CHEBI:63580 - ribavirin

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ChEBI Name ribavirin
ChEBI ID CHEBI:63580
Definition A 1-ribosyltriazole that is the 1-ribofuranosyl derivative of 1,2,4-triazole-3-carboxamide. An inhibitor of HCV polymerase.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Secondary ChEBI IDs CHEBI:8840
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Formula C8H12N4O5
Net Charge 0
Average Mass 244.20470
Monoisotopic Mass 244.081
InChI InChI=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
InChIKey IWUCXVSUMQZMFG-AFCXAGJDSA-N
SMILES NC(=O)c1ncn(n1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
Roles Classification
Biological Role(s): 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.
antiviral agent
A substance that destroys or inhibits replication of viruses.
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.
Application(s): antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
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ChEBI Ontology
Outgoing 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)
IUPAC Name
1-(β-D-ribofuranosyl)-1H-1,2,4-triazole-3-carboxamide
INNs Sources
ribavirin KEGG DRUG
ribavirina DrugBank
ribavirine DrugBank
ribavirinum DrugBank
Synonyms Sources
1-beta-D-Ribofuranosyl-1,2,4-triazole-3-carboxamide ChemIDplus
1-beta-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboxamide ChemIDplus
RBV DrugBank
Database Links Databases
2373 DrugCentral
D00423 KEGG DRUG
DB00811 DrugBank
LSM-5701 LINCS
Ribavirin Wikipedia
View more database links
Registry Numbers Types Sources
36791-04-5 CAS Registry Number ChemIDplus
36791-04-5 CAS Registry Number KEGG DRUG
892462 Beilstein Registry Number ChemIDplus
892462 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017