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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1393
CHEMBL1393
Compound Name SPIRONOLACTONE
ChEMBL Synonyms SPIROSPARE 25 | SPIROCTAN 25 | SPIROCTAN 100 | CAROSPIR | ABBOLACTONE | SPIROSPARE 100 | GX SPIRONOL | LARACTONE | ALDACTONE | DIATENSEC | SPIRETIC | SPIRONOLACTONE | SPIROCTAN 50
Max Phase 4 (Approved)
Trade Names SPIROCTAN 100 | SPIROSPARE 100 | SPIROSPARE 25 | CAROSPIR | ALDACTONE | LARACTONE | GX SPIRONOL | SPIROCTAN 50 | SPIRONOLACTONE | SPIROCTAN 25 | ABBOLACTONE | DIATENSEC | SPIRETIC
Molecular Formula C24H32O4S

Additional synonyms for CHEMBL1393 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)S[C@@H]1CC2=CC(=O)CC[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CC ...
Download SMILES
Standard InChI InChI=1S/C24H32O4S/c1-14(25)29-19-13-15-12-16(26)4-8-22(15,2 ...
Download InChI
Standard InChI Key LXMSZDCAJNLERA-ZHYRCANASA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1393

Molecule Features

CHEMBL1393 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
NeoplasmsD009369EFO:0000616neoplasm2ClinicalTrials
Acute Kidney InjuryD058186HP:0001919Acute kidney injury3ClinicalTrials
Heart FailureD006333EFO:0003144heart failure3ClinicalTrials
LeukemiaD007938EFO:0000565leukemia1ClinicalTrials
Muscular Dystrophy, DuchenneD020388Orphanet:98896Duchenne muscular dystrophy3ClinicalTrials
Polycystic Ovary SyndromeD011085EFO:0000660polycystic ovary syndrome1ClinicalTrials
Acne VulgarisD000152EFO:0003894acne3ClinicalTrials
Heart FailureD006333EFO:0000373congestive heart failure3ClinicalTrials
HypertensionD006973EFO:0000537hypertension2ClinicalTrials
Renal Insufficiency, ChronicD051436EFO:0003884chronic kidney disease3ClinicalTrials
Leukemia, Myeloid, AcuteD015470EFO:0000222acute myeloid leukemia1ClinicalTrials
Atrial FibrillationD001281EFO:0000275atrial fibrillation3ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease4ATC
Diabetic NephropathiesD003928EFO:0000401diabetic nephropathy1ClinicalTrials
Fatty LiverD005234HP:0001397Hepatic steatosis2ClinicalTrials
Hypertension, PulmonaryD006976EFO:0001361pulmonary hypertension1ClinicalTrials
NeoplasmsD009369EFO:0000311cancer2ClinicalTrials
Essential HypertensionD000075222EFO:1002032primary hypertension3ClinicalTrials
Heart Failure, DiastolicD054144EFO:1000899diastolic heart failure3ClinicalTrials
Myocardial InfarctionD009203EFO:0000612myocardial infarction3ClinicalTrials
Puberty, PrecociousD0116292ClinicalTrials

Clinical Data

ClinicalTrials.gov SPIRONOLACTONE
The Cochrane Collaboration SPIRONOLACTONE

Metabolites for CHEMBL1393

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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 CHEMBL1393. 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
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 0.999
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.999
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.997
CHEMBL3056 Androgen Receptor Mus musculus 0.997
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.996
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.996
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 0.984
CHEMBL2034 Glucocorticoid receptor Homo sapiens 0.957
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.642
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 0.407
CHEMBL208 Progesterone receptor Homo sapiens 0.355
CHEMBL4234 Estradiol 17-beta-dehydrogenase 3 Homo sapiens 0.255



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 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
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 0.999
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.996
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.968
CHEMBL3056 Androgen Receptor Mus musculus 0.761
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.748
CHEMBL340 Cytochrome P450 3A4 Homo sapiens 0.235
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 0.228

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
416.6 416.2021 4.85 1 60.44 -


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 0 0 4 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 3.15 3.15 0 29 0.57

Structural Alerts

There are 8 structural alerts for CHEMBL1393. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C03 - DIURETICS
C03D - POTASSIUM-SPARING AGENTS
C03DA - Aldosterone antagonists
C03DA01 - spironolactone

ChemSpider ChemSpider:LXMSZDCAJNLERA-ZHYRCANASA-N
DailyMed spironolactone
PubChem SID: 144206598 SID: 144212471 SID: 26757816 SID: 47193741
Wikipedia Spironolactone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1393



ACToR 496916-40-6
BindingDB 50228080
ChEBI 9241
ChemicalBook CB9743463
DrugBank DB00421
DrugCentral 2475
eMolecules 29702936 594297 31590111
EPA CompTox Dashboard DTXSID6034186
FDA SRS 27O7W4T232
Guide to Pharmacology 2875
Human Metabolome Database HMDB0014565
IBM Patent System 333FA2C37C5D764F5E817B3253C801A3
KEGG Ligand C07310
LINCS LSM-4018
Mcule MCULE-4394091100
MolPort MolPort-033-355-721
NIH Clinical Collection SAM002264648
Nikkaji J4.474A
PDBe SNL
PharmGKB PA451483
PubChem 5833
PubChem: Drugs of the Future 22395181
PubChem: Thomson Pharma 14782265 14855731
Selleck spironolactone
SureChEMBL SCHEMBL20939
ZINC ZINC000003861599

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