Compound Detail
CHEMBL1509
DROSPIRENONE 💊 Approved Drug
Enter ChEMBL ID:
Free Research Context
This compound will appear in recent viewed items on the research home for this browser.
Research home
View demo workspace
💊 Approved Drug
C[C@]12CCC(=O)C=C1[C@@H]1C[C@@H]1[C@H]1[C@@H]3[C@@H]4C[C@@H]4[C@@]4(CCC(=O)O4)[C@@]3(C)CC[C@@H]12
Basic Information
| ChEMBL ID | CHEMBL1509 |
| Name | DROSPIRENONE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | METQSPRSQINEEU-HXCATZOESA-N |
| Therapeutic | ✓ Yes |
4
Targets
4
Activities
1
Assay Types
30
PK Parameters
20
Publications
12
Known Names
9
Indications
2
Mechanisms
Molecular Properties
366.5
MW (Da)
4.31
ALogP
3
HBA
0
HBD
43.4
PSA (Ų)
0.60
QED
0
Ro5 Violations
0
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 2001 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Mineralocorticoid receptor antagonist | ANTAGONIST | Mineralocorticoid receptor | ✓ | ✓ |
| Progesterone receptor agonist | AGONIST | Progesterone receptor | ✓ | ✓ |
Indications
Acne Vulgaris Dysmenorrhea Polycystic Ovary Syndrome Bulimia Bulimia Nervosa Depressive Disorder Hidradenitis Suppurativa Premenstrual Syndrome Obesity
ATC Classification
G03AC10
drospirenone
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
Activity Summary
IC50 4 meas. best 7.36
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Progesterone receptor CHEMBL208 | IC50 | 7.36 | 7.36 | 43.3 | 1 |
| Androgen receptor CHEMBL1871 | IC50 | 6.2 | 6.2 | 630.0 | 1 |
| Bile salt export pump CHEMBL6020 | IC50 | 4.79 | 4.79 | 16400.0 | 1 |
| ATP-binding cassette sub-family C member 4 CHEMBL1743128 | IC50 | 4.42 | 4.42 | 37900.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 268.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 763.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 288.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 827.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 930.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 957.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 968.0 | ng.hr.mL-1 | Homo sapiens |
| AUC | 800.07 | ng.hr.mL-1 | Homo sapiens |
| Cmax | 104.77 | nM | Homo sapiens |
| Cmax | 191.81 | nM | Homo sapiens |
| Cmax | 100.68 | nM | Homo sapiens |
| Cmax | 238.74 | nM | Homo sapiens |
| Cmax | 229.74 | nM | Homo sapiens |
| Cmax | 221.83 | nM | Homo sapiens |
| Cmax | 214.73 | nM | Homo sapiens |
| F | 76.0 | % | Homo sapiens |
| t1/2 | - | - | Homo sapiens |
| T1/2 | 30.8 | hr | Homo sapiens |
| t1/2 | - | - | Homo sapiens |
| T1/2 | 30.9 | hr | Homo sapiens |
| T1/2 | 32.5 | hr | Homo sapiens |
| T1/2 | 31.4 | hr | Homo sapiens |
| T1/2 | 31.1 | hr | Homo sapiens |
| Tmax | 1.0 | hr | Homo sapiens |
| Tmax | 1.0 | hr | Homo sapiens |
| Tmax | 1.7 | hr | Homo sapiens |
| Tmax | 1.7 | hr | Homo sapiens |
| Tmax | 1.8 | hr | Homo sapiens |
| Tmax | 1.6 | hr | Homo sapiens |
| Tmax | 1.6 | hr | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Progesterone receptor | IC50 | = | 43.3 | nM | 7.36 | Binding Assay: Using cytosol from progesterone receptor-expressing insect cells ... | - |
| Androgen receptor | IC50 | = | 630.0 | nM | 6.2 | Binding Assay: The test was carried out as in 1, with the following modification... | - |
| Bile salt export pump | IC50 | = | 16400.0 | nM | 4.79 | Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as... | 23956101 |
| ATP-binding cassette sub-family C member 4 | IC50 | = | 37900.0 | nM | 4.42 | Inhibition of human MRP4 overexpressed in Sf9 cell membrane vesicles assessed as... | 23956101 |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| - | 10.5281/zenodo.13943903 | ADMET | 89 |
| 1875342 | 10.1021/jm00112a022 | Oryctolagus cuniculus | 7 |
| 1875342 | 10.1021/jm00112a022 | Rattus norvegicus | 6 |
| - | 10.6019/CHEMBL4495565 | SARS-CoV-2 | 4 |
| 37468498 | 10.1038/s41467-023-40064-9 | Nuclear receptor subfamily 1 group I member 2 | 3 |
| 37468498 | 10.1038/s41467-023-40064-9 | Gamma-aminobutyric acid receptor subunit alpha-1 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Alpha-1A adrenergic receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 2B | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 2A | 2 |
| 23956101 | 10.1093/toxsci/kft176 | ATP-binding cassette sub-family C member 2 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Muscarinic acetylcholine receptor M2 | 2 |
| - | 10.6019/CHEMBL4808148 | Histone deacetylase 6 | 2 |
| 23956101 | 10.1093/toxsci/kft176 | Homo sapiens | 2 |
| 23956101 | 10.1093/toxsci/kft176 | Unchecked | 2 |
| - | 10.6019/CHEMBL4495564 | Replicase polyprotein 1ab | 2 |
| 23956101 | 10.1093/toxsci/kft176 | ATP-binding cassette sub-family C member 4 | 1 |
| 3989815 | 10.1021/jm50001a002 | Mineralocorticoid receptor | 1 |
| 23956101 | 10.1093/toxsci/kft176 | Bile salt export pump | 1 |
| 17870541 | 10.1016/j.bmc.2007.08.060 | Homo sapiens | 1 |
| 1875342 | 10.1021/jm00112a022 | Progesterone receptor | 1 |
Data from ChEMBL 36 via Core Engine