favipiravir

CHEBI:134722 ·resolve ·ANTIVIRAL ·EXACT REVIEWED

A member of the class of pyrazines that is pyrazine substituted by aminocarbonyl, hydroxy and fluoro groups at positions 2, 3 and 6, respectively. It is an anti-viral agent that inhibits RNA-dependent RNA polymerase of several RNA viruses and is approved for the treatment of influenza in Japan. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• Label unavailable CHEBI:140324
• Label unavailable CHEBI:37143
• Label unavailable CHEBI:71633

Chemical structure

SMILES

NC(=O)c1nc(F)cnc1O

InChI

InChI=1S/C5H4FN3O2/c6-2-1-8-5(11)3(9-2)4(7)10/h1H,(H2,7,10)(H,8,11)

Also called

• Areplivir (BRAND_NAME)— chebi
• Avifavir (BRAND_NAME)— chebi
• Avigan (BRAND_NAME)— chebi
• Favilavir (BRAND_NAME)— chebi
• Favipira (BRAND_NAME)— chebi
• favipiravirum (INN)— chebi
• 6-fluoro-3-hydroxypyrazine-2-carboxamide (EXACT_SYNONYM)— chebi
• 6-fluoro-3-hydroxy-2-pyrazinecarboxamide (EXACT_SYNONYM)— chebi
• T 705 (EXACT_SYNONYM)— chebi
• T-705 (EXACT_SYNONYM)— chebi
• T705 (EXACT_SYNONYM)— chebi
• fapilavir (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

• cas:259793-96-9
• chemspider:431002
• reaxys:9697246

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

• drugbank:DB12466
• drugcentral:4887
• kegg.drug:D09537

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

• wikipedia.en:Favipiravir

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

• anticoronaviral agent CHEBI:149553
• antiviral drug CHEBI:36044

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

influenza virus RNA-dependent RNA polymerase (via T-705RTP) VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION

Enzyme kinetics and primer-extension assays tested the active ribosyl-triphosphate metabolite T-705RTP. They did not measure direct binding of parent favipiravir to the polymerase. Evidence status: PRIMARY_EVIDENCE. Source: PRIMARY_LITERATURE 2013-08 (retrieved 2026-09-02).

• PMID:23917318 (Primary favipiravir-metabolite influenza polymerase study (DOI:10.1128/AAC.00649-13).)

Mechanism summary

Mode of action

VIRAL_POLYMERASE_INHIBITION microbial target — CURATOR: PMID:23917318 studied T-705RTP, the intracellularly formed ribosyl-triphosphate metabolite of favipiravir, rather than direct binding of the parent compound. T-705RTP competed with ATP and GTP, showed noncompetitive or mixed inhibition versus UTP and CTP, and after one incorporation into nascent influenza RNA inhibited further extension.

Record-level evidence

• PMID:23917318 (Primary study of intracellularly activated favipiravir metabolite T-705RTP against influenza RdRp.)

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

5. RESEEDED_FROM_SOURCES 2026-09-02 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

6. REVIEWED 2026-09-03 · codex · LLM-assisted

   Verified exact ChEBI parent-compound identity, structure, antiviral roles, and filing class; curator-confirmed viral-polymerase inhibition and added the measured influenza RdRp association with an explicit active-metabolite boundary.

7. RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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