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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL166444
CHEMBL166444
Compound Name METRIBOLONE
ChEMBL Synonyms METHYLTRIENOLONE | R-1881 | R 1881 | METRIBOLONE
Max Phase 0
Trade Names
Molecular Formula C19H24O2

Additional synonyms for CHEMBL166444 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)CCC4=C3C=C[C@]12C
Standard InChI InChI=1S/C19H24O2/c1-18-9-7-15-14-6-4-13(20)11-12(14)3-5-16( ...
Download InChI
Standard InChI Key CCCIJQPRIXGQOE-XWSJACJDSA-N

Sources

  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL166444

Molecule Features

CHEMBL166444 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Clinical Data

ClinicalTrials.gov METRIBOLONE
The Cochrane Collaboration METRIBOLONE

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 CHEMBL166444. 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
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 0.998
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.997
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.987
CHEMBL3056 Androgen Receptor Mus musculus 0.978
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.854
CHEMBL242 Estrogen receptor beta Homo sapiens 0.782
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.651
CHEMBL206 Estrogen receptor alpha Homo sapiens 0.455
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.383
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.301



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL208 Progesterone receptor Homo sapiens 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.999
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 0.997
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 0.984
CHEMBL4218 Alpha trans-inducing protein (VP16) Herpes simplex virus (type 1 / strain 17) 0.980
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 0.977
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 0.968
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.964
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 0.956
CHEMBL206 Estrogen receptor alpha Homo sapiens 0.936
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.893
CHEMBL242 Estrogen receptor beta Homo sapiens 0.703

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
284.4 284.1776 2.97 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
- - 3.55 3.55 0 21 0.74

Structural Alerts

There are 2 structural alerts for CHEMBL166444. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:CCCIJQPRIXGQOE-XWSJACJDSA-N
Wikipedia Metribolone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL166444



ACToR 965-93-5
Atlas R1881
BindingDB 50367916
Brenda 49207
ChEBI 379896
DrugBank DB02998
eMolecules 36758942 29541826
EPA CompTox Dashboard DTXSID8034162
FDA SRS 2C323EGI97
Guide to Pharmacology 3457 2857
IBM Patent System 3B4EDBB4E55727B6E8A10791F16458A8
KEGG Ligand C14257
MolPort MolPort-004-285-969
Nikkaji J134.074C
PDBe R18
PubChem 261000
SureChEMBL SCHEMBL114862
ZINC ZINC000003814420

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