Compound Detail
CHEMBL1276308
MIFEPRISTONE 💊 Approved Drug
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💊 Approved Drug
CC#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3[C@@H](c3ccc(N(C)C)cc3)C[C@@]21C
Basic Information
| ChEMBL ID | CHEMBL1276308 |
| Name | MIFEPRISTONE |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | VKHAHZOOUSRJNA-GCNJZUOMSA-N |
| Therapeutic | ✓ Yes |
32
Targets
231
Activities
4
Assay Types
30
PK Parameters
20
Publications
11
Known Names
20
Indications
2
Mechanisms
Molecular Properties
429.6
MW (Da)
5.41
ALogP
3
HBA
1
HBD
40.5
PSA (Ų)
0.64
QED
1
Ro5 Violations
2
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 2000 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Glucocorticoid receptor antagonist | ANTAGONIST | Glucocorticoid receptor | ✓ | ✓ |
| Progesterone receptor antagonist | ANTAGONIST | Progesterone receptor | ✓ | ✓ |
Indications
Cushing Syndrome Abortion, Spontaneous Abortion, Spontaneous Breast Neoplasms Breast Neoplasms Depressive Disorder Depressive Disorder, Major Leiomyoma Leiomyoma Meningioma Mental Disorders Pituitary ACTH Hypersecretion Adenomyosis Alcoholism Alcoholism Alzheimer Disease Bipolar Disorder Borderline Personality Disorder Carcinoma, Non-Small-Cell Lung Central Serous Chorioretinopathy
ATC Classification
G03XB01
mifepristone
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
G03XB51
mifepristone, combinations
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
Drug Warnings
Black Box Warning
General Warning
Black Box Warning
gastrointestinal toxicity
Black Box Warning
infectious disease
Black Box Warning
cardiotoxicity
Black Box Warning
hematological toxicity
Activity Summary
IC50 164 meas. best 10.68
Ki 55 meas. best 10.05
EC50 10 meas. best 9.52
Kd 2 meas. best 7.82
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Progesterone receptor CHEMBL208 | IC50 | 10.68 | 9.425 | 0.0 | 42 |
| Glucocorticoid receptor CHEMBL2034 | Ki | 10.05 | 8.9443 | 0.1 | 21 |
| Progesterone receptor CHEMBL208 | Ki | 9.6 | 8.7285 | 0.3 | 13 |
| Glucocorticoid receptor CHEMBL2034 | IC50 | 9.53 | 8.5435 | 0.3 | 49 |
| Progesterone receptor CHEMBL208 | EC50 | 9.52 | 9.52 | 0.3 | 1 |
| Progesterone receptor CHEMBL1909044 | Ki | 9.37 | 9.37 | 0.4 | 1 |
| Glucocorticoid receptor CHEMBL2034 | EC50 | 9.22 | 7.9933 | 0.6 | 3 |
| Androgen receptor CHEMBL1871 | Ki | 9.19 | 8.2433 | 0.7 | 6 |
| Unchecked CHEMBL612545 | IC50 | 9.15 | 6.54 | 0.7 | 6 |
| Tegument protein VP16 CHEMBL4218 | EC50 | 9.15 | 9.15 | 0.7 | 1 |
| Androgen receptor CHEMBL1871 | IC50 | 9.0 | 8.0783 | 1.0 | 18 |
| Glucocorticoid receptor CHEMBL3368 | IC50 | 8.85 | 7.418 | 1.4 | 5 |
| Glucocorticoid receptor CHEMBL3144 | IC50 | 8.66 | 8.66 | 2.2 | 1 |
| Glucocorticoid receptor CHEMBL3368 | EC50 | 8.6 | 8.6 | 2.5 | 1 |
| Progesterone receptor CHEMBL1909044 | IC50 | 8.49 | 8.49 | 3.2 | 1 |
| Progesterone receptor CHEMBL2596 | IC50 | 8.46 | 8.46 | 3.5 | 1 |
| Androgen receptor CHEMBL3072 | Ki | 8.26 | 8.26 | 5.6 | 1 |
| Androgen receptor CHEMBL3072 | IC50 | 8.08 | 8.08 | 8.3 | 1 |
| Androgen receptor CHEMBL1871 | EC50 | 8.0 | 7.9467 | 10.0 | 3 |
| Glucocorticoid receptor CHEMBL4295956 | IC50 | 7.96 | 7.835 | 10.9 | 2 |
| Glucocorticoid receptor CHEMBL2034 | Kd | 7.82 | 7.82 | 15.0 | 1 |
| Progesterone receptor CHEMBL2596 | EC50 | 7.8 | 7.8 | 15.8 | 1 |
| Glucocorticoid receptor CHEMBL4105966 | IC50 | 7.7 | 7.595 | 20.2 | 2 |
| Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL4358 | IC50 | 6.26 | 6.26 | 555.0 | 1 |
| Mineralocorticoid receptor CHEMBL1994 | IC50 | 6.23 | 5.845 | 590.0 | 6 |
| Mineralocorticoid receptor CHEMBL1994 | Ki | 6.19 | 6.13 | 640.0 | 2 |
| Estrogen receptor beta CHEMBL242 | IC50 | 6.09 | 6.09 | 812.0 | 1 |
| NON-PROTEIN TARGET CHEMBL3879801 | IC50 | 6.05 | 6.05 | 900.0 | 1 |
| Mu-type opioid receptor CHEMBL233 | Ki | 6.0 | 6.0 | 997.0 | 1 |
| Cytochrome P450 2C8 CHEMBL3721 | IC50 | 5.82 | 5.82 | 1500.0 | 2 |
| Bile salt export pump CHEMBL6020 | IC50 | 5.7 | 5.7 | 2020.0 | 1 |
| Estrogen receptor CHEMBL2093866 | IC50 | 5.65 | 5.65 | 2244.0 | 1 |
| Mu-type opioid receptor CHEMBL233 | IC50 | 5.61 | 5.61 | 2457.0 | 1 |
| Estrogen receptor beta CHEMBL242 | Ki | 5.54 | 5.54 | 2876.0 | 1 |
| Plasmodium falciparum CHEMBL364 | IC50 | 5.4 | 5.0571 | 3981.1 | 7 |
| Cytochrome P450 3A4 CHEMBL340 | Ki | 5.33 | 5.33 | 4700.0 | 2 |
| Cytochrome P450 2C9 CHEMBL3397 | IC50 | 5.31 | 5.31 | 4900.0 | 1 |
| Estrogen receptor CHEMBL206 | IC50 | 5.3 | 5.1325 | 5000.0 | 4 |
| Unchecked CHEMBL612545 | Ki | 5.28 | 4.8933 | 5310.0 | 3 |
| Estrogen receptor CHEMBL206 | Ki | 5.17 | 5.17 | 6754.0 | 1 |
| Kappa-type opioid receptor CHEMBL237 | Ki | 5.09 | 5.09 | 8038.0 | 1 |
| Cytochrome P450 3A4 CHEMBL340 | IC50 | 5.02 | 5.02 | 9500.0 | 2 |
| Sigma non-opioid intracellular receptor 1 CHEMBL287 | Ki | 4.96 | 4.96 | 11047.0 | 1 |
| Alpha-2B adrenergic receptor CHEMBL1942 | Ki | 4.92 | 4.92 | 12082.0 | 1 |
| SUM149PT CHEMBL4296497 | IC50 | 4.82 | 4.82 | 15000.0 | 1 |
| ATP-dependent translocase ABCB1 CHEMBL2573 | Kd | 4.7 | 4.7 | 20000.0 | 1 |
| Kappa-type opioid receptor CHEMBL237 | IC50 | 4.7 | 4.7 | 20096.0 | 1 |
| Tyrosine-protein kinase Fyn CHEMBL1841 | IC50 | 4.67 | 4.67 | 21357.0 | 1 |
| MCF7 CHEMBL387 | IC50 | 4.62 | 4.62 | 24030.0 | 1 |
| Sigma non-opioid intracellular receptor 1 CHEMBL287 | IC50 | 4.58 | 4.58 | 26280.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 1.863 | - | Mus musculus |
| AUC | 1.371 | - | Mus musculus |
| AUC | 446.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 3571.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 77955.22 | ng.hr.mL-1 | Homo sapiens |
| AUC | - | - | Rattus norvegicus |
| AUC | 85.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 2420.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 1970.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 85.0 | ng.hr.mL-1 | Rattus norvegicus |
| CL | 115.0 | mL.min-1.kg-1 | Mus musculus |
| CL | 50.0 | mL.min-1.kg-1 | Rattus norvegicus |
| CL | 0.33 | mL.min-1.kg-1 | Homo sapiens |
| CL | 15.6 | mL.min-1.kg-1 | Canis lupus familiaris |
| CL | 24.2 | mL.min-1.kg-1 | Macaca |
| CL | 92.5 | mL.min-1.g-1 | - |
| CL | 26.92 | uL.min-1.(10^6cells)-1 | Homo sapiens |
| CL | 79.0 | mL.min-1.g-1 | Homo sapiens |
| CL | 61.67 | mL.min-1.kg-1 | Rattus norvegicus |
| CL | 61.67 | mL.min-1.kg-1 | Rattus norvegicus |
| Cmax | 6510.71 | nM | Mus musculus |
| Cmax | 69.83 | nM | Mus musculus |
| Cmax | 125.23 | nM | Rattus norvegicus |
| Cmax | 5819.37 | nM | Homo sapiens |
| Cmax | - | - | Rattus norvegicus |
| Cmax | 55.87 | nM | Rattus norvegicus |
| Cmax | 837.99 | nM | Rattus norvegicus |
| Cmax | 55.87 | nM | Rattus norvegicus |
| F | 31.0 | % | Mus musculus |
| F | 6.4 | % | Rattus norvegicus |
Activity Data Samples
Top measurements by pChEMBL value
Literature References
Data from ChEMBL 36 via Core Engine