CHEBI:63580 - ribavirin

ChEBI IDCHEBI:63580
ChEBI Nameribavirin
Stars
DefinitionA 1-ribosyltriazole that is the 1-ribofuranosyl derivative of 1,2,4-triazole-3-carboxamide. A synthetic guanosine analogue, it is an inhibitor of HCV polymerase and possesses a broad spectrum of activity against DNA and RNA viruses.
Secondary ChEBI IDCHEBI:8840
Last Modified6 October 2021
DownloadsMolfile
FormulaC8H12N4O5
Net Charge0
Average Mass244.207
Monoisotopic Mass244.08077
SMILESNC(=O)c1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)n1
InChIInChI=1S/C8H12N4O5/c9-6(16)7-10-2-12(11-7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4-,5-,8-/m1/s1
InChIKeyIWUCXVSUMQZMFG-AFCXAGJDSA-N
Wikipedia
Roles Classification
Biological Roles:
antimetabolite  A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor  A DNA polymerase inhibitor that interferes with the activity of reverse transcriptase, EC 2.7.7.49, a viral DNA polymerase enzyme that retroviruses need in order to reproduce.
antiviral agent  A substance that destroys or inhibits replication of viruses.
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
Application:
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
ChEBI Ontology
Outgoing Relation(s)
ribavirin (CHEBI:63580) has functional parent 1,2,4-triazole-3-carboxamide (CHEBI:180482)
ribavirin (CHEBI:63580) has role anticoronaviral agent (CHEBI:149553)
ribavirin (CHEBI:63580) has role antiinfective agent (CHEBI:35441)
ribavirin (CHEBI:63580) has role antimetabolite (CHEBI:35221)
ribavirin (CHEBI:63580) has role antiviral agent (CHEBI:22587)
ribavirin (CHEBI:63580) has role EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor (CHEBI:59897)
ribavirin (CHEBI:63580) is a 1-ribosyltriazole (CHEBI:63594)
ribavirin (CHEBI:63580) is a aromatic amide (CHEBI:62733)
ribavirin (CHEBI:63580) is a monocarboxylic acid amide (CHEBI:29347)
ribavirin (CHEBI:63580) is a primary carboxamide (CHEBI:140324)
Incoming Relation(s)
ribavirin 5'-diphosphate (CHEBI:180481) has functional parent ribavirin (CHEBI:63580)
ribavirin 5'-monophosphate (CHEBI:45490) has functional parent ribavirin (CHEBI:63580)
ribavirin 5'-triphosphate (CHEBI:45578) has functional parent ribavirin (CHEBI:63580)
IUPAC Name 
1-(β-D-ribofuranosyl)-1H-1,2,4-triazole-3-carboxamide
INNs  Source
ribavirinKEGG DRUG
ribavirineDrugBank
ribavirinaDrugBank
ribavirinumDrugBank
Synonyms  Source
RBVDrugBank
1-beta-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboxamideChemIDplus
1-beta-D-Ribofuranosyl-1,2,4-triazole-3-carboxamideChemIDplus
Manual XrefsDatabases
DB00811DrugBank
D00423KEGG DRUG
RibavirinWikipedia
LSM-5701LINCS
2373DrugCentral
Registry NumbersSources
Reaxys:892462Reaxys
CAS:36791-04-5KEGG DRUG
CAS:36791-04-5ChemIDplus
Citations