E-006 0.0002829108 64.0000000024 76.0000000013 3.8999999998 1.5000000002 6.41025641144E-006 759.787788661 478.098153274 15.1957557732 9.5619630655 182.349069269 114.74355678 3.6469813854 2.2948711356 1325.17877917 1079.24973592 26.5035755835 21.5849947184 318.042906984 259.019936607 6.3608581397 5.1803987321 2 2 5903.6756284463 5903.6756284463 CHEMBL106 fluconazole OC(Cn1cncn1)(Cn2cncn2)c3ccc(F)cc3F J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 CHEMBL3301361 100MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 150MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 200MG; 100MG; 150MG; 200MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG fluconazole 200 306.276 306.276 200 89.9999999919 0.6708203933 0.31 2.95120922666638E-005 11.998209904 7 1 -0.27 0.0001097481 neutral 1 1 0.0001097481 0.0001097481 2.95120922667E-005 2.95120922667E-005 0.0008670133 89.9999999919 11.998209904 0.6708203933 0.31 0.000007702 24842.769526 13355.224954 124.21384763 66.7761247702 21862.0818923 11752.8370309 109.310409461 58.7641851546 42432.331927 31565.1127924 212.161659635 157.825563962 37341.2116752 27777.8643031 186.706058376 138.889321515 20 95 65300.5785631261 310177.748174849 CHEMBL1064 simvastatin CCC(C)(C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@@H]12 Bioorg. Med. Chem., 2007, 15, 7738-7745 Eur. J. Med. Chem., 2009, 44, 4455-4460 Eur. J. Med. Chem. 2009, 44, 4455-4460 CHEMBL3301361 10MG; 20MG; 40MG; 80MG; 10MG; 20MG; 40MG; 80MG; 10MG; 20MG; 40MG; 80MG; 10MG; 20MG; 40MG; 80MG; 10MG; 20MG; 40MG; 80MG; 80MG; 10MG; 20MG; 40MG; 80MG; 10MG; 20MG; 40MG; 10MG; 20MG; 40MG; 80MG; 10MG; 20MG; 40MG; 80MG; 10MG; 20MG; 40MG; 80MG; 80MG; 10MG; 20MG; 40MG; 10MG; 20MG; 40MG; 80MG; 10MG; 20MG; 40MG; 80MG; 10MG; 20MG; 40MG; 80MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG simvastatin 80 418.574 418.574 80 4.9999999996 0.98 95.0000000005 0.0000025 5 1 3.02 0.0000025 neutral 1 1 0.0000025 0.0000025 4.32737089762E-006 4.32737089762E-006 0.0002096003 4.9999999996 95.0000000005 0.98 5.8334920796 0.000099209 71.1390558945 0.0501010114 0.8892381987 0.0006262626 3.5569527944 0.0025050506 0.0444619099 3.13131321235E-005 73.0109865587 3.6599450217 0.912637332 0.0457493128 3.6505493276 0.1829972511 0.0456318666 0.0022874656 CHEMBL1069 valsartan CCCCC(=O)N(Cc1ccc(cc1)c2ccccc2c3nn[nH]n3)[C@@H](C(C)C)C(=O)O J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 CHEMBL3301361 160MG; 320MG; 160MG; 320MG; 160MG; 320MG; 160MG; 320MG; 160MG; 320MG; 160MG; 320MG; 160MG; 320MG; 160MG; 320MG; 160MG; 320MG; 160MG; 320MG; 160MG; 320MG; 40MG; 80MG; 40MG; 80MG; 80MG; 40MG; 80MG; 40MG; 80MG; 40MG; 80MG; 40MG; 80MG; 40MG; 80MG; 40MG; 80MG; 40MG; 80MG; 40MG; 80MG; 40MG valsartan 320 435.528 435.528 320 38.9999999976 0.22 0.49 99.0506176408 5 2 3.58 5.91380569866E-005 diacid 3.54 4.21 8.90675790162E-008 5.59468879229E-006 5.26728356351E-012 9.4147927777E-007 4.51054289997E-006 0.0002833251 0.001712794 38.9999999976 99.0506176408 0.22 0.49 3.71212121212E-005 17828.9338089 802.108019131 55.7154181528 2.5065875598 169.264752415 7.6150720354 0.5289523513 0.0237971001 21470.8344334 4789.44812947 67.0963576043 14.9670254046 203.840314483 45.4701756442 0.6370009828 0.1420942989 CHEMBL107 colchicine COC1=CC=C2C(=CC1=O)[C@H](CCc3cc(OC)c(OC)c(OC)c23)NC(=O)C J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2004, 47, 1242-1250 0.6MG; 0.6MG colchicine 0.6 399.443 399.443 0.6 5.1073327808 2.0999999998 38.9999999991 6 1 2.79 0.000128421 neutral 1 1 0.000128421 0.000128421 9.20260169279E-006 9.20260169279E-006 0.0003937885 39.4607519612 38.9999999991 5.1073327808 2.0999999998 6.85289200818E-006 3.501884168 2.0879158939 5.8364736133 3.4798598231 2.1361493425 1.2736286953 3.5602489041 2.1227144921 6.0693153524 4.7930433628 10.1155255874 7.9884056047 3.702282365 2.9237564514 6.1704706084 4.8729274189 0.005 0.019 12.517430522 47.5662359836 CHEMBL1073 glipizide Cc1cnc(cn1)C(=O)NCCc2ccc(cc2)S(=O)(=O)NC(=O)NC3CCCCC3 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 Drug Metab. Dispos., 2008, 36, 1385-1405; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 CHEMBL3301361 2.5MG; 2.5MG; 2.5MG; 10MG; 10MG; 10MG; 10MG; 5MG; 5MG; 5MG; 5MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG glipizide 10 445.545 445.545 10 95.0000000024 0.16 0.56 98.477191149 6 3 0.93 9.4514655407E-005 monoacid 5.25 0.0070296914 0.0532402152 6.64408864035E-007 1.24794548916E-005 3.01124836105E-006 2.28060523204E-005 0.0007243025 95.0000000024 98.477191149 0.16 0.56 5.83333333333E-005 1537.59707359 13.4913787327 153.759707359 1.3491378733 23.4146643294 0.2054479095 2.3414664329 0.0205447909 1672.54868398 181.170283437 167.254868398 18.1170283437 25.469719397 2.7588771116 2.5469719397 0.2758877112 2 2 4488.8844000045 4488.8844000045 CHEMBL1078 fluvastatin CC(C)n1c(\C=C\[C@@H](O)C[C@@H](O)CC(=O)O)c(c2ccc(F)cc2)c3ccccc13 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J Pharm Sci 2005, 94, 1467-1483; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 J. Med. Chem. 2010, 53, 3566-3584 80MG; 80MG; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE fluvastatin sodium 80 sodium 411.473 433.473 75.94 37.9648798347 0.42 16.0000000016 4.67735141287198E-005 99.3840887796 4.17 4 3 4.17 0.0001635935 monoacid 4.27 0.0007407611 0.0058539658 1.2118371126E-007 2.07011305542E-005 4.67735141287E-005 0.0003696341 0.0017131666 37.9648798347 99.3840887796 0.42 16.0000000016 0.0006349206 1328.3857225 5.67663886854E-021 17.4925694298 7.47516311369E-023 8.1816767151 3.49630557329E-023 0.1077386979 4.60403683604E-025 1328.3857225 4.63626750025E-009 17.4925694298 6.10517184653E-011 8.1816767151 2.85552917418E-011 0.1077386979 3.76024384275E-013 CHEMBL1079 tizanidine Clc1ccc2nsnc2c1NC3=NCCN3 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 EQ 2MG BASE; EQ 4MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 4MG BASE; EQ 2MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 4MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 6MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 6MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 6MG BASE tizanidine hydrochloride 6 hydrochloride 253.718 253.718 6 20.9999999984 2.3999999999 11.0000000011 29.9999999997 6 2 1.05 2.60423770111E-005 monobase 7.52 0.4313586081 0.0871741883 1.12336034996E-005 0.0001288639 1.10280816163E-005 2.22868871704E-006 0.0001105286 20.9999999984 29.9999999997 2.3999999999 11.0000000011 7.63888888997E-005 12.9883435795 0.123551527 2.1647239299 0.0205919212 9.0918405057 0.0864860689 1.515306751 0.0144143448 14.3322138026 2.8504445991 2.3887023004 0.4750740999 10.0325496618 1.9953112194 1.6720916103 0.3325518699 CHEMBL108 carbamazepine NC(=O)N1c2ccccc2C=Cc3ccccc13 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 3566-3584 Eur. J. Med. Chem., 2009, 44, 4455-4460 Bioorg. Med. Chem., 2011, 19, 2615-2624 CHEMBL3301361; Eur. J. Med. Chem. 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 3566-3584 CHEMBL3301361 100MG; 200MG; 400MG; 100MG; 200MG; 400MG; 100MG; 100MG; 200MG; 100MG; 100MG; 200MG; 200MG; 200MG; 100MG; 200MG; 300MG; 400MG; 200MG; 100MG; 200MG; 300MG; 100MG; 200MG; 300MG; 100MG; 200MG; 300MG; 100MG; 200MG; 300MG; 100MG; 200MG; 300MG; 100MG; 200MG; 300MG carbamazepine 400 236.274 236.274 400 79.372539327 1.4000000001 5.01187233627273E-006 72.8463745899 2.45 0.0007762 1 1 2.45 0.0007762 neutral 1 1 0.0007762 0.0007762 5.01187233627E-006 5.01187233627E-006 0.0002381863 79.372539327 72.8463745899 1.4000000001 2.1991701411 2.61805969155E-005 11812.1140497 1790.78089022 29.5302851242 4.4769522255 3207.41720206 486.261934845 8.0185430052 1.2156548371 16164.2911527 7339.45325339 40.4107278817 18.3486331335 4389.1910698 1992.92764358 10.9729776745 4.9823191089 10 10 42323.7427732209 42323.7427732209 CHEMBL1082 amoxicillin CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccc(O)cc3)C(=O)N2[C@H]1C(=O)O J. Med. Chem., 2010, 53, 3566-3584; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108; Eur. J. Med. Chem. 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 3566-3584 CHEMBL3301361 CHEMBL3301361 775MG; 125MG; 125MG; 250MG; 250MG; 125MG; 250MG; 500MG; 875MG; 500MG; 875MG; 500MG; 875MG; 875MG; 500MG; 875MG; 500MG; 875MG; 250MG; 500MG; 250MG; 500MG; 250MG; 500MG; 250MG; 500MG; 250MG; 500MG; 250MG; 500MG; 250MG; 500MG; 250MG; 500MG amoxicillin 875 365.411 365.411 875 58.8642506146 0.3759236491 3.3000000002 1.86208713666287E-007 16.4451284143 -1.71 6 4 -1.71 0.0001798852 zwitterion 2.4 7.52 4.31354294573E-006 6.92394191872E-006 7.75942422818E-010 0.0001120666 1.86208713666E-007 2.98895440338E-007 1.36643114558E-005 58.8642506146 16.4451284143 0.3759236491 3.3000000002 0.0001463063 5872.9397309 2445.59130891 6.711931121 2.7949614959 4907.12725046 2043.41067767 5.6081454291 2.3353264888 9547.43379522 6845.64346319 10.9113529088 7.8235925294 7977.34604732 5719.86860488 9.1169669112 6.5369926913 CHEMBL109 valproic acid CCCC(CCC)C(=O)O Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J Pharm Sci 2005, 94, 1467-1483; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 250MG; 250MG; 250MG; 250MG valproic acid 250 144.214 144.214 250 89.9999999919 0.14 0.145692823 91.5999999999 1 1 2.72 0.0004946784 monoacid 4.82 0.0026233678 0.0204653789 1.2977235151E-006 6.34106760991E-005 1.4014466802E-005 0.0001093295 0.0014480521 89.9999999919 91.5999999999 0.14 0.145692823 1.73443836905E-005 194857.547256 46366.0831171 779.430189023 185.464332468 16368.0339697 3894.75098188 65.4721358787 15.5790039275 288365.68359 144443.677039 1153.46273436 577.774708158 24222.7174219 12133.2688715 96.8908696875 48.5330754858 150 200 1040120.93139362 1386827.90852483 CHEMBL11 imipramine CN(C)CCCN1c2ccccc2CCc3ccccc13 Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2002, 45, 2867-2876; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 CHEMBL3301361; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250 J. Med. Chem. 2007, 50, 742-748; Bioorg. Med. Chem. 2007, 15, 3756-3767 CHEMBL3301361 10MG; 25MG; 50MG; 10MG; 25MG; 50MG; 10MG; 25MG; 50MG; 10MG; 25MG; 50MG; 10MG; 25MG; 50MG; 10MG; 10MG; 25MG; 50MG imipramine hydrochloride 50 hydrochloride 280.415 316.875 44.25 42.0000000002 17.5680308377 12.9999999998 2.75422870333816E-005 89.3297520002 4.415 2 0 4.42 9.03391361332E-005 monobase 9.17 0.0166988494 0.002133401 1.50855962696E-006 0.0007071149 2.75422870334E-005 3.5187299588E-006 0.0001580533 42.0000000002 89.3297520002 17.5680308377 12.9999999998 0.000012333 68.6673229245 30.7254347904 1.5518039079 0.6943601083 7.3269736509 3.2784800912 0.1655813254 0.0740899456 113.231190566 82.9268293349 2.5588969619 1.8740526403 12.0820488465 8.8484983484 0.2730406519 0.1999660644 0.5 1 1783.0715189986 3566.1430379973 CHEMBL1110 alosetron Cc1[nH]cnc1CN2CCc3c(C2=O)c4ccccc4n3C Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 EQ 0.5MG BASE; EQ 0.5MG BASE; EQ 1MG BASE; EQ 1MG BASE alosetron hydrochloride 1 hydrochloride 294.358 294.358 1 55.0000000007 1.1000000001 8.6999999996 3 1 2.16 6.68582026163E-005 monobase 7 0.715252751 0.2402530734 4.78205133515E-005 0.0001990423 1.51857439369E-005 5.10088447284E-006 0.0002366048 55.0000000007 85.7377401294 1.1000000001 8.6999999996 0.0001318182 11.6255004315 0.0006200812 11.6255004315 0.0006200812 1.6580590828 8.8437597989E-005 1.6580590828 8.8437597989E-005 11.7095391143 0.1829619728 11.7095391143 0.1829619728 1.6700448981 0.026094512 1.6700448981 0.026094512 CHEMBL1112 aripiprazole Clc1cccc(N2CCN(CCCCOc3ccc4CCC(=O)Nc4c3)CC2)c1Cl Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 10MG; 15MG; 10MG; 15MG; 10MG; 15MG; 20MG; 30MG; 10MG; 15MG; 20MG; 30MG; 10MG; 15MG; 20MG; 30MG; 10MG; 15MG; 20MG; 30MG; 10MG; 15MG; 20MG; 30MG; 10MG; 15MG; 20MG; 30MG; 10MG; 15MG; 20MG; 30MG; 2MG; 5MG; 2MG; 5MG; 2MG; 5MG; 2MG; 5MG; 2MG; 5MG; 2MG; 5MG; 2MG; 5MG aripiprazole 30 448.394 448.394 30 4.8999999997 0.83 4 1 5.27 3.45667600442E-005 monobase 7.67 0.3493953721 0.0633268753 1.20774659868E-005 0.0001907163 6.53843258499E-006 1.1850715211E-006 6.06801075969E-005 38.8063442406 98.2029011212 4.8999999997 0.83 2.82312925187E-006 313.179716237 274.909471539 10.4393238746 9.1636490513 5.6281491691 4.9403950308 0.1876049723 0.1646798344 509.555250642 479.793493467 16.9851750214 15.9931164489 9.1572116962 8.6223634917 0.3052403899 0.2874121164 1 1 2230.1814921698 2230.1814921698 CHEMBL112 acetaminophen CC(=O)Nc1ccc(O)cc1 J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584; Bioorg. Med. Chem., 2007, 15, 7738-7745 Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 3566-3584; Bioorg. Med. Chem. 2007, 15, 3756-3767 CHEMBL3301361 650MG; 650MG; 650MG; 650MG; 650MG acetaminophen 650 151.165 151.165 650 84.9646912141 0.9696927826 4.9999999996 0.0001 36.667592337 0.425 2 2 0.43 0.0003805827 neutral 1 1 0.0003805827 0.0003805827 0.0001 0.0001 0.0014287965 84.9646912141 36.667592337 0.9696927826 4.9999999996 8.5937871068E-005 44988.3696559 34.1599321426 69.2128763937 0.0525537418 28492.2176714 21.634307482 43.834181033 0.03328355 46150.4551149 1433.23889104 71.0007001768 2.2049829093 29228.1943717 907.704697258 44.9664528796 1.396468765 CHEMBL114 saquinavir CC(C)(C)NC(=O)[C@@H]1C[C@@H]2CCCC[C@@H]2CN1C[C@@H](O)[C@H](Cc3ccccc3)NC(=O)[C@H](CC(=O)N)NC(=O)c4ccc5ccccc5n4 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 CHEMBL3301361 CHEMBL3301361 EQ 500MG BASE; EQ 200MG BASE saquinavir mesylate 500 mesylate 670.855 670.855 500 5.2915026213 3.6000000003 12.9999999998 5.49540873857625E-007 98.2100377018 0.0000363 7 5 1.74 0.0000363 monobase 7.14 0.6453524504 0.1863877895 2.34262939509E-005 0.0001256858 5.49540873858E-007 1.5871592127E-007 8.81920214033E-006 5.2915026213 98.2100377018 3.6000000003 12.9999999998 6.01851851792E-005 34.4173658417 23.3684373172 0.0688347317 0.0467368746 0.6160578726 0.4182862177 0.0012321157 0.0008365724 62.2210125727 55.3785459985 0.1244420251 0.110757092 1.1137326666 0.9912550947 0.0022274653 0.0019825102 CHEMBL1144 pravastatin CC[C@H](C)C(=O)O[C@H]1C[C@H](O)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(=O)O)[C@@H]12 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108 20MG; 10MG; 20MG; 40MG; 10MG; 20MG; 40MG; 10MG; 20MG; 40MG; 10MG; 20MG; 40MG; 10MG; 20MG; 40MG; 10MG; 20MG; 40MG; 10MG; 20MG; 40MG; 80MG; 10MG; 20MG; 40MG; 40MG; 10MG; 20MG; 40MG; 80MG; 80MG; 80MG; 80MG; 80MG; 80MG; 80MG; 80MG; 80MG; 10MG; 20MG; 40MG; 80MG; 10MG; 20MG; 40MG pravastatin sodium 80 sodium 424.534 446.534 76.06 17.4928556829 0.46 14.0000000007 2.75422870333816E-007 47.493718551 6 4 1.53 8.12055600807E-005 monoacid 4.31 0.0008121704 0.0064151228 0.000000066 1.02808241062E-005 2.75422870334E-007 2.17549373605E-006 0.0001034694 17.4928556829 47.493718551 0.46 14.0000000007 0.0005072464 132.105894799 0.0326956044 1.7368642493 0.000429866 69.3638929338 0.0171672461 0.9119628311 0.0002257066 133.853592572 2.8885276139 1.7598421322 0.0379769605 70.2815440452 1.5166584387 0.924027663 0.0199402898 CHEMBL1148 torsemide CC(C)NC(=O)NS(=O)(=O)c1cnccc1Nc2cccc(C)c2 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG torsemide 100 348.428 348.428 100 93.4665715471 0.21 0.53 99 5 3 0.94 2.21385081112E-005 monoacid 6.4 0.0909090909 0.4426883662 2.01259164648E-006 4.54629441379E-006 4.10717511647E-006 2.00001850638E-005 0.0006813791 93.4665715471 99 0.21 0.53 4.20634920635E-005 15625.2986975 527.436131263 156.252986975 5.2743613126 156.252986975 5.2743613126 1.5625298698 0.0527436131 18345.7190448 3773.40980257 183.457190448 37.7340980257 183.457190448 37.7340980257 1.8345719045 0.3773409803 CHEMBL115 indinavir CC(C)(C)NC(=O)[C@@H]1CN(Cc2cccnc2)CCN1C[C@@H](O)C[C@@H](Cc3ccccc3)C(=O)N[C@@H]4[C@H](O)Cc5ccccc45 Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361 EQ 200MG BASE; EQ 400MG BASE indinavir sulfate 400 sulfate 613.803 613.803 400 0.82 17.9999999999 62.9400000003 7 4 2.30 0.0001055037 monobase 6.2 0.9406490569 0.6661394246 0.000099242 0.0001489808 1.20628016942E-006 8.54251404445E-007 4.62182181388E-005 17.1788653375 62.9400000003 0.82 17.9999999999 0.0003658537 186.596325401 5.2979349066 0.4664908135 0.0132448373 69.152598193 1.9634146764 0.1728814955 0.0049085367 215.890279482 44.3128159764 0.5397256987 0.1107820399 80.0089375755 16.4223296007 0.2000223439 0.041055824 0.5 0.5 814.5936073952 814.5936073952 CHEMBL1185 zolmitriptan CN(C)CCc1c[nH]c2ccc(C[C@H]3COC(=O)N3)cc12 J. Med. Chem., 2010, 53, 1098-1108; Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG zolmitriptan 5 287.363 287.363 5 39.4968353092 1.8 6.7 25.0000000008 3 2 1.26 6.20380839004E-005 monobase 9.52 0.007528665 0.0009540814 4.6706395006E-007 0.0004895431 7.52255088912E-006 9.53306627149E-007 4.58414999681E-005 39.4968353092 25.0000000008 1.8 6.7 0.000062037 18.1812285164 2.2688625201 3.6362457033 0.453772504 13.6359213871 1.70164689 2.7271842774 0.340329378 24.7260531898 13.3555705371 4.945210638 2.6711141074 18.5445398922 10.0166779027 3.7089079784 2.0033355805 CHEMBL12 diazepam CN1C(=O)CN=C(c2ccccc2)c3cc(Cl)ccc13 J. Med. Chem., 2010, 53, 3566-3584; Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2002, 45, 2867-2876; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624; J. Med. Chem., 2001, 44, 1927-1937 J. Med. Chem. 2010, 53, 1098-1108; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; CHEMBL3301361 J. Med. Chem. 2007, 50, 742-748 CHEMBL3301361 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 2MG; 5MG; 2MG; 2MG; 5MG; 2MG; 5MG; 2MG; 5MG; 2MG; 5MG diazepam 10 284.746 284.746 10 98.30475725 1.1320246349 0.38 8.46785632519127E-005 98.1083545921 2.92 0.000138 2 0 2.92 0.000138 neutral 1 1 0.000138 0.000138 8.46785632519E-005 8.46785632519E-005 0.0013609467 98.30475725 98.1083545921 1.1320246349 0.38 5.59469567894E-006 1114.01435611 702.531270423 111.401435611 70.2531270423 21.0732014107 13.289400516 2.1073201411 1.3289400516 1927.86755077 1531.00009776 192.786755077 153.100009776 36.4684179946 28.9610930442 3.6468417995 2.8961093044 3 5 10535.7055059597 17559.5091765995 CHEMBL1200622 paricalcitol C[C@H](\C=C\[C@H](C)C(C)(C)O)[C@H]1CC[C@H]2\C(=C\C=C3C[C@@H](O)C[C@H](O)C3)\CCC[C@]12C J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 1MCG; 2MCG; 4MCG; 1MCG; 2MCG; 4MCG; 1MCG; 2MCG; 4MCG; 1MCG; 2MCG; 4MCG; 1MCG; 2MCG; 4MCG paricalcitol 0.004 416.646 416.646 0.004 85.9999999914 0.41 0.8899999999 99.84 3 3 5.31 5.23384808986E-005 neutral 1 1 5.23384808986E-005 5.23384808986E-005 3.94942101441E-006 3.94942101441E-006 0.0001933735 85.9999999914 99.84 0.41 0.8899999999 3.61788617846E-005 0.2066673856 0.0162488816 51.6668464044 4.0622204055 0.0003306678 2.59982105955E-005 0.0826669542 0.0064995526 0.2611651539 0.0937178018 65.2912884666 23.4294504446 0.0004178642 0.0001499485 0.1044660615 0.0374871207 CHEMBL1201201 methamphetamine CN[C@@H](C)Cc1ccccc1 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 5MG; 5MG methamphetamine hydrochloride 5 hydrochloride 149.237 185.697 4.02 4.3000000002 4.4000000001 1 1 2.21 0.0008997386 monobase 10.38 0.0010460332 0.0001318083 9.4115645572E-007 0.007140343 3.96405405472E-005 0.000004995 0.0002067839 70.067617981 63.3386918791 4.3000000002 4.4000000001 1.70542635655E-005 66.5366274544 20.3128091021 16.5513998643 5.0529375876 24.3931980043 7.4469415329 6.0679597026 1.8524730181 101.896841367 62.7353975084 25.3474729768 15.6058202757 37.3567149789 22.9996173814 9.2927151689 5.7212978561 0.15 0.15 1005.1126731307 1005.1126731307 CHEMBL1201288 dantrolene [O-][N+](=O)c1ccc(cc1)c2oc(\C=N\N3CC(=O)NC3=O)cc2 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 100MG; 100MG; 100MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG dantrolene sodium 100 sodium 314.257 336.257 93.46 0.37 0.43 6 1 1.49 3.0398691945E-005 monoacid 7.68 0.6558205059 0.9380252841 1.99360855305E-005 2.12532496394E-005 4.81923165438E-006 0.000006893 0.0003115815 59.8281912018 90.0643680197 0.37 0.43 1.93693693694E-005 7130.60937222 1691.39756429 76.2958417742 18.0975557917 708.471105176 168.051037312 7.580474055 1.7981065409 10462.4798922 5596.49285001 111.946072033 59.8811561097 1039.5134981 556.046933381 11.1225497336 5.9495712966 CHEMBL121 rosiglitazone CN(CCOc1ccc(CC2SC(=O)NC2=O)cc1)c3ccccn3 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 EQ 2MG BASE; EQ 4MG BASE; EQ 8MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 8MG BASE rosiglitazone maleate 8 maleate 357.435 357.435 8 99.0000000006 0.2 0.6499999999 99.7719604239 0.0000282 6 1 1.56 0.0000282 zwitterion 6.34 6.5 0.0711598488 0.2044622018 2.006707737E-006 9.81456581666E-006 5.77610861219E-006 1.65963799018E-005 0.0005966096 99.0000000006 99.7719604239 0.2 0.6499999999 5.41666666583E-005 1258.18709639 16.3037200694 157.273387049 2.0379650087 2.8691645212 0.0371789341 0.3586455651 0.0046473668 1392.25581535 185.55649489 174.031976919 23.1945618612 3.1748942596 0.4231422444 0.3968617824 0.0528927805 CHEMBL1219 rabeprazole COCCCOc1ccnc(C[S+]([O-])c2nc3ccccc3[nH]2)c1C J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 20MG; 20MG; 20MG; 20MG; 20MG; 20MG; 20MG; 20MG; 10MG; 5MG rabeprazole sodium 20 sodium 359.451 381.451 18.85 51.9999999958 0.22 3.9999999997 96.3000000003 5 1 2.65 2.39640750852E-005 neutral 1 1 2.39640750852E-005 2.39640750852E-005 9.2603727418E-006 9.2603727418E-006 0.0003957293 51.9999999958 96.3000000003 0.22 3.9999999997 0.0003030303 740.015565349 3.21894855771E-008 39.2581201777 1.70766501735E-009 27.3805759157 1.19101096626E-009 1.4525504465 6.3183605637E-011 740.015565328 0.0153171487 39.2581201765 0.0008125808 27.3805759149 0.0005667345 1.4525504464 3.00654908853E-005 CHEMBL1220 tinidazole CCS(=O)(=O)CCn1c(C)ncc1[N+](=O)[O-] J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108 250MG; 500MG; 250MG; 500MG; 250MG; 500MG; 250MG; 500MG; 250MG; 500MG tinidazole 500 247.276 247.276 500 100 0.6245981416 0.6 15.5859727173 6 0 0.21 0.0002245312 neutral 1 1 0.0002245312 0.0002245312 0.000007937 0.000007937 0.0003499806 100 15.5859727173 0.6245981416 0.6 1.60102941939E-005 53970.9038901 16219.7845204 107.94180778 32.4395690409 45559.0135345 13691.7733303 91.118027069 27.3835466606 82600.5669619 48604.5872682 165.201133924 97.2091745363 69726.4651309 41029.0895572 139.452930262 82.0581791144 CHEMBL1231 oxybutynin CCN(CC)CC#CCOC(=O)C(O)(C1CCCCC1)c2ccccc2 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361 CHEMBL3301361 15MG; 10MG; 10MG; 15MG; 15MG; 10MG; 15MG; 10MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG oxybutynin chloride 15 chloride 357.494 393.954 13.61 0.85 5.1 97.0700000002 4 1 4.74 7.83772827095E-005 monobase 7.5 0.4426883662 0.0909090909 3.46967112328E-005 0.0003816638 1.21887189264E-005 0.000002503 0.0001231331 44.5586001327 97.0700000002 0.85 5.1 0.0001 116.063147952 0.2321065458 8.5277845667 0.017054118 3.4006502348 0.0068007218 0.2498640878 0.0004996857 121.907300086 12.9889703203 8.9571858991 0.9543696047 3.5718838923 0.3805768304 0.2624455468 0.0279630294 CHEMBL1237044 tramadol COc1cccc(c1)C2(O)CCCCC2CN(C)C J. Med. Chem., 2010, 53, 1098-1108; Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108 100MG; 200MG; 300MG; 300MG; 100MG; 200MG; 100MG; 200MG; 300MG; 100MG; 200MG; 300MG; 100MG; 200MG; 300MG; 100MG; 200MG; 300MG; 100MG; 200MG; 300MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 100MG; 200MG; 300MG; 150MG tramadol hydrochloride 300 hydrochloride 263.381 299.841 263.52 72.4568837305 2.7999999997 6.4999999994 9.2610094437 3 1 3.09 0.0005103378 monobase 9.61 0.0061281641 0.000775645 3.1274340411E-006 0.0040320429 2.60036673163E-005 3.2912981695E-006 0.0001463312 72.4568837305 9.2610094437 2.7999999997 6.4999999994 3.86904761911E-005 2407.12808883 184.167995634 9.1345176413 0.698876729 2184.2037292 167.112180166 8.2885690999 0.6341536892 3040.13853699 1154.94744093 11.5366520074 4.3827695846 2758.59101998 1047.98764936 10.4682415755 3.9768808795 1 1 3796.7810889928 3796.7810889928 CHEMBL1272 repaglinide CCOc1cc(CC(=O)N[C@@H](CC(C)C)c2ccccc2N3CCCCC3)ccc1C(=O)O Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG repaglinide 2 452.595 452.595 2 59.3969696156 0.35 7.8000000002 98.8376567911 4 2 4.99 0.000147346 zwitterion 4.19 5.78 0.0006017794 0.0040938498 8.86697808467E-008 2.16592658439E-005 3.97345441749E-006 0.000027031 0.0007834351 59.3969696156 98.8376567911 0.35 7.8000000002 0.0003714286 54.6655371198 2.35443681764E-012 27.3327685599 1.17721840882E-012 0.6354011583 2.73666364576E-014 0.3177005792 1.36833182288E-014 54.6655371198 2.19004103186E-005 27.3327685599 1.09502051593E-005 0.6354011583 2.54557932059E-007 0.3177005792 1.2727896603E-007 CHEMBL1278 naratriptan CNS(=O)(=O)CCc1ccc2[nH]cc(C3CCN(C)CC3)c2c1 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE naratriptan hydrochloride 2.5 hydrochloride 335.473 335.473 2.5 67.7495387331 2.3999999999 6.5999999994 29.9999999997 3 2 2.35 0.0001486008 monobase 9.3 0.0124327353 0.0015823853 1.84751394646E-006 0.00116755 0.000004701 5.98325679581E-007 2.95178633628E-005 67.7495387331 29.9999999997 2.3999999999 6.5999999994 4.58333333311E-005 10.5940922201 3.5465812461 4.237636888 1.4186324984 7.4158645541 2.4826068723 2.9663458216 0.9930427489 16.7508174303 12.3700751224 6.7003269721 4.948030049 11.7255722013 8.6590525858 4.6902288805 3.4636210343 CHEMBL1279 frovatriptan CN[C@@H]1CCc2[nH]c3ccc(cc3c2C1)C(=O)N J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 EQ 2.5MG BASE; EQ 2.5MG BASE frovatriptan succinate 2.5 succinate 243.31 243.31 2.5 26.0000000017 3.6000000003 2.5000000002 14.9999999988 2 3 1.56 0.00012043 monobase 10.38 0.0010460332 0.0001318083 0.000000126 0.0009557349 6.50363941191E-006 8.195090068E-007 3.82977003011E-005 26.0000000017 14.9999999988 3.6000000003 2.5000000002 1.1574074074E-005 11.9878154362 8.265235704 4.7951261745 3.3060942816 10.1896431209 7.0254503485 4.0758572484 2.8101801394 21.8940660288 19.7925931774 8.7576264115 7.917037271 18.6099561247 16.823704201 7.4439824499 6.7294816804 CHEMBL128 sumatriptan CNS(=O)(=O)Cc1ccc2[nH]cc(CCN(C)C)c2c1 J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2004, 47, 1242-1250 EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 25MG BASE; EQ 50MG BASE sumatriptan succinate 100 succinate 295.408 295.408 100 14.0000000007 1.0511898021 19.0000000021 2.08929613085404E-006 17.4943706042 3 2 1.65 0.0001756281 monobase 9.49 0.0080627685 0.0010222469 0.000001416 0.0013852319 2.08929613085E-006 2.64893697415E-007 1.3265644855E-005 14.0000000007 17.4943706042 1.0511898021 19.0000000021 0.0003012459 36.637238754 13.8245068358 0.3663723875 0.1382450684 30.2277844272 11.4059963757 0.3022778443 0.1140599638 58.4785855837 38.3228841606 0.5847858558 0.3832288416 48.2481250976 31.6185367793 0.482481251 0.3161853678 CHEMBL13 metoprolol COCCc1ccc(OCC(O)CNC(C)C)cc1 J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250; J. Med. Chem., 2002, 45, 2867-2876 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; J Pharm Sci 2005, 94, 1467-1483 Bioorg. Med. Chem., 2011, 19, 2615-2624; J. Med. Chem., 2001, 44, 1927-1937; J. Med. Chem., 2005, 48, 604-613 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 Bioorg. Med. Chem. 2007, 15, 3756-3767; J. Med. Chem. 2010, 53, 3566-3584 37.5MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 50MG; 50MG; 75MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 50MG; 50MG metoprolol tartrate 100 tartrate 267.369 417.459 64.05 60.0832755359 3.5471378648 13.473496969 5.55998716202477E-005 11.3249451986 1.915 4 2 1.92 0.0008325202 monobase 9.43 0.009246252 0.0011735188 7.69769191197E-006 0.0065594961 5.55998716202E-005 7.05664244877E-006 0.0002880235 60.0832755359 11.3249451986 3.5471378648 13.473496969 6.33068945656E-005 380.051818452 3.1429993454 5.9336739805 0.049071028 337.011158286 2.7870563919 5.261688654 0.043513761 412.184322054 51.5659962154 6.435352413 0.8050897145 365.504673464 45.7261754029 5.7065522789 0.7139137456 0.65 18 2431.0970980181 67322.6888681934 CHEMBL1311 isosorbide mononitrate O[C@H]1CO[C@@H]2[C@@H](CO[C@H]12)O[N+](=O)[O-] J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Drug Metab. Dispos., 2008, 36, 1385-1405 J Pharm Sci 2005, 94, 1467-1483; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; Drug Metab. Dispos. 2008, 36, 1385-1405 120MG; 120MG; 120MG; 120MG; 60MG; 30MG; 30MG; 60MG; 30MG; 60MG; 60MG; 30MG; 30MG; 60MG; 60MG; 20MG; 10MG; 20MG; 20MG; 10MG; 20MG isosorbide mononitrate 120 191.139 191.139 120 93.0000000099 0.7497184128 2.4276502568 6 1 -1.56 0.0006404689 neutral 1 1 0.0006404689 0.0006404689 3.31826624244E-006 3.31826624244E-006 0.0001655327 93.0000000099 24.4460072434 0.7497184128 2.4276502568 0.000053968 6560.92194264 157.297412651 54.674349522 1.3108117721 4957.03848931 118.844475761 41.3086540776 0.9903706313 7525.63442649 1763.44923903 62.7136202208 14.6954103252 5685.91728948 1332.35631032 47.382644079 11.1029692527 CHEMBL1324 tolcapone Cc1ccc(cc1)C(=O)c2cc(O)c(O)c(c2)[N+](=O)[O-] Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 100MG; 100MG tolcapone 100 273.244 273.244 100 0.12 1.9000000002 5 2 2.67 5.67842708318E-005 monoacid 4.78 0.0023930923 0.0186983181 1.35890000747E-007 7.26749861727E-006 6.53111630423E-006 5.10305810272E-005 0.0011041667 55.6453320613 96.1199164242 0.12 1.9000000002 0.0002638889 15466.1190501 0.000003993 154.661190501 3.9929730684E-008 600.098345077 1.54930692213E-007 6.0009834508 1.54930692213E-009 15466.1190497 0.3566632292 154.661190497 0.0035666323 600.098345061 0.0138388314 6.0009834506 0.0001383883 12 12 43916.7923174891 43916.7923174891 CHEMBL134 clonidine Clc1cccc(Cl)c1NC2=NCCN2 Bioorg. Med. Chem., 2007, 15, 7738-7745 Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250 Bioorg. Med. Chem. 2007, 15, 3756-3767 0.1MG; 0.1MG; 0.1MG; 0.1MG; 0.1MG; 0.2MG; 0.3MG; 0.1MG; 0.2MG; 0.3MG; 0.2MG; 0.3MG; 0.1MG; 0.2MG; 0.3MG; 0.1MG; 0.1MG; 0.2MG; 0.3MG; 0.1MG; 0.2MG; 0.3MG; 0.1MG; 0.2MG; 0.3MG; 0.1MG; 0.2MG; 0.3MG; 0.1MG; 0.2MG; 0.3MG; 0.1MG; 0.2MG; 0.3MG clonidine hydrochloride 0.3 hydrochloride 230.098 266.558 0.26 60.0000000023 2.3512183147 3.9999999997 2.18776162394955E-005 20.000000001 1.43 3 2 1.43 3.16034206715E-005 monobase 8.1 0.1663375308 0.0245033676 5.25683495985E-006 0.0002145352 2.18776162395E-005 3.22281609693E-006 0.0001518487 60.0000000023 20.000000001 2.3512183147 3.9999999997 2.83540946601E-005 3.130618233 0.4784587655 12.0408393576 1.8402260213 2.5044945863 0.3827670124 9.6326714859 1.472180817 4.2963377973 2.0999057166 16.5243761433 8.0765604484 3.4370702378 1.6799245733 13.2195009145 6.4612483587 0.009 0.05 39.1137689159 217.2987161992 CHEMBL1346 darifenacin NC(=O)C([C@@H]1CCN(CCc2ccc3OCCc3c2)C1)(c4ccccc4)c5ccccc5 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 EQ 7.5MG BASE; EQ 7.5MG BASE; EQ 15MG BASE; EQ 15MG BASE darifenacin hydrobromide 15 hydrobromide 426.56 426.56 15 2.6000000002 11.9999999987 3 1 3.95 5.85146041696E-005 monobase 9.32 0.0118798175 0.0015112738 6.95142820092E-007 0.0004599714 3.50586440429E-006 0.000000446 2.21826274071E-005 34.2982674623 96.8723718086 2.6000000002 11.9999999987 7.69230769088E-005 14.4313383606 4.59701675 0.962089224 0.3064677833 0.451358607 0.1437775918 0.0300905738 0.0095851728 22.4489656929 15.7043737562 1.4965977129 1.0469582504 0.7021201797 0.4911744209 0.046808012 0.0327449614 CHEMBL137 metronidazole Cc1ncc([N+](=O)[O-])n1CCO J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2004, 47, 1242-1250 J. Med. Chem. 1991, 34, 786-797 CHEMBL3301361 750MG; 750MG; 250MG; 500MG; 250MG; 250MG; 500MG; 250MG; 500MG; 250MG; 500MG; 250MG; 500MG; 500MG; 500MG; 250MG; 250MG; 500MG; 375MG; 375MG; 375MG metronidazole 750 171.156 171.156 750 99.0000000006 0.5440588203 0.85 3.8904514499428E-005 6.6957200024 -0.02 5 1 -0.02 0.0005498294 neutral 1 1 0.0005498294 0.0005498294 3.89045144994E-005 3.89045144994E-005 0.0010007042 99.0000000006 6.6957200024 0.5440588203 0.85 2.60388512015E-005 115849.814899 13782.7814216 154.466419865 18.3770418954 108092.83567 12859.924969 144.123780894 17.1465666254 154500.24902 56231.5486341 206.000332027 74.9753981788 144155.344943 52466.4415846 192.20712659 69.9552554461 200 200 1168524.62081376 1168524.62081376 CHEMBL1380 abacavir Nc1nc(NC2CC2)c3ncn([C@@H]4C[C@H](CO)C=C4)c3n1 Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 EQ 300MG BASE; EQ 300MG BASE; EQ 300MG BASE; EQ 300MG BASE; EQ 300MG BASE abacavir sulfate 300 sulfate 286.339 286.339 300 85.9999999914 0.8400000001 12.9999999998 7 3 0.77 6.84623373691E-005 neutral 1 1 6.84623373691E-005 6.84623373691E-005 4.01657545537E-006 4.01657545537E-006 0.0001962804 85.9999999914 61.3773352411 0.8400000001 12.9999999998 0.0002579365 4887.11113572 0.0020946363 16.2903704524 6.98212085541E-006 1887.53255035 0.0008090043 6.2917751678 2.69668113105E-006 4890.48929264 9.4289312278 16.3016309755 0.0314297708 1888.83728456 3.6417044985 6.2961242819 0.012139015 CHEMBL1382 tolterodine CC(C)N(CC[C@H](c1ccccc1)c2cc(C)ccc2O)C(C)C J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 2MG; 4MG; 2MG; 4MG; 2MG; 4MG tolterodine tartrate 4 tartrate 325.496 475.586 2.74 26.0000000017 1.3964240044 8.4000000007 96.3000000003 2 1 6.51 1.81082204142E-005 monobase 10.68 0.0005245322 0.000066065 9.49834436323E-009 0.0001437728 1.5838073365E-005 1.99480991865E-006 8.83470912269E-005 26.0000000017 96.3000000003 1.3964240044 8.4000000007 0.0001002561 7.7421508037 0.0517086989 2.8256024831 0.0188717879 0.2864595797 0.0019132219 0.1045472919 0.0006982562 8.4413231882 1.5229630273 3.0807748862 0.5558259224 0.3123289579 0.056349632 0.1139886708 0.0205655591 CHEMBL139 diclofenac OC(=O)Cc1ccccc1Nc2c(Cl)cccc2Cl J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 Eur. J. Med. Chem., 2009, 44, 4455-4460; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; J Pharm Sci 2005, 94, 1467-1483 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 J. Med. Chem. 2007, 50, 742-748 CHEMBL3301361 18MG; 35MG diclofenac 35 296.153 296.153 35 53.9999999971 0.2018822305 3.6632229882 5.37031796370253E-005 99.4567677223 4.51 2 2 4.51 0.0001627945 monoacid 3.89 0.0003089341 0.0024486981 5.02927579882E-008 2.05385704788E-005 5.3703179637E-005 0.0004256665 0.0017131224 53.9999999971 99.4567677223 0.2018822305 3.6632229882 0.0003024224 3113.76500742 2.46202825105E-008 88.9647144976 7.03436643158E-010 16.914976572 1.33745321458E-010 0.4832850449 3.82129489881E-012 3113.76500742 0.0116198112 88.9647144976 0.0003319946 16.914976572 6.312256524E-005 0.4832850449 1.803501864E-006 50 60 168831.651207315 202597.981448778 CHEMBL141 lamivudine NC1=NC(=O)N(C=C1)[C@@H]2CS[C@H](CO)O2 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; J Pharm Sci 2005, 94, 1467-1483 J. Med. Chem. 2010, 53, 1098-1108; Eur. J. Med. Chem. 2009, 44, 4455-4460 CHEMBL3301361 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 100MG; 100MG; 100MG; 100MG; 150MG; 300MG; 150MG; 300MG lamivudine 300 229.261 229.261 300 86.498554895 1.3 6.8578570321 10.5841401496 7 2 -1.36 0.0002793214 neutral 1 1 0.0002793214 0.0002793214 4.66822378465E-006 4.66822378465E-006 0.0002239612 86.498554895 10.5841401496 1.3 6.8578570321 8.79212440013E-005 6797.07217437 10.2898021464 22.6569072479 0.0342993405 6077.66052936 9.2007150661 20.2588684312 0.0306690502 7052.09452404 468.145011798 23.5069817468 1.5604833727 6305.69095613 418.595887646 21.0189698538 1.3953196255 CHEMBL1422 sitagliptin N[C@@H](CC(=O)N1CCn2c(C1)nnc2C(F)(F)F)Cc3cc(F)c(F)cc3F J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 EQ 100MG BASE; EQ 25MG BASE; EQ 50MG BASE sitagliptin phosphate 100 phosphate 407.318 407.318 100 88.9999999908 2.7999999997 6.0000000002 30.0781129471 5 1 0.99 1.64952351562E-005 monobase 7.2 0.6131368202 0.1663375308 1.01138360313E-005 6.08030910503E-005 9.22494839809E-006 2.50263087784E-006 0.0001243493 88.9999999908 30.0781129471 2.7999999997 6.0000000002 3.57142857193E-005 720.081943628 74.8596423352 7.2008194363 0.7485964234 503.494883312 52.3432745619 5.0349488331 0.5234327456 943.046758726 417.94070483 9.4304675873 4.1794070483 659.396089492 292.23202758 6.5939608949 2.9223202758 CHEMBL1428 nimodipine COCCOC(=O)C1=C(C)NC(=C(C1c2cccc(c2)[N+](=O)[O-])C(=O)OC(C)C)C J. Med. Chem., 2010, 53, 1098-1108; Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 J Pharm Sci 2005, 94, 1467-1483; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 30MG; 30MG; 30MG; 30MG; 30MG nimodipine 30 418.446 418.446 30 12.4899959946 1.2198100573 14.7434952193 97.5444409371 0.0000031 8 1 3.17 0.0000031 neutral 1 1 0.0000031 0.0000031 6.03245113465E-006 6.03245113465E-006 0.0002790073 12.4899959946 97.5444409371 1.2198100573 14.7434952193 0.0002014452 45.0044844527 1.04051366141E-005 1.5001494818 3.46837887137E-007 1.1051116967 2.55504275135E-007 0.0368370566 8.51680917118E-009 45.0044790441 0.0605028507 1.5001493015 0.0020167617 1.1051115639 0.0014856832 0.0368370521 4.95227744887E-005 CHEMBL1444 letrozole N#Cc1ccc(cc1)C(c2ccc(cc2)C#N)n3cncn3 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG letrozole 2.5 285.31 285.31 2.5 99.9499874908 1.9000000002 0.57 55.3938418709 5 0 2.10 5.79752676248E-005 neutral 1 1 5.79752676248E-005 5.79752676248E-005 1.29636420794E-005 1.29636420794E-005 0.0005105838 99.9499874908 55.3938418709 1.9000000002 0.57 0.000005 180.755464409 122.625686907 72.3021857634 49.0502747627 80.6280682811 54.6986078085 32.2512273124 21.8794431234 312.917442544 259.181461447 125.166977017 103.672584579 139.580449235 115.610892534 55.8321796938 46.2443570138 CHEMBL1460 didanosine OC[C@@H]1CC[C@@H](O1)n2cnc3C(=O)NC=Nc23 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; J Pharm Sci 2005, 94, 1467-1483 J. Med. Chem., 2005, 48, 604-613 J. Med. Chem. 2010, 53, 1098-1108 100MG; 150MG; 200MG; 125MG; 200MG; 250MG; 400MG; 125MG; 200MG; 250MG; 400MG; 200MG; 250MG; 400MG; 125MG; 200MG; 250MG; 400MG didanosine 400 236.231 236.231 400 37.9999999985 0.77 11.6835957699 0.00000025 4.9999999995 6 2 -0.84 0.0004102219 neutral 1 1 0.0004102219 0.0004102219 0.00000025 0.00000025 1.41586040135E-005 37.9999999985 4.9999999995 0.77 11.6835957699 0.0002528917 814.815869644 295.192234582 2.0370396741 0.7379805865 774.075076166 280.432622854 1.9351876904 0.7010815571 1289.26310872 839.063145785 3.2231577718 2.0976578645 1224.79995329 797.1099885 3.0619998832 1.9927749713 CHEMBL1463 flucytosine NC1=C(F)C=NC(=O)N1 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 250MG; 500MG; 250MG; 500MG flucytosine 500 129.094 129.094 500 83.7496268701 0.68 2.0000000002 3 2 -0.27 0.0005245564 neutral 1 1 0.0005245564 0.0005245564 1.17634875042E-005 1.17634875042E-005 0.0004753057 83.7496268701 48.6137363073 0.68 2.0000000002 4.9019607848E-005 53332.7635966 1116.03923827 106.665527193 2.2320784765 27405.7145364 573.490865892 54.8114290727 1.1469817318 60509.0945562 10392.0638458 121.018189112 20.7841276917 31093.3628867 5340.09333093 62.1867257735 10.6801866619 100 100 774629.339860877 774629.339860877 CHEMBL1464 warfarin CC(=O)CC(C1=C(O)c2ccccc2OC1=O)c3ccccc3 J. Med. Chem., 2010, 53, 3566-3584; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 J Pharm Sci 2005, 94, 1467-1483; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108; Eur. J. Med. Chem. 2009, 44, 4455-4460; CHEMBL3301361 J. Med. Chem. 2007, 50, 742-748 2.5MG; 7.5MG; 2.5MG; 7.5MG; 2.5MG; 7.5MG; 2.5MG; 7.5MG; 2.5MG; 7.5MG; 2.5MG; 7.5MG; 2.5MG; 7.5MG; 2.5MG; 7.5MG; 2.5MG; 7.5MG; 2.5MG; 7.5MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 1MG; 2MG; 3MG; 4MG; 5MG; 6MG; 1MG; 2MG; 3MG; 4MG; 5MG; 6MG; 3MG; 6MG; 3MG; 6MG; 1MG; 2MG; 3MG; 4MG; 5MG; 6MG; 1MG; 2MG; 3MG; 4MG; 5MG; 6MG; 1MG; 2MG; 3MG; 4MG; 5MG; 6MG; 1MG; 2MG; 4MG; 5MG; 1MG; 1MG; 2MG; 3MG; 4MG; 5MG; 6MG; 1MG; 2MG; 3MG; 4MG; 5MG; 6MG; 1MG; 2MG; 3MG; 4MG; 5MG; 6MG; 4MG; 2MG; 5MG warfarin sodium 10 sodium 308.333 330.333 9.33 93.9946806959 0.1332513385 0.0507910294 4.36515832240166E-005 98.9879369083 3.54 4 1 3.54 2.01407700024E-005 monoacid 4.5 0.0012573425 0.0099009901 2.53238463354E-008 2.55770847988E-006 4.3651583224E-005 0.000343736 0.0017131929 93.9946806959 98.9879369083 0.1332513385 0.0507910294 6.35278539185E-006 7089.2202759 4181.75738732 759.830683376 448.205507751 71.7473819017 42.3220231015 7.6899659059 4.5361225189 12236.7131847 9418.30434136 1311.54482151 1009.46455963 123.843257779 95.3191821029 13.2736610696 10.2164182318 10 12 32432.4674945595 38918.9609934713 CHEMBL1467 allopurinol O=C1N=CN=C2NNC=C12 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2004, 47, 1242-1250 100MG; 300MG; 100MG; 300MG; 100MG; 300MG; 100MG; 300MG; 100MG; 300MG; 100MG; 300MG; 100MG; 300MG; 100MG; 300MG; 100MG; 300MG; 100MG; 300MG; 100MG; 300MG allopurinol 300 136.114 136.114 300 52.9999999999 0.5899152482 11.0000000011 3.8781111833 3 2 -0.38 0.0006551311 neutral 1 1 0.0006551311 0.0006551311 9.58271119408E-006 9.58271119408E-006 0.0004064674 52.9999999999 3.8781111833 0.5899152482 11.0000000011 0.0003107791 11830.2702179 0.000000262 39.4342340598 8.73299338054E-010 11371.4791856 2.51829545629E-007 37.9049306186 8.39431818762E-010 11830.3341286 0.1746105284 39.4344470953 0.0005820351 11371.5406177 0.167838938 37.9051353924 0.0005594631 CHEMBL1471 aprepitant C[C@@H](O[C@H]1OCCN(CC2=NNC(=O)N2)[C@H]1c3ccc(F)cc3)c4cc(cc(c4)C(F)(F)F)C(F)(F)F Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 125MG; 125MG; 40MG; 80MG; 80MG; 40MG aprepitant 125 534.432 534.432 125 62.4999999937 0.94 1 5 2 5.19 2.10607984854E-005 monoacid 8.06 0.8204952073 0.9731959576 1.72802842189E-005 1.77562227669E-005 8.13053556523E-006 9.64369355837E-006 0.0004083312 62.4999999937 98.7708315135 0.94 1 1.77304964539E-005 2485.17034178 640.324681153 19.8813627343 5.1225974492 30.5469306771 7.870669192 0.2443754454 0.0629653535 3704.06669533 2017.60131685 29.6325335627 16.1408105348 45.529220538 24.7997195699 0.3642337643 0.1983977566 CHEMBL1480 felodipine CCOC(=O)C1=C(C)NC(=C(C1c2cccc(Cl)c2Cl)C(=O)OC)C J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Drug Metab. Dispos., 2006, 34, 1255-1265; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; Drug Metab. Dispos. 2006, 34, 1255-1265 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG felodipine 10 384.259 384.259 10 16.0000000016 7.1570725153 11.0249152228 2.29086765276777E-005 99.6205246745 5 1 4.13 2.30729198681E-005 neutral 1 1 2.30729198681E-005 2.30729198681E-005 2.29086765277E-005 2.29086765277E-005 0.0007482895 16.0000000016 99.6205246745 7.1570725153 11.0249152228 2.56737076024E-005 8.3067562719 1.0507411713 0.8306756272 0.1050741171 0.0315220904 0.0039873035 0.003152209 0.0003987303 11.1572491567 4.2362092231 1.1157249157 0.4236209223 0.0423390076 0.0160753687 0.0042339008 0.0016075369 0.01 0.01 26.024113944 26.024113944 CHEMBL1481 glimepiride CCC1=C(C)CN(C(=O)NCCc2ccc(cc2)S(=O)(=O)NC(=O)N[C@@H]3CC[C@@H](C)CC3)C1=O Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 1MG; 2MG; 4MG; 1MG; 2MG; 4MG; 1MG; 2MG; 4MG; 1MG; 2MG; 4MG; 1MG; 2MG; 4MG; 1MG; 2MG; 4MG; 1MG; 2MG; 4MG; 1MG; 2MG; 3MG; 4MG; 6MG; 8MG; 1MG; 2MG; 4MG; 8MG; 1MG; 2MG; 4MG; 1MG; 2MG; 4MG; 1MG; 2MG; 4MG glimepiride 8 490.626 490.626 8 100 0.19 0.5 99.5 5 3 2.99 3.46864402851E-005 monoacid 5.1 0.0049868787 0.0382865039 0.000000173 0.000004518 2.32606207228E-006 1.78582213972E-005 0.0006152464 100 99.5 0.19 0.5 4.38596491228E-005 1025.95786653 30.534456212 128.244733316 3.8168070265 5.1297893327 0.1526722811 0.6412236666 0.0190840351 1192.58896826 233.61295542 149.073621033 29.2016194276 5.9629448413 1.1680647771 0.7453681052 0.1460080971 CHEMBL1484 nicardipine COC(=O)C1=C(C)NC(=C(C1c2cccc(c2)[N+](=O)[O-])C(=O)OCCN(C)Cc3ccccc3)C J. Med. Chem., 2010, 53, 1098-1108 Eur. J. Med. Chem., 2009, 44, 4455-4460; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J Pharm Sci 2005, 94, 1467-1483; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 CHEMBL3301361 20MG; 30MG; 20MG; 30MG; 20MG; 30MG; 20MG; 30MG; 20MG; 30MG nicardipine hydrochloride 30 hydrochloride 479.533 515.993 27.88 11.0000000011 0.9932883885 9.8246938005 97.7462501658 0.0000074 8 1 3.56 0.0000074 monobase 7.26 0.5798997604 0.1480516541 4.29125822665E-006 2.8984871877E-005 4.54081811874E-006 1.15929627777E-006 6.02958444623E-005 11.0000000011 97.7462501658 0.9932883885 9.8246938005 0.0001648513 18.9900808015 0.29139264 0.6811363272 0.0104516729 0.4279889146 0.0065672611 0.0153511088 0.0002355546 21.2503679568 4.1910621019 0.7622083198 0.1503250395 0.4789301326 0.0944560552 0.0171782687 0.0033879503 CHEMBL1491 amlodipine CCOC(=O)C1=C(COCCN)NC(=C(C1c2ccccc2Cl)C(=O)OC)C J. Med. Chem., 2010, 53, 1098-1108 Eur. J. Med. Chem., 2009, 44, 4455-4460; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 5MG BASE ; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE amlodipine besylate 10 besylate 408.882 408.882 10 64.0000000024 16.6599083721 6.9999999998 98.0915168369 7 2 1.30 3.18807181655E-005 monobase 8.97 0.0262098995 0.0033769988 8.35590418241E-007 0.0002474358 8.23150127459E-006 1.0605828512E-006 5.18951421989E-005 64.0000000024 98.0915168369 16.6599083721 6.9999999998 7.00283963498E-006 24.4194660885 18.4790161407 2.4419466089 1.8479016141 0.4660413988 0.3526689118 0.0466041399 0.0352668912 44.8169238979 41.2148791669 4.4816923898 4.1214879167 0.8553234468 0.7865790296 0.0855323447 0.078657903 0.088 0.088 215.2210173106 215.2210173106 CHEMBL1496 rosuvastatin CC(C)c1nc(nc(c2ccc(F)cc2)c1\C=C\[C@@H](O)C[C@@H](O)CC(=O)O)N(C)S(=O)(=O)C J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 10MG; 20MG; 40MG; 5MG rosuvastatin calcium 40 calcium 481.546 500.585 38.48 20.0000000017 1.7000000001 11.0000000011 87.9999999999 7 3 1.06 0.0001042781 monoacid 4.25 0.000707445 0.0055919673 7.37710429929E-008 1.31923237241E-005 3.09264125657E-006 2.44456459302E-005 0.0007391126 20.0000000017 87.9999999999 1.7000000001 11.0000000011 0.0001078431 96.6695176919 0.0141257805 2.5122016032 0.0003670941 11.6003421231 0.0016950937 0.3014641924 4.40512903901E-005 97.6809324797 1.5045633972 2.5384857713 0.0390998804 11.7217118977 0.1805476077 0.3046182926 0.0046919856 CHEMBL1502 pantoprazole COc1ccnc(C[S+]([O-])c2nc3cc(OC(F)F)ccc3[nH]2)c1OC Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE pantoprazole sodium 40 sodium 383.376 383.376 40 77.0000000049 1.0348912988 2.1999999999 62.000000001 6 1 3.11 1.93072840496E-005 monoacid 8.33 0.8948627896 0.9854245035 1.72773700651E-005 1.7532921095E-005 7.77662715131E-006 8.56363571962E-006 0.0003719088 77.0000000049 62.000000001 1.0348912988 2.1999999999 3.54304521717E-005 912.852465292 60.2260597889 22.8213116323 1.5056514947 346.883936802 22.8859027192 8.6720984201 0.572147568 1133.63945139 338.526211245 28.3409862848 8.4631552811 430.782991517 128.63996027 10.7695747879 3.2159990068 CHEMBL1503 omeprazole COc1ccc2[nH]c(nc2c1)[S+]([O-])Cc3ncc(C)c(OC)c3C J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 20MG; 20MG; 10MG; 10MG; 20MG; 40MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 40MG; 10MG; 20MG; 10MG; 20MG; 40MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 40MG; 40MG; 40MG; 40MG; 40MG; 40MG; 40MG; 40MG; 10MG; 20MG; 40MG; 40MG omeprazole 40 345.424 345.424 40 52.9999999999 0.295782072 8.4000000007 95.0000000005 5 1 2.79 2.39416713407E-005 neutral 1 1 2.39416713407E-005 2.39416713407E-005 1.00215386529E-005 1.00215386529E-005 0.0004208435 52.9999999999 95.0000000005 0.295782072 8.4000000007 0.0004733215 1027.07352502 3.80224645054E-012 25.6768381255 9.50561612636E-014 51.353676246 1.90112322508E-013 1.2838419062 4.7528080627E-015 1027.07352502 0.0002709481 25.6768381255 6.77370188661E-006 51.353676246 1.35474037719E-005 1.2838419062 3.38685094296E-007 CHEMBL1505 almotriptan CN(C)CCc1c[nH]c2ccc(CS(=O)(=O)N3CCCC3)cc12 Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 EQ 6.25MG BASE; EQ 12.5MG BASE; EQ 6.25MG BASE; EQ 12.5MG BASE almotriptan malate 12.5 malate 335.473 335.473 12.5 69.9999999977 2.1999999999 8.8999999991 3 1 2.51 8.25606652734E-005 monobase 9.48 0.0082490253 0.0010460332 0.000000681 0.000651074 6.63183929459E-006 0.000000841 4.07026909505E-005 69.9999999977 67.4433190629 2.1999999999 8.8999999991 6.74242424205E-005 50.9130005205 7.1320973227 4.0730400416 0.5705677858 16.575583135 2.3219741695 1.3260466508 0.1857579336 70.1411879419 38.8934116406 5.6112950354 3.1114729312 22.8356427637 12.6624039334 1.8268514211 1.0129923147 CHEMBL1510 eletriptan CN1CCC[C@@H]1Cc2c[nH]c3ccc(CCS(=O)(=O)c4ccccc4)cc23 Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 EQ 20MG BASE; EQ 40MG BASE eletriptan hydrobromide 40 hydrobromide 382.529 382.529 40 62.4999999937 1.6000000002 5.3 3 1 3.35 0.000053691 monobase 10.35 0.0011207609 0.0001412338 6.01747545058E-008 0.0004260648 0.000005833 0.000000735 3.45253434968E-005 62.4999999937 94.893851226 1.6000000002 5.3 5.52083333264E-005 188.777253604 43.6274404204 4.7194313401 1.0906860105 9.6392474205 2.2276820142 0.2409811855 0.0556920504 280.12791245 184.050136464 7.0031978113 4.6012534116 14.3037479672 9.3978737866 0.3575936992 0.2349468447 CHEMBL1513 irbesartan CCCCC1=NC2(CCCC2)C(=O)N1Cc3ccc(cc3)c4ccccc4c5nn[nH]n5 Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361 CHEMBL3301361 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 75MG; 75MG; 75MG; 75MG; 75MG; 75MG; 75MG; 75MG; 75MG; 75MG; 75MG; 75MG; 75MG; 75MG; 75MG; 75MG; 75MG irbesartan 300 428.54 428.54 300 69.9999999977 0.94 2.2999999999 0.0008913 5 1 5.73 0.0008913 monoacid 3.91 0.000323489 0.0025638058 2.88325726045E-007 0.00011246 5.52941348134E-006 4.38232621499E-005 0.0010149411 69.9999999977 98.3799795112 0.94 2.2999999999 4.07801418422E-005 6715.64581936 235.841957973 22.3854860645 0.7861398599 108.794838229 3.8206880404 0.3626494608 0.0127356268 7921.49068025 1608.99386517 26.4049689342 5.3633128839 128.329772038 26.0660302793 0.4277659068 0.0868867676 CHEMBL1515 methimazole CN1C=CNC1=S Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG methimazole 10 114.173 114.173 10 93.0000000099 0.8599999999 3.7000000003 18.9900000012 2 1 0.94 0.0007220177 neutral 1 1 0.0007220177 0.0007220177 3.30085225314E-005 3.30085225314E-005 0.0009209079 93.0000000099 18.9900000012 0.8599999999 3.7000000003 7.17054263707E-005 1091.9668355 2.997840768 109.19668355 0.2997840768 884.602333428 2.4285508061 88.4602333428 0.2428550806 1146.7335185 69.389185976 114.67335185 6.9389185976 928.968823322 56.2121795583 92.8968823322 5.6212179558 CHEMBL1518 propylthiouracil CCCC1=CC(=O)NC(=S)N1 J. Med. Chem., 2010, 53, 1098-1108; Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 3566-3584 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 50MG; 50MG propylthiouracil 50 170.237 170.237 50 79.5748276937 0.34 3.0999999998 9.54992586021437E-005 63.9666384593 2 2 1.84 0.0005176385 monoacid 8.01 0.8029091702 0.9700234108 0.0004156167 0.0004284605 9.54992586021E-005 0.0001153761 0.0014834163 79.5748276937 63.9666384593 0.34 3.0999999998 0.0001519608 7571.43597346 0.0217280606 151.428719469 0.0004345612 2728.24289814 0.0078293506 54.5648579628 0.000156587 7579.15729895 15.4400284841 151.583145979 0.3088005697 2731.02515127 5.5635612857 54.6205030254 0.1112712257 CHEMBL1520 vardenafil CCCc1nc(C)c2C(=O)N=C(Nn12)c3cc(ccc3OCC)S(=O)(=O)N4CCN(CC)CC4 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 10MG; 10MG; 2.5MG; 2.5MG; 10MG; 20MG; 10MG; 20MG; 5MG; 5MG vardenafil hydrochloride 20 hydrochloride 488.614 525.074 18.61 15.0000000015 2.9999999999 12.9999999998 95.0000000005 8 1 3.27 0.000037502 monobase 7.13 0.6506046279 0.1899048414 0.000024399 0.0001284801 9.26642139013E-006 2.7047736964E-006 0.0001338318 15.0000000015 95.0000000005 2.9999999999 12.9999999998 7.22222222235E-005 13.2568752096 0.1148931958 0.7123522412 0.0061737343 0.6628437604 0.0057446598 0.0356176121 0.0003086867 14.5016986263 2.5472816379 0.779242269 0.1368770359 0.7250849312 0.1273640819 0.0389621134 0.0068438518 CHEMBL1521 zaleplon CCN(C(=O)C)c1cccc(c1)c2ccnc3c(cnn23)C#N Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG zaleplon 10 305.341 305.341 10 30.4959013585 1.3 16.0000000016 60.0000000024 5 0 1.81 2.13275259092E-005 neutral 1 1 2.13275259092E-005 2.13275259092E-005 1.37415632195E-005 1.37415632195E-005 0.0005325487 30.4959013585 60.0000000024 1.3 16.0000000016 0.0002051282 60.372013495 3.58619532885E-006 6.0372013495 3.58619532885E-007 24.1488053966 1.43447813145E-006 2.4148805397 1.43447813145E-007 60.3720128769 0.025305355 6.0372012877 0.0025305355 24.1488051493 0.010122142 2.4148805149 0.0010122142 CHEMBL154 naproxen COc1ccc2cc(ccc2c1)[C@H](C)C(=O)O J. Med. Chem., 2010, 53, 3566-3584 Eur. J. Med. Chem., 2009, 44, 4455-4460 J Pharm Sci 2005, 94, 1467-1483 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 3566-3584; Bioorg. Med. Chem. 2007, 15, 3756-3767; J. Med. Chem. 2007, 50, 742-748 375MG; 500MG; 375MG; 500MG; 375MG; 500MG; 375MG; 500MG; 375MG; 500MG; 375MG; 500MG; 250MG; 375MG; 500MG; 250MG; 375MG; 500MG; 250MG; 375MG; 500MG; 250MG; 375MG; 500MG; 250MG; 375MG; 500MG; 250MG; 375MG; 500MG; 250MG; 375MG; 500MG; 250MG; 375MG; 500MG; 250MG; 375MG; 500MG; 250MG; 375MG; 500MG; 250MG; 375MG; 500MG; 500MG; 250MG; 375MG naproxen 500 230.263 230.263 500 100 0.16 0.07 4.67735141287198E-005 99 3.3066666667 2 1 3.31 0.0001836966 monoacid 4.85 0.002810462 0.0218969986 5.16272306211E-007 2.35773091328E-005 4.67735141287E-005 0.0003644239 0.0017132323 100 99 0.16 0.07 7.29166666667E-006 406477.281708 221798.097807 812.954563417 443.596195613 4064.77281708 2217.98097807 8.1295456342 4.4359619561 696028.378484 517106.216535 1392.05675697 1034.21243307 6960.28378484 5171.06216535 13.9205675697 10.3421243307 200 414 868572.024163674 1797944.0900188 CHEMBL1541 cefixime Nc1nc(cs1)\C(=N\OCC(=O)O)\C(=O)N[C@H]2[C@H]3SCC(=C(N3C2=O)C(=O)O)C=C J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108 100MG; 150MG; 200MG; 400MG; 400MG cefixime 400 453.458 453.458 400 46.9999999961 0.24 1 68.0082764308 10 4 -0.89 3.9283249429E-005 diacid 2.8 3.7 0.000000005 3.15727272171E-007 1.96843354693E-013 6.23460093704E-007 4.10839059061E-007 2.58863292057E-005 0.0006926064 46.9999999961 68.0082764308 0.24 1 6.94444444444E-005 19147.7826161 68.1566164257 47.8694565402 0.1703915411 6125.70568417 21.804476321 15.3142642104 0.0545111908 20213.9314773 1437.1188522 50.5348286933 3.5927971305 6466.78508069 459.759090557 16.1669627017 1.1493977264 CHEMBL1560 captopril C[C@H](CS)C(=O)N1CCC[C@H]1C(=O)O J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J Pharm Sci 2005, 94, 1467-1483; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 CHEMBL3301361 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG captopril 100 217.29 217.29 100 62.0000000002 0.75 11.9999999987 64.7485242331 3 2 -0.41 8.55098105991E-005 monoacid 3.45 0.0001121893 0.0008904573 9.59328216764E-009 1.07734329116E-005 5.771515464E-006 4.58090933733E-005 0.0010291392 62.0000000002 64.7485242331 0.75 11.9999999987 0.0002666667 3388.97699678 7.23265414924E-007 33.8897699678 7.23265414924E-009 1194.66440477 0.000000255 11.9466440477 2.54961732472E-009 3388.9769967 0.0728407555 33.889769967 0.0007284076 1194.66440474 0.0256774413 11.9466440474 0.0002567744 5 6 23010.7229969166 27612.8675962999 CHEMBL1561 miglitol OCCN1C[C@H](O)[C@@H](O)[C@H](O)[C@H]1CO J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 100MG; 100MG; 25MG; 50MG; 25MG; 50MG miglitol 100 207.226 207.226 100 58.9999999943 0.28 1.7000000001 6 5 -1.36 8.93036524133E-005 monobase 6.49 0.8904506387 0.5057562084 7.95204943317E-005 0.0001572309 2.89880074339E-006 1.64645451321E-006 8.5808358209E-005 58.9999999943 16.2297899036 0.28 1.7000000001 0.0001011905 4924.73014525 35.9457712328 49.2473014525 0.3594577123 4125.45678936 30.1118480825 41.2545678936 0.3011184808 5386.27846482 1002.88878538 53.8627846482 10.0288878538 4512.09678635 840.122042543 45.1209678635 8.4012204254 CHEMBL16 phenytoin O=C1NC(=O)C(N1)(c2ccccc2)c3ccccc3 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Eur. J. Med. Chem., 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 1098-1108; J Pharm Sci 2005, 94, 1467-1483 Bioorg. Med. Chem., 2011, 19, 2615-2624 CHEMBL3301361; Eur. J. Med. Chem. 2009, 44, 4455-4460 Bioorg. Med. Chem. 2007, 15, 3756-3767 CHEMBL3301361 50MG; 50MG; 50MG; 50MG phenytoin 50 252.273 252.273 50 89.9999999919 0.64 0.4592385002 3.98107170553497E-005 88.6348374946 2.26 0.0000794 2 2 2.26 0.0000794 monoacid 8.28 0.8835282881 0.9836750575 7.01521460717E-005 7.13163819032E-005 3.98107170553E-005 4.43232094764E-005 0.0010638852 89.9999999919 88.6348374946 0.64 0.4592385002 1.19593359427E-005 5901.81710835 2224.46350166 118.036342167 44.4892700332 670.751105135 252.813891837 13.4150221027 5.0562778367 9467.66875745 5946.33364155 189.353375149 118.926672831 1076.01593976 675.810481475 21.5203187951 13.5162096295 20 25 79279.193572043 99098.9919650537 CHEMBL1628227 doxepin CN(C)CCC=C1c2ccccc2COc3ccccc13 Eur. J. Med. Chem., 2009, 44, 4455-4460; Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; Eur. J. Med. Chem. 2009, 44, 4455-4460 CHEMBL3301361 EQ 3MG BASE; EQ 6MG BASE; EQ 3MG BASE; EQ 6MG BASE; EQ 150MG BASE; EQ 100MG BASE; EQ 10MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE doxepin hydrochloride 150 hydrochloride 279.383 279.383 150 11.849050595 14.0000000007 79.897563883 2 0 4.80 8.06094070457E-005 monobase 8.5 0.0735875561 0.0099009901 5.93184926458E-006 0.0005991168 2.76257358878E-005 0.000003717 0.0001702128 52.0451753505 79.897563883 11.849050595 14.0000000007 1.96921543607E-005 318.968844814 85.0060256021 2.1264589654 0.5667068373 64.1205082619 17.0882819923 0.4274700551 0.1139218799 476.945722964 283.781454772 3.1796381531 1.8918763652 95.8777092717 57.0469856575 0.6391847285 0.3803132377 0.5 1 1789.6579247843 3579.3158495685 CHEMBL163 ritonavir CC(C)[C@H](NC(=O)N(C)Cc1csc(n1)C(C)C)C(=O)N[C@H](C[C@H](O)[C@H](Cc2ccccc2)NC(=O)OCc3cncs3)Cc4ccccc4 J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108 100MG; 100MG; 100MG ritonavir 100 720.962 720.962 100 69.9999999977 1.1999999999 9 4 4.33 7.82461355434E-006 neutral 1 1 7.82461355434E-006 7.82461355434E-006 2.71207678448E-007 2.71207678448E-007 1.5328196419E-005 69.9999999977 97.1043744263 0.9779877731 1.1999999999 2.04501534156E-005 880.028375293 663.289444302 8.8002837529 6.632894443 25.4823266908 19.2063787769 0.2548232669 0.1920637878 1643.78632414 1528.60599943 16.4378632414 15.2860599943 47.5978971788 44.2627062406 0.4759789718 0.4426270624 CHEMBL1644 cefadroxil CC1=C(N2[C@H](SC1)[C@H](NC(=O)[C@H](N)c3ccc(O)cc3)C2=O)C(=O)O J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 EQ 1GM BASE; EQ 1GM BASE; EQ 1GM BASE; EQ 500MG BASE; EQ 500MG BASE; EQ 500MG BASE; EQ 500MG BASE; EQ 500MG BASE; EQ 500MG BASE cefadroxil/cefadroxil hemihydrate 1000 hemihydrate 363.395 363.395 1000 95.0000000024 0.23 2.5000000002 61.0000000009 6 4 -0.85 0.0001768667 zwitterion 3.12 7.17 0.000033029 7.33961394139E-005 5.84173941114E-009 7.95919166565E-005 4.36260235112E-007 9.69444166277E-007 4.4560750045E-005 95.0000000024 61.0000000009 0.23 2.5000000002 0.0001811594 26007.0638385 1151.61583465 26.0070638385 1.1516158347 10142.7548968 449.130175505 10.1427548968 0.4491301755 31149.0065341 9025.2195412 31.1490065341 9.0252195412 12148.112548 3519.83562099 12.148112548 3.519835621 CHEMBL170 quinine COc1ccc2nccc([C@@H](O)[C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)c2c1 J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 Eur. J. Med. Chem., 2009, 44, 4455-4460; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; Eur. J. Med. Chem. 2009, 44, 4455-4460 J. Med. Chem. 1977, 20, 53-58 324MG; 324MG; 324MG; 324MG; 324MG; 324MG quinine sulfate 324 sulfate 324.424 422.484 248.8 77.9743547519 1.7306994844 1.9000000002 84.7741187901 1.83 4 1 1.83 0.0006918622 monobase 9.28 0.0130110484 0.0016568372 9.00185267968E-006 0.0054331545 1.61272278412E-005 2.05365401396E-006 0.000095851 77.9743547519 84.7741187901 1.7306994844 1.9000000002 0.000018297 4439.48074997 1579.23142743 17.8435721462 6.3473931971 675.950065327 240.45190117 2.7168410986 0.9664465481 7022.21117708 4966.55075052 28.2243214513 19.9620207015 1069.19353213 756.201117504 4.2974016565 3.0393935591 10 10 30823.8601336523 30823.8601336523 CHEMBL1726 nisoldipine COC(=O)C1=C(C)NC(=C(C1c2ccccc2[N+](=O)[O-])C(=O)OCC(C)C)C J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 25.5MG; 8.5MG; 8.5MG; 20MG; 30MG; 40MG; 17MG; 34MG; 17MG; 34MG nisoldipine 40 388.42 388.42 40 3.9999999997 5.5000000001 15.0000000015 99.7 0.0000022 7 1 3.53 0.0000022 neutral 1 1 0.0000022 0.0000022 8.88573331944E-006 8.88573331944E-006 0.0003830541 3.9999999997 99.7 5.5000000001 15.0000000015 4.54545454583E-005 8.213319152 0.2439286759 0.2053329788 0.0060982169 0.0246399575 0.000731786 0.0006159989 1.8294650689E-005 9.5327115213 1.9819659981 0.238317788 0.04954915 0.0285981346 0.005945898 0.0007149534 0.0001486474 CHEMBL1727 cephalexin CC1=C(N2[C@H](SC1)[C@H](NC(=O)[C@H](N)c3ccccc3)C2=O)C(=O)O Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 3566-3584 EQ 250MG BASE; EQ 500MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 750MG BASE; EQ 333MG BASE; EQ 750MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 250MG BASE; EQ 500MG BASE cephalexin 750 347.396 347.396 750 89.9999999919 0.21 3.8999999998 2.69153480392691E-007 14.9999999988 -0.47 5 3 -0.47 0.0003175581 zwitterion 3.12 6.84 4.11455629042E-005 0.0001307173 1.306610791E-008 0.000099957 2.69153480393E-007 8.55086691986E-007 3.98919351574E-005 89.9999999919 14.9999999988 0.21 3.8999999998 0.0003095238 13054.3735798 643.378912365 17.4058314398 0.8578385498 11096.217543 546.872075518 14.794956724 0.7291627674 15763.8881479 4248.30656233 21.0185175306 5.6644087498 13399.3049259 3611.06057803 17.8657399012 4.8147474374 CHEMBL1734 solifenacin O=C(O[C@H]1CN2CCC1CC2)N3CCc4ccccc4[C@@H]3c5ccccc5 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 10MG; 10MG; 5MG; 5MG solifenacin succinate 10 succinate 362.473 480.563 7.54 88.0000000101 8.2000000003 2.0999999998 97.9999999999 3 0 2.40 9.6979414526E-005 monobase 9.03 0.0229053347 0.0029425252 2.22134594844E-006 0.0007549114 9.62549025898E-006 1.23653499099E-006 5.99428279546E-005 88.0000000101 97.9999999999 8.2000000003 2.0999999998 4.26829268236E-006 91.7972067888 76.1593777874 12.1746958606 10.1007132344 1.8359441359 1.5231875558 0.2434939172 0.2020142647 161.921625059 151.357520089 21.4750165861 20.0739416564 3.2384325014 3.0271504019 0.4295003317 0.4014788331 CHEMBL1760 terbutaline CC(C)(C)NCC(O)c1cc(O)cc(O)c1 J. Med. Chem., 2010, 53, 3566-3584; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem., 2005, 48, 604-613; Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 3566-3584 2.5MG; 2.5MG; 5MG; 5MG terbutaline sulfate 5 sulfate 225.288 323.348 3.48 14.9666295482 1.6431676726 3.3999999997 3.09644890470185E-007 22.4009237749 -0.08 4 4 -0.08 8.84736168233E-005 monobase 9.65 0.0055919673 0.000707445 4.9474157297E-007 0.0006993358 3.0964489047E-007 3.91734612327E-008 2.02789440737E-006 14.9666295482 22.4009237749 1.6431676726 3.3999999997 3.44862350974E-005 6.2561201858 5.818093752 1.7977356856 1.6718660207 4.8546914717 4.5147870054 1.395026285 1.2973525878 9.3793094224 8.7211797435 2.695203857 2.5060861332 7.2782574681 6.7675549169 2.0914532954 1.9446996888 CHEMBL1790041 ranitidine CNC(=C[N+](=O)[O-])NCCSCc1oc(CN(C)C)cc1 J. Med. Chem., 2010, 53, 3566-3584; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Antimicrob. Agents Chemother., 2007, 51, 3659-3671; Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250 Bioorg. Med. Chem. 2007, 15, 3756-3767; J. Med. Chem. 2010, 53, 3566-3584 EQ 150MG BASE; EQ 300MG BASE; EQ 150MG BASE; EQ 300MG BASE; EQ 150MG BASE; EQ 300MG BASE; EQ 150MG BASE; EQ 300MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 300MG BASE; EQ 150MG BASE; EQ 300MG BASE; EQ 150MG BASE; EQ 300MG BASE; EQ 300MG BASE; EQ 150MG BASE; EQ 300MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 300MG BASE; EQ 150MG BASE; EQ 300MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 150MG BASE; EQ 300MG BASE; EQ 150MG BASE; EQ 300MG BASE ranitidine hydrochloride 300 hydrochloride 314.411 314.411 300 54.772255743 1.2590370483 9.5999999991 4.3507149216181E-007 10.5469200417 0.775 7 2 0.78 0.0001404642 monobase 8.36 0.0988131709 0.013615891 1.3879715822E-005 0.0010193762 4.35071492162E-007 0.00000006 3.24447787961E-006 54.772255743 10.5469200417 1.2590370483 9.5999999991 0.0001270812 571.861826755 467.611159217 1.9062060892 1.5587038641 511.548017138 418.292584148 1.7051600571 1.3943086138 949.35640752 864.981040128 3.1645213584 2.8832701338 849.228546308 773.75218145 2.830761821 2.5791739382 CHEMBL184 acyclovir NC1=Nc2c(ncn2COCCO)C(=O)N1 J. Med. Chem., 2010, 53, 3566-3584; J. Med. Chem., 2010, 53, 1098-1108 Eur. J. Med. Chem., 2009, 44, 4455-4460; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J Pharm Sci 2005, 94, 1467-1483; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem., 2005, 48, 604-613; Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 CHEMBL3301361 400MG; 800MG; 400MG; 800MG; 400MG; 800MG; 400MG; 800MG; 400MG; 800MG; 400MG; 800MG; 400MG; 800MG; 400MG; 800MG; 400MG; 800MG; 400MG; 800MG; 200MG; 200MG; 200MG; 200MG; 200MG; 200MG; 200MG; 200MG acyclovir 800 225.208 225.208 800 21.977260972 0.7032697371 4.3345410743 5.18670799308733E-007 14.9999999988 7 3 -1.79 0.0002553739 neutral 1 1 0.0002553739 0.0002553739 5.18670799309E-007 5.18670799309E-007 2.87772008268E-005 21.977260972 14.9999999988 0.7032697371 4.3345410743 0.0001027235 3054.58876348 559.301057118 3.8182359543 0.6991263214 2596.40044899 475.405898557 3.2455005612 0.5942573732 4323.9900421 2428.18687625 5.4049875526 3.0352335953 3675.39153584 2063.95884484 4.5942394198 2.5799485561 CHEMBL190 theophylline CN1C(=O)N(C)c2nc[nH]c2C1=O J. Med. Chem., 2010, 53, 1098-1108; Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250 J. Med. Chem. 1977, 20, 53-58; Bioorg. Med. Chem. 2007, 15, 3756-3767 CHEMBL3301361 400MG; 300MG; 450MG; 450MG; 400MG; 600MG; 100MG; 200MG; 100MG; 200MG; 300MG; 400MG; 600MG; 600MG; 400MG; 100MG; 200MG; 300MG theophylline 600 180.167 180.167 600 97.3899378756 0.5391660227 0.8599999999 3.98107170553497E-005 47.6269507685 -0.4 5 1 -0.40 0.000425383 neutral 1 1 0.000425383 0.000425383 3.98107170553E-005 3.98107170553E-005 0.0010119004 97.3899378756 47.6269507685 0.5391660227 0.8599999999 2.65842666789E-005 86856.2514097 9868.30933145 144.760419016 16.4471822191 45489.2673114 5168.33450448 75.8154455191 8.6138908408 115133.712893 40985.7493211 191.889521489 68.3095822018 60299.0361357 21465.4866698 100.498393559 35.7758111164 20 20 111008.120243996 111008.120243996 CHEMBL191 losartan CCCCc1nc(Cl)c(CO)n1Cc2ccc(cc2)c3ccccc3c4nnn[nH]4 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 3566-3584 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG losartan potassium 100 potassium 422.92 461.02 91.74 39.0177434031 0.37 8.2000000003 99 3.74 6 2 3.74 2.40813044929E-005 monoacid 4.15 0.0005620253 0.004446972 1.35343017836E-008 3.04348705166E-006 6.77666734874E-006 5.36197417968E-005 0.001118308 39.0177434031 99 0.37 8.2000000003 0.0003693694 1892.2943815 6.73775610049E-011 20.6267100665 7.34440385926E-013 18.922943815 6.73775610049E-013 0.2062671007 7.34440385926E-015 1892.2943815 0.0005733856 20.6267100665 6.25011502405E-006 18.922943815 5.73385552306E-006 0.2062671007 6.25011502405E-008 CHEMBL192 sildenafil CCCc1nn(C)c2C(=O)NC(=Nc12)c3cc(ccc3OCC)S(=O)(=O)N4CCN(C)CC4 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624; J. Med. Chem., 2001, 44, 1927-1937 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 EQ 100MG BASE; EQ 20MG BASE; EQ 20MG BASE; EQ 20MG BASE; EQ 20MG BASE; EQ 20MG BASE; EQ 20MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 20MG BASE; EQ 20MG BASE; EQ 20MG BASE; EQ 20MG BASE; EQ 20MG BASE sildenafil citrate 100 citrate 474.587 474.587 100 40.4969134604 1.4000000001 9.0999999996 4.79314556765993E-005 95.771236974 0.00002 8 1 2.39 0.00002 monobase 6.03 0.9590873001 0.7469129214 1.91817460021E-005 2.56813685394E-005 4.79314556766E-005 3.73278048661E-005 0.0009784012 40.4969134604 95.771236974 1.4000000001 9.0999999996 0.0001083333 662.029996237 0.0843111289 6.6202999624 0.0008431113 27.9956797019 0.0035653178 0.279956797 3.56531784759E-005 668.897903007 9.1705276089 6.6889790301 0.0917052761 28.2861072041 0.3877998808 0.282861072 0.0038779988 CHEMBL193 nifedipine COC(=O)C1=C(C)NC(=C(C1c2ccccc2[N+](=O)[O-])C(=O)OC)C Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2006, 34, 1255-1265; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos. 2006, 34, 1255-1265; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; CHEMBL3301361 CHEMBL3301361 30MG; 60MG; 90MG; 60MG; 30MG; 60MG; 90MG; 90MG; 60MG; 30MG; 60MG; 90MG; 30MG; 30MG; 60MG; 90MG; 30MG; 30MG; 60MG; 30MG; 60MG; 90MG; 30MG; 60MG; 90MG; 30MG; 60MG; 90MG; 30MG; 60MG; 90MG; 20MG; 10MG; 10MG; 10MG; 20MG; 10MG nifedipine 90 346.339 346.339 90 49.9999999959 0.783319189 7.2238156623 3.23593656929628E-005 95.9475581547 0.0000209 7 1 2.18 0.0000209 neutral 1 1 0.0000209 0.0000209 3.2359365693E-005 3.2359365693E-005 0.0009113067 49.9999999959 95.9475581547 0.783319189 7.2238156623 0.000153701 1651.40132991 0.0048704357 18.3489036656 0.000054116 66.922078527 0.0001973716 0.7435786503 0.000002193 1653.95540337 3.7307781469 18.3772822597 0.0414530905 67.0255808688 0.1511876148 0.7447286763 0.0016798624 0.15 0.2 433.1016720612 577.4688960816 CHEMBL2 prazosin COc1cc2nc(nc(N)c2cc1OC)N3CCN(CC3)C(=O)c4occc4 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Eur. J. Med. Chem., 2009, 44, 4455-4460; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 CHEMBL3301361 EQ 1MG BASE; EQ 2MG BASE; EQ 5MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 5MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 5MG BASE prazosin hydrochloride 5 hydrochloride 383.408 383.408 5 67.999999999 0.7094255752 4.6999999996 4.07380277804113E-006 94.753453057 0.0000148 8 1 2.57 0.0000148 monobase 6.52 0.8835282881 0.4884891088 1.30762186632E-005 2.67687005261E-005 4.07380277804E-006 2.252342472E-006 0.00011486 67.999999999 94.753453057 0.7094255752 4.6999999996 0.000110418 67.0288677825 0.1058406966 13.4057735565 0.0211681393 3.5167010136 0.0055529818 0.7033402027 0.0011105964 70.0290590336 6.9438729687 14.0058118067 1.3887745937 3.6741074559 0.364313555 0.7348214912 0.072862711 0.9 0.9 2347.3688603263 2347.3688603263 CHEMBL20 acetazolamide CC(=O)Nc1nnc(s1)S(=O)(=O)N Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 125MG; 250MG; 125MG; 250MG; 500MG; 500MG; 500MG acetazolamide 500 222.251 222.251 500 0.37 0.6499999999 6 2 -2.09 0.000513356 monoacid 7.44 0.5230095873 0.8970095264 0.0002684901 0.0002993169 3.44990613297E-006 5.91690619357E-006 0.0002740431 79.6523282314 57.1425178643 0.37 0.6499999999 2.92792792748E-005 58095.9522928 6706.72301919 116.191904586 13.4134460384 24898.4623754 2874.33261984 49.7969247509 5.7486652397 76729.6305236 30465.4922215 153.459261047 60.9309844431 32884.3876944 13056.7428864 65.7687753889 26.1134857728 25 30 112485.433136409 134982.519763691 CHEMBL21578 quinidine COc1ccc2nccc([C@H](O)[C@H]3CC4CCN3C[C@@H]4C=C)c2c1 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem., 2002, 45, 2867-2876; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; J Pharm Sci 2005, 94, 1467-1483 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250 300MG; 300MG; 200MG; 300MG; 200MG; 200MG; 300MG quinidine sulfate 300 sulfate 324.424 422.484 230.37 75.0000000014 3.0821883161 4.1195342874 1.86208713666287E-005 83.4237490717 4 1 1.38 0.0006918622 monobase 9.28 0.0130110484 0.0016568372 9.00185267968E-006 0.0054331545 1.86208713666E-005 2.37119656286E-006 0.0001095922 75.0000000014 83.4237490717 3.0821883161 4.1195342874 0.000022276 2003.69485139 529.110473447 8.6977247532 2.2967854905 332.137486404 87.7066797664 1.4417566801 0.3807209262 3000.67256862 1887.59314622 13.0254484899 8.19374548 497.399014511 312.892176424 2.1591310262 1.3582158112 6 10 18494.3160801914 30823.8601336523 CHEMBL21731 maprotiline CNCCCC12CCC(c3ccccc13)c4ccccc24 J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2004, 47, 1242-1250 25MG; 50MG; 75MG maprotiline hydrochloride 75 hydrochloride 277.411 313.871 66.29 43.9886348981 14.0000000007 87.6884635586 1 1 5.73 4.28176125044E-005 monobase 10.62 0.0006021967 0.000075852 2.57846260937E-008 0.0003399334 1.98148832564E-005 2.49585978861E-006 0.0001091758 53.1953509581 87.6884635586 43.9886348981 14.0000000007 5.3044004181E-006 101.085880709 74.43591982 1.5249039178 1.1228830867 12.4452250406 9.1642053941 0.1877391015 0.1382441604 179.267769035 159.526278495 2.7042958068 2.4064908507 22.0706167125 19.6401359105 0.3329403637 0.296275998 0.22 1 793.0471394429 3604.7597247406 CHEMBL22 trimethoprim COc1cc(Cc2cnc(N)nc2N)cc(OC)c1OC Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 Bioorg. Med. Chem. 2007, 15, 3756-3767 CHEMBL3301361 100MG; 100MG; 100MG trimethoprim 100 290.323 290.323 100 77.7069874451 1.5592239367 2.0999999998 8.70963589956081E-005 47.5227805443 0.91 7 2 0.91 5.93858927924E-005 monobase 7.13 0.6506046279 0.1899048414 3.86367366847E-005 0.0002034531 8.70963589956E-005 2.54225370232E-005 0.000783812 77.7069874451 47.5227805443 1.5592239367 2.0999999998 2.24470643202E-005 2591.0696944 423.961920287 25.910696944 4.2396192029 1359.72132978 222.483427318 13.5972132978 2.2248342732 3607.63309402 1542.02402009 36.0763309402 15.4202402009 1893.18553591 809.211329081 18.9318553591 8.0921132908 20 20 68888.7893828598 68888.7893828598 CHEMBL22587 itraconazole CCC(C)N1N=CN(C1=O)c2ccc(cc2)N3CCN(CC3)c4ccc(OC[C@H]5CO[C@@](Cn6cncn6)(O5)c7ccc(Cl)cc7Cl)cc4 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 200MG; 100MG; 100MG; 100MG itraconazole 200 705.647 705.647 200 55.0000000007 5.3721504077 5.1 99.2459357676 12 0 3.66 2.02354119257E-005 neutral 1 1 2.02354119257E-005 2.02354119257E-005 0.000000219 0.000000219 1.24422983742E-005 55.0000000007 99.2459357676 5.3721504077 5.1 1.5822341809E-005 321.663823637 268.716967381 1.6083191182 1.3435848369 2.4255518426 2.0262985374 0.0121277592 0.0101314927 614.332406603 586.473613095 3.071662033 2.9323680655 4.6324609462 4.4223877488 0.0231623047 0.0221119387 CHEMBL23 diltiazem COc1ccc(cc1)[C@@H]2Sc3ccccc3N(CCN(C)C)C(=O)[C@@H]2OC(=O)C J. Med. Chem., 2010, 53, 1098-1108; Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2006, 34, 1255-1265; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos. 2006, 34, 1255-1265; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 CHEMBL3301361; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108 Bioorg. Med. Chem. 2007, 15, 3756-3767 CHEMBL3301361 120MG; 180MG; 240MG; 300MG; 360MG; 420MG; 120MG; 180MG; 240MG; 300MG; 360MG; 420MG; 120MG; 120MG; 120MG; 30MG; 60MG; 90MG; 30MG; 60MG; 30MG; 60MG; 90MG; 90MG; 120MG; 180MG; 240MG; 300MG; 360MG; 420MG; 120MG; 180MG; 240MG; 300MG; 360MG; 120MG; 180MG; 240MG; 300MG; 360MG; 420MG; 120MG; 180MG; 240MG; 120MG; 180MG; 240MG; 300MG; 360MG; 120MG; 180MG; 240MG; 300MG; 120MG; 120MG; 180MG; 240MG; 120MG; 180MG; 240MG; 300MG; 120MG; 180MG; 240MG; 300MG; 360MG; 360MG; 180MG; 240MG; 300MG; 120MG; 180MG; 240MG; 300MG; 120MG; 180MG; 240MG; 300MG; 120MG; 180MG; 240MG; 360MG; 120MG; 120MG; 180MG; 240MG; 300MG; 360MG; 60MG; 90MG diltiazem hydrochloride 420 hydrochloride 414.527 450.987 386.05 38.9871773727 3.4668141381 12.742446701 4.57088189614875E-005 78.7683194412 2.8 6 0 2.80 2.91041304366E-005 monobase 8.08 0.172821983 0.0256285796 5.02983353661E-006 0.0001962588 4.57088189615E-005 6.77837439587E-006 0.0002914516 38.9871773727 78.7683194412 3.4668141381 12.742446701 6.12591570311E-005 993.663064238 9.5723444298 2.5739232334 0.0247956079 210.97136763 2.0323695913 0.5464871587 0.0052645243 1084.2009287 144.565756653 2.8084469077 0.3744741786 230.194077798 30.69373965 0.5962804761 0.0795071614 0.8 1 1929.9104762778 2412.3880953472 CHEMBL24 atenolol CC(C)NCC(O)COc1ccc(CC(=O)N)cc1 J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem. Lett., 2008, 18, 3421-3426; J. Med. Chem., 2001, 44, 1927-1937; J. Med. Chem., 2005, 48, 604-613; Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 3566-3584; J. Med. Chem. 2007, 50, 742-748 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 25MG; 50MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 25MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 50MG; 50MG; 25MG; 50MG; 50MG; 25MG; 25MG; 50MG atenolol 100 266.341 266.341 100 49.9999999959 0.939946807 2.5000000002 7.29840569434343E-007 7.8739223028 0.22 4 3 0.22 0.0007865082 monobase 9.43 0.009246252 0.0011735188 7.27225262961E-006 0.0061969631 7.29840569434E-007 9.26301409162E-008 4.75844535759E-006 49.9999999959 7.8739223028 0.939946807 2.5000000002 4.43287496268E-005 786.865497465 663.875910302 7.8686549747 6.638759103 724.908319567 611.602836938 7.2490831957 6.1160283694 1418.65878198 1340.24293439 14.1865878198 13.4024293439 1306.95469175 1234.71324707 13.0695469175 12.3471324707 2 3 7509.1705745642 11263.7558618463 CHEMBL25 aspirin CC(=O)Oc1ccccc1C(=O)O Bioorg. Med. Chem., 2007, 15, 7738-7745 Eur. J. Med. Chem., 2009, 44, 4455-4460; Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460 162.5MG; 325MG aspirin 325 180.159 180.159 325 67.999999999 0.1816590212 11.9999999987 4.46683592150963E-006 70.0000000003 3 1 2.07 0.000335464 monoacid 3.48 0.000120212 0.0009540814 4.03267995475E-008 4.22676698572E-005 4.46683592151E-006 3.54517485614E-005 0.0009027991 67.999999999 70.0000000003 0.1816590212 11.9999999987 0.0011009638 32031.082989 5.85029122139E-029 98.5571784277 1.80008960658E-031 9609.32489661 1.7550873664E-029 29.567153528 5.40026881969E-032 32031.082989 5.06965780821E-012 98.5571784277 1.55989471022E-014 9609.32489661 1.52089734245E-012 29.567153528 4.67968413061E-015 300 350 1665195.74375968 1942728.36771963 CHEMBL27 propranolol CC(C)NCC(O)COc1cccc2ccccc12 J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250; J. Med. Chem., 2002, 45, 2867-2876 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; J Pharm Sci 2005, 94, 1467-1483 Bioorg. Med. Chem. Lett., 2008, 18, 3421-3426; Antimicrob. Agents Chemother., 2007, 51, 3659-3671; Bioorg. Med. Chem., 2011, 19, 2615-2624; J. Med. Chem., 2005, 48, 604-613 J. Med. Chem. 2010, 53, 1098-1108; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250 Bioorg. Med. Chem. 2007, 15, 3756-3767; J. Med. Chem. 2010, 53, 3566-3584; J. Med. Chem. 2007, 50, 742-748 60MG; 10MG; 20MG; 40MG; 80MG; 10MG; 20MG; 40MG; 80MG; 10MG; 20MG; 40MG; 60MG; 80MG; 10MG; 20MG; 40MG; 60MG; 80MG; 10MG; 20MG; 40MG; 60MG; 10MG; 20MG; 40MG; 60MG; 80MG; 80MG; 120MG; 160MG; 120MG; 160MG; 120MG; 120MG; 160MG; 120MG; 160MG; 120MG; 160MG; 120MG; 160MG; 120MG; 160MG; 60MG; 80MG; 60MG; 80MG; 60MG; 80MG; 60MG; 80MG; 60MG; 80MG; 60MG; 80MG; 60MG; 80MG; 80MG propranolol hydrochloride 160 hydrochloride 259.349 295.809 140.28 50.9901951376 3.6722208314 12.6884551613 0.000039141 89.0754314333 3.3133333333 3 2 3.31 0.0001977389 monobase 9.5 0.0078806839 0.000999001 1.55831804457E-006 0.0015598764 0.000039141 4.96173921509E-006 0.0002121818 50.9901951376 89.0754314333 3.6722208314 12.6884551613 5.75875641465E-005 666.069350297 10.238435096 4.7481419325 0.0729857078 72.765202875 1.1185048622 0.5187140211 0.0079733737 743.278567313 133.299824136 5.2985355526 0.9502411187 81.1999767277 14.562430687 0.5788421495 0.1038097426 0.5 3 1927.9040983385 11567.4245900312 CHEMBL276568 cefprozil C\C=C\C1=C(N2[C@H](SC1)[C@H](NC(=O)[C@H](N)c3ccc(O)cc3)C2=O)C(=O)O Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 250MG; 500MG; 250MG; 500MG; 250MG; 500MG; 250MG; 500MG; 250MG; 500MG; 250MG; 500MG; 250MG; 500MG cefprozil 500 389.433 389.433 500 0.21 2.9 6 4 -0.45 0.000065073 zwitterion 2.92 7.17 2.08403234609E-005 0.000046317 1.35614248773E-009 2.92796118649E-005 5.65635776667E-007 1.2571075156E-006 5.66980906323E-005 63.1483975815 79.3675516037 0.21 2.9 0.0002301587 8680.40649223 135.430039594 17.3608129845 0.2708600792 1790.9803901 27.9425330323 3.5819607802 0.0558850661 9687.65149945 1702.96617271 19.3753029989 3.4059323454 1998.79969644 351.36361679 3.9975993929 0.7027272336 CHEMBL289469 granisetron CN1C2CCCC1CC(C2)NC(=O)c3nn(C)c4ccccc34 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 1MG BASE granisetron hydrochloride 1 hydrochloride 312.417 312.417 1 61.9677335416 3.7000000003 9.0999999996 65.0000000004 4 1 1.85 0.000202235 monobase 10.5 0.0007936978 0.00009999 1.60513451502E-007 0.001605295 0.000011235 1.41537936462E-006 6.43243476668E-005 61.9677335416 65.0000000004 3.7000000003 9.0999999996 0.000040991 3.7374281079 0.5480151112 3.7374281079 0.5480151112 1.3080998378 0.1918052889 1.3080998378 0.1918052889 5.1847997247 2.931963098 5.1847997247 2.931963098 1.8146799036 1.0261870843 1.8146799036 1.0261870843 CHEMBL30 cimetidine CN\C(=N/CCSCc1nc[nH]c1C)\NC#N Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 3566-3584; J. Med. Chem., 2010, 53, 1098-1108 Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem., 2005, 48, 604-613; J. Med. Chem., 2001, 44, 1927-1937; Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 3566-3584 200MG; 200MG; 300MG; 400MG; 800MG; 200MG; 300MG; 400MG; 800MG; 100MG; 200MG; 200MG; 200MG; 200MG; 800MG; 200MG; 300MG; 400MG; 800MG; 200MG cimetidine 800 252.347 252.347 800 62.5562160936 1.0756537569 8.1000000004 0.000001028 19.9637386027 0.48 4 3 0.48 5.73455692038E-005 monobase 7.07 0.6813218352 0.2120732319 3.90707884486E-005 0.0001842325 0.000001028 0.00000032 1.75215519439E-005 62.5562160936 19.9637386027 1.0756537569 8.1000000004 0.0001255051 3565.92407539 1205.73759185 4.4574050942 1.5071719898 2854.03231421 965.02729078 3.5675403928 1.2062841135 5572.17012614 3757.12771155 6.9652126577 4.6964096394 4459.75664766 3007.06455625 5.5746958096 3.7588306953 30 50 118883.917779882 198139.862966471 CHEMBL32 moxifloxacin COc1c(N2C[C@@H]3CCCN[C@@H]3C2)c(F)cc4C(=O)C(=CN(C5CC5)c14)C(=O)O J. Med. Chem., 2010, 53, 1098-1108; Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J Pharm Sci 2005, 94, 1467-1483; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 CHEMBL3301361 EQ 400MG BASE; EQ 400MG BASE; EQ 400MG BASE; EQ 400MG BASE; EQ 400MG BASE; EQ 400MG BASE moxifloxacin hydrochloride 400 hydrochloride 401.438 401.438 400 87.9772697833 1.4000000001 2.3483569024 35.3063491566 6 2 2.72 6.65242320693E-005 zwitterion 6.31 9.51 0.0005790318 0.0003830339 3.85196464965E-008 0.0001005646 4.96605089791E-006 3.28508001217E-006 0.0001444097 87.9772697833 35.3063491566 1.4000000001 2.3483569024 2.79566297885E-005 6772.82178784 1088.01301962 16.9320544696 2.7200325491 4381.58567967 703.875344046 10.9539641992 1.7596883601 9361.55529477 4706.84129071 23.4038882369 11.7671032268 6056.33189591 3045.02747037 15.1408297398 7.6125686759 CHEMBL33 levofloxacin C[C@H]1COc2c(N3CCN(C)CC3)c(F)cc4C(=O)C(=CN1c24)C(=O)O Bioorg. Med. Chem., 2007, 15, 7738-7745; Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; Eur. J. Med. Chem. 2009, 44, 4455-4460 CHEMBL3301361 CHEMBL3301361 750MG; 250MG; 500MG; 750MG; 250MG; 500MG; 750MG; 250MG; 500MG; 750MG; 250MG; 500MG; 750MG; 250MG; 500MG; 750MG; 250MG; 500MG; 750MG; 250MG; 500MG; 750MG; 250MG; 500MG; 750MG; 250MG; 500MG; 750MG; 250MG; 500MG; 750MG; 250MG; 500MG; 750MG; 250MG; 500MG; 750MG; 250MG; 500MG; 750MG; 250MG; 500MG; 250MG; 500MG; 750MG; 250MG; 500MG; 750MG; 250MG; 500MG levofloxacin 750 361.373 361.373 750 98.4974532669 1.2511243217 1.9000000002 27.9012383738 6 1 1.34 0.0002802371 zwitterion 6.06 8.14 0.0067294992 0.005965439 1.88585533166E-006 0.0003161302 7.01612158282E-006 6.21951864392E-006 0.0002651791 98.4974532669 27.9012383738 1.2511243217 1.9000000002 2.53105675597E-005 20774.1388842 3263.53669229 27.6988518456 4.3513822564 14977.896874 2352.96954036 19.9705291654 3.1372927205 28602.3547887 13003.1269846 38.1364730516 17.3375026462 20621.9435986 9375.09352861 27.4959247981 12.5001247048 CHEMBL34259 methotrexate CN(Cc1cnc2nc(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[C@@H](CCC(=O)O)C(=O)O Bioorg. Med. Chem., 2007, 15, 7738-7745; Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; J Pharm Sci 2005, 94, 1467-1483 J. Med. Chem., 2005, 48, 604-613; Bioorg. Med. Chem., 2011, 19, 2615-2624 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 7.5MG BASE; EQ 2.5MG BASE; EQ 2.5MG BASE; EQ 10MG BASE; EQ 15MG BASE; EQ 5MG BASE methotrexate sodium 15 sodium 454.447 454.447 15 69.9999999977 0.43 2.1935597734 1.89915594484983E-007 54.9090988032 10 5 -2.67 6.97708077149E-005 diacid 3.31 4 3.23464872777E-008 2.03529761295E-006 2.25684054411E-012 1.10885038618E-006 1.89915594485E-007 1.19498217163E-005 0.0004044242 69.9999999977 54.9090988032 0.43 2.1935597734 8.50216966434E-005 507.112281606 0.627546496 33.8074854404 0.0418364331 228.661497856 0.2829663705 15.2440998571 0.0188644247 523.571142421 25.3323763374 34.9047428281 1.6888250892 236.082946524 11.4225967851 15.7388631016 0.7615064523 0.4 0.4 880.1906492946 880.1906492946 CHEMBL35 furosemide NS(=O)(=O)c1cc(C(=O)O)c(NCc2occc2)cc1Cl J. Med. Chem., 2010, 53, 3566-3584; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 Drug Metab. Dispos. 2008, 36, 1385-1405; J Pharm Sci 2005, 94, 1467-1483; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 Bioorg. Med. Chem. 2007, 15, 3756-3767; J. Med. Chem. 2010, 53, 3566-3584 CHEMBL3301361 20MG; 40MG; 80MG; 80MG; 20MG; 40MG; 80MG; 20MG; 40MG; 20MG; 40MG; 20MG; 40MG; 80MG; 80MG; 80MG; 20MG; 40MG; 80MG; 20MG; 40MG; 20MG; 40MG; 20MG; 40MG; 80MG furosemide 80 330.749 330.749 80 45.1663591612 0.123244803 2.0720160516 2.81838293126445E-007 98.1937272489 2.295 5 3 2.30 0.0002295954 monoacid 3.63 0.0001697955 0.0013471456 0.000000039 2.89384262314E-005 2.81838293126E-007 2.23608493239E-006 0.0001034155 45.1663591612 98.1937272489 0.123244803 2.0720160516 0.0002802033 2608.7112773 0.9755901658 32.6088909663 0.0121948771 47.1204409567 0.0176218193 0.589005512 0.0002202727 2656.8037748 85.9502411787 33.210047185 1.0743780147 47.9891226344 1.5524957859 0.5998640329 0.0194061973 25 30 75586.0184006603 90703.2220807924 CHEMBL36 pyrimethamine CCc1nc(N)nc(N)c1c2ccc(Cl)cc2 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361 25MG pyrimethamine 25 248.717 248.717 25 0.43 0.052 92.6399999993 4 2 1.81 4.43642315523E-005 monobase 7.18 0.6240017586 0.172821983 2.76833585084E-005 0.0001601842 1.50076421954E-005 4.15647944754E-006 0.0001967933 72.7961006163 92.6399999993 0.43 0.052 2.01550387597E-006 13480.0812883 11569.584949 539.203251534 462.783397959 992.133982917 851.521452326 39.6853593167 34.0608580931 20023.5169056 18293.0289028 800.940676224 731.721156114 1473.73084439 1346.36692738 58.9492337757 53.8546770951 CHEMBL4 ofloxacin CC1COc2c(N3CCN(C)CC3)c(F)cc4C(=O)C(=CN1c24)C(=O)O J. Med. Chem., 2010, 53, 3566-3584; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Drug Metab. Dispos., 2006, 34, 1255-1265 Drug Metab. Dispos. 2008, 36, 1385-1405; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2006, 34, 1255-1265 J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 CHEMBL3301361 400MG; 200MG; 300MG; 400MG; 200MG; 300MG; 400MG; 200MG; 300MG; 400MG ofloxacin 400 361.373 361.373 400 94.8683298008 1.6578808787 3.4319707272 25.0000000008 6 1 1.34 0.0002802371 zwitterion 6.08 8.1 0.007597763 0.0067497407 2.12917506104E-006 0.0003154455 7.01612158282E-006 0.000006233 0.0002661634 94.8683298008 25.0000000008 1.6578808787 3.4319707272 3.45015814193E-005 7081.04181819 555.75190297 17.7026045455 1.3893797574 5310.78136358 416.813927223 13.276953409 1.0420348181 8947.75683191 3022.72578356 22.3693920798 7.5568144589 6710.81762386 2267.04433764 16.7770440597 5.6676108441 30 40 83016.7167995395 110688.955732719 CHEMBL405 amphetamine CC(N)Cc1ccccc1 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 10MG; 5MG amphetamine sulfate 10 sulfate 135.21 233.27 5.8 6.0999999998 9.7000000008 1 1 1.17 0.0012007958 monobase 9.94 0.0028757378 0.0003629463 3.45317376014E-006 0.0095142835 3.24324244463E-005 4.09328964809E-006 0.0001760334 79.598726456 59.7816707305 6.0999999998 9.7000000008 2.65027322435E-005 64.8255248978 10.6090179337 11.1768146375 1.829141023 26.0717430541 4.2667697648 4.4951281128 0.7356499595 89.7293663646 43.8976674152 15.4705804077 7.5685633475 36.0876520159 17.6549084227 6.2220089683 3.0439497281 0.2 0.2 1479.1805339842 1479.1805339842 CHEMBL415 clomipramine CN(C)CCCN1c2ccccc2CCc3ccc(Cl)cc13 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2004, 47, 1242-1250 Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2004, 47, 1242-1250; CHEMBL3301361 25MG; 50MG; 75MG; 25MG; 50MG; 75MG; 25MG; 50MG; 75MG; 25MG; 50MG; 75MG; 25MG; 50MG; 75MG clomipramine hydrochloride 75 hydrochloride 314.86 351.32 67.22 16.1245154971 8.2000000003 96.1320962006 2 0 5.31 3.88982414243E-005 monobase 9.46 0.0086344331 0.0010952772 3.35864264484E-007 0.0003066477 2.20740885578E-005 2.80009661468E-006 0.0001269223 42.1163136125 96.1320962006 16.1245154971 8.2000000003 8.47570686364E-006 132.479758596 79.0413176283 1.9708384201 1.1758601254 5.1241896162 3.0572421276 0.0762301341 0.0454811385 231.405922253 191.040321899 3.4425159514 2.8420160949 8.9505584589 7.3892558691 0.1331532053 0.1099264485 0.4 0.6 1270.4058946834 1905.608842025 CHEMBL42 clozapine CN1CCN(CC1)C2=Nc3cc(Cl)ccc3Nc4ccccc24 J. Med. Chem., 2010, 53, 1098-1108; Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250 CHEMBL3301361 CHEMBL3301361 12.5MG; 100MG; 150MG; 200MG; 100MG; 25MG; 25MG; 12.5MG; 12.5MG; 100MG; 100MG; 100MG; 100MG; 100MG; 100MG; 200MG; 200MG; 25MG; 25MG; 25MG; 25MG; 25MG; 50MG; 50MG; 50MG; 50MG clozapine 200 326.831 326.831 200 38.5356977336 3.3195884817 2.5000000002 94.8262742135 0.0001514 4 1 4.99 0.0001514 monobase 7.64 0.3652566649 0.067550029 5.52998590731E-005 0.0008186504 9.60652692268E-006 1.776616923E-006 8.90792864757E-005 38.5356977336 94.8262742135 3.3195884817 2.5000000002 1.25517566107E-005 1189.46049286 602.801390548 5.9473024643 3.0140069527 61.5394242395 31.1872909841 0.3076971212 0.1559364549 2019.72840944 1613.8352016 10.0986420472 8.069176008 104.495209537 83.4954079768 0.5224760477 0.4174770399 0.6 9.5 1835.8111684632 29067.0101673342 CHEMBL421 sulfasalazine OC(=O)c1cc(ccc1O)N=Nc2ccc(cc2)S(=O)(=O)Nc3ccccn3 J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108 J. Med. Chem., 2001, 44, 1927-1937; J. Med. Chem., 2005, 48, 604-613; Bioorg. Med. Chem., 2011, 19, 2615-2624 500MG; 500MG; 500MG; 500MG; 500MG sulfasalazine 500 398.4 398.4 500 8.0000000001 0.24 1.8453552660196E-007 7 3 3.44 6.04318824751E-005 diacid 2.89 8.3 2.74467633534E-005 0.0002415828 1.65865957729E-009 6.86580271043E-006 1.84535526602E-007 1.62425716648E-006 7.44074002762E-005 8.0000000001 98.8470522073 0.2241707171 0.24 1.78435437609E-005 5594.96667975 2278.23780669 11.1899333595 4.5564756134 64.5070448365 26.2668925047 0.1290140897 0.052533785 9111.43809882 6893.21132181 18.2228761976 13.7864226436 105.050124444 79.475127781 0.2101002489 0.1589502556 CHEMBL423 betaxolol CC(C)NCC(O)COc1ccc(CCOCC2CC2)cc1 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 10MG; 20MG; 10MG; 20MG betaxolol hydrochloride 20 hydrochloride 307.434 343.894 17.88 88.9999999908 5.1935225064 3.3999999997 48.0122512425 4 2 2.93 0.000300888 monobase 9.53 0.0073585527 0.0009323841 2.21410000392E-006 0.002374665 8.51272286663E-006 1.07862621671E-006 5.15806684389E-005 88.9999999908 48.0122512425 5.1935225064 3.3999999997 0.000010911 174.969119831 113.121865841 9.785744957 6.3267262775 90.9625064208 58.8095114031 5.0873885023 3.2891225617 314.364558971 277.426282517 17.581910457 15.5160113264 163.4310571 144.227678742 9.1404394351 8.0664249856 CHEMBL425 olsalazine OC(=O)c1cc(ccc1O)N=Nc2ccc(O)c(c2)C(=O)O J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624; J. Med. Chem., 2005, 48, 604-613 250MG olsalazine sodium 250 sodium 302.242 324.242 233.04 2.0000000002 0.07 1.1999999999 4.56546483580684E-008 6 4 4.03 0.0001009912 diacid 2.07 2.85 1.31821958591E-010 8.31577597151E-009 1.33128636373E-014 1.60091658108E-006 4.56546483581E-008 0.00000288 0.0001071352 2.0000000002 96.1518919676 0.07 1.1999999999 0.0002857143 655.161352885 0.1803073193 2.8113686615 0.0007737183 25.2113166456 0.0069384204 0.1081845033 2.97735171584E-005 665.505787168 18.6236338286 2.8557577548 0.0799160394 25.6093816521 0.7166575493 0.1098926435 0.0030752555 CHEMBL434394 nebivolol OC(CNCC(O)C1CCc2cc(F)ccc2O1)C3CCc4cc(F)ccc4O3 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2004, 47, 1242-1250 Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2004, 47, 1242-1250 EQ 2.5MG BASE; EQ 20MG BASE; EQ 10MG BASE; EQ 5MG BASE nebivolol hydrochloride 20 hydrochloride 405.441 405.441 20 11.0995495426 14.0000000007 97.9999999999 5 3 1.95 4.31873043626E-005 monobase 8.65 0.0532402152 0.0070296914 2.29930137826E-006 0.0003270843 0.00000471 6.21898352073E-007 3.14512792568E-005 46.3455395192 97.9999999999 11.0995495426 14.0000000007 2.10218741265E-005 19.438538626 10.9580775223 0.9719269313 0.5479038761 0.3887707725 0.2191615505 0.0194385386 0.0109580775 34.0527889369 29.2740912141 1.7026394468 1.4637045607 0.6810557788 0.5854818243 0.0340527889 0.0292740912 0.48 0.48 1183.8960539265 1183.8960539265 CHEMBL435 hydrochlorothiazide NS(=O)(=O)c1cc2c(NCNS2(=O)=O)cc1Cl J. Med. Chem., 2010, 53, 3566-3584; Bioorg. Med. Chem., 2007, 15, 7738-7745 Eur. J. Med. Chem., 2009, 44, 4455-4460 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; CHEMBL3301361 Bioorg. Med. Chem. 2007, 15, 3756-3767; J. Med. Chem. 2010, 53, 3566-3584 CHEMBL3301361 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 50MG; 25MG; 50MG; 25MG; 50MG; 50MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG hydrochlorothiazide 50 297.745 297.745 50 62.4899991989 0.83 4.07380277804113E-006 56.6908835995 -0.05 0.0007413 5 3 -0.05 0.0007413 neutral 1 1 0.0007413 0.0007413 4.07380277804E-006 4.07380277804E-006 0.0001987495 62.4899991989 56.6908835995 0.83 1.3417888722 2.69435516509E-005 1486.4531981 225.722796584 29.7290639621 4.5144559317 643.769745805 97.7585487148 12.8753949161 1.9551709743 2035.39442943 948.231376361 40.7078885885 18.9646275272 881.51134265 410.670630534 17.630226853 8.2134126107 CHEMBL439 sulfadiazine Nc1ccc(cc1)S(=O)(=O)Nc2ncccn2 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108 J. Med. Chem. 2007, 50, 742-748 CHEMBL3301361 500MG sulfadiazine 500 250.283 250.283 500 84.9999999972 0.4261160975 0.55 50.5061247292 -0.12 5 2 -0.12 0.0002127665 monoacid 6.29 0.0720331585 0.3814158779 1.53262458758E-005 4.01825061916E-005 0.000008702 4.60771200159E-005 0.0010758855 84.9999999972 50.5061247292 0.4261160975 0.55 2.15121341823E-005 62481.6104017 10727.5347496 124.963220803 21.4550694993 30924.5703194 5309.47266862 61.8491406388 10.6189453372 87697.3001175 37897.987103 175.394600235 75.795974206 43404.792336 18757.1824669 86.809584672 37.5143649338 CHEMBL445 nortriptyline CNCCC=C1c2ccccc2CCc3ccccc13 J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 EQ 10MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 10MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 10MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 10MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 10MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE nortriptyline hydrochloride 75 hydrochloride 263.384 263.384 75 51.0000000002 20.9874452547 10 87.6266515765 1 1 4.98 5.08093991907E-005 monobase 10 0.0025055927 0.0003161278 1.27307658042E-007 0.0004027095 2.37806369898E-005 3.00037611698E-006 0.0001325022 51.0000000002 87.6266515765 20.9874452547 10 7.94125557656E-006 173.984265075 106.631222515 2.319790201 1.4217496335 21.5276793198 13.1938526901 0.2870357243 0.1759180359 305.05804428 253.623048251 4.0674405904 3.3816406434 37.7458947127 31.3816634424 0.5032785962 0.4184221792 0.3 0.5 1139.0213528536 1898.3689214227 CHEMBL44884 ethambutol CC[C@@H](CO)NCCN[C@@H](CC)CO Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 100MG; 400MG; 400MG; 100MG; 400MG; 100MG; 400MG ethambutol hydrochloride 400 hydrochloride 204.314 240.774 339.43 77.0000000049 1.7000000001 10 4 4 -0.56 0.0004814351 dibase 9.59 6.3 0.0059458565 0.0004981281 2.86254394075E-006 0.0057466024 3.7727552557E-006 3.16071415846E-007 1.55604383083E-005 77.0000000049 8.1812488165 1.7000000001 10 9.80392156805E-005 1726.20183415 714.687015366 5.0855900602 2.105550527 1584.97696702 656.21669238 4.6695252836 1.9332901994 2810.57296155 2085.57681312 8.280272697 6.1443502729 2580.6329944 1914.95058478 7.602842985 5.6416656889 6 10 29366.5632311051 48944.2720518418 CHEMBL451 chlordiazepoxide CNC1=Nc2ccc(Cl)cc2C(=[N+]([O-])C1)c3ccccc3 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2004, 47, 1242-1250; CHEMBL3301361 10MG; 25MG; 10MG; 10MG; 25MG; 5MG; 5MG chlordiazepoxide hydrochloride 25 hydrochloride 299.761 336.221 22.29 1 0.2769829128 0.37 96.274826556 3 1 3.27 6.42834186002E-005 neutral 1 1 6.42834186002E-005 6.42834186002E-005 1.34251691424E-005 1.34251691424E-005 0.0005236978 1 96.274826556 0.2769829128 0.37 2.22637079101E-005 39.3043765447 6.8522433669 1.7633188221 0.3074133408 1.4641561974 0.2552579502 0.0656866845 0.0114516801 55.1217924794 24.7802327593 2.4729382001 1.111719729 2.0533823753 0.9231066501 0.0921212371 0.0414134881 3.5 20.5 11675.9685215889 68387.8156264491 CHEMBL452 clonazepam [O-][N+](=O)c1ccc2NC(=O)CN=C(c3ccccc3Cl)c2c1 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; J Pharm Sci 2005, 94, 1467-1483 J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 0.125MG; 0.125MG; 0.125MG; 0.25MG; 0.25MG; 0.25MG; 0.5MG; 0.5MG; 0.5MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG clonazepam 2 315.716 315.716 2 93.9148550407 2.9 1.0218614129 85.0000000012 0.0002399 4 1 2.66 0.0002399 neutral 1 1 0.0002399 0.0002399 8.89656273068E-006 8.89656273068E-006 0.0003834235 93.9148550407 85.0000000012 2.9 1.0218614129 5.8727667408E-006 69.9385646614 44.9670254559 34.9692823307 22.4835127279 10.4907846984 6.7450538178 5.2453923492 3.3725269089 121.791334395 99.2525192116 60.8956671974 49.6262596058 18.2687001578 14.8878778805 9.1343500789 7.4439389403 0.1 0.1 316.7403615908 316.7403615908 CHEMBL456 ethacrynic acid CCC(=C)C(=O)c1ccc(OCC(=O)O)c(Cl)c1Cl Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 25MG ethacrynic acid 25 303.141 303.141 25 0.26 8.7299999999 3 1 3.24 5.7202947882E-005 monoacid 2.81 2.57032971512E-005 0.0002041321 1.47030436734E-009 7.20270967584E-006 1.67418173678E-005 0.0001329613 0.0015082457 71.3879307555 97.1379932182 0.26 8.7299999999 0.0005596154 1802.35281624 5.16121043642E-018 72.0941126496 2.06448417457E-019 51.5834598328 1.47714192713E-019 2.0633383933 5.90856770853E-021 1802.35281624 1.62924990006E-007 72.0941126496 6.51699960024E-009 51.5834598328 4.66292426322E-009 2.0633383933 1.86516970529E-010 CHEMBL459 methyldopa C[C@](N)(Cc1ccc(O)c(O)c1)C(=O)O J. Med. Chem., 2010, 53, 3566-3584; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 3566-3584 250MG; 500MG; 500MG; 250MG; 500MG; 250MG; 500MG methyldopa 500 211.217 211.217 500 28.8444102007 0.6899999999 3.5000000004 2.39883291901949E-007 14.9999999988 -3 4 4 -3.00 9.98017715865E-005 zwitterion 2.28 8.85 2.59928816245E-007 2.67940417388E-007 2.59413563476E-011 9.68176305783E-005 2.39883291902E-007 2.47277044097E-007 1.07211061217E-005 28.8444102007 14.9999999988 0.6899999999 3.5000000004 8.45410628238E-005 2365.85875332 1344.8011815 4.7317175066 2.689602363 2010.97994035 1143.08100429 4.0219598807 2.2861620086 4115.25243358 3422.26310096 8.2305048672 6.8445262019 3497.96456859 2908.92363586 6.9959291372 5.8178472717 9 9 42610.2065648125 42610.2065648125 CHEMBL46 ondansetron Cc1nccn1CC2CCc3c(C2=O)c4ccccc4n3C J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 4MG; 8MG; 4MG; 8MG; 4MG; 8MG; 4MG; 8MG; 4MG; 8MG; 4MG; 8MG; 4MG; 8MG; 4MG; 8MG; 4MG; 8MG ondansetron 8 293.37 293.37 8 62.0000000002 1.8 5.8000000005 0.0001096478 73.0000000017 4 0 2.66 2.67141933376E-005 monobase 7.73 0.3186781648 0.0556098168 8.51323010782E-006 0.0001530886 0.0001096478 1.91337052199E-005 0.0006471174 62.0000000002 73.0000000017 1.8 5.8000000005 5.37037037083E-005 108.210189511 1.4269515192 13.5262736889 0.1783689399 29.2167511662 0.3852769102 3.6520938958 0.0481596138 119.900718137 15.9471454321 14.9875897671 1.993393179 32.3731938949 4.3057292664 4.0466492369 0.5382161583 CHEMBL468 thalidomide O=C1CCC(N2C(=O)c3ccccc3C2=O)C(=O)N1 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361 100MG; 200MG; 150MG; 50MG thalidomide 200 258.233 258.233 200 0.95 3.3999999997 0.0001549 4 1 0.70 0.0001549 neutral 1 1 0.0001549 0.0001549 7.14440493172E-006 7.14440493172E-006 0.0003212209 63.9908157 77.0665463382 0.95 3.3999999997 5.96491228018E-005 5112.17668436 53.1896601674 25.5608834218 0.2659483008 1172.39867102 12.1982260674 5.8619933551 0.0609911303 5592.71851617 752.919153434 27.9635925809 3.7645957672 1282.60350934 172.670365163 6.4130175467 0.8633518258 CHEMBL469 ketorolac OC(=O)C1CCn2c1ccc2C(=O)c3ccccc3 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J Pharm Sci 2005, 94, 1467-1483; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108 10MG; 10MG; 10MG ketorolac tromethamine 10 tromethamine 255.273 376.413 6.78 100 0.11 0.35 8.31763771102671E-006 99.32 3 1 1.37 0.0003024841 monoacid 4.29 0.000775645 0.0061281641 2.3462026612E-007 3.828557193E-005 8.31763771103E-006 6.57154328647E-005 0.0012183801 100 99.32 0.11 0.35 5.30303030303E-005 3023.12058555 37.2967242515 445.887991969 5.5009917775 20.5572199817 0.2536177249 3.0320383454 0.0374067441 3343.41402218 405.934524937 493.128911826 59.8723488108 22.7352153508 2.7603547696 3.3532766004 0.4071319719 5 5 19586.8736607475 19586.8736607475 CHEMBL471 sotalol CC(C)NCC(O)c1ccc(NS(=O)(=O)C)cc1 J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108 120MG; 160MG; 240MG; 160MG; 240MG; 120MG; 160MG; 240MG; 120MG; 160MG; 240MG; 120MG; 160MG; 120MG; 160MG; 240MG; 120MG; 160MG; 240MG; 120MG; 160MG; 240MG; 120MG; 160MG; 120MG; 160MG; 120MG; 160MG; 120MG; 160MG; 240MG; 120MG; 160MG; 120MG; 160MG; 240MG; 120MG; 80MG; 80MG; 80MG; 80MG; 80MG; 80MG; 80MG; 80MG; 80MG; 80MG; 80MG; 80MG; 80MG; 80MG sotalol hydrochloride 240 hydrochloride 272.37 308.83 211.67 95.0000000024 1.1500315051 2.0000000002 4.16869383470335E-006 37.999999999 4 3 1.40 0.0007790165 zwitterion 8.28 9.31 0.0107376704 0.0015211763 8.36482291773E-006 0.0054989176 4.1686938347E-006 5.90567397934E-007 2.91272722901E-005 95.0000000024 37.999999999 1.1500315051 2.0000000002 2.89847131916E-005 4595.88209594 2221.02473469 21.7124868708 10.4928650007 2849.44689953 1377.03533553 13.4617418601 6.5055763005 7801.78485335 6433.86096547 36.858245634 30.395714865 4837.10660915 3988.99379866 22.8521122934 18.8453432166 7.5 16 27536.0722546536 58743.6208099277 CHEMBL472 glyburide COc1ccc(Cl)cc1C(=O)NCCc2ccc(cc2)S(=O)(=O)NC(=O)NC3CCCCC3 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; Eur. J. Med. Chem. 2009, 44, 4455-4460; CHEMBL3301361 CHEMBL3301361 CHEMBL3301361 1.25MG; 1.25MG; 1.25MG; 1.25MG; 1.25MG; 1.25MG; 2.5MG; 2.5MG; 2.5MG; 1.5MG; 2.5MG; 1.5MG; 1.5MG; 2.5MG; 1.5MG; 4.5MG; 2.5MG; 1.5MG; 4.5MG; 5MG; 6MG; 5MG; 5MG; 3MG; 5MG; 3MG; 3MG; 6MG; 5MG; 3MG; 6MG; 5MG; 6MG; 3MG; 6MG glyburide 6 494.013 494.013 6 95.0000000024 0.0964056906 0.82 99.3655405946 0.0000105 5 3 3.43 0.0000105 monoacid 5.3 0.0078806839 0.0593509431 8.27471804285E-008 1.39420160999E-006 4.01785870298E-006 3.02592652877E-005 0.000857432 95.0000000024 99.3655405946 0.0964056906 0.82 0.000141762 1197.03332608 0.0098193302 199.505554346 0.001636555 7.5946905231 6.22996638003E-005 1.2657817539 1.03832773001E-005 1200.16958482 4.4947249162 200.028264136 0.7491208194 7.6145888116 0.028517205 1.2690981353 0.0047528675 0.6 0.6 1214.5429371292 1214.5429371292 CHEMBL473 dofetilide CN(CCOc1ccc(NS(=O)(=O)C)cc1)CCc2ccc(NS(=O)(=O)C)cc2 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 CHEMBL3301361 CHEMBL3301361 CHEMBL3301361 0.125MG; 0.25MG; 0.5MG dofetilide 0.5 441.575 441.575 0.5 89.9999999919 3.3000000002 5.1999999996 65.0573021783 0.0004266 6 2 2.26 0.0004266 zwitterion 8.26 7.26 0.5095607906 0.1455227584 0.0002173786 0.0014937776 3.26962073136E-006 9.33753610252E-007 4.90252363683E-005 89.9999999919 65.0573021783 3.3000000002 5.1999999996 2.6262626259E-005 2.6706828916 0.9563414429 5.3413657832 1.9126828858 0.9332086526 0.3341715005 1.8664173052 0.6683430011 4.270724661 3.2044442089 8.5414493221 6.4088884177 1.4923064131 1.1197192568 2.9846128262 2.2394385135 CHEMBL480 lansoprazole Cc1c(OCC(F)(F)F)ccnc1C[S+]([O-])c2nc3ccccc3[nH]2 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 15MG; 30MG; 15MG; 30MG; 15MG; 30MG; 15MG; 30MG; 15MG; 30MG; 15MG; 30MG; 15MG; 30MG; 15MG; 15MG; 15MG; 15MG; 15MG; 30MG; 15MG; 30MG; 15MG; 30MG; 15MG; 30MG lansoprazole 30 369.368 369.368 30 82.4621125023 0.3016208566 4.4000000001 97.8382165059 4 1 3.23 1.69884643519E-005 neutral 1 1 1.69884643519E-005 1.69884643519E-005 9.86908017764E-006 9.86908017764E-006 0.0004158802 82.4621125023 97.8382165059 0.3016208566 4.4000000001 0.0002431308 1490.21118403 5.75306920137E-006 49.6737061342 1.91768973379E-007 32.2151394035 1.24368900399E-007 1.0738379801 4.14563001331E-009 1490.21118213 0.2094917204 49.6737060709 0.0069830573 32.2151393625 0.0045287574 1.0738379788 0.0001509586 CHEMBL485 codeine COc1ccc2C[C@@H]3[C@@H]4C=C[C@H](O)[C@@H]5Oc1c2[C@]45CCN3C Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250 15MG; 30MG; 60MG; 15MG; 30MG; 60MG codeine sulfate 60 sulfate 299.37 397.43 45.2 55.0000000007 3.5000000004 15.0000000015 7.0000000006 4 1 1.76 0.0003521118 monobase 8.24 0.1262895791 0.0178717954 0.000044468 0.002488169 1.11216083943E-005 1.57386785926E-006 7.77107078103E-005 55.0000000007 7.0000000006 3.5000000004 15.0000000015 7.14285714276E-005 131.54552488 3.6795510615 2.910299223 0.0814059969 122.337338137 3.4219824871 2.7065782774 0.0757075771 154.906267696 49.4420207595 3.4271298163 1.0938500168 144.062828956 45.981079306 3.1872307291 1.0172805156 0.5 1 1670.1740321342 3340.3480642683 CHEMBL490 paroxetine Fc1ccc(cc1)[C@@H]2CCNC[C@H]2COc3ccc4OCOc4c3 J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2004, 47, 1242-1250 EQ 12.5MG BASE; EQ 12.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 25MG BASE; EQ 25MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 30MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 30MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 30MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 30MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 30MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 30MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 30MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 30MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 30MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 30MG BASE; EQ 40MG BASE paroxetine hydrochloride 40 hydrochloride 329.371 329.371 40 17.5954539581 17.9999999999 92.863125186 4 1 3.82 5.27938752156E-005 monobase 9.68 0.0052206761 0.0006602572 2.75619722819E-007 0.000417443 1.43248378289E-005 1.81165761244E-006 0.000083902 69.7693186508 92.863125186 17.5954539581 17.9999999999 1.70498584869E-005 63.5120198941 25.6129742835 1.5878004974 0.6403243571 4.5327733517 1.8279659108 0.1133193338 0.0456991478 103.075731723 76.930763236 2.5768932931 1.9232690809 7.3563859367 5.4904522656 0.1839096484 0.1372613066 0.35 0.4 1062.6315006482 1214.4360007408 CHEMBL498 chlorpropamide CCCNC(=O)NS(=O)(=O)c1ccc(Cl)cc1 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 100MG; 250MG; 100MG; 250MG; 100MG; 250MG chlorpropamide 250 276.745 276.745 250 89.9999999919 0.19 0.045 96.5346094766 3 2 1.75 0.0001829969 monoacid 4.69 0.0019460501 0.0152519416 3.56121041278E-007 2.33492266762E-005 1.13879472506E-005 8.92517134165E-005 0.0013624292 89.9999999919 96.5346094766 0.19 0.045 3.94736842105E-006 206938.090636 149053.49361 827.752362545 596.213974439 7171.21298221 5165.28564235 28.6848519288 20.6611425694 349802.951642 293809.064011 1399.21180657 1175.23625604 12122.0383368 10181.6314611 48.4881533471 40.7265258445 200 750 722686.950080399 2710076.0628015 CHEMBL499 timolol CC(C)(C)NC[C@H](O)COc1nsnc1N2CCOCC2 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 10MG; 20MG; 5MG timolol maleate 20 maleate 316.427 432.497 14.63 64.9999999936 2.291287848 8.4999999997 3.71535229097173E-005 10.0000000008 8 2 1.03 0.0001189576 monobase 9.35 0.0110956889 0.0014105451 1.31991675254E-006 0.0009357494 3.71535229097E-005 4.72316051735E-006 0.0002042736 64.9999999936 10.0000000008 2.291287848 8.4999999997 6.18284022173E-005 112.290350236 1.2922985573 7.6753486149 0.0883320955 101.061315211 1.1630687016 6.9078137533 0.079498886 123.573498785 19.9320433515 8.4465822819 1.3624089782 111.216148905 17.9388390162 7.6019240537 1.2261680804 CHEMBL500 pindolol CC(C)NCC(O)COc1cccc2[nH]ccc12 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem., 2001, 44, 1927-1937; Bioorg. Med. Chem., 2011, 19, 2615-2624; J. Med. Chem., 2005, 48, 604-613 J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 Bioorg. Med. Chem. 2007, 15, 3756-3767 CHEMBL3301361 10MG; 10MG; 5MG; 5MG pindolol 10 248.326 248.326 10 86.9999999963 1.4251246427 7.7000000005 4.25489058664865E-005 41.999999998 1.75 3 3 1.75 0.0002945936 monobase 9.62 0.0059895055 0.0007580026 1.76446999575E-006 0.0023277889 4.25489058665E-005 5.38478175508E-006 0.0002269525 86.9999999963 41.999999998 1.4251246427 7.7000000005 9.00506029413E-005 191.322587601 0.2433757707 19.1322587601 0.0243375771 110.967100813 0.141157947 11.0967100813 0.0141157947 197.824326891 12.1172583473 19.7824326891 1.2117258347 114.7381096 7.0280098417 11.47381096 0.7028009842 0.7 1.5 2818.8751882606 6040.446831987 CHEMBL503 lovastatin CC[C@H](C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@@H]12 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 20MG; 40MG; 60MG; 20MG; 40MG; 10MG; 10MG; 20MG; 40MG; 10MG; 20MG; 40MG; 10MG; 20MG; 40MG; 10MG; 10MG; 20MG; 20MG; 40MG; 40MG; 10MG; 10MG; 20MG; 20MG; 40MG; 40MG; 10MG; 20MG; 40MG; 10MG; 20MG; 40MG lovastatin 60 404.547 404.547 60 4.9999999996 0.87 7.1999999995 95.7 5 1 2.89 0.000080828 neutral 1 1 0.000080828 0.000080828 0.000004402 0.000004402 0.0002127646 4.9999999996 95.7 0.87 7.1999999995 0.000137931 54.7748750993 0.0023071307 0.912914585 3.84521776224E-005 2.3553196293 9.92066182657E-005 0.0392553272 1.65344363776E-006 55.1685629927 0.8614517589 0.9194760499 0.0143575293 2.3722482087 0.0370424256 0.0395374701 0.0006173738 CHEMBL505 chlorpheniramine CN(C)CCC(c1ccc(Cl)cc1)c2ccccn2 J. Med. Chem., 2010, 53, 3566-3584; J. Med. Chem., 2010, 53, 1098-1108 Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250 CHEMBL3301361 12MG; 12MG chlorpheniramine maleate 12 maleate 274.795 390.865 8.44 37.8813938467 3.2396311255 2.5000000002 57.0142511981 2 0 3.82 5.49641725648E-005 monobase 9.35 0.0110956889 0.0014105451 6.09865357574E-007 0.0004323615 3.09601827552E-005 3.93582899675E-006 0.0001736774 37.8813938467 57.0142511981 3.2396311255 2.5000000002 1.28615465946E-005 64.1175850647 27.1863550226 7.5968702683 3.2211321117 27.5614240538 11.6862582784 3.2655715704 1.3846277581 104.581381588 74.4877995199 12.3911589559 8.8255686635 44.955089983 32.0191383897 5.3264324624 3.793736776 CHEMBL506 primaquine COc1cc(NC(C)CCCN)c2ncccc2c1 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361 EQ 15MG BASE; EQ 15MG BASE; EQ 15MG BASE primaquine phosphate 15 phosphate 259.353 259.353 15 3.9999999997 5.8000000005 59.6599999973 4 2 1.19 0.0001521705 monobase 10.38 0.0010460332 0.0001318083 1.59175388793E-007 0.001207628 0.000016187 2.0396884667E-006 9.12683229827E-005 71.8191948717 59.6599999973 3.9999999997 5.8000000005 2.41666666706E-005 110.033832734 28.4688110754 7.3355888489 1.8979207384 44.3876481277 11.4843183886 2.9591765419 0.7656212259 164.699903767 105.636885177 10.9799935845 7.0424590118 66.4399411842 42.6139194833 4.4293294123 2.8409279656 CHEMBL515 chlorambucil OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108 2MG chlorambucil 2 304.217 304.217 2 88.9775252379 0.2696382902 2.7999999997 99 2 1 3.39 0.0001266556 monoacid 4.82 0.0026233678 0.0204653789 3.32264149675E-007 1.62354262131E-005 1.67212707339E-005 0.0001304457 0.001515763 88.9775252379 99 0.2696382902 2.7999999997 0.0001730714 234.299955663 0.0001121342 117.149977831 5.6067103618E-005 2.3429995566 1.12134207236E-006 1.1714997783 5.6067103618E-007 234.299950195 0.198182842 117.149975097 0.099091421 2.342999502 0.0019818284 1.171499751 0.0009909142 CHEMBL517 disopyramide CC(C)N(CCC(C(=O)N)(c1ccccc1)c2ccccn2)C(C)C J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; J Pharm Sci 2005, 94, 1467-1483 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 EQ 100MG BASE; EQ 150MG BASE; EQ 100MG BASE; EQ 150MG BASE; EQ 100MG BASE; EQ 150MG BASE; EQ 100MG BASE; EQ 150MG BASE disopyramide phosphate 150 phosphate 339.483 339.483 150 83.0000000046 0.52 1.1500975876 61.8648303957 3 1 3.07 9.38637357052E-005 monobase 10.1 0.0019912892 0.0002511256 1.86909840434E-007 0.0007442884 8.0314789295E-006 1.01286628765E-006 4.74754889417E-005 83.0000000046 61.8648303957 0.52 1.1500975876 3.68621021667E-005 4770.01207259 1187.52147873 31.8000804839 7.9168098582 1819.05219403 452.863330003 12.1270146269 3.0190888667 7174.00690769 4857.51457481 47.8267127179 32.3834304988 2735.81970167 1852.42142166 18.2387980111 12.3494761444 8 8 23565.2447987086 23565.2447987086 CHEMBL521 ibuprofen CC(C)Cc1ccc(cc1)C(C)C(=O)O J. Med. Chem., 2010, 53, 3566-3584; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108 Bioorg. Med. Chem. 2007, 15, 3756-3767 100MG; 100MG; 100MG; 50MG; 50MG; 50MG; 200MG; 400MG; 600MG; 800MG; 200MG; 200MG; 400MG; 600MG; 800MG; 200MG; 200MG; 400MG; 600MG; 800MG; 200MG; 400MG; 600MG; 100MG; 400MG; 600MG; 800MG; 200MG; 200MG; 200MG; 200MG; 200MG; 200MG; 200MG; 200MG; 200MG; 400MG; 600MG; 800MG; 100MG; 100MG; 200MG; 400MG; 600MG; 800MG; 200MG; 200MG; 800MG; 200MG; 400MG; 600MG; 800MG; 200MG; 200MG; 200MG; 200MG; 400MG; 200MG; 200MG; 400MG; 600MG; 800MG; 200MG; 100MG; 200MG; 200MG; 200MG; 200MG; 400MG; 600MG; 200MG; 100MG; 200MG; 200MG; 200MG ibuprofen 800 206.285 206.285 800 89.8610037777 0.15 0.82 5.24807460249772E-005 99.2252049449 3.5 1 1 3.50 0.0003737368 monoacid 4.41 0.0010222469 0.0080627685 3.82051302681E-007 4.73846299563E-005 5.2480746025E-005 0.0004139314 0.0017131827 89.8610037777 99.2252049449 0.15 0.82 9.11111111111E-005 281581.159777 133.701851315 351.976449721 0.1671273141 2181.67690205 1.0359153326 2.7270961276 0.0012948942 287392.766353 6981.0199133 359.240957942 8.7262748916 2226.70494242 54.0885970838 2.783381178 0.0676107464 200 200 969532.442979373 969532.442979373 CHEMBL527 piroxicam CN1C(=C(O)c2ccccc2S1(=O)=O)C(=O)Nc3ccccn3 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 3566-3584 Eur. J. Med. Chem., 2009, 44, 4455-4460 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 3566-3584; Bioorg. Med. Chem. 2007, 15, 3756-3767; J. Med. Chem. 2007, 50, 742-748 10MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG piroxicam 20 331.353 331.353 20 100 0.14 3.54813389233575E-005 99 2.34 5 2 2.34 0.0001076572 monoacid 5.29 0.0077026793 0.0580784142 8.29248768236E-007 1.42780890237E-005 3.54813389234E-005 0.0002675303 0.0017132798 100 99 0.14 0.3426780672 0.000040795 5794.53336182 191.519623328 289.726668091 9.5759811664 57.9453336182 1.9151962333 2.8972666809 0.0957598117 6812.65792973 1307.32822095 340.632896486 65.3664110477 68.1265792973 13.0732822095 3.4063289649 0.6536641105 14 14 42251.0132698361 42251.0132698361 CHEMBL54 haloperidol OC1(CCN(CCCC(=O)c2ccc(F)cc2)CC1)c3ccc(Cl)cc3 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Drug Metab. Dispos., 2006, 34, 1255-1265; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; Drug Metab. Dispos. 2006, 34, 1255-1265 Bioorg. Med. Chem., 2011, 19, 2615-2624 CHEMBL3301361; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 CHEMBL3301361 0.5MG; 0.5MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 5MG; 1MG; 2MG; 5MG; 1MG; 2MG; 5MG haloperidol 20 375.871 375.871 20 60.0000000023 17.6602959509 8.6505048488 1.58489319246111E-005 90.6780977167 0.0000501 3 1 3.43 0.0000501 monobase 8.75 0.0427584111 0.0055919673 2.14219639844E-006 0.0003830846 1.58489319246E-005 2.07273158253E-006 9.86777399944E-005 60.0000000023 90.6780977167 17.6602959509 8.6505048488 8.16379754984E-006 43.3370473058 27.4713158641 2.1668523653 1.3735657932 4.0398372023 2.5608492208 0.2019918601 0.128042461 76.7272816845 65.498258696 3.8363640842 3.2749129348 7.1524422233 6.1056836729 0.3576221112 0.3052841836 0.05 0.5 133.0243620817 1330.2436208167 CHEMBL549 citalopram CN(C)CCCC1(OCc2cc(ccc12)C#N)c3ccc(F)cc3 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; J Pharm Sci 2005, 94, 1467-1483 CHEMBL3301361; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 20MG BASE; EQ 40MG BASE citalopram hydrobromide 40 hydrobromide 324.399 324.399 40 80.0000000015 12.3244802955 4.4652300913 74.166407836 3 0 3.93 3.29190722515E-005 monobase 9.57 0.0067154279 0.0008504142 2.21065655886E-007 0.0002599506 1.8350798152E-005 2.32386974043E-006 0.0001063683 80.0000000015 74.166407836 12.3244802955 4.4652300913 6.03842918625E-006 249.671766258 176.774904142 6.2417941564 4.4193726035 64.4991858437 45.6673077843 1.6124796461 1.1416826946 444.956403321 391.795370934 11.123910083 9.7948842733 114.948222541 101.214818244 2.8737055635 2.5303704561 0.22 0.22 678.1771830369 678.1771830369 CHEMBL558 mexiletine CC(N)COc1c(C)cccc1C J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2004, 47, 1242-1250 CHEMBL3301361 150MG; 200MG; 250MG mexiletine hydrochloride 250 hydrochloride 179.263 215.723 207.75 5.212923966 8.3000000005 49.7472934148 2 1 1.83 0.0004717659 monobase 9.13 0.018280473 0.0023387463 8.6241047004E-006 0.0036874905 3.55836519643E-005 4.55246058325E-006 0.0001993153 79.7451981156 49.7472934148 5.212923966 8.3000000005 2.6536610594E-005 2100.60890515 328.190093137 10.1112342005 1.579735707 1055.61282961 164.924404546 5.0811688549 0.7938599497 2887.54455346 1360.40157878 13.8991314246 6.5482627138 1451.06929197 683.638613765 6.9846897327 3.290679248 2 2 11156.7919760352 11156.7919760352 CHEMBL562 griseofulvin COC1=CC(=O)C[C@@H](C)[C@]12Oc3c(Cl)c(OC)cc(OC)c3C2=O J. Med. Chem., 2010, 53, 3566-3584 Eur. J. Med. Chem., 2009, 44, 4455-4460 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 3566-3584 500MG; 250MG; 500MG; 500MG griseofulvin 500 352.77 352.77 500 95.0000000024 1.5000000002 3.63078054770101E-005 83.9999999998 2.18 6 0 2.18 3.39958369171E-005 neutral 1 1 3.39958369171E-005 3.39958369171E-005 3.6307805477E-005 3.6307805477E-005 0.0009671161 95.0000000024 83.9999999998 1.5000000002 3.751290766 0.000041681 11453.9998996 375.979008659 22.9079997992 0.7519580173 1832.63998396 60.1566413861 3.6652799679 0.1203132828 13435.3194947 2651.92913278 26.8706389894 5.3038582656 2149.65111918 424.30866125 4.2993022384 0.8486173225 CHEMBL568 oxazepam OC1N=C(c2ccccc2)c3cc(Cl)ccc3NC1=O J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem., 2001, 44, 1927-1937; Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 J. Med. Chem. 2007, 50, 742-748 10MG; 15MG; 30MG; 10MG; 15MG; 30MG oxazepam 30 286.718 286.718 30 93.0000000099 0.5899999999 1.1000000001 9.11004864741386E-005 96.0431660416 2.24 3 2 2.24 0.0001015085 neutral 1 1 0.0001015085 0.0001015085 9.11004864741E-005 9.11004864741E-005 0.0013913062 93.0000000099 96.0431660416 0.5899999999 1.1000000001 3.10734463358E-005 2322.08857429 176.495514318 77.4029524763 5.8831838106 91.8811892515 6.9836344456 3.0627063084 0.2327878149 2943.26869592 852.140865441 98.1089565307 28.4046955147 116.460255247 33.7177991372 3.8820085082 1.1239266379 2 2 6975.4950857637 6975.4950857637 CHEMBL57 nevirapine Cc1ccnc2N(C3CC3)c4ncccc4C(=O)Nc12 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 400MG; 100MG; 400MG; 400MG; 400MG; 400MG; 200MG; 200MG; 200MG; 200MG; 200MG; 200MG; 200MG; 200MG; 200MG; 200MG; 200MG nevirapine 400 266.304 266.304 400 93.0000000099 1.3 0.3 3.01995172040202E-005 56.5073859798 4 1 0.97 3.35953079046E-005 neutral 1 1 3.35953079046E-005 3.35953079046E-005 3.0199517204E-005 3.0199517204E-005 0.0008780462 93.0000000099 56.5073859798 1.3 0.3 3.84615384615E-006 52788.725839 38593.9343692 131.971814598 96.4848359231 22959.1967753 16785.5109104 57.3979919384 41.963777276 89023.5119033 75461.3195858 222.558779758 188.653298964 38718.6524193 32820.100462 96.7966310483 82.050251155 CHEMBL571 ketoprofen CC(C(=O)O)c1cccc(c1)C(=O)c2ccccc2 J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 Bioorg. Med. Chem. 2007, 15, 3756-3767; J. Med. Chem. 2007, 50, 742-748; J. Med. Chem. 2010, 53, 3566-3584 CHEMBL3301361 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 25MG; 50MG; 75MG; 50MG; 75MG; 50MG; 75MG ketoprofen 200 254.285 254.285 200 92.1954445608 0.136351312 1.6000000002 4.67735141287198E-005 98.156799882 3.1333333333 2 1 3.13 0.0002154582 monoacid 3.96 0.0003629463 0.0028757378 7.81997520644E-008 2.7192935489E-005 4.67735141287E-005 0.0003706013 0.0017131306 92.1954445608 98.156799882 0.136351312 1.6000000002 0.0001955732 57438.1355449 0.0039337243 287.190677724 1.96686214969E-005 1058.69978214 7.25064109278E-005 5.2934989107 3.62532054639E-007 57438.1353532 18.3716568459 287.190676766 0.0918582842 1058.69977861 0.3386264007 5.293498893 0.001693132 CHEMBL572 nitrofurantoin [O-][N+](=O)c1oc(\C=N\N2CC(=O)NC2=O)cc1 Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 1991, 34, 786-797 100MG; 100MG; 100MG; 100MG; 25MG; 50MG; 50MG; 50MG; 25MG; 50MG nitrofurantoin 100 238.159 238.159 100 86.9999999963 0.57 9.7000000008 -0.47 6 1 -0.47 6.92959450195E-005 monoacid 7.55 0.5854986787 0.9181681752 4.05726842463E-005 4.4188728536E-005 4.21092665277E-006 6.60349712426E-006 0.000300591 86.9999999963 69.7900321265 0.57 9.7000000008 0.0002836257 3466.39403426 2.84171306121E-006 34.6639403426 2.84171306121E-008 1047.19652412 8.58480602849E-007 10.4719652412 8.58480602849E-009 3466.41491147 0.4021807857 34.6641491147 0.0040218079 1047.20283112 0.1214986861 10.4720283112 0.0012149869 3 4 12596.6266233903 16795.5021645203 CHEMBL578 enalapril CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N2CCC[C@H]2C(=O)O Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 3566-3584 Eur. J. Med. Chem., 2009, 44, 4455-4460 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 3566-3584 CHEMBL3301361 CHEMBL3301361 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 2.5MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG enalapril maleate 20 maleate 376.453 492.523 15.29 45.7274534598 1.7000000001 7.94328234724282E-007 60.0000000024 -1.39 5 2 -1.39 0.0002567014 zwitterion 3.1 6.4 4.55601923656E-005 0.0002217815 1.16953664346E-008 5.27337414916E-005 7.94328234724E-007 3.86669305627E-006 0.0001659342 45.7274534598 60.0000000024 1.7000000001 4.0290927692 3.95009094994E-005 104.125863275 6.978285257 6.8100630003 0.4563953733 41.6503453076 2.7913141026 2.7240252 0.1825581493 129.604581863 45.2666459818 8.4764278524 2.9605393056 51.8418327421 18.1066583917 3.3905711408 1.1842157222 CHEMBL580 lorazepam OC1N=C(c2ccccc2Cl)c3cc(Cl)ccc3NC1=O J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 CHEMBL3301361 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG lorazepam 2 321.163 321.163 2 93.0000000099 1.3692650084 1 91.6410397587 0.0001778 3 2 2.55 0.0001778 neutral 1 1 0.0001778 0.0001778 2.78981164175E-005 2.78981164175E-005 0.0008402029 93.0000000099 91.6410397587 1.3692650084 1 0.000012172 87.8110591141 32.9205391385 43.9055295571 16.4602695693 7.3400915188 2.7518147778 3.6700457594 1.3759073889 140.449305205 88.5224116379 70.2246526025 44.261205819 11.7401015813 7.3995531935 5.8700507906 3.6997765967 0.3 0.5 934.1051117345 1556.8418528909 CHEMBL599 meloxicam CN1C(=C(O)c2ccccc2S1(=O)=O)C(=O)Nc3ncc(C)s3 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108 7.5MG; 7.5MG; 7.5MG; 7.5MG; 7.5MG; 7.5MG; 7.5MG; 7.5MG; 7.5MG; 7.5MG; 7.5MG; 7.5MG; 7.5MG; 7.5MG; 7.5MG; 7.5MG; 7.5MG; 15MG; 15MG; 15MG; 15MG; 15MG; 15MG; 15MG; 15MG; 15MG; 15MG; 15MG; 15MG; 15MG; 15MG; 15MG; 15MG; 15MG meloxicam 15 351.409 351.409 15 89.9999999919 0.1650963624 0.12 1.94984459975805E-005 99.5756262352 6 2 0.69 7.3688273161E-005 monoacid 4.5 0.0012573425 0.0099009901 9.26513984337E-008 9.3577912418E-006 1.94984459976E-005 0.0001535412 0.0015717324 89.9999999919 99.5756262352 0.1650963624 0.12 1.21141372888E-005 4949.03981492 1812.64757036 329.935987662 120.843171357 21.002426584 7.6924007369 1.4001617723 0.5128267158 7903.8646874 4866.34082115 526.924312493 324.42272141 33.5419281386 20.6514737507 2.2361285426 1.3767649167 CHEMBL6 indomethacin COc1ccc2c(c1)c(CC(=O)O)c(C)n2C(=O)c3ccc(Cl)cc3 J. Med. Chem., 2010, 53, 3566-3584; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; J Pharm Sci 2005, 94, 1467-1483 Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 5165-5178; J. Med. Chem. 2007, 50, 742-748 J. Med. Chem. 2010, 53, 5165-5178 75MG; 75MG; 75MG; 75MG; 75MG; 75MG; 75MG; 75MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 20MG; 40MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 25MG; 50MG indomethacin 75 357.793 357.793 75 99.4987437109 0.0973152319 1.4478214721 2.95120922666638E-005 96.758469313 3.585 0.0006875484 4 1 3.59 0.0006875484 monoacid 3.96 0.0003629463 0.0028757378 2.49543131997E-007 8.67753427728E-005 2.95120922667E-005 0.0002338336 0.0017006001 99.4987437109 96.758469313 0.0973152319 1.4478214721 0.0002479607 22040.8475153 1.77897816508E-005 293.877966871 2.37197088677E-007 714.460835884 5.7666123136E-007 9.5261444785 7.68881641813E-009 22040.8475142 0.7985484307 293.877966856 0.0106473124 714.460835849 0.0258851924 9.526144478 0.0003451359 4 5 11179.6485677473 13974.5607096841 CHEMBL607 meperidine CCOC(=O)C1(CCN(C)CC1)c2ccccc2 Drug Metab. Dispos., 2008, 36, 1385-1405; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; J Pharm Sci 2005, 94, 1467-1483 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250 100MG; 100MG; 100MG; 100MG; 150MG; 100MG; 100MG; 100MG; 100MG; 50MG; 50MG; 50MG; 75MG; 50MG; 50MG; 50MG; 50MG; 50MG meperidine hydrochloride 150 hydrochloride 247.338 283.798 130.73 2.5594802818 7.4178895152 58.000000002 3 0 2.26 0.0002880092 monobase 7.84 0.2663662976 0.0437108477 7.67159312784E-005 0.0017550776 1.94044976713E-005 3.184288143E-006 0.0001516183 53.6153847025 58.000000002 2.5594802818 7.4178895152 4.83033578337E-005 947.832865616 36.3000086216 7.2503087709 0.2776716027 398.08980354 15.2460036203 3.0451296836 0.1166220731 1124.61986661 325.535457876 8.6026150586 2.4901358363 472.340343952 136.724892301 3.6130983244 1.0458570512 CHEMBL611 terazosin COc1cc2nc(nc(N)c2cc1OC)N3CCN(CC3)C(=O)C4CCCO4 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 5MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 5MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 5MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 5MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 5MG BASE terazosin hydrochloride 10 hydrochloride 387.44 387.44 10 82.0000000031 0.98 1.1000000001 86.9933957124 8 1 0.92 3.81672077673E-005 monobase 6.52 0.8835282881 0.4884891088 3.37218077386E-005 6.90328753135E-005 0.000004856 2.68481667031E-006 0.0001350041 82.0000000031 86.9933957124 0.98 1.1000000001 1.87074829949E-005 290.284616476 88.7674392695 29.0284616476 8.876743927 37.7561713728 11.545629562 3.7756171373 1.1545629562 445.090712157 286.891341447 44.5090712157 28.6891341447 57.8911876511 37.3148215174 5.7891187651 3.7314821517 CHEMBL621 trazodone Clc1cccc(c1)N2CCN(CCCN3N=C4C=CC=CN4C3=O)CC2 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2004, 47, 1242-1250; CHEMBL3301361 CHEMBL3301361 100MG; 150MG; 300MG; 150MG; 100MG; 100MG; 100MG; 150MG; 300MG; 100MG; 150MG; 100MG; 150MG; 300MG; 100MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG; 50MG trazodone hydrochloride 300 hydrochloride 371.872 408.332 273.21 77.0000000049 0.7211102551 1.4000000001 95.3972421657 0.0008913 6 0 2.50 0.0008913 monobase 7.52 0.4313586081 0.0871741883 0.0003844699 0.0044103643 1.07007449657E-005 2.16253654975E-006 0.0001074806 77.0000000049 95.3972421657 0.7211102551 1.4000000001 3.23575114485E-005 7312.28223233 1041.47103992 26.7643286568 3.8119799419 336.566643315 47.9363898821 1.2318972341 0.1754562054 9987.29722491 5107.38459735 36.55538679 18.6939884973 459.691105454 235.080544683 1.6825559293 0.8604390201 1.2 4 3226.9167885724 10756.3892952414 CHEMBL623 nefazodone CCC1=NN(CCCN2CCN(CC2)c3cccc(Cl)c3)C(=O)N1CCOc4ccccc4 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2004, 47, 1242-1250 100MG; 150MG; 200MG; 250MG; 100MG; 150MG; 200MG; 250MG; 100MG; 150MG; 200MG; 250MG; 50MG; 50MG; 50MG nefazodone hydrochloride 250 hydrochloride 470.017 506.477 232 19.0000000021 0.51 7.5000000001 99.0513040907 7 0 4.22 4.75975861164E-005 monobase 7.65 0.3599350002 0.0661140613 0.000017132 0.0002591285 7.02770150183E-006 1.29087165154E-006 6.58683868054E-005 19.0000000021 99.0513040907 0.51 7.5000000001 0.000245098 437.559628902 3.2704933546 1.8860328832 0.0140969541 4.1511103001 0.0310270367 0.0178927168 0.0001337372 472.585395256 59.5326888339 2.037006014 0.2566064174 4.4833983127 0.5647841837 0.0193249927 0.0024344146 5.5 5.5 11701.7044064364 11701.7044064364 CHEMBL629 amitriptyline CN(C)CCC=C1c2ccccc2CCc3ccccc13 J. Med. Chem., 2010, 53, 1098-1108 Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250 100MG; 150MG; 100MG; 150MG; 100MG; 150MG; 100MG; 150MG; 100MG; 150MG; 100MG; 150MG; 10MG; 25MG; 50MG; 75MG; 10MG; 25MG; 50MG; 75MG; 10MG; 25MG; 50MG; 75MG; 10MG; 25MG; 50MG; 75MG; 10MG; 25MG; 50MG; 75MG; 10MG; 25MG; 50MG; 75MG amitriptyline hydrochloride 150 hydrochloride 277.411 313.871 132.58 48.0000000027 8.4976467331 6.0999999998 93.682492966 1 0 5.44 5.39599445447E-005 monobase 9.18 0.0163249425 0.0020849401 8.8089299019E-007 0.0004225028 2.53164161464E-005 3.23328616026E-006 0.0001463179 48.0000000027 93.682492966 8.4976467331 6.0999999998 1.19640966325E-005 498.044031661 231.856062522 3.7565547719 1.7488011957 31.4639667326 14.6475230586 0.237320612 0.1104806385 828.083318687 619.115829569 6.245914306 4.6697528252 52.3142219054 39.1126860816 0.3945860756 0.2950119632 0.5 0.6 1802.3798623703 2162.8558348443 CHEMBL631 propafenone CCCNCC(O)COc1ccccc1C(=O)CCc2ccccc2 Drug Metab. Dispos., 2008, 36, 1385-1405; Drug Metab. Dispos., 2006, 34, 1255-1265; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250 Drug Metab. Dispos. 2006, 34, 1255-1265; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250 150MG; 225MG; 150MG; 225MG; 300MG; 150MG; 225MG; 300MG; 150MG; 300MG; 225MG; 150MG; 225MG; 300MG; 225MG; 325MG; 425MG; 225MG; 325MG; 425MG; 225MG; 325MG; 425MG propafenone hydrochloride 425 hydrochloride 341.451 377.911 384 2.9801157525 11.865917582 94.3886915849 4 2 2.92 7.51007517077E-005 monobase 9.31 0.012153171 0.0015464215 9.12712280748E-007 0.0005902093 1.10704514194E-005 1.40865161729E-006 6.71072923671E-005 59.9554774946 94.3886915849 2.9801157525 11.865917582 6.63616146009E-005 1221.14029272 59.0889185286 3.1800528456 0.153877392 68.5219480054 3.3156614578 0.1784425729 0.008634535 1502.63024902 588.5304412 3.9130996068 1.5326313573 84.317217611 33.0242581725 0.2195760875 0.0860006723 1.1 3 3221.5456976257 8786.0337207974 CHEMBL636 rivastigmine CCN(C)C(=O)Oc1cccc(c1)[C@H](C)N(C)C Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2004, 47, 1242-1250 EQ 1.5MG BASE; EQ 4.5MG BASE; EQ 1.5MG BASE; EQ 4.5MG BASE; EQ 1.5MG BASE; EQ 4.5MG BASE; EQ 1.5MG BASE; EQ 4.5MG BASE; EQ 1.5MG BASE; EQ 4.5MG BASE; EQ 1.5MG BASE; EQ 4.5MG BASE; EQ 1.5MG BASE; EQ 4.5MG BASE; EQ 1.5MG BASE; EQ 4.5MG BASE; EQ 3MG BASE; EQ 6MG BASE; EQ 3MG BASE; EQ 6MG BASE; EQ 3MG BASE; EQ 6MG BASE; EQ 3MG BASE; EQ 6MG BASE; EQ 3MG BASE; EQ 6MG BASE; EQ 3MG BASE; EQ 6MG BASE; EQ 3MG BASE; EQ 6MG BASE; EQ 3MG BASE; EQ 6MG BASE rivastigmine tartrate 6 tartrate 250.342 250.342 6 1.6911534527 11.9999999987 39.9999999976 3 0 2.54 0.0002626888 monobase 8.62 0.0568315208 0.007528665 0.000014929 0.0019829552 3.17055322433E-005 4.20013976283E-006 0.0001890314 68.3031121032 39.9999999976 1.6911534527 11.9999999987 0.0001182625 63.1530222541 0.0134572061 10.525503709 0.0022428677 37.891813354 0.0080743237 6.3153022257 0.0013457206 64.15322802 2.1405450559 10.69220467 0.3567575093 38.4919368135 1.2843270336 6.4153228023 0.2140545056 0.04 0.04 159.7814190188 159.7814190188 CHEMBL637 venlafaxine COc1ccc(cc1)C(CN(C)C)C2(O)CCCCC2 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 150MG BASE; EQ 225MG BASE; EQ 150MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 75MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 37.5MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 150MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE; EQ 75MG BASE venlafaxine hydrochloride 225 hydrochloride 277.408 277.408 225 42.0000000002 4.4000000001 14.0000000007 24.7058866041 3 1 3.34 0.0003510284 monobase 9.64 0.0057214757 0.0007239115 2.0084003238E-006 0.0027743726 2.11614146883E-005 2.67745471536E-006 0.0001209607 42.0000000002 24.7058866041 4.4000000001 14.0000000007 5.30303030317E-005 591.592800813 20.3112286661 2.629301337 0.0902721274 445.434554286 15.293159544 1.9797091302 0.067969598 699.554350662 211.037453939 3.1091304474 0.9379442397 526.723246053 158.898779876 2.3409922047 0.7062167995 1 1.5 3604.7987080401 5407.1980620602 CHEMBL638 voriconazole C[C@@H](c1ncncc1F)[C@](O)(Cn2cncn2)c3ccc(F)cc3F Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2004, 47, 1242-1250 Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2004, 47, 1242-1250 200MG; 200MG; 200MG; 200MG; 200MG; 50MG; 50MG; 50MG; 50MG; 50MG voriconazole 200 349.316 349.316 200 3.1811947445 8.3000000005 52.3052864182 6 1 1.06 5.36564852841E-005 neutral 1 1 5.36564852841E-005 5.36564852841E-005 0.000014821 0.000014821 0.0005619262 84.6928474461 52.3052864182 3.1811947445 8.3000000005 4.34847107618E-005 1802.50520216 56.4329393916 9.0125260108 0.282164697 859.699693468 26.9155288086 4.2984984673 0.134577644 2102.53699355 425.726736176 10.5126849677 2.1286336809 1002.79899702 203.04914746 5.0139949851 1.0152457373 3.5 6 10019.5811242543 17176.4247844359 CHEMBL641 atomoxetine CNCC[C@@H](Oc1ccccc1C)c2ccccc2 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2004, 47, 1242-1250; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 100MG; 10MG; 18MG; 25MG; 40MG; 60MG; 80MG atomoxetine hydrochloride 100 hydrochloride 255.361 291.821 87.51 63.0000000067 0.85 9.300000001 97.9999999999 2 1 4.52 0.0001147058 monobase 10.15 0.0017751227 0.000223822 2.03616793779E-007 0.0009097264 3.56282937219E-005 4.49230691372E-006 0.000189816 63.0000000067 97.9999999999 0.85 9.300000001 0.0001823529 1361.70816036 0.0063039854 15.5606006211 7.20373141355E-005 27.2341632085 0.0001260797 0.3112120124 1.44074628278E-006 1365.67145304 9.6489167243 15.6058902188 0.1102607328 27.3134290622 0.1929783345 0.3121178044 0.0022052147 2 2 7832.0495298812 7832.0495298812 CHEMBL642 acebutolol CCCC(=O)Nc1ccc(OCC(O)CNC(C)C)c(c1)C(=O)C J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 Bioorg. Med. Chem. 2007, 15, 3756-3767 CHEMBL3301361 EQ 200MG BASE; EQ 400MG BASE; EQ 200MG BASE; EQ 400MG BASE; EQ 200MG BASE; EQ 400MG BASE acebutolol hydrochloride 400 hydrochloride 336.432 336.432 400 49.9999999959 1.4282856857 10 1.25892541179417E-006 25.9999999982 1.71 5 3 1.71 0.0001720681 monobase 9.45 0.0088337782 0.0011207609 0.00000152 0.0013562315 1.25892541179E-006 1.59722645034E-007 8.10545857989E-006 49.9999999959 25.9999999982 1.4282856857 10 0.00011669 707.367487824 437.483405268 1.7684187196 1.0937085132 523.451941002 323.737719906 1.3086298525 0.8093442998 1244.22665126 1044.5087727 3.1105666282 2.6112719318 920.727721955 772.936491819 2.3018193049 1.9323412296 CHEMBL643 promethazine CC(CN1c2ccccc2Sc3ccccc13)N(C)C Drug Metab. Dispos., 2008, 36, 1385-1405; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 12.5MG; 25MG; 50MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG promethazine hydrochloride 50 hydrochloride 284.428 320.888 44.32 14.0000000007 14.0000000007 92.9999999994 3 0 4.53 0.0001058352 monobase 8.99 0.0250598212 0.0032254991 2.65221157032E-006 0.0008222639 2.0595371296E-005 2.65087089406E-006 0.0001228506 34.7489939402 92.9999999994 14.0000000007 14.0000000007 1.66666666667E-005 55.2127333917 19.8462277714 1.2457746704 0.4477939479 3.8648913378 1.3892359441 0.0872042269 0.0313455764 87.2883224044 60.3001665799 1.9695018593 1.3605633254 6.1101825688 4.221011661 0.1378651302 0.0952394328 1 2 3515.8282588212 7031.6565176424 CHEMBL644 trimipramine CC(CN(C)C)CN1c2ccccc2CCc3ccccc13 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2004, 47, 1242-1250 Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2004, 47, 1242-1250 EQ 100MG BASE; EQ 100MG BASE; EQ 25MG BASE; EQ 50MG BASE; EQ 25MG BASE; EQ 50MG BASE trimipramine maleate 100 maleate 294.442 294.442 100 22.2710574541 16.0000000016 94.1215608753 2 0 5.05 7.95852802991E-005 monobase 9.38 0.0103627739 0.0013165212 8.24724266818E-007 0.0006264421 2.26025866394E-005 2.87150769703E-006 0.0001302886 41.4922106386 94.1215608753 22.2710574541 16.0000000016 1.19736868015E-005 115.131803493 54.8783395355 1.1513180349 0.5487833954 6.7679529815 3.2259897822 0.0676795298 0.0322598978 192.46127613 146.401059806 1.9246127613 1.4640105981 11.3137189559 8.6060971786 0.1131371896 0.0860609718 0.6 0.6 2037.7527662494 2037.7527662494 CHEMBL645 bisoprolol CC(C)NCC(O)COc1ccc(COCCOC(C)C)cc1 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG bisoprolol fumarate 10 fumarate 325.449 441.519 7.37 84.9999999972 2.6714691239 3.7000000003 31.9668417169 5 2 2.41 0.0003178903 monobase 9.87 0.0033769988 0.0004263976 1.07351511255E-006 0.0025176386 5.55818062805E-006 7.0180511393E-007 3.36592916274E-005 84.9999999972 31.9668417169 2.6714691239 3.7000000003 2.308342856E-005 63.6839979403 32.6968764376 8.640976654 4.436482556 43.3262351197 22.2447177004 5.8787293243 3.0182791995 109.407133614 91.6397483984 14.8449299341 12.4341585344 74.4331283848 62.3454150781 10.0994746791 8.4593507569 CHEMBL646 triazolam Cc1nnc2CN=C(c3ccccc3Cl)c4cc(Cl)ccc4n12 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 0.125MG; 0.125MG; 0.125MG; 0.25MG; 0.25MG; 0.25MG triazolam 0.25 343.217 343.217 0.25 49.1934955061 0.623377895 2.9999999999 89.0035844998 4 0 3.53 0.000028213 neutral 1 1 0.000028213 0.000028213 0.000011893 0.000011893 0.0004791984 49.1934955061 89.0035844998 0.623377895 2.9999999999 8.02081697143E-005 5.7395569063 0.0096550135 22.9582276252 0.0386200541 0.6311455253 0.0010617054 2.5245821011 0.0042468216 5.9556523588 0.3183859732 23.8226094351 1.2735438927 0.6549082791 0.0350110445 2.6196331165 0.140044178 0.04 0.04 116.544343666 116.544343666 CHEMBL649 nadolol CC(C)(C)NCC(O)COc1cccc2C[C@@H](O)[C@@H](O)Cc12 J. Med. Chem., 2010, 53, 3566-3584; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem., 2005, 48, 604-613; Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 Bioorg. Med. Chem. 2007, 15, 3756-3767 40MG; 80MG; 20MG; 40MG; 80MG; 20MG; 20MG; 40MG; 80MG; 80MG; 20MG; 40MG; 40MG; 80MG nadolol 80 309.406 309.406 80 31.9374388394 1.9132408456 2.9 4.66207242098252E-007 61.869103952 0.71 5 4 0.71 0.0001554809 monobase 9.54 0.0071922563 0.0009111798 1.1182584488E-006 0.0012272643 4.66207242098E-007 5.90633340813E-008 3.0474004209E-006 31.9374388394 61.869103952 1.9132408456 2.9 2.52625451963E-005 280.819546493 260.896996586 3.5102443312 3.2612124573 107.079009356 99.4823625606 1.338487617 1.243529532 467.170990822 441.587891599 5.8396373853 5.519848645 178.136484877 168.381419906 2.226706061 2.1047677488 CHEMBL651 methadone CCC(=O)C(CC(C)N(C)C)(c1ccccc1)c2ccccc2 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2006, 34, 1255-1265; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2004, 47, 1242-1250 Drug Metab. Dispos. 2006, 34, 1255-1265; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2004, 47, 1242-1250 40MG; 40MG; 40MG; 40MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 5MG; 5MG; 5MG; 5MG; 5MG methadone hydrochloride 40 hydrochloride 309.453 345.913 35.78 91.9999999903 4.621363818 1.6194543112 84.6555036342 2 0 4.54 1.71476421375E-005 monobase 9.05 0.0218969986 0.002810462 3.75481896705E-007 0.0001336015 2.0270452244E-005 2.60169606469E-006 0.0001204723 91.9999999903 84.6555036342 4.621363818 1.6194543112 5.8404631727E-006 744.879441058 525.760769308 20.8183186433 14.6942640947 114.297998763 80.6753421393 3.1944661477 2.25476082 1322.01752027 1156.92162298 36.9485053178 32.3343103124 202.856930353 177.523796393 5.6695620557 4.9615370708 0.2 0.2 646.3017000966 646.3017000966 CHEMBL652 flecainide FC(F)(F)COc1ccc(OCC(F)(F)F)c(c1)C(=O)NCC2CCCCN2 J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2004, 47, 1242-1250 100MG; 150MG; 100MG; 150MG; 100MG; 150MG; 100MG; 150MG; 100MG; 150MG; 50MG; 50MG; 50MG; 50MG; 50MG flecainide acetate 150 acetate 414.346 474.396 131.01 69.9999999977 5.4671747729 4.8999999997 49.0306160115 4 2 3.60 4.06907190018E-005 monobase 9.69 0.0051024454 0.0006452376 2.0762217069E-007 0.0003217763 0.000008746 0.000001106 5.24973790089E-005 69.9999999977 49.0306160115 5.4671747729 4.8999999997 1.49376359919E-005 547.671471987 298.010611572 4.1803791465 2.2747165222 279.144775552 151.894172939 2.1307134994 1.1594089989 949.217128647 798.089443643 7.2453791974 6.0918208049 483.810123185 406.781273102 3.6929251445 3.1049635379 1 2 2413.4419060399 4826.8838120798 CHEMBL653 nizatidine CN\C(=C/[N+](=O)[O-])\NCCSCc1csc(CN(C)C)n1 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 75MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG; 150MG; 300MG nizatidine 300 331.467 331.467 300 81.1171991614 1.095445115 9.8000000002 28.0425334866 8 2 1.42 0.0001558913 monobase 7.31 0.5516235473 0.1341104175 8.59933268549E-005 0.0006412129 2.98136599506E-006 7.24828083211E-007 0.000038384 81.1171991614 28.0425334866 1.095445115 9.8000000002 0.0001491023 1618.25464576 124.960498962 5.3941821525 0.4165349965 1164.45504482 89.9184091956 3.8815168161 0.2997280307 2045.39695289 775.730001725 6.817989843 2.5857666724 1471.81582744 558.195656226 4.9060527581 1.8606521874 CHEMBL654 mirtazapine CN1CCN2C(C1)c3ccccc3Cc4cccnc24 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 15MG; 30MG; 45MG; 15MG; 30MG; 45MG; 45MG; 45MG; 15MG; 30MG; 15MG; 30MG; 7.5MG; 7.5MG; 15MG; 30MG; 45MG; 45MG; 15MG; 30MG; 45MG; 15MG; 30MG; 45MG; 15MG; 30MG; 45MG; 15MG; 30MG; 45MG; 45MG; 15MG; 30MG; 45MG; 15MG; 30MG; 15MG; 30MG; 15MG; 30MG; 45MG; 15MG; 30MG; 45MG mirtazapine 45 265.36 265.36 45 49.9999999959 4.4899888643 8.0000000001 85.0000000012 3 0 3.18 0.0001138936 monobase 8.1 0.1663375308 0.0245033676 1.89447813317E-005 0.0007731501 1.79924033918E-005 2.65048105053E-006 0.0001270143 49.9999999959 85.0000000012 4.4899888643 8.0000000001 2.96956935451E-005 192.168633049 29.3111582844 4.2704140678 0.651359073 28.8252949551 4.3966737423 0.6405621101 0.0977038609 264.177539685 133.598131894 5.870611993 2.9688473754 39.6266309496 20.0397197825 0.8805917989 0.4453271063 1 2.3 3768.4654808562 8667.4706059693 CHEMBL656 oxycodone COc1ccc2C[C@H]3N(C)CC[C@@]45[C@@H](Oc1c24)C(=O)CC[C@@]35O J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2004, 47, 1242-1250 10MG; 15MG; 20MG; 30MG; 40MG; 60MG; 80MG; 7.5MG; 10MG; 15MG; 30MG; 10MG; 20MG; 15MG; 30MG; 10MG; 15MG; 20MG; 30MG; 15MG; 30MG; 10MG; 15MG; 20MG; 30MG; 15MG; 30MG; 15MG; 30MG; 15MG; 30MG; 10MG; 15MG; 20MG; 30MG; 15MG; 30MG; 10MG; 15MG; 20MG; 30MG; 15MG; 30MG; 15MG; 30MG; 10MG; 20MG; 15MG; 30MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG oxycodone hydrochloride 80 hydrochloride 315.369 351.829 71.71 2.397915762 6.0999999998 45.0000000011 5 1 0.79 0.0002652795 monobase 7.57 0.4033708267 0.0784376749 0.000107006 0.001364217 1.04424117267E-005 2.03058437158E-006 0.0001011869 43.2540235217 45.0000000011 2.397915762 6.0999999998 4.23979308508E-005 327.172969328 26.3892876677 4.5624455352 0.3680001069 179.945133127 14.5141082169 2.5093450443 0.2024000588 418.582524782 179.419637897 5.8371569486 2.5020169836 230.220388626 98.6808008414 3.2104363217 1.376109341 0.2 0.2 634.1777409955 634.1777409955 CHEMBL657 diphenhydramine CN(C)CCOC(c1ccccc1)c2ccccc2 Bioorg. Med. Chem., 2007, 15, 7738-7745 J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2004, 47, 1242-1250 50MG diphenhydramine hydrochloride 50 hydrochloride 255.361 291.821 43.75 71.9999999948 5.0868171649 9.8000000002 78.0000000013 2 0 3.82 0.0001256654 monobase 8.76 0.04182582 0.0054653743 5.25605762892E-006 0.0009617013 2.97107810625E-005 3.88230376822E-006 0.0001753145 71.9999999948 78.0000000013 5.0868171649 9.8000000002 3.21091417367E-005 256.136118189 28.2239094672 5.8545398443 0.6451179307 56.3499459982 6.2092600824 1.2879987657 0.1419259447 336.569593394 140.994746564 7.6930192776 3.2227370643 74.0453105424 31.0188442422 1.692464241 0.7090021541 1 4 3916.0247649406 15664.0990597625 CHEMBL660 amantadine NC12CC3CC(CC(C3)C1)C2 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2004, 47, 1242-1250; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 100MG; 100MG; 100MG; 100MG amantadine hydrochloride 100 hydrochloride 151.253 187.713 80.58 89.9999999919 6.5999999994 4.8000000003 66.9999999988 1 1 2.16 0.0001467518 monobase 10.76 0.0004363254 5.49510676E-005 0.000000064 0.0011652462 7.94671905497E-006 1.00081436172E-006 4.57145161575E-005 89.9999999919 66.9999999988 6.5999999994 4.8000000003 1.21212121231E-005 1149.36306643 735.721106356 14.2636270344 9.1303190166 379.289811937 242.787965106 4.7069969215 3.0130052756 2063.7243565 1822.43944342 25.6108756081 22.6165232492 681.02903767 601.405016352 8.451588951 7.4634526725 1 2.4 6611.4391119515 15867.4538686836 CHEMBL661 alprazolam Cc1nnc2CN=C(c3ccccc3)c4cc(Cl)ccc4n12 J. Med. Chem., 2010, 53, 1098-1108 Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 0.25MG; 0.25MG; 0.5MG; 0.5MG; 1MG; 2MG; 1MG; 2MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 1MG; 2MG; 3MG; 1MG; 2MG; 3MG; 2MG; 3MG; 1MG; 2MG; 3MG; 1MG; 2MG; 3MG; 1MG; 2MG; 3MG; 1MG; 2MG; 3MG; 1MG; 2MG; 3MG; 1MG; 2MG; 3MG; 1MG; 2MG; 3MG; 1MG; 2MG; 3MG; 1MG; 2MG; 3MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 1MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 2MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG; 2MG; 1MG alprazolam 3 308.772 308.772 3 88.0000000101 0.7509923146 0.7399999999 71.0125047901 4 0 2.96 3.66975630337E-005 neutral 1 1 3.66975630337E-005 3.66975630337E-005 1.47212837152E-005 1.47212837152E-005 0.000559263 88.0000000101 71.0125047901 0.7509923146 0.7399999999 1.64227157747E-005 194.456743744 53.4887499294 64.8189145815 17.8295833098 56.3681392782 15.5050488236 18.7893797594 5.1683496079 293.609275384 162.20979265 97.8697584614 54.0699308834 85.1099746378 47.0205558745 28.3699915459 15.6735186248 0.1 0.4 323.8635627583 1295.4542510331 CHEMBL6622 isosorbide dinitrate [O-][N+](=O)O[C@H]1CO[C@@H]2[C@@H](CO[C@H]12)O[N+](=O)[O-] Drug Metab. Dispos., 2008, 36, 1385-1405 J Pharm Sci 2005, 94, 1467-1483; Drug Metab. Dispos. 2008, 36, 1385-1405 40MG; 40MG; 10MG; 20MG; 20MG; 10MG; 40MG; 10MG; 30MG; 30MG; 20MG; 5MG; 5MG; 5MG; 5MG; 40MG isosorbide dinitrate 40 236.136 236.136 40 1.9000000002 10.564090117 8 0 -0.80 0.0002835492 neutral 1 1 0.0002835492 0.0002835492 2.49521183104E-006 2.49521183104E-006 0.0001277338 63.3304084925 31.313389799 1.9000000002 10.564090117 9.26674571569E-005 345.770418397 0.9322818875 8.6442604599 0.0233070472 237.497979475 0.6403528261 5.9374494869 0.0160088207 365.339087503 42.7981114277 9.1334771876 1.0699527857 250.939034945 29.3965719697 6.2734758736 0.7349142992 CHEMBL685 mebendazole COC(=O)Nc1nc2ccc(cc2[nH]1)C(=O)c3ccccc3 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 100MG mebendazole 100 295.298 295.298 100 21.9999999989 1.1999999999 15.0000000015 91.4000000002 0.000001 4 2 1.38 0.000001 neutral 1 1 0.000001 0.000001 1.38177884414E-005 1.38177884414E-005 0.0005346644 21.9999999989 91.4000000002 1.1999999999 15.0000000015 0.0002083333 485.922384228 2.21312058348E-005 4.8592238423 2.21312058348E-007 41.7893250426 1.90328370175E-006 0.4178932504 0.000000019 485.922380357 0.1793530145 4.8592238036 0.0017935301 41.7893247097 0.0154243592 0.4178932471 0.0001542436 0.6 0.6 2031.8457964497 2031.8457964497 CHEMBL6966 verapamil COc1ccc(CCN(C)CCCC(C#N)(C(C)C)c2ccc(OC)c(OC)c2)cc1OC J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2006, 34, 1255-1265 Drug Metab. Dispos. 2006, 34, 1255-1265; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 CHEMBL3301361; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 Bioorg. Med. Chem. 2007, 15, 3756-3767; J. Med. Chem. 2010, 53, 3566-3584 CHEMBL3301361 180MG; 240MG; 120MG; 120MG; 240MG; 120MG; 240MG; 240MG; 180MG; 180MG; 240MG; 120MG; 120MG; 180MG; 240MG; 240MG; 180MG; 120MG; 180MG; 120MG; 180MG; 240MG; 120MG; 120MG; 120MG; 120MG; 80MG; 80MG; 40MG; 40MG; 80MG; 80MG; 100MG; 200MG; 300MG; 120MG; 240MG; 360MG; 180MG; 100MG; 200MG; 300MG; 120MG; 180MG; 240MG verapamil hydrochloride 360 hydrochloride 454.611 491.071 333.27 42.0000000002 4.3999887776 16.8125860673 4.57088189614875E-005 90.0038597311 4.06 6 0 4.06 5.39231233785E-005 monobase 8.6 0.0593509431 0.0078806839 3.20038822756E-006 0.0004061054 4.57088189615E-005 6.06926752257E-006 0.0002607977 42.0000000002 90.0038597311 4.3999887776 16.8125860673 6.36842005632E-005 637.34061589 5.4149280254 1.9123852009 0.0162478712 63.709461955 0.5412838009 0.1911647072 0.00162416 691.716803501 90.1998323494 2.075544764 0.2706509207 69.1449819415 9.016501764 0.207474366 0.0270546457 1 1 2199.6828057394 2199.6828057394 CHEMBL707 doxazosin COc1cc2nc(nc(N)c2cc1OC)N3CCN(CC3)C(=O)C4COc5ccccc5O4 Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 EQ 4MG BASE; EQ 8MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 8MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 8MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 8MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 8MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 8MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 8MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 4MG BASE; EQ 8MG BASE doxazosin mesylate 8 mesylate 451.483 451.483 8 64.9999999936 1.3 1.6000000002 9 1 2.00 1.06021076594E-005 monobase 6.52 0.8835282881 0.4884891088 9.36726203014E-006 0.000019176 4.67445126798E-006 2.58443172087E-006 0.0001303728 64.9999999936 91.8756380357 1.3 1.6000000002 2.05128205154E-005 111.772333201 30.7487914204 13.9715416501 3.8435989276 9.0807889252 2.4981431146 1.1350986157 0.3122678893 168.22553595 104.804400989 21.0281919938 13.1005501236 13.667251457 8.5146888909 1.7084064321 1.0643361114 CHEMBL708 ziprasidone Clc1cc2NC(=O)Cc2cc1CCN3CCN(CC3)c4nsc5ccccc45 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 EQ 20MG BASE; EQ 40MG BASE; EQ 60MG BASE; EQ 80MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 60MG BASE; EQ 80MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 60MG BASE; EQ 80MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 60MG BASE; EQ 80MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 60MG BASE; EQ 80MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 60MG BASE; EQ 80MG BASE; EQ 20MG BASE; EQ 40MG BASE; EQ 60MG BASE; EQ 80MG BASE ziprasidone hydrochloride 80 hydrochloride 412.946 412.946 80 60.0000000023 1 5.1 1.23026877081238E-005 99.890454989 5 1 4.09 2.8814856552E-005 monobase 8.25 0.1237706811 0.0174720915 3.56643442035E-006 0.0002041218 1.23026877081E-005 1.7367092385E-006 8.52293480128E-005 60.0000000023 99.890454989 1 5.1 0.000085 614.984198603 7.8370845481 7.6873024825 0.0979635569 0.673684508 0.0085851351 0.0084210564 0.0001073142 690.355720382 162.817885374 8.6294465048 2.0352235672 0.7562502498 0.1783588704 0.0094531281 0.0022294859 0.4 0.4 968.6496539499 968.6496539499 CHEMBL709 alfuzosin COc1cc2nc(nc(N)c2cc1OC)N(C)CCCNC(=O)C3CCCO3 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG alfuzosin hydrochloride 10 hydrochloride 389.456 425.916 9.14 1.5000000002 5.8999999994 8 2 0.59 5.92285504217E-005 monobase 8.06 0.1795047927 0.0268040424 1.06318086662E-005 0.0003966494 5.21618646318E-006 7.78892201324E-007 4.00004511772E-005 53.0131053797 65.8547929213 1.5000000002 5.8999999994 6.55555555401E-005 36.0289314583 5.3974791008 3.9418962208 0.5905338185 12.3021532547 1.842980416 1.3459686274 0.2016389952 50.1037606278 28.455560102 5.4818118849 3.1132997923 17.1080328206 9.7162099222 1.8717760198 1.0630426611 CHEMBL71 chlorpromazine CN(C)CCCN1c2ccccc2Sc3ccc(Cl)cc13 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2004, 47, 1242-1250; Drug Metab. Dispos., 2006, 34, 1255-1265; J. Med. Chem., 2002, 45, 2867-2876 Drug Metab. Dispos. 2006, 34, 1255-1265; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2004, 47, 1242-1250; CHEMBL3301361 CHEMBL3301361 100MG; 200MG; 10MG; 25MG; 50MG chlorpromazine hydrochloride 200 hydrochloride 318.873 355.333 179.48 31.9999999985 11.8891755092 11.5201225978 1.99526231496888E-005 97.1482032352 0.0004074 3 0 5.39 0.0004074 monobase 9.41 0.0096777972 0.0012287571 3.94273456845E-006 0.0032087177 1.99526231497E-005 2.53331686004E-006 0.0001159424 31.9999999985 97.1482032352 11.8891755092 11.5201225978 1.61493152446E-005 218.975363214 82.8042764511 1.2200543972 0.4613565659 6.2447323238 2.361409677 0.0347934718 0.0131569516 349.703834297 247.474545418 1.9484278711 1.3788419067 9.9728426329 7.05747108 0.055565203 0.0393217689 1 2 3136.0447576308 6272.0895152616 CHEMBL72 desipramine CNCCCN1c2ccccc2CCc3ccccc13 J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2010, 53, 3566-3584 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2004, 47, 1242-1250; CHEMBL3301361 J. Med. Chem. 2010, 53, 3566-3584; Bioorg. Med. Chem. 2007, 15, 3756-3767 100MG; 150MG; 100MG; 150MG; 150MG; 100MG; 150MG; 75MG; 10MG; 25MG; 50MG; 25MG; 50MG; 75MG; 10MG; 10MG; 25MG; 50MG; 75MG; 25MG; 50MG; 75MG desipramine hydrochloride 150 hydrochloride 266.388 302.848 131.94 52.9150262126 17.3205080773 11.0000000011 2.29086765276777E-005 84.7372083565 4.165 2 1 4.17 7.5514877027E-005 monobase 10.4 0.000999001 0.0001258767 7.54394375894E-008 0.0005993122 2.29086765277E-005 2.88655213926E-006 0.0001259509 52.9150262126 84.7372083565 17.3205080773 11.0000000011 1.05847549352E-005 301.205788165 157.789835569 2.2828997132 1.1959211427 45.9724118658 24.0831338375 0.3484342267 0.1825309522 513.361199588 404.977096769 3.8908685735 3.0694034923 78.3532502716 61.8108104838 0.5938551635 0.4684766597 0.5 1 1876.9614246888 3753.9228493776 CHEMBL723 carvedilol COc1ccccc1OCCNCC(O)COc2cccc3[nH]c4ccccc4c23 J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 3.125MG; 3.125MG; 3.125MG; 3.125MG; 3.125MG; 3.125MG; 3.125MG; 3.125MG; 3.125MG; 3.125MG; 3.125MG; 3.125MG; 3.125MG; 3.125MG; 3.125MG; 3.125MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG carvedilol 25 406.482 406.482 25 25.0000000016 1.3 7.8000000002 97.9999999999 5 3 3.90 2.3151075933E-005 monobase 8.24 0.1262895791 0.0178717954 2.92373963424E-006 0.0001635952 8.27272857674E-006 1.17071031039E-006 5.86898159705E-005 25.0000000016 97.9999999999 1.3 7.8000000002 0.0001 47.2102320977 1.4739428102 1.8884092839 0.0589577124 0.944204642 0.0294788562 0.0377681857 0.0011791542 55.7130066036 17.4200961013 2.2285202642 0.6968038441 1.1142601321 0.348401922 0.0445704053 0.0139360769 CHEMBL728 prochlorperazine CN1CCN(CCCN2c3ccccc3Sc4ccc(Cl)cc24)CC1 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE prochlorperazine maleate 10 maleate 373.953 373.953 10 21.9999999989 16.0000000016 4 0 5.35 8.318526593E-005 monobase 7.66 0.3546475496 0.064706501 2.95014507216E-005 0.0004559272 1.00243011072E-005 0.000001829 0.000091471 37.9321861069 97.0055782057 21.9999999989 16.0000000016 1.2121212123E-005 7.9598773739 4.1017517589 0.7959877374 0.4101751759 0.2383523029 0.1228237486 0.0238352303 0.0122823749 13.5591719619 10.8726709578 1.3559171962 1.0872670958 0.4060188004 0.3255736288 0.04060188 0.0325573629 0.2 0.3 534.8265691143 802.2398536715 CHEMBL741 lamotrigine Nc1nnc(c(N)n1)c2cccc(Cl)c2Cl J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 CHEMBL3301361 100MG; 200MG; 100MG; 200MG; 25MG; 50MG; 25MG; 50MG; 100MG; 200MG; 300MG; 250MG; 100MG; 200MG; 250MG; 100MG; 200MG; 300MG; 100MG; 200MG; 100MG; 200MG; 300MG; 100MG; 200MG; 250MG; 300MG; 100MG; 200MG; 250MG; 300MG; 100MG; 200MG; 300MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 50MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 2MG; 5MG; 5MG; 5MG; 5MG; 5MG; 2MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 250MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 100MG; 150MG; 200MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 25MG; 50MG; 25MG; 25MG; 25MG lamotrigine 300 256.096 256.096 300 98.0000000017 0.6 55.7300000013 5 2 1.61 2.29611214896E-005 neutral 1 1 2.29611214896E-005 2.29611214896E-005 1.16148415687E-005 1.16148415687E-005 0.0004708133 98.0000000017 55.7300000013 1.5768183669 0.6 6.34188452534E-006 23509.1252133 14436.7481107 78.3637507111 48.1224937022 10407.4897316 6391.1483884 34.6916324388 21.3038279613 40814.7200318 32500.7877524 136.049066773 108.335959175 18068.6765575 14388.0987376 60.2289218585 47.9603291252 20 30 78095.7141072098 117143.571160815 CHEMBL782 tolbutamide CCCCNC(=O)NS(=O)(=O)c1ccc(C)cc1 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 J. Med. Chem. 2007, 50, 742-748 CHEMBL3301361 500MG tolbutamide 500 270.354 270.354 500 84.9999999972 0.126327192 0.21 96.3592255256 2.34 3 2 2.34 0.0002279075 monoacid 5.2 0.0062700123 0.047726721 0.000001429 2.9940938045E-005 1.06180819874E-005 8.08238021454E-005 0.0013250729 84.9999999972 96.3592255256 0.126327192 0.21 2.77058323278E-005 180468.0526 18239.0682906 360.936105201 36.4781365813 6570.43479352 664.043342694 13.140869587 1.3280866854 236349.089958 78606.9758375 472.698179915 157.213951675 8604.93733765 2861.90271139 17.2098746753 5.7238054228 400 500 1479541.63800055 1849427.04750068 CHEMBL783 nateglinide CC(C)[C@@H]1CC[C@H](CC1)C(=O)N[C@H](Cc2ccccc2)C(=O)O J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 120MG; 120MG; 120MG; 120MG; 60MG; 60MG; 60MG; 60MG nateglinide 120 317.429 317.429 120 71.9999999948 0.15 1.8 97.0999999999 2 2 3.12 0.0002096184 monoacid 3.61 0.0001621547 0.0012865921 0.000000034 2.64191096978E-005 7.120372563E-006 5.64955221713E-005 0.0011353126 71.9999999948 97.0999999999 0.15 1.8 0.0002 17882.5746147 0.0009845276 149.021455123 8.20439646613E-006 518.594663846 2.85512997031E-005 4.3216221987 2.37927497526E-007 17886.4112496 5.5668436356 149.05342708 0.0463903636 518.705926255 0.1614384654 4.3225493855 0.0013453205 CHEMBL787 montelukast CC(C)(O)c1ccccc1CC[C@@H](SCC2(CC(=O)O)CC2)c3cccc(\C=C\c4ccc5ccc(Cl)cc5n4)c3 J. Med. Chem., 2010, 53, 1098-1108; Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 CHEMBL3301361 CHEMBL3301361 EQ 4MG BASE; EQ 5MG BASE; EQ 4MG BASE; EQ 5MG BASE; EQ 4MG BASE; EQ 4MG BASE; EQ 5MG BASE; EQ 4MG BASE; EQ 5MG BASE; EQ 4MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 4MG BASE; EQ 5MG BASE; EQ 4MG BASE; EQ 5MG BASE; EQ 4MG BASE; EQ 5MG BASE; EQ 4MG BASE; EQ 5MG BASE; EQ 4MG BASE; EQ 5MG BASE; EQ 4MG BASE; EQ 5MG BASE; EQ 4MG BASE; EQ 5MG BASE; EQ 4MG BASE; EQ 5MG BASE; EQ 4MG BASE; EQ 5MG BASE; EQ 4MG BASE; EQ 5MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE montelukast sodium 10 sodium 586.197 586.197 10 67.2755527648 0.15 0.68 99.8999749656 0.0000009 4 2 6.54 0.0000009 monoacid 4.76 0.0022856316 0.0178717954 2.057068416E-009 1.15101385907E-007 2.75775599087E-006 2.15634275141E-005 0.0006910866 67.2755527648 99.8999749656 0.15 0.68 7.55555555556E-005 834.340338893 1.7966682206 83.4340338893 0.1796668221 0.834549211 0.001797118 0.0834549211 0.0001797118 870.139840121 48.7866281857 87.0139840121 4.8786628186 0.8703576744 0.0487988416 0.0870357674 0.0048798842 CHEMBL796 methylphenidate COC(=O)C(C1CCCCN1)c2ccccc2 Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 36MG; 54MG; 10MG; 20MG; 20MG; 10MG; 20MG; 20MG; 18MG; 27MG; 54MG; 27MG; 36MG; 54MG; 18MG; 36MG; 27MG; 2.5MG; 2.5MG; 10MG; 10MG; 5MG; 5MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 10MG; 20MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 10MG; 20MG; 30MG; 40MG; 50MG; 60MG; 60MG; 10MG; 10MG; 20MG; 30MG; 40MG; 30MG; 10MG; 20MG; 30MG; 40MG; 50MG; 60MG; 20MG; 30MG; 40MG; 40MG; 50MG; 60MG; 20MG; 30MG; 40MG; 20MG; 10MG; 15MG; 20MG; 30MG; 40MG; 50MG; 60MG; 10MG methylphenidate hydrochloride 60 hydrochloride 233.311 269.771 51.89 2.1999999999 0.55 3 1 2.17 0.0002056989 monobase 9.51 0.0077026793 0.0009762832 1.58443288514E-006 0.0016229235 2.21095192928E-005 2.80229130984E-006 0.0001267733 64.7852753236 70.4912960206 2.1999999999 0.55 4.16666666686E-006 2850.76664378 2211.80961646 54.9386518362 42.6249685193 841.224290057 652.67635231 16.2116841406 12.5780757817 4929.44614399 4428.7928104 94.9979985352 85.3496398227 1454.61567045 1306.87936028 28.0326781741 25.1855725628 0.1 1 428.6124529062 4286.1245290621 CHEMBL8 ciprofloxacin OC(=O)C1=CN(C2CC2)c3cc(N4CCNCC4)c(F)cc3C1=O J. Med. Chem., 2010, 53, 1098-1108; Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 3566-3584 Eur. J. Med. Chem., 2009, 44, 4455-4460; Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J Pharm Sci 2005, 94, 1467-1483; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624; J. Med. Chem., 2001, 44, 1927-1937 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108; CHEMBL3301361 CHEMBL3301361 CHEMBL3301361 EQ 250MG BASE; EQ 500MG BASE; EQ 750MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 750MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 750MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 750MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 750MG BASE; EQ 100MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 750MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 750MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 750MG BASE; EQ 250MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 500MG BASE; EQ 750MG BASE; EQ 750MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 750MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 750MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 100MG BASE; EQ 250MG BASE; EQ 500MG BASE; EQ 750MG BASE ciprofloxacin hydrochloride 750 hydrochloride 331.347 331.347 750 69.6650666427 2.0021809541 5.3191296761 1.69912159933578E-006 31.4375299531 5 2 1.48 0.0003375051 zwitterion 6.13 8.57 0.0032275261 0.0025236157 1.08930648442E-006 0.0004316452 1.69912159934E-006 1.32855000035E-006 6.40115127403E-005 69.6650666427 31.4375299531 2.0021809541 5.3191296761 4.4277796713E-005 5238.19094853 668.307622286 6.984254598 0.8910768297 3591.43310008 458.208213351 4.7885774668 0.6109442845 7140.09943352 3870.80094728 9.520132578 5.1610679297 4895.42853542 2653.91674005 6.5272380472 3.5385556534 11.5 11.5 34706.8179280331 34706.8179280331 CHEMBL810 temozolomide CN1N=Nc2c(ncn2C1=O)C(=O)N Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 140MG; 180MG; 100MG; 140MG; 180MG; 250MG; 100MG; 140MG; 180MG; 250MG; 100MG; 140MG; 180MG; 250MG; 100MG; 250MG; 20MG; 20MG; 20MG; 20MG; 5MG; 5MG; 5MG; 5MG temozolomide 250 194.154 194.154 250 0.5 3.6000000003 7 1 -2.01 0.0002837801 neutral 1 1 0.0002837801 0.0002837801 5.22857358973E-006 5.22857358973E-006 0.0002470293 68.4407663277 40.9136261498 0.5 3.6000000003 0.00012 12730.2653446 1.5386013194 50.9210613785 0.0061544053 7521.85217365 0.9091037276 30.0874086946 0.0036364149 12867.0506216 274.886391745 51.4682024862 1.099545567 7602.67363375 162.42040109 30.410694535 0.6496816044 CHEMBL836 tamsulosin CCOc1ccccc1OCCN[C@H](C)Cc2ccc(OC)c(c2)S(=O)(=O)N J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 0.4MG; 0.4MG; 0.4MG; 0.4MG; 0.4MG; 0.4MG; 0.4MG; 0.4MG; 0.4MG; 0.4MG; 0.4MG tamsulosin hydrochloride 0.4 hydrochloride 408.52 444.98 0.37 100 0.21 0.62 99 6 2 2.28 0.0001163561 monobase 8.78 0.040018682 0.0052206761 4.65641601336E-006 0.0008919182 4.72694948611E-006 6.16658795017E-007 3.10333021053E-005 100 99 0.21 0.62 4.92063492063E-005 20.9106961985 6.2138579759 56.515395131 16.7942107458 0.209106962 0.0621385798 0.5651539513 0.1679421075 32.3640753857 23.0313921827 87.4704740153 62.2470058992 0.3236407539 0.2303139218 0.8747047402 0.622470059 CHEMBL84 topotecan CC[C@@]1(O)C(=O)OCC2=C1C=C3N(Cc4cc5c(CN(C)C)c(O)ccc5nc34)C2=O Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 EQ 0.25MG BASE; EQ 1MG BASE topotecan hydrochloride 1 hydrochloride 421.453 421.453 1 31.9999999985 1.8 12.9999999998 8 2 0.83 3.23606051885E-005 monobase 7.65 0.3599350002 0.0661140613 1.16477144349E-005 0.0001761761 4.53874747391E-006 8.33692274217E-007 4.33776399754E-005 31.9999999985 88.1465950465 1.8 12.9999999998 0.0001203704 1.2681019921 0.0818457055 1.2681019921 0.0818457055 0.1503132643 0.0097015029 0.1503132643 0.0097015029 1.5801813593 0.596910911 1.5801813593 0.596910911 0.1873052955 0.0707542675 0.1873052955 0.0707542675 CHEMBL85 risperidone CC1=C(CCN2CCC(CC2)c3noc4cc(F)ccc34)C(=O)N5CCCCC5=N1 J. Med. Chem., 2010, 53, 1098-1108; Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 0.25MG; 0.25MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 1MG; 1MG; 1MG; 2MG; 3MG; 4MG; 2MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 2MG; 3MG; 4MG; 1MG; 2MG; 1MG; 2MG; 3MG; 4MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.25MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 0.5MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG; 1MG; 2MG; 3MG; 4MG risperidone 4 410.493 410.493 4 67.9705818596 1.1000000001 5.3999999997 88.2939768268 6 0 2.74 4.98668261115E-005 monobase 8.49 0.0751727788 0.0101292777 3.74862788676E-006 0.0003700785 8.20960314624E-006 1.10621626235E-006 5.50605075823E-005 67.9705818596 88.2939768268 1.1000000001 5.3999999997 8.18181818062E-005 26.2606414527 1.382746728 6.5651603632 0.345686682 3.0740767739 0.1618646524 0.7685191935 0.0404661631 32.4502709135 12.7612794864 8.1125677284 3.1903198716 3.7986362329 1.4938383339 0.9496590582 0.3734595835 0.12 0.12 292.3314161265 292.3314161265 CHEMBL852 melphalan N[C@@H](Cc1ccc(cc1)N(CCCl)CCCl)C(=O)O Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 2MG melphalan 2 305.205 305.205 2 70.9999999969 0.48 6.9999999998 3 2 0.90 0.000245347 zwitterion 2.12 9.54 3.77452995835E-008 0.000000038 9.26069780917E-012 0.0002438135 0.00000773 7.77860169429E-006 0.0002681334 70.9999999969 78.4085962065 0.48 6.9999999998 0.0002430556 53.4609568655 0.000000994 26.7304784328 0.000000497 11.5429710687 2.1462374288E-007 5.7714855344 1.0731187144E-007 53.4609559462 0.026971252 26.7304779731 0.013485626 11.5429708702 0.0058234719 5.7714854351 0.002911736 CHEMBL86 metoclopramide CCN(CC)CCNC(=O)c1cc(Cl)c(N)cc1OC Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460; J. Med. Chem., 2002, 45, 2867-2876; J. Med. Chem., 2004, 47, 1242-1250 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2004, 47, 1242-1250; J. Med. Chem. 2010, 53, 1098-1108 EQ 10MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE metoclopramide hydrochloride 10 hydrochloride 299.802 299.802 10 76.0000000034 3.3185421756 5.7000000004 37.3527111441 4 2 1.47 0.0001708273 monobase 9.08 0.0204653789 0.0026233678 0.000003496 0.0013326551 1.03831490454E-005 0.000001331 0.000064165 76.0000000034 37.3527111441 3.3185421756 5.7000000004 0.000028627 66.5634467493 17.3652718921 6.6563446749 1.7365271892 41.7001947575 10.8788720429 4.1700194758 1.0878872043 100.427148518 67.4681718276 10.0427148518 6.7468171828 62.914885822 42.2669804906 6.2914885822 4.2266980491 0.2 0.2 667.1069572585 667.1069572585 CHEMBL862 guanfacine NC(=N)NC(=O)Cc1c(Cl)cccc1Cl J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos. 2008, 36, 1385-1405; J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852 J. Med. Chem. 2010, 53, 1098-1108 EQ 1MG BASE; EQ 2MG BASE; EQ 3MG BASE; EQ 4MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 3MG BASE; EQ 4MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 3MG BASE; EQ 4MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 3MG BASE; EQ 4MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 3MG BASE; EQ 4MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 3MG BASE; EQ 4MG BASE; EQ 1MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 2MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 1MG BASE; EQ 2MG BASE; EQ 1MG BASE; EQ 2MG BASE guanfacine hydrochloride 4 hydrochloride 246.097 246.097 4 81.000000004 5.5999999999 5.3906215818 72.0000000005 2 3 1.56 5.38613101717E-005 monobase 7.34 0.5344839447 0.1262895791 0.000028788 0.0002279523 7.31716553845E-006 1.72892331911E-006 8.77558772232E-005 81.000000004 72.0000000005 5.5999999999 5.3906215818 1.60435166128E-005 32.6522367796 13.6812861734 8.1630591949 3.4203215433 9.1426262981 3.8307601285 2.2856565745 0.9576900321 53.3596518593 40.1507353152 13.3399129648 10.0376838288 14.9407025203 11.2422058881 3.7351756301 2.810551472 CHEMBL877 tranexamic acid NC[C@@H]1CC[C@H](CC1)C(=O)O Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 650MG; 650MG; 650MG; 650MG tranexamic acid 650 157.213 157.213 650 0.38 2.3999999999 0.000000912 2 2 -0.17 0.0006490615 zwitterion 4.65 10.27 2.3913488553E-006 0.000002365 1.55213247385E-009 0.0006562876 0.000000912 0.000000902 3.91653407847E-005 73.7782505332 62.4456486774 0.38 2.3999999999 0.0001052632 25090.5993557 2377.81139894 38.6009220857 3.658171383 9422.61183098 892.971646546 14.4963258938 1.3738025332 32629.0752893 14610.7873332 50.1985773682 22.4781343588 12253.6375675 5486.98640611 18.8517501038 8.4415175479 CHEMBL878 metolazone CC1Nc2cc(Cl)c(cc2C(=O)N1c3ccccc3C)S(=O)(=O)N J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108; Eur. J. Med. Chem., 2009, 44, 4455-4460 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem., 2005, 48, 604-613; J. Med. Chem., 2001, 44, 1927-1937; Bioorg. Med. Chem., 2011, 19, 2615-2624 Eur. J. Med. Chem. 2009, 44, 4455-4460; J. Med. Chem. 2010, 53, 1098-1108 2.5MG; 2.5MG; 2.5MG; 10MG; 10MG; 10MG; 5MG; 5MG; 5MG metolazone 10 365.842 365.842 10 26.0000000017 1.6033264128 1.4000000001 6.43605947027808E-006 95.0000000005 4 2 1.65 4.03688350565E-005 neutral 1 1 4.03688350565E-005 4.03688350565E-005 6.43605947028E-006 6.43605947028E-006 0.0002945917 26.0000000017 95.0000000005 1.6033264128 1.4000000001 1.45530773701E-005 76.9915107812 26.4736687894 7.6991510781 2.6473668789 3.8495755387 1.3236834393 0.3849575539 0.1323683439 120.712213727 76.0943122086 12.0712213727 7.6094312209 6.0356106858 3.8047156101 0.6035610686 0.380471561 CHEMBL893 dicloxacillin Cc1onc(c1C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(=O)O)c4c(Cl)cccc4Cl J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 EQ 250MG BASE; EQ 500MG BASE; EQ 125MG BASE; EQ 250MG BASE; EQ 500MG BASE dicloxacillin sodium 500 sodium 470.334 470.334 500 67.999999999 0.11 2.0000000002 96.7 6 2 1.27 0.0001237828 monoacid 2.44 1.09646617363E-005 8.70887738805E-005 1.35723637053E-009 1.55845157769E-005 1.77049190582E-006 1.4062446517E-005 0.0004817142 67.999999999 96.7 0.11 2.0000000002 0.0003030303 42775.1055608 1.07811868271E-006 85.5502111217 2.15623736541E-009 1411.57848351 3.55779165293E-008 2.823156967 7.11558330585E-011 42775.1055604 0.5221366307 85.5502111209 0.0010442733 1411.57848349 0.0172305088 2.823156967 0.000034461 CHEMBL897 probenecid CCCN(CCC)S(=O)(=O)c1ccc(cc1)C(=O)O J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108 CHEMBL3301361 500MG; 500MG; 500MG probenecid 500 285.365 285.365 500 100 0.13 0.25 1.65958690743756E-005 86.9999999997 3 1 3.33 0.0003722448 monoacid 3.36 9.11927670564E-005 0.0007239115 3.39460328227E-008 4.6892515587E-005 1.65958690744E-005 0.0001317423 0.0015088007 100 86.9999999997 0.13 0.25 3.20512820513E-005 189216.107604 13161.8656347 378.432215207 26.3237312695 24598.093989 1711.04253255 49.1961879781 3.4220850651 237727.636514 65721.0074842 475.455273028 131.442014968 30904.5927475 8543.73097314 61.809185495 17.0874619463 CHEMBL898 diflunisal OC(=O)c1cc(ccc1O)c2ccc(F)cc2F Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361 500MG; 500MG diflunisal 500 250.2 250.2 500 100 0.097 0.1 99.79 2 2 3.69 0.0001588958 monoacid 2.94 3.46724828225E-005 0.000275347 5.50931138666E-009 2.00086099253E-005 1.77043246621E-005 0.0001405966 0.0015305477 100 99.79 0.097 0.1 1.71821305842E-005 362649.309578 87214.7873143 725.298619155 174.429574629 761.563550113 183.15105336 1.5231271002 0.3663021067 537538.931455 270408.987869 1075.07786291 540.817975739 1128.83175606 567.858874526 2.2576635121 1.1357177491 300 500 1199040.76738609 1998401.27897682 CHEMBL902 famotidine NC(=N)Nc1nc(CSCCC(=N)NS(=O)(=O)N)cs1 J. Med. Chem., 2010, 53, 3566-3584 Drug Metab. Dispos., 2008, 36, 1385-1405; Eur. J. Med. Chem., 2009, 44, 4455-4460 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 Eur. J. Med. Chem. 2009, 44, 4455-4460 20MG; 10MG; 20MG; 20MG; 20MG; 20MG; 40MG; 10MG; 20MG; 10MG; 20MG; 40MG; 10MG; 10MG; 20MG; 40MG; 10MG; 20MG; 40MG; 10MG; 10MG; 20MG; 10MG; 10MG; 20MG; 40MG; 20MG; 40MG; 20MG; 40MG; 20MG; 40MG; 20MG; 40MG; 20MG; 40MG famotidine 40 337.456 337.456 40 42.0000000002 1.1999999999 6.5999999994 16.9999999999 7 6 1.76 5.65013777758E-005 monobase 6.89 0.7639246991 0.2894599876 4.31627980186E-005 0.0001491149 0.000000704 2.66758025406E-007 1.47566900641E-005 42.0000000002 16.9999999999 1.1999999999 6.5999999994 9.1666666666E-005 99.3055845812 44.0579182681 2.4826396145 1.1014479567 82.4236352025 36.5680721626 2.0605908801 0.9142018041 164.062738282 125.280934559 4.1015684571 3.132023364 136.172072774 103.983175684 3.4043018194 2.5995793921 0.42 0.42 1244.6067042815 1244.6067042815 CHEMBL905 rizatriptan CN(C)CCc1c[nH]c2ccc(Cn3cncn3)cc12 Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405; J. Med. Chem. 2009, 52, 4844-4852 EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 10MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE; EQ 5MG BASE rizatriptan benzoate 10 benzoate 269.352 269.352 10 45.0000000026 1.9000000002 17.435595778 4 1 1.71 0.0001629794 monobase 9.49 0.0080627685 0.0010222469 1.3140655737E-006 0.0012854679 1.1330192986E-005 1.43651092259E-006 0.000067884 45.0000000026 71.0768591308 1.9000000002 17.435595778 0.0001529438 29.2914999323 0.284986415 2.9291499932 0.0284986415 8.4720217881 0.0824270223 0.8472021788 0.0082427022 32.1366093357 5.5039749346 3.2136609336 0.5503974935 9.2949167888 1.5919224238 0.9294916789 0.1591922424 CHEMBL911 zolpidem CN(C)C(=O)Cc1c(nc2ccc(C)cn12)c3ccc(C)cc3 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 12.5MG; 6.25MG; 6.25MG; 12.5MG; 12.5MG; 12.5MG; 6.25MG; 12.5MG; 12.5MG; 6.25MG; 6.25MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 10MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG zolpidem tartrate 12.5 tartrate 307.397 457.487 8.4 71.9999999948 0.54 4.3000000002 92.0000000008 3 0 2.49 4.6687368105E-005 monobase 6.77 0.8100951586 0.3493953721 3.78212108699E-005 0.0001082476 1.39806409786E-005 6.02987341002E-006 0.0002745624 71.9999999948 92.0000000008 0.54 4.3000000002 0.000132716 263.648125726 0.0105520229 31.386681634 0.0012561932 21.091850056 0.0008441618 2.5109345305 0.0001004955 264.894128931 3.2640040015 31.535015349 0.3885719049 21.1915303124 0.2611203201 2.5228012277 0.0310857524 0.5 0.5 1626.5610920081 1626.5610920081 CHEMBL939 gefitinib COc1cc2ncnc(Nc3ccc(F)c(Cl)c3)c2cc1OCCCN4CCOCC4 Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 250MG gefitinib 250 446.91 446.91 250 60.0000000023 22.9999999991 11.9999999987 7 1 4.01 3.27889417187E-005 monobase 7 0.715252751 0.2402530734 2.34523807683E-005 9.76153205496E-005 0.000009936 3.3374844148E-006 0.0001626193 60.0000000023 97.2846767736 22.9999999991 11.9999999987 8.69565217331E-006 346.69443249 196.680190091 1.38677773 0.7867207604 9.41387445 5.3405028833 0.0376554978 0.0213620115 599.088609451 479.209864725 2.3963544378 1.9168394589 16.2671921591 13.0120967601 0.0650687686 0.052048387 CHEMBL940 gabapentin NCC1(CC(=O)O)CCCCC1 Bioorg. Med. Chem., 2007, 15, 7738-7745; J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405; J Pharm Sci 2005, 94, 1467-1483 Bioorg. Med. Chem., 2011, 19, 2615-2624 J. Med. Chem. 2010, 53, 1098-1108 600MG; 800MG; 600MG; 800MG; 600MG; 800MG; 600MG; 800MG; 600MG; 800MG; 100MG; 300MG; 400MG; 600MG; 800MG; 600MG; 800MG; 300MG; 600MG; 600MG; 800MG; 600MG; 800MG; 600MG; 800MG; 600MG; 800MG; 100MG; 300MG; 400MG; 100MG; 300MG; 400MG; 100MG; 300MG; 400MG; 100MG; 300MG; 400MG; 100MG; 300MG; 400MG; 100MG; 300MG; 400MG; 100MG; 300MG; 400MG; 100MG; 300MG; 400MG; 100MG; 300MG; 400MG; 100MG; 300MG; 400MG; 100MG; 300MG; 400MG; 100MG; 300MG; 400MG; 100MG; 300MG; 400MG; 100MG; 300MG; 400MG; 100MG; 300MG; 400MG gabapentin 800 171.24 171.24 800 60.0000000023 0.71 1.7244667194 2.63026799189538E-008 3.0000000003 2 2 0.42 0.0006338403 zwitterion 4.73 10.27 0.000002874 2.83538997716E-006 1.82165825998E-009 0.0006424719 2.6302679919E-008 2.59493071239E-008 1.22708593655E-006 60.0000000023 3.0000000003 0.71 1.7244667194 4.04804394225E-005 12546.2812191 11562.1916796 15.6828515239 14.4527395995 12169.8927825 11215.3259291 15.2123659781 14.0191574114 16621.23865 15133.1802593 20.7765483126 18.9164753241 16122.6014905 14679.1848515 20.1532518631 18.3489810644 25 105 145993.926652651 613174.491941135 CHEMBL941 imatinib CN1CCN(Cc2ccc(cc2)C(=O)Nc3ccc(C)c(Nc4nccc(n4)c5cccnc5)c3)CC1 Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361 CHEMBL3301361 EQ 100MG BASE; EQ 400MG BASE imatinib mesylate 400 mesylate 493.615 493.615 400 3.8999999998 3.3000000002 93.6699999998 0.0000229 7 2 2.63 0.0000229 monobase 7.55 0.4145013213 0.0818318248 9.49208025842E-006 0.000115995 3.83976066369E-006 7.58054572E-007 3.97336727029E-005 32.1156354256 93.6699999998 3.8999999998 3.3000000002 1.41025641041E-005 911.706091509 571.098692035 2.2792652288 1.4277467301 57.7109955944 36.150547207 0.144277489 0.090376368 1631.37857734 1436.98742856 4.0784464433 3.5924685714 103.266263949 90.9613042305 0.2581656599 0.2274032606 CHEMBL953 entacapone CCN(CC)C(=O)\C(=C\c1cc(O)c(O)c(c1)[N+](=O)[O-])\C#N J. Med. Chem., 2010, 53, 1098-1108 Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 J. Med. Chem. 2010, 53, 1098-1108 200MG; 200MG; 200MG; 200MG; 200MG entacapone 200 305.29 305.29 200 25.0000000016 0.27 11.7991572688 97.9999999999 6 2 1.88 6.61724608768E-005 monoacid 5.15 0.0055919673 0.0427584111 0.00000037 8.6540689433E-006 3.88005400834E-006 2.96684396379E-005 0.0008454732 25.0000000016 97.9999999999 0.27 11.7991572688 0.000728343 3428.29786586 2.92793780172E-023 17.1414893293 1.46396890086E-025 68.5659573206 5.85587560373E-025 0.3428297866 2.92793780187E-027 3428.29786586 1.34474051045E-009 17.1414893293 6.72370255225E-012 68.5659573206 2.68948102104E-011 0.3428297866 1.34474051052E-013 CHEMBL957 bosentan COc1ccccc1Oc2c(NS(=O)(=O)c3ccc(cc3)C(C)(C)C)nc(nc2OCCO)c4ncccn4 Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 Bioorg. Med. Chem., 2011, 19, 2615-2624 CHEMBL3301361 62.5MG; 125MG bosentan 125 551.625 551.625 125 49.9999999959 0.29 2.0999999998 1.0471285480509E-006 98.7000000001 10 2 3.39 5.73786768365E-005 monoacid 5.46 0.0113512069 0.0835786229 6.5131723366E-007 7.79286868846E-006 1.04712854805E-006 0.00000771 0.0003299179 49.9999999959 98.7000000001 0.29 2.0999999998 0.0001206897 3124.75943517 0.2605525598 24.9980754813 0.0020844205 40.6218726541 0.0033871833 0.3249749812 2.70974662135E-005 3149.5727695 48.1417892956 25.196582156 0.3851343144 40.9444460004 0.6258432608 0.327555568 0.0050067461 CHEMBL972 selegiline C[C@H](Cc1ccccc1)N(C)CC#C Drug Metab. Dispos., 2008, 36, 1385-1405; J. Med. Chem., 2010, 53, 1098-1108 J. Med. Chem. 2010, 53, 1098-1108; J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 CHEMBL3301361; J. Med. Chem. 2010, 53, 1098-1108 1.25MG; 5MG; 5MG; 5MG; 5MG; 5MG; 5MG selegiline hydrochloride 5 hydrochloride 187.286 223.746 4.19 1.9000000002 20.0000000017 80.9306449616 1 0 2.73 5.80895475807E-005 monobase 7.53 0.4257197963 0.0853592421 2.47298703658E-005 0.0002897152 4.30415578603E-005 8.63007731677E-006 0.0003616208 63.3361082368 80.9306449616 1.9000000002 20.0000000017 0.0001754386 53.8898411657 5.40547269259E-005 12.861537271 1.29008894811E-005 10.2764451415 1.03078877925E-005 2.4526122056 2.46011641827E-006 53.9309694037 0.1057818493 12.8713530796 0.0252462648 10.2842880312 0.0201719164 2.454484017 0.0048142999 CHEMBL979 meprobamate CCCC(C)(COC(=O)N)COC(=O)N Drug Metab. Dispos., 2008, 36, 1385-1405 Drug Metab. Dispos. 2008, 36, 1385-1405 200MG; 400MG; 200MG; 400MG; 200MG; 400MG meprobamate 400 218.253 218.253 400 0.7 0.6 4 2 0.24 0.0001503006 neutral 1 1 0.0001503006 0.0001503006 2.56393739069E-006 2.56393739069E-006 0.0001309584 62.5269121987 37.1019990325 0.7 0.6 1.42857142857E-005 26230.8326211 10776.0171864 65.5770815528 26.940042966 16498.6693558 6777.89939415 41.2466733895 16.9447484854 42544.9580333 30649.5629772 106.362395083 76.6239074429 26759.9281154 19277.9624179 66.8998202886 48.1949060448 10 25 45818.3850851993 114545.962712998 CHEMBL991 stavudine CC1=CN([C@@H]2O[C@H](CO)C=C2)C(=O)NC1=O Bioorg. Med. Chem., 2007, 15, 7738-7745 Drug Metab. Dispos., 2008, 36, 1385-1405 J. Med. Chem. 2009, 52, 4844-4852; Drug Metab. Dispos. 2008, 36, 1385-1405 15MG; 20MG; 30MG; 40MG; 30MG; 40MG; 15MG; 20MG; 30MG; 40MG; 15MG; 20MG; 30MG; 40MG; 15MG; 20MG; 30MG; 40MG stavudine 40 224.216 224.216 40 82.0000000031 0.67 8.2000000003 5 2 -0.67 0.0008443868 neutral 1 1 0.0008443868 0.0008443868 7.85986896873E-006 7.85986896873E-006 0.0003472283 82.0000000031 52.8216083029 0.67 8.2000000003 0.0002039801 1462.37960752 0.0001677275 36.5594901879 4.19318865802E-006 689.927179332 7.91311587872E-005 17.2481794833 1.97827896968E-006 1462.90682804 1.1239718789 36.572670701 0.028099297 690.175913497 0.5302718556 17.2543978374 0.0132567964