diethylstilbestrol   Click here for help

GtoPdb Ligand ID: 2801

Synonyms: stilboestrol
Approved drug PDB Ligand
diethylstilbestrol is an approved drug (FDA (1973))
Comment: Estrogen receptor alpha agonist
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 0
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 40.46
Molecular weight 268.15
XLogP 5.56
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCC(=C(c1ccc(cc1)O)CC)c1ccc(cc1)O
Isomeric SMILES CC/C(=C(\c1ccc(cc1)O)/CC)/c1ccc(cc1)O
InChI InChI=1S/C18H20O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,19-20H,3-4H2,1-2H3/b18-17+
InChI Key RGLYKWWBQGJZGM-ISLYRVAYSA-N
Classification Click here for help
Compound class Metabolite or derivative
Approved drug? Yes (FDA (1973))
IUPAC Name Click here for help
4-[(E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
International Nonproprietary Names Click here for help
INN number INN
388 diethylstilbestrol
Synonyms Click here for help
stilboestrol
Database Links Click here for help
BindingDB Ligand 20625
CAS Registry No. 56-53-1 (source: Scifinder)
ChEBI CHEBI:41922
ChEMBL Ligand CHEMBL411
DrugCentral Ligand 875
GtoPdb PubChem SID 135651472
PubChem CID 448537
RCSB PDB Ligand DES
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SynPHARM 6507 (in complex with Estrogen receptor-α)
Wikipedia Diethylstilbestrol