Quantum topological molecular descriptors in QSAR analysis of organophosphorus compounds

摘要

A Quantitative structure–activity relationship study is performed on a set of organophosphorus compounds to reveal structural and quantum-chemical features influencing the toxic effect. The properties derived from the topological analysis of the electron density have been used to model the toxicity data. A multiple linear regression analysis in conjunction with genetic algorithm is used in the study, followed by subsequent validation of the results. Obtained QSAR models are beneficial for virtual screening of toxicity for new compounds of interest. Because toxicity of organophosphorus compounds is dependent on conformational properties, a conformational search has been performed before optimization of geometries. All quantum-chemical calculations are carried out at DFT/B3LYP level of theory with 6-311++G(d,p) basis set. Frequency calculations are performed after full geometry optimization. Ab initio wave functions were obtained for further analysis and evaluation of quantum topological properties of target molecules.