PARGYLINE

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Synonyms
Status
Molecule Category Free-form
ATC C02KC01
UNII 9MV14S8G3E
EPA CompTox DTXSID3023423

Structure

InChI Key DPWPWRLQFGFJFI-UHFFFAOYSA-N
Smiles C#CCN(C)Cc1ccccc1
InChI
InChI=1S/C11H13N/c1-3-9-12(2)10-11-7-5-4-6-8-11/h1,4-8H,9-10H2,2H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C11H13N
Molecular Weight 159.23
AlogP 1.75
Hydrogen Bond Acceptor 1.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 3.0
Polar Surface Area 3.24
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 12.0
Assay Description Organism Bioactivity Reference
Percent inhibition of the enzyme Alcohol dehydrogenase was measured in rats which are treated with phenobarbital (PB) None 90.0 %
Percent inhibition of the enzyme Alcohol dehydrogenase was measured in rats which are untreated with phenobarbital (PB) None 88.0 %
Inhibition of monoamine oxidase A at 10 uM None 60.0 %
Inhibition of monoamine oxidase B at 10 uM None 98.2 %
Irreversible inhibition of recombinant human MAO-B using p-tyramine substrate preincubated at 200 nM for 15 mins before substrate addition measured after repeated wash-out by fluorescence assay Homo sapiens 56.6 %
Irreversible inhibition of recombinant human MAO-B using p-tyramine substrate preincubated at 200 nM for 15 mins before substrate addition measured after 20 mins by fluorescence assay Homo sapiens 60.3 %
Inhibition of recombinant human MAO-B using p-benzylamine substrate preincubated for 15 mins before substrate addition measured after 20 mins by fluorescence assay Homo sapiens 188.0 nM
Inhibition of MAOB (unknown origin) using kynuramine as substrate after 1 hr by fluorescence assay Homo sapiens 130.0 nM
Inhibition of LSD1 (unknown origin) expressed in Sf9 cells using H3K4(me2) as substrate at 100 uM preincubated for 30 mins prior to substrate addition measured after 90 mins by horseradish peroxidase assay relative to control Homo sapiens 23.0 %
Irreversible inhibition of human recombinant MAO-B at 200 nM preincubated for 15 mins followed by repeated washing by centrifugation-ultrafiltration method relative to control Homo sapiens 56.6 %
Inhibition of human recombinant MAO-B at 200 nM incubated for 15 mins prior to washing relative to control Homo sapiens 60.3 %
Inhibition of human recombinant MAO-B using benzylamine as substrate preincubated for 15 mins under dark condition followed by substrate addition measured after 20 mins by fluorescence assay Homo sapiens 188.0 nM
Inhibition of LSD1 (unknown origin) at 10 uM relative to control Homo sapiens 69.8 %
Antidepressant activity in mouse assessed as antagonism of tetrabenazine-induced symptoms at 10 mg/kg, ip administered 30 mins before 35 mg/kg, ip tetrabenazine challenge measured after 30 mins by arousal test Mus musculus 60.0 %
Inhibition of human recombinant MAO-B using p-tyramine as substrate assessed as H2O2 production after 15 mins by fluorescence assay Homo sapiens 192.0 nM
Inhibition of human recombinant microsomal MAO-B expressed in Pichia pastoris incubated for 30 mins prior to substrate addition measured after 60 mins by MAO-Glo assay Homo sapiens 20.3 nM
Inhibition of human recombinant soluble MAO-B expressed in Pichia pastoris incubated for 30 mins prior to substrate addition measured after 60 mins by MAO-Glo assay Homo sapiens 49.5 nM
Binding affinity to human recombinant microsomal MAO-B by ITC Homo sapiens 275.4 nM
Reversible inhibition of human MAO-B at 10 times IC50 incubated for 30 mins followed by 100 fold dilution to 0.1 times IC50 by dilution assay relative to control Homo sapiens 10.0 %
Inhibition of human recombinant MAO-B using benzylamine as substrate incubated for 15 mins prior to substrate addition measured after 20 mins by fluorescence plate reader analysis Homo sapiens 188.0 nM
Inhibition of human recombinant MAO-B using kynuramine substrate by spectrophotometric assay Homo sapiens 130.0 nM
Inhibition of human MAO-B using p-tyramine as substrate assessed as production of H2O2 from p-tyramine incubated for 15 mins by Amplex Red MAO assay Homo sapiens 198.5 nM
Inhibition of human recombinant microsomal MAO-B expressed in baculovirus-infected insect cells using p-tyramine as substrate preincubated for 15 mins followed by substrate addition measured for 20 mins by amplex red assay Homo sapiens 195.0 nM
Irreversible inhibition of recombinant human MAO-A expressed in baculovirus infected BTI insect cell microsomes assessed as residual activity using kynuramine as substrate at 13 uM preincubated for 15 mins with subsequent dialysis for 24 hrs followed by substrate addition measured after 20 mins by fluorescence spectroscopy relative to negative control Homo sapiens 0.1 %
Inhibition of recombinant human MAOB using benzylamine as substrate preincubated for 15 mins followed by substrate addition measured after 15 mins by Amplex red reagent based fluorescence assay Homo sapiens 188.0 nM
Inhibition of human MAO-B using p-tyramine as substrate preincubated for 15 mins followed by substrate addition measured after 20 mins by fluorescence-based Amplex Red MAO assay Homo sapiens 200.0 nM
Inhibition of human recombinant MAOB using benzylamine as substrate preincubated for 30 mins followed by substrate addition Homo sapiens 120.0 nM
Inhibition of recombinant human MAO-B using p-tyramine as substrate preincubated for 15 mins followed by substrate addition measured after 20 mins by amplex red reagent based fluorescence assay Homo sapiens 194.0 nM
Inhibition of MAO-A (unknown origin) Homo sapiens 11.52 nM
Inhibition of MAO-B (unknown origin) Homo sapiens 8.2 nM
Inhibition of recombinant human MAO-B assessed as reduction in H2O2 production using p-tyramine as substrate preincubated for 15 mins followed by substrate addition by Amplex red reagent based fluorescence assay Homo sapiens 75.2 nM
Inhibition of recombinant human microsomal MAOB expressed in baculovirus infected BTI insect cells using p-tyramine as substrate preincubated for 15 mins followed by substrate addition and measured over 20 mins by amplex red reagent-based horseradish peroxidase-coupled fluorometric assay Homo sapiens 195.5 nM
Inhibition of human recombinant microsomal MAO-B expressed in baculovirus infected BTI-TN-5B1-4 cells assessed as reduction in production of H202 using p-tyramine as substrate incubated for 30 mins followed by substrate addition by horse radish peroxidase/Amplex red reagent based fluorescence assay Homo sapiens 150.0 nM
Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI insect cells incubated for 15 mins with substrate p-Tyramine by fluorescence assay Homo sapiens 85.8 nM
Inhibition of MAOB (unknown origin) using benzylamine as substrate preincubated for 30 mins followed by substrate addition Homo sapiens 91.0 nM
Inhibition of PYCR1 in human SUM159PT cells assessed as reduction proline content at 100 uM by LC-MS analysis relative to control Homo sapiens 50.0 %
Inhibition of human recombinant MAO-B expressed in baculovirus infected BTI insect cells using benzylamine as substrate after 30 mins by spectrophotometric analysis Homo sapiens 100.0 nM
Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI insect cells preincubated for 10 mins followed by addition of benzylamine as substrate Homo sapiens 103.0 nM
Inhibition of Wistar rat brain MAOB using kynuramine as substrate preincubated for 15 mins followed by substrate addition and measured after 15 mins by fluorescence assay Rattus norvegicus 220.0 nM
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 13.6 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.44 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.44 %
Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI insect cells assessed as reduction in formation of 4-quinolinol using kynuramine as substrate preincubated with substrate for 10 mins followed by enzyme addition and measured after 20 mins by fluorescence based microplate reader assay Homo sapiens 220.0 nM
Inhibition of recombinant human MAO-B at 10 uM incubated for 30 mins by fluorescence-based method Homo sapiens 0.14 %
Inhibition of human recombinant MAO-B expressed in baculovirus infected BTI insect cells using kynuramine as substrate at 100 nM incubated for 10 mins followed by substrate addition by fluorimetric analysis relative to control Homo sapiens 53.0 %
Inhibition of human recombinant MAO-B expressed in baculovirus infected BTI insect cells using kynuramine as substrate incubated for 10 mins followed by substrate addition by fluorimetric analysis Homo sapiens 107.3 nM
Inhibition of recombinant human MAO-B using p-tyramine as substrate preincubated with enzyme for 15 mins followed incubation with substrate for 20 mins by Amplex red reagent based fluorescence based analysis Homo sapiens 120.0 nM
Inhibition of human recombinant MAO-B using kynuramine as substrate incubated for 20 mins measuring increase in emission signal at 400 nm multimode plate reader assay Homo sapiens 220.0 nM
Inhibition of human MAO-B preincubated for 5 mins followed by addition of Kynuramine substrate and measured after 30 mins by plate reader method Homo sapiens 80.0 nM

Cross References

Resources Reference
ChEBI 7930
ChEMBL CHEMBL673
DrugBank DB01626
DrugCentral 2065
FDA SRS 9MV14S8G3E
Human Metabolome Database HMDB0015563
Guide to Pharmacology 7262
KEGG C07414
PharmGKB PA450797
PubChem 4688
SureChEMBL SCHEMBL2045
ZINC ZINC000053084618
CONTENTS