Quantum chemical descriptors in the QSAR studies of compounds active in maxima electroshock seizure test

Abstract

DFT quantum mechanical method B3LYP/631G∗∗ was used to optimize the molecular geometry of some 2-amino-N-benzylacetamide derivatives with anticonvulsant activities. Molecular descriptors were extracted from the optimized structure and used together with their activity as the database for the study. Kennard-Stone algorithm, genetic function algorithm, and multiple linear regressions were used to build a robust quantitative structure-activity relationship model. The quality of the model was shown by its parameters: R2 (0.9270), R2adj (0.9178), F8,63(100.02), Q2 (0.9036) and R2pred (0.7406). Therefore, the model can be used to predict the activity of new chemicals that within its applicability domain. The x-component of molecular dipole moment (dx), HOMO-LUMO energy gap (Δ∊), electrophilicity index (Ω), square of ovality (Ф2), anisotropy of the polarizability (β2), topological electronic index (TE), square root of the sum of square of charges on all hydrogen (QH) and square root of the sum of square of charges on all nitrogen (QN) are the descriptors that influenced the anticonvulsant activity of the studied compounds. This information can be utilized in the future to optimize the anticonvulsant activity of the studied compounds. Keywords: B3LYP/631G∗∗, Quantitative structure-activity relationships, Maxima electroshock, Genetic function algorithm, Quantum descriptors