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Compound Detail

CHEMBL260331

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CCCn1c(=O)c2[nH]c(-c3cc(OCC(=O)Nc4ccc5c(c4)OCO5)nn3C)nc2n(CCC)c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL260331
Phase Preclinical
Structure Type MOL
InChI Key DBWQRFKXNBVPGA-UHFFFAOYSA-N
3
Targets
21
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

509.5
MW (Da)
1.85
ALogP
11
HBA
2
HBD
147.3
PSA (Ų)
0.35
QED
2
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H27N7O6
MW 509.52
Aromatic Rings 4
Heavy Atoms 37
NP-Likeness -1.40

Activity Summary

Ki 18 meas. best 8.26
IC50 2 meas. best 7.42
Kd 1 meas. best 8.78

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A2b
CHEMBL255
 Kd 8.78 8.78 1.6 1
Adenosine receptor A2a
CHEMBL251
 Ki 8.26 8.26 5.5 1
Adenosine receptor A2b
CHEMBL255
 Ki 8.26 8.26 5.5 10
Adenosine receptor A2b
CHEMBL255
 IC50 7.42 7.42 38.0 2
Adenosine receptor A1
CHEMBL226
 Ki 6.7 6.6871 200.0 7

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A2b Kd = 1.65 nM 8.78 Binding affinity of [3H]-MRE 2029-F20 towards human adenosine A2b receptor expre... 15177485
Adenosine receptor A2a Ki = 5.5 nM 8.26 Antagonist activity at adenosine A2A receptor (unknown origin) 34695776
Adenosine receptor A2b Ki = 5.5 nM 8.26 Binding affinity of compound for displacement of specific [3H]- DPCPX binding at... 14998332
Adenosine receptor A2b Ki = 5.5 nM 8.26 Binding affinity of compound for displacement of [3H]DPCPX binding in HEK293 mem... 14998332
Adenosine receptor A2b Ki = 5.5 nM 8.26 Antagonist activity against human Adenosine A2b receptor 16250640
Adenosine receptor A2b Ki = 5.5 nM 8.26 Displacement of [3H]MRE2029F20 from human adenosine A2B receptor expressed in HE... 18077171
Adenosine receptor A2b Ki = 5.5 nM 8.26 Binding affinity to human adenosine A2B receptor 19569717
Adenosine receptor A2b Ki = 5.5 nM 8.26 Antagonist activity against human adenosine A2B receptor 20537438
Adenosine receptor A2b Ki = 5.5 nM 8.26 Displacement of [3H]MRE2029-F20 from human recombinant adenosine A2B receptor ex... 22148859
Adenosine receptor A2b Ki = 5.5 nM 8.26 Displacement of [3H]MRE2029-F20 from human recombinant adenosine A2B receptor ex... 22148859
Adenosine receptor A2b Ki = 5.5 nM 8.26 Displacement of [3H] DPCPX from human recombinant Adenosine A2B receptor express... 26824742
Adenosine receptor A2b Ki = 5.5 nM 8.26 Displacement of [3H]DPCPX from human adenosine receptor A2b expressed in HEK293 ... 27842891
Adenosine receptor A2b IC50 = 38.0 nM 7.42 Antagonist activity at human recombinant adenosine A2B receptor expressed in CHO... 22148859
Adenosine receptor A2b IC50 = 38.0 nM 7.42 Inhibitory activity against cAMP production in CHO cells transfected with human ... 14998332
Adenosine receptor A1 Ki = 200.0 nM 6.7 Displacement of specific [3H]DPCPX binding at human adenosine A1 receptor expres... 14998332
Adenosine receptor A1 Ki = 200.0 nM 6.7 Displacement of [3H]DPCPX from human adenosine A1 receptor expressed in CHO cell... 18077171
Adenosine receptor A1 Ki = 200.0 nM 6.7 Binding affinity to human adenosine A1 receptor 19569717
Adenosine receptor A1 Ki = 200.0 nM 6.7 Antagonist activity against human adenosine A1 receptor 20537438
Adenosine receptor A1 Ki = 200.0 nM 6.7 Displacement of [3H]DPCPX from human recombinant adenosine A1 receptor expressed... 22148859
Adenosine receptor A1 Ki = 200.0 nM 6.7 Binding affinity to human adenosine A1 receptor 22148859

Literature References

PubMed DOI Target Context # Activities
14998332 10.1021/jm0309654 Adenosine receptor A2b 3
22148859 10.1021/jm201292w Adenosine receptor A2b 3
22148859 10.1021/jm201292w Adenosine receptor A1 2
22148859 10.1021/jm201292w Adenosine receptor A2a 2
15177485 10.1016/j.bmcl.2004.03.110 Adenosine receptor A2b 2
22148859 10.1021/jm201292w Adenosine receptor A3 2
15177485 10.1016/j.bmcl.2004.03.110 Adenosine receptor A3 1
18077171 10.1016/j.bmc.2007.11.058 Adenosine receptor A2b 1
18077171 10.1016/j.bmc.2007.11.058 Adenosine receptor A3 1
18077171 10.1016/j.bmc.2007.11.058 Adenosine receptor A1 1
16250640 10.1021/jm049418o Adenosine receptor A2b 1
15177485 10.1016/j.bmcl.2004.03.110 Adenosine receptors; A2b & A3 1
15177485 10.1016/j.bmcl.2004.03.110 Adenosine A2 receptor 1
15177485 10.1016/j.bmcl.2004.03.110 Adenosine receptors; A1 & A2b 1
14998332 10.1021/jm0309654 Adenosine receptor A1 1
15177485 10.1016/j.bmcl.2004.03.110 Adenosine receptor A1 1
14998332 10.1021/jm0309654 Adenosine receptors; A2b & A3 1
14998332 10.1021/jm0309654 Adenosine A2 receptor 1
14998332 10.1021/jm0309654 Adenosine receptors; A1 & A2b 1
34695776 10.1016/j.ejmech.2021.113907 Adenosine receptor A2a 1

Data from ChEMBL 36 via Core Engine