title: D-LogP: an alignment-free 3D description of local lipophilicity for QSAR studies.
abstract: The major hurdle to overcome in the development of 3D-QSAR models using steric, electrostatic, or lipophilic "fields" is related to both conformation selection and subsequent suitable overlay (alignment) of compounds. Therefore, it is of some interest to provide a conformationally sensitive lipophilicity descriptor that is alignment-independent. In this chapter we describe the derivation and parametrization of a new descriptor called 3D-LogP and demonstrate both its conformational sensitivity and its effectiveness in QSAR analysis. The 3D-LogP descriptor provides such a representation in the form of a rapidly computable description of the local lipophilicity at points on a user-defined molecular surface.
authors.affiliation: Synt:em, Nimes, France.
authors.forename: Jérôme
authors.initials: J
authors.lastname: Gomar
authors.forename: Elie
authors.initials: E
authors.lastname: Giraud
authors.forename: David
authors.initials: D
authors.lastname: Turner
authors.forename: Roger
authors.initials: R
authors.lastname: Lahana
authors.forename: Pierre Alain
authors.initials: PA
authors.lastname: Carrupt
mesh_terms: D003201:Computers; D008968:Molecular Conformation; D021281:Quantitative Structure-Activity Relationship; D012984:Software