4-hydroxytamoxifen   Click here for help

GtoPdb Ligand ID: 2817

Abbreviated name: 4HT
Synonyms: 4-OHT | afimoxifene
Compound class: Synthetic organic
Comment: A metabolite of the approved drug tamoxifen.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 32.7
Molecular weight 387.22
XLogP 6.73
No. Lipinski's rules broken 1
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Canonical SMILES CCC(=C(c1ccccc1)c1ccc(cc1)OCCN(C)C)c1ccc(cc1)O
Isomeric SMILES CC/C(=C(\c1ccccc1)/c1ccc(cc1)OCCN(C)C)/c1ccc(cc1)O
InChI InChI=1S/C26H29NO2/c1-4-25(20-10-14-23(28)15-11-20)26(21-8-6-5-7-9-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h5-17,28H,4,18-19H2,1-3H3/b26-25-
Classification Click here for help
Compound class Synthetic organic
Prodrug tamoxifen
IUPAC Name Click here for help
4-[(Z)-1-[4-(2-dimethylaminoethyloxy)phenyl]-1-phenylbut-1-en-2-yl] phenol
Synonyms Click here for help
4-OHT | afimoxifene
Database Links Click here for help
Specialist databases
GPCRdb Ligand 4-hydroxytamoxifen
Other databases
BindingDB Ligand 50128395
CAS Registry No. 68047-06-3 (source: Scifinder)
ChEMBL Ligand CHEMBL10041
GtoPdb PubChem SID 135649800
PubChem CID 5284643
Search Google for chemical match using the InChIKey DODQJNMQWMSYGS-QPLCGJKRSA-N
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SynPHARM 6517 (in complex with Estrogen receptor-α)
83096 (in complex with Estrogen receptor-α)
6508 (in complex with Estrogen receptor-α)
83095 (in complex with Estrogen-related receptor-γ)
6548 (in complex with Estrogen-related receptor-γ)
UniChem Compound Search for chemical match using the InChIKey DODQJNMQWMSYGS-QPLCGJKRSA-N
UniChem Connectivity Search for chemical match using the InChIKey DODQJNMQWMSYGS-QPLCGJKRSA-N