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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1531
CHEMBL1531
Compound Name ETONOGESTREL
ChEMBL Synonyms IMPLANON | NEXPLANON | ETONOGESTREL | ORG 3236
Max Phase 4 (Approved)
Trade Names NEXPLANON | IMPLANON
Molecular Formula C22H28O2

Additional synonyms for CHEMBL1531 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC[C@]12CC(=C)[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CC[C@ ...
Download SMILES
Standard InChI InChI=1S/C22H28O2/c1-4-21-13-14(3)20-17-9-7-16(23)12-15(17)6 ...
Download InChI
Standard InChI Key GCKFUYQCUCGESZ-BPIQYHPVSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL1531

Molecule Features

CHEMBL1531 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

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

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
DysmenorrheaD0044123ClinicalTrials
Prostatic HyperplasiaD011470EFO:0000284benign prostatic hyperplasia2ClinicalTrials
EndometriosisD004715EFO:0001065endometriosis2ClinicalTrials
Acquired Immunodeficiency SyndromeD000163EFO:0000765AIDS2ClinicalTrials

Clinical Data

ClinicalTrials.gov ETONOGESTREL
The Cochrane Collaboration ETONOGESTREL

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 CHEMBL1531. 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
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3056 Androgen Receptor Mus musculus 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.959
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.956
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.919
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.914
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.913
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.869
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.840
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.812
CHEMBL3464 Nitric oxide synthase, inducible Mus musculus 0.782
CHEMBL3559 Steryl-sulfatase Homo sapiens 0.723
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.632



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 0.999
CHEMBL3491 Cytochrome P450 2J2 Homo sapiens 0.997
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.997
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 0.994
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.992
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.991
CHEMBL3056 Androgen Receptor Mus musculus 0.987
CHEMBL4729 Cytochrome P450 2B6 Homo sapiens 0.980
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 0.976
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.956
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.953
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.944
CHEMBL4218 Alpha trans-inducing protein (VP16) Herpes simplex virus (type 1 / strain 17) 0.934

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
324.5 324.2089 4.05 1 37.3 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
13.04 - 3.32 3.32 0 24 0.58

Structural Alerts

There are 6 structural alerts for CHEMBL1531. To view alerts please click here.

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G03 - SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
G03A - HORMONAL CONTRACEPTIVES FOR SYSTEMIC USE
G03AC - Progestogens
G03AC08 - etonogestrel

ChemSpider ChemSpider:GCKFUYQCUCGESZ-BPIQYHPVSA-N
DailyMed etonogestrel
PubChem SID: 144206191 SID: 50113279
Wikipedia Etonogestrel

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1531



ACToR 54048-10-1
BindingDB 50423516
Brenda 172871
ChEBI 50777
ChemicalBook CB8146610
DrugBank DB00294
DrugCentral 1110
EPA CompTox Dashboard DTXSID9046782
FDA SRS 304GTH6RNH
Guide to Pharmacology 7590
Human Metabolome Database HMDB0014439
IBM Patent System FAA50FA85D6C9358D12104B82DA78D8A
MolPort MolPort-003-847-336
Nikkaji J76.212A
PubChem 6917715
PubChem: Drugs of the Future 12012881
PubChem: Thomson Pharma 14752897 14777213
SureChEMBL SCHEMBL117703
ZINC ZINC000011680067

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