ROFLUMILAST

Search structure
Synonyms:
Status: Approved (2011)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: R03DX07
UNII: 0P6C6ZOP5U

Structure
InChI Key MNDBXUUTURYVHR-UHFFFAOYSA-N
Smile 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

Action Mechanism of Action Reference
INHIBITOR Phosphodiesterase 4 inhibitor PubMed DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4A
- 0-1 - - -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4B
- 0-670 - 0 70-92
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4C
- 0-1 - - -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4D
- 0-480 - - 88
Enzyme
- 0-670 - 0 70-92
Epigenetic regulator Writer Protein methyltransferase SET domain
- - - - 19-27

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Pulmonary Disease, Chronic Obstructive 4 D029424 FDA
Psoriasis 3 D011565 ClinicalTrials
Asthma 3 D001249 ClinicalTrials
Diabetic Nephropathies 3 D003928 ClinicalTrials
Bronchiectasis 3 D001987 ClinicalTrials
Respiratory Distress Syndrome 2 D012128 ClinicalTrials
Non-alcoholic Fatty Liver Disease 2 D065626 ClinicalTrials
Diabetes Mellitus, Type 2 2 D003924 ClinicalTrials
Dermatitis, Atopic 2 D003876 ClinicalTrials
Dementia 2 D003704 ClinicalTrials
Dermatitis 2 D003872 ClinicalTrials
Cognitive Dysfunction 2 D060825 ClinicalTrials
Depressive Disorder, Major 1 D003865 ClinicalTrials
Schizophrenia 1 D012559 ClinicalTrials
Nervous System Diseases 1 D009422 ClinicalTrials
Obesity 1 D009765 ClinicalTrials
Lymphoma 1 D008223 ClinicalTrials
Neoplasms 0 D009369 ClinicalTrials

Cross References

Resources Reference
ChEBI 47657
ChEMBL CHEMBL193240
DrugBank DB01656
DrugCentral 3531
EPA CompTox DTXSID8044123
FDA SRS 0P6C6ZOP5U
Guide to Pharmacology 6962
PDB ROF
PharmGKB PA165948052
SureChEMBL SCHEMBL19158
ZINC ZINC000000592419
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