chlorotrianisene   Click here for help

GtoPdb Ligand ID: 7146

Synonyms: chlortrianisestrol | Tace®
Approved drug
chlorotrianisene is an approved drug (FDA (date unknown))
Compound class: Synthetic organic
Comment: Chlorotrianisene is a non-steroidal estrogen mimic.
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 0
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 27.69
Molecular weight 380.12
XLogP 6.41
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
Canonical SMILES COc1ccc(cc1)C(=C(c1ccc(cc1)OC)Cl)c1ccc(cc1)OC
Isomeric SMILES COc1ccc(cc1)C(=C(c1ccc(cc1)OC)Cl)c1ccc(cc1)OC
InChI InChI=1S/C23H21ClO3/c1-25-19-10-4-16(5-11-19)22(17-6-12-20(26-2)13-7-17)23(24)18-8-14-21(27-3)15-9-18/h4-15H,1-3H3
InChI Key BFPSDSIWYFKGBC-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (date unknown))
IUPAC Name Click here for help
1-[2-chloro-1,2-bis(4-methoxyphenyl)ethenyl]-4-methoxybenzene
International Nonproprietary Names Click here for help
INN number INN
595 chlorotrianisene
Synonyms Click here for help
chlortrianisestrol | Tace®
Database Links Click here for help
CAS Registry No. 569-57-3
ChEMBL Ligand CHEMBL1200761
DrugBank Ligand DB00269
DrugCentral Ligand 610
GtoPdb PubChem SID 178103721
PubChem CID 11289
Search Google for chemical match using the InChIKey BFPSDSIWYFKGBC-UHFFFAOYSA-N
Search Google for chemicals with the same backbone BFPSDSIWYFKGBC
Search PubMed clinical trials chlorotrianisene
Search PubMed titles chlorotrianisene
Search PubMed titles/abstracts chlorotrianisene
UniChem Compound Search for chemical match using the InChIKey BFPSDSIWYFKGBC-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey BFPSDSIWYFKGBC-UHFFFAOYSA-N
Wikipedia Chlorotrianisene