Compound Detail
CHEMBL1670
MITOTANE 💊 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
Basic Information
| ChEMBL ID | CHEMBL1670 |
| Name | MITOTANE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | JWBOIMRXGHLCPP-UHFFFAOYSA-N |
| Therapeutic | ✓ Yes |
8
Targets
15
Activities
2
Assay Types
0
PK Parameters
20
Publications
14
Known Names
5
Indications
2
Mechanisms
Molecular Properties
320.1
MW (Da)
5.93
ALogP
0
HBA
0
HBD
0.0
PSA (Ų)
0.62
QED
1
Ro5 Violations
3
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 1970 |
| Availability | Prescription |
| Chirality | Racemic |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Cytochrome P450 11A1 inhibitor | INHIBITOR | Cholesterol side-chain cleavage enzyme, mitochondrial | ✓ | ✓ |
| Cytochrome P450 11B1 inhibitor | INHIBITOR | Cytochrome P450 11B1, mitochondrial | ✓ | ✓ |
Indications
Adrenal Cortex Neoplasms Adrenal Cortex Neoplasms Neoplasms Carcinoma Prostatic Neoplasms, Castration-Resistant
ATC Classification
L01XX23
mitotane
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS
Drug Warnings
Black Box Warning
General Warning
Activity Summary
IC50 8 meas. best 6.09
Ki 7 meas. best 6.19
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| 5-hydroxytryptamine receptor 6 CHEMBL3371 | Ki | 6.19 | 6.19 | 651.0 | 1 |
| Sodium-dependent dopamine transporter CHEMBL238 | Ki | 6.1 | 6.1 | 795.0 | 1 |
| Sodium-dependent noradrenaline transporter CHEMBL222 | IC50 | 6.09 | 6.09 | 819.0 | 1 |
| Sodium-dependent noradrenaline transporter CHEMBL222 | Ki | 6.09 | 6.09 | 812.0 | 1 |
| Sodium-dependent dopamine transporter CHEMBL238 | IC50 | 6.0 | 6.0 | 1001.0 | 1 |
| Acetyl-CoA acetyltransferase, mitochondrial CHEMBL2616 | IC50 | 5.89 | 5.89 | 1300.0 | 1 |
| 5-hydroxytryptamine receptor 6 CHEMBL3371 | IC50 | 5.85 | 5.85 | 1402.0 | 1 |
| Sodium-dependent serotonin transporter CHEMBL228 | Ki | 5.8 | 5.8 | 1601.0 | 1 |
| Alpha-2A adrenergic receptor CHEMBL1867 | Ki | 5.56 | 5.56 | 2755.0 | 1 |
| Sodium-dependent serotonin transporter CHEMBL228 | IC50 | 5.52 | 5.52 | 3015.0 | 1 |
| 5-hydroxytryptamine receptor 2B CHEMBL1833 | Ki | 5.51 | 5.51 | 3075.0 | 1 |
| Adenosine receptor A3 CHEMBL256 | Ki | 5.38 | 5.38 | 4208.0 | 1 |
| 5-hydroxytryptamine receptor 2B CHEMBL1833 | IC50 | 5.32 | 5.32 | 4832.0 | 1 |
| Alpha-2A adrenergic receptor CHEMBL1867 | IC50 | 5.13 | 5.13 | 7347.0 | 1 |
| Adenosine receptor A3 CHEMBL256 | IC50 | 5.13 | 5.13 | 7445.0 | 1 |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| - | 10.6019/CHEMBL3885881 | Rattus norvegicus | 405 |
| 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 |
| 37468498 | 10.1038/s41467-023-40064-9 | Gamma-aminobutyric acid receptor subunit alpha-1 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Mu-type opioid receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 2B | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Muscarinic acetylcholine receptor M2 | 2 |
| - | 10.6019/CHEMBL4808148 | Histone deacetylase 6 | 2 |
| - | 10.6019/CHEMBL4651402 | SARS-CoV-2 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Alpha-2A adrenergic receptor | 2 |
| 26948801 | 10.1016/j.drudis.2016.02.015 | Homo sapiens | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 2A | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 1A | 2 |
| 8988604 | 10.1021/np960144k | C6 | 2 |
| 22961681 | 10.1124/dmd.112.047068 | Bile salt export pump | 1 |
| 23571415 | 10.1124/mol.112.084152 | Solute carrier organic anion transporter family member 1B3 | 1 |
| 17417631 | 10.1038/nchembio873 | Unchecked | 1 |
| 38569434 | 10.1016/j.ejmech.2024.116333 | Acetyl-CoA acetyltransferase, mitochondrial | 1 |
Data from ChEMBL 36 via Core Engine