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Compound Detail

CHEMBL1161

MOMETASONE FUROATE
💊 Approved Drug
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💊 Approved Drug
C[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(Cl)[C@@H](O)C[C@]2(C)[C@@]1(OC(=O)c1ccco1)C(=O)CCl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1161
Name MOMETASONE FUROATE
Phase Approved
Structure Type MOL
InChI Key WOFMFGQZHJDGCX-ZULDAHANSA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL1201404

Known Names

Asmanex Asmanex hfa Asmanex twisthaler Elocon LAS-41002 LAS41002 Lyr-210 LYR210 Mometasone furoate Mometasone furoate anhydrous Mometasone furoate component of dulera Mometasone furoate component of lyr-220 active +11 more
6
Targets
8
Activities
3
Assay Types
0
PK Parameters
20
Publications
23
Known Names
20
Indications
1
Mechanisms

Molecular Properties

521.4
MW (Da)
4.87
ALogP
6
HBA
1
HBD
93.8
PSA (Ų)
0.45
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1987
Availability OTC
Chirality Single Enantiomer

Routes of Administration

Parenteral Topical

Flags

Natural Product Prodrug
USAN Year 1987

Extended Properties

Molecular Formula C27H30Cl2O6
MW 521.44
Aromatic Rings 1
Heavy Atoms 35
NP-Likeness 1.46

Mechanism of Action

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

Indications

Asthma Lung Diseases, Obstructive Nasal Obstruction Nasal Polyps Nasal Polyps Rhinitis, Allergic Rhinitis, Allergic, Seasonal Rhinitis, Allergic, Seasonal Skin Diseases Breast Neoplasms Hypertrophy Pulmonary Disease, Chronic Obstructive Rhinitis, Allergic, Perennial Severe Acute Respiratory Syndrome Sinusitis Sleep Apnea, Obstructive Anemia, Sickle Cell Dermatitis, Atopic Eosinophilic Esophagitis Pemphigoid, Bullous

ATC Classification

D07AC13
mometasone
Level 1: DERMATOLOGICALS
Level 2: CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
D07XC03
mometasone
Level 1: DERMATOLOGICALS
Level 2: CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
R01AD09
mometasone
Level 1: RESPIRATORY SYSTEM
Level 2: NASAL PREPARATIONS
R03BA07
mometasone
Level 1: RESPIRATORY SYSTEM
Level 2: DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES

Activity Summary

IC50 4 meas. best 5.94
Ki 3 meas. best 9.15
Kd 1 meas. best 10.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Progesterone receptor
CHEMBL208
 Kd 10.1 10.1 0.1 1
Glucocorticoid receptor
CHEMBL2034
 Ki 9.15 9.15 0.7 1
Solute carrier organic anion transporter family member 1B3
CHEMBL1743121
 Ki 6.06 6.06 870.0 1
Solute carrier organic anion transporter family member 1B3
CHEMBL1743121
 IC50 5.94 5.94 1148.2 1
Plasmodium falciparum
CHEMBL364
 IC50 5.82 5.82 1514.0 1
Solute carrier organic anion transporter family member 1B1
CHEMBL1697668
 Ki 5.79 5.79 1620.0 1
Solute carrier organic anion transporter family member 1B1
CHEMBL1697668
 IC50 5.53 5.53 2951.2 1
Unchecked
CHEMBL612545
 IC50 5.3 5.3 4988.6 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Progesterone receptor Kd = 0.08 nM 10.1 Dissociation constant for progesterone receptor 15189034
Glucocorticoid receptor Ki = 0.7 nM 9.15 Inhibition of glucocorticoid receptor (unknown origin) 31188592
Solute carrier organic anion transporter family member 1B3 Ki = 870.0 nM 6.06 Ki values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO cells 23571415
Solute carrier organic anion transporter family member 1B3 IC50 = 1148.15 nM 5.94 pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO ce... 23571415
Plasmodium falciparum IC50 = 1514.0 nM 5.82 Antiplasmodial activity against Plasmodium falciparum 3D7 infected in RBCs by fi... 20547797
Solute carrier organic anion transporter family member 1B1 Ki = 1620.0 nM 5.79 Ki values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO cells 23571415
Solute carrier organic anion transporter family member 1B1 IC50 = 2951.21 nM 5.53 pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO ce... 23571415
Unchecked IC50 = 4988.6 nM 5.3 PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture CD31-stained tube area de... -

Literature References

PubMed DOI Target Context # Activities
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 3
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 3
- 10.6019/CHEMBL3301361 ADMET 3
37468498 10.1038/s41467-023-40064-9 Thromboxane A2 receptor 2
37468498 10.1038/s41467-023-40064-9 Prostaglandin G/H synthase 1 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M1 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Glucocorticoid receptor 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
37468498 10.1038/s41467-023-40064-9 Bile salt export pump 1
37468498 10.1038/s41467-023-40064-9 Sodium-dependent dopamine transporter 1
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
31188592 10.1021/acs.jmedchem.8b01732 Glucocorticoid receptor 1
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
20553011 10.1021/tx1000865 Hepatotoxicity 1

Data from ChEMBL 36 via Core Engine