flupentixol   Click here for help

GtoPdb Ligand ID: 948

Synonyms: cis flupenthixol | alpha-flupenthixol | flupenthixol
Approved drug
flupentixol is an approved drug
Compound class: Synthetic organic
Comment: The approved drug flupentixol (aka flupenthixol) is the cis form. Flupenthixol is not approved for marketing by US FDA, but is available in other countries. For the structure of the trans form please see our entry for trans-flupenthixol.
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View more information in the IUPHAR Pharmacology Education Project: flupentixol

2D Structure
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Physico-chemical Properties
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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
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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-DVZOWYKESA-N
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
D3 receptor Hs Antagonist Antagonist 9.0 pKi - 1
pKi 9.0 (Ki 1.1x10-9 M) [1]
D2 receptor Primary target of this compound Hs Antagonist Antagonist 8.8 pKi - 1
pKi 8.8 (Ki 1.5x10-9 M) [1]
D5 receptor Hs Antagonist Antagonist 8.1 pKi - 2
pKi 8.1 [2]
D1 receptor Primary target of this compound Hs Antagonist Antagonist 7.0 – 8.4 pKi - 2-3
pKi 7.0 – 8.4 [2-3]
Description: Note that this assay uses the cis form of the compound, whereas the approved drug is a racemic mixture of cis and trans molecules.