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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1418176
CHEMBL1418176
Compound Name METHANDROSTENOLONE
ChEMBL Synonyms METHANDIENONE | METHANDROSTENOLONE | METANDIENONE
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names
Molecular Formula C20H28O2

Additional synonyms for CHEMBL1418176 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12 ...
Download SMILES
Standard InChI InChI=1S/C20H28O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10 ...
Download InChI
Standard InChI Key XWALNWXLMVGSFR-HLXURNFRSA-N

Sources

  • British National Formulary
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification
  • Withdrawn Drugs

Alternate Forms of Compound in ChEMBL


CHEMBL1418176

Molecule Features

CHEMBL1418176 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn

Withdrawal Information

Year 1982
Country United Kingdom; United States; Germany; France
Reason Off-label abuse

Clinical Data

ClinicalTrials.gov METHANDROSTENOLONE
The Cochrane Collaboration METHANDROSTENOLONE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1418176. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL3056 Androgen Receptor Mus musculus 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.999
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.999
CHEMBL3559 Steryl-sulfatase Homo sapiens 0.998
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.998
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 0.997
CHEMBL208 Progesterone receptor Homo sapiens 0.981
CHEMBL3401 Pregnane X receptor Homo sapiens 0.703
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.322



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL3056 Androgen Receptor Mus musculus 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL3559 Steryl-sulfatase Homo sapiens 0.998
CHEMBL3318 Tyrosinase Agaricus bisporus 0.996
CHEMBL208 Progesterone receptor Homo sapiens 0.981

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
300.4 300.2089 3.66 0 37.29 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 2 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 3.47 3.47 0 22 0.74

Structural Alerts

There are 4 structural alerts for CHEMBL1418176. To view alerts please click here.

Compound Cross References

ATC D - DERMATOLOGICALS
D11 - OTHER DERMATOLOGICAL PREPARATIONS
D11A - OTHER DERMATOLOGICAL PREPARATIONS
D11AE - Androgens for topical use
D11AE01 - metandienone

A - ALIMENTARY TRACT AND METABOLISM
A14 - ANABOLIC AGENTS FOR SYSTEMIC USE
A14A - ANABOLIC STEROIDS
A14AA - Androstan derivatives
A14AA03 - metandienone

ChemSpider ChemSpider:XWALNWXLMVGSFR-HLXURNFRSA-N
PubChem SID: 144205200 SID: 170466069 SID: 29215353
Wikipedia Methandrostenolone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1418176



ACToR 72-63-9
ChEBI 6810
DrugCentral 1734
eMolecules 520782 29537664
EPA CompTox Dashboard DTXSID2023276
FDA SRS COZ1R7EOCC
Human Metabolome Database HMDB0041925
IBM Patent System EDA384FFDCCA98E4864002152BFFB3EA
LipidMaps LMST02020013
Mcule MCULE-1812806265
MolPort MolPort-002-506-910
Nikkaji J5.252C
PubChem 6300
PubChem: Thomson Pharma 14873807
SureChEMBL SCHEMBL140928
ZINC ZINC000003875469

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/XWALNWXLMVGSFR-HLXURNFRSA-N spacer
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