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.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: imiquimod

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1997), EMA (1998))
IUPAC Name Click here for help
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
ChEMBL Ligand CHEMBL1282
DrugBank Ligand DB00724
DrugCentral Ligand 1429
GtoPdb PubChem SID 178101700
PubChem CID 57469
RCSB PDB Ligand 6T0
Search Google for chemical match using the InChIKey DOUYETYNHWVLEO-UHFFFAOYSA-N
Search Google for chemicals with the same backbone DOUYETYNHWVLEO
Search PubMed clinical trials imiquimod
Search PubMed titles imiquimod
Search PubMed titles/abstracts imiquimod
UniChem Compound Search for chemical match using the InChIKey DOUYETYNHWVLEO-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey DOUYETYNHWVLEO-UHFFFAOYSA-N
Wikipedia Imiquimod

Product suppliers

View disclaimer

Imiquimod (links to external site)
Cat. No. 3700