ChEMBL logo

ChEMBL

spacer
ChEMBL Statistics
  Loading Statistics...
spacer

Compound Report Card

Compound Name and Classification

Compound ID CHEMBL488
CHEMBL488
Compound Name AMINOGLUTETHIMIDE
ChEMBL Synonyms CYTADREN | Aminoglutethimide | ORIMETEN
Max Phase 4 (Approved)
Trade Names ORIMETEN | CYTADREN
Molecular Formula C13H16N2O2

Additional synonyms for CHEMBL488 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCC1(CCC(=O)NC1=O)c2ccc(N)cc2
Standard InChI InChI=1S/C13H16N2O2/c1-2-13(8-7-11(16)15-12(13)17)9-3-5-10(1 ...
Download InChI
Standard InChI Key ROBVIMPUHSLWNV-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • 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


CHEMBL488

Molecule Features

CHEMBL488 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

Mechanism of Action

Mechanism of Action ChEMBL Target References
Cytochrome P450 11A1 inhibitor Cytochrome P450 11A1 FDA
Cytochrome P450 19A1 inhibitor Cytochrome P450 19A1 FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
NeoplasmsD009369EFO:0000616neoplasm4ATC
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma3ClinicalTrials

Clinical Data

ClinicalTrials.gov AMINOGLUTETHIMIDE
The Cochrane Collaboration AMINOGLUTETHIMIDE

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 CHEMBL488. 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
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 0.999
CHEMBL4822 Beta-secretase 1 Homo sapiens 0.964
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.952
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.703
CHEMBL4616 Ghrelin receptor Homo sapiens 0.264
CHEMBL1075189 Pyruvate kinase isozymes M1/M2 Homo sapiens 0.258



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL4822 Beta-secretase 1 Homo sapiens 0.984
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.684
CHEMBL2525 Beta secretase 2 Homo sapiens 0.383
CHEMBL4616 Ghrelin receptor Homo sapiens 0.264

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
232.3 232.1212 1.35 2 72.19 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 4 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.6 4.41 .54 .54 1 17 0.6

Structural Alerts

There are 6 structural alerts for CHEMBL488. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L02 - ENDOCRINE THERAPY
L02B - HORMONE ANTAGONISTS AND RELATED AGENTS
L02BG - Aromatase inhibitors
L02BG01 - aminoglutethimide

ChemSpider ChemSpider:ROBVIMPUHSLWNV-UHFFFAOYSA-N
PubChem SID: 144203957 SID: 144213805 SID: 170465259 SID: 174007456 SID: 26747446 SID: 459146 SID: 46500462 SID: 50105852 SID: 85230926 SID: 90340970
Wikipedia Aminoglutethimide

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL488



ACToR 125-84-8
BindingDB 9460
Brenda 15629 124968
ChEBI 2654
ChemicalBook CB5131691
DrugBank DB00357
DrugCentral 164
eMolecules 534801
EPA CompTox Dashboard DTXSID8022589
Guide to Pharmacology 7054
Human Metabolome Database HMDB0014501
IBM Patent System 3B1B0ABB6BCE075F9577449747A4ABDD
KEGG Ligand C07617
LINCS LSM-1409
Mcule MCULE-9118268281
NIH Clinical Collection SAM002589964
Nikkaji J5.378C
PharmGKB PA448375
PubChem 2145
PubChem: Drugs of the Future 12012594
PubChem: Thomson Pharma 15068844
Selleck Aminoglutethimide(Cytadren)
SureChEMBL SCHEMBL4306

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