A New Approach on Estimation of Solubility and n-Octanol Water Partition Coefficient for Organohalogen

Int. J. Mol. Sci. 2008, 9, 962-977; DOI: 10.3390/ijms9060962 OPEN ACCESSInternational Journal ofMolecular SciencesISSN 1422-0067www.mdpi.org/ijmsArticle A New Approach on Estimation of Solubility and n-Octanol/ Water Partition Coefficient for Organohalogen Compounds 1 2,Shuo Gao and Chenzhong Cao * 1 School of Chemistry and Chemical Engineering, Central South University, Changsha, 410083, P. R. China; E-mail: shuogao@yahoo.cn 2ical Engineering, Hunan University of Science and Technology, Xiangtan, 411201, P. R. China; E-mail: czcao@hnust.cn * Author to whom correspondence should be addressed. Received: 7 April 2008; in revised form: 19 May 2008 / Accepted: 19 May 2008 / Published: 2 June 2008 Abstract: The aqueous solubility (logW) and n-octanol/water partition coefficient (logP ) are important properties for pharmacology, toxicology and medicinal OWchemistry. Based on an understanding of the dissolution process, the frontier orbital interaction model was suggested in the present paper to describe the solvent-solute interactions of organohalogen compounds and a general three-parameter model was proposed to predict the aqueous solubility and n-octanol/water partition coefficient for the organohalogen compounds containing nonhydrogen-binding interactions. The model has satisfactory prediction accuracy. Furthermore, every item in the model has a very explicit meaning, which should be helpful to understand the structure-solubility ...