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CHEBI:180645 - 2CN113

ChEBI IDCHEBI:180645
ChEBI Name2CN113
Stars
DefinitionAn oligopeptide that is N-[(1E,3S)-6-amino-1-(methanesulfonyl)-6-oxohex-1-en-3-yl]-N2-carboxy-L-leucinamide in which the carboxy group is protected by a Cbz group. It is a SARS-CoV-2 Nsp5 main protease inhibitor that inhibits SARS-CoV-2 replication.
Last Modified4 October 2021
SubmitterMargaret Duesbury
DownloadsMolfile
FormulaC21H31N3O6S
Net Charge0
Average Mass453.561
Monoisotopic Mass453.19336
SMILESCC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](/C=C/S(C)(=O)=O)CCC(N)=O
InChIInChI=1S/C21H31N3O6S/c1-15(2)13-18(24-21(27)30-14-16-7-5-4-6-8-16)20(26)23-17(9-10-19(22)25)11-12-31(3,28)29/h4-8,11-12,15,17-18H,9-10,13-14H2,1-3H3,(H2,22,25)(H,23,26)(H,24,27)/b12-11+/t17-,18-/m0/s1
InChIKeyXNUMKBHURGKYTO-JWSDNSILSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
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)
2CN113 (CHEBI:180645) has role anticoronaviral agent (CHEBI:149553)
2CN113 (CHEBI:180645) has role EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor (CHEBI:147285)
2CN113 (CHEBI:180645) is a benzyl ester (CHEBI:90628)
2CN113 (CHEBI:180645) is a olefinic compound (CHEBI:78840)
2CN113 (CHEBI:180645) is a oligopeptide (CHEBI:25676)
2CN113 (CHEBI:180645) is a primary carboxamide (CHEBI:140324)
2CN113 (CHEBI:180645) is a secondary carboxamide (CHEBI:140325)
2CN113 (CHEBI:180645) is a sulfone (CHEBI:35850)
IUPAC Name 
N-[(1E,3S)-6-amino-1-(methylsulfonyl)-6-oxohex-1-en-3-yl]-N2-[(benzyloxy)carbonyl]-L-leucinamide
Synonyms  Source
Cbz-Leu-Gln-VSChEBI
N-[(1E,3S)-6-amino-1-(methanesulfonyl)-6-oxohex-1-en-3-yl]-N2-[(benzyloxy)carbonyl]-L-leucinamideIUPAC
benzyl N-[(1S)-1-{[(1E,3S)-5-carbamoyl-1-methanesulfonylpent-1-en-3-yl]carbamoyl}-3-methylbutyl]carbamateIUPAC
Citations