CCCP

CHEBI:3259 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A member of the class of monochlorobenzenes that is benzene substituted by 2-(1,3-dinitrilopropan-2-ylidene)hydrazinyl and chloro groups at positions 1 and 3, respectively. It is a mitochondrial depolarizing agent that induces reactive oxygen species mediated cell death. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:18379
Label unavailable CHEBI:38532
Label unavailable CHEBI:83403

Chemical structure

Computed structure properties
Molecular formula	C9H5ClN4
Charge	0
Average mass	204.62 Da
Monoisotopic mass	204.02027 Da
Source	ChEBI
InChIKey	UGTJLJZQQFGTJD-UHFFFAOYSA-N

SMILES

N#CC(C#N)=NNc1cccc(Cl)c1

InChI

InChI=1S/C9H5ClN4/c10-7-2-1-3-8(4-7)13-14-9(5-11)6-12/h1-4,13H

Also called

N'-(3-chlorophenyl)carbonohydrazonoyl dicyanide (EXACT_SYNONYM)— chebi
(3-chlorophenyl)hydrazonomalononitrile (EXACT_SYNONYM)— chebi
Carbonyl cyanide m-chlorophenyl hydrazone (EXACT_SYNONYM)— chebi
[(3-chlorophenyl)hydrazono]malononitrile (EXACT_SYNONYM)— chebi
[(3-chlorophenyl)hydrazono]propanedinitrile (EXACT_SYNONYM)— chebi
carbonylcyanide-3-chlorophenylhydrazone (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.

Patents and articles

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

wikipedia.en:Carbonyl_cyanide_m-chlorophenyl_hydrazone

Activity roles

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

antibacterial agent CHEBI:33282

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.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:3259`	CCCP	`antibioticmech:chebi-113ef9695e`	2026-08-30

Mechanism summary

Mode of action: MEMBRANE_DISRUPTION host shared target — Assigned from ChEBI role CHEBI:24869 (ionophore). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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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