Compound Detail
CHEMBL1200436
OXANDROLONE 💊 Approved Drug
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💊 Approved Drug
C[C@]12COC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@@]2(C)[C@H]1CC[C@]2(C)O
Basic Information
| ChEMBL ID | CHEMBL1200436 |
| Name | OXANDROLONE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | QSLJIVKCVHQPLV-PEMPUTJUSA-N |
| Therapeutic | ✓ Yes |
1
Targets
2
Activities
2
Assay Types
0
PK Parameters
16
Publications
11
Known Names
9
Indications
1
Mechanisms
Molecular Properties
306.4
MW (Da)
3.54
ALogP
3
HBA
1
HBD
46.5
PSA (Ų)
0.70
QED
0
Ro5 Violations
0
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1964 |
| Availability | Discontinued |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Androgen Receptor agonist | AGONIST | Androgen receptor | ✓ | ✓ |
Indications
Neoplasms Pressure Ulcer Turner Syndrome Wounds and Injuries Burns Klinefelter Syndrome Rotator Cuff Injuries Fanconi Anemia Malnutrition
ATC Classification
A14AA08
oxandrolone
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: ANABOLIC AGENTS FOR SYSTEMIC USE
Drug Warnings
Black Box Warning
hepatotoxicity
Activity Summary
IC50 1 meas. best 9.09
Ki 1 meas. best 7.21
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Androgen receptor CHEMBL1871 | IC50 | 9.09 | 9.09 | 0.8 | 1 |
| Androgen receptor CHEMBL1871 | Ki | 7.21 | 7.21 | 62.0 | 1 |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Androgen receptor | IC50 | = | 0.808 | nM | 9.09 | Inhibition of Androgen receptor (unknown origin) | 35063736 |
| Androgen receptor | Ki | = | 62.0 | nM | 7.21 | Binding affinity to human Androgen receptor | 35786895 |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| 22194678 | 10.1371/journal.pcbi.1002310 | Hepatotoxicity | 14 |
| 15646539 | 10.1016/s0399-8320(04)95062-2 | Unchecked | 11 |
| 15646539 | 10.1016/s0399-8320(04)95062-2 | NON-PROTEIN TARGET | 8 |
| 20014752 | 10.1021/tx900326k | Hepatotoxicity | 3 |
| 26948801 | 10.1016/j.drudis.2016.02.015 | Homo sapiens | 2 |
| - | 10.6019/CHEMBL4495565 | SARS-CoV-2 | 2 |
| - | 10.6019/CHEMBL4651402 | SARS-CoV-2 | 2 |
| - | 10.6019/CHEMBL4808148 | Histone deacetylase 6 | 2 |
| 20020916 | 10.1080/15376510701857262 | Phospholipidosis | 1 |
| 21624500 | 10.1016/j.drudis.2011.05.007 | Hepatotoxicity | 1 |
| - | 10.1101/2020.04.03.023846 | SARS-CoV-2 | 1 |
| - | 10.21203/rs.3.rs-23951/v1 | SARS-CoV-2 | 1 |
| - | 10.6019/CHEMBL4495564 | Replicase polyprotein 1ab | 1 |
| 35063736 | 10.1016/j.ejmech.2022.114119 | Androgen receptor | 1 |
| 35786895 | 10.1021/acs.jmedchem.2c00716 | Androgen receptor | 1 |
| 38318365 | 10.1016/j.isci.2024.108907 | Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 | 1 |
Data from ChEMBL 36 via Core Engine