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Compound Detail

CHEMBL1676

FLUTICASONE FUROATE
💊 Approved Drug
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💊 Approved Drug
C[C@@H]1C[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(OC(=O)c1ccco1)C(=O)SCF

Basic Information

ChEMBL ID CHEMBL1676
Name FLUTICASONE FUROATE
Phase Approved
Structure Type MOL
InChI Key XTULMSXFIHGYFS-VLSRWLAYSA-N
Therapeutic ✓ Yes

Known Names

Alisade Allermist Arnuity ellipta Avamys Ennhale Flonase sensimist allergy relief Fluticasone furoate Fluticasone furoate component of arnuity ellipta Fluticasone furoate component of breo ellipta Fluticasone furoate component of trelegy ellipta Furamist Furoate de fluticasone +9 more
7
Targets
11
Activities
3
Assay Types
7
PK Parameters
20
Publications
21
Known Names
10
Indications
1
Mechanisms

Molecular Properties

538.6
MW (Da)
4.93
ALogP
7
HBA
1
HBD
93.8
PSA (Ų)
0.54
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2007
Availability OTC
Chirality Single Enantiomer

Routes of Administration

Topical
USAN Year 2006

Extended Properties

Molecular Formula C27H29F3O6S
MW 538.58
Aromatic Rings 1
Heavy Atoms 37
NP-Likeness 1.20

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Glucocorticoid receptor agonist AGONIST Glucocorticoid receptor

Indications

Asthma Lung Diseases, Obstructive Nasal Obstruction Pulmonary Disease, Chronic Obstructive Rhinitis, Allergic, Perennial Rhinitis, Allergic, Seasonal Rhinitis, Allergic, Seasonal Rhinitis Rhinitis, Vasomotor Severe Acute Respiratory Syndrome

ATC Classification

R01AD12
fluticasone furoate
Level 1: RESPIRATORY SYSTEM
Level 2: NASAL PREPARATIONS
R03BA09
fluticasone furoate
Level 1: RESPIRATORY SYSTEM
Level 2: DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES

Activity Summary

IC50 8 meas. best 10.4
EC50 2 meas. best 9.4
Ki 1 meas. best 9.29

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glucocorticoid receptor
CHEMBL2034
IC50 10.4 9.75 0.0 2
PBMC
CHEMBL613107
IC50 10.3 10.3 0.1 1
RAW264.7
CHEMBL612557
IC50 10.0 10.0 0.1 1
Glucocorticoid receptor
CHEMBL2034
EC50 9.4 9.355 0.4 2
Glucocorticoid receptor
CHEMBL2034
Ki 9.29 9.29 0.5 1
Progesterone receptor
CHEMBL208
IC50 7.68 7.68 21.0 1
Blood
CHEMBL613416
IC50 7.37 7.37 43.0 1
Mineralocorticoid receptor
CHEMBL1994
IC50 6.78 6.78 166.0 1
Androgen receptor
CHEMBL3072
IC50 5.73 5.73 1880.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUClast 0.05 hr.nmol/ml Rattus norvegicus
AUClast 1049.0 hr.nmol/g Rattus norvegicus
Cmax 45.0 nM Rattus norvegicus
Cmax 77.1 nmol/g Rattus norvegicus
F 1.6 % Homo sapiens
T1/2 15.3 hr Homo sapiens
Vd 642.0 l Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
29741897 10.1021/acs.jmedchem.7b01873 ADMET 6
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 6
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 4
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 4
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 4
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 3
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 3
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 3
32182061 10.1021/acs.jmedchem.9b01877 ADMET 3
37468498 10.1038/s41467-023-40064-9 Sodium-dependent serotonin transporter 2
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 2
37468498 10.1038/s41467-023-40064-9 Amine oxidase [flavin-containing] A 2
29741897 10.1021/acs.jmedchem.7b01873 Glucocorticoid receptor 2
37561958 10.1021/acs.jmedchem.3c01012 Rattus norvegicus 2
37468498 10.1038/s41467-023-40064-9 Mu-type opioid receptor 2

Data from ChEMBL 36 via Core Engine