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Alkyne Derivatives of SARS-CoV-2 Main Protease Inhibitors Including Nirmatrelvir Inhibit by Reacting Covalently with the Nucleophilic Cysteine

Lennart Brewitz, Leo Dumjahn, Yilin Zhao, David Owen, Stephen M. Laidlaw, Tika R. Malla, Dung Nguyen, Petra Lukacik, E. Salah, Adam Crawshaw, Anna J. Warren, José Trincão, Claire Strain‐Damerell, Miles W. Carroll, Martin Walsh, Christopher J. Schofield

2023Journal of Medicinal Chemistry67 citationsDOIOpen Access PDF

Abstract

and other nucleophilic cysteine proteases by alkynes, which, in contrast to nitriles, can be functionalized at their terminal position to optimize inhibition and selectivity, as well as pharmacodynamic and pharmacokinetic properties.

Topics & Concepts

ChemistryNitrileAlkyneProteasesCysteineProteaseCovalent bondCysteine proteaseCombinatorial chemistryStereochemistryBiochemistryEnzymeOrganic chemistryCatalysisClick Chemistry and ApplicationsSARS-CoV-2 and COVID-19 ResearchComputational Drug Discovery Methods
Alkyne Derivatives of SARS-CoV-2 Main Protease Inhibitors Including Nirmatrelvir Inhibit by Reacting Covalently with the Nucleophilic Cysteine | Litcius