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

J Org Chem. 2024 Apr 5;89(7):4684-4690. doi: 10.1021/acs.joc.3c02939. Epub 2024 Mar 14.

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.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Hydrogen Bonding
  • Hydrogen* / chemistry
  • Ligands
  • Molecular Structure

Substances

  • Ligands
  • Hydrogen