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A quantum-chemical analysis of the relationships between hCB2 cannabinoid receptor binding affinity and electronic structure in a family of 4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives | Abstract
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Abstract

A quantum-chemical analysis of the relationships between hCB2 cannabinoid receptor binding affinity and electronic structure in a family of 4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives

Author(s): Juan S. Gómez-Jeria

The present paper presents and discusses the relationship between molecular-electronic structure and hCB2 receptor binding affinity of a family of 4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives with a formal method recently enlarged by the author. The electronic structures of all molecules were calculated within Density Functional Theory at the B3LYP/6-311g(d,p) level. We obtained a statistically significant equation relating the variation of hCB2 receptor binding affinities with the variation of a definite set of local atomic reactivity indices. For the case analyzed here, the interaction of the molecules with the hCB2 receptor is mainly charge-controlled. More studies of different series are needed to expand our knowledge of the hCB2 interaction pharmacophore. The common skeleton hypothesis seems to work well enough to be applied in this kind of studies.