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

✍ Scribed by Patrick Gaillard; Pierre-Alain Carrupt; Bernard Testa; Alain Boudon

• Book ID: 104628770
• Publisher: Springer Netherlands
• Year: 1994
• Tongue: English
• Weight: 895 KB
• Volume: 8
• Category: Article
• ISSN: 0920-654X
• DOI: 10.1007/bf00119860

✦ Synopsis

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 backcalculate 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 cq-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, aJlowing insights into ligand-receptor interactions.