resiquimod   

GtoPdb Ligand ID: 5051

Synonyms: R-848 | R848
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.
2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
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)
InChI Key BXNMTOQRYBFHNZ-UHFFFAOYSA-N
Immunopharmacology Comments
Resiquimod acts as an immune response modifier, and has antiviral and antitumour activity. It activates immune cells via the TLR7/TLR8 MyD88-dependent signaling pathway [1-2].