Compound Info
NAs Base Info
ID Cluster Name Target MolWt
Compound Structure
NAs.001928 2
Target name Tax id
Adenosine A2b receptor 9606.0
Adenosine A2a receptor 9606.0
Adenosine A3 receptor 9606.0
Adenosine A1 receptor 9606.0
477.842
Chemical Representations
InChI InChI=1S/C17H25ClN5O7P/c1-27-31(26,28-2)29-7-10-12(24)13(25)16(30-10)23-8-19-11-14(20-9-5-3-4-6-9)21-17(18)22-15(11)23/h8-10,12-13,16,24-25H,3-7H2,1-2H3,(H,20,21,22)/t10-,12-,13-,16-/m1/s1
InChI Key XOTIHNLKQLTTCS-XNIJJKJLSA-N
SMILES COP(=O)(OC)OC[C@H]1O[C@@H](n2cnc3c(NC4CCCC4)nc(Cl)nc32)[C@H](O)[C@@H]1O
Molecular Formula C17H25ClN5O7P
Functional Fragments
Base Ribose Phosphate
Base Structure
Match
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Match
Calculated Properties
logP 1.871 Computed by RDKit
Heavy Atom Count 31 Computed by RDKit
Ring Count 4 Computed by RDKit
Hydrogen Bond Acceptor Count 12 Computed by RDKit
Hydrogen Bond Donor Count 3 Computed by RDKit
Rotatable Bond Count 8 Computed by RDKit
Topological Polar Surface Area 150.080 Computed by RDKit
Activity Data
Target Activity type Relation Value Unit Assay Source
Mus musculus Activity Cardiovascular toxicity in A1AR knock out C57BL/6 mouse assessed as change in body temperature at 5000 nmol/kg, po CHEMBL2163273
Mus musculus Activity Cardiovascular toxicity in A1AR knock out C57BL/6 mouse assessed as change in heart rate at 5000 nmol/kg, po CHEMBL2163273
Mus musculus Activity Cardiovascular toxicity in C57BL/6 mouse assessed as change in body temperature at 5000 nmol/kg, po CHEMBL2163273
Mus musculus Activity Cardiovascular toxicity in C57BL/6 mouse assessed as change in heart rate at 5000 nmol/kg, po CHEMBL2163273
Mus musculus Activity Antinociceptive effect in A1AR knock out C57BL/6 mouse assessed as inhibition of noxious thermal sensitivity by measuring paw withdrawal latency at 5 nmol/kg, it CHEMBL2163273
Mus musculus Activity Antinociceptive effect in intravenously dosed C57BL/6 mouse assessed as inhibition of noxious thermal sensitivity by measuring paw withdrawal latency CHEMBL2163273
Mus musculus Activity Antinociceptive effect in intrathecally dosed C57BL/6 mouse assessed as inhibition of noxious thermal sensitivity by measuring paw withdrawal latency CHEMBL2163273
Mus musculus Activity Antinociceptive effect in orally dosed C57BL/6 mouse assessed as inhibition of noxious thermal sensitivity by measuring paw withdrawal latency CHEMBL2163273
Adenosine A3 receptor Ki = 450.0 nM Displacement of [3H]2-chloro-N6-cyclopentyladenosine from human A3AR CHEMBL2163273
Adenosine A2a receptor Ki = 4700.0 nM Displacement of [3H]2-chloro-N6-cyclopentyladenosine from human A2AR CHEMBL2163273
Adenosine A2b receptor Inhibition = 7.0 % Displacement of [3H]2-chloro-N6-cyclopentyladenosine from human A2BR at 50 uM CHEMBL2163273
Unchecked Ratio Ki = 12.0 Selectivity ratio of Ki for human A3AR to Ki for human A1AR CHEMBL2163273
Unchecked Ratio Ki = 130.0 Selectivity ratio of Ki for human A2AR to Ki for human A1AR CHEMBL2163273
Adenosine A1 receptor Ki = 36.0 nM Displacement of [3H]2-chloro-N6-cyclopentyladenosine from human A1AR CHEMBL2163273
Adenosine A1 receptor EC50 = 520.0 nM Agonist activity at human A1AR assessed as induction of Ca2+ ion mobilization by orthogonal functional assay CHEMBL2163273
Adenosine A1 receptor EC50 = 1400.0 nM Agonist activity at human A1AR expressed in HEK293T/17 cells assessed as inhibition of isoproterenol-induced cAMP accumulation incubated for 10 mins by luciferase reporter assay CHEMBL2163273