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

Future Medicinal Chemistry
Tiziana GinexF Javier Luque

Abstract

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.

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Citations

Nov 30, 2019·Journal of Computer-aided Molecular Design·William J ZamoraF Javier Luque
Oct 21, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Javier VázquezF Javier Luque
Dec 9, 2020·Future Medicinal Chemistry·Rafael da Fonseca LameiroCarlos Alberto Montanari
Apr 23, 2021·European Journal of Medicinal Chemistry·Nuno Guerreiro AlvesTeresa M V D Pinho E Melo
May 5, 2020·Journal of Chemical Information and Modeling·Javier VazquezF Javier Luque

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Methods Mentioned

BETA
in silico techniques

Software Mentioned

CoMSIA
CARMa
GPB
COSMO
COSMO - RS
COSMO sim3D
PharmQSAR
HINT
COSMOfrag
MLP

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