title: Acute toxicity and n-octanol/water partition coefficients of substituted thiophenols: determination and QSAR analysis.
abstract: The acute toxicity (-log EC(50)) to Photobacterium phosphoreum and the n-octanol/water partition coefficient (log K(ow)) of 31 kinds of substituted thiophenols were determined at 298.15K. The -log EC(50) values of studied chemicals are between 4.26 and 5.89. Their log K(ow) 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 EC(50) and log K(ow) 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.
authors.affiliation: State Key Laboratory of Pollution Control and Resources Reuse, School of the Environment, Nanjing University, Nanjing 210093, PR China.
authors.forename: J-Q
authors.initials: JQ
authors.lastname: Shi
authors.forename: J
authors.initials: J
authors.lastname: Cheng
authors.forename: F-Y
authors.initials: FY
authors.lastname: Wang
authors.forename: Alison
authors.initials: A
authors.lastname: Flamm
authors.forename: Z-Y
authors.initials: ZY
authors.lastname: Wang
authors.forename: X
authors.initials: X
authors.lastname: Yang
authors.forename: S-X
authors.initials: SX
authors.lastname: Gao
mesh_terms: D020003:1-Octanol / Q000737:chemistry / Q000633:toxicity; D008958:Models, Molecular; D010636:Phenols / Q000737:chemistry / Q000633:toxicity*; D010776:Photobacterium / Q000187:drug effects*; D021281:Quantitative Structure-Activity Relationship; D013438:Sulfhydryl Compounds / Q000737:chemistry / Q000633:toxicity*; D013816:Thermodynamics; D014874:Water Pollutants, Chemical / Q000737:chemistry / Q000633:toxicity*
chemical_list: D010636:Phenols; D013438:Sulfhydryl Compounds; D014874:Water Pollutants, Chemical; C042983:thiophenol; D020003:1-Octanol