ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL27769
CHEMBL27769
Compound Name STANOLONE
ChEMBL Synonyms ANDROSTANOLONE | NEODROL | STANOLONE | 5alpha-dihydrotestosterone
Max Phase 2
Trade Names
Molecular Formula C19H30O2

Additional synonyms for CHEMBL27769 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@]12CC[C@H]3[C@@H](CC[C@H]4CC(=O)CC[C@]34C)[C@@H]1CC[C@@H ...
Download SMILES
Standard InChI InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17( ...
Download InChI
Standard InChI Key NVKAWKQGWWIWPM-ABEVXSGRSA-N

Sources

  • DrugMatrix
  • 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


CHEMBL27769

Molecule Features

CHEMBL27769 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HYPOGONADISMD007006HP:0000135HYPOGONADISM2ClinicalTrials

Clinical Data

ClinicalTrials.gov STANOLONE
The Cochrane Collaboration STANOLONE

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 CHEMBL27769. 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
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL3056 Androgen Receptor Mus musculus 1.000
CHEMBL4234 Estradiol 17-beta-dehydrogenase 3 Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL3559 Steryl-sulfatase Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL281 Carbonic anhydrase IV Bos taurus 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 1.000
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 1.000
CHEMBL5409 G-protein coupled bile acid receptor 1 Homo sapiens 0.999
CHEMBL242 Estrogen receptor beta Homo sapiens 0.998
CHEMBL3456 Progesterone receptor Oryctolagus cuniculus 0.997
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.996
CHEMBL3996 Oxytocin receptor Rattus norvegicus 0.986
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 0.973



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL3056 Androgen Receptor Mus musculus 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL3305 Testis-specific androgen-binding protein Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL5409 G-protein coupled bile acid receptor 1 Homo sapiens 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL4430 Cytochrome P450 17A1 Rattus norvegicus 1.000
CHEMBL4234 Estradiol 17-beta-dehydrogenase 3 Homo sapiens 1.000
CHEMBL3559 Steryl-sulfatase Homo sapiens 1.000
CHEMBL281 Carbonic anhydrase IV Bos taurus 1.000
CHEMBL4027 Neurokinin 1 receptor Rattus norvegicus 1.000
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 1.000
CHEMBL4780 Acetylcholinesterase Torpedo californica 1.000
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 0.999
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 0.999
CHEMBL4370 UDP-glucuronosyltransferase 2B7 Homo sapiens 0.999

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
290.4 290.2246 3.3 0 37.29 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 1 0 2 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 3.93 3.93 0 21 0.74

Structural Alerts

There are 1 structural alerts for CHEMBL27769. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A14 - ANABOLIC AGENTS FOR SYSTEMIC USE
A14A - ANABOLIC STEROIDS
A14AA - Androstan derivatives
A14AA01 - androstanolone

G - GENITO URINARY SYSTEM AND SEX HORMONES
G03 - SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
G03B - ANDROGENS
G03BB - 5-androstanon (3) derivatives
G03BB02 - androstanolone

ChemSpider ChemSpider:NVKAWKQGWWIWPM-ABEVXSGRSA-N
PubChem SID: 144204607 SID: 144208185 SID: 144213957 SID: 17389515 SID: 50086823
Wikipedia Dihydrotestosterone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL27769



ACToR 12040-51-6 521-18-6
Atlas 17beta-hydroxy-5alpha-androstan-3-one
BindingDB 18161 50366473
Brenda 13107 104347 107938 104356 11107 172580 2703 95659 737 105443 2055 174924 2393 8094 18699
ChEBI 16330
DrugBank DB02901
DrugCentral 3927
eMolecules 477779
EPA CompTox Dashboard DTXSID9022364
FDA SRS 08J2K08A3Y
Guide to Pharmacology 2856 3455
Human Metabolome Database HMDB0002961
IBM Patent System 24B725BE19D2BC286FDFCAC535C83E26
KEGG Ligand C03917
LipidMaps LMST02020042
Mcule MCULE-5987413622
Metabolights MTBLC16330
MolPort MolPort-002-506-880
Nikkaji J39.503J
PDBe DHT
PubChem 10635
PubChem: Drugs of the Future 57304367
PubChem: Thomson Pharma 14751322 14751321
Recon 5adtststerone
SureChEMBL SCHEMBL15163
ZINC ZINC000003814360

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