D-LogP: an alignment-free 3D description of local lipophilicity for QSAR studies.
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.
Gomar
Jérôme
J
Synt:em, Nimes, France.
Giraud
Elie
E
Turner
David
D
Lahana
Roger
R
Carrupt
Pierre Alain
PA
D003201:Computers; D008968:Molecular Conformation; D021281:Quantitative Structure-Activity Relationship; D012984:Software