Graton, Jerome published the artcileHydrogen-Bond Accepting Properties of New Heteroaromatic Ring Chemical Motifs: A Theoretical Study, Recommanded Product: 1-Methylpyrazole, the publication is Journal of Chemical Information and Modeling (2016), 56(2), 322-334, database is CAplus and MEDLINE.
The prediction of hydrogen-bond (H-bond) acceptor ability is crucial in drug design. This important property is quantified in a large pKBHX database of consistently measured values. We aim to expand the chem. diversity of the studied H-bond acceptors and to increase the range of H-bond strength considered. Two quantum chem. descriptors are contrasted, called ΔE(H) (the change in the energy of a topol. hydrogen atom upon complexation) and Vmin (the local min. in the electrostatic potential on the H-bond accepting site). We performed a systematic anal. of the correlations between pKBHX and Vmin for an initial set of 106 compounds (including O- and N-containing subsets, as well as compounds including sulfur, chlorine, and π-bases). Correlations improve for family dependent subsets, and after outlier treatment, a set of 90 compounds was used to set up a linear equation to predict pKBHX from Vmin. This equation and a previously published equation, to predict pKBHX from ΔE(H), were used to predict the pKBHX values for 22 potentially biol. active heteroaromatic ring compounds, among which several structures still remain exptl. unavailable. H-Bond basicity of sp2 nitrogen sites were consistently predicted with both descriptors. A worse agreement was found with carbonyl acceptor sites, with the stronger deviations observed for the lactam groups. It was shown that secondary interactions involving the neighboring NH group were influencing the results. Substitution of the NH group with an NMe group resulted in an improved consistency from both Vmin and ΔE(H) predictions, the latter being more prominently affected by the Me substitution. Both approaches appear as efficient procedures for the H-bond ability prediction of novel heteroaromatic rings. Nevertheless, the ΔE(H) parameter presents slight chem. structure limitations and requires more detailed H-bond structure investigations.
Journal of Chemical Information and Modeling published new progress about 930-36-9. 930-36-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole, name is 1-Methylpyrazole, and the molecular formula is C4H6N2, Recommanded Product: 1-Methylpyrazole.
Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics