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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL139835
CHEMBL139835
Compound Name CYPROTERONE ACETATE
ChEMBL Synonyms ANDROCUR 10 | CYPROTERONE | CYPROSTAT | SH 714 | DIANE | ANDROCUR | CYPROTERONE ACETATE
Max Phase 4 (Approved)
Trade Names ANDROCUR 10 | ANDROCUR | DIANE | CYPROSTAT
Molecular Formula C24H29ClO4

Additional synonyms for CHEMBL139835 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)O[C@@]1(CC[C@H]2[C@@H]3C=C(Cl)C4=CC(=O)[C@@H]5C[C@@H]5 ...
Download SMILES
Standard InChI InChI=1S/C24H29ClO4/c1-12(26)24(29-13(2)27)8-6-16-14-10-20(2 ...
Download InChI
Standard InChI Key UWFYSQMTEOIJJG-FDTZYFLXSA-N

Sources

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

Alternate Forms of Compound in ChEMBL


CHEMBL139835

Molecule Features

CHEMBL139835 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:Unknown

Mechanism of Action

Mechanism of Action ChEMBL Target References
Androgen Receptor antagonist Androgen Receptor PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed
Glucocorticoid receptor antagonist Glucocorticoid receptor PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed
Progesterone receptor agonist Progesterone receptor PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Acne VulgarisD000152EFO:0003894acne3ClinicalTrials
Polycystic Ovary SyndromeD011085EFO:0000660polycystic ovary syndrome2ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma3ClinicalTrials
EndometriosisD004715EFO:0001065endometriosis3ClinicalTrials
MenopauseD008593EFO:0003922menopause2ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma3ClinicalTrials

Clinical Data

ClinicalTrials.gov CYPROTERONE ACETATE
The Cochrane Collaboration CYPROTERONE ACETATE

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 CHEMBL139835. 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
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.999
CHEMBL2034 Glucocorticoid receptor Homo sapiens 0.978
CHEMBL3056 Androgen Receptor Mus musculus 0.961
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 0.906
CHEMBL208 Progesterone receptor Homo sapiens 0.395
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.366
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.333
CHEMBL1741176 X-box-binding protein 1 Homo sapiens 0.230



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 0.983
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 0.940
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.905
CHEMBL3056 Androgen Receptor Mus musculus 0.900
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.762
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.470
CHEMBL208 Progesterone receptor Homo sapiens 0.201

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
417 416.1754 4.61 2 60.44 -


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 0 0 4 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 4.22 4.22 0 29 0.62

Structural Alerts

There are 3 structural alerts for CHEMBL139835. 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
G03H - ANTIANDROGENS
G03HA - Antiandrogens, plain
G03HA01 - cyproterone

ChemSpider ChemSpider:UWFYSQMTEOIJJG-FDTZYFLXSA-N
PubChem SID: 144204615 SID: 144208884 SID: 144213258 SID: 170465682 SID: 17389953 SID: 26752883 SID: 46500455 SID: 49737417 SID: 90340797

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL139835



ACToR 427-51-0
BindingDB 50094569
Brenda 83242
ChEBI 50743
ChemicalBook CB9105300
DrugBank DB04839
DrugCentral 766
eMolecules 26940822 536021 29534251
EPA CompTox Dashboard DTXSID5020366
FDA SRS 4KM2BN5JHF
Guide to Pharmacology 2865
IBM Patent System 4BDE0418EF0A1AF943DE82980A0E32B3
LINCS LSM-45961
MolPort MolPort-003-940-714
Nikkaji J37.065G
PDBe CA4
PubChem 9880
PubChem: Thomson Pharma 14782289
Selleck cyproterone-acetate
SureChEMBL SCHEMBL5936
ZINC ZINC000003814423

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