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CHEBI:234430 - gardiquimod

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:
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.
HIV-1 reverse transcriptase inhibitor  An entity which inhibits the activity of HIV-1 reverse transcriptase.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
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.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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
HMDB0252643HMDB
GardiquimodWikipedia
9K3PDBeChem
Registry NumbersSources
CAS:1020412-43-4SUBMITTER
Citations