QSPR of n-Octanol/water Partition Coefficient (1gKow) for Alkyl(1-phenylsulfonyl) Cycloalkane-carboxylates
Quantum chemistry parameters of 28 alkyl(1-phenylsulfonyl) cycloalkane-carboxy-lates were computed at the 6-31G* level in fully optimal manner using B3LYP method of density functional theory (DFT). With GQSARF2.0 program, the correlation equations that can predict n-octanol/water partition coefficient (lgKow) were developed using the structural and thermodynamic parameters of 28 alkyl(1-phenylsulfonyl) ycloalkane-carboxylates with experimental data of lgKow as theoretical descriptors; the correlation coefficient (R2) was 0.9452 and the cross-validation squared correlation coefficient (Rcv2) 0.9312. Furthermore, a four-variable model from MEDV was obtained, of which R2 = 0.9497 and Rcv2 = 0.9388. The models were validated by variance inflation factor (VIF) and t-test. Cross-validation indicates that the correlation and predicting ability of the model based on both DFT method and MEDV are more advantageous than those obtained from semi-empirical AM1 method.
作 者： ZHAI Zhi-Cai LIU Hong-Xia WANG Zun-Yao ZHAO Lin-Fei 作者单位： School of Biological and Chemical Engineering,Jiaxing University,Zhejiang 314001,China 刊 名： 结构化学 ISTIC SCI PKU 英文刊名： CHINESE JOURNAL OF STRUCTURAL CHEMISTRY 年，卷(期)： 2009 28(2) 分类号： O6 关键词： quantitative structure-property relationship (QSPR) aikyl(1-phenylsulfonyl)cycloalkane-carboxylate density functional theory (DFT) n-octanol/water partition coefficient (IgKow) molecular electronegativity distance vector (MEDV)