General
Preferred name
METYRAPONE
Synonyms
Metirapona ()
Su-4885 ()
NSC-25265 ()
METYRAPONE TARTRATE ()
NSC-25265, SU-4885 ()
2-Methyl-1,2-di-3-pyridyl-1-propanone ()
Metopiron ()
Metopirone ()
Metopirone ditartrate ()
P&D ID
PD000227
CAS
54-36-4
37245-80-0
22752-91-6
Tags
drug candidate
natural product
drug
available
Approved by
FDA
First approval
1961
Drug Status
investigational
approved
Drug indication
Cushing disease
Diagnostic Aid (pituitary function determination)
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Metyrapone is a reversible inhibitor of steroid 11β-hydroxylase (gene symbol CYP11B1). (GtoPdb)
DESCRIPTION Type II 5alpha-reductase inhibitor (Tocris Bioactive Compound Library)
DESCRIPTION 11-beta hydroxylase inhibitor (Tocriscreen Plus)
DESCRIPTION Metyrapone acts as a glucocorticoid synthesis inhibitor, blocks cortisol synthesis by inhibiting steroid 11β-hydroxylase in adrenal cortex (IC50 = 7.8 μM). (BOC Sciences Bioactive Compounds)
Compound Sets
33
AdooQ Bioactive Compound Library
A13363
BOC Sciences Bioactive Compounds
2-methyl-1-2-di-3-pyridyl-1-propanone-cas-54-36-4-71144
Cayman Chemical Bioactives
14994
ChEMBL Approved Drugs
CHEMBL934
ChEMBL Drugs
CHEMBL934
CHEMBL3989720
Concise Guide to Pharmacology 2017/18
5224
Concise Guide to Pharmacology 2019/20
5224
Concise Guide to Pharmacology 2021/22
5224
Concise Guide to Pharmacology 2023/24
5224
Drug Repurposing Hub
DrugBank
DB01011
DrugBank Approved Drugs
DB01011
DrugCentral
1791
DrugCentral Approved Drugs
1791
DrugMAP
DMI7FVQ
DrugMAP Approved Drugs
DMI7FVQ
DrugMatrix
EU-OPENSCREEN Bioactive Compound Library
EOS101104
Guide to Pharmacology
5224
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL934
MedChem Express Bioactive Compound Library
HY-B1232
NCATS Inxight Approved Drugs
ZS9KD92H6V
NIH Clinical Collections (NCC)
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
metyrapone
TargetMol Bioactive Compound Library
T0293
The Spectrum Collection
Tocris Bioactive Compound Library
3292
Tocriscreen Plus
3292
ZINC Tool Compounds
ZINC000000001728
External IDs
44
Properties
(calculated by RDKit )
Molecular Weight
226.11
Hydrogen Bond Acceptors
3
Hydrogen Bond Donors
0
Rotatable Bonds
3
Ring Count
2
Aromatic Ring Count
2
cLogP
2.64
TPSA
42.85
Fraction CSP3
0.21
Chiral centers
0.0
Largest ring
6.0
QED
0.76
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Target Type
Enzymes
Pathway
Metabolism
Autophagy
Metabolic Enzyme/Protease
Target
Camphor 5-monooxygenase
11??-HSD1
CYP11B1
Cytochrome P450
Endogenous Metabolite
P450 (e.g. CYP17)
Primary Target
Hydroxylases
MOA
Inhibitor
11-beta-Hydroxysteroid Dehydrogenase Type 1 (11beta-HSD1) Inhibitors
Mineralocorticoid Receptor (MR) Antagonists
Cytochrome P450 CYP11B1 (Steroid 11-beta Hydroxylase) Inhibitors
Cytochrome P450 inhibitor
Member status
member
Indication
adrenal diagnostic agent
Therapeutic Class
Antimetabolites
Solubility
Soluble in DMSO
Source data