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Compound Detail

CHEMBL1950554

BINODENOSON
🧪 Phase III
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🧪 Phase III
Nc1nc(N/N=C/C2CCCCC2)nc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1950554
Name BINODENOSON
Phase Phase III
Structure Type MOL
InChI Key XJFMHMFFBSOEPR-DNZQAUTHSA-N

Known Names

Binodenoson Corvue MRE-0470 MRE0470 Wrc0470
7
Targets
16
Activities
2
Assay Types
0
PK Parameters
16
Publications
5
Known Names
1
Mechanisms

Molecular Properties

391.4
MW (Da)
0.00
ALogP
11
HBA
5
HBD
163.9
PSA (Ų)
0.35
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -denoson
USAN Year 2002

Extended Properties

Molecular Formula C17H25N7O4
MW 391.43
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness 0.42

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Adenosine A2a receptor agonist AGONIST Adenosine receptor A2a ✓ ✓

Activity Summary

Ki 14 meas. best 7.59
EC50 2 meas. best 9.59

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Adenosine A2 receptor
CHEMBL2094257
 EC50 9.59 9.59 0.3 1
Adenosine receptor A2a
CHEMBL302
 Ki 7.59 7.59 25.5 1
Adenosine receptor A3
CHEMBL256
 Ki 7.28 6.4533 52.6 3
Adenosine receptor A1
CHEMBL318
 Ki 7.15 7.15 70.8 1
Adenosine receptor A2a
CHEMBL251
 Ki 7.09 6.674 81.0 5
Adenosine receptor A1
CHEMBL226
 Ki 6.77 5.1367 169.0 3
Adenosine receptor A1
CHEMBL2304404
 EC50 5.45 5.45 3548.1 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Adenosine A2 receptor EC50 = 0.257 nM 9.59 In vitro effect on coronary vasodilation in guinea pig heart. 1469687
Adenosine receptor A2a Ki = 25.5 nM 7.59 Displacement of [3H]CGS21680 from adenosine A2A receptor in rat brain striatal m... 23245803
Adenosine receptor A3 Ki = 52.6 nM 7.28 Displacement of [3H]NECA from human recombinant adenosine A3 receptor expressed ... 23245803
Adenosine receptor A1 Ki = 70.8 nM 7.15 Displacement of [3H]CCPA from adenosine A1 receptor in rat brain cortical membra... 23245803
Adenosine receptor A2a Ki = 81.0 nM 7.09 Displacement of [3H]CGS21680 from human recombinant adenosine A2A receptor expre... 23245803
Adenosine receptor A1 Ki = 169.0 nM 6.77 Displacement of [3H]CCPA from human recombinant adenosine A1 receptor expressed ... 23245803
Adenosine receptor A2a Ki = 270.0 nM 6.57 Binding affinity to A2A adenosine receptor 22104008
Adenosine receptor A2a Ki = 270.0 nM 6.57 Displacement of [3H]CGS21680 from human recombinant adenosine A2A receptor expre... 23245803
Adenosine receptor A2a Ki = 270.0 nM 6.57 Binding affinity to human recombinant adenosine receptor A2a 24164628
Adenosine receptor A2a Ki = 270.0 nM 6.57 Binding affinity to human adenosine A2A receptor 25780876
Adenosine receptor A3 Ki = 903.0 nM 6.04 Displacement of [3H]NECA from human recombinant adenosine A3 receptor 23245803
Adenosine receptor A3 Ki = 903.0 nM 6.04 Binding affinity to human recombinant adenosine A3 receptor 24164628
Adenosine receptor A1 EC50 = 3548.13 nM 5.45 In vitro prolonging of the stimulus-QRS interval in guinea pig heart. 1469687
Adenosine receptor A1 Ki = 48000.0 nM 4.32 Displacement of [3H]CCPA from human recombinant adenosine A1 receptor 23245803
Adenosine receptor A1 Ki = 48000.0 nM 4.32 Binding affinity to human recombinant adenosine A1 receptor 24164628

Literature References

PubMed DOI Target Context # Activities
23245803 10.1016/j.bmc.2012.11.021 Adenosine receptor A2b 3
23245803 10.1016/j.bmc.2012.11.021 Adenosine receptor A1 3
23245803 10.1016/j.bmc.2012.11.021 Adenosine receptor A2a 3
23245803 10.1016/j.bmc.2012.11.021 Adenosine receptor A3 2
24164628 10.1021/jm4011669 Unchecked 2
24164628 10.1021/jm4011669 Rattus norvegicus 2
1469687 10.1021/jm00102a007 Adenosine receptor A1 1
1469687 10.1021/jm00102a007 Adenosine A2 receptor 1
1469687 10.1021/jm00102a007 Adenosine receptors; A1 & A2 1
22104008 10.1021/jm201461q Adenosine receptor A2a 1
23245803 10.1016/j.bmc.2012.11.021 Unchecked 1
24164628 10.1021/jm4011669 Adenosine receptor A2a 1
24164628 10.1021/jm4011669 Adenosine receptor A2b 1
24164628 10.1021/jm4011669 Adenosine receptor A1 1
24164628 10.1021/jm4011669 Adenosine receptor A3 1
25780876 10.1021/acs.jmedchem.5b00215 Adenosine receptor A2a 1

Data from ChEMBL 36 via Core Engine