Pirlindole hydrochlorideProduct ingredient for Pirlindole

Name
Pirlindole hydrochloride
Drug Entry
Pirlindole

This drug is classified as a reversible inhibitor of monoamine oxidase A enzyme (also known as a RIMA drug). It was developed and is currently used as an antidepressant in Russia. Its chemical structure is similar to metralindole, and it also shares pharmacological properties with this drug.

Pirlindole is a selective, reversible inhibitor of monoamine oxidase (MAO) subtype A (MAO-A) that is approved in several European and non-European countries for the treatment of major depression. The antidepressant efficacy and safety of pirlindole have been demonstrated in numerous studies and, supported by many years of clinical experience in the treatment of depression. Pirlindole's efficacy and safety have also been shown in the treatment of fibromyalgia.

Accession Number
DBSALT002870
Structure
Synonyms
Pirlindole HCl
UNII
Q89W8I397C
CAS Number
16154-78-2
Weight
Average: 262.78
Monoisotopic: 262.1236763
Chemical Formula
C15H19ClN2
InChI Key
LIFOOCLGAAEVIF-UHFFFAOYSA-N
InChI
InChI=1S/C15H18N2.ClH/c1-10-5-6-14-12(9-10)11-3-2-4-13-15(11)17(14)8-7-16-13;/h5-6,9,13,16H,2-4,7-8H2,1H3;1H
IUPAC Name
12-methyl-1,4-diazatetracyclo[7.6.1.0^{5,16}.0^{10,15}]hexadeca-9(16),10,12,14-tetraene hydrochloride
SMILES
Cl.CC1=CC=C2N3CCNC4CCCC(=C34)C2=C1
ChemSpider
103028
ChEMBL
CHEMBL1470001
Predicted Properties
PropertyValueSource
Water Solubility0.107 mg/mLALOGPS
logP2.1ALOGPS
logP3.1Chemaxon
logS-3.3ALOGPS
pKa (Strongest Basic)8.7Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count1Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area16.96 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity70.42 m3·mol-1Chemaxon
Polarizability27.27 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon