Acta Phys. -Chim. Sin. ›› 2010, Vol. 26 ›› Issue (07): 1742-1754.doi: 10.3866/PKU.WHXB20100702

• THERMODYNAMICS,THERMOCHEMISTRY AND SOLUTION CHEMISTRY • Previous Articles     Next Articles

Computational Approaches to Estimating Octanol-Water Partition Coefficient and Water Solubility of Organic Compounds

WANG Yan-Ling, LI Jie, WANG Ren-Xiao   

  1. Shanghai Institute of Organic Chemistry, State Key Laboratory of Bioorganic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. China
  • Received:2010-02-21 Revised:2010-03-25 Published:2010-07-02
  • Contact: WANG Ren-Xiao E-mail:wangrx@mail.sioc.ac.cn

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Abstract:

Octanol-water partition coefficient and water solubility are two important physicochemical properties of organic compounds in medicinal chemistry and environmental chemistry studies. They are used as critical parameters in quantitative structure-activity relationship (QSAR) studies to model the adsorption, distribution and metabolism of drugs in the living body and the distribution of organic compounds in naturenvironment. The most widely applied approaches to calculating octanol-water partition coefficients and water solubility can be roughly divided into two categories: fragment-addition models and descriptor-based models. This article provides a comprehensive review on these approaches, discusses their strengths and shortcomings, and provides an outlook for possible future developments in this area.

Key words: Solubility, Octanol-water partition coefficient, Pharmacokinetic property, logP/logD, logS