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Compound Detail

CHEMBL157655

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

Basic Information

ChEMBL ID CHEMBL157655
Phase Preclinical
Structure Type MOL
InChI Key MJVIGUCNSRXAFO-UHFFFAOYSA-N
11
Targets
45
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

236.3
MW (Da)
0.71
ALogP
5
HBA
1
HBD
72.7
PSA (Ų)
0.85
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H16N4O2
MW 236.27
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness -0.71

Activity Summary

Ki 41 meas. best 6.7
EC50 2 meas. best 7.3
IC50 2 meas. best 5.82

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A2a
CHEMBL251
 EC50 7.3 7.3 50.0 1
Cavia porcellus
CHEMBL369
 EC50 7.3 7.3 50.0 1
Adenosine receptor A1
CHEMBL2304404
 Ki 6.7 6.1783 200.0 6
Adenosine receptor A1
CHEMBL318
 Ki 6.35 6.1925 450.0 12
Adenosine A2 receptor
CHEMBL2094117
 Ki 6.17 5.4373 680.0 11
Adenosine receptor A2b
CHEMBL255
 Ki 5.96 5.96 1110.0 1
Adenosine receptor A1
CHEMBL318
 IC50 5.82 5.82 1500.0 1
Unchecked
CHEMBL612545
 Ki 5.72 5.72 1900.0 1
Adenosine A2 receptor
CHEMBL2094257
 Ki 5.62 5.3625 2400.0 4
Adenosine receptor A2a
CHEMBL302
 Ki 5.58 5.58 2600.0 1
Adenosine receptor A2a
CHEMBL2605
 Ki 5.57 5.5533 2700.0 3
Cavia porcellus
CHEMBL369
 IC50 5.09 5.09 8100.0 1
Phosphodiesterase 4
CHEMBL2093863
 Ki 4.58 4.58 26100.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cavia porcellus EC50 = 50.0 nM 7.3 Effective concentration required in vitro for tracheal muscle (from male Hartley... 8496906
Adenosine receptor A2a EC50 = 50.0 nM 7.3 Relaxant activity on the spontaneous tone of isolated guinea pig tracheal ring c... 1331453
Adenosine receptor A1 Ki = 200.0 nM 6.7 Affinity against adenosine A1 receptor in the brain membranes by the displacemen... 1331453
Adenosine receptor A1 Ki = 210.0 nM 6.68 Binding affinity against adenosine A1 receptor of cerebral cortex using [3H]CPX ... 8496906
Adenosine receptor A1 Ki = 450.0 nM 6.35 Inhibition of binding of 1 nM [3H]N-6-(phenylisopropyl)adenosine to adenosine A1... 2754711
Adenosine receptor A1 Ki = 450.0 nM 6.35 Binding affinity against Adenosine A1 receptor using N6-[3H]-cyclohexyladenosine... 1548682
Adenosine receptor A1 Ki = 450.0 nM 6.35 Binding affinity against Adenosine A1 receptor in rat brain membrane, using [3H]... 2795597
Adenosine receptor A1 Ki = 450.0 nM 6.35 Inhibition of N6-[3H]cyclohexyladenosine binding to adenosine A1 receptor from w... 1613758
Adenosine A2 receptor Ki = 680.0 nM 6.17 Inhibition of adenosine stimulated accumulation of cyclic AMP at Adenosine A2 re... 3172141
Adenosine receptor A1 Ki = 700.0 nM 6.16 Binding affinity at Adenosine A1 receptor in rat brain cortical membrane using [... 8230124
Adenosine receptor A1 Ki = 700.0 nM 6.16 Ability to inhibit binding of 1 nM [3H]cyclohexyladenosine to adenosine A1 recep... 3806581
Adenosine receptor A1 Ki = 700.0 nM 6.16 Binding affinity to A1 adenosine receptor from rat cortical membrane in presence... 8182711
Adenosine receptor A1 Ki = 700.0 nM 6.16 Antagonism of binding of 1 nM [3H]cyclohexyladenosine to adenosine A1 receptors ... 2984420
Adenosine receptor A1 Ki = 700.0 nM 6.16 Binding affinity for adenosine A1 receptor from rat brain membranes using [3H]PI... 8410976
Adenosine receptor A1 Ki = 700.0 nM 6.16 Binding of 1 nM [3H]CHA to Adenosine A1 receptor of rat cerebral cortical membra... 3172141
Adenosine receptor A1 Ki = 710.0 nM 6.15 Inhibition of 1 nM [3H]- N6-(phenylisopropyl) adenosine binding to Adenosine A1 ... 2724296
Adenosine receptor A1 Ki = 1000.0 nM 6.0 Binding affinity against Adenosine A1 receptor using N6-[3H]cyclohexyladenosine ... 1548682
Adenosine receptor A2b Ki = 1110.0 nM 5.96 Binding affinity at human Adenosine A2B receptor expressed in HEK293 cells, usin... 12014951
Adenosine receptor A1 Ki = 1200.0 nM 5.92 Binding affinity against adenosine A1 receptor from guinea pig forebrain membran... 1613758
Adenosine receptor A1 Ki = 1200.0 nM 5.92 Inhibition of [3H]cyclohexyladenosine binding to guinea pig forebrain membranes ... 1992150

Literature References

PubMed DOI Target Context # Activities
8496906 10.1021/jm00062a010 Cavia porcellus 4
1548682 10.1021/jm00083a018 Adenosine receptor A1 3
3346878 10.1021/jm00398a020 Adenosine A2 receptor 3
1613758 10.1021/jm00090a027 Adenosine A2 receptor 2
3172141 10.1021/jm00118a032 Adenosine A2 receptor 2
1331453 10.1021/jm00100a008 Adenosine receptor A2a 2
1331453 10.1021/jm00100a008 Adenosine receptor A1 2
1613758 10.1021/jm00090a027 Adenosine receptor A1 2
1548682 10.1021/jm00083a018 Unchecked 2
2724296 10.1021/jm00126a014 Adenosine A2 receptor 2
2724296 10.1021/jm00126a014 Adenosine receptor A1 2
1548682 10.1021/jm00083a018 Adenosine A2 receptor 2
1992150 10.1021/jm00105a072 Adenosine A2 receptor 1
3346878 10.1021/jm00398a020 Adenosine receptors; A1 & A2 1
3806581 10.1021/jm00157a035 Adenosine receptor A2a 1
3806581 10.1021/jm00157a035 Adenosine receptor A1 1
1992150 10.1021/jm00105a072 Unchecked 1
1331453 10.1021/jm00100a008 Phosphodiesterase 4 1
1331453 10.1021/jm00100a008 Unchecked 1
2795597 10.1021/jm00130a004 Adenosine receptor A1 1

Data from ChEMBL 36 via Core Engine