ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL193240
CHEMBL193240
Compound Name ROFLUMILAST
ChEMBL Synonyms ROFLUMILAST | B9302-107 | BYK20869 | DALIRESP | BY217 | DAXAS
Max Phase 4 (Approved)
Trade Names DALIRESP | DAXAS
Molecular Formula C17H14Cl2F2N2O3

Additional synonyms for CHEMBL193240 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES FC(F)Oc1ccc(cc1OCC2CC2)C(=O)Nc3c(Cl)cncc3Cl
Standard InChI InChI=1S/C17H14Cl2F2N2O3/c18-11-6-22-7-12(19)15(11)23-16(24) ...
Download InChI
Standard InChI Key MNDBXUUTURYVHR-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL193240

Molecule Features

CHEMBL193240 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Phosphodiesterase 4 inhibitor Phosphodiesterase 4 DailyMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Dermatitis, AtopicD003876EFO:0000274atopic eczema2ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus2ClinicalTrials
Lung Diseases, ObstructiveD008173HP:0006536obstructive lung disease4ATC
Pulmonary Disease, Chronic ObstructiveD029424EFO:0000341chronic obstructive pulmonary disease4ClinicalTrials
FDA
PsoriasisD011565EFO:0000676psoriasis2ClinicalTrials
DementiaD003704HP:0000726dementia2ClinicalTrials
NeoplasmsD009369EFO:0000311cancer0ClinicalTrials
ObesityD009765EFO:0001073obesity1ClinicalTrials
AsthmaD001249EFO:0000270asthma3ClinicalTrials
BronchiectasisD001987HP:0002110Bronchiectasis2ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia1ClinicalTrials
EczemaD004485HP:0000964Eczema2ClinicalTrials
Non-alcoholic Fatty Liver DiseaseD065626EFO:0003095non-alcoholic fatty liver disease2ClinicalTrials

Clinical Data

ClinicalTrials.gov ROFLUMILAST
The Cochrane Collaboration ROFLUMILAST

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL193240. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL288 Phosphodiesterase 4D Homo sapiens 1.000
CHEMBL275 Phosphodiesterase 4B Homo sapiens 1.000
CHEMBL254 Phosphodiesterase 4A Homo sapiens 1.000
CHEMBL3333 Phosphodiesterase 4A Sus scrofa 1.000
CHEMBL291 Phosphodiesterase 4C Homo sapiens 0.621

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL288 Phosphodiesterase 4D Homo sapiens 1.000
CHEMBL275 Phosphodiesterase 4B Homo sapiens 1.000
CHEMBL3333 Phosphodiesterase 4A Sus scrofa 1.000
CHEMBL254 Phosphodiesterase 4A Homo sapiens 1.000
CHEMBL291 Phosphodiesterase 4C Homo sapiens 0.381

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
403.2 402.035 5.03 7 60.45 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 1 5 1 1


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.89 .41 2.31 2.3 2 26 0.7

Structural Alerts

There are 1 structural alerts for CHEMBL193240. To view alerts please click here.

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R03 - DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
R03D - OTHER SYSTEMIC DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
R03DX - Other systemic drugs for obstructive airway diseases
R03DX07 - roflumilast

ChemSpider ChemSpider:MNDBXUUTURYVHR-UHFFFAOYSA-N
DailyMed roflumilast
PubChem SID: 165222658 SID: 174007051
Wikipedia Roflumilast

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL193240



ACToR 162401-32-3
BindingDB 14774
Brenda 14446
ChEBI 47657
ChemicalBook CB7412688
DrugBank DB01656
DrugCentral 3531
eMolecules 6760347
EPA CompTox Dashboard DTXSID8044123
FDA SRS 0P6C6ZOP5U
Guide to Pharmacology 6962
IBM Patent System 51264F7C05B0F0F33A3A083AC7C35A98
LINCS LSM-45821
MolPort MolPort-006-069-128
Nikkaji J1.365.537E
PDBe ROF
PharmGKB PA165948052
PubChem 449193
PubChem: Drugs of the Future 12014977
PubChem: Thomson Pharma 14879303
Selleck Roflumilast(Daxas)
SureChEMBL SCHEMBL19158
ZINC ZINC000000592419

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/MNDBXUUTURYVHR-UHFFFAOYSA-N spacer
spacer