Quantification of Hydrogen-Bond-Donating Ability of Biologically Relevant Compounds.

J Org Chem

Department of Chemistry, Roy and Diana Vagelos Laboratories, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States.

Published: April 2024

Hydrogen bonding is a key factor in the design of ligands for biological binding, including drug targets. Our group previously developed a method for experimentally assessing the hydrogen-bond-donating ability of an analyte using UV-vis titrations with a colorimetric sensor. Using this method, 79 new titrations were performed on weak hydrogen-bond donors, with a focus on heterocycles and pharmaceutically relevant motifs. The hydrogen-bond donating abilities of drug compounds and the substructures of drug compounds were also measured. These titrations will be used to build a database of hydrogen-bond donors.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11305090PMC
http://dx.doi.org/10.1021/acs.joc.3c02939DOI Listing

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