Quantitative structure-activity relationship of toxicity of alkyl(1-phenylsulfonyl) cycloalkane-carboxylates using MLSER model and ab initio

Based on MLSER model and quantum chemical descriptors computed at HF/STO-3G, HF/LANL2DZ, B3LYP/LANL2D and B3LYP/6-31G* levels, different quantitative structure-activity relationships (QSARs) to the toxicity -logEC(50) and -logLC(50) of 28 alkyl(1-phenyl-sulfonyl) cycloalkane-carboxylates were obtained. It is suggested that the eight models developed in the present study all have good correlation and relatively small error, in which the two models with three variables, polarizability, E-HOMO and limit charge density from B3LYP/6-31G* level, exhibited the best optimal correlation (r(2) = 0.9455, 0.9411; and q(2) = 0.9289, 0.9162, respectively) and smallest error, and thus are advantageous to other models. It was also found that polarizability is the most significant factor influencing toxicity. The toxicity increased with increasing polarizability, while decreased with increasing dipole moment and decreasing of E-HOMO.