diethylstilbestrol   

GtoPdb Ligand ID: 2801

Synonyms: stilboestrol
diethylstilbestrol is an approved drug (FDA (1973))
Comment: Estrogen receptor alpha agonist
2D Structure
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Physico-chemical Properties
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
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
Compound class Metabolite or derivative
Approved drug? Yes (FDA (1973))
IUPAC Name
4-[(E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
International Nonproprietary Names
INN number INN
388 diethylstilbestrol
Synonyms
stilboestrol
Database Links
BindingDB Ligand 20625
CAS Registry No. 56-53-1 (source: Scifinder)
ChEBI CHEBI:41922
ChEMBL Ligand CHEMBL411
DrugCentral Ligand 875
GtoPdb PubChem SID 135651472
NURSA Ligand 10.1621/GYGXGQW5SL
PubChem CID 448537
RCSB PDB Ligand DES
Search Google for chemical match using the InChIKey RGLYKWWBQGJZGM-ISLYRVAYSA-N
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Search UniChem for chemical match using the InChIKey RGLYKWWBQGJZGM-ISLYRVAYSA-N
Search UniChem for chemicals with the same backbone RGLYKWWBQGJZGM
SynPHARM 6507 (in complex with Estrogen receptor-α)
Wikipedia Diethylstilbestrol