ribavirin   

GtoPdb Ligand ID: 6842

Synonyms: Copegus® | Rebetol® | ribofluranosyl carboxamide | Virazole®
ribavirin is an approved drug (FDA (1985), EMA (1999))
Compound class: Synthetic organic
Comment: Inhibits inosine-5'-monophosphate dehydrogenase 1 and RNA and also inhibits hepatitis C virus RNA-dependent RNA polymerase (NS5B).
2D Structure
Click here for structure editor
Physico-chemical Properties
Hydrogen bond acceptors 8
Hydrogen bond donors 4
Rotatable bonds 3
Topological polar surface area 143.72
Molecular weight 244.08
XLogP -2.43
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCC1OC(C(C1O)O)n1cnc(n1)C(=O)N
Isomeric SMILES OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc(n1)C(=O)N
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
InChI Key IWUCXVSUMQZMFG-AFCXAGJDSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1985), EMA (1999))
IUPAC Name
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide
International Nonproprietary Names
INN number INN
3543 ribavirin
Synonyms
Copegus® | Rebetol® | ribofluranosyl carboxamide | Virazole®
Database Links
CAS Registry No. 36791-04-5
ChEBI CHEBI:63580
ChEMBL Ligand CHEMBL1643
DrugBank Ligand DB00811
DrugCentral Ligand 2373
GtoPdb PubChem SID 178103448
PubChem CID 37542
RCSB PDB Ligand RBV
Search Google for chemical match using the InChIKey IWUCXVSUMQZMFG-AFCXAGJDSA-N
Search Google for chemicals with the same backbone IWUCXVSUMQZMFG
Search PubMed clinical trials ribavirin
Search PubMed titles ribavirin
Search PubMed titles/abstracts ribavirin
Search UniChem for chemical match using the InChIKey IWUCXVSUMQZMFG-AFCXAGJDSA-N
Search UniChem for chemicals with the same backbone IWUCXVSUMQZMFG
Wikipedia Ribavirin

Product suppliers

View disclaimer

Tocris
Ribavirin
Cat. No. 4501