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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL409
CHEMBL409
Compound Name BICALUTAMIDE
ChEMBL Synonyms Kalumid | Cosudex | ICI 176,334 | Calutide | CASODEX | BICALUTAMIDE
Max Phase 4 (Approved)
Trade Names Cosudex | Kalumid | Calutide | CASODEX | BICALUTAMIDE
Molecular Formula C18H14F4N2O4S

Additional synonyms for CHEMBL409 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(O)(CS(=O)(=O)c1ccc(F)cc1)C(=O)Nc2ccc(C#N)c(c2)C(F)(F)F
Standard InChI InChI=1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7 ...
Download InChI
Standard InChI Key LKJPYSCBVHEWIU-UHFFFAOYSA-N

Sources

  • BindingDB Database
  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • Orange Book
  • PubChem BioAssays
  • Sanger Institute Genomics of Drug Sensitivity in Cancer
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL409

Molecule Features

CHEMBL409 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:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Androgen Receptor antagonist Androgen Receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Breast NeoplasmsD001943EFO:0003869breast neoplasm3ClinicalTrials
Salivary Gland NeoplasmsD012468EFO:0003826salivary gland neoplasm2ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm4ATC
Prostatic NeoplasmsD011471EFO:0000673prostate adenocarcinoma3ClinicalTrials
Puberty, PrecociousD0116292ClinicalTrials
Prostatic NeoplasmsD011471EFO:0000196metastatic prostate cancer3ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma3ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma3ClinicalTrials

Clinical Data

ClinicalTrials.gov BICALUTAMIDE
The Cochrane Collaboration BICALUTAMIDE

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 CHEMBL409. 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
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 0.978
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.925
CHEMBL6120 Solute carrier family 22 member 12 Homo sapiens 0.702
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 0.611



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL208 Progesterone receptor Homo sapiens 1.000
CHEMBL4235 11-beta-hydroxysteroid dehydrogenase 1 Homo sapiens 0.982
CHEMBL6120 Solute carrier family 22 member 12 Homo sapiens 0.960
CHEMBL1994 Mineralocorticoid receptor Homo sapiens 0.639

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
430.4 430.061 2.88 5 107.26 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 2 0 6 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.49 - 4.13 4.13 2 29 0.56

Structural Alerts

There are 1 structural alerts for CHEMBL409. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L02 - ENDOCRINE THERAPY
L02B - HORMONE ANTAGONISTS AND RELATED AGENTS
L02BB - Anti-androgens
L02BB03 - bicalutamide

ChemSpider ChemSpider:LKJPYSCBVHEWIU-UHFFFAOYSA-N
DailyMed bicalutamide
PubChem SID: 26719836

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL409



Atlas bicalutamide
BindingDB 18525
ChEBI 91617
ChemicalBook CB7457827
DrugBank DB01128
DrugCentral 367
eMolecules 901471
EPA CompTox Dashboard DTXSID2022678
Guide to Pharmacology 2863
Human Metabolome Database HMDB0015260
IBM Patent System 2E42EB482048E2FF095E9A0143D11A4E
LINCS LSM-1437
MolPort MolPort-003-845-034
NIH Clinical Collection SAM001246612
Nikkaji J636.420I
PharmGKB PA164746255
PubChem 2375
PubChem: Drugs of the Future 12014029
PubChem: Thomson Pharma 14807515
Selleck Bicalutamide(Casodex)
SureChEMBL SCHEMBL3611

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