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Compound Detail

CHEMBL26138

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Cn1c(=O)c2c(nc(/C=C/c3cccc(Cl)c3)n2C)n(C)c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL26138
Phase Preclinical
Structure Type MOL
InChI Key WBWFIUAVMCNYPG-BQYQJAHWSA-N
11
Targets
38
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

330.8
MW (Da)
1.79
ALogP
6
HBA
0
HBD
61.8
PSA (Ų)
0.72
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H15ClN4O2
MW 330.78
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -1.13

Activity Summary

Ki 26 meas. best 8.04
IC50 11 meas. best 7.75
EC50 1 meas. best 5.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A2a
CHEMBL302
 Ki 8.04 7.465 9.1 8
Amine oxidase [flavin-containing] B
CHEMBL2039
 IC50 7.75 7.3675 17.8 4
Adenosine receptor A2a
CHEMBL251
 Ki 7.44 7.1833 36.0 3
Amine oxidase [flavin-containing] B
CHEMBL2993
 IC50 7.42 7.42 38.5 1
Adenosine A2 receptor
CHEMBL2094117
 Ki 7.27 7.27 54.0 1
Amine oxidase [flavin-containing] B
CHEMBL2039
 Ki 7.16 6.9383 70.0 6
Amine oxidase [flavin-containing] B
CHEMBL3050
 Ki 7.0 7.0 100.0 1
Unchecked
CHEMBL612545
 Ki 6.63 6.63 235.0 1
Aryl hydrocarbon receptor
CHEMBL3201
 EC50 5.48 5.48 3343.0 1
Adenosine receptor A2b
CHEMBL255
 Ki 5.09 5.09 8200.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.0 4.9333 10000.0 6
Adenosine receptor A1
CHEMBL318
 Ki 4.55 4.55 28000.0 5

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A2a Ki = 9.08 nM 8.04 Displacement of [3H]-CGS- 21680 from adenosine A2a receptors of rat striatal mem... 7932565
Amine oxidase [flavin-containing] B IC50 = 17.8 nM 7.75 Inhibition of human MAO-B 24139167
Amine oxidase [flavin-containing] B IC50 = 17.8 nM 7.75 Inhibition of recombinant human MAOB expressed in baculovirus infected BTI insec... 30808606
Amine oxidase [flavin-containing] B IC50 = 18.1 nM 7.74 Inhibition of recombinant human MAO-B expressed in baculovirus-infected insect c... 23631427
Adenosine receptor A2a Ki = 28.1 nM 7.55 Displacement of [3H]MSX2 from adenosine A2A receptor in rat brain striatal membr... 23631427
Adenosine receptor A2a Ki = 36.0 nM 7.44 Binding affinity to adenosine A2A receptor in rat brain striatal membranes 25915162
Adenosine receptor A2a Ki = 36.0 nM 7.44 Binding affinity to A2A receptor in rat brain striatal membrane by radioligand d... 23281824
Adenosine receptor A2a Ki = 36.0 nM 7.44 Antagonist activity against adenosine A2 receptor 18181565
Adenosine receptor A2a Ki = 36.0 nM 7.44 Ability to inhibit binding of [3H]-CGS- 21680 to adenosine A2A receptor in rat b... 9435909
Amine oxidase [flavin-containing] B IC50 = 38.5 nM 7.42 Inhibition of MAO-B in mitochondria-enriched Sprague-Dawley rat liver fractions ... 23631427
Adenosine receptor A2a Ki = 38.1 nM 7.42 Displacement of [3H]MSX2 from human recombinant adenosine A2A receptor expressed... 23631427
Adenosine A2 receptor Ki = 54.0 nM 7.27 Binding affinity against adenosine A2 receptor in rat brain using [3H]- CGS 2168... 8496902
Adenosine receptor A2a Ki = 54.0 nM 7.27 Binding affinity to A2 adenosine receptor derived from rat striatum assessed as ... 34019396
Adenosine receptor A2a Ki = 54.0 nM 7.27 Displacement of [3H]-CGS 21680 from Adenosine A2A receptor in rat cortical membr... 26392370
Adenosine receptor A2a Ki = 54.0 nM 7.27 Antagonist activity at rat adenosine A2A receptor 24139167
Amine oxidase [flavin-containing] B Ki = 70.0 nM 7.16 Inhibition of MAOB 18181565
Amine oxidase [flavin-containing] B Ki = 80.6 nM 7.09 Inhibition of MAO-B (unknown origin) 24139167
Amine oxidase [flavin-containing] B Ki = 86.0 nM 7.07 Inhibition of recombinant wild-type MAOB from human liver expressed in Pichia pa... 19342233
Amine oxidase [flavin-containing] B Ki = 100.0 nM 7.0 Inhibition of mouse brain MAOB 19804982
Amine oxidase [flavin-containing] B Ki = 100.0 nM 7.0 Inhibition of human MAOB 30774851

Literature References

PubMed DOI Target Context # Activities
19734910 10.1038/nchembio.215 Plasmodium falciparum 6
23631427 10.1021/jm400336x Adenosine receptor A1 3
9435909 10.1021/jm970515+ Adenosine receptor A1 3
23631427 10.1021/jm400336x Amine oxidase [flavin-containing] B 2
24139167 10.1016/j.bmc.2013.09.044 Amine oxidase [flavin-containing] A 2
23281824 10.1021/jm301686s Adenosine receptor A2a 2
23281824 10.1021/jm301686s Amine oxidase [flavin-containing] B 2
24139167 10.1016/j.bmc.2013.09.044 Amine oxidase [flavin-containing] B 2
23631427 10.1021/jm400336x Adenosine receptor A2b 2
23631427 10.1021/jm400336x Adenosine receptor A2a 2
25600407 10.1016/j.bmc.2014.12.063 Amine oxidase [flavin-containing] B 2
8496902 10.1021/jm00062a005 Adenosine receptors; A1 & A2 1
19342233 10.1016/j.bmcl.2009.03.030 Amine oxidase [flavin-containing] B 1
18181565 10.1021/jm7009364 Amine oxidase [flavin-containing] B 1
18181565 10.1021/jm7009364 Adenosine receptor A2a 1
34019396 10.1021/acs.jmedchem.1c00261 Unchecked 1
7932565 10.1021/jm00046a022 Adenosine receptor A2a and A3 1
7932565 10.1021/jm00046a022 Adenosine receptor A2a 1
7932565 10.1021/jm00046a022 Adenosine receptor A1 1
9435909 10.1021/jm970515+ Adenosine receptor A3 1

Data from ChEMBL 36 via Core Engine