ribavirin (CHEBI:63580)

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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. A synthetic guanosine analogue, it is an inhibitor of HCV polymerase and possesses a broad spectrum of activity against DNA and RNA viruses.

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

Average Mass

244.20470

Monoisotopic Mass

244.08077

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

ChEBI Ontology
Outgoing	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	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

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

Last Modified

06 October 2021