tamoxifen

Ligand id: 1016

Name: tamoxifen

Structure and Physico-chemical Properties

2D Structure
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Calculated Physico-chemical Properties
Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 8
Topological polar surface area 12.47
Molecular weight 371.22
XLogP 7.14
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1977))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
Is prodrug? Yes
Active form 4-hydroxytamoxifennorendoxifenendoxifen
IUPAC Name
2-[4-[(Z)-1,2-di(phenyl)but-1-enyl]phenoxy]-N,N-dimethylethanamine
International Nonproprietary Names
INN number INN
3299 tamoxifen
Synonyms
ICI-46474 | Nolvadex® | Soltamox®
Comments
Tamoxifen can be classed as a mixed agonist/antagonist of the estrogen -α and -β receptors, as its activity depends on the tissue in which the receptor is expressed. ChEMBL classify this compound as an ERα modulator, while it is described as a selective estrogen receptor modulator by Burris et al. in their 2013 review [1]. Tamoxifen can be considered as a prodrug as its three main metabolites exhibit higher affinity and specificity than tamoxifen at the ERα and ERβ receptors.
Database Links
BindingDB Ligand 20607
CAS Registry No. 10540-29-1 (source: Scifinder)
ChEBI CHEBI:41774
ChEMBL Ligand CHEMBL83
DrugBank Ligand DB00675
GtoPdb PubChem SID 135651233
NURSA Ligand 10.1621/84RTZ5I395
PubChem CID 2733526
RCSB PDB Ligand CTX
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Wikipedia Tamoxifen

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Tocris
Tamoxifen
Cat. No. 6342