norendoxifen   Click here for help

GtoPdb Ligand ID: 10204

Synonyms: Z-norendoxifen
Compound class: Synthetic organic
Comment: Norendoxifen is an active metabolite of tamoxifen. In addition to acting as an estrogen receptor modulator, norendoxifen also inhibits aromatase enzyme activity (i.e. inhibits estrogen biosynthesis) [1-2]. We show the Z isomer here as it is more potent in terms of ER modulation and in vivo activity compared to the E isomer.
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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 7
Topological polar surface area 55.48
Molecular weight 359.19
XLogP 6.1
No. Lipinski's rules broken 1
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Canonical SMILES NCCOc1ccc(cc1)C(=C(c1ccccc1)CC)c1ccc(cc1)O
Isomeric SMILES NCCOc1ccc(cc1)/C(=C(\c1ccccc1)/CC)/c1ccc(cc1)O
InChI InChI=1S/C24H25NO2/c1-2-23(18-6-4-3-5-7-18)24(19-8-12-21(26)13-9-19)20-10-14-22(15-11-20)27-17-16-25/h3-15,26H,2,16-17,25H2,1H3/b24-23-
Classification Click here for help
Compound class Synthetic organic
Prodrug tamoxifen
IUPAC Name Click here for help
Synonyms Click here for help
Database Links Click here for help
BindingDB Ligand 50435004
ChEMBL Ligand CHEMBL2386284
GtoPdb PubChem SID 381118914
PubChem CID 68037237
Search Google for chemical match using the InChIKey YCQBLTPGQSYLHD-VHXPQNKSSA-N
Search Google for chemicals with the same backbone YCQBLTPGQSYLHD
UniChem Compound Search for chemical match using the InChIKey YCQBLTPGQSYLHD-VHXPQNKSSA-N
UniChem Connectivity Search for chemical match using the InChIKey YCQBLTPGQSYLHD-VHXPQNKSSA-N