Table 1. Physicochemical properties of selected compounds.
Drug Class | Drug | SMILES | ClogP | Basic pKa |
---|---|---|---|---|
Antimalarial | Chloroquine | CCN(CC)CCCC(C)NC1=C2C=CC(Cl)=CC2=NC=C1 | 5.06 | 10.47 |
Antipsychotic | Chlorpromazine | CN(C)CCCN1C2=CC=CC=C2SC2=C1C=C(Cl)C=C2 | 5.3 | 9.41 |
Thioridazine | CSC1=CC2=C(SC3=CC=CC=C3N2CCC2CCCCN2C)C=C1 | 6 | 9.64 | |
Tricyclic Antidepressants | Desipramine | CNCCCN1C2=CC=CC=C2CCC2=CC=CC=C12 | 4.47 | 10.4 |
Imipramine | CN(C)CCCN1C2=CC=CC=C2CCC2=CC=CC=C12 | 5.04 | 9.49 | |
Nortriptyline | CNCCC=C1C2=CC=CC=C2CCC2=CC=CC=C12 | 4.32 | 10 | |
Clomipramine | CN(C)CCCN1C2=CC=CC=C2CCC2=C1C=C(Cl)C=C2 | 5.92 | 9.46 | |
Serotonin Selective Re-uptake inhibitors (Antidepressants) | Sertraline | CN[C@H]1CC[C@@H](C2=CC(Cl)=C(Cl)C=C2)C2=CC=CC=C12 | 5.35 | 9.47 |
Paroxetine | FC1=CC=C(C=C1)[C@@H]1CCNC[C@H]1COC1=CC2=C(OCO2)C=C1 | 4.24 | 10.32 | |
Fluoxetine | CNCCC(OC1=CC=C(C=C1)C(F)(F)F)C1=CC=CC=C1 | 4.57 | 10.06 | |
Antihistamine | Astemizole | COC1=CC=C(CCN2CCC(CC2)NC2=NC3=CC=CC=C3N2CC2=CC=C(F)C=C2)C=C1 | 5.84 | 9.03 |
Note: The clogP and basic pKa values were calculated using ACD/Labs software (www.acdlabs.com).