Structure via PubChem · Public domain (PubChem)
nirmatrelvir
Sign in to saveAlso known as PF-07321332, PF07321332, PF-7321332
[[File:Xray crystal structure PDB-7si9.png|alt=Xray crystal structure PDB:7si9|thumb|X-ray crystal structure (PDB:7SI9 and 7VH8) of the SARS-CoV-2 protease inhibitor nirmatrelvir bound to the viral 3CLpro protease enzyme. Ribbon diagram of the protein with the drug shown as sticks. The catalytic residues (His41, Cys145) are shown as yellow sticks.]]
Key facts
- Drug.ChEBI
- 170007
- Drug.synonyms
- PF-07321332
- Drug.image
- PF-07321332.svg
- Drug.image_class
- skin-invert-image
- Drug.pronounce
- or
- Drug.DailyMedID
- Nirmatrelvir
- Drug.pregnancy_AU
- B3
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- None
- Drug.legal_CA
- Rx-only
- Drug.CAS_number
- 2628280-40-8
- Drug.PubChem
- 155903259
- Drug.DrugBank
- DB16691
- Drug.ChemSpiderID
- 114826566
- Drug.UNII
- 7R9A5P7H32
- Drug.KEGG
- D12244
- Drug.IUPAC_name
- (1R,2S,5S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-3-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide
- Drug.C
- 23
via Wikipedia infobox
Chemical data
- Formula
- C23H32F3N5O4
- Molecular weight
- 499.5 g/mol
- IUPAC name
- (1R,2S,5S)-N-[(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl]-3-[(2S)-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide
- SMILES
- CC1([C@@H]2[C@H]1[C@H](N(C2)C(=O)[C@H](C(C)(C)C)NC(=O)C(F)(F)F)C(=O)N[C@@H](C[C@@H]3CCNC3=O)C#N)C
- InChIKey
- LIENCHBZNNMNKG-OJFNHCPVSA-N
- XLogP
- 2.2
- Polar surface area
- 131 Ų
- H-bond donors
- 3
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 499.24063916399996
Show 7 more facts
- melting point
- 192.9
- subject has role
- antiviral drug
- active ingredient in
- nirmatrelvir/ritonavir
- isomeric SMILES
- C1CNC(=O)[C@@H]1C[C@@H](C#N)NC(=O)[C@@H]1[C@H]2C(C)(C)[C@H]2CN1C(=O)[C@H](C(C)(C)(C))NC(=O)C(F)(F)F
- chemical formula
- C₂₃H₃₂F₃N₅O₄
- canonical SMILES
- CC1(C2C1C(N(C2)C(=O)C(C(C)(C)C)NC(=O)C(F)(F)F)C(=O)NC(CC3CCNC3=O)C#N)C
- Commons category
- Nirmatrelvir
via Wikidata · CC0
~6 min read
Encyclopedic overview
8 sectionsContents
- Development
- Pharmaceutical
- Chemistry and pharmacology
- Society and culture
- Licensing
- Names
- Research
- References
[[File:Xray crystal structure PDB-7si9.png|alt=Xray crystal structure PDB:7si9|thumb|X-ray crystal structure (PDB:7SI9 and 7VH8) of the SARS-CoV-2 protease inhibitor nirmatrelvir bound to the viral 3CLpro protease enzyme. Ribbon diagram of the protein with the drug shown as sticks. The catalytic residues (His41, Cys145) are shown as yellow sticks.]]
Nirmatrelvir is an antiviral medication developed by Pfizer which acts as an orally active 3C-like protease inhibitor. It is part of a nirmatrelvir/ritonavir combination used to treat COVID-19 and sold under the brand name Paxlovid.
Excerpted from Wikipedia’s “nirmatrelvir” article, available under the CC BY-SA 4.0 licence.