Compound Detail
CHEMBL1200624
ETHYNODIOL DIACETATE 💊 Approved Drug
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💊 Approved Drug
C#C[C@]1(OC(C)=O)CC[C@H]2[C@@H]3CCC4=C[C@@H](OC(C)=O)CC[C@@H]4[C@H]3CC[C@@]21C
Basic Information
| ChEMBL ID | CHEMBL1200624 |
| Name | ETHYNODIOL DIACETATE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | ONKUMRGIYFNPJW-KIEAKMPYSA-N |
| Therapeutic | ✓ Yes |
| Active Moiety | CHEMBL1201406 |
5
Targets
7
Activities
2
Assay Types
1
PK Parameters
20
Publications
12
Known Names
1
Mechanisms
Molecular Properties
384.5
MW (Da)
4.43
ALogP
4
HBA
0
HBD
52.6
PSA (Ų)
0.40
QED
0
Ro5 Violations
2
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1966 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Progesterone receptor agonist | AGONIST | Progesterone receptor | ✓ | ✓ |
ATC Classification
G03DC06
etynodiol
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
Activity Summary
IC50 5 meas. best 7.7
Ki 2 meas. best 7.68
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Liver CHEMBL613642 | IC50 | 7.7 | 7.7 | 20.0 | 1 |
| Progesterone receptor CHEMBL1909044 | Ki | 7.68 | 7.68 | 21.0 | 1 |
| Progesterone receptor CHEMBL1909044 | IC50 | 6.8 | 6.8 | 160.0 | 1 |
| Androgen receptor CHEMBL3072 | Ki | 5.68 | 5.68 | 2067.0 | 1 |
| Androgen receptor CHEMBL3072 | IC50 | 5.51 | 5.51 | 3100.0 | 1 |
| Amine oxidase [flavin-containing] A CHEMBL1951 | IC50 | 5.37 | 5.37 | 4290.0 | 1 |
| Bile salt export pump CHEMBL6020 | IC50 | 4.21 | 4.21 | 62000.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| Cmax | 29.0 | nM | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Liver | IC50 | = | 20.0 | nM | 7.7 | Induction of mitochondrial dysfunction in Sprague-Dawley rat liver mitochondria ... | 24799086 |
| Progesterone receptor | Ki | = | 21.0 | nM | 7.68 | DRUGMATRIX: Progesterone radioligand binding (ligand: [3H] R-5020) | - |
| Progesterone receptor | IC50 | = | 160.0 | nM | 6.8 | DRUGMATRIX: Progesterone radioligand binding (ligand: [3H] R-5020) | - |
| Androgen receptor | Ki | = | 2067.0 | nM | 5.68 | DRUGMATRIX: Androgen (Testosterone) AR radioligand binding (ligand: [3H] Miboler... | - |
| Androgen receptor | IC50 | = | 3100.0 | nM | 5.51 | DRUGMATRIX: Androgen (Testosterone) AR radioligand binding (ligand: [3H] Miboler... | - |
| Amine oxidase [flavin-containing] A | IC50 | = | 4290.0 | nM | 5.37 | DRUGMATRIX: Monoamine Oxidase MAO-A enzyme inhibition (substrate: Kynuramine) | - |
| Bile salt export pump | IC50 | = | 62000.0 | nM | 4.21 | Inhibition of recombinant human BSEP expressed in baculovirus infected sf9 cell ... | 24799086 |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| - | 10.5281/zenodo.13943903 | ADMET | 86 |
| - | 10.6019/CHEMBL4495565 | SARS-CoV-2 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Thromboxane A2 receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Prostaglandin G/H synthase 1 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Alpha-1A adrenergic receptor | 2 |
| - | 10.6019/CHEMBL4808148 | Histone deacetylase 6 | 2 |
| - | 10.6019/CHEMBL4651402 | SARS-CoV-2 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Muscarinic acetylcholine receptor M1 | 2 |
| 24799086 | 10.1002/hep.27206 | Homo sapiens | 2 |
| - | 10.21203/rs.3.rs-23951/v1 | SARS-CoV-2 | 1 |
| - | 10.6019/CHEMBL4495564 | Replicase polyprotein 1ab | 1 |
| - | 10.1101/2020.04.03.023846 | SARS-CoV-2 | 1 |
| 24799086 | 10.1002/hep.27206 | Liver | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | D(1A) dopamine receptor | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Voltage-gated inwardly rectifying potassium channel KCNH2 | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Sodium-dependent dopamine transporter | 1 |
| 24799086 | 10.1002/hep.27206 | Bile salt export pump | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Acetylcholinesterase | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Sodium-dependent noradrenaline transporter | 1 |
| 22194678 | 10.1371/journal.pcbi.1002310 | Hepatotoxicity | 1 |
Data from ChEMBL 36 via Core Engine