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Compound Detail

CHEMBL158507

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CCCn1c(=O)c2nc(-c3ccccc3)[nH]c2n(CCC)c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL158507
Phase Preclinical
Structure Type MOL
InChI Key CLIGSMOZKDCDRZ-UHFFFAOYSA-N
8
Targets
29
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

312.4
MW (Da)
2.37
ALogP
5
HBA
1
HBD
72.7
PSA (Ų)
0.79
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H20N4O2
MW 312.37
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -0.97

Activity Summary

Ki 26 meas. best 8.56
IC50 3 meas. best 9.15

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A1
CHEMBL4975
 IC50 9.15 9.15 0.7 1
Adenosine receptor A1
CHEMBL318
 Ki 8.56 8.0808 2.8 12
Adenosine A2 receptor
CHEMBL2094257
 Ki 8.0 6.84 10.0 2
Adenosine receptor A2b
CHEMBL255
 Ki 7.72 7.72 18.9 2
Adenosine A2 receptor
CHEMBL2094117
 Ki 6.94 6.59 116.0 6
Adenosine receptor A2a
CHEMBL302
 Ki 6.85 6.785 140.0 2
Adenosine receptor A2a
CHEMBL2605
 Ki 6.52 6.52 300.0 1
Adenosine receptor A2a
CHEMBL251
 Ki 5.68 5.68 2100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A1 IC50 = 0.7 nM 9.15 Binding affinity against bovine brain adenosine A1 receptor by using N6-[3H]- cy... 2991519
Adenosine receptor A1 Ki = 2.75 nM 8.56 Binding affinity against adenosine A1 receptor in rat cortex by the displacement... 2016719
Adenosine receptor A1 Ki = 2.75 nM 8.56 Affinity towards adenosine A1 receptor -
Adenosine receptor A1 Ki = 5.9 nM 8.23 Inhibition of 1 nM [3H]- N6 -(phenylisopropyl) adenosine binding to Adenosine A1... 2724296
Adenosine receptor A1 Ki = 10.0 nM 8.0 Binding affinity for adenosine A1 receptor using [3H]PIA in rat brain cortical m... 14761205
Adenosine A2 receptor Ki = 10.0 nM 8.0 Inhibition of the stimulation by 5'-(N-ethylcarbamoyl) adenosine of adenyl cycla... 2724296
Adenosine receptor A1 Ki = 10.0 nM 8.0 Inhibition of 1 nM [3H]- N6-(phenylisopropyl) adenosine binding to Adenosine A1 ... 2724296
Adenosine receptor A1 Ki = 10.0 nM 8.0 Binding affinity to A1 adenosine receptor from rat cortical membrane in presence... 8182711
Adenosine receptor A1 Ki = 10.0 nM 8.0 Binding affinity for adenosine A1 receptor from rat brain membranes using [3H]PI... 8410976
Adenosine receptor A1 Ki = 10.2 nM 7.99 Inhibition of binding of 1 nM [3H]N-6-(phenylisopropyl)adenosine to adenosine A1... 2754711
Adenosine receptor A1 Ki = 10.96 nM 7.96 Evaluated for binding affinity against Adenosine A1 receptor 1542091
Adenosine receptor A1 Ki = 13.0 nM 7.89 Binding affinity against A1 adenosine receptors of the central nervous system 3016270
Adenosine receptor A1 Ki = 13.0 nM 7.89 Antagonism of binding of 1 nM [3H]cyclohexyladenosine to adenosine A1 receptors ... 2984420
Adenosine receptor A1 Ki = 13.0 nM 7.89 Inhibition of [3H]- PIA binding at adenosine A1 receptor on rat cerebral cortex ... 3806597
Adenosine receptor A2b Ki = 18.9 nM 7.72 Binding affinity for human HEK293 adenosine A2B receptor using [125I]ABOPX in CH... 14761205
Adenosine receptor A2b Ki = 18.9 nM 7.72 Binding affinity at human Adenosine A2B receptor expressed in HEK293 cells, usin... 12014951
Adenosine A2 receptor Ki = 116.0 nM 6.94 Binding affinity against adenosine A2 receptor in rat striatum by the displaceme... 2016719
Adenosine A2 receptor Ki = 116.0 nM 6.94 Affinity towards adenosine A2 receptor -
Adenosine receptor A2a Ki = 140.0 nM 6.85 Binding affinity for adenosine A2A receptor from rat brain membranes using [3H]C... 8410976
Adenosine A2 receptor Ki = 180.0 nM 6.75 Binding affinity to A2 adenosine receptor from rat striatal membrane in presence... 8182711

Literature References

PubMed DOI Target Context # Activities
2991519 10.1021/jm00146a016 Adenosine receptor A1 3
3346878 10.1021/jm00398a020 Adenosine A2 receptor 3
2016719 10.1021/jm00108a029 Adenosine A2 receptor 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
2724296 10.1021/jm00126a014 Adenosine A2 receptor 2
2724296 10.1021/jm00126a014 Adenosine receptor A1 2
2724296 10.1021/jm00126a014 Adenosine receptor A2a 1
2984420 10.1021/jm00382a018 Adenosine receptor A2a 1
2984420 10.1021/jm00382a018 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
- 10.1016/S0960-894X(00)80213-9 Adenosine A2 receptor 1
- 10.1016/S0960-894X(00)80213-9 Adenosine receptor A1 1
14761205 10.1021/jm0310030 Adenosine receptor A1 1
3806597 10.1021/jm00384a037 Adenosine A2 receptor 1
2016719 10.1021/jm00108a029 Adenosine receptor A1 1
14761205 10.1021/jm0310030 Adenosine receptor A3 1
14761205 10.1021/jm0310030 Adenosine receptor A2b 1

Data from ChEMBL 36 via Core Engine