CHEBI:172918 - PF-00835231

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name PF-00835231
ChEBI ID CHEBI:172918
Definition A primary alcohol resulting from the cleavage of the phosphate group of the prodrug PF-07304814. It is an inhibitor of SARS-CoV-1 and -2 main protease (3CLpro) and exhibits potent in vitro antiviral activity.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter R. Stephan
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C24H32N4O6
Net Charge 0
Average Mass 472.542
Monoisotopic Mass 472.23218
InChI InChI=1S/C24H32N4O6/c1-13(2)9-18(23(32)27-17(20(30)12-29)10-14-7-8-25-22(14)31)28-24(33)19-11-15-16(26-19)5-4-6-21(15)34-3/h4-6,11,13-14,17-18,26,29H,7-10,12H2,1-3H3,(H,25,31)(H,27,32)(H,28,33)/t14-,17-,18-/m0/s1
InChIKey QDIMHKWNHMVDJB-WBAXXEDZSA-N
SMILES [H][C@@]1(C[C@H](NC(=O)[C@H](CC(C)C)NC(=O)C2=CC3=C(N2)C=CC=C3OC)C(=O)CO)CCNC1=O
Roles Classification
Biological Role(s): 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).
drug metabolite

View more via ChEBI Ontology
ChEBI Ontology
Outgoing PF-00835231 (CHEBI:172918) has role anticoronaviral agent (CHEBI:149553)
PF-00835231 (CHEBI:172918) has role drug metabolite (CHEBI:49103)
PF-00835231 (CHEBI:172918) has role EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor (CHEBI:147285)
PF-00835231 (CHEBI:172918) is a L-leucine derivative (CHEBI:25018)
PF-00835231 (CHEBI:172918) is a aromatic ether (CHEBI:35618)
PF-00835231 (CHEBI:172918) is a indolecarboxamide (CHEBI:46921)
PF-00835231 (CHEBI:172918) is a primary alcohol (CHEBI:15734)
PF-00835231 (CHEBI:172918) is a pyrrolidin-2-ones (CHEBI:74223)
PF-00835231 (CHEBI:172918) is a secondary carboxamide (CHEBI:140325)
Incoming PF-07304814 (CHEBI:173073) has functional parent PF-00835231 (CHEBI:172918)
IUPAC Name
N-[(2S)-1-({(2S)-4-hydroxy-3-oxo-1-[(3S)-2-oxopyrrolidin-3-yl]butan-2-yl}amino)-4-methyl-1-oxopentan-2-yl]-4-methoxy-1H-indole-2-carboxamide
Synonyms Sources
PF 00835231 ChemIDplus
PF-00835231 ChemIDplus
PF00835231 ChemIDplus
Manual Xrefs Databases
9736673 ChemSpider
V2M PDBeChem
WO2005113580 Patent
View more database links
Citations Waiting for Citations Types Sources
32045235 PubMed citation SUBMITTER
32935104 PubMed citation Europe PMC
33054210 PubMed citation Europe PMC
33515606 PubMed citation Europe PMC
33622961 PubMed citation Europe PMC
33802860 PubMed citation Europe PMC
Last Modified
24 May 2021