resiquimod   Click here for help

GtoPdb Ligand ID: 5051

Synonyms: R-848 | R848
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Resiquimod (R-848) is a more potent derivative of the imidazoquinoline compound imiquimod [1]. It acts as a TLR7 agonist.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 86.19
Molecular weight 314.17
XLogP 1.94
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CCOCc1nc2c(n1CC(O)(C)C)c1ccccc1nc2N
Isomeric SMILES CCOCc1nc2c(n1CC(O)(C)C)c1ccccc1nc2N
InChI InChI=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)
Selectivity at catalytic receptors
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
TLR7 Hs Agonist Agonist 5.9 pEC50 - 1-3
pEC50 5.9 (EC50 1.34x10-6 M) [1-3]
TLR8 Hs Agonist Agonist 5.2 pEC50 - 1-3
pEC50 5.2 (EC50 6.13x10-6 M) [1-3]