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metyrapone 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |
| Stem definition | Drug id | CAS RN |
|---|---|---|
| 1791 | 54-36-4 |
Description:
| Molecule | Description |
|---|---|
|
Synonyms:
|
An inhibitor of the enzyme STEROID 11-BETA-MONOOXYGENASE. It is used as a test of the feedback hypothalamic-pituitary mechanism in the diagnosis of CUSHING SYNDROME.
Legend: OFP - off patent OFM - off market ONP - on patent |
Drug dosage:
None
ADMET properties:
| Property | Value | Reference |
|---|---|---|
| BDDCS (Biopharmaceutical Drug Disposition Classification System) | 2 | Bocci G, Oprea TI, Benet LZ |
| S (Water solubility) | 0.43 mg/mL | Bocci G, Oprea TI, Benet LZ |
Predicted pharmacokinetic/toxicological properties (PK-AZ):
| Property | Description | Value | Unit | Confidence | Similarity |
|---|---|---|---|---|---|
| azlogd74 | LogD at pH 7.4 | 0.941 | High | 1 | |
| caco2-efflux | Caco-2 efflux ratio (BA/AB) | 0.300 | High | 1 | |
| caco2-intrinsic-papp | Caco-2 intrinsic apparent permeability | 89.125 | 10^-6 cm/s | High | 1 |
| dh-clint | Dog hepatocyte intrinsic clearance | 134.276 | uL/min/10^6 cells | High | 1 |
| dppb | Dog plasma protein binding (% unbound) | 82.950 | % | High | 1 |
| fcs-ppb | Fetal calf serum protein binding (% unbound) | 78.830 | % | High | 1 |
| herg | hERG pIC50 | 3.778 | pIC50 | High | 1 |
| hh-clint | Human hepatocyte intrinsic clearance | 20.137 | uL/min/10^6 cells | High | 1 |
| hlm-clint | Human liver microsomal intrinsic clearance | 49.888 | uL/min/mg protein | High | 1 |
| hppb | Human plasma protein binding (% unbound) | 84.660 | % | High | 1 |
| kinase-safety-class | ACVR2A,ACVR2B,AURKA,AXL,BRAF,CAMK2B,CAMK2D,CDK5,CDK9,DDR1,DYRK1B,EIF2AK3,ERBB2,FLT3,GRK2,GRK3,JAK1,MAP3K21,MAPK7,MAPK9,MARK4,NTRK2,PDK2,PIK3CB,PRKCD,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TTK | 32 | |||
| kinase-selectivity-class | AXL,BRAF,CDK9,EPHB4,ERBB2,GRK2,PRKDC,SIK2 | 8 | |||
| mdck-mdr1-efflux | MDCK-MDR1 efflux ratio | 0.579 | High | 1 | |
| mh-clint | Mouse hepatocyte intrinsic clearance | 137.088 | High | 1 | |
| mppb | Mouse plasma protein binding (% unbound) | 83.590 | High | 1 | |
| nih-mdck-mdr1-efflux | NIH MDCK-MDR1 efflux ratio | 0.760 | High | 1 | |
| pfas-class | PFAS structural alert (1 = True, 0 = False) | 0 | |||
| pppb | Pig plasma protein binding (% unbound) | 86.540 | % | High | 1 |
| rh-clint | Rat hepatocyte intrinsic clearance | 34.514 | uL/min/10^6 cells | High | 1 |
| rh-fuinc | Rat hepatocyte fraction unbound in incubation | 97.540 | % | High | 1 |
| rppb | Rat plasma protein binding (% unbound) | 79.060 | % | High | 1 |
| solubility-dd | Solubility at pH 7.4 in DMSO | 442.588 | uM | High | 1 |
Approvals:
| Date | Agency | Company | Orphan |
|---|---|---|---|
| Dec. 4, 1961 | FDA | HRA PHARMA |
FDA Adverse Event Reporting System (Female)
| MedDRA adverse event term | Likelihood ratio | Likelihood ratio threshold | Patients taking drug having adverse event | Patients taking drug not having adverse event | Patients not taking drug having adverse event | Patients not taking drug not having adverse event |
|---|---|---|---|---|---|---|
| Premature delivery | 91.77 | 49.22 | 27 | 772 | 38735 | 90588913 |
| Pneumocystis jirovecii pneumonia | 73.51 | 49.22 | 20 | 779 | 21596 | 90606052 |
| Cortisol free urine increased | 68.77 | 49.22 | 8 | 791 | 54 | 90627594 |
| Cortisol increased | 67.22 | 49.22 | 10 | 789 | 496 | 90627152 |
| Adrenal insufficiency | 54.26 | 49.22 | 17 | 782 | 29904 | 90597744 |
| Premature rupture of membranes | 54.15 | 49.22 | 12 | 787 | 5546 | 90622102 |
FDA Adverse Event Reporting System (Male)
| MedDRA adverse event term | Likelihood ratio | Likelihood ratio threshold | Patients taking drug having adverse event | Patients taking drug not having adverse event | Patients not taking drug having adverse event | Patients not taking drug not having adverse event |
|---|---|---|---|---|---|---|
| Pneumocystis jirovecii pneumonia | 50.92 | 50.78 | 17 | 531 | 25164 | 42595623 |
FDA Adverse Event Reporting System (Geriatric)
| MedDRA adverse event term | Likelihood ratio | Likelihood ratio threshold | Patients taking drug having adverse event | Patients taking drug not having adverse event | Patients not taking drug having adverse event | Patients not taking drug not having adverse event |
|---|---|---|---|---|---|---|
| Pneumocystis jirovecii pneumonia | 116.32 | 41.79 | 35 | 1199 | 42700 | 110545365 |
| Premature delivery | 87.23 | 41.79 | 26 | 1208 | 30606 | 110557459 |
| Adrenal insufficiency | 87.05 | 41.79 | 28 | 1206 | 42362 | 110545703 |
| Cortisol free urine increased | 84.62 | 41.79 | 10 | 1224 | 60 | 110588005 |
| Off label use | 71.80 | 41.79 | 85 | 1149 | 1500100 | 109087965 |
| Cortisol increased | 69.90 | 41.79 | 11 | 1223 | 623 | 110587442 |
| Premature rupture of membranes | 53.47 | 41.79 | 12 | 1222 | 4625 | 110583440 |
| Pre-eclampsia | 46.03 | 41.79 | 12 | 1222 | 8638 | 110579427 |
FDA Adverse Event Reporting System (Pediatric)
None
Pharmacologic Action:
| Source | Code | Description |
|---|---|---|
| ATC | V04CD01 | VARIOUS DIAGNOSTIC AGENTS OTHER DIAGNOSTIC AGENTS Tests for pituitary function |
| MeSH PA | D000963 | Antimetabolites |
| MeSH PA | D004791 | Enzyme Inhibitors |
| FDA MoA | N0000175921 | Adrenal Steroid Synthesis Inhibitors |
| FDA EPC | N0000175928 | Adrenal Steroid Synthesis Inhibitor |
| CHEBI has role | CHEBI:33295 | diagnostic agent |
| CHEBI has role | CHEBI:35221 | antimetabolite |
| CHEBI has role | CHEBI:35469 | antidepressant |
| CHEBI has role | CHEBI:76798 | EC 1.14.15.4 (steroid 11β-monooxygenase) inhibitor |
Related Drugs by ATC class:
V04CD Tests for pituitary function 4 drugs
Drug Use | Suggest Off label Use Form| |View source of the data|
| Disease | Relation | SNOMED_ID | DOID |
|---|---|---|---|
| Diagnostic Test for Secondary Adrenocortical Insufficiency | indication | ||
| Hypercortisolism | off-label use | 47270006 | |
| Primary adrenocortical insufficiency | contraindication | 373662000 |
🐶 Veterinary Drug Use
None
🐶 Veterinary products
None
Acid dissociation constants calculated using MoKa v3.0.0
| Dissociation level | Dissociation constant | Type (acidic/basic) |
|---|---|---|
| pKa1 | 4.64 | Basic |
| pKa2 | 1.71 | Basic |
Orange Book patent data (new drug applications)
None
Orange Book exclusivity data (new drug applications)
None
Bioactivity Summary:
| Target | Class | Pharos | UniProt | Action | Type | Activity value (-log[M]) | Mechanism action | Bioact source | MoA source |
|---|---|---|---|---|---|---|---|---|---|
| Cytochrome P450 11B1, mitochondrial | Enzyme | INHIBITOR | IC50 | 7.84 | CHEMBL | DRUG LABEL | |||
| Cytochrome P450 3A4 | Enzyme | IC50 | 6.10 | DRUG MATRIX | |||||
| Cytochrome P450 11B2, mitochondrial | Enzyme | IC50 | 7.38 | CHEMBL | |||||
| Cytochrome P450 11B1 | Enzyme | Ki | 6.24 | CHEMBL | |||||
| Cytochrome P450 11B1, mitochondrial | Enzyme | IC50 | 5.34 | CHEMBL |
External reference:
| ID | Source |
|---|---|
| 4018788 | VUID |
| N0000147091 | NUI |
| D00410 | KEGG_DRUG |
| 4018788 | VANDF |
| C0025876 | UMLSCUI |
| CHEBI:44241 | CHEBI |
| MYT | PDB_CHEM_ID |
| CHEMBL934 | ChEMBL_ID |
| DB01011 | DRUGBANK_ID |
| D008797 | MESH_DESCRIPTOR_UI |
| 4174 | PUBCHEM_CID |
| 5224 | IUPHAR_LIGAND_ID |
| 1404 | INN_ID |
| ZS9KD92H6V | UNII |
| 203002 | RXNORM |
| 10389 | MMSL |
| 5107 | MMSL |
| d00592 | MMSL |
| 002120 | NDDF |
| 395794007 | SNOMEDCT_US |
| 53848009 | SNOMEDCT_US |
| ZS9KD92H6V | INXIGHT DRUGS |
Pharmaceutical products:
| Product | Category | Ingredients | NDC | Form | Quantity | Route | Marketing | Label |
|---|---|---|---|---|---|---|---|---|
| Metopirone | HUMAN PRESCRIPTION DRUG LABEL | 1 | 68118-455 | CAPSULE, GELATIN COATED | 250 mg | ORAL | NDA | 27 sections |
| Metopirone | HUMAN PRESCRIPTION DRUG LABEL | 1 | 76336-455 | CAPSULE, GELATIN COATED | 250 mg | ORAL | NDA | 27 sections |