Compound Info
NAs Base Info
ID Cluster Name Target MolWt
Compound Structure
NAs.000688 2 (S)-PIA
Target name Tax id
Adenosine A2 receptor
Adenosine A2a receptor
Alpha-1a adrenergic receptor
Adenosine A1 receptor
Adenosine receptors; A1 & A3
Adenosine receptor A2a and A3
Adenosine receptors; A1 & A2a
Adenosine receptors; A1 & A2
Adenosine receptor
Regulator of G-protein signaling 4
Adenosine A3 receptor
385.424
Chemical Representations
InChI InChI=1S/C19H23N5O4/c1-11(7-12-5-3-2-4-6-12)23-17-14-18(21-9-20-17)24(10-22-14)19-16(27)15(26)13(8-25)28-19/h2-6,9-11,13,15-16,19,25-27H,7-8H2,1H3,(H,20,21,23)/t11-,13+,15+,16+,19+/m0/s1
InChI Key RIRGCFBBHQEQQH-KFAHYOAQSA-N
SMILES C[C@@H](Cc1ccccc1)Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
Molecular Formula C19H23N5O4
Functional Fragments
Base Ribose Phosphate
Base Structure
Unmatch
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Match
Calculated Properties
logP 0.481 Computed by RDKit
Heavy Atom Count 28 Computed by RDKit
Ring Count 4 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 125.550 Computed by RDKit
Activity Data
Target Activity type Relation Value Unit Assay Source
Adenosine A1 receptor Ki = 49.0 nM Binding affinity to adenosine A1 receptor in rat whole brain membranes by [3H]N6-cyclohexyladenosine displacement. CHEMBL1123600
Adenosine A2 receptor Ki = 1720.0 nM Binding affinity to A2 adenosine receptor in rat striatal membranes by [3H]NECA (1-(6-amino-9H-purin-9-yl)-1-deoxy-N-ethyl-beta-D-ribofuranuronamide) displacement. CHEMBL1123600
Mus musculus ED50 = 16.0 mg.kg-1 Effect on Motor activity in mouse following i.p. administration. CHEMBL1123600
Mus musculus ED50 = 75.0 mg.kg-1 Effect on Ataxia in mouse following i.p. administration. CHEMBL1123600
Adenosine A1 receptor Affinity constant = 0.2 uM Affinity constant for inhibition of A1 receptor control of adenylate cyclase in adipocytes, heart and brain cells CHEMBL1122012
Adenosine A2 receptor Affinity constant = 100.0 uM Affinity constant for A2 receptor control of adenylate cyclase in adipocytes, heart and brain cells CHEMBL1122012
Adenosine receptor Affinity constant Inhibition of adenyl cyclase via P site in adipocytes; Inactive CHEMBL1122012
Adenosine A2a receptor Ki = 130.0 nM Antagonist binding of N6-cyclohexyl-[3H]-adenosine to guinea pig brain CHEMBL1122012
Adenosine receptor Ki = 125.0 nM Antagonist binding of N6-cyclohexyl-[3H]-adenosine to rat brain CHEMBL1122012
Adenosine A1 receptor Ki = 8.0 nM Antagonist binding of N6-cyclohexyl-[3H]-adenosine to bovine brain CHEMBL1122012
Adenosine receptor Ki = 110.0 nM Antagonist binding of N6-cyclohexyl-[3H]-adenosine to rat testes CHEMBL1122012
Adenosine receptor Ki = 900.0 nM Antagonist binding of L-N6-phenyl-isopropyl)-[3H]adenosine to rat brain CHEMBL1122012
Adenosine receptor Ki = 50.0 nM Antagonist binding of L-N6-phenyl-isopropyl)-[3H]adenosine to rat fat CHEMBL1122012
Adenosine receptor Ki = 15.0 nM Antagonist binding of 2-chloro-[3H]-adenosine to rat brain CHEMBL1122012
ADMET k' = 2.61 HPLC capacity factor (k') CHEMBL1123137
Alpha-1a adrenergic receptor MPR = 0.41 Molar potency ratio was evaluated CHEMBL1123137
Adenosine A1 receptor Ki = 11.7 nM Inhibitory activity at Adenosine A1 receptor by inhibition of [3H]CHA binding to bovine brain cortical membranes. CHEMBL1131221
Adenosine A2a receptor Ki = 1800.0 nM Inhibitory activity at Adenosine A2A receptor by inhibition of [3H]-CGS- 21680 binding to bovine striatal membranes. CHEMBL1131221
Adenosine A3 receptor Ki = 241.0 nM Inhibitory activity against Adenosine A3 receptor by inhibiting specific [3H](R)-PIA binding to rat testis membranes CHEMBL1131221
Unchecked Selectivity = 154.0 Inhibitory selectivity at Adenosine 2A receptor compared to Adenosine 1 receptor. CHEMBL1131221
Unchecked Selectivity = 13.0 Inhibitory selectivity at Adenosine A3 receptor compared to Adenosine 1 receptor. CHEMBL1131221
Unchecked Selectivity = 0.13 Inhibitory selectivity at Adenosine A3 receptor compared to Adenosine 2A receptor. CHEMBL1131221
Adenosine A3 receptor EC50 = 210.0 nM Effect on forskolin-stimulated cyclic AMP production in intact chinese hamster ovary (CHO) cell expressing the human Adenosine A3 receptor CHEMBL1135592
Adenosine A3 receptor Efficacy = 97.0 % Percent efficacy against human Adenosine A3 receptor expressed in CHO cell CHEMBL1135592
Adenosine A3 receptor Ki = 68.0 nM Affinity for human Adenosine A3 receptor expressed in CHO cell CHEMBL1135592
Adenosine A1 receptor Ki = 11.0 nM Inhibition of [3H]CHA (N6-cyclohexyl adenosine) to rat brain membrane Adenosine A1 receptor CHEMBL1135881
Adenosine A2a receptor Displacement = 1800.0 % Ability to displace [3H]-CGS- 21680 from Adenosine A2A receptor of rat brain striatum at 10e-5 M CHEMBL1135881
Adenosine A3 receptor Ki = 240.0 nM Affinity to Adenosine A3 receptor of rat testis membrane using [3H](R)-PIA with 150 nM DPCPX CHEMBL1135881
Adenosine receptors; A1 & A2a Selectivity = 164.0 Selectivity for Adenosine A2A over Adenosine A1 receptor CHEMBL1135881
Adenosine receptors; A1 & A3 Selectivity = 22.0 Selectivity for Adenosine A3 over Adenosine A1 receptor CHEMBL1135881
Adenosine receptor A2a and A3 Selectivity = 0.13 Selectivity towards Adenosine A3 receptor to Adenosine A2A receptor CHEMBL1135881
Adenosine A1 receptor Ki = 50.0 nM Inhibition of [3H]- (R)-P1A binding to adenosine A1 receptor CHEMBL1125222
Adenosine A2a receptor Ki = 3000.0 nM Inhibition of [3H]- NECA binding to adenosine receptor A2A CHEMBL1125222
Unchecked IC50 = 4200.0 nM Concentration required to increase Adenosine A2A receptor mediated P12 Adenylate cyclase activity CHEMBL1125222
Adenosine receptors; A1 & A2a Ratio = 60.0 Ratio of binding potencies at Adenosine A2A receptor and Adenosine A1A receptor CHEMBL1125222
Adenosine A1 receptor Ki = 200.0 nM Evaluated for the binding affinity towards the Adenosine A1 receptor in corpora striata of rats using [3H]CHA as radioligand. CHEMBL1124880
Adenosine A2 receptor Ki = 100000.0 nM Binding affinity for Adenosine A2 receptor in corpora striata of rats using [3H]NECA CHEMBL1124880
Adenosine A1 receptor IC50 = 105.0 nM Evaluated for the binding affinity towards the Adenosine A1 receptor in cerebral cortices of Sprague-Dawley male rats using [3H]CHA as radioligand. CHEMBL1124880
Adenosine A1 receptor Ki = 49.3 nM Binding affinity for Adenosine A1 receptor in cerebral cortices of Sprague-Dawley male rats using [3H]-CHA CHEMBL1124880
Adenosine A1 receptor Ki = 47.6 nM Displacement of [3H]CHA from adenosine A1 receptor of rat whole brain CHEMBL1122939
Adenosine A2 receptor Ki = 1810.0 nM Displacement of [3H]-NECA from adenosine A2 receptor of rat striatal membrane CHEMBL1122939
Adenosine receptors; A1 & A2 Ratio = 38.0 Relative binding to A2 and A1 receptors (ratio of Ki) CHEMBL1122939
Adenosine A1 receptor Ki = 12.0 nM Ability to displace the specific binding of [3H]CHA to adenosine A1 receptor from bovine brain cortical membranes CHEMBL1132946
Adenosine A2a receptor Ki = 1800.0 nM Ability to displace the specific binding of [3H]-CGS- to adenosine A2A receptor form bovine brain striatal membranes CHEMBL1132946
Adenosine A3 receptor Ki = 241.0 nM Ability to displace the specific binding of [3H](R)-PIA to adenosine A3 receptor from rat testis membranes CHEMBL1132946
Unchecked Selectivity = 150.0 Selectivity, ratio of affinity towards adenosine A2A to A1 CHEMBL1132946
Unchecked Selectivity = 20.0 Selectivity, ratio of affinity towards adenosine A3 to A1 CHEMBL1132946
Unchecked Selectivity = 0.13 Selectivity, ratio of affinity towards adenosine A3 to A2A CHEMBL1132946
Regulator of G-protein signaling 4 Potency 6.7 nM PUBCHEM_BIOASSAY: Inhibitors of Regulator of G Protein Signaling (RGS) 4: qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504856] CHEMBL1201862
Unchecked Potency 35481.3 nM PubChem BioAssay. qHTS for Inhibitors of binding or entry into cells for Marburg Virus. (Class of assay: confirmatory) CHEMBL1201862