tamoxifen   Click here for help

GtoPdb Ligand ID: 1016

Synonyms: ICI-46474 | Nolvadex® | Soltamox®
Approved drug PDB Ligand
tamoxifen is an approved drug (FDA (1977))
Compound class: Synthetic organic
Comment: 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.
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 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
Click here for help
Canonical SMILES CCC(=C(c1ccccc1)c1ccc(cc1)OCCN(C)C)c1ccccc1
Isomeric SMILES CC/C(=C(\c1ccccc1)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
InChI InChI=1S/C26H29NO/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)28-20-19-27(2)3/h5-18H,4,19-20H2,1-3H3/b26-25-
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1977))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
Is prodrug? Yes
Active form 4-hydroxytamoxifennorendoxifenendoxifen
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
3299 tamoxifen
Synonyms Click here for help
ICI-46474 | Nolvadex® | Soltamox®
Database Links Click here for help
Specialist databases
GPCRdb Ligand tamoxifen
Other databases
BindingDB Ligand 20607
CAS Registry No. 10540-29-1 (source: Scifinder)
DrugBank Ligand DB00675
DrugCentral Ligand 2561
GtoPdb PubChem SID 135651233
PubChem CID 2733526
Search Google for chemical match using the InChIKey NKANXQFJJICGDU-QPLCGJKRSA-N
Search Google for chemicals with the same backbone NKANXQFJJICGDU
Search PubMed clinical trials tamoxifen
Search PubMed titles tamoxifen
Search PubMed titles/abstracts tamoxifen
UniChem Compound Search for chemical match using the InChIKey NKANXQFJJICGDU-QPLCGJKRSA-N
UniChem Connectivity Search for chemical match using the InChIKey NKANXQFJJICGDU-QPLCGJKRSA-N
Wikipedia Tamoxifen

Product suppliers

View disclaimer

Tamoxifen (links to external site)
Cat. No. 6342