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Compound Detail

CHEMBL2040682

CICLESONIDE
💊 Approved Drug
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💊 Approved Drug
CC(C)C(=O)OCC(=O)[C@@]12O[C@H](C3CCCCC3)O[C@@H]1C[C@H]1[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]12C

Basic Information

ChEMBL ID CHEMBL2040682
Name CICLESONIDE
Phase Approved
Structure Type MOL
InChI Key LUKZNWIVRBCLON-GXOBDPJESA-N
Therapeutic ✓ Yes
Active Moiety CHEMBL4594374

Known Names

Alvesco Alvesco 160 Alvesco 80 Aservo equihaler BI54903 Ciclesonida Ciclesonide Omnaris RPR-251526 RPR251526 Zetonna
3
Targets
5
Activities
2
Assay Types
0
PK Parameters
20
Publications
11
Known Names
11
Indications
1
Mechanisms

Molecular Properties

540.7
MW (Da)
4.70
ALogP
7
HBA
1
HBD
99.1
PSA (Ų)
0.50
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2006
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Topical

Flags

Natural Product Prodrug
USAN Stem -onide
USAN Year 2004

Extended Properties

Molecular Formula C32H44O7
MW 540.70
Aromatic Rings 0
Heavy Atoms 39
NP-Likeness 1.94

Mechanism of Action

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

Indications

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

ATC Classification

R01AD13
ciclesonide
Level 1: RESPIRATORY SYSTEM
Level 2: NASAL PREPARATIONS
R03BA08
ciclesonide
Level 1: RESPIRATORY SYSTEM
Level 2: DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES

Activity Summary

IC50 3 meas. best 8.7
EC50 2 meas. best 7.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glucocorticoid receptor
CHEMBL2034
IC50 8.7 8.7 2.0 1
Glucocorticoid receptor
CHEMBL2034
EC50 7.66 7.66 22.0 1
SARS-CoV-2
CHEMBL4303835
IC50 5.36 5.36 4330.0 1
Unchecked
CHEMBL612545
IC50 5.0 5.0 10000.0 1
SARS-CoV-2
CHEMBL4303835
EC50 4.69 4.69 20500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
38864383 10.1021/acs.jmedchem.4c00597 Unchecked 3
38864383 10.1021/acs.jmedchem.4c00597 No relevant target 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2
33887440 10.1016/j.bmcl.2021.128052 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 ADMET 2
- 10.6019/CHEMBL4495565 Vero C1008 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
38516594 10.1039/d3md00674c Glucocorticoid receptor 2
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
38864383 10.1021/acs.jmedchem.4c00597 SARS-CoV-2 1
- 10.1101/2020.03.20.999730 SARS-CoV-2 1
23956101 10.1093/toxsci/kft176 ATP-binding cassette sub-family C member 4 1

Data from ChEMBL 36 via Core Engine