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Compound Detail

CHEMBL66393

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OC[C@H]1O[C@@H](n2cnc3c(NCc4cccc(I)c4)ncnc32)[C@H](O)[C@@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL66393
Phase Preclinical
Structure Type MOL
InChI Key TWLWIJNPUVZDOB-LSCFUAHRSA-N
8
Targets
35
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

483.3
MW (Da)
0.65
ALogP
9
HBA
4
HBD
125.5
PSA (Ų)
0.39
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 C17H18IN5O4
MW 483.27
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness 0.12

Activity Summary

Ki 30 meas. best 8.42
EC50 5 meas. best 8.29

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine receptor A3
CHEMBL256
 Ki 8.42 7.952 3.8 10
Adenosine receptor A3
CHEMBL256
 EC50 8.29 7.7367 5.2 3
Adenosine receptor A1
CHEMBL226
 Ki 8.13 8.13 7.4 1
Adenosine receptor A3
CHEMBL3360
 Ki 8.02 8.0125 9.5 4
Adenosine receptor A2a
CHEMBL302
 Ki 7.76 7.115 17.5 4
Adenosine receptor A1
CHEMBL4975
 Ki 7.73 7.685 18.6 2
Adenosine receptor A1
CHEMBL318
 Ki 7.7 7.09 20.0 5
Adenosine receptor A2a
CHEMBL251
 Ki 7.69 7.1533 20.4 3
Adenosine receptor A1
CHEMBL226
 EC50 7.37 7.37 43.1 1
Adenosine receptor A1
CHEMBL318
 EC50 6.47 6.47 340.0 1
Adenosine receptor A2b
CHEMBL255
 Ki 5.45 5.45 3570.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine receptor A3 Ki = 3.8 nM 8.42 Binding affinity towards human Adenosine A3 receptor wild type 12238926
Adenosine receptor A3 EC50 = 5.16 nM 8.29 Stimulation of [35S]GTP-gamma-S, against human adenosine A3 receptor 10841798
Adenosine receptor A3 Ki = 5.8 nM 8.24 Affinity for human Adenosine A3 receptor expressed in CHO cell 12238926
Adenosine receptor A3 Ki = 5.8 nM 8.24 Inhibition of [125I]-AB-MECA binding to human Adenosine A3 receptor expressed in... 15771421
Adenosine receptor A3 Ki = 5.8 nM 8.24 Binding affinity to Adenosine receptor A3 (unknown origin) 26390077
Adenosine receptor A3 Ki = 6.0 nM 8.22 Binding affinity towards Adenosine A3 receptor (W243 A mutant receptor) 12238926
Adenosine receptor A3 Ki = 6.9 nM 8.16 Affinity towards Adenosine A3 receptor expressed in HEK 293 cells using [125I]AB... 11520205
Adenosine receptor A1 Ki = 7.4 nM 8.13 Inhibition of [3H]R-PIA binding to human Adenosine A1 receptor expressed in CHO ... 15771421
Adenosine receptor A3 Ki = 9.5 nM 8.02 Tested for the binding affinity of A3 receptor by displacing N6-[[125I]-4-amino-... 7932588
Adenosine receptor A3 Ki = 9.5 nM 8.02 Displacement of [125I]- AB-MECA from rat adenosine rA3 receptor expressed in CHO... 10841798
Adenosine receptor A3 Ki = 9.5 nM 8.02 Inhibition of [125I]AB-MECA binding to rat Adenosine A3 receptor expressed in CH... 15771421
Adenosine receptor A3 Ki = 10.2 nM 7.99 Inhibitory activity against Adenosine A3 receptor by inhibiting specific [3H](R)... 9572897
Adenosine receptor A3 EC50 = 14.0 nM 7.85 Effective concentration for stimulation of [35S]GTP-gamma-S, binding to human ad... 10212125
Adenosine receptor A3 Ki = 15.2 nM 7.82 Displacement of [125I]AB-MECA from adenosine A3 receptors in bovine cortical mem... 15743197
Adenosine receptor A2a Ki = 17.5 nM 7.76 Tested for the binding affinity of A2a receptor by displacing the [3H]-CGS- 2168... 7932588
Adenosine receptor A2a Ki = 17.5 nM 7.76 Displacement of specific [3H]-CGS- 21680 binding to adenosine A2A receptor in ra... 10841798
Adenosine receptor A1 Ki = 18.6 nM 7.73 Inhibitory activity at Adenosine A1 receptor by inhibition of [3H]CHA binding to... 9572897
Adenosine receptor A1 Ki = 20.0 nM 7.7 Tested for the binding affinity of A1 receptor by displacing the [3H]-PIA in rat... 7932588
Adenosine receptor A1 Ki = 20.0 nM 7.7 Displacement of [3H]R-PIA from rat brain membrane Adenosine A1 receptor 10841798
Adenosine receptor A2a Ki = 20.4 nM 7.69 Inhibitory activity at Adenosine A2A receptor by inhibition of [3H]-CGS- 21680 b... 9572897

Literature References

PubMed DOI Target Context # Activities
12238926 10.1021/jm020211+ Adenosine receptor A3 6
10212125 10.1021/jm981090+ Adenosine receptor A3 5
10841798 10.1021/jm9905965 Adenosine receptor A1 5
15771421 10.1021/jm049580r Adenosine receptor A3 3
9572897 10.1021/jm9707737 Unchecked 3
10841798 10.1021/jm9905965 Adenosine receptor A3 3
10841798 10.1021/jm9905965 Adenosine receptor A2a 1
26390077 10.1021/acs.jmedchem.5b00982 Adenosine receptor A3 1
9572897 10.1021/jm9707737 Adenosine receptor A3 1
9572897 10.1021/jm9707737 Adenosine receptor A2a 1
9572897 10.1021/jm9707737 Adenosine receptor A1 1
10841798 10.1021/jm9905965 Adenosine receptors; A1 & A3 1
10841798 10.1021/jm9905965 Adenosine receptor A2b 1
10212125 10.1021/jm981090+ Adenosine receptor A1 1
7932588 10.1021/jm00047a018 Adenosine receptor A2a and A3 1
7932588 10.1021/jm00047a018 Adenosine receptors; A1 & A3 1
7932588 10.1021/jm00047a018 Adenosine receptor A3 1
7932588 10.1021/jm00047a018 Adenosine receptor A2a 1
7932588 10.1021/jm00047a018 Adenosine receptor A1 1
10212125 10.1021/jm981090+ Adenosine receptors; A1 & A3 1

Data from ChEMBL 36 via Core Engine