quinacrine

CHEBI:8711 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A member of the class of acridines that is acridine substituted by a chloro group at position 6, a methoxy group at position 2 and a [5-(diethylamino)pentan-2-yl]nitrilo group at position 9. — 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.

CHEBI:22213 CHEBI:22213
CHEBI:35618 CHEBI:35618
CHEBI:36683 CHEBI:36683
CHEBI:50996 CHEBI:50996

Chemical structure

Computed structure properties
Molecular formula	C23H30ClN3O
Charge	0
Average mass	399.966 Da
Monoisotopic mass	399.20774 Da
Source	ChEBI
InChIKey	GPKJTRJOBQGKQK-UHFFFAOYSA-N

SMILES

CCN(CC)CCCC(C)Nc1c2ccc(Cl)cc2nc2ccc(OC)cc12

InChI

InChI=1S/C23H30ClN3O/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26)

Also called

4-N-(6-chloro-2-methoxyacridin-9-yl)-1-N,1-N-diethylpentane-1,4-diamine (EXACT_SYNONYM)— chebi
2-methoxy-6-chloro-9-diethylaminopentylaminoacridine (EXACT_SYNONYM)— chebi
3-chloro-7-methoxy-9-(1-methyl-4-diethylaminobutylamino)acridine (EXACT_SYNONYM)— chebi
6-chloro-9-((4-(diethylamino)-1-methylbutyl)amino)-2-methoxyacridine (EXACT_SYNONYM)— chebi
Mepacrine (EXACT_SYNONYM)— chebi
N4-(6-chloro-2-methoxy-9-acridinyl)-N1,N1-diethyl-1,4-pentanediamine (EXACT_SYNONYM)— chebi
Quinacrine (EXACT_SYNONYM)— chebi
mepacrine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

beilstein:497807
cas:83-89-6
drugbank:DB01103
drugcentral:2338
hmdb:HMDB0015235
kegg.compound:C07339
kegg.drug:D08179
lincs.smallmolecule:LSM-1577
metacyc.compound:ATABRINE
reaxys:95500
wikipedia.en:Quinacrine

Activity roles

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

CHEBI:38068 CHEBI:38068

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:8711`	quinacrine	`antibioticmech:chebi-23bc4ceb93`	2026-08-30

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

Provenance

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