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

Cameron B. Berlin, Eesha Sharma, Marisa C. Kozlowski

2024The Journal of Organic Chemistry13 citationsDOIOpen Access PDF

Abstract

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.

Topics & Concepts

ChemistryTitrationHydrogen bondAnalyteHydrogenCombinatorial chemistryComputational chemistryMoleculeOrganic chemistryPhysical chemistryChemical Synthesis and AnalysisClick Chemistry and ApplicationsComputational Drug Discovery Methods
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