A QSPR-approach to the estimation of the pK(HB) of six-membered nitrogen-heterocycles using quantum mechanically derived descriptors

Hennemann M, Clark T (2002)


Publication Status: Published

Publication Type: Journal article

Publication year: 2002

Journal

Publisher: Springer Verlag (Germany)

Book Volume: 8

Pages Range: 95-101

Journal Issue: 4

DOI: 10.1007/s00894-002-0075-z

Abstract

Descriptors derived from semiempirical (AM1) molecular orbital calculations have been used to construct a quantitative structure-property relationship (QSPR) for the thermodynamic hydrogen-bond basicity, pK(HB), of a series of six-membered aromatic nitrogen-heterocycles. The resulting model uses four-descriptors (the Coulson charge on the nitrogen atom, the energy of the localized nitrogen lone-pair orbital, the p-orbital contribution to this MO and an accessibility angle). The model gives r(cv)(2)=0.95 for 51 compounds with a standard deviation between calculation and experiment of 0.13 log units.

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How to cite

APA:

Hennemann, M., & Clark, T. (2002). A QSPR-approach to the estimation of the pK(HB) of six-membered nitrogen-heterocycles using quantum mechanically derived descriptors. Journal of Molecular Modeling, 8(4), 95-101. https://doi.org/10.1007/s00894-002-0075-z

MLA:

Hennemann, Matthias, and Timothy Clark. "A QSPR-approach to the estimation of the pK(HB) of six-membered nitrogen-heterocycles using quantum mechanically derived descriptors." Journal of Molecular Modeling 8.4 (2002): 95-101.

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