物理化学学报 >> 2010, Vol. 26 >> Issue (07): 1742-1754.doi: 10.3866/PKU.WHXB20100702

热力学、热化学和溶液化学 上一篇    下一篇

有机化合物脂水分配系数和溶解度的计算方法

王艳玲, 李婕, 王任小   

  1. 中国科学院上海有机化学研究所, 生命有机化学国家重点实验室, 上海 200032
  • 收稿日期:2010-02-21 修回日期:2010-03-25 发布日期:2010-07-02
  • 通讯作者: 王任小 E-mail:wangrx@mail.sioc.ac.cn

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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摘要：

有机化合物的脂水分配系数和溶解度在药物化学以及环境化学的研究中是十分重要的物理化学性质, 在许多涉及有机化合物在生物体内的吸收、转运、代谢以及在环境中迁移等过程的定量构效关系研究(QSAR)中发挥着不可替代的作用. 目前在实践中应用较多的计算有机化合物脂水分配系数和溶解度的理论方法主要有片段加合法和基于描述符的方法. 本文总结了这两大类方法的优缺点以及在该领域中未来可能的发展方向.

关键词: 溶解度, 脂水分配系数, 药代动力学性质, logP/logD, logS

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