trans-flupenthixol   

GtoPdb Ligand ID: 968

Synonyms: (E)-flupenthixol | beta-flupenthixol | flupentixol hydrochloride | trans-(E)-flupentixol
Compound class: Synthetic organic
Comment: This is the trans molecular form of the approved drug flupentixol, which is the cis form. Trans-flupentixol has lower affinity than cis-flupentixol for the dopamine D2 and D3 receptors [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 52.01
Molecular weight 434.16
XLogP 4.42
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCCN1CCN(CC1)CCC=C1c2ccccc2Sc2c1cc(cc2)C(F)(F)F
Isomeric SMILES OCCN1CCN(CC1)CC/C=C/1\c2ccccc2Sc2c1cc(cc2)C(F)(F)F
InChI InChI=1S/C23H25F3N2OS/c24-23(25,26)17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)30-22)5-3-9-27-10-12-28(13-11-27)14-15-29/h1-2,4-8,16,29H,3,9-15H2/b18-5+
InChI Key NJMYODHXAKYRHW-BLLMUTORSA-N
Classification
Compound class Synthetic organic
IUPAC Name
2-[4-[3-[2-(trifluoromethyl)thioxanthen-9-ylidene]propyl]piperazin-1-yl]ethanol
International Nonproprietary Names
INN number INN
1745 flupentixol
Synonyms
(E)-flupenthixol | beta-flupenthixol | flupentixol hydrochloride | trans-(E)-flupentixol
Comments
This is the trans molecular form of the approved drug flupentixol, which is the cis form. Trans-flupentixol has lower affinity than cis-flupentixol for the dopamine D2 and D3 receptors [1].
Database Links
BindingDB Ligand 50026957
CAS Registry No. 53772-85-3 (source: Scifinder)
ChEMBL Ligand CHEMBL42055
DrugBank Ligand DB00875
GtoPdb PubChem SID 135651274
PubChem CID 5281878
Search Google for chemical match using the InChIKey NJMYODHXAKYRHW-BLLMUTORSA-N
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Search PubMed clinical trials flupentixol
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Search UniChem for chemical match using the InChIKey NJMYODHXAKYRHW-BLLMUTORSA-N
Search UniChem for chemicals with the same backbone NJMYODHXAKYRHW
Wikipedia Flupentixol