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Compound Detail

CHEMBL139182

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COc1ccc(NC(=O)Nc2nc3nn(CCCc4ccccc4)cc3c3nc(-c4ccco4)nn23)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL139182
Phase Preclinical
Structure Type MOL
InChI Key OLJJUIWQSVLKJD-UHFFFAOYSA-N
5
Targets
15
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

508.5
MW (Da)
5.02
ALogP
9
HBA
2
HBD
124.4
PSA (Ų)
0.30
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H24N8O3
MW 508.54
Aromatic Rings 6
Heavy Atoms 38
NP-Likeness -1.56

Activity Summary

Ki 14 meas. best 7.7
IC50 1 meas. best 7.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A3
CHEMBL256
 IC50 7.7 7.7 19.8 1
Adenosine receptor A3
CHEMBL256
 Ki 7.7 7.05 19.8 6
Adenosine receptor A2a
CHEMBL251
 Ki 7.0 6.2475 101.0 4
Adenosine receptor A1
CHEMBL226
 Ki 6.6 6.6 251.0 2
Adenosine receptor A2b
CHEMBL255
 Ki 6.1 6.1 802.0 1
Adenosine receptor A1
CHEMBL318
 Ki 5.82 5.82 1514.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A3 IC50 = 19.81 nM 7.7 Inhibitory concentration as antagonistic activity against cAMP generation inhibi... 10579811
Adenosine receptor A3 Ki = 19.81 nM 7.7 Displacement of [125]AB-MECA from human Adenosine A3 receptor expressed in HEK29... 10579811
Adenosine receptor A3 Ki = 19.81 nM 7.7 Displacement of [3H]NECA from human adenosine A3 receptor expressed in CHO cells 19501513
Adenosine receptor A3 Ki = 19.95 nM 7.7 Displacement of [3H]NECA from human adenosine A3 receptor expressed in CHO cells 19501513
Adenosine receptor A3 Ki = 40.0 nM 7.4 Displacement of [3H]MRE3008-F20 from human adenosine A3 receptor expressed in CH... 11123985
Adenosine receptor A3 Ki = 40.0 nM 7.4 Binding affinity for human adenosine A3 receptor 15634009
Adenosine receptor A2a Ki = 101.0 nM 7.0 Displacement of [3H]-SCH- 58261 from human adenosine A2A receptor expressed in C... 11123985
Adenosine receptor A1 Ki = 251.0 nM 6.6 Displacement of [3H]DPCPX from human Adenosine A1 receptor expressed in CHO cell... 10579811
Adenosine receptor A1 Ki = 251.0 nM 6.6 Displacement of [3H]DPCPX from human adenosine A1 receptor expressed in CHO cell... 11123985
Adenosine receptor A2b Ki = 802.0 nM 6.1 Displacement of [3H]-DPCPX from Adenosine A2b receptor expressed in CHO cells; r... 11123985
Adenosine receptor A2a Ki = 1000.0 nM 6.0 Displacement of [3H]NECA from human adenosine A2A receptor expressed in CHO cell... 19501513
Adenosine receptor A2a Ki = 1010.0 nM 6.0 Displacement of [3H]NECA from human adenosine A2A receptor expressed in CHO cell... 19501513
Adenosine receptor A2a Ki = 1015.0 nM 5.99 Displacement of specific [3H]-SCH- 58261 binding at human Adenosine A2A receptor... 10579811
Adenosine receptor A1 Ki = 1514.0 nM 5.82 Displacement of [3H]DPCPX from Adenosine A1 receptor of rat brain membranes 10579811
Adenosine receptor A3 Ki = 39810.72 nM 4.4 Displacement of [3H]MRE3008-F20 from human adenosine A3 receptor expressed in CH... 21163647

Literature References

PubMed DOI Target Context # Activities
10579811 10.1021/jm991114s Adenosine receptor A3 4
10579811 10.1021/jm991114s Adenosine receptor A2a 2
10579811 10.1021/jm991114s Unchecked 2
10579811 10.1021/jm991114s Adenosine receptor A1 2
19501513 10.1016/j.bmc.2009.05.038 Adenosine receptor A3 2
19501513 10.1016/j.bmc.2009.05.038 Adenosine receptor A2a 2
11123985 10.1021/jm001047y Adenosine receptor A3 2
21163647 10.1016/j.bmcl.2010.11.094 Adenosine receptor A3 1
15634009 10.1021/jm049662f Adenosine receptor A3 1
11123985 10.1021/jm001047y Adenosine receptors; A2b & A3 1
11123985 10.1021/jm001047y Adenosine receptors; A2a & A3 1
11123985 10.1021/jm001047y Adenosine receptors; A1 & A3 1
11123985 10.1021/jm001047y Adenosine receptor A2b 1
11123985 10.1021/jm001047y Adenosine receptor A2a 1
11123985 10.1021/jm001047y Adenosine receptor A1 1
10579811 10.1021/jm991114s Adenosine receptors; A2a & A3 1
10579811 10.1021/jm991114s Adenosine receptors; A1 & A3 1

Data from ChEMBL 36 via Core Engine