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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1387
CHEMBL1387
Compound Name NORETHYNODREL
ChEMBL Synonyms NORETYNODREL | SC-4642 | NORETHYNODREL
Max Phase 4 (Approved)
Trade Names
Molecular Formula C20H26O2

Additional synonyms for CHEMBL1387 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@]12CC[C@H]3[C@@H](CCC4=C3CCC(=O)C4)[C@@H]1CC[C@@]2(O)C#C
Standard InChI InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7- ...
Download InChI
Standard InChI Key ICTXHFFSOAJUMG-SLHNCBLASA-N

Sources

  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names

Alternate Forms of Compound in ChEMBL


CHEMBL1387

Molecule Features

CHEMBL1387 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Progesterone receptor agonist Progesterone receptor PubMed PubMed PubMed

Clinical Data

ClinicalTrials.gov NORETHYNODREL
The Cochrane Collaboration NORETHYNODREL

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 CHEMBL1387. 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
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
CHEMBL3559 Steryl-sulfatase Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL206 Estrogen receptor alpha Homo sapiens 1.000
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.999
CHEMBL3056 Androgen Receptor Mus musculus 0.998
CHEMBL208 Progesterone receptor Homo sapiens 0.998
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.995
CHEMBL242 Estrogen receptor beta Homo sapiens 0.991
CHEMBL1871 Androgen Receptor Homo sapiens 0.982
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 0.962
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.933
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.780
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.671
CHEMBL2034 Glucocorticoid receptor Homo sapiens 0.414
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 0.229



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL3559 Steryl-sulfatase Homo sapiens 1.000
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 1.000
CHEMBL206 Estrogen receptor alpha Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 0.998
CHEMBL208 Progesterone receptor Homo sapiens 0.997
CHEMBL242 Estrogen receptor beta Homo sapiens 0.997
CHEMBL1871 Androgen Receptor Homo sapiens 0.996
CHEMBL3056 Androgen Receptor Mus musculus 0.982
CHEMBL4729 Cytochrome P450 2B6 Homo sapiens 0.950
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 0.915
CHEMBL1743122 Solute carrier family 22 member 2 Homo sapiens 0.864
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.863
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 0.836
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.816
CHEMBL2034 Glucocorticoid receptor Homo sapiens 0.789
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.743

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
298.4 298.1933 4.09 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
13.1 - 2.98 2.98 0 22 0.54

Structural Alerts

There are 4 structural alerts for CHEMBL1387. To view alerts please click here.

Compound Cross References

ChemSpider ChemSpider:ICTXHFFSOAJUMG-SLHNCBLASA-N
PubChem SID: 11533052 SID: 144203910
Wikipedia Norethynodrel

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1387



ACToR 68-23-5 8015-30-3
BindingDB 50410507
ChEBI 34895
DrugCentral 1965
eMolecules 36730059 35999293
EPA CompTox Dashboard DTXSID3021069
FDA SRS 88181ACA0M
IBM Patent System 77AE5975A053F126BF0117E0A31CE73D
KEGG Ligand C14249
LINCS LSM-3807
Nikkaji J4.857G
PubChem 6231
PubChem: Thomson Pharma 14873692
SureChEMBL SCHEMBL37838
ZINC ZINC000118913164

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