roflumilast   Click here for help

GtoPdb Ligand ID: 6962

Synonyms: ARQ-151 (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.
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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 8
Topological polar surface area 60.45
Molecular weight 402.03
XLogP 4
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA (2010), FDA (2011))
IUPAC Name Click here for help
3-(CYCLOPROPYLMETHOXY)-N-(3,5-DICHLOROPYRIDIN-4-YL)-4-(DIFLUOROMETHOXY)BENZAMIDE
International Nonproprietary Names Click here for help
INN number INN
7598 roflumilast
Synonyms Click here for help
ARQ-151 (roflumilast cream) | BY-217 | BYK-20869 | Daliresp® | Daxas®
Database Links Click here for help
CAS Registry No. 162401-32-3
ChEMBL Ligand CHEMBL193240
DrugBank Ligand DB01656
DrugCentral Ligand 3531
GtoPdb PubChem SID 178103543
PubChem CID 449193
RCSB PDB Ligand ROF
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SynPHARM 79214 (in complex with phosphodiesterase 4B)
Wikipedia Roflumilast

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Tocris
Roflumilast
Cat. No. 6641