Molecular lipophilicity potential by CLIP, a reliable tool for the description of the 3D distribution of lipophilicity: application to 3-phenyloxazolidin-2-one, a prototype series of reversible MAOA inhibitors

F Ooms; J Wouters; S Collin; F Durant; S Jegham; P George

doi:10.1016/s0960-894x(98)00230-3

Molecular lipophilicity potential by CLIP, a reliable tool for the description of the 3D distribution of lipophilicity: application to 3-phenyloxazolidin-2-one, a prototype series of reversible MAOA inhibitors

Bioorg Med Chem Lett. 1998 Jun 2;8(11):1425-30. doi: 10.1016/s0960-894x(98)00230-3.

Authors

F Ooms¹, J Wouters, S Collin, F Durant, S Jegham, P George

Affiliation

¹ Laboratoire de Chimie Moléculaire Structurale, Facultés Universitaires Notre-Dame de la Paix, Namur, Belgium. [email protected]

PMID: 9871778
DOI: 10.1016/s0960-894x(98)00230-3

Abstract

The capacity factor of eleven derivatives belonging to a prototype series of 3-phenyloxazolidin-2-one, reversible MAO inhibitors, was measured and compared to the calculated log Pcalc using the CLIP package. We demonstrate that this Molecular Lipophilicity Potential (MLP) approach is a valuable tool to estimate log Pcalc of such compounds.

MeSH terms

Chromatography, High Pressure Liquid
Crystallography, X-Ray
Lipids / chemistry*
Models, Chemical
Monoamine Oxidase Inhibitors / chemical synthesis*
Monoamine Oxidase Inhibitors / chemistry*
Oxazoles / chemical synthesis*
Oxazoles / pharmacology
Regression Analysis
Structure-Activity Relationship
Surface Properties

Substances

Lipids
Monoamine Oxidase Inhibitors
Oxazoles