Compound Detail
CHEMBL1393
SPIRONOLACTONE 💊 Approved Drug
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💊 Approved Drug
CC(=O)S[C@@H]1CC2=CC(=O)CC[C@]2(C)[C@H]2CC[C@@]3(C)[C@@H](CC[C@@]34CCC(=O)O4)[C@H]12
Basic Information
| ChEMBL ID | CHEMBL1393 |
| Name | SPIRONOLACTONE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | LXMSZDCAJNLERA-ZHYRCANASA-N |
| Therapeutic | ✓ Yes |
13
Targets
50
Activities
3
Assay Types
2
PK Parameters
20
Publications
22
Known Names
20
Indications
1
Mechanisms
Molecular Properties
416.6
MW (Da)
4.85
ALogP
5
HBA
0
HBD
60.4
PSA (Ų)
0.57
QED
0
Ro5 Violations
1
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1960 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Mineralocorticoid receptor antagonist | ANTAGONIST | Mineralocorticoid receptor | ✓ | ✓ |
Indications
Ascites Cardiovascular Diseases Edema Essential Hypertension Fibrosis Heart Failure Heart Failure Hyperaldosteronism Hypertension Liver Cirrhosis Myocardial Infarction Nephrotic Syndrome Toxemia Acne Vulgaris Acute Kidney Injury Aortic Valve Stenosis Arthritis, Rheumatoid Atrial Fibrillation Heart Failure, Diastolic Muscular Dystrophy, Duchenne
ATC Classification
C03DA01
spironolactone
Level 1: CARDIOVASCULAR SYSTEM
Level 2: DIURETICS
Drug Warnings
Black Box Warning
carcinogenicity
Activity Summary
IC50 41 meas. best 8.8
Ki 8 meas. best 8.63
EC50 1 meas. best 5.48
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Mineralocorticoid receptor CHEMBL1994 | IC50 | 8.8 | 7.7023 | 1.6 | 13 |
| Mineralocorticoid receptor CHEMBL1994 | Ki | 8.63 | 8.465 | 2.3 | 2 |
| Glucocorticoid receptor CHEMBL2034 | Ki | 7.49 | 6.775 | 32.6 | 2 |
| Androgen receptor CHEMBL1871 | Ki | 7.41 | 7.41 | 39.4 | 1 |
| Androgen receptor CHEMBL1871 | IC50 | 7.32 | 6.63 | 48.0 | 6 |
| Androgen receptor CHEMBL3072 | Ki | 7.04 | 7.04 | 90.6 | 1 |
| Androgen receptor CHEMBL3072 | IC50 | 6.87 | 6.52 | 135.9 | 2 |
| Progesterone receptor CHEMBL1909044 | Ki | 6.66 | 6.66 | 217.2 | 1 |
| Progesterone receptor CHEMBL208 | Ki | 6.4 | 6.4 | 399.7 | 1 |
| Progesterone receptor CHEMBL208 | IC50 | 6.19 | 5.9075 | 650.0 | 4 |
| Unchecked CHEMBL612545 | IC50 | 6.01 | 6.01 | 977.0 | 1 |
| Glucocorticoid receptor CHEMBL2034 | IC50 | 5.85 | 5.468 | 1400.0 | 5 |
| Progesterone receptor CHEMBL1909044 | IC50 | 5.78 | 5.78 | 1665.4 | 1 |
| Cytochrome P450 2C19 CHEMBL3622 | IC50 | 5.52 | 5.52 | 3000.0 | 1 |
| Estrogen receptor beta CHEMBL242 | EC50 | 5.48 | 5.48 | 3300.0 | 1 |
| Estrogen receptor CHEMBL206 | IC50 | 5.24 | 5.24 | 5702.0 | 1 |
| Plasmodium falciparum CHEMBL364 | IC50 | 5.0 | 4.96 | 10000.0 | 5 |
| Multidrug and toxin extrusion protein 1 CHEMBL1743126 | IC50 | 4.73 | 4.73 | 18600.0 | 1 |
| ATP-dependent translocase ABCB1 CHEMBL4302 | IC50 | 4.63 | 4.63 | 23600.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| F | 49.0 | % | Homo sapiens |
| F | 25.0 | % | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine