摘要Octanol/water partition coefficient (Kow) is a crucial property for evaluating the environmental behavior and fate of organic compound. Herein, some quantitative structure-property relationship (QSPR) studies were performed to estimate and predict the lgKow of substituted anilines. 2D method (multiple linear regression, MLR) and 3D method (comparative molecular field analysis, CoMFA) were applied in this study. Successful 2D and 3D models yielded the correlation coefficient (R2) values of 0.981 and 0.966 and the Leave-One-Out (LOO) cross-validated correlation coefficient (q2) values of 0.933 and 0.820, respectively. The developed models have a highly predictive ability in both internal and external validation. In addition, the results were interpreted in terms of physical and chemical meanings of descriptors and field contribution maps. It showed that the steric and electrostatic properties are the primary factors that govern the lgKow of substituted anilines. The information obtained from the QSPR models would be helpful to the interpretation of structural features pertinent to the lgKow of substituted anilines, which may be helpful in estimating the organic compounds’ potential harm to the environment.
Abstract：Octanol/water partition coefficient (Kow) is a crucial property for evaluating the environmental behavior and fate of organic compound. Herein, some quantitative structure-property relationship (QSPR) studies were performed to estimate and predict the lgKow of substituted anilines. 2D method (multiple linear regression, MLR) and 3D method (comparative molecular field analysis, CoMFA) were applied in this study. Successful 2D and 3D models yielded the correlation coefficient (R2) values of 0.981 and 0.966 and the Leave-One-Out (LOO) cross-validated correlation coefficient (q2) values of 0.933 and 0.820, respectively. The developed models have a highly predictive ability in both internal and external validation. In addition, the results were interpreted in terms of physical and chemical meanings of descriptors and field contribution maps. It showed that the steric and electrostatic properties are the primary factors that govern the lgKow of substituted anilines. The information obtained from the QSPR models would be helpful to the interpretation of structural features pertinent to the lgKow of substituted anilines, which may be helpful in estimating the organic compounds’ potential harm to the environment.
李小林;刘红玲;王遵尧;于红霞. QSPR Studies on the Octanol/water Partition Coefficient (lgKow) of Substituted Anilines with 2D and 3D Methods[J]. , 2013, 32(3): 387-395.
LI Xiao-Lin;LIU Hong-Ling;WANG Zun-Yao;YU Hong-Xia. QSPR Studies on the Octanol/water Partition Coefficient (lgKow) of Substituted Anilines with 2D and 3D Methods. , 2013, 32(3): 387-395.
2013, Vol. 32 
