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CHEBI:234430 - gardiquimod

Default Structure
ChEBI IDCHEBI:234430
ChEBI Namegardiquimod
Stars
DefinitionAn 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.
Last Modified19 June 2025
Submitterjonmuyskens
DownloadsMolfile
FormulaC17H23N5O
Net Charge0
Average Mass313.405
Monoisotopic Mass313.19026
SMILESCCNCc1nc2c(N)nc3ccccc3c2n1CC(C)(C)O
InChIInChI=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)
InChIKeyFHJATBIERQTCTN-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
HIV-1 reverse transcriptase inhibitor  An entity which inhibits the activity of HIV-1 reverse transcriptase.
Toll-like receptor 7 agonist  An agonist that selectively binds to and activates the Toll-like receptor 7 (TLR7) protein.
immunomodulator  Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
immunomodulator  Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
ChEBI Ontology
Outgoing Relation(s)
gardiquimod (CHEBI:234430) has role antineoplastic agent (CHEBI:35610)
gardiquimod (CHEBI:234430) has role apoptosis inducer (CHEBI:68495)
gardiquimod (CHEBI:234430) has role hepatoprotective agent (CHEBI:62868)
gardiquimod (CHEBI:234430) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
gardiquimod (CHEBI:234430) has role immunomodulator (CHEBI:50846)
gardiquimod (CHEBI:234430) has role Toll-like receptor 7 agonist (CHEBI:234474)
gardiquimod (CHEBI:234430) is a aromatic amine (CHEBI:33860)
gardiquimod (CHEBI:234430) is a imidazoquinoline (CHEBI:38776)
gardiquimod (CHEBI:234430) is a secondary amino compound (CHEBI:50995)
gardiquimod (CHEBI:234430) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
1-{4-amino-2-[(ethylamino)methyl]-1H-imidazo[4,5-c]quinolin-1-yl}-2-methylpropan-2-ol
Synonyms  Source
1-(4-amino-2-ethylaminomethylimidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-olSUBMITTER
4-amino-2-[(ethylamino)methyl]-α,α-dimethyl-1H-imidazo[4,5-c]quinoline-1-ethanolChEBI
Manual XrefsDatabases
9K3PDBeChem
GardiquimodWikipedia
HMDB0252643HMDB
Registry NumbersSources
CAS:1020412-43-4SUBMITTER
Citations