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CHEBI:147346 - SG85

ChEBI IDCHEBI:147346
ChEBI NameSG85
Stars
DefinitionA secondary carboxamide resulting from the formal condensation of the carboxy group of N-[(benzyloxy)carbonyl]-O-tert-butyl-L-serine with the primary amino group of ethyl (2E,4S)-5-[(3S)-2-oxopyrrolidin-3-yl]-4-(L-phenylalanylamino)pent-2-enoate. It is a potent enterovirus 3C protease inhibitor with EC50 of 180 nM against enterovirus 71 (EV71) and 60 nM against human rhinovirus 14 in a live virus-cell-based assay.
Last Modified23 April 2020
Submitteryingtliu
DownloadsMolfile
FormulaC35H46N4O8
Net Charge0
Average Mass650.773
Monoisotopic Mass650.33156
SMILESCCOC(=O)/C=C/[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](COC(C)(C)C)NC(=O)OCc1ccccc1
InChIInChI=1S/C35H46N4O8/c1-5-45-30(40)17-16-27(21-26-18-19-36-31(26)41)37-32(42)28(20-24-12-8-6-9-13-24)38-33(43)29(23-47-35(2,3)4)39-34(44)46-22-25-14-10-7-11-15-25/h6-17,26-29H,5,18-23H2,1-4H3,(H,36,41)(H,37,42)(H,38,43)(H,39,44)/b17-16+/t26-,27+,28-,29-/m0/s1
InChIKeyCTAXDRJNQQBEIB-VCJIVHKYSA-N
Roles Classification
Biological Roles:
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
antiviral agent  A substance that destroys or inhibits replication of viruses.
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)
SG85 (CHEBI:147346) has role anticoronaviral agent (CHEBI:149553)
SG85 (CHEBI:147346) has role antiviral agent (CHEBI:22587)
SG85 (CHEBI:147346) has role EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor (CHEBI:147285)
SG85 (CHEBI:147346) is a L-phenylalanine derivative (CHEBI:84144)
SG85 (CHEBI:147346) is a L-serine derivative (CHEBI:84135)
SG85 (CHEBI:147346) is a benzyl ester (CHEBI:90628)
SG85 (CHEBI:147346) is a enoate ester (CHEBI:51702)
SG85 (CHEBI:147346) is a ether (CHEBI:25698)
SG85 (CHEBI:147346) is a ethyl ester (CHEBI:23990)
SG85 (CHEBI:147346) is a pyrrolidin-2-ones (CHEBI:74223)
SG85 (CHEBI:147346) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
N-[(benzyloxy)carbonyl]-O-tert-butyl-L-seryl-N-{(2S,3E)-5-ethoxy-5-oxo-1-[(3S)-2-oxopyrrolidin-3-yl]pent-3-en-2-yl}-L-phenylalaninamide
Synonyms  Source
SG-85ChEBI
SG 85ChEBI
Registry NumbersSources
CAS:1575662-24-6ChEBI
Citations