ROFLUMILAST

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Synonyms
Status
Molecule Category Free-form
ATC R03DX07
UNII 0P6C6ZOP5U
EPA CompTox DTXSID8044123

Structure

InChI Key MNDBXUUTURYVHR-UHFFFAOYSA-N
Smiles O=C(Nc1c(Cl)cncc1Cl)c1ccc(OC(F)F)c(OCC2CC2)c1
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)

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H14Cl2F2N2O3
Molecular Weight 403.21
AlogP 5.03
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 7.0
Polar Surface Area 60.45
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 26.0

Pharmacology

Mechanism of Action Action Reference
Phosphodiesterase 4 inhibitor INHIBITOR PubMed DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4A
- 0.21-0.8 - - -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4B
- 0.15-670 - 0.3981 70.32-91.64
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4C
- 0.3-1.7 - - -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4D
- 0.13-480 - - 88.32
Epigenetic regulator Writer Protein methyltransferase SET domain
- - - - 19-27
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Homo sapiens
- 0.02-670 - 0.3981 10-94
Mus musculus
- 1.2-1.2 - - 47-98.8
Mustela putorius furo
- - - - 65
Rattus norvegicus
- - - - 24-97.6

Target Conservation

Protein: Phosphodiesterase 4
Description: cAMP-specific 3',5'-cyclic phosphodiesterase 4A
Organism : Homo sapiens
P27815 ENSG00000065989
Protein: Phosphodiesterase 4
Description: cAMP-specific 3',5'-cyclic phosphodiesterase 4B
Organism : Homo sapiens
Q07343 ENSG00000184588
Protein: Phosphodiesterase 4
Description: cAMP-specific 3',5'-cyclic phosphodiesterase 4C
Organism : Homo sapiens
Q08493 ENSG00000105650
Protein: Phosphodiesterase 4
Description: cAMP-specific 3',5'-cyclic phosphodiesterase 4D
Organism : Homo sapiens
Q08499 ENSG00000113448

Cross References

Resources Reference
ChEBI 47657
ChEMBL CHEMBL193240
DrugBank DB01656
DrugCentral 3531
FDA SRS 0P6C6ZOP5U
Guide to Pharmacology 6962
PDB ROF
PharmGKB PA165948052
SureChEMBL SCHEMBL19158
ZINC ZINC000000592419
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