ribavirin   Click here for help

GtoPdb Ligand ID: 6842

Abbreviated name: RBV
Synonyms: Copegus® | Rebetol® | ribofluranosyl carboxamide | Virazole®
Approved drug PDB Ligand
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).
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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 Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1985), EMA (1999))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide
International Nonproprietary Names Click here for help
INN number INN
3543 ribavirin
Synonyms Click here for help
Copegus® | Rebetol® | ribofluranosyl carboxamide | Virazole®
Database Links Click here for help
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