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CHEBI:170007 - nirmatrelvir

Default Structure
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:
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
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).
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
PF-07321332ChemIDplus
PF07321332ChEBI
Manual XrefsDatabases
D12244KEGG DRUG
DB16691DrugBank
NirmatrelvirWikipedia
Registry NumbersSources
CAS:2628280-40-8ChemIDplus
Citations