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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1473
CHEMBL1473
Compound Name FLUTICASONE PROPIONATE
ChEMBL Synonyms Flovent diskus 50 | FLONASE | Flovent diskus 250 | Flovent diskus 100 | FLUTICASONE | CUTIVATE | FLOVENT | CCI-18781 | CCI 18781 | Flovent hfa | FLUTICASONE PROPIONATE
Max Phase 4 (Approved)
Trade Names Flovent diskus 50 | Flovent diskus 100 | Flovent diskus 250 | FLONASE | Fluticasone propionate | FLOVENT | Flovent hfa | CUTIVATE
Molecular Formula C25H31F3O5S

Additional synonyms for CHEMBL1473 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC(=O)O[C@@]1([C@H](C)C[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C ...
Download SMILES
Standard InChI InChI=1S/C25H31F3O5S/c1-5-20(31)33-25(21(32)34-12-26)13(2)8- ...
Download InChI
Standard InChI Key WMWTYOKRWGGJOA-CENSZEJFSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • 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


CHEMBL1473

Molecule Features

CHEMBL1473 compound icon
Drug Type:Natural Product-derived Rule of Five:N First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Glucocorticoid receptor agonist Glucocorticoid receptor PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
NASAL OBSTRUCTIOND015508HP:0001742NASAL OBSTRUCTION4ATC
ATC
BRONCHITIS, CHRONICD029481EFO:0006505CHRONIC BRONCHITIS4DailyMed
EOSINOPHILIC ESOPHAGITISD057765EFO:0004232EOSINOPHILIC ESOPHAGITIS2ClinicalTrials
BRONCHIOLITISD001988HP:0011950BRONCHIOLITIS2ClinicalTrials
EMPHYSEMAD004646EFO:0000464EMPHYSEMA4DailyMed
PULMONARY DISEASE, CHRONIC OBSTRUCTIVED029424EFO:0000341CHRONIC OBSTRUCTIVE PULMONARY DISEASE4DailyMed
DailyMed
DailyMed
ClinicalTrials
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
RHINITISD012220HP:0012384RHINITIS2ClinicalTrials
RHINITIS, ALLERGIC, SEASONALD006255EFO:0005854ALLERGIC RHINITIS4ClinicalTrials
ASTHMAD001249EFO:0000270ASTHMA4DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
DailyMed
ClinicalTrials
LUNG DISEASES, OBSTRUCTIVED008173HP:0006536OBSTRUCTIVE LUNG DISEASE4ATC
RHINITIS, ALLERGIC, SEASONALD006255EFO:0003956SEASONAL ALLERGIC RHINITIS4ClinicalTrials
SKIN DISEASESD012871EFO:0000701SKIN DISEASE4ClinicalTrials
DailyMed
SLEEP APNEA, OBSTRUCTIVED020181EFO:0003918OBSTRUCTIVE SLEEP APNEA3ClinicalTrials
RHINITIS, ALLERGIC, PERENNIALD012221EFO:1001417RHINITIS, ALLERGIC, PERENNIAL3ClinicalTrials

Clinical Data

ClinicalTrials.gov FLUTICASONE PROPIONATE
The Cochrane Collaboration FLUTICASONE PROPIONATE

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 CHEMBL1473. 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
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.997
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.981
CHEMBL3056 Androgen Receptor Mus musculus 0.967
CHEMBL2428 Myosin light chain kinase, smooth muscle Homo sapiens 0.930
CHEMBL5038 Melanin-concentrating hormone receptor 2 Homo sapiens 0.923
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.871
CHEMBL1741176 X-box-binding protein 1 Homo sapiens 0.819
CHEMBL5192 Botulinum neurotoxin type A Clostridium botulinum 0.673
CHEMBL2186 Carbonic anhydrase XIII Mus musculus 0.498
CHEMBL5412 C-C chemokine receptor type 2 Mus musculus 0.337



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 0.999
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 0.995
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.995
CHEMBL3491 Cytochrome P450 2J2 Homo sapiens 0.991
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.977
CHEMBL4729 Cytochrome P450 2B6 Homo sapiens 0.977
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.965
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.952
CHEMBL5038 Melanin-concentrating hormone receptor 2 Homo sapiens 0.926
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.806
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.714
CHEMBL5412 C-C chemokine receptor type 2 Mus musculus 0.528
CHEMBL3262 Lanosterol synthase Rattus norvegicus 0.449
CHEMBL1806 DNA topoisomerase II alpha Homo sapiens 0.400

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
500.6 500.1844 4.09 6 105.97 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 1 1 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.53 - 3.06 3.06 0 34 0.55

Structural Alerts

There are 13 structural alerts for CHEMBL1473. To view alerts please click here.

Compound Cross References

ATC R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AD - Corticosteroids
R01AD08 - fluticasone

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AD - Corticosteroids
R01AD58 - fluticasone, combinations

R - RESPIRATORY SYSTEM
R03 - DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
R03B - OTHER DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES, INHALANTS
R03BA - Glucocorticoids
R03BA05 - fluticasone

D - DERMATOLOGICALS
D07 - CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07A - CORTICOSTEROIDS, PLAIN
D07AC - Corticosteroids, potent (group III)
D07AC17 - fluticasone

ChemSpider ChemSpider:WMWTYOKRWGGJOA-CENSZEJFSA-N
DailyMed fluticasone propionate
Wikipedia Fluticasone_propionate

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1473



BindingDB 50354849
ChEBI 31441
DrugBank DB00588
DrugCentral 1225
eMolecules 31226118 2736271
FDA SRS O2GMZ0LF5W
Guide to Pharmacology 7080
Human Metabolome Database HMDB0014726
IBM Patent System FF6157070AACAAAA23044820683EC9FE
LINCS LSM-3384
NIH Clinical Collection SAM001246583
Nikkaji J457.058H
PharmGKB PA449686
PubChem 444036
PubChem: Drugs of the Future 12014563
PubChem: Thomson Pharma 14908833 14762134
Selleck fluticasone-propionate-Flonase-Veramyst
SureChEMBL SCHEMBL4068
ZINC ZINC000003920027

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