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Compound Detail

CHEMBL1512

FLUNISOLIDE
💊 Approved Drug
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💊 Approved Drug
CC1(C)O[C@@H]2C[C@H]3[C@@H]4C[C@H](F)C5=CC(=O)C=C[C@]5(C)[C@H]4[C@@H](O)C[C@]3(C)[C@]2(C(=O)CO)O1

Basic Information

ChEMBL ID CHEMBL1512
Name FLUNISOLIDE
Phase Approved
Structure Type MOL
InChI Key XSFJVAJPIHIPKU-XWCQMRHXSA-N
Therapeutic ✓ Yes

Known Names

Aerobid Aerospan Aerospan hfa Flunisolida Flunisolide Flunisolide anhydrous Flunisolide hemihydrate Nasalide Nasarel NSC-757871 RS-3999 Syntaris +1 more
2
Targets
4
Activities
2
Assay Types
6
PK Parameters
20
Publications
13
Known Names
5
Indications
1
Mechanisms

Molecular Properties

434.5
MW (Da)
2.27
ALogP
6
HBA
2
HBD
93.1
PSA (Ų)
0.69
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1981
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Topical
USAN Year 1974

Extended Properties

Molecular Formula C24H31FO6
MW 434.50
Aromatic Rings 0
Heavy Atoms 31
NP-Likeness 2.34

Mechanism of Action

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

Indications

Asthma Lung Diseases, Obstructive Nasal Obstruction Rhinitis Rhinitis, Allergic, Perennial

ATC Classification

R01AD04
flunisolide
Level 1: RESPIRATORY SYSTEM
Level 2: NASAL PREPARATIONS
R03BA03
flunisolide
Level 1: RESPIRATORY SYSTEM
Level 2: DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES

Activity Summary

IC50 2 meas. best 8.27
Ki 2 meas. best 8.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glucocorticoid receptor
CHEMBL2034
Ki 8.62 8.62 2.4 1
Glucocorticoid receptor
CHEMBL2034
IC50 8.27 8.27 5.3 1
Progesterone receptor
CHEMBL1909044
Ki 7.33 7.33 47.0 1
Progesterone receptor
CHEMBL1909044
IC50 6.45 6.45 359.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 8.8 mL.min-1.kg-1 Rattus norvegicus
CL 12.0 mL.min-1.kg-1 Homo sapiens
CL 12.9 mL.min-1.kg-1 Canis lupus familiaris
CL 19.0 mL.min-1.kg-1 Macaca
F 20.0 % Homo sapiens
T1/2 0.2667 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15920768 10.1002/jps.20373 ADMET 8
16019946 10.1080/00498250400028197 ADMET 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Glucocorticoid receptor 2
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 2
23143891 10.1124/dmd.112.046318 Cytochrome P450 3A4 2
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 2
22931300 10.1021/tx300075j Cytochrome P450 3A4 2
22931300 10.1021/tx300075j Liver microsomes 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
37468498 10.1038/s41467-023-40064-9 Peroxisome proliferator-activated receptor gamma 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2

Data from ChEMBL 36 via Core Engine