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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1095097
CHEMBL1095097
Compound Name EPLERENONE
ChEMBL Synonyms SC-6611O | INSPRA | SC-66110 | EPLERENONE
Max Phase 4 (Approved)
Trade Names INSPRA | EPLERENONE
Molecular Formula C24H30O6

Additional synonyms for CHEMBL1095097 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES COC(=O)[C@@H]1CC2=CC(=O)CC[C@]2(C)[C@@]34O[C@@H]3C[C@@]5(C)[ ...
Download SMILES
Standard InChI InChI=1S/C24H30O6/c1-21-7-4-14(25)10-13(21)11-15(20(27)28-3) ...
Download InChI
Standard InChI Key JUKPWJGBANNWMW-VWBFHTRKSA-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


CHEMBL1095097

Molecule Features

CHEMBL1095097 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:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Mineralocorticoid receptor antagonist Mineralocorticoid receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HypertensionD006973EFO:0000537hypertension3ClinicalTrials
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease3ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus1ClinicalTrials
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
Muscular Dystrophy, DuchenneD020388Orphanet:98896Duchenne muscular dystrophy3ClinicalTrials
Hyperparathyroidism, PrimaryD0499502ClinicalTrials
CardiomyopathiesD009202EFO:0000318cardiomyopathy3ClinicalTrials
Atrial FibrillationD001281EFO:0000275atrial fibrillation2ClinicalTrials
Diabetic NephropathiesD003928EFO:0000401diabetic nephropathy2ClinicalTrials
Essential HypertensionD000075222EFO:1002032primary hypertension3ClinicalTrials
Retinal DiseasesD012164EFO:0003839retinopathy2ClinicalTrials

Clinical Data

ClinicalTrials.gov EPLERENONE
The Cochrane Collaboration EPLERENONE

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 CHEMBL1095097. 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
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL3056 Androgen Receptor Mus musculus 0.999
CHEMBL3041 Mu opioid receptor Bos taurus 0.995
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.995
CHEMBL1871 Androgen Receptor Homo sapiens 0.993
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 0.986
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.958
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.953
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.624
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.356
CHEMBL2034 Glucocorticoid receptor Homo sapiens 0.351
CHEMBL3614 Kappa opioid receptor Rattus norvegicus 0.308



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 0.999
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.997
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.996
CHEMBL3041 Mu opioid receptor Bos taurus 0.992
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.990
CHEMBL2034 Glucocorticoid receptor Homo sapiens 0.986
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.969
CHEMBL3056 Androgen Receptor Mus musculus 0.964
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.955
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.930
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.850
CHEMBL3180 Carboxylesterase 2 Homo sapiens 0.817
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.297
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.294

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
414.5 414.2042 3.12 1 82.2 -


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 0 0 6 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - .32 .32 0 30 0.48

Structural Alerts

There are 10 structural alerts for CHEMBL1095097. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C03 - DIURETICS
C03D - POTASSIUM-SPARING AGENTS
C03DA - Aldosterone antagonists
C03DA04 - eplerenone

ChemSpider ChemSpider:JUKPWJGBANNWMW-VWBFHTRKSA-N
DailyMed eplerenone
PubChem SID: 144205299 SID: 170465283 SID: 26754514
Wikipedia Eplerenone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1095097



ACToR 107724-20-9
BindingDB 50318300
Brenda 196826
ChEBI 31547
DrugBank DB00700
DrugCentral 1032
eMolecules 29539569 32234158
EPA CompTox Dashboard DTXSID2046094
FDA SRS 6995V82D0B
Guide to Pharmacology 2876
Human Metabolome Database HMDB0014838
IBM Patent System 936DDDADBB1C14252AF6E06F37471C79
KEGG Ligand C12512
LINCS LSM-42771
MolPort MolPort-003-986-216
Nikkaji J1.494.952F
PDBe YNU
PubChem 443872
PubChem: Drugs of the Future 12015198
PubChem: Thomson Pharma 14879938 14904453
Selleck Eplerenone(Inspra)
SureChEMBL SCHEMBL21515
ZINC ZINC000003985982

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