diethylstilbestrol   Click here for help

GtoPdb Ligand ID: 2801

Synonyms: stilboestrol
Approved drug PDB Ligand
diethylstilbestrol is an approved drug (FDA (1973))
Compound class: Synthetic organic
Comment: Nonsteroidal estrogen receptor alpha (ERα) agonist.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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 Synthetic organic
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
Search Google for chemical match using the InChIKey RGLYKWWBQGJZGM-ISLYRVAYSA-N
Search Google for chemicals with the same backbone RGLYKWWBQGJZGM
Search PubMed clinical trials diethylstilbestrol
Search PubMed titles diethylstilbestrol
Search PubMed titles/abstracts diethylstilbestrol
SynPHARM 6507 (in complex with Estrogen receptor-α)
UniChem Compound Search for chemical match using the InChIKey RGLYKWWBQGJZGM-ISLYRVAYSA-N
UniChem Connectivity Search for chemical match using the InChIKey RGLYKWWBQGJZGM-ISLYRVAYSA-N
Wikipedia Diethylstilbestrol