Zuclopenthixol decanoateProduct ingredient for Zuclopenthixol

Name
Zuclopenthixol decanoate
Drug Entry
Zuclopenthixol

Zuclopenthixol, also known as Zuclopentixol or Zuclopenthixolum, is an antipsychotic agent. Zuclopenthixol is a thioxanthene-based neuroleptic with therapeutic actions similar to the phenothiazine antipsychotics. It is an antagonist at D1 and D2 dopamine receptors. Major brands of zuclopenthixol are Cisordinol, Acuphase, and Clopixol. This drug is a liquid. This compound belongs to the thioxanthenes. These are organic polycyclic compounds containing a thioxanthene moiety, which is an aromatic tricycle derived from xanthene by replacing the oxygen atom with a sulfur atom. Known drug targets of zuclopenthixol include 5-hydroxytryptamine receptor 2A, D(1B) dopamine receptor, D(2) dopamine receptor, D(1A) dopamine receptor, and alpha-1A adrenergic receptor. It is known that zuclopenthixol is metabolized by Cytochrome P450 2D6. Zuclopenthixol was approved for use in Canada in 2011, but is not approved for use in the United States.

Accession Number
DBSALT000787
Structure
Thumb
Synonyms
Not Available
UNII
TSS9KIZ5OG
CAS Number
64053-00-5
Weight
Average: 555.214
Monoisotopic: 554.273377027
Chemical Formula
C32H43ClN2O2S
InChI Key
QRUAPADZILXULG-WKIKZPBSSA-N
InChI
InChI=1S/C32H43ClN2O2S/c1-2-3-4-5-6-7-8-15-32(36)37-24-23-35-21-19-34(20-22-35)18-11-13-27-28-12-9-10-14-30(28)38-31-17-16-26(33)25-29(27)31/h9-10,12-14,16-17,25H,2-8,11,15,18-24H2,1H3/b27-13-
IUPAC Name
2-(4-{3-[(9Z)-2-chloro-9H-thioxanthen-9-ylidene]propyl}piperazin-1-yl)ethyl decanoate
SMILES
[H]\C(CCN1CCN(CCOC(=O)CCCCCCCCC)CC1)=C1/C2=CC=CC=C2SC2=C1C=C(Cl)C=C2
PubChem Compound
6450333
ChemSpider
4952942
ZINC
ZINC000056898828
Wikipedia
Zuclopenthixol
Predicted Properties
PropertyValueSource
Water Solubility3.41e-05 mg/mLALOGPS
logP7.46ALOGPS
logP8.48ChemAxon
logS-7.2ALOGPS
pKa (Strongest Basic)8.24ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area32.78 Å2ChemAxon
Rotatable Bond Count15ChemAxon
Refractivity172.99 m3·mol-1ChemAxon
Polarizability65.73 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon