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Compound Detail

CHEMBL136689

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COc1ccc(CCCn2ncc3c2nc(N)n2nc(-c4ccco4)nc32)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL136689
Phase Preclinical
Structure Type MOL
InChI Key AEULVFLPCJOBCE-UHFFFAOYSA-N
5
Targets
16
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

389.4
MW (Da)
2.96
ALogP
9
HBA
1
HBD
109.3
PSA (Ų)
0.48
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H19N7O2
MW 389.42
Aromatic Rings 5
Heavy Atoms 29
NP-Likeness -1.80

Activity Summary

Ki 13 meas. best 10.32
Kd 2 meas. best 8.71
IC50 1 meas. best 5.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A2a
CHEMBL251
 Ki 10.32 9.0414 0.0 7
Adenosine receptor A2a
CHEMBL302
 Ki 9.3 9.3 0.5 1
Adenosine receptor A2a
CHEMBL251
 Kd 8.71 8.52 2.0 2
Adenosine receptor A1
CHEMBL226
 Ki 8.42 6.7733 3.8 3
Adenosine receptor A1
CHEMBL318
 Ki 5.74 5.74 1815.0 1
Zika virus
CHEMBL4296612
 IC50 5.51 5.51 3062.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A2a Ki = 0.048 nM 10.32 Inhibitory activity against human adenosine A2A receptor expressed in HEK293 cel... 11087559
Adenosine receptor A2a Ki = 0.048 nM 10.32 Displacement of [3H]NECA from human adenosine A2A receptor expressed in CHO cell... 24972108
Adenosine receptor A2a Ki = 0.3 nM 9.52 Antagonist activity at human adenosine A2A receptor expressed in Flp-In-CHO cell... 34120444
Adenosine receptor A2a Ki = 0.5 nM 9.3 Inhibitory activity against adenosine A2A receptor in rat striatal membranes by ... 11087559
Adenosine receptor A2a Kd = 1.956 nM 8.71 The A2A-StaR2 receptor has been purified from membranes in n-decyl-beta-D-maltos... -
Adenosine receptor A1 Ki = 3.8 nM 8.42 Displacement of MRS7416 from recombinant human adenosine receptor A1 expressed i... 29250307
Adenosine receptor A2a Ki = 4.1 nM 8.39 Displacement of [3H]CGS21680 from human adenosine A2A receptor expressed in HEK2... 20801028
Adenosine receptor A2a Ki = 4.1 nM 8.39 Displacement of [3H]CGS21680 from human recombinant adenosine A2A receptor expre... 21185184
Adenosine receptor A2a Ki = 4.1 nM 8.39 Displacement of [3H]CGS21680 from human adenosine A2A receptor expressed in HEK2... 23200243
Adenosine receptor A2a Kd = 4.66 nM 8.33 The A2A-StaR2 receptor has been purified from membranes in n-decyl-beta-D-maltos... -
Adenosine receptor A2a Ki = 11.1 nM 7.96 Competitive binding affinity to human adenosine A2A receptor expressed in HEK293... 23200243
Adenosine receptor A1 Ki = 1111.0 nM 5.95 Inhibitory activity against human adenosine A1 receptor expressed in CHO cells b... 11087559
Adenosine receptor A1 Ki = 1111.0 nM 5.95 Binding affinity to human adenosine A1 receptor 20937560
Adenosine receptor A1 Ki = 1815.0 nM 5.74 Displacement of [3H]DPCPX from adenosine A1 receptor in rat brain membranes 11087559
Zika virus IC50 = 3062.0 nM 5.51 Antiviral activity against Zika virus infected in human A549 cells preincubated ... 29258771

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885741 Adenosine receptor A2a 8
29258771 10.1016/j.bmcl.2017.12.019 A549 4
11087559 10.1021/jm0009843 Adenosine receptor A2a 2
23200243 10.1016/j.bmcl.2012.10.112 Adenosine receptor A2a 2
34120444 10.1021/acs.jmedchem.0c02169 Adenosine receptor A2a 2
11087559 10.1021/jm0009843 Adenosine A2 receptor 2
11087559 10.1021/jm0009843 Adenosine receptors; A1 & A2a 2
11087559 10.1021/jm0009843 Adenosine receptor A3 2
11087559 10.1021/jm0009843 Adenosine receptor A1 2
11087559 10.1021/jm0009843 Adenosine receptors; A2a & A3 1
11087559 10.1021/jm0009843 Adenosine receptor A2a and A3 1
20801028 10.1016/j.bmcl.2010.08.021 Adenosine receptor A1 1
20801028 10.1016/j.bmcl.2010.08.021 Adenosine receptor A3 1
20937560 10.1016/j.bmc.2010.09.043 Adenosine receptor A3 1
20937560 10.1016/j.bmc.2010.09.043 Adenosine receptor A2a 1
20937560 10.1016/j.bmc.2010.09.043 Adenosine receptor A1 1
20937560 10.1016/j.bmc.2010.09.043 Adenosine receptor A2b 1
21185184 10.1016/j.bmcl.2010.11.082 Adenosine receptor A2a 1
21185184 10.1016/j.bmcl.2010.11.082 Adenosine receptor A3 1
17544548 10.1016/j.ejmech.2007.04.002 ADMET 1

Data from ChEMBL 36 via Core Engine