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Compound Detail

CHEMBL302765

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CCCn1cc2c(nc(NC(=O)Nc3ccc(OC)cc3)n3nc(-c4ccco4)nc23)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL302765
Phase Preclinical
Structure Type MOL
InChI Key CJRNHKSLHHWUAB-UHFFFAOYSA-N
5
Targets
43
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

432.4
MW (Da)
3.80
ALogP
9
HBA
2
HBD
124.4
PSA (Ų)
0.42
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 C21H20N8O3
MW 432.44
Aromatic Rings 5
Heavy Atoms 32
NP-Likeness -1.79

Activity Summary

Ki 40 meas. best 9.54
IC50 2 meas. best 8.35
Kd 1 meas. best 9.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A3
CHEMBL256
 Ki 9.54 8.8447 0.3 15
Adenosine receptor A3
CHEMBL256
 Kd 9.26 9.26 0.6 1
Adenosine receptor A3
CHEMBL256
 IC50 8.35 8.315 4.5 2
Adenosine receptor A2a
CHEMBL251
 Ki 6.85 6.85 140.0 10
Adenosine receptor A1
CHEMBL226
 Ki 5.96 5.93 1100.0 8
Adenosine receptor A2a
CHEMBL302
 Ki 5.7 5.7 1993.0 1
Adenosine receptor A2b
CHEMBL255
 Ki 5.69 5.6867 2056.0 6

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A3 Ki = 0.29 nM 9.54 Displacement of [125]AB-MECA from human Adenosine A3 receptor expressed in HEK29... 10579811
Adenosine receptor A3 Ki = 0.29 nM 9.54 Binding affinity against human Adenosine A3 receptor in CHO cells 10698437
Adenosine receptor A3 Ki = 0.29 nM 9.54 Displacement of [3H]MRE 3008F20 from human adenosine A3 receptor expressed in CH... 16821770
Adenosine receptor A3 Ki = 0.29 nM 9.54 Displacement of [125I]AB-MECA from human adenosine A3 receptor expressed in CHO ... 22204739
Adenosine receptor A3 Ki = 0.29 nM 9.54 Displacement of [3H]MRE-3008-F20 from human adenosine A3 receptor expressed in C... 22568637
Adenosine receptor A3 Kd = 0.55 nM 9.26 Binding affinity to adenosine A3R (unknown origin) 36173355
Adenosine receptor A3 Ki = 0.7998 nM 9.1 Binding affinity to human adenosine A3 receptor -
Adenosine receptor A3 Ki = 0.8 nM 9.1 Displacement of [3H]NECA from human adenosine A3 receptor expressed in CHO cells 19501513
Adenosine receptor A3 Ki = 0.7943 nM 9.1 Displacement of [3H]NECA from human adenosine A3 receptor expressed in CHO cells 19501513
Adenosine receptor A3 Ki = 0.8 nM 9.1 Binding affinity for human adenosine A3 receptor 15634009
Adenosine receptor A3 Ki = 0.8 nM 9.1 Inhibition of [125I]AB-MECA binding to human Adenosine A3 receptor expressed in ... 12166943
Adenosine receptor A3 Ki = 0.8 nM 9.1 Displacement of [3H]MRE3008-F20 from human Adenosine A3 receptor expressed in CH... 11495585
Adenosine receptor A3 Ki = 0.8 nM 9.1 Displacement of [3H]MRE3008-F20 from human adenosine A3 receptor expressed in CH... 11123985
Adenosine receptor A3 Ki = 0.8 nM 9.1 Displacement of [3H]MRE3008-F20 from human Adenosine A3 receptor expressed in HE... 11831890
Adenosine receptor A3 IC50 = 4.5 nM 8.35 Inhibitory concentration as antagonistic activity against cAMP generation inhibi... 10579811
Adenosine receptor A3 IC50 = 5.2 nM 8.28 Inhibition of cAMP accumulation in CHO cells expressing human adenosine A3 recep... 11123985
Adenosine receptor A2a Ki = 140.0 nM 6.85 Displacement of [3H]NECA from human adenosine A2A receptor expressed in CHO cell... 19501513
Adenosine receptor A2a Ki = 140.0 nM 6.85 Inhibition of [3H]CGS-21680 binding to human Adenosine A2A receptor expressed in... 12166943
Adenosine receptor A2a Ki = 141.25 nM 6.85 Displacement of [3H]NECA from human adenosine A2A receptor expressed in CHO cell... 19501513
Adenosine receptor A2a Ki = 140.0 nM 6.85 Displacement of [3H]-SCH 58261 from human adenosine A2A receptor expressed in CH... 22204739

Literature References

PubMed DOI Target Context # Activities
36173355 10.1021/acs.jmedchem.2c01123 Adenosine receptor A3 4
10579811 10.1021/jm991114s Adenosine receptor A3 4
11123985 10.1021/jm001047y Adenosine receptor A3 3
35450351 10.1021/acsmedchemlett.1c00685 Adenosine receptor A3 3
10579811 10.1021/jm991114s Unchecked 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
10579811 10.1021/jm991114s Adenosine receptor A2a 2
10579811 10.1021/jm991114s Adenosine receptor A1 2
11831890 10.1021/jm0109614 Adenosine receptors; A2b & A3 1
11831890 10.1021/jm0109614 Adenosine receptors; A2a & A3 1
10579811 10.1021/jm991114s Adenosine receptors; A1 & A3 1
10579811 10.1021/jm991114s Adenosine receptors; A2a & A3 1
11123985 10.1021/jm001047y Adenosine receptor A1 1
11123985 10.1021/jm001047y Adenosine receptor A2a 1
11831890 10.1021/jm0109614 Adenosine receptors; A1 & A3 1
11831890 10.1021/jm0109614 Adenosine receptor A3 1
11123985 10.1021/jm001047y Adenosine receptors; A1 & A3 1
11123985 10.1021/jm001047y Adenosine receptors; A2a & A3 1
11831890 10.1021/jm0109614 Adenosine receptor A2b 1

Data from ChEMBL 36 via Core Engine