EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:170007 - nirmatrelvir

ChEBI IDCHEBI:170007
ChEBI Namenirmatrelvir
Stars
DefinitionAn azabicyclohexane that is (1R,5S)-3-azabicyclo[3.1.0]hexane substituted by {(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl}aminoacyl, 3-methyl-N-(trifluoroacetyl)-L-valinamide, methyl and methyl groups at positions 2S, 3, 6 and 6, respectively. It is the first orally administered inhibitor of SARS-CoV-2 main protease developed by Pfizer and used in combination with ritonavir for the treatment of COVID-19.
Secondary ChEBI IDCHEBI:192699
Last Modified16 April 2024
SubmitterAdnan
DownloadsMolfile
FormulaC23H32F3N5O4
Net Charge0
Average Mass499.534
Monoisotopic Mass499.24064
SMILES[H][C@@]1(C[C@@H](C#N)NC(=O)[C@H]2N(C(=O)[C@@H](NC(=O)C(F)(F)F)C(C)(C)C)C[C@]3([H])C(C)(C)[C@]23[H])CCNC1=O
InChIInChI=1S/C23H32F3N5O4/c1-21(2,3)16(30-20(35)23(24,25)26)19(34)31-10-13-14(22(13,4)5)15(31)18(33)29-12(9-27)8-11-6-7-28-17(11)32/h11-16H,6-8,10H2,1-5H3,(H,28,32)(H,29,33)(H,30,35)/t11-,12-,13-,14-,15-,16+/m0/s1
InChIKeyLIENCHBZNNMNKG-OJFNHCPVSA-N
Wikipedia
Roles Classification
Biological Roles:
EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor  An EC 3.4.22.* (cysteine endopeptidase) inhibitor that interferes with the action of SARS coronavirus main proteinase (EC 3.4.22.69).
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
ChEBI Ontology
Outgoing Relation(s)
nirmatrelvir (CHEBI:170007) has role anticoronaviral agent (CHEBI:149553)
nirmatrelvir (CHEBI:170007) has role EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor (CHEBI:147285)
nirmatrelvir (CHEBI:170007) is a azabicyclohexane (CHEBI:170008)
nirmatrelvir (CHEBI:170007) is a nitrile (CHEBI:18379)
nirmatrelvir (CHEBI:170007) is a organofluorine compound (CHEBI:37143)
nirmatrelvir (CHEBI:170007) is a pyrrolidin-2-ones (CHEBI:74223)
nirmatrelvir (CHEBI:170007) is a pyrrolidinecarboxamide (CHEBI:46770)
nirmatrelvir (CHEBI:170007) is a secondary carboxamide (CHEBI:140325)
nirmatrelvir (CHEBI:170007) is a tertiary carboxamide (CHEBI:140326)
Incoming Relation(s)
Paxlovid (CHEBI:192712) has part nirmatrelvir (CHEBI:170007)
IUPAC Name 
(1R,2S,5S)-N-{(1S)-1-cyano-2-[(3S)-2-oxopyrrolidin-3-yl]ethyl}-6,6-dimethyl-3-[3-methyl-N-(trifluoroacetyl)-L-valyl]-3-azabicyclo[3.1.0]hexane-2-carboxamide
INNs  Source
nirmatrelvirWHO MedNet
nirmatrelvirWHO MedNet
nirmatrelvirWHO MedNet
nirmatrelvirumWHO MedNet
Synonyms  Source
PF 07321332ChEBI
PF07321332ChEBI
PF-07321332ChemIDplus
Manual XrefsDatabases
D12244KEGG DRUG
NirmatrelvirWikipedia
DB16691DrugBank
Registry NumbersSources
CAS:2628280-40-8ChemIDplus
Citations