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:
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.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
antiviral agent  A substance that destroys or inhibits replication of viruses.
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.
anti-HBV agent  An antiviral agent that destroys or inhibits the replication of the hepatitis B virus.
Applications:
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
antifibrotic agent  Any agent which acts to reduce fibrosis.
hypoglycemic agent  A drug which lowers the blood glucose level.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
ChEBI Ontology
Outgoing Relation(s)
ribavirin (CHEBI:63580) has functional parent 1,2,4-triazole-3-carboxamide (CHEBI:180482)
ribavirin (CHEBI:63580) has role anti-HBV agent (CHEBI:64951)
ribavirin (CHEBI:63580) has role anti-HIV agent (CHEBI:64946)
ribavirin (CHEBI:63580) has role anticoronaviral agent (CHEBI:149553)
ribavirin (CHEBI:63580) has role antidepressant (CHEBI:35469)
ribavirin (CHEBI:63580) has role antifibrotic agent (CHEBI:233423)
ribavirin (CHEBI:63580) has role antiinfective agent (CHEBI:35441)
ribavirin (CHEBI:63580) has role antimetabolite (CHEBI:35221)
ribavirin (CHEBI:63580) has role antineoplastic agent (CHEBI:35610)
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) has role hepatoprotective agent (CHEBI:62868)
ribavirin (CHEBI:63580) has role hypoglycemic agent (CHEBI:35526)
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
ribavirinaDrugBank
ribavirineDrugBank
ribavirinumDrugBank
Synonyms  Source
1-beta-D-Ribofuranosyl-1,2,4-triazole-3-carboxamideChemIDplus
1-beta-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboxamideChemIDplus
CotronakChEMBL
NSC-163039ChEMBL
RBVDrugBank
Ribavirin biopartnersChEMBL
Brand Names  Source
CopegusChEMBL
RebetolChEMBL
RibapakChEMBL
RibasphereChEMBL
Ribavirin mylan (previously ribavirin three rivers)ChEMBL
Ribavirin teva pharma b.v.ChEMBL
Manual XrefsDatabases
2373DrugCentral
D00423KEGG DRUG
DB00811DrugBank
LSM-5701LINCS
RibavirinWikipedia
Registry NumbersSources
Reaxys:892462Reaxys
CAS:36791-04-5ChemIDplus
CAS:36791-04-5KEGG DRUG
Citations