imiquimod   Click here for help

GtoPdb Ligand ID: 5003

Synonyms: Aldara® | R837 | S-26308 | Zyclara®
Approved drug PDB Ligand Immunopharmacology Ligand
imiquimod is an approved drug (FDA (1997), EMA (1998))
Compound class: Synthetic organic
Comment: Imiquimod is a TLR7 agonist acting as an immunomodulator.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 56.73
Molecular weight 240.14
XLogP 2.71
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(Cn1cnc2c1c1ccccc1nc2N)C
Isomeric SMILES CC(Cn1cnc2c1c1ccccc1nc2N)C
InChI InChI=1S/C14H16N4/c1-9(2)7-18-8-16-12-13(18)10-5-3-4-6-11(10)17-14(12)15/h3-6,8-9H,7H2,1-2H3,(H2,15,17)
InChI Key DOUYETYNHWVLEO-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1997), EMA (1998))
IUPAC Name Click here for help
1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine
International Nonproprietary Names Click here for help
INN number INN
6911 imiquimod
Synonyms Click here for help
Aldara® | R837 | S-26308 | Zyclara®
Database Links Click here for help
CAS Registry No. 99011-02-6
ChEBI CHEBI:36704
ChEMBL Ligand CHEMBL1282
DrugBank Ligand DB00724
DrugCentral Ligand 1429
GtoPdb PubChem SID 178101700
PubChem CID 57469
RCSB PDB Ligand 6T0
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Wikipedia Imiquimod

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Tocris
Imiquimod
Cat. No. 3700