Prediction of water–octanol partition coefficients using theoretical descriptors derived from the molecular surface area and the electrostatic potential

Autor:	Tore Brinck, Markus Haeberlein
Rok vydání:	1997
Předmět:	Maxima and minima Partition coefficient Octanol chemistry.chemical_compound chemistry Hydrogen bond Computational chemistry Molecular descriptor Ab initio Molecule Thermodynamics Term (time)
Zdroj:	Scopus-Elsevier
ISSN:	1364-5471 0300-9580
DOI:	10.1039/a604687h
Popis:	Octanol–water partition coefficients are frequently used in quantitative structure–activity relationships. A correlation based on computed theoretical descriptors is presented for the prediction of octanol–water partition coefficients (Pow). An ab initio SCF approach was used to compute the molecular descriptors at the HF/6-31G* level. It was shown that only three theoretical parameters representing a cavity term, a dipolarity/polarisability term and a hydrogen bonding term were needed for the correlation. The corresponding parameters were deduced from the molecular surface area, the surface electrostatic potential and the spatial minima of the electrostatic potential, respectively. The predictive power of log Pow was demonstrated on a number of molecules which have biological activity.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6fa9c3768bbe3291336c6d2bbdeb4d95 https://doi.org/10.1039/a604687h Zobrazit plný text záznamu