favipiravir   Click here for help

GtoPdb Ligand ID: 11139

Synonyms: T-705 | T705
Approved drug
favipiravir is an approved drug (China and Japan)
Compound class: Synthetic organic
Comment: Favipiravir (T-705) is an orally delivered, guanine (purine) analogue antiviral drug (cf. remdesivir which is administered i.v.). It targets viral RNA-dependent RNA polymerase (RdRP) of RNA viruses and since the catalytic domain of RdRP is well conserved across species, has a broad-spectrum of activity; although Furuta et al. (2002) reported that actvity was weak against non-influenza virus RNA viruses [4]. Favipiravir was originally identified through a chemical library screen against influenza virus RdRP [3]. Chemically, it is a prodrug. In human cells it undergoes phosphoribosylation and phosphorylation to its active form, favipiravir-ribofuranosyl-5′-triphosphate (F-RTP). F-RTP is bound by the RdRP, but it blocks enzyme activity and so terminates chain elongation [5-6].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 1
Topological polar surface area 88.84
Molecular weight 157.03
XLogP -0.35
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Fc1c[nH]c(=O)c(n1)C(=O)N
Isomeric SMILES Fc1c[nH]c(=O)c(n1)C(=O)N
InChI InChI=1S/C5H4FN3O2/c6-2-1-8-5(11)3(9-2)4(7)10/h1H,(H2,7,10)(H,8,11)
InChI Key ZCGNOVWYSGBHAU-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (China and Japan)
IUPAC Name Click here for help
5-fluoro-2-oxo-1H-pyrazine-3-carboxamide
International Nonproprietary Names Click here for help
INN number INN
8916 favipiravir
Synonyms Click here for help
T-705 | T705
Database Links Click here for help
CAS Registry No. 259793-96-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL221722
DrugBank Ligand DB12466
GtoPdb PubChem SID 434122199
PubChem CID 492405
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