enclomiphene   Click here for help

GtoPdb Ligand ID: 7619

Synonyms: Androxal® | enclomiphene citrate
PDB Ligand
Compound class: Synthetic organic
Comment: Enclomiphene is the trans isomer component in the racemate drug clomiphene and has also been assigned an INN in its own right.
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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 7.28
No. Lipinski's rules broken 1
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Canonical SMILES CCN(CCOc1ccc(cc1)C(=C(c1ccccc1)Cl)c1ccccc1)CC
Isomeric SMILES CCN(CCOc1ccc(cc1)/C(=C(\c1ccccc1)/Cl)/c1ccccc1)CC
InChI InChI=1S/C26H28ClNO/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23/h5-18H,3-4,19-20H2,1-2H3/b26-25+
1. Auerbach SS, DrugMatrix® and ToxFX® Coordinator National Toxicology Program. 
National Toxicology Program: Dept of Health and Human Services.
Accessed on 02/05/2014. Modified on 02/05/2014. DrugMatrix, https://ntp.niehs.nih.gov/drugmatrix/index.html
2. Hill S, Arutchelvam V, Quinton R. (2009)
Enclomiphene, an estrogen receptor antagonist for the treatment of testosterone deficiency in men.
IDrugs, 12 (2): 109-19. [PMID:19204885]
3. Ioannidou-Kadis S, Wright PJ, Neely RD, Quinton R. (2006)
Complete reversal of adult-onset isolated hypogonadotropic hypogonadism with clomiphene citrate.
Fertil Steril, 86 (5): 1513.e5-9. [PMID:17070201]