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Molecular Lipophilicity Potential, a tool in 3D QSAR: Method and applications

  • Patrick Gaillard
  • Pierre-Alain Carrupt
  • Bernard Testa
  • Alain Boudon
Research Papers

Summary

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 α1 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.

Key words

Molecular Lipophilicity Potential MLP Quantitative structure-activity relationships QSAR Comparative Molecular Field Analysis CoMFA α1 ligands 

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Copyright information

© ESCOM Science Publishers B.V 1994

Authors and Affiliations

  • Patrick Gaillard
    • 1
  • Pierre-Alain Carrupt
    • 1
  • Bernard Testa
    • 1
  • Alain Boudon
    • 2
  1. 1.Institut de Chimie Thérapeutique, École de PharmacieUniversité de Lausanne, BEPLausanneSwitzerland
  2. 2.Institut de Recherches ServierSuresnesFrance

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