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Compound Detail

CHEMBL319387

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CCCCC#Cc1nc(N)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL319387
Phase Preclinical
Structure Type MOL
InChI Key AHJRSKVOELIMOX-RVXWVPLUSA-N
8
Targets
26
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

347.4
MW (Da)
-0.44
ALogP
9
HBA
4
HBD
139.5
PSA (Ų)
0.43
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H21N5O4
MW 347.38
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness 1.14

Activity Summary

Ki 21 meas. best 8.66
EC50 4 meas. best 8.0
IC50 1 meas. best 5.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A2a
CHEMBL302
 Ki 8.66 8.5133 2.2 3
Adenosine A2 receptor
CHEMBL2094117
 Ki 8.62 8.54 2.4 4
Adenosine receptor A3
CHEMBL256
 Ki 8.33 8.05 4.7 2
Adenosine receptor A2a
CHEMBL251
 Ki 8.24 8.24 5.7 2
Adenosine A2 receptor
CHEMBL2094257
 Ki 8.09 8.09 8.1 1
Adenosine receptor A2a
CHEMBL251
 EC50 8.0 8.0 10.0 1
Adenosine receptor A1
CHEMBL318
 Ki 7.9 7.0663 12.5 8
Adenosine receptor A1
CHEMBL226
 Ki 7.75 7.75 18.0 1
Adenosine receptor A2a
CHEMBL302
 EC50 7.1 7.1 79.2 1
Adenosine A2 receptor
CHEMBL2094257
 EC50 6.89 6.89 128.0 1
Adenosine receptor A1
CHEMBL318
 IC50 5.64 5.64 2300.0 1
Adenosine receptor A2b
CHEMBL255
 EC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A2a Ki = 2.2 nM 8.66 Displacement of [3H]-CGS- 51680 from Adenosine A2A receptor of rat striatum. 8863798
Adenosine receptor A2a Ki = 2.2 nM 8.66 Receptor binding affinity for the adenosine A2A receptor was determined using [3... 12270178
Adenosine A2 receptor Ki = 2.4 nM 8.62 Binding affinity against adenosine A2 receptor from rat striatum using [3H]NECA ... 1495019
Adenosine A2 receptor Ki = 2.8 nM 8.55 Inhibition of [3H]NECA binding to adenosine A2 receptor from rat striatal membra... 1613750
Adenosine A2 receptor Ki = 2.8 nM 8.55 Binding affinity against adenosine A2 receptor in rat striatal membranes using [... 1732541
Adenosine A2 receptor Ki = 3.6 nM 8.44 Binding affinity against adenosine A2 receptor from rat striatal membranes with ... 1619615
Adenosine receptor A3 Ki = 4.7 nM 8.33 Binding affinity against Human recombinant Adenosine A3 receptor stably transfec... 12109910
Adenosine receptor A2a Ki = 5.7 nM 8.24 Binding affinity to A2A adenosine receptor 22104008
Adenosine receptor A2a Ki = 5.7 nM 8.24 Binding affinity against Human recombinant Adenosine A2A receptor stably transfe... 12109910
Adenosine receptor A2a Ki = 6.0 nM 8.22 Binding affinity at Adenosine A2A receptor in rat striatal membrane by [3H]ZM-24... 11784146
Adenosine A2 receptor Ki = 8.1 nM 8.09 Binding affinity against adenosine A2 receptor from human platelet membranes usi... 1619615
Adenosine receptor A2a EC50 = 10.0 nM 8.0 G-protein activation in human Adenosine A2A receptor expressed in CHO cells usin... 11784146
Adenosine receptor A1 Ki = 12.5 nM 7.9 Binding affinity against high affinity component of adenosine A1 receptors from ... 1619615
Adenosine receptor A1 Ki = 15.9 nM 7.8 Binding affinity against adenosine A1 receptors from rat brain membranes using [... 1619615
Adenosine receptor A3 Ki = 16.9 nM 7.77 Binding affinity at human Adenosine A3 receptor expressed in HEK 293 cells by [1... 11784146
Adenosine receptor A1 Ki = 18.0 nM 7.75 Binding affinity against Human recombinant Adenosine A1 receptor stably transfec... 12109910
Adenosine receptor A2a EC50 = 79.2 nM 7.1 Vasorelaxation as Adenosine A2A receptor activity in rat aorta 8863798
Adenosine receptor A1 Ki = 98.0 nM 7.01 Displacement of [3H]CHA from Adenosine A1 receptor of rat brain 8863798
Adenosine receptor A1 Ki = 103.0 nM 6.99 Binding affinity against adenosine A1 receptor from rat brain membranes using [3... 1495019
Adenosine receptor A1 Ki = 126.0 nM 6.9 Inhibition of [3H]CHA binding to adenosine A1 receptor from rat brain membranes 1613750

Literature References

PubMed DOI Target Context # Activities
1619615 10.1021/jm00091a003 Adenosine A2 receptor 4
1619615 10.1021/jm00091a003 Adenosine receptor A1 4
11784146 10.1021/jm010952v Adenosine receptor A2a 3
8863798 10.1021/jm960376g Adenosine receptor A2a 3
1732541 10.1021/jm00080a007 Rattus norvegicus 2
1495019 10.1021/jm00093a022 Rattus norvegicus 2
1613750 10.1021/jm00090a017 Rattus norvegicus 2
19731917 10.1021/jm9006356 Unchecked 2
1619615 10.1021/jm00091a003 Adenosine receptors; A1 & A2 2
8863798 10.1021/jm960376g Adenosine receptor A1 2
11784146 10.1021/jm010952v Adenosine receptor A3 2
18321038 10.1021/jm701442d Adenosine receptor A2b 2
8863798 10.1021/jm960376g Adenosine receptors; A1 & A2a 1
1619615 10.1021/jm00091a003 Unchecked 1
1738138 10.1021/jm00081a001 Adenosine receptor A1 1
12109910 10.1021/jm0109762 Adenosine receptors; A1 & A3 1
1613750 10.1021/jm00090a017 Adenosine receptor A1 1
1613750 10.1021/jm00090a017 Adenosine A2 receptor 1
12109910 10.1021/jm0109762 Adenosine receptor A3 1
12109910 10.1021/jm0109762 Adenosine receptor A2a 1

Data from ChEMBL 36 via Core Engine