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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1509
CHEMBL1509
Compound Name DROSPIRENONE
ChEMBL Synonyms DROSPIRENONE | ZK 30595 | Angeliq
Max Phase 4 (Approved)
Trade Names Angeliq
Molecular Formula C24H30O3

Additional synonyms for CHEMBL1509 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@]12CCC(=O)C=C1[C@@H]3C[C@@H]3[C@@H]4[C@@H]2CC[C@@]5(C)[C ...
Download SMILES
Standard InChI InChI=1S/C24H30O3/c1-22-6-3-12(25)9-17(22)13-10-14(13)20-16( ...
Download InChI
Standard InChI Key METQSPRSQINEEU-HXCATZOESA-N

Sources

  • Curated Drug Pharmacokinetic Data
  • 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


CHEMBL1509

Molecule Features

CHEMBL1509 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 PubMed
Progesterone receptor agonist Progesterone receptor DailyMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Depressive DisorderD003866EFO:0003761unipolar depression2ClinicalTrials
Polycystic Ovary SyndromeD011085EFO:0000660polycystic ovary syndrome3ClinicalTrials
Hidradenitis SuppurativaD017497EFO:1000710hidradenitis suppurativa2ClinicalTrials
HypertensionD006973EFO:0000537hypertension3ClinicalTrials
DysmenorrheaD0044123ClinicalTrials
Acne VulgarisD000152EFO:0003894acne3ClinicalTrials

Clinical Data

ClinicalTrials.gov DROSPIRENONE
The Cochrane Collaboration DROSPIRENONE

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 CHEMBL1509. 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
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL208 Progesterone receptor Homo sapiens 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
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 1.000
CHEMBL3056 Androgen Receptor Mus musculus 0.999
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.994
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.990
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 0.607
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.233
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.212



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 0.999
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 0.998
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.996
CHEMBL3056 Androgen Receptor Mus musculus 0.993
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.930
CHEMBL4780 Acetylcholinesterase Torpedo californica 0.874
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.797
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 0.746
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 0.740
CHEMBL2391 11-beta-hydroxysteroid dehydrogenase 1 Rattus norvegicus 0.421

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
366.5 366.2195 4.31 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
- - 3.38 3.38 0 27 0.6

Structural Alerts

There are 3 structural alerts for CHEMBL1509. 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
G03AC10 - drospirenone

ChemSpider ChemSpider:METQSPRSQINEEU-HXCATZOESA-N
DailyMed drospirenone
PubChem SID: 144205769 SID: 170464870
Wikipedia Drospirenone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1509



ACToR 67392-87-4
BindingDB 150275
ChEBI 50838
ChemicalBook CB8695608
DrugBank DB01395
DrugCentral 968
eMolecules 10229968 31588151 29780522
EPA CompTox Dashboard DTXSID7046465
FDA SRS N295J34A25
Guide to Pharmacology 2874
Human Metabolome Database HMDB0015467
IBM Patent System 9BF1BD2202094772B495A5D8D301B88C
MolPort MolPort-003-847-034
Nikkaji J310.243B
PharmGKB PA164749409
PubChem 68873
PubChem: Drugs of the Future 12014580
PubChem: Thomson Pharma 14828606 14828605
Selleck Drospirenone
SureChEMBL SCHEMBL153316
ZINC ZINC000003927200

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