Lipophilicity in drug design: an overview of lipophilicity descriptors in 3D-QSAR studies

The pharmacophore concept is a fundamental cornerstone in drug discovery, playing a critical role in determining the success of in silico techniques, such as virtual screening and 3D-QSAR studies. The reliability of these approaches is influenced by the quality of the physicochemical descriptors use...

Full description

Bibliographic Details
Authors: Ginex, Tiziana, Vázquez, Javier, Gibert, Enric, Herrero, Enric, Luque Garriga, F. Xavier
Format: article
Status:Versión aceptada para publicación
Publication Date:2019
Country:España
Institution:Universidad de Barcelona
Repository:Dipòsit Digital de la UB
OAI Identifier:oai:diposit.ub.edu:2445/165738
Online Access:https://hdl.handle.net/2445/165738
Access Level:Open access
Keyword:Lipofília
Solvatació
Disseny de medicaments
Lligands (Bioquímica)
Relacions estructura-activitat (Bioquímica)
Lipophilicity
Solvation
Drug design
Ligands (Biochemistry)
Structure-activity relationships (Biochemistry)
Description
Summary:The pharmacophore concept is a fundamental cornerstone in drug discovery, playing a critical role in determining the success of in silico techniques, such as virtual screening and 3D-QSAR studies. The reliability of these approaches is influenced by the quality of the physicochemical descriptors used to characterize the chemical entities. In this context, a pivotal role is exerted by lipophilicity, which is a major contribution to host-guest interaction and ligand binding affinity. Several approaches have been undertaken to account for the descriptive and predictive capabilities of lipophilicity in 3D-QSAR modeling. Recent efforts encode the use of quantum mechanical-based descriptors derived from continuum solvation models, which open novel avenues for gaining insight into structure-activity relationships studies.