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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1655
CHEMBL1655
Compound Name TOREMIFENE
ChEMBL Synonyms FARESTON | TOREMIFENE CITRATE | FC-1157A | TOREMIFENE
Max Phase 4 (Approved)
Trade Names FARESTON
Molecular Formula C26H28ClNO

Additional synonyms for CHEMBL1655 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)CCOc1ccc(cc1)\C(=C(\CCCl)/c2ccccc2)\c3ccccc3
Standard InChI InChI=1S/C26H28ClNO/c1-28(2)19-20-29-24-15-13-23(14-16-24)26 ...
Download InChI
Standard InChI Key XFCLJVABOIYOMF-QPLCGJKRSA-N

Sources

  • British National Formulary
  • Orange Book
  • 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


CHEMBL1655

Molecule Features

CHEMBL1655 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:N First In Class:N Chirality:Achiral Molecule Prodrug:Y Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Estrogen receptor modulator Estrogen receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Fractures, BoneD050723EFO:0003931bone fracture3ClinicalTrials
NeoplasmsD009369EFO:0000616neoplasm4ATC
ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma3ClinicalTrials
ClinicalTrials
FibromaD005350EFO:0000497fibromatosis2ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials
Prostatic Intraepithelial NeoplasiaD019048EFO:0002621prostate intraepithelial neoplasia3ClinicalTrials
MastodyniaD059373EFO:1001366Mastodynia3ClinicalTrials
Breast NeoplasmsD001943EFO:0003869breast neoplasm3ClinicalTrials
ClinicalTrials
Ovarian NeoplasmsD010051EFO:0001075ovarian carcinoma2ClinicalTrials

Clinical Data

ClinicalTrials.gov TOREMIFENE
The Cochrane Collaboration TOREMIFENE

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 CHEMBL1655. 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
CHEMBL206 Estrogen receptor alpha Homo sapiens 1.000
CHEMBL242 Estrogen receptor beta Homo sapiens 0.958
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.927
CHEMBL231 Histamine H1 receptor Homo sapiens 0.824
CHEMBL287 Sigma opioid receptor Homo sapiens 0.341

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4245 Estrogen-related receptor gamma Homo sapiens 1.000
CHEMBL206 Estrogen receptor alpha Homo sapiens 1.000
CHEMBL4208 Proteasome component C5 Homo sapiens 0.998
CHEMBL242 Estrogen receptor beta Homo sapiens 0.916
CHEMBL4931 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase Homo sapiens 0.859
CHEMBL231 Histamine H1 receptor Homo sapiens 0.786
CHEMBL4078 Acetylcholinesterase Electrophorus electricus 0.701
CHEMBL1941 Histamine H2 receptor Homo sapiens 0.467
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.299
CHEMBL5763 Cholinesterase Equus caballus 0.214

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
406 405.1859 6.22 9 12.47 BASE


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 8.69 4.77 3.47 3 29 0.31

Structural Alerts

There are 9 structural alerts for CHEMBL1655. To view alerts please click here.

Compound Cross References

ATC L - ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
L02 - ENDOCRINE THERAPY
L02B - HORMONE ANTAGONISTS AND RELATED AGENTS
L02BA - Anti-estrogens
L02BA02 - toremifene

ChemSpider ChemSpider:XFCLJVABOIYOMF-QPLCGJKRSA-N
DailyMed toremifene citrate
PubChem SID: 29216214
Wikipedia Toremifene

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1655



ACToR 89778-26-7
BindingDB 58492
ChEBI 9635
DrugBank DB00539
DrugCentral 2709
EPA CompTox Dashboard DTXSID3023689
FDA SRS 7NFE54O27T
Guide to Pharmacology 4325
Human Metabolome Database HMDB0014679
IBM Patent System 39684A6523011C747B5854D53ABDF268
KEGG Ligand C08166
LINCS LSM-42973
Nikkaji J33.157K J745.747B
PDBe T0R
PharmGKB PA451731
PubChem 3005573
PubChem: Drugs of the Future 12013627
PubChem: Thomson Pharma 14757386
SureChEMBL SCHEMBL7465
ZINC ZINC000012404516

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