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An automatic pipeline for the design of irreversible derivatives identifies a potent SARS-CoV-2 Mpro inhibitor.
Daniel Zaidman; Paul Gehrtz; Mihajlo Filep; Daren Fearon; Jaime Prilusky; Shirly Duberstein; Galit Cohen; David Owen; Efrat Resnick; Claire Strain-Damerell; Petra Lukacik; - Covid-Moonshot Consortium; Haim Barr; Martin A. Walsh; Frank von Delft; Nir London.
Afiliación
  • Daniel Zaidman; The Weizmann Institute of Science
  • Paul Gehrtz; The Weizmann Institute of Science
  • Mihajlo Filep; The Weizmann Institute of Science
  • Daren Fearon; Diamond Light Source Ltd
  • Jaime Prilusky; The Weizmann Institute of Science
  • Shirly Duberstein; Diamond Light Source Ltd
  • Galit Cohen; The Weizmann Institute of Science
  • David Owen; Diamond Light Source Ltd
  • Efrat Resnick; The Weizmann Institute of Science
  • Claire Strain-Damerell; Diamond Light Source Ltd
  • Petra Lukacik; Diamond Light Source Ltd
  • - Covid-Moonshot Consortium; -
  • Haim Barr; The Weizmann Institute of Science
  • Martin A. Walsh; Diamond Light Source Ltd
  • Frank von Delft; University of Oxford
  • Nir London; The Weizmann Institute of Science
Preprint en En | PREPRINT-BIORXIV | ID: ppbiorxiv-299776
ABSTRACT
Designing covalent inhibitors is a task of increasing importance in drug discovery. Efficiently designing irreversible inhibitors, though, remains challenging. Here, we present covalentizer, a computational pipeline for creating irreversible inhibitors based on complex structures of targets with known reversible binders. For each ligand, we create a custom-made focused library of covalent analogs. We use covalent docking, to dock these tailored covalent libraries and to find those that can bind covalently to a nearby cysteine while keeping some of the main interactions of the original molecule. We found ~11,000 cysteines in close proximity to a ligand across 8,386 protein-ligand complexes in the PDB. Of these, the protocol identified 1,553 structures with covalent predictions. In prospective evaluation against a panel of kinases, five out of nine predicted covalent inhibitors showed IC50 between 155 nM - 4.2 M. Application of the protocol to an existing SARS-CoV-1 Mpro reversible inhibitor led to a new acrylamide inhibitor series with low micromolar IC50 against SARS-CoV-2 Mpro. The docking prediction was validated by 11 co-crystal structures. This is a promising lead series for COVID-19 antivirals. Together these examples hint at the vast number of covalent inhibitors accessible through our protocol.
Licencia
cc_by_nc_nd
Texto completo: 1 Colección: 09-preprints Base de datos: PREPRINT-BIORXIV Tipo de estudio: Experimental_studies / Observational_studies / Prognostic_studies Idioma: En Año: 2020 Tipo del documento: Preprint
Texto completo: 1 Colección: 09-preprints Base de datos: PREPRINT-BIORXIV Tipo de estudio: Experimental_studies / Observational_studies / Prognostic_studies Idioma: En Año: 2020 Tipo del documento: Preprint