Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL65271

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CCn1cc2c(nc(NC(=O)Nc3ccc(OC)cc3)n3nc(-c4ccco4)nc23)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL65271
Phase Preclinical
Structure Type MOL
InChI Key IZKLDTRUPWVXIX-UHFFFAOYSA-N
4
Targets
29
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

418.4
MW (Da)
3.41
ALogP
9
HBA
2
HBD
124.4
PSA (Ų)
0.45
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H18N8O3
MW 418.42
Aromatic Rings 5
Heavy Atoms 31
NP-Likeness -1.84

Activity Summary

Ki 27 meas. best 9.55
IC50 2 meas. best 8.32

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A3
CHEMBL256
 Ki 9.55 9.015 0.3 12
Adenosine receptor A3
CHEMBL256
 IC50 8.32 8.255 4.8 2
Adenosine receptor A2b
CHEMBL255
 Ki 6.61 6.61 245.0 3
Adenosine receptor A1
CHEMBL226
 Ki 5.99 5.99 1026.0 5
Adenosine receptor A2a
CHEMBL251
 Ki 5.98 5.98 1040.0 7

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A3 Ki = 0.28 nM 9.55 Displacement of [125]AB-MECA from human Adenosine A3 receptor expressed in HEK29... 10579811
Adenosine receptor A3 Ki = 0.28 nM 9.55 Binding affinity against human Adenosine A3 receptor in CHO cells 10698437
Adenosine receptor A3 Ki = 0.6 nM 9.22 Displacement of [3H]MRE3008-F20 from human Adenosine A3 receptor expressed in HE... 11831890
Adenosine receptor A3 Ki = 0.6 nM 9.22 Displacement of [3H]MRE3008-F20 from human adenosine A3 receptor expressed in CH... 11123985
Adenosine receptor A3 Ki = 0.6 nM 9.22 Displacement of [3H]MRE3008-F20 from human Adenosine A3 receptor expressed in CH... 11495585
Adenosine receptor A3 Ki = 0.6 nM 9.22 Binding affinity for human adenosine A3 receptor 15634009
Adenosine receptor A3 Ki = 0.6 nM 9.22 Displacement of [3H]MRE 3008F20 from human adenosine A3 receptor expressed in CH... 16821770
Adenosine receptor A3 Ki = 0.6026 nM 9.22 Displacement of [3H]NECA from human adenosine A3 receptor expressed in CHO cells 19501513
Adenosine receptor A3 Ki = 0.6 nM 9.22 Displacement of [3H]NECA from human adenosine A3 receptor expressed in CHO cells 19501513
Adenosine receptor A3 Ki = 0.6 nM 9.22 Antagonist activity at human adenosine A3 receptor 21511471
Adenosine receptor A3 Ki = 0.5998 nM 9.22 Binding affinity to human adenosine A3 receptor -
Adenosine receptor A3 IC50 = 4.8 nM 8.32 Inhibition of cAMP accumulation in CHO cells expressing human adenosine A3 recep... 11123985
Adenosine receptor A3 IC50 = 6.5 nM 8.19 Inhibitory concentration as antagonistic activity against cAMP generation inhibi... 10579811
Adenosine receptor A2b Ki = 245.0 nM 6.61 Displacement of [3H]DPCPX from Adenosine A2b receptor expressed in CHO cells; ra... 11123985
Adenosine receptor A2b Ki = 245.0 nM 6.61 Displacement of [3H]DPCPX from human Adenosine A2B receptor expressed in HEK293 ... 11495585
Adenosine receptor A2b Ki = 245.0 nM 6.61 Displacement of [3H]DPCPX from human Adenosine A2B receptor expressed in HEK293 ... 11831890
Adenosine receptor A3 Ki = 794.33 nM 6.1 Displacement of [3H]MRE3008-F20 from human adenosine A3 receptor expressed in CH... 21163647
Adenosine receptor A1 Ki = 1026.0 nM 5.99 Displacement of [3H]DPCPX from human Adenosine A1 receptor expressed in CHO cell... 11831890
Adenosine receptor A1 Ki = 1026.0 nM 5.99 Displacement of [3H]DPCPX from human Adenosine A1 receptor expressed in CHO cell... 10579811
Adenosine receptor A1 Ki = 1026.0 nM 5.99 Displacement of [3H]DPCPX from human adenosine A1 receptor expressed in CHO cell... 11123985

Literature References

PubMed DOI Target Context # Activities
10579811 10.1021/jm991114s Adenosine receptor A3 4
11123985 10.1021/jm001047y 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
11831890 10.1021/jm0109614 Adenosine receptors; A1 & A3 1
11831890 10.1021/jm0109614 Adenosine receptor A1 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
- 10.1007/s00044-013-0849-0 Adenosine receptor 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