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Scientific article
English

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

Contributors

Gaillard, Patrick; Carrupt, Pierre-Alain; Testa, Bernard; Boudon, Alain

Published in

Journal of computer-aided molecular design, vol. 8, no. 2, p. 83-96

Publication date

1994

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

UNIGE 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 ISSN

0920-654X
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Technical informations

Creation

05/11/2009 09:09:00

First validation

05/11/2009 09:09:00

Update

14/03/2023 15:17:12

Status update

14/03/2023 15:17:12

Last indexation

29/10/2024 12:31:04
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