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

CHEMBL1089

PHENELZINE
💊 Approved Drug
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
💊 Approved Drug

Basic Information

ChEMBL ID CHEMBL1089
Name PHENELZINE
Phase Approved
Structure Type MOL
InChI Key RMUCZJUITONUFY-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Fenelzina Phenelzine
13
Targets
25
Activities
2
Assay Types
0
PK Parameters
20
Publications
2
Known Names
1
Indications

Molecular Properties

136.2
MW (Da)
0.69
ALogP
2
HBA
2
HBD
38.0
PSA (Ų)
0.47
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1961
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Black Box Warning Natural Product

Extended Properties

Molecular Formula C8H12N2
MW 136.20
Aromatic Rings 1
Heavy Atoms 10
NP-Likeness -0.43

Indications

Depressive Disorder

ATC Classification

N06AF03
phenelzine
Level 1: NERVOUS SYSTEM
Level 2: PSYCHOANALEPTICS

Activity Summary

IC50 13 meas. best 7.7
Ki 12 meas. best 7.03

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Amine oxidase [copper-containing] 3
CHEMBL3437
IC50 7.7 7.7 19.9 1
Amine oxidase [flavin-containing] A
CHEMBL3358
IC50 7.52 7.52 30.0 1
Amine oxidase [flavin-containing] B
CHEMBL2993
IC50 7.12 7.12 76.3 1
Amine oxidase [flavin-containing] B
CHEMBL2039
Ki 7.03 6.97 94.0 2
Amine oxidase [flavin-containing] A
CHEMBL1951
IC50 6.84 6.73 146.0 2
Amine oxidase [flavin-containing] B
CHEMBL2039
IC50 6.84 5.75 143.0 2
Amine oxidase [flavin-containing] A
CHEMBL1951
Ki 6.79 6.79 163.0 1
Unchecked
CHEMBL612545
IC50 6.15 6.15 708.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 6.1 6.1 800.0 1
Cytochrome P450 2D6
CHEMBL289
IC50 6.0 6.0 1000.0 1
Cytochrome P450 2C8
CHEMBL3721
Ki 5.92 5.09 1200.0 2
Cytochrome P450 3A4
CHEMBL340
IC50 5.7 5.7 2000.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 5.4 5.4 4000.0 1
Lysine-specific histone demethylase 1A
CHEMBL6136
Ki 5.25 5.0314 5600.0 7
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
IC50 4.85 4.85 14000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Amine oxidase [copper-containing] 3 IC50 = 19.95 nM 7.7 Inhibition of human recombinant VAP-1 expressed in CHO cells after 30 mins by co... 20690686
Amine oxidase [flavin-containing] A IC50 = 30.0 nM 7.52 In vitro ability to inhibit Monoamine oxidase A activity in rat whole brain in v... 11591508
Amine oxidase [flavin-containing] B IC50 = 76.3 nM 7.12 In vitro ability to inhibit Monoamine oxidase B activity in rat whole brain in v... 11591508
Amine oxidase [flavin-containing] B Ki = 94.0 nM 7.03 Inhibition of human recombinant soluble MAO-B expressed in Pichia pastoris incub... 25600407
Amine oxidase [flavin-containing] B Ki = 124.0 nM 6.91 Mixed-type inhibition of recombinant human MAO-B assessed as reduction in 4-hydr... 27754693
Amine oxidase [flavin-containing] A IC50 = 146.0 nM 6.84 DRUGMATRIX: Monoamine Oxidase MAO-A enzyme inhibition (substrate: Kynuramine) -
Amine oxidase [flavin-containing] B IC50 = 143.0 nM 6.84 Inhibition of recombinant human MAO-B assessed as reduction in 4-hydroxyquinolin... 27754693
Amine oxidase [flavin-containing] A Ki = 163.0 nM 6.79 Mixed-type inhibition of recombinant human MAO-A assessed as reduction in 4-hydr... 27754693
Amine oxidase [flavin-containing] A IC50 = 238.0 nM 6.62 Inhibition of recombinant human MAO-A assessed as reduction in 4-hydroxyquinolin... 27754693
Unchecked IC50 = 707.95 nM 6.15 Inhibition of rat liver MAO after 30 mins by coupled colorimetric method 20690686
Cytochrome P450 2C19 IC50 = 800.0 nM 6.1 DRUGMATRIX: CYP450, 2C19 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Cytochrome P450 2D6 IC50 = 1000.0 nM 6.0 DRUGMATRIX: CYP450, 2D6 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Cytochrome P450 2C8 Ki = 1200.0 nM 5.92 Mechanism based inhibition of human cytochrome P450 2C8 measured by paclitaxel h... 16248836
Cytochrome P450 3A4 IC50 = 2000.0 nM 5.7 DRUGMATRIX: CYP450, 3A4 enzyme inhibition (substrate: 7-Benzyloxy-4-(trifluorome... -
Cytochrome P450 2C9 IC50 = 4000.0 nM 5.4 DRUGMATRIX: CYP450, 2C9 enzyme inhibition (substrate: 3-Cyano-7-ethoxycoumarin) -
Lysine-specific histone demethylase 1A Ki = 5600.0 nM 5.25 Inhibition of LSD1 (unknown origin) 27769034
Lysine-specific histone demethylase 1A Ki = 5600.0 nM 5.25 Inhibition of LSD1 (unknown origin) assessed as inhibition constant by peroxidas... 36537915
Lysine-specific histone demethylase 1A Ki = 5600.0 nM 5.25 Inhibition of GST tagged LSD1 (unknown origin) expressed in Escherichia coli usi... 36537915
Lysine-specific histone demethylase 1A Ki = 6000.0 nM 5.22 Inhibition of human recombinant LSD1 using H3K4me2 as substrate preincubated for... 34591474
Indoleamine 2,3-dioxygenase 1 IC50 = 14000.0 nM 4.85 Inhibition of IDO1 (unknown origin) using L-tryptophan substrate incubated for 6... 25036789

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 326
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
25036789 10.1016/j.ejmech.2014.06.078 Indoleamine 2,3-dioxygenase 1 4
16248836 10.2174/138920005774330639 Cytochrome P450 2C8 4
20014752 10.1021/tx900326k Hepatotoxicity 3
16190747 10.1021/jm050283b 4-aminobutyrate aminotransferase, mitochondrial 3
16190747 10.1021/jm050283b Rattus norvegicus 3
20690686 10.1021/jm100337z Unchecked 2
22931300 10.1021/tx300075j Cytochrome P450 3A4 2
23611731 10.1016/j.bmcl.2013.03.117 Unchecked 2
21955276 10.1021/jm201048w Lysine-specific histone demethylase 1A 2
22931300 10.1021/tx300075j Liver microsomes 2
25600407 10.1016/j.bmc.2014.12.063 Amine oxidase [flavin-containing] B 2
27754693 10.1021/acs.jnatprod.6b00440 Amine oxidase [flavin-containing] B 2
27754693 10.1021/acs.jnatprod.6b00440 Amine oxidase [flavin-containing] A 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2

Data from ChEMBL 36 via Core Engine