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Compound Detail

CHEMBL21053

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Cn1c(=O)c2c(nc(-c3ccccc3)n2C)n(C)c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL21053
Phase Preclinical
Structure Type MOL
InChI Key MBYIBRUTNFFDFL-UHFFFAOYSA-N
6
Targets
19
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

270.3
MW (Da)
0.64
ALogP
6
HBA
0
HBD
61.8
PSA (Ų)
0.65
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C14H14N4O2
MW 270.29
Aromatic Rings 3
Heavy Atoms 20
NP-Likeness -1.25

Activity Summary

Ki 19 meas. best 4.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine A2 receptor
CHEMBL2094257
 Ki 4.85 4.85 14000.0 1
Adenosine receptor A1
CHEMBL318
 Ki 4.82 4.7656 15000.0 9
Adenosine receptor A2a
CHEMBL302
 Ki 4.8 4.658 16000.0 5
Adenosine A2 receptor
CHEMBL2094117
 Ki 4.6 4.6 25000.0 1
Adenosine receptor A2a
CHEMBL2605
 Ki 4.57 4.57 27000.0 2
Unchecked
CHEMBL612545
 Ki 4.06 4.06 86200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine A2 receptor Ki = 14000.0 nM 4.85 Inhibition of the stimulation by 5'-(N-ethylcarbamoyl) adenosine of adenyl cycla... 2724296
Adenosine receptor A1 Ki = 15000.0 nM 4.82 Ability to inhibit binding of [3H]R-PIA to Adenosine A1 receptor in rat brain co... 9435909
Adenosine receptor A1 Ki = 15000.0 nM 4.82 Inhibition of 1 nM [3H]- N6-(phenylisopropyl) adenosine binding to Adenosine A1 ... 2724296
Adenosine receptor A1 Ki = 15000.0 nM 4.82 Binding affinity to A1 adenosine receptor from rat cortical membrane in presence... 8182711
Adenosine receptor A1 Ki = 15000.0 nM 4.82 Binding affinity against Adenosine A1 receptor by displacing [3H]CHA radioligand... 12139454
Adenosine receptor A1 Ki = 15000.0 nM 4.82 Binding affinity for adenosine A1 receptor from rat brain membranes using [3H]PI... 8410976
Adenosine receptor A2a Ki = 16000.0 nM 4.8 Binding affinity for adenosine A2A receptor from rat brain membranes using [3H]C... 8410976
Adenosine receptor A1 Ki = 17000.0 nM 4.77 Displacement of [3H]cyclohexyladenosine from adenosine receptor A1 in rat cerebr... 27836398
Adenosine receptor A1 Ki = 17000.0 nM 4.77 Binding affinity to Adenosine A1 receptor in rat brain tissue by radioligand dis... 26392370
Adenosine receptor A1 Ki = 17000.0 nM 4.77 Antagonism of binding of 1 nM [3H]cyclohexyladenosine to adenosine A1 receptors ... 2984420
Adenosine receptor A2a Ki = 19000.0 nM 4.72 Ability to inhibit binding of [3H]-CGS- 21680 to adenosine A2A receptor in rat b... 9435909
Adenosine receptor A2a Ki = 25000.0 nM 4.6 Ability to inhibit binding of [3H]NECA to Adenosine A2A receptor in rat brain st... 9435909
Adenosine A2 receptor Ki = 25000.0 nM 4.6 Binding affinity to A2 adenosine receptor from rat striatal membrane in presence... 8182711
Adenosine receptor A2a Ki = 25000.0 nM 4.6 Binding affinity to the adenosine A2A receptor by displacement of [3H]CGS-21680 ... 12139454
Adenosine receptor A2a Ki = 27000.0 nM 4.57 Antagonism of cyclic [3H]AMP accumulation in guinea pig cerebral cortical slices... 2984420
Adenosine receptor A2a Ki = 27000.0 nM 4.57 Binding affinity to Adenosine A2A receptor in rat brain tissue by radioligand di... 26392370
Adenosine receptor A2a Ki = 27000.0 nM 4.57 Antagonist activity at adenosine receptor A2A in [3H]-adenine-labeled guinea pig... 27836398
Adenosine receptor A1 Ki = 33000.0 nM 4.48 Ability to inhibit binding of [3H]CHA to adenosine A1 receptor in rat brain cort... 9435909
Unchecked Ki = 86200.0 nM 4.06 Inhibition of baboon liver mitochondrial monoamine oxidase B using 30 to 120 uM ... 18723354

Literature References

PubMed DOI Target Context # Activities
9435909 10.1021/jm970515+ Adenosine receptor A2a 2
9435909 10.1021/jm970515+ Adenosine receptor A1 2
27836398 10.1016/j.bmcl.2016.10.086 Adenosine receptor A1 1
26392370 10.1016/j.bmc.2015.09.012 Unchecked 1
26392370 10.1016/j.bmc.2015.09.012 Adenosine receptor A2a 1
26392370 10.1016/j.bmc.2015.09.012 Adenosine receptor A1 1
18723354 10.1016/j.bmc.2008.07.088 Unchecked 1
8410976 10.1021/jm00070a007 Adenosine receptor A2a 1
8410976 10.1021/jm00070a007 Adenosine receptor A1 1
2984420 10.1021/jm00382a018 Unchecked 1
2984420 10.1021/jm00382a018 Adenosine receptor A2a 1
2984420 10.1021/jm00382a018 Adenosine receptor A1 1
12139454 10.1021/jm011093d ADMET 1
12139454 10.1021/jm011093d Adenosine receptor A2a 1
12139454 10.1021/jm011093d Adenosine receptor A1 1
8182711 10.1021/jm00036a019 Adenosine receptors; A1 & A2 1
8182711 10.1021/jm00036a019 Adenosine A2 receptor 1
8182711 10.1021/jm00036a019 Adenosine receptor A1 1
2724296 10.1021/jm00126a014 Adenosine A2 receptor 1
2724296 10.1021/jm00126a014 Adenosine receptor A1 1

Data from ChEMBL 36 via Core Engine