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CHEBI:147346 - SG85

Default Structure
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:
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).
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
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