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Compound Detail

CHEMBL463249

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CN1C(=N)N(C)/C(=C/c2c[nH]c3cc(Br)ccc23)C1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL463249
Phase Preclinical
Structure Type MOL
InChI Key OVVZEMAUZWSOHR-ZSUDRMHPSA-N
6
Targets
11
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

333.2
MW (Da)
2.61
ALogP
2
HBA
2
HBD
63.2
PSA (Ų)
0.79
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C14H13BrN4O
MW 333.19
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 0.34

Activity Summary

Ki 7 meas. best 6.48
IC50 4 meas. best 8.25

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Amine oxidase [flavin-containing] A
CHEMBL1951
 IC50 8.25 7.6167 5.6 3
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 6.48 5.97 330.0 3
Amine oxidase [flavin-containing] B
CHEMBL2039
 IC50 6.35 6.35 447.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 5.7 5.7 2000.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 5.57 5.57 2671.0 1
5-hydroxytryptamine receptor 5A
CHEMBL3426
 Ki 5.02 5.02 9621.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Amine oxidase [flavin-containing] A IC50 = 5.6 nM 8.25 Inhibition of human recombinant MAO-A using kynuramine as substrate preincubated... 22781190
Amine oxidase [flavin-containing] A IC50 = 5.6 nM 8.25 Inhibition of human MAOA 24084296
5-hydroxytryptamine receptor 2C Ki = 330.0 nM 6.48 Displacement of [3H]mesulergine form human cloned 5HT2C receptor expressed in af... 11975483
Amine oxidase [flavin-containing] B IC50 = 447.0 nM 6.35 Inhibition of human recombinant MAO-B using kynuramine as substrate preincubated... 22781190
Amine oxidase [flavin-containing] A IC50 = 447.0 nM 6.35 Inhibition of human MAOB 24084296
5-hydroxytryptamine receptor 2C Ki = 1704.0 nM 5.77 Displacement of [3H]mesulergine from human recombinant 5HT2C receptor expressed ... 24084296
5-hydroxytryptamine receptor 2A Ki = 2000.0 nM 5.7 Displacement of [3H]methylspiperone form human cloned 5HT2A receptor expressed i... 11975483
5-hydroxytryptamine receptor 2C Ki = 2202.0 nM 5.66 Displacement of [3H]mesulergine from human cloned 5HT2C receptor expressed in HE... 20570529
5-hydroxytryptamine receptor 2B Ki = 2671.0 nM 5.57 Displacement of [3H]LSD from human recombinant 5HT2B receptor stably expressed i... 24084296
5-hydroxytryptamine receptor 5A Ki = 9621.0 nM 5.02 Displacement of [3H]LSD from human recombinant 5HT5A receptor expressed in Flp-I... 24084296

Literature References

PubMed DOI Target Context # Activities
11975483 10.1021/np010471e Unchecked 2
24084296 10.1016/j.bmc.2013.09.011 Amine oxidase [flavin-containing] A 2
20570529 10.1016/j.bmc.2010.05.017 5-hydroxytryptamine receptor 2C 2
20570529 10.1016/j.bmc.2010.05.017 5-hydroxytryptamine receptor 2A 2
22781190 10.1016/j.bmcl.2012.06.058 Unchecked 1
28412530 10.1016/j.ejmech.2017.04.003 Plasmodium falciparum 1
24084296 10.1016/j.bmc.2013.09.011 5-hydroxytryptamine receptor 1B 1
24084296 10.1016/j.bmc.2013.09.011 Unchecked 1
24084296 10.1016/j.bmc.2013.09.011 5-hydroxytryptamine receptor 2C 1
24084296 10.1016/j.bmc.2013.09.011 5-hydroxytryptamine receptor 2B 1
24084296 10.1016/j.bmc.2013.09.011 5-hydroxytryptamine receptor 5A 1
24084296 10.1016/j.bmc.2013.09.011 5-hydroxytryptamine receptor 1A 1
22781190 10.1016/j.bmcl.2012.06.058 Amine oxidase [flavin-containing] A 1
22781190 10.1016/j.bmcl.2012.06.058 Amine oxidase [flavin-containing] B 1
11975483 10.1021/np010471e 5-hydroxytryptamine receptor 2C 1
20570529 10.1016/j.bmc.2010.05.017 5-hydroxytryptamine receptor 1A 1
20570529 10.1016/j.bmc.2010.05.017 Serotonin 2 receptors; 5-HT2a & 5-HT2c 1
11975483 10.1021/np010471e Vero 1
11975483 10.1021/np010471e Serotonin 2 receptors; 5-HT2a & 5-HT2c 1
11975483 10.1021/np010471e 5-hydroxytryptamine receptor 2A 1

Data from ChEMBL 36 via Core Engine