Acute toxicity and n-octanol/water partition coefficients of substituted thiophenols: Determination and QSAR analysis

The acute toxicity (−log EC50) to Photobacterium phosphoreum and the n-octanol/water partition coefficient (log Kow) of 31 kinds of substituted thiophenols were determined at 298.15 K. The −log EC50 values of studied chemicals are between 4.26 and 5.89. Their log Kow values are between 1.34 and 4.02. Comparative molecular field (CoMFA) and comparative molecular similarity index analysis (CoMSIA) models established were successful in predicting −log EC50 and log Kow values of halogenated, methylic, amino and methoxy thiophenols. The size of molecule is the main factor influencing the properties. No correlation was found between the properties and their structural and thermodynamic descriptors from DFT calculation.

► The acute toxicity and log Kow of 31 substituted thiophenols were determined.
► CoMFA and CoMSIA models on the properties were successful.
► How substituent affects the properties was tried to reveal.
► −log EC50 and log Kow of four types of thiophenols might be speculated.