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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1479
CHEMBL1479
Compound Name DANAZOL
ChEMBL Synonyms WIN 17,757 | DANOCRINE | DANAZOL
Max Phase 4 (Approved)
Trade Names DANOCRINE | DANAZOL
Molecular Formula C22H27NO2

Additional synonyms for CHEMBL1479 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@]12Cc3cnoc3C=C1CC[C@@H]4[C@@H]2CC[C@@]5(C)[C@H]4CC[C@@]5 ...
Download SMILES
Standard InChI InChI=1S/C22H27NO2/c1-4-22(24)10-8-18-16-6-5-15-11-19-14(13- ...
Download InChI
Standard InChI Key POZRVZJJTULAOH-LHZXLZLDSA-N

Sources

  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Drugs for Neglected Diseases Initiative (DNDi)
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • 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


CHEMBL1479

Molecule Features

CHEMBL1479 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
Androgen Receptor agonist Androgen Receptor FDA ISBN PubMed
Progesterone receptor agonist Progesterone receptor FDA ISBN PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Anemia, AplasticD000741HP:0001915aplastic anemia1ClinicalTrials
Endometrial NeoplasmsD016889EFO:0004230endometrial neoplasm2ClinicalTrials
Fanconi AnemiaD005199Orphanet:84Fanconi anemia1ClinicalTrials
Dyskeratosis CongenitaD019871Orphanet:1775Dyskeratosis congenita1ClinicalTrials
EndometriosisD004715EFO:0001065endometriosis2ClinicalTrials
Fibrocystic Breast DiseaseD005348EFO:0003014breast fibrocystic disease2ClinicalTrials
MastodyniaD059373EFO:1001366Mastodynia2ClinicalTrials
Diabetic RetinopathyD003930EFO:0003770diabetic retinopathy3ClinicalTrials
Purpura, Thrombocytopenic, IdiopathicD016553EFO:0007160autoimmune thrombocytopenic purpura2ClinicalTrials

Clinical Data

ClinicalTrials.gov DANAZOL
The Cochrane Collaboration DANAZOL

Metabolites for CHEMBL1479

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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 CHEMBL1479. 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
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL3559 Steryl-sulfatase Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 1.000
CHEMBL3056 Androgen Receptor Mus musculus 0.997
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.995
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.979
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 0.889
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.808
CHEMBL4234 Estradiol 17-beta-dehydrogenase 3 Homo sapiens 0.715
CHEMBL1871 Androgen Receptor Homo sapiens 0.294
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.245



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL3491 Cytochrome P450 2J2 Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 1.000
CHEMBL3559 Steryl-sulfatase Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.999
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.996
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.996
CHEMBL4729 Cytochrome P450 2B6 Homo sapiens 0.993
CHEMBL3056 Androgen Receptor Mus musculus 0.982
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 0.962
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 0.948
CHEMBL206 Estrogen receptor alpha Homo sapiens 0.893
CHEMBL3751 Estrogen-related receptor beta Homo sapiens 0.870
CHEMBL3318 Tyrosinase Agaricus bisporus 0.850

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
337.5 337.2042 4.22 0 46.26 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 1 0 3 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.1 - 4.94 4.94 1 25 0.72

Structural Alerts

There are 2 structural alerts for CHEMBL1479. 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
G03X - OTHER SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
G03XA - Antigonadotropins and similar agents
G03XA01 - danazol

ChemSpider ChemSpider:POZRVZJJTULAOH-LHZXLZLDSA-N
DailyMed danazol
PubChem SID: 144205667 SID: 144212257 SID: 170464884 SID: 26757819 SID: 49648394
Wikipedia Danazol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1479



ACToR 17230-88-5
Atlas danazol
BindingDB 50423541
Brenda 56844
ChEBI 4315
DrugBank DB01406
DrugCentral 779
eMolecules 30512482 2726153
EPA CompTox Dashboard DTXSID2022880
FDA SRS N29QWW3BUO
Guide to Pharmacology 6942
Human Metabolome Database HMDB0002835
IBM Patent System E0E6BA818140909DA367AC36F9D284C1
LINCS LSM-3073
Mcule MCULE-5533294331
NIH Clinical Collection SAM002564203
Nikkaji J24.462G
PharmGKB PA164749056
PubChem 28417
PubChem: Drugs of the Future 123055285
PubChem: Thomson Pharma 14777802 14851335
SureChEMBL SCHEMBL21107
ZINC ZINC000003881958

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