Compound Info
NAs Base Info
ID Cluster Name Target MolWt
Compound Structure
NAs.000075 2
Target name Tax id
A1 adenosine receptor
Adenosine A2a receptor
Adenosine A2b receptor
Adenosine receptors; A1 & A3
Adenosine A1 receptor
Adenosine A3 receptor
371.781
Chemical Representations
InChI InChI=1S/C14H18ClN5O5/c15-14-18-11(17-6-1-2-24-4-6)8-12(19-14)20(5-16-8)13-10(23)9(22)7(3-21)25-13/h5-7,9-10,13,21-23H,1-4H2,(H,17,18,19)/t6-,7-,9-,10-,13-/m1/s1
InChI Key XEAJNSCYKKKRRS-KWGHVAAJSA-N
SMILES OC[C@H]1O[C@@H](n2cnc3c(N[C@@H]4CCOC4)nc(Cl)nc32)[C@H](O)[C@@H]1O
Molecular Formula C14H18ClN5O5
Functional Fragments
Base Ribose Phosphate
Base Structure
Match
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Match
Calculated Properties
logP -0.708 Computed by RDKit
Heavy Atom Count 25 Computed by RDKit
Ring Count 4 Computed by RDKit
Hydrogen Bond Acceptor Count 10 Computed by RDKit
Hydrogen Bond Donor Count 4 Computed by RDKit
Rotatable Bond Count 4 Computed by RDKit
Topological Polar Surface Area 134.780 Computed by RDKit
Activity Data
Target Activity type Relation Value Unit Assay Source
Adenosine A1 receptor Ki = 1.87 nM Displacement of [3H]CCPA from human recombinant adenosine A1 receptor expressed in CHO cells CHEMBL1140761
Adenosine A1 receptor Ki = 1.7 nM Displacement of [3H]CCPA from adenosine A1 receptor in bovine cortical membrane CHEMBL1140761
A1 adenosine receptor Ki = 6.6 nM Displacement of [3H]CCPA from adenosine A1 receptor in pig cortical membrane CHEMBL1140761
Adenosine A1 receptor Ki = 4689.0 nM Displacement of [3H]CGS21680 from adenosine A1 receptor in bovine striatum membrane CHEMBL1140761
A1 adenosine receptor EC50 = 18.3 nM Agonist activity at adenosine A1 receptor in pig cortical membrane assessed as stimulation of GTPgammaS binding CHEMBL1140761
A1 adenosine receptor Activity = 27.0 % Displacement of [3H]CGS-21680 from adenosine A1 receptor in pig striatum membrane at 10 uM CHEMBL1140761
A1 adenosine receptor Efficacy = 97.0 % Agonist activity at adenosine A1 receptor in pig cortical membrane assessed as stimulation of GTPgammaS binding relative to CPA CHEMBL1140761
Adenosine A2a receptor Ki = 4590.0 nM Displacement of [3H]NECA from human recombinant adenosine A2A receptor expressed in CHO cells CHEMBL1140761
Adenosine A3 receptor Ki = 34600.0 nM Displacement of [3H]NECA from human recombinant adenosine A3 receptor expressed in CHO cells CHEMBL1140761
Adenosine A2b receptor Ki = 211.0 nM Agonist activity at human recombinant adenosine A2B receptor expressed in CHO cells assessed as activation of adenylyl cyclase activity CHEMBL1140761
Unchecked Ratio Ki = 2455.0 Selectivity for human adenosine A1 receptor over human adenosine A2A receptor CHEMBL1140761
Adenosine receptors; A1 & A3 Ratio Ki = 112.8 Selectivity for human adenosine A1 receptor over human adenosine A3 receptor CHEMBL1140761
Unchecked Ratio Ki = 21.7 Selectivity for human adenosine A3 receptor over human adenosine A2A receptor CHEMBL1140761