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
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4A
- 0.3-0.8 - - -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4B
- 0.15-670 - 0.3981 70.32-91.64
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4C
- 0.3-0.8 - - -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4D
- 0.13-480 - - 88.32
Enzyme Transferase
- - - - 3.054-9.8
Enzyme
- 0.15-670 - 0.3981 70.32-91.64
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -1.25-0.69
Epigenetic regulator Writer Protein methyltransferase SET domain
- - - - 19-27

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Bronchitis, Chronic 4 D029481 ClinicalTrials
Bronchiectasis 3 D001987 ClinicalTrials
Diabetic Nephropathies 3 D003928 ClinicalTrials
Asthma 3 D001249 ClinicalTrials
Dermatitis, Atopic 3 D003876 ClinicalTrials
Cognitive Dysfunction 2 D060825 ClinicalTrials
Non-alcoholic Fatty Liver Disease 2 D065626 ClinicalTrials
Dementia 2 D003704 ClinicalTrials
Dermatitis 2 D003872 ClinicalTrials
Respiratory Distress Syndrome 2 D012128 ClinicalTrials
Rosacea 2 D012393 ClinicalTrials
Diabetes Mellitus, Type 2 2 D003924 ClinicalTrials
Fragile X Syndrome 2 D005600 ClinicalTrials
Dermatitis, Seborrheic 2 D012628 ClinicalTrials
Schizophrenia 1 D012559 ClinicalTrials
Brain Diseases 1 D001927 ClinicalTrials
Obesity 1 D009765 ClinicalTrials
Nervous System Diseases 1 D009422 ClinicalTrials
Depressive Disorder, Major 1 D003865 ClinicalTrials
Peripheral Nervous System Diseases 1 D010523 ClinicalTrials
Neoplasms 1 D009369 ClinicalTrials
Lymphoma 1 D008223 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
PubChem 449193
SureChEMBL SCHEMBL19158
ZINC ZINC000000592419
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