gardiquimod

CHEBI:234430 ·resolve ·ANTIVIRAL ·EXACT SEEDED

An imidazoquinoline that is 1H-imidazo[4,5-c]quinoline substituted by 2-hydroxy-2-methylpropyl, (ethylamino)methyl, and amino groups at positions 1, 2, and 4, respectively. It is an agonist of toll-like receptor 7. — 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:26878 CHEBI:26878
CHEBI:33860 CHEBI:33860
CHEBI:38776 CHEBI:38776
CHEBI:50995 CHEBI:50995

Chemical structure

Computed structure properties
Molecular formula	C17H23N5O
Charge	0
Average mass	313.405 Da
Monoisotopic mass	313.19026 Da
Source	ChEBI
InChIKey	FHJATBIERQTCTN-UHFFFAOYSA-N

SMILES

CCNCc1nc2c(N)nc3ccccc3c2n1CC(C)(C)O

InChI

InChI=1S/C17H23N5O/c1-4-19-9-13-21-14-15(22(13)10-17(2,3)23)11-7-5-6-8-12(11)20-16(14)18/h5-8,19,23H,4,9-10H2,1-3H3,(H2,18,20)

Also called

1-{4-amino-2-[(ethylamino)methyl]-1H-imidazo[4,5-c]quinolin-1-yl}-2-methylpropan-2-ol (EXACT_SYNONYM)— chebi
1-(4-amino-2-ethylaminomethylimidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol (EXACT_SYNONYM)— chebi
4-amino-2-[(ethylamino)methyl]-α,α-dimethyl-1H-imidazo[4,5-c]quinoline-1-ethanol (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:1020412-43-4
hmdb:HMDB0252643
pdb-ccd:9K3
wikipedia.en:Gardiquimod

Activity roles

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

CHEBI:53756 CHEBI:53756

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:234430`	gardiquimod	`antibioticmech:chebi-20833c12c7`	2026-08-30

Mechanism summary

Mode of action: VIRAL_POLYMERASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:53756 (HIV-1 reverse transcriptase inhibitor). ChEBI asserts the role on the compound. The role names a target specific to the microbe or virus — 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

Provenance

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