Vanoxerine hydrochlorideProduct ingredient for Vanoxerine

Name
Vanoxerine hydrochloride
Drug Entry
Vanoxerine

Vanoxerine is a highly selective dopamine transporter antagonist. It was synthesized in the late 1970s and developed as a potential treatment for depression.1 Vanoxerine was later evaluated as a potential treatment for cocaine addiction due to its ability to block dopamine reuptake with a slower dissociation rate than cocaine.3 Although several studies have suggested that the profile of vanoxerine is safer than that of cocaine,1,2 other studies have found that vanoxerine has at least moderate potential to be abused by humans.9 More recently, vanoxerine was tested as a potential anti-arrhythmic and anti-atrial fibrillatory agent due to its ability to block the hKV11.1 (hERG) cardiac potassium channel.4 Vanoxerine is an investigational drug and has not been approved for therapeutic use.

Accession Number
DBSALT001866
Structure
Synonyms
Vanoxerine dihydrochloride / Vanoxerine HCl
UNII
MWO1IP03EV
CAS Number
67469-78-7
Weight
Average: 523.49
Monoisotopic: 522.2016254
Chemical Formula
C28H34Cl2F2N2O
InChI Key
MIBSKSYCRFWIRU-UHFFFAOYSA-N
InChI
InChI=1S/C28H32F2N2O.2ClH/c29-26-12-8-24(9-13-26)28(25-10-14-27(30)15-11-25)33-22-21-32-19-17-31(18-20-32)16-4-7-23-5-2-1-3-6-23;;/h1-3,5-6,8-15,28H,4,7,16-22H2;2*1H
IUPAC Name
1-{2-[bis(4-fluorophenyl)methoxy]ethyl}-4-(3-phenylpropyl)piperazine dihydrochloride
SMILES
Cl.Cl.FC1=CC=C(C=C1)C(OCCN1CCN(CCCC2=CC=CC=C2)CC1)C1=CC=C(F)C=C1
ChemSpider
94684
ChEBI
64086
ChEMBL
CHEMBL543876
Predicted Properties
PropertyValueSource
Water Solubility0.00139 mg/mLALOGPS
logP4.9ALOGPS
logP6.24Chemaxon
logS-5.5ALOGPS
pKa (Strongest Basic)8.58Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area15.71 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity130.38 m3·mol-1Chemaxon
Polarizability49.66 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleYesChemaxon