endoxifen   Click here for help

GtoPdb Ligand ID: 10203

Synonyms: N-Desmethyl-4-hydroxytamoxifen | Z-Endoxifen
PDB Ligand
Compound class: Synthetic organic
Comment: Endoxifen is the most active metabolite of tamoxifen. Endoxifen generation in vivo is performed by the cytochrome P450 (CYP) 2D6 enzyme [1,6-7,9]. In addition to its antagonistic activity at estrogen receptors, it also acts as an aromatase inhibitor [4,8].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 41.49
Molecular weight 373.2
XLogP 6.49
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CNCCOc1ccc(cc1)C(=C(c1ccccc1)CC)c1ccc(cc1)O
Isomeric SMILES CNCCOc1ccc(cc1)/C(=C(\c1ccccc1)/CC)/c1ccc(cc1)O
InChI InChI=1S/C25H27NO2/c1-3-24(19-7-5-4-6-8-19)25(20-9-13-22(27)14-10-20)21-11-15-23(16-12-21)28-18-17-26-2/h4-16,26-27H,3,17-18H2,1-2H3/b25-24-
InChI Key MHJBZVSGOZTKRH-IZHYLOQSSA-N
Classification Click here for help
Compound class Synthetic organic
Prodrug tamoxifen
IUPAC Name Click here for help
4-[(~{Z})-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
Synonyms Click here for help
N-Desmethyl-4-hydroxytamoxifen | Z-Endoxifen
Database Links Click here for help
BindingDB Ligand 5043500
ChEMBL Ligand CHEMBL1093458
GtoPdb PubChem SID 381118913
PubChem CID 10090750
RCSB PDB Ligand 9XY
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Tocris
Endoxifen
Cat. No. 3705