Scientific article
English

Molecular lipophilicity potential, a tool in 3D QSAR: method and applications

Published inJournal of computer-aided molecular design, vol. 8, no. 2, p. 83-96
Publication date1994
Abstract

A new method is presented to calculate the Molecular Lipophilicity Potential (MLP). The method is validated by showing that the MLP thus generated on the solvent-accessible surface can be used to back-calculate log P. Because the MLP is shown to be sensitive to conformational effects, the MLP/log P relation is best sought by taking all conformers into account. The MLP method presented here can be used as a third field in CoMFA studies, as illustrated with two series of alpha 1-adrenoceptor ligands. In the first series, the steric, electrostatic and lipophilic fields are highly intercorrelated, and taken separately yield comparable models. In the second series of ligands, the best model is obtained with the lipophilic field alone, allowing insights into ligand-receptor interactions.

Keywords
  • Adrenergic alpha-Agonists/chemical synthesis/chemistry
  • Algorithms
  • Computer Graphics
  • Drug Design
  • Ligands
  • Models, Molecular
  • Molecular Conformation
  • Receptors, Adrenergic, alpha-1/metabolism
  • Software
  • Solubility
  • Solvents
Affiliation entities Not a UNIGE publication
Citation (ISO format)
GAILLARD, Patrick et al. Molecular lipophilicity potential, a tool in 3D QSAR: method and applications. In: Journal of computer-aided molecular design, 1994, vol. 8, n° 2, p. 83–96. doi: 10.1007/BF00119860
Identifiers
Journal ISSN0920-654X
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