pirlindole   Click here for help

GtoPdb Ligand ID: 6638

Synonyms: Pyrazidol ®
Approved drug
pirlindole is an approved drug (Russia only)
Compound class: Synthetic organic
Comment: Pirlindole is a reversible monoamine oxidase A inhibitor (RIMA) family antidepressant.

pirlindole is commercially available from our sponsors

2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 1
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 16.96
Molecular weight 226.15
XLogP 4.12
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES Cc1ccc2c(c1)c1CCCC3c1n2CCN3
Isomeric SMILES Cc1ccc2c(c1)c1CCCC3c1n2CCN3
InChI InChI=1S/C15H18N2/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
InChI Key IWVRVEIKCBFZNF-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. Russia (0)
IUPAC Name Click here for help
8-Methyl-2,3,3a,4,5,6-hexahydro-1H-pyrazino[3,2,1-jk]carbazole
International Nonproprietary Names Click here for help
INN number INN
4615 pirlindole
Synonyms Click here for help
Pyrazidol ®
Database Links Click here for help
CAS Registry No. 60762-57-4
ChEMBL Ligand CHEMBL32350
DrugCentral Ligand 2206
GtoPdb PubChem SID 178103251
PubChem CID 68802
Search Google for chemical match using the InChIKey IWVRVEIKCBFZNF-UHFFFAOYSA-N
Search Google for chemicals with the same backbone IWVRVEIKCBFZNF
Search PubMed clinical trials pirlindole
Search PubMed titles pirlindole
Search PubMed titles/abstracts pirlindole
UniChem Compound Search for chemical match using the InChIKey IWVRVEIKCBFZNF-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey IWVRVEIKCBFZNF-UHFFFAOYSA-N
Wikipedia Pirlindole

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MedChemExpress
Pirlindole (links to external site)
Cat. No. HY-100679