toremifene   Click here for help

GtoPdb Ligand ID: 4325

Synonyms: Fareston® | Farestone® | FC-1157a
Approved drug PDB Ligand
toremifene is an approved drug (EMA (1996), FDA (1997))
Compound class: Synthetic organic
Comment: Toremifene is an orally active, selective estrogen receptor modulator (SERM).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 9
Topological polar surface area 12.47
Molecular weight 405.19
XLogP 6.85
No. Lipinski's rules broken 1
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Canonical SMILES ClCCC(=C(c1ccccc1)c1ccc(cc1)OCCN(C)C)c1ccccc1
Isomeric SMILES ClCC/C(=C(\c1ccccc1)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
InChI InChI=1S/C26H28ClNO/c1-28(2)19-20-29-24-15-13-23(14-16-24)26(22-11-7-4-8-12-22)25(17-18-27)21-9-5-3-6-10-21/h3-16H,17-20H2,1-2H3/b26-25-
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Summary of Clinical Use Click here for help
Used in the treatment of metastatic breast cancer in post-menopausal women with estrogen-receptor-positive or receptor-unknown tumours. Being investigated for the treatment of prostate cancer [1]. Follow this link to view a list of clinical trials assessing toremifene in prostate cancer, registered with
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Estrogen receptor modulator. In its use in breast cancer treatment, the antitumour effect is believed to arise from its antiestrogenic effect.
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