Predictive Modeling of the Anti-Paludial Activity of a Series of Dihydrothiophenone Molecules at the Hartree-Fock (HF) / 6-31G (d, p) Level

Abstract

To investigate the relationship between antimalarial activity and molecular structures, a QSAR study is applied to a set of 19 Dihydrothiophenone compounds. This study is performed using the linear multiple regression (MLR) method. Calculations at the HF/6-31G (d, p) level of theory have been performed to obtain structure information. The molecular descriptors used are: carbonyl group vibrational frequency (Ѵ(C=O)), nitrogen-hydrogen vibrational frequency(Ѵ(NH)), entropy of formation (ΔfS) and lowest occupied energy(Elumo). The obtained model gives statistically significant results and shows good predictability: R2 = 0.925, S = 0.230 et F = 22.257. Internal and external validation parameters (Q2loo =0.934et Q2ext=0.748) reveal that the established model performs well in predicting the antimalarial activity of the investigated series of molecules Vibrational frequency of the carbonyl group (Ѵ(C=O)), is the priority descriptor in predicting the antimalarial activity of the investigated series of molecules. The acceptance criteria of Eriksson et al. used for the test set are verified.