cinanserin

CHEBI:145999 ·resolve ·ANTIVIRAL ·EXACT REVIEWED

An aryl sulfide that is (2E)-3-phenyl-N-(2-sulfanylphenyl)prop-2-enamide in which the hydrogen of the thiol group is substituted by a 3-(dimethylamino)propyl group. It is a 5-hydroxytryptamine receptor antagonist and an inhibitor of SARS-CoV replication. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• Label unavailable CHEBI:140325
• Label unavailable CHEBI:23247
• Label unavailable CHEBI:35683
• Label unavailable CHEBI:50996

Chemical structure

SMILES

CN(C)CCCSc1ccccc1NC(=O)/C=C/c1ccccc1

InChI

InChI=1S/C20H24N2OS/c1-22(2)15-8-16-24-19-12-7-6-11-18(19)21-20(23)14-13-17-9-4-3-5-10-17/h3-7,9-14H,8,15-16H2,1-2H3,(H,21,23)/b14-13+

Also called

• cinanserina (INN)— chebi
• cinanserinum (INN)— chebi
• cinansérine (INN)— chebi
• (2E)-N-(2-{[3-(dimethylamino)propyl]sulfanyl}phenyl)-3-phenylprop-2-enamide (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:1166-34-3

Patents and articles

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

• wikipedia.en:Cinanserin

Activity roles

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

• anticoronaviral agent CHEBI:149553
• antiviral agent CHEBI:22587

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.

coronavirus 3C-like protease (3CLpro) VIRAL_PROTEIN DIRECT_BINDING_TARGET

Surface plasmon resonance measured binding to bacterially expressed SARS-CoV and HCoV-229E 3CL proteases; enzyme and virus-cell assays linked the interaction to protease inhibition and antiviral effects. Evidence status: PRIMARY_EVIDENCE. Source: PRIMARY_LITERATURE 2005-06 (retrieved 2026-09-02).

• PMID:15890949 (Primary coronavirus 3CLpro binding, enzyme-inhibition, and cell-culture study (DOI:10.1128/JVI.79.11.7095-7103.2005).)

Mechanism summary

Mode of action

VIRAL_PROTEASE_INHIBITION microbial target — CURATOR: PMID:15890949 used surface plasmon resonance to demonstrate cinanserin binding to the 3C-like proteases of SARS coronavirus and human coronavirus 229E, measured enzyme inhibition, and observed reduced viral RNA and infectious-particle production in cell culture.

Record-level evidence

• PMID:15890949 (Primary cinanserin coronavirus-protease mechanism study.)

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. REVIEWED 2026-09-02 · codex · LLM-assisted

   Verified exact ChEBI identity, structure, roles, and antiviral class; replaced the database-only mechanism rationale with compound-specific primary evidence and added the directly bound coronavirus 3CLpro target.

5. 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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