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Compound Detail

CHEMBL1370

BUDESONIDE
💊 Approved Drug
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💊 Approved Drug
CCCC1O[C@@H]2C[C@H]3[C@@H]4CCC5=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 CHEMBL1370
Name BUDESONIDE
Phase Approved
Structure Type MOL
InChI Key VOVIALXJUBGFJZ-KWVAZRHASA-N
Therapeutic ✓ Yes

Known Names

Aircort Budeflam aquanase Budelin novolizer Budenofalk Budesonida Budesonide Budesonide component of airsupra Budesonide component of breztri Budesonide component of symbicort Budesonide component of uceris Cortiment Duoresp spiromax +18 more
20
Targets
49
Activities
3
Assay Types
23
PK Parameters
20
Publications
30
Known Names
20
Indications
1
Mechanisms

Molecular Properties

430.5
MW (Da)
2.72
ALogP
6
HBA
2
HBD
93.1
PSA (Ų)
0.71
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1994
Availability OTC
Chirality Racemic

Routes of Administration

Oral Topical

Flags

Black Box Warning Natural Product
USAN Stem -onide
USAN Year 1979

Extended Properties

Molecular Formula C25H34O6
MW 430.54
Aromatic Rings 0
Heavy Atoms 31
NP-Likeness 2.47

Mechanism of Action

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

Indications

Asthma Bronchitis, Chronic Colitis, Ulcerative Crohn Disease Emphysema Esophageal Diseases Glomerulonephritis, IGA Lung Diseases, Obstructive Nasal Obstruction Pulmonary Disease, Chronic Obstructive Rhinitis, Allergic, Perennial Rhinitis, Allergic, Seasonal Rhinitis, Allergic, Seasonal Altitude Sickness Bronchiolitis Obliterans Syndrome Bronchopulmonary Dysplasia Colitis, Collagenous Colitis, Lymphocytic Colitis, Microscopic Eosinophilic Esophagitis

ATC Classification

A07EA06
budesonide
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS
D07AC09
budesonide
Level 1: DERMATOLOGICALS
Level 2: CORTICOSTEROIDS, DERMATOLOGICAL PREPARATIONS
R01AD05
budesonide
Level 1: RESPIRATORY SYSTEM
Level 2: NASAL PREPARATIONS
R03BA02
budesonide
Level 1: RESPIRATORY SYSTEM
Level 2: DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES

Drug Warnings

Black Box Warning
infectious disease
Country: United States

Activity Summary

IC50 40 meas. best 9.92
EC50 5 meas. best 8.7
Ki 4 meas. best 8.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
ADMET
CHEMBL612558
IC50 9.92 9.705 0.1 2
Glucocorticoid receptor
CHEMBL2034
IC50 9.3 8.784 0.5 5
RAW264.7
CHEMBL612557
IC50 9.09 9.09 0.8 1
Unchecked
CHEMBL612545
IC50 9.05 6.81 0.9 2
PBMC
CHEMBL613107
IC50 9.02 9.02 1.0 1
Glucocorticoid receptor
CHEMBL2034
Ki 8.89 8.79 1.3 2
Glucocorticoid receptor
CHEMBL2034
EC50 8.7 8.4425 2.0 4
Glucocorticoid receptor
CHEMBL3368
IC50 8.54 8.54 2.9 1
Mineralocorticoid receptor
CHEMBL1994
EC50 8.32 8.32 4.8 1
Blood
CHEMBL613416
IC50 8.07 8.07 8.5 1
Mineralocorticoid receptor
CHEMBL1994
IC50 7.85 7.85 14.0 1
Progesterone receptor
CHEMBL1909044
Ki 7.57 7.57 27.0 1
Progesterone receptor
CHEMBL208
IC50 7.55 7.55 28.0 1
Progesterone receptor
CHEMBL1909044
IC50 6.68 6.68 210.0 1
Androgen receptor
CHEMBL3072
IC50 6.15 5.97 710.0 2
Androgen receptor
CHEMBL3072
Ki 5.96 5.96 1090.0 1
Plasmodium falciparum
CHEMBL364
IC50 5.8 5.4429 1584.9 7
Matrix metalloproteinase-9
CHEMBL321
IC50 5.7 5.7 1989.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 4.58 4.58 26200.0 1
Interleukin-5 receptor subunit alpha
CHEMBL4523198
IC50 4.58 4.58 26200.0 1
Interleukin-5
CHEMBL1163111
IC50 4.58 4.5763 26200.0 8
Interleukin-5
CHEMBL1169600
IC50 4.57 4.57 26800.0 1
ATP-binding cassette sub-family C member 4
CHEMBL1743128
IC50 4.43 4.43 37000.0 1
Bile salt export pump
CHEMBL6020
IC50 4.34 4.34 46000.0 1
ATP-binding cassette sub-family C member 3
CHEMBL5918
IC50 4.26 4.26 54500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 12.92 ng.hr.mL-1 Homo sapiens
AUC 6.501 ng.hr.mL-1 Homo sapiens
AUClast 11.6 hr.nmol/ml Rattus norvegicus
AUClast 110.03 hr.nmol/g Rattus norvegicus
CL 20.0 mL.min-1.kg-1 Homo sapiens
CL 19.0 mL.min-1.kg-1 Homo sapiens
CL 20.0 mL.min-1.kg-1 Homo sapiens
CL 20.0 mL.min-1.kg-1 Homo sapiens
Cmax 5.0 nM Homo sapiens
Cmax 127.0 nM Rattus norvegicus
Cmax 18.67 nmol/g Rattus norvegicus
F 11.0 % Homo sapiens
Fu 0.13 - Homo sapiens
Fu 0.13 - Homo sapiens
MRT 3.2 hr Homo sapiens
PPB 85.0 % Homo sapiens
T1/2 2.8 hr Homo sapiens
T1/2 0.1833 hr Homo sapiens
T1/2 0.6667 hr Homo sapiens
T1/2 1.183 hr Homo sapiens
Tmax 0.5 hr Homo sapiens
Vd 2.2 L.kg-1 Homo sapiens
Vd 2.2 L.kg-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
ADMET IC50 = 0.12 nM 9.92 Inhibitory activity against IL-5 production (Anti-CD3 monoclonal antibody stimul... 15369399
ADMET IC50 = 0.32 nM 9.49 Inhibitory activity against IFN-gamma production (Anti-CD3 monoclonal antibody s... 15369399
Glucocorticoid receptor IC50 = 0.5 nM 9.3 Transrepression of glucocorticoid receptor in PMA-stimulated human ChaGoK1 cells... 28937774
RAW264.7 IC50 = 0.82 nM 9.09 Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-... 29741897
Glucocorticoid receptor IC50 = 0.9 nM 9.05 Glucocorticoid Receptor Competitor Assay: The potency of binding to gucocorticoi... -
Unchecked IC50 = 0.9 nM 9.05 GILZ gene assays: HUT78 cells were cultured in IMEM plus 20% heat inactivated FB... -
PBMC IC50 = 0.96 nM 9.02 Inhibition of TNFalpha release in human PBMC by ELISA assay 21880489
Glucocorticoid receptor Ki = 1.3 nM 8.89 Displacement of [3H]dexamethasone from human recombinant glucocorticoid receptor... 29741897
Glucocorticoid receptor IC50 = 1.57 nM 8.8 Transrepression of glucocorticoid receptor in human PBMC assessed as inhibition ... 28937774
Glucocorticoid receptor EC50 = 2.0 nM 8.7 Agonist activity at human GR 27652492
Glucocorticoid receptor EC50 = 2.0 nM 8.7 Agonist activity at GR (unknown origin) by Alpha Screen assay 31673308
Glucocorticoid receptor Ki = 2.034 nM 8.69 DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone) -
Glucocorticoid receptor IC50 = 2.9 nM 8.54 Steroid binding against the rat thymus glucocorticoid receptor 8960547
Glucocorticoid receptor EC50 = 3.5 nM 8.46 Induction of nuclear translocation of human recombinant ProLabel-tagged glucocor... 29741897
Glucocorticoid receptor IC50 = 3.8 nM 8.42 Displacement of fluormone labelled GS Red from human recombinant glucocorticoid ... 28937774
Glucocorticoid receptor IC50 = 4.475 nM 8.35 DRUGMATRIX: Glucocorticoid radioligand binding (ligand: [3H] Dexamethasone) -
Mineralocorticoid receptor EC50 = 4.8 nM 8.32 Induction of nuclear translocation of human recombinant ProLabel-tagged mineralo... 29741897
Blood IC50 = 8.46 nM 8.07 Inhibition of TNFalpha release in LPS-stimulated human whole blood by ELISA assa... 21880489
Glucocorticoid receptor EC50 = 12.4 nM 7.91 Agonist activity at GR in human SW1353 cells transfected with luciferase gene li... 21880489
Mineralocorticoid receptor IC50 = 14.0 nM 7.85 Displacement of [3H]-aldosterone from N terminal maltose binding protein tagged ... 28937774

Literature References

PubMed DOI Target Context # Activities
- 10.1101/2024.03.28.586928 ADMET 100
- 10.5281/zenodo.13943903 ADMET 87
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
25740159 10.1016/j.bmcl.2015.02.013 No relevant target 10
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20070106 10.1021/jm901371v Homo sapiens 8
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
23143891 10.1124/dmd.112.046318 Cytochrome P450 3A7 6
15369399 10.1021/jm031101l Rattus norvegicus 6
29741897 10.1021/acs.jmedchem.7b01873 ADMET 6
23143891 10.1124/dmd.112.046318 Cytochrome P450 3A5 6
29741897 10.1021/acs.jmedchem.7b01873 Rattus norvegicus 6
23143891 10.1124/dmd.112.046318 Cytochrome P450 3A4 6
28937774 10.1021/acs.jmedchem.7b01215 Glucocorticoid receptor 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
20627591 10.1016/j.bmc.2010.05.028 Interleukin-5 4
18426954 10.1124/dmd.108.020479 ADMET 4
29681148 10.1021/acs.jmedchem.8b00001 RAW264.7 3

Data from ChEMBL 36 via Core Engine