clomiphene   Click here for help

GtoPdb Ligand ID: 4159

Synonyms: Androxal® | Clomid® | clomifene | MER-41 | MRL-41 | Omifin® | RMI-16289
Approved drug
clomiphene is an approved drug (FDA (1967))
Compound class: Synthetic organic
Comment: Clomiphene is an estrogen receptor alpha modulator, it can act an agonist or antagonist depending on the target tissue. The approved drug clomiphene is a racemic mixture of the two geometric isomers, E and Z clomiphene (also known as enclomiphene and zuclomiphene). Zuclomifene is the more active isomer.
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 9
Topological polar surface area 12.47
Molecular weight 405.19
XLogP 7.28
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
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
InChI Key GKIRPKYJQBWNGO-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1967))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
{2-[4-(2-chloro-1,2-diphenylethenyl)phenoxy]ethyl}diethylamine
International Nonproprietary Names Click here for help
INN number INN
1309 clomifene
Synonyms Click here for help
Androxal® | Clomid® | clomifene | MER-41 | MRL-41 | Omifin® | RMI-16289
Database Links Click here for help
CAS Registry No. 911-45-5 (source: Scifinder)
ChEBI CHEBI:3752
ChEMBL Ligand CHEMBL2355051
DrugBank Ligand DB00882
DrugCentral Ligand 700
GtoPdb PubChem SID 178100979
PubChem CID 2800
Search Google for chemical match using the InChIKey GKIRPKYJQBWNGO-UHFFFAOYSA-N
Search Google for chemicals with the same backbone GKIRPKYJQBWNGO
Search PubMed clinical trials clomifene
Search PubMed titles clomifene
Search PubMed titles/abstracts clomifene
Search UniChem for chemical match using the InChIKey GKIRPKYJQBWNGO-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone GKIRPKYJQBWNGO
Wikipedia Clomifene