Compound Info
NAs Base Info
ID Cluster Name Target MolWt
Compound Structure
NAs.000041 2
Target name Tax id
Adenosine A2 receptor 9606.0
Adenosine receptors; A1 & A2 9606.0
Adenosine A2a receptor 9606.0
Adenosine A1 receptor 9606.0
375.429
Chemical Representations
InChI InChI=1S/C18H25N5O4/c1-2-3-4-5-6-7-8-12-21-16(19)13-17(22-12)23(10-20-13)18-15(26)14(25)11(9-24)27-18/h10-11,14-15,18,24-26H,2-6,9H2,1H3,(H2,19,21,22)/t11-,14-,15-,18-/m1/s1
InChI Key NVGGIHKSKVAPEY-XKLVTHTNSA-N
SMILES CCCCCCC#Cc1nc(N)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2n1
Molecular Formula C18H25N5O4
Functional Fragments
Base Ribose Phosphate
Base Structure
Match
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Match
Calculated Properties
logP 0.342 Computed by RDKit
Heavy Atom Count 27 Computed by RDKit
Ring Count 3 Computed by RDKit
Hydrogen Bond Acceptor Count 9 Computed by RDKit
Hydrogen Bond Donor Count 4 Computed by RDKit
Rotatable Bond Count 6 Computed by RDKit
Topological Polar Surface Area 139.540 Computed by RDKit
Activity Data
Target Activity type Relation Value Unit Assay Source
Adenosine A1 receptor Ki = 19.6 nM Binding affinity against high affinity component of adenosine A1 receptors from rat brain membranes using [3H]DPCPX CHEMBL1126089
Adenosine A1 receptor Ki = 823.0 nM Binding affinity against low affinity component of adenosine A1 receptors from rat brain membranes using [3H]-DPCPX CHEMBL1126089
Adenosine A1 receptor Ki = 25.2 nM Binding affinity against adenosine A1 receptors from rat brain membranes using [3H]CCPA CHEMBL1126089
Adenosine A2 receptor Ki = 6.3 nM Binding affinity against adenosine A2 receptor from rat striatal membranes with 50 nM CPA using [3H]-NECA CHEMBL1126089
Adenosine A2 receptor Ki = 39.9 nM Binding affinity against adenosine A2 receptor from human platelet membranes using [3H]NECA CHEMBL1126089
Adenosine A1 receptor IC50 = 2910.0 nM Inhibition of adenylate cyclase via adenosine A1 receptors in rat fat cell membranes CHEMBL1126089
Adenosine A2 receptor EC50 = 681.0 nM Maximal NECA stimulation of adenylate cyclase via adenosine A2 receptor in human platelet membranes CHEMBL1126089
Adenosine A2 receptor Emax = 65.0 % Agonistic activity at adenosine A2 receptor CHEMBL1126089
Adenosine receptors; A1 & A2 A2 selectivity = 3.0 Selectivity as A1 adenosine receptors(high affinity) using [3H]-DPCPX compared to A2 adenosine receptors using [3H]NECA in rat striatal membranes CHEMBL1126089
Adenosine receptors; A1 & A2 A2 selectivity = 4.0 Selectivity as A1 adenosine receptors(high affinity) using [3H]CCPA compared to A2 adenosine receptors using [3H]-NECA in rat striatal membranes CHEMBL1126089
Unchecked A2 selectivity = 4.0 Selectivity as ratio of IC50 for A1 adenosine receptor compared to EC50 for A2 adenosine receptor CHEMBL1126089
Adenosine A1 receptor Ki = 211.0 nM Binding affinity against adenosine A1 receptor using [3H]-CHA or [3H]PIA as radioligand CHEMBL1125572
Adenosine A2 receptor Ratio = 12.0 nM Binding affinity against adenosine A2 receptor using [3H]- NECA as radioligand CHEMBL1125572
Adenosine receptors; A1 & A2 Ratio = 0.057 Ratio of A2 to A1. CHEMBL1125572
Adenosine A1 receptor Ki = 133.0 nM Inhibition of [3H]CHA binding to adenosine A1 receptor from rat brain membranes CHEMBL1126082
Adenosine A2 receptor Ki = 7.9 nM Inhibition of [3H]NECA binding to adenosine A2 receptor from rat striatal membranes CHEMBL1126082
Rattus norvegicus ED30 = 0.2 ug kg-1 Dose producing 30% decrease in blood pressure of anesthetized spontaneous hypertensive male rat(SHR) CHEMBL1126082
Rattus norvegicus ED10 > 100.0 ug kg-1 Dose producing 10% decrease in heart rate of anaesthetized spontaneous hypertensive male rat(SHR) CHEMBL1126082
Adenosine receptors; A1 & A2 Selectivity = 17.0 Selectivity for adenosine receptor subtype, ratio of Ki(nM) at A1 receptor to Ki(nM) at A2 receptor CHEMBL1126082
Adenosine A1 receptor Ki = 202.0 nM Binding affinity against adenosine A1 receptor in rat brain membranes using [3H]CHA as radioligand CHEMBL1126140
Adenosine A2 receptor Ki = 12.1 nM Binding affinity against adenosine A2 receptor in rat striatal membranes using [3H]NECA as radioligand CHEMBL1126140
Rattus norvegicus ED30 = 0.34 ug kg-1 Dose producing 30% decrease of blood pressure in anesthetized rats (SHR) CHEMBL1126140
Rattus norvegicus ED10 > 100.0 ug kg-1 Dose producing 10% decrease of heart rate in anesthetized rats (SHR) CHEMBL1126140
Adenosine receptors; A1 & A2 Selectivity = 16.7 Selectivity against adenosine A1 to A2 receptors CHEMBL1126140
Adenosine A1 receptor Ki = 117.0 nM Binding affinity against adenosine A1 receptor from rat brain membranes using [3H]cyclohexyladenosine as radioligand. CHEMBL1125505
Adenosine A2 receptor Ki = 6.1 nM Binding affinity against adenosine A2 receptor from rat striatum using [3H]NECA as radioligand. CHEMBL1125505
Rattus norvegicus ED30 = 0.35 ug kg-1 Dose producing 30% decrease in blood pressure of anesthetized spontaneously hypertensive rats (SHR's) CHEMBL1125505
Rattus norvegicus ED10 > 100.0 ug kg-1 Dose producing 10% decrease in heart rate of anesthetized spontaneously hypertensive rats (SHR's) CHEMBL1125505
Adenosine receptors; A1 & A2 Selectivity = 19.0 Selectivity determined as Ratio of Ki(nM) of A1 adenosine receptor to the Ki(nM) of A2 adenosine receptor CHEMBL1125505
Adenosine A2a receptor Ki = 31.8 nM Displacement of [3H]-CGS2168 from human recombinant adenosine A2A receptor CHEMBL3769306