Table 5.
The calculated physicochemical properties of the compounds. MW is the molecular weight, HBD and HBA are the numbers of H-bond donor and acceptor groups, respectively, TPSA is the topological polar surface area, log P and log D are the logarithm of the calculated octanol/water partition coefficient of the neutral form and the combined ionised form of the molecules at pH 7.4, F+, F- and Fz are the calculated fractions of the positive, negative and zwitterionic charges at physiological pH (pH 7.4), A and B are the Abraham H-bond acidity and B-bond basicity parameters.
| Drug | MW | HBD | HBA | TPSA | log P | log D | F+ | F- | Fz | A | B |
|---|---|---|---|---|---|---|---|---|---|---|---|
| Amitriptyline | 277.41 | 0 | 1 | 3.2 | 5.04 | 3.70 | 0.98 | 0.00 | 0.00 | 0.00 | 1.00 |
| Apomorphine | 267.32 | 2 | 3 | 43.7 | 2.49 | 2.16 | 0.62 | 0.00 | 0.02 | 0.77 | 1.10 |
| Astemizole | 458.57 | 1 | 5 | 42.3 | 5.70 | 4.54 | 0.98 | 0.00 | 0.00 | 0.13 | 1.64 |
| Atenolol | 266.34 | 4 | 5 | 84.6 | 0.16 | -1.89 | 0.99 | 0.00 | 0.00 | 0.69 | 2.00 |
| Bepridil | 366.54 | 0 | 3 | 15.7 | 6.31 | 4.9 | 0.97 | 0.00 | 0.00 | 0.00 | 1.32 |
| Brompheniramine | 319.24 | 0 | 2 | 16.1 | 2.88 | 1.64 | 0.99 | 0.00 | 0.00 | 0.00 | 1.02 |
| Bupivacaine | 288.43 | 1 | 3 | 32.3 | 3.41 | 3.73 | 0.78 | 0.00 | 0.00 | 0.26 | 1.19 |
| Carbamazepine | 236.27 | 2 | 3 | 46.3 | 2.30 | 2.58 | 0.00 | 0.00 | 0.00 | 0.53 | 1.10 |
| Cetirizine | 388.89 | 1 | 5 | 53.0 | 1.70 | 0.34 | 0.00 | 0.22 | 0.78 | 0.57 | 1.76 |
| Chloroquine | 319.87 | 1 | 3 | 28.2 | 4.63 | 2.60 | 1.00 | 0.00 | 0.00 | 0.13 | 1.29 |
| Chlorpromazine | 318.86 | 0 | 2 | 31.8 | 5.35 | 3.34 | 0.99 | 0.00 | 0.00 | 0.00 | 0.94 |
| Ciprofloxacin | 331.34 | 2 | 6 | 72.9 | -1.08 | -3.03 | 0.05 | 0.03 | 0.91 | 0.73 | 1.85 |
| Cisapride | 465.94 | 3 | 7 | 86.1 | 4.20 | 2.49 | 0.98 | 0.00 | 0.00 | 0.50 | 2.17 |
| Citalopram | 324.39 | 0 | 3 | 36.3 | 3.76 | 0.99 | 0.99 | 0.00 | 0.00 | 0.00 | 1.08 |
| Clarithromycin | 747.95 | 4 | 14 | 182.9 | 3.16 | 1.16 | 0.95 | 0.00 | 0.00 | 0.80 | 4.49 |
| Clemastine | 343.89 | 0 | 2 | 12.5 | 5.79 | 3.63 | 0.99 | 0.00 | 0.00 | 0.00 | 0.97 |
| Clozapine | 326.82 | 1 | 4 | 30.9 | 3.32 | 4.68 | 0.58 | 0.00 | 0.00 | 0.18 | 1.44 |
| Desipramine | 266.38 | 1 | 2 | 15.3 | 4.90 | 1.57 | 1.00 | 0.00 | 0.00 | 0.09 | 0.91 |
| Diltiazem | 414.52 | 0 | 6 | 84.4 | 2.70 | 1.97 | 1.00 | 0.00 | 0.00 | 0.00 | 2.12 |
| Dolasetron | 324.37 | 1 | 5 | 62.4 | 2.70 | 2.66 | 0.10 | 0.00 | 0.00 | 0.31 | 1.52 |
| Domperidone | 425.92 | 2 | 7 | 67.9 | 4.05 | 3.49 | 0.85 | 0.00 | 0.00 | 0.72 | 1.83 |
| Doxazosin | 451.47 | 2 | 10 | 112.3 | 2.07 | 1.97 | 0.22 | 0.00 | 0.00 | 0.23 | 2.60 |
| Droperidol | 379.43 | 1 | 5 | 52.7 | 3.50 | 2.61 | 0.85 | 0.00 | 0.00 | 0.33 | 1.67 |
| Ebastine | 469.66 | 0 | 3 | 29.5 | 7.55 | 6.14 | 0.97 | 0.00 | 0.00 | 0.00 | 1.41 |
| Erythromycin | 733.92 | 5 | 14 | 193.9 | 2.54 | 0.65 | 0.95 | 0.00 | 0.00 | 1.05 | 4.63 |
| Fexofenadine | 501.65 | 3 | 5 | 81.0 | 4.35 | 1.83 | 0.00 | 0.04 | 0.97 | 1.20 | 2.12 |
| Fluvoxamine | 318.33 | 2 | 4 | 56.8 | 3.63 | 2.32 | 0.96 | 0.00 | 0.00 | 0.23 | 1.14 |
| Glibenclamide | 494.00 | 3 | 8 | 122.0 | 4.02 | 1.83 | 0.00 | 0.99 | 0.00 | 0.85 | 2.01 |
| Glimepiride | 490.62 | 3 | 9 | 133.1 | 4.25 | 2.05 | 0.99 | 0.00 | 0.00 | 0.75 | 2.15 |
| Granisetron | 312.41 | 1 | 5 | 50.2 | 0.79 | -1.31 | 0.99 | 0.00 | 0.00 | 0.26 | 1.56 |
| Imipramine | 280.41 | 0 | 2 | 4.8 | 4.28 | 2.61 | 0.99 | 0.00 | 0.00 | 0.00 | 1.15 |
| Isradipine | 371.39 | 1 | 8 | 103.6 | 4.18 | 1.48 | 0.00 | 0.00 | 0.00 | 0.13 | 1.79 |
| Ketoconazole | 531.43 | 0 | 8 | 69.1 | 4.34 | 3.98 | 0.15 | 0.00 | 0.00 | 0.00 | 2.22 |
| Levobupivacaine | 288.43 | 1 | 3 | 32.3 | 4.35 | 3.73 | 0.78 | 0.00 | 0.00 | 0.26 | 1.19 |
| Levofloxacin | 361.37 | 1 | 7 | 73.3 | -0.24 | -2.34 | 0.05 | 0.10 | 0.85 | 0.57 | 2.05 |
| Lidocaine | 234.34 | 1 | 3 | 32.3 | 2.26 | 2.44 | 0.78 | 0.00 | 0.00 | 0.12 | 1.21 |
| Lomefloxacin | 351.35 | 2 | 6 | 72.9 | -0.80 | -3.43 | 0.05 | 0.03 | 0.91 | 0.73 | 1.81 |
| Loratadine | 382.88 | 0 | 4 | 42.4 | 5.20 | 4.94 | 0.00 | 0.00 | 0.00 | 0.00 | 1.14 |
| Lovastatin | 404.54 | 1 | 5 | 72.8 | 4.26 | 4.40 | 0.00 | 0.00 | 0.00 | 0.31 | 1.44 |
| Maprotiline | 277.41 | 1 | 1 | 12.0 | 4.85 | 1.48 | 1.00 | 0.00 | 0.00 | 0.13 | 0.68 |
| Mefloquine | 378.31 | 2 | 3 | 45.2 | 3.28 | 1.50 | 0.99 | 0.00 | 0.00 | 0.38 | 1.22 |
| Metoclopramide | 299.80 | 3 | 5 | 67.6 | 1.40 | 0.36 | 0.99 | 0.00 | 0.00 | 0.50 | 1.63 |
| Mibefradil | 495.63 | 1 | 6 | 67.5 | 4.97 | 2.37 | 1.00 | 0.00 | 0.00 | 0.35 | 1.80 |
| Miconazole | 416.13 | 0 | 3 | 27.1 | 5.34 | 5.45 | 0.15 | 0.00 | 0.00 | 0.00 | 0.79 |
| Moxifloxacin | 401.43 | 2 | 7 | 82.1 | -0.08 | -2.87 | 0.05 | 0.01 | 0.94 | 0.72 | 2.04 |
| Nicotine | 162.23 | 0 | 2 | 16.1 | 0.75 | -0.12 | 0.88 | 0.00 | 0.00 | 0.00 | 0.91 |
| Nifedipine | 346.33 | 1 | 8 | 113.4 | 3.27 | 1.12 | 1.00 | 0.00 | 0.00 | 0.23 | 1.45 |
| Nitrendipine | 360.36 | 1 | 8 | 113.5 | 4.15 | 1.60 | 0.00 | 0.00 | 0.00 | 0.13 | 1.54 |
| Ofloxacin | 361.37 | 1 | 7 | 73.3 | -0.39 | -2.34 | 0.05 | 0.10 | 0.85 | 0.57 | 2.05 |
| Olanzapine | 312.44 | 1 | 4 | 59.1 | 3.00 | 4.05 | 0.58 | 0.00 | 0.00 | 0.13 | 1.45 |
| Ondansetron | 293.36 | 0 | 4 | 39.8 | 1.96 | 1.09 | 0.88 | 0.00 | 0.00 | 0.00 | 1.53 |
| Pergolide | 314.49 | 1 | 2 | 44.3 | 4.01 | 2.97 | 0.92 | 0.00 | 0.00 | 0.31 | 1.01 |
| Perphenazine | 403.97 | 1 | 4 | 55.3 | 3.69 | 3.86 | 0.74 | 0.00 | 0.00 | 0.23 | 1.84 |
| Phenytoin | 252.27 | 2 | 4 | 58.2 | 2.15 | 1.90 | 0.00 | 0.10 | 0.00 | 0.85 | 1.00 |
| Pimozide | 461.54 | 1 | 4 | 35.6 | 6.30 | 5.49 | 0.85 | 0.00 | 0.00 | 0.33 | 1.44 |
| Prazosin | 383.40 | 2 | 9 | 107.0 | 0.45 | 0.35 | 0.22 | 0.00 | 0.00 | 0.23 | 2.17 |
| Procainamide | 235.32 | 2 | 4 | 58.4 | 0.88 | -0.83 | 0.99 | 0.00 | 0.00 | 0.50 | 1.45 |
| Propafenone | 341.44 | 2 | 4 | 58.6 | 3.41 | 1.26 | 0.99 | 0.00 | 0.00 | 0.29 | 1.67 |
| Propiverine | 367.48 | 0 | 4 | 38.8 | 4.01 | 1.53 | 1.00 | 0.00 | 0.00 | 0.00 | 1.31 |
| Propranolol | 259.34 | 2 | 3 | 41.5 | 3.09 | 0.89 | 0.99 | 0.00 | 0.00 | 0.17 | 1.42 |
| Pyrilamine | 285.38 | 0 | 4 | 28.6 | 3.27 | 1.63 | 0.97 | 0.00 | 0.00 | 0.00 | 1.59 |
| Quetiapine | 383.51 | 1 | 5 | 73.6 | 2.27 | 1.91 | 0.58 | 0.00 | 0.00 | 0.23 | 2.01 |
| Quinidine | 324.42 | 1 | 4 | 45.6 | 2.64 | 1.06 | 0.95 | 0.00 | 0.00 | 0.23 | 1.81 |
| Risperidone | 410.48 | 0 | 6 | 61.9 | 3.04 | 1.09 | 0.88 | 0.00 | 0.00 | 0.00 | 1.70 |
| Ritonavir | 720.94 | 4 | 11 | 202.3 | 5.64 | 5.64 | 0.00 | 0.00 | 0.00 | 0.88 | 3.14 |
| Roxithromycin | 837.04 | 5 | 17 | 216.9 | 3.79 | 1.00 | 0.95 | 0.00 | 0.00 | 1.05 | 5.12 |
| Saquinavir | 670.84 | 6 | 11 | 166.8 | 3.77 | 3.67 | 0.22 | 0.00 | 0.00 | 1.46 | 3.89 |
| Sotalol | 272.36 | 3 | 5 | 86.8 | 0.24 | -1.35 | 0.91 | 0.00 | 0.08 | 0.74 | 1.75 |
| Sulfamethoxazole | 253.28 | 3 | 6 | 106.6 | 0.89 | -0.85 | 0.00 | 0.98 | 0.00 | 0.59 | 1.21 |
| Tamsulosin | 408.51 | 2 | 7 | 119.3 | 2.38 | 1.07 | 0.95 | 0.00 | 0.00 | 0.59 | 2.11 |
| Thioridazine | 370.58 | 0 | 2 | 57.1 | 5.90 | 4.17 | 0.99 | 0.00 | 0.00 | 0.00 | 1.13 |
| Tolterodine | 339.51 | 1 | 2 | 23.5 | 5.98 | 3.49 | 1.00 | 0.00 | 0.00 | 0.50 | 1.08 |
| Trifluoperazine | 407.50 | 0 | 3 | 35.0 | 5.03 | 4.37 | 0.85 | 0.00 | 0.00 | 0.00 | 1.50 |
| Verapamil | 454.60 | 0 | 6 | 64.0 | 3.83 | 3.17 | 0.98 | 0.00 | 0.00 | 0.00 | 1.89 |
| Alfuzosin | 389.45 | 3 | 9 | 111.8 | -0.23 | -0.85 | 0.78 | 0.00 | 0.00 | 0.84 | 2.24 |
| Desloratadine | 310.83 | 1 | 2 | 24.9 | 4.13 | 2.42 | 0.98 | 0.00 | 0.00 | 0.13 | 0.99 |
| Diphenhydramine | 255.35 | 0 | 2 | 12.5 | 3.40 | 1.82 | 0.97 | 0.00 | 0.00 | 0.00 | 0.95 |
| Dofetilide | 441.57 | 2 | 8 | 121.6 | 2.41 | 1.06 | 0.88 | 0.00 | 0.08 | 0.72 | 2.16 |
| Flecainide | 414.34 | 2 | 5 | 59.6 | 3.78 | 0.32 | 0.99 | 0.00 | 0.00 | 0.41 | 1.32 |
| Fluoxetine | 309.33 | 1 | 2 | 21.3 | 4.50 | 2.44 | 1.00 | 0.00 | 0.00 | 0.13 | 0.78 |
| Indomethacin | 357.79 | 1 | 5 | 68.5 | 4.27 | 0.71 | 0.00 | 1.00 | 0.00 | 0.57 | 1.57 |
| Irbesartan | 428.53 | 1 | 7 | 87.1 | 4.72 | 2.22 | 0.00 | 0.00 | 1.00 | 0.56 | 1.78 |
| Lamotrigine | 256.09 | 4 | 5 | 90.7 | 2.63 | 2.62 | 0.01 | 0.00 | 0.00 | 0.35 | 0.96 |
| Metoprolol | 267.36 | 2 | 4 | 50.7 | 1.88 | -0.43 | 0.99 | 0.00 | 0.00 | 0.17 | 1.76 |
| Protriptyline | 263.38 | 1 | 1 | 12.0 | 4.91 | 4.04 | 0.88 | 0.00 | 0.00 | 0.13 | 0.73 |
| Sildenafil | 474.58 | 1 | 10 | 117.5 | 2.73 | 2.47 | 0.37 | 0.06 | 0.04 | 0.26 | 2.68 |
| Spironolactone | 416.57 | 0 | 4 | 85.7 | 2.52 | 2.52 | 0.00 | 0.00 | 0.00 | 0.00 | 1.63 |
| Trazodone | 371.86 | 0 | 6 | 42.4 | 3.80 | 4.60 | 0.22 | 0.00 | 0.00 | 0.00 | 1.92 |
| Trimethoprim | 290.32 | 4 | 7 | 105.5 | 1.28 | 0.71 | 0.47 | 0.00 | 0.00 | 0.28 | 1.62 |
| Ziprasidone | 412.94 | 1 | 5 | 46.7 | 4.6 | 4.14 | 0.64 | 0.00 | 0.00 | 0.48 | 1.65 |