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).