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
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (China and Japan)
IUPAC Name Click here for help
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
DrugCentral Ligand 4887
GtoPdb PubChem SID 434122199
PubChem CID 492405
Search Google for chemical match using the InChIKey ZCGNOVWYSGBHAU-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ZCGNOVWYSGBHAU
Search PubMed clinical trials favipiravir
Search PubMed titles favipiravir
Search PubMed titles/abstracts favipiravir
UniChem Compound Search for chemical match using the InChIKey ZCGNOVWYSGBHAU-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZCGNOVWYSGBHAU-UHFFFAOYSA-N