Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL92401

IPRONIAZID
🧪 Phase II
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase II
CC(C)NNC(=O)c1ccncc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL92401
Name IPRONIAZID
Phase Phase II
Structure Type MOL
InChI Key NYMGNSNKLVNMIA-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Iproniazid Iproniazida Iproniazide Marsilid
4
Targets
164
Activities
1
Assay Types
0
PK Parameters
20
Publications
4
Known Names
1
Indications
1
Mechanisms

Molecular Properties

179.2
MW (Da)
0.72
ALogP
3
HBA
2
HBD
54.0
PSA (Ų)
0.67
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product First in Class

Extended Properties

Molecular Formula C9H13N3O
MW 179.22
Aromatic Rings 1
Heavy Atoms 13
NP-Likeness -1.53

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Monoamine oxidase inhibitor INHIBITOR Monoamine oxidase ✓ ✓

Indications

Depressive Disorder

ATC Classification

N06AF05
iproniazide
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOANALEPTICS

Activity Summary

IC50 164 meas. best 6.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Amine oxidase [flavin-containing] A
CHEMBL1951
 IC50 6.08 5.2693 837.0 81
Amine oxidase [flavin-containing] B
CHEMBL2039
 IC50 6.01 5.2794 985.0 80
Amine oxidase [flavin-containing] A
CHEMBL3358
 IC50 5.3 5.3 5000.0 1
Amine oxidase [flavin-containing] B
CHEMBL2993
 IC50 5.12 5.12 7500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Amine oxidase [flavin-containing] A IC50 = 837.0 nM 6.08 Inhibition of recombinant human MAO-A expressed in baculovirus infected BTI inse... 28237559
Amine oxidase [flavin-containing] B IC50 = 985.0 nM 6.01 Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI inse... 28237559
Amine oxidase [flavin-containing] B IC50 = 1260.0 nM 5.9 Inhibition of MAO-B (unknown origin) using kynuramine as substrate preincubated ... 36716641
Amine oxidase [flavin-containing] B IC50 = 1350.0 nM 5.87 Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI inse... 29409707
Amine oxidase [flavin-containing] B IC50 = 1350.0 nM 5.87 Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI inse... 31581002
Amine oxidase [flavin-containing] B IC50 = 1350.0 nM 5.87 Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI inse... 31310916
Amine oxidase [flavin-containing] B IC50 = 1350.0 nM 5.87 Inhibition of human recombinant MAO-B by multimode plate reader assay 33667847
Amine oxidase [flavin-containing] A IC50 = 1370.0 nM 5.86 Inhibition of recombinant human MAO-A using kynuramine as substrate after 30 min... 28131710
Amine oxidase [flavin-containing] A IC50 = 1370.0 nM 5.86 Inhibition of recombinant human MAO-A expressed in baculovirus infected BTI inse... 32146060
Amine oxidase [flavin-containing] A IC50 = 1410.0 nM 5.85 Inhibition of recombinant human MAOA expressed in baculovirus infected in BTI ce... 32089390
Amine oxidase [flavin-containing] B IC50 = 1620.0 nM 5.79 Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI inse... 31229875
Amine oxidase [flavin-containing] B IC50 = 1780.0 nM 5.75 Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI inse... 28487125
Amine oxidase [flavin-containing] B IC50 = 1760.0 nM 5.75 Inhibition of human recombinant MAO-B expressed in baculovirus infected BTI inse... 29033232
Amine oxidase [flavin-containing] B IC50 = 1780.0 nM 5.75 Inhibition of recombinant human MAO-B using kynuramine as substrate after 30 min... 29033233
Amine oxidase [flavin-containing] B IC50 = 1780.0 nM 5.75 Inhibition of human recombinant MAO-B using kynuramine as substrate measured aft... 31444085
Amine oxidase [flavin-containing] A IC50 = 1920.0 nM 5.72 Inhibition of MAO-A (unknown origin) using kynuramine as substrate preincubated ... 36716641
Amine oxidase [flavin-containing] B IC50 = 1950.0 nM 5.71 Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI inse... 27951485
Amine oxidase [flavin-containing] B IC50 = 1970.0 nM 5.71 Inhibition of recombinant human MAOB using kynuramine as substrate preincubated ... 33640707
Amine oxidase [flavin-containing] B IC50 = 1950.0 nM 5.71 Inhibition of recombinant human MAO-B using kynuramine as substrate after 30 min... 29500132
Amine oxidase [flavin-containing] B IC50 = 1950.0 nM 5.71 Inhibition of human recombinant MAO-B using kynuramine as substrate after 30 min... 27079124

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885861 Rattus norvegicus 1385
- 10.6019/CHEMBL3885881 Rattus norvegicus 301
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20014752 10.1021/tx900326k Hepatotoxicity 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 2
21965623 10.1124/dmd.111.040758 Bile salt export pump 2
22222137 10.1016/j.ejmech.2011.12.027 Amine oxidase [flavin-containing] A 2
24246731 10.1016/j.ejmech.2013.10.029 Mycobacterium tuberculosis 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Glucocorticoid receptor 2
22931300 10.1021/tx300075j Cytochrome P450 3A4 2
22222137 10.1016/j.ejmech.2011.12.027 Amine oxidase [flavin-containing] B 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
31229875 10.1016/j.ejmech.2019.06.026 Unchecked 2
22931300 10.1021/tx300075j Liver microsomes 2
37468498 10.1038/s41467-023-40064-9 Peroxisome proliferator-activated receptor gamma 2
37468498 10.1038/s41467-023-40064-9 Estrogen receptor 2
35245051 10.1021/acs.jmedchem.1c01883 Unchecked 2

Data from ChEMBL 36 via Core Engine