roflumilast   Click here for help

GtoPdb Ligand ID: 6962

Synonyms: ARQ-151/Zoryve® (roflumilast cream) | BY-217 | BYK-20869 | Daliresp® | Daxas®
Approved drug PDB Ligand Immunopharmacology Ligand
roflumilast is an approved drug (EMA (2010), FDA (2011))
Compound class: Synthetic organic
Comment: Roflumilast is a phosphodiesterase-4 inhibitor.
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: roflumilast

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 8
Topological polar surface area 60.45
Molecular weight 402.03
XLogP 4
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES FC(Oc1ccc(cc1OCC1CC1)C(=O)Nc1c(Cl)cncc1Cl)F
Isomeric SMILES FC(Oc1ccc(cc1OCC1CC1)C(=O)Nc1c(Cl)cncc1Cl)F
InChI InChI=1S/C17H14Cl2F2N2O3/c18-11-6-22-7-12(19)15(11)23-16(24)10-3-4-13(26-17(20)21)14(5-10)25-8-9-1-2-9/h3-7,9,17H,1-2,8H2,(H,22,23,24)
InChI Key MNDBXUUTURYVHR-UHFFFAOYSA-N
Immunopharmacology Disease
Disease X-Refs Comment References
Asthma Disease Ontology: DOID:2841
OMIM: 600807
A phosphodiesterase inhibitor approved to treat asthma.
Chronic obstructive pulmonary disease Disease Ontology: DOID:3083
A phosphodiesterase inhibitor approved to treat COPD.