Density functional theory-based quantitative structure activity relationship (QSAR) study of alkanol and alkanthiol derivatives

The usefulness of the quantum chemical descriptors and a novel group of descriptors called quantum topological molecular similarity (QTMS) indices, calculated at the level of density functional theory (DFT) using 6-311++G** basis set for QSAR study of anesthetic drugs was examined. A data set containing 24 alkanol and alkanethiol derivatives with known activity was used. Three types of molecular descriptors including QTMS, chemical and quantum chemical was used to derive a quantitative relationship between the anesthetic potency and structural properties. MLR and GA-PLS were employed to model the relationships between molecular descriptors and biological activity of molecules. Some multiparametric equations containing three descriptors with appropriate statistical qualities were obtained Also, GA-PLS regression was used to model the structure-activity relationships more accurately. The results showed that the results obtained by GA-PLS are similar to MLR and confirmed that hydroxyl group might be the most important region in anesthetic activity of alkanols and akanethiols