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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1200907
CHEMBL1200907
Compound Name TRILOSTANE
ChEMBL Synonyms WIN 24,540 | MODRASTANE | TRILOSTANE | MODRENAL
Max Phase 4 (Approved)
Trade Names MODRASTANE | MODRENAL
Molecular Formula C20H27NO3

Additional synonyms for CHEMBL1200907 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@]12CC[C@H]3[C@@H](CC[C@@]45O[C@@H]4C(=C(C[C@]35C)C#N)O)[ ...
Download SMILES
Standard InChI InChI=1S/C20H27NO3/c1-18-7-6-14-12(13(18)3-4-15(18)22)5-8-20 ...
Download InChI
Standard InChI Key KVJXBPDAXMEYOA-CXANFOAXSA-N

Sources

  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1200907

Molecule Features

CHEMBL1200907 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:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
3-beta-hydroxysteroid dehydrogenase/delta 5-->4-isomerase type II inhibitor 3-beta-hydroxysteroid dehydrogenase/delta 5-->4-isomerase type II ISBN

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma2ClinicalTrials

Clinical Data

ClinicalTrials.gov TRILOSTANE
The Cochrane Collaboration TRILOSTANE

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 CHEMBL1200907. 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
CHEMBL3056 Androgen Receptor Mus musculus 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL3559 Steryl-sulfatase Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 1.000
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 1.000
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3746 11-beta-hydroxysteroid dehydrogenase 2 Homo sapiens 0.999
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.999
CHEMBL3429 Estrogen-related receptor alpha Homo sapiens 0.997
CHEMBL3262 Lanosterol synthase Rattus norvegicus 0.994
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.992
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 0.991
CHEMBL242 Estrogen receptor beta Homo sapiens 0.985
CHEMBL4234 Estradiol 17-beta-dehydrogenase 3 Homo sapiens 0.985
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.973
CHEMBL5409 G-protein coupled bile acid receptor 1 Homo sapiens 0.969



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL3056 Androgen Receptor Mus musculus 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL3559 Steryl-sulfatase Homo sapiens 1.000
CHEMBL3751 Estrogen-related receptor beta Homo sapiens 1.000
CHEMBL2027 Niemann-Pick C1-like protein 1 Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL5409 G-protein coupled bile acid receptor 1 Homo sapiens 1.000
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 1.000
CHEMBL3775 Dual specificity phosphatase Cdc25A Homo sapiens 1.000
CHEMBL1743121 Solute carrier organic anion transporter family member 1B3 Homo sapiens 1.000
CHEMBL1697668 Solute carrier organic anion transporter family member 1B1 Homo sapiens 1.000
CHEMBL1828 DNA polymerase alpha subunit Homo sapiens 1.000
CHEMBL4370 UDP-glucuronosyltransferase 2B7 Homo sapiens 1.000
CHEMBL3368 Glucocorticoid receptor Rattus norvegicus 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 0.998
CHEMBL3262 Lanosterol synthase Rattus norvegicus 0.995
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 0.994

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
329.4 329.1991 3.47 0 76.78 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 4 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
8.57 - 3.1 3.07 0 24 0.67

Structural Alerts

There are 7 structural alerts for CHEMBL1200907. To view alerts please click here.

Compound Cross References

ATC H - SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
H02 - CORTICOSTEROIDS FOR SYSTEMIC USE
H02C - ANTIADRENAL PREPARATIONS
H02CA - Anticorticosteroids
H02CA01 - trilostane

ChemSpider ChemSpider:KVJXBPDAXMEYOA-CXANFOAXSA-N
PubChem SID: 144206007 SID: 144212723 SID: 170465836
Wikipedia Trilostane

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1200907



ACToR 13647-35-3
Brenda 1479
ChEBI 32260
ChemicalBook CB4768762
DrugBank DB01108
DrugCentral 2746
eMolecules 29548589 2733524 30487977
EPA CompTox Dashboard DTXSID9023706
FDA SRS L0FPV48Q5R
Guide to Pharmacology 6850
Human Metabolome Database HMDB0015240
KEGG Ligand C12580
Mcule MCULE-8531625687
MolPort MolPort-003-850-727
Nikkaji J108.016D
PharmGKB PA164748507
PubChem 656583
PubChem: Thomson Pharma 14850960 14753126
Selleck Trilostane
SureChEMBL SCHEMBL7517
ZINC ZINC000100038546

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