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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1463345
CHEMBL1463345
Compound Name CANRENONE
ChEMBL Synonyms SC-9376 | CANRENONE
Max Phase 4 (Approved)
Withdrawn Yes
Trade Names
Molecular Formula C22H28O3

Additional synonyms for CHEMBL1463345 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@]12CCC(=O)C=C1C=C[C@@H]3[C@@H]2CC[C@@]4(C)[C@H]3CC[C@@]4 ...
Download SMILES
Standard InChI InChI=1S/C22H28O3/c1-20-9-5-15(23)13-14(20)3-4-16-17(20)6-10 ...
Download InChI
Standard InChI Key UJVLDDZCTMKXJK-WNHSNXHDSA-N

Sources

  • AstraZeneca Deposited Data
  • Curated Drug Metabolism Pathways
  • 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  • Withdrawn Drugs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


CHEMBL1463345

Molecule Features

CHEMBL1463345 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First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Withdrawn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 1986
Country Germany
Reason Animal carcinogenicity
Class Carcinogenicity

Mechanism of Action

Mechanism of Action ChEMBL Target References
Mineralocorticoid receptor antagonist Mineralocorticoid receptor Other PubMed PubMed PubMed

Clinical Data

ClinicalTrials.gov CANRENONE
The Cochrane Collaboration CANRENONE

Metabolites for CHEMBL1463345

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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 CHEMBL1463345. 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
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3056 Androgen Receptor Mus musculus 1.000
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 1.000
CHEMBL4234 Estradiol 17-beta-dehydrogenase 3 Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.995
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 0.935
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.876
CHEMBL4822 Beta-secretase 1 Homo sapiens 0.703
CHEMBL2034 Glucocorticoid receptor Homo sapiens 0.619
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.530



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL208 Progesterone receptor Homo sapiens 1.000
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 1.000
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.999
CHEMBL4234 Estradiol 17-beta-dehydrogenase 3 Homo sapiens 0.999
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.998
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.998
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.996
CHEMBL3056 Androgen Receptor Mus musculus 0.995
CHEMBL2034 Glucocorticoid receptor Homo sapiens 0.995
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 0.990
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 0.969

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
340.5 340.2038 4.37 0 43.37 -


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 0 0 3 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 3.51 3.51 0 25 0.62

Structural Alerts

There are 3 structural alerts for CHEMBL1463345. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C03 - DIURETICS
C03D - POTASSIUM-SPARING AGENTS
C03DA - Aldosterone antagonists
C03DA03 - canrenone

ChemSpider ChemSpider:UJVLDDZCTMKXJK-WNHSNXHDSA-N
PubChem SID: 144205004 SID: 170466206 SID: 49646110

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1463345



ACToR 976-71-6
Brenda 59425
ChEBI 135445
ChemicalBook CB0147626
DrugBank DB12221
DrugCentral 478
eMolecules 29702946 2736332 31587536
EPA CompTox Dashboard DTXSID3045930
FDA SRS 78O20X9J0U
Human Metabolome Database HMDB0003033
IBM Patent System D21346DBA287C31215AEF7782CD84853
Mcule MCULE-8218872905
MolPort MolPort-002-507-180
Nikkaji J7.205B
PubChem 13789
PubChem: Thomson Pharma 14851493 14875687
SureChEMBL SCHEMBL19560
ZINC ZINC000003881648

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