Drug Design. Dependence of hydrophobicity on solvent and structure

Abstract

Thermodn. solvation/desolvation and hydration data of normal and branched aliph. compds. with a variety of polar groups can be adequately described by cavity surface areas if an extended group contribution concept is applied. The results are contradictory to classical views on hydrophobicity. Partition coeffs. in different solvent-water partitioning systems are shown by a principal component anal. of log P values to depend on solute bulk, polar, and hydrogen bonding effects. The implications for the Collander equation are discussed.