Scientific article
English

Lipophilicity in molecular modeling

Published inPharmaceutical research, vol. 13, no. 3, p. 335-343
Publication date1996
Abstract

PURPOSE: The molecular lipophilicity potential (MLP) offers a three-dimensional representation of lipophilicity, a molecular property encoding intermolecular recognition and intramolecular interactions. METHOD: The interest and applications of the MLP in molecular modeling are varied, as illustrated here. RESULTS: The MLP is a major tool to assess the dependence of lipophilicity on conformation. As a matter of fact, the MLP combined with an exploration of the conformational space of a solute reveals its "chameleonic" behavior, i.e. its capacity to adapt to its molecular environment by hydrophobic collapse or hydrophilic folding. Another successful application of the MLP is its concatenation into 3D-QSAR (Comparative Molecular Field Analysis, CoMFA). CONCLUSION: Work is in progress to expand the MLP into a docking tool in the modeling of ligand-receptor interactions.

Keywords
  • Chemistry, Pharmaceutical
  • Chemistry, Physical
  • Drug Design
  • Mathematical Computing
  • Models, Chemical
  • Molecular Structure
  • Physicochemical Phenomena
  • Solubility
  • Structure-Activity Relationship
Affiliation entities Not a UNIGE publication
Citation (ISO format)
TESTA, Bernard et al. Lipophilicity in molecular modeling. In: Pharmaceutical research, 1996, vol. 13, n° 3, p. 335–343. doi: 10.1023/a:1016024005429
Identifiers
Journal ISSN0724-8741
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