Molecular mechanisms of SARS-CoV-2 resistance to nirmatrelvir

Nature. 2023 Oct;622(7982):376-382. doi: 10.1038/s41586-023-06609-0. Epub 2023 Sep 11.

Abstract

Nirmatrelvir is a specific antiviral drug that targets the main protease (Mpro) of SARS-CoV-2 and has been approved to treat COVID-191,2. As an RNA virus characterized by high mutation rates, whether SARS-CoV-2 will develop resistance to nirmatrelvir is a question of concern. Our previous studies have shown that several mutational pathways confer resistance to nirmatrelvir, but some result in a loss of viral replicative fitness, which is then compensated for by additional alterations3. The molecular mechanisms for this observed resistance are unknown. Here we combined biochemical and structural methods to demonstrate that alterations at the substrate-binding pocket of Mpro can allow SARS-CoV-2 to develop resistance to nirmatrelvir in two distinct ways. Comprehensive studies of the structures of 14 Mpro mutants in complex with drugs or substrate revealed that alterations at the S1 and S4 subsites substantially decreased the level of inhibitor binding, whereas alterations at the S2 and S4' subsites unexpectedly increased protease activity. Both mechanisms contributed to nirmatrelvir resistance, with the latter compensating for the loss in enzymatic activity of the former, which in turn accounted for the restoration of viral replicative fitness, as observed previously3. Such a profile was also observed for ensitrelvir, another clinically relevant Mpro inhibitor. These results shed light on the mechanisms by which SARS-CoV-2 evolves to develop resistance to the current generation of protease inhibitors and provide the basis for the design of next-generation Mpro inhibitors.

MeSH terms

  • Antiviral Agents* / chemistry
  • Antiviral Agents* / metabolism
  • Antiviral Agents* / pharmacology
  • Binding Sites / drug effects
  • Binding Sites / genetics
  • COVID-19 / virology
  • Coronavirus 3C Proteases / antagonists & inhibitors
  • Coronavirus 3C Proteases / genetics
  • Coronavirus 3C Proteases / metabolism
  • Drug Design
  • Drug Resistance, Viral* / drug effects
  • Drug Resistance, Viral* / genetics
  • Humans
  • Lactams
  • Leucine
  • Mutation
  • Nitriles
  • Proline
  • SARS-CoV-2* / drug effects
  • SARS-CoV-2* / enzymology
  • SARS-CoV-2* / genetics
  • SARS-CoV-2* / growth & development
  • Substrate Specificity
  • Virus Replication / drug effects

Substances

  • Antiviral Agents
  • ensitrelvir
  • Lactams
  • Leucine
  • Nitriles
  • nirmatrelvir
  • 3C-like protease, SARS coronavirus
  • Coronavirus 3C Proteases
  • Proline