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).
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2D Structure
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Physico-chemical Properties
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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
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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
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Summary of Clinical Use Click here for help
A nucleoside antimetabolite antiviral agent blocking nucleic acid synthesis used against several RNA and DNA viruses. Used orally (alongside interferon drugs) to treat hepatitis C and in an aerosol form to treat respiratory syncytial virus-related diseases in children.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Diverse effects lead to a significant reduction of intracellular guanosine triphosphate pools and inhibition of viral RNA and protein synthesis, in addition to lethal mutagenisis following ribavirin incorporation into the viral genome.
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