Density Functional Theory‐based Quantitative Structure Activity Relationship (QSAR) Study of Alkanol and Alkanthiol Derivatives
Ahmad Reza Mehdipour, Mohammad Ali Safarpour, Fariba Taghavi, Maryam Arabzadeh Jamali · QSAR & Combinatorial Science · 2009
Abstract 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.