Chemical Component Summary

Name1-[4-amino-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol
SynonymsR848; Resiquimod
Identifiers1-[4-azanyl-2-(ethoxymethyl)imidazo[4,5-c]quinolin-1-yl]-2-methyl-propan-2-ol
FormulaC17 H22 N4 O2
Molecular Weight314.382
TypeNON-POLYMER
Isomeric SMILESCCOCc1nc2c(n1CC(C)(C)O)c3ccccc3nc2N
InChIInChI=1S/C17H22N4O2/c1-4-23-9-13-20-14-15(21(13)10-17(2,3)22)11-7-5-6-8-12(11)19-16(14)18/h5-8,22H,4,9-10H2,1-3H3,(H2,18,19)
InChIKeyBXNMTOQRYBFHNZ-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count45
Chiral Atom Count0
Bond Count47
Aromatic Bond Count15

Drug Info: DrugBank

DrugBank IDDB06530 
NameResiquimod
Groups investigational
DescriptionA substance being studied in the treatment of some types of skin cancer. When put on the skin, resiquimod causes some immune cells to make certain chemicals that may help them kill tumor cells. It is also being studied to find out if adding it to a tumor vaccine improves the antitumor immune response. It is a type of imidazoquinoline and a type of immunomodulator.
SynonymsResiquimod
IndicationInvestigated for use/treatment in genital herpes.
Categories
  • Immunologic Factors
  • Immunomodulatory Agents
  • Toll-Like Receptor Agonists
CAS number144875-48-9

Drug Targets

NameTarget SequencePharmacological ActionActions
Toll-like receptor 7MVFPMWTLKRQILILFNIILISKLLGARWFPKTLPCDVTLDVPKNHVIVD...unknown
Toll-like receptor 8MENMFLQSSMLTCIFLLISGSCELCAEENFSRSYPCDEKKQNDSVIAECS...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL383322
PubChem 159603
ChEMBL CHEMBL383322
ChEBI CHEBI:36706