Abstract: Based on the theoretical linear solvation energy relationship(LSER) parameters, a new QSAR model was established to correlate the acute toxicities of 56 phenylsulfonyl carboxylate compounds. All the descriptors were derived from quantum chemical computation at B3LYP/6-31G(d) level of theory. Compared with the model from TLSER, the new model has a better expression and prediction because more samples have been used. The model is shown below and its adequacy is R=0.94, R²_adj=0.88, F=61.62, q²=0.83.
-lgEC₅₀=a×E_HOMO+b×P+c×q₁₀+d×q₁+e×μ+f×q_H+costant
The computation results show that the smaller of the hydrophilicity of the substituent at the ester group, the bigger the acute toxicity; the bigger the hydrophilicity of the substitute attached to the benzene ring, the bigger the acute toxicity; the bigger the volume of the molecule, the smaller the toxicity; the bigger the ability of the molecule to form H-bonding, the smaller the toxicity; the higher the energy of HOMO, the bigger the toxicity. The present study may be helpful for probing the mechanism of action in acute toxicity of phenylsulfonyl carboxylate compounds and understanding the phenylsulfonyl carboxylate chemistry.

Key words: Phenylsulfonyl acetate, Acute toxicity, Density function theory, QSAR