NA-DB

Compound Info

NAs

Base Info

Cluster

Name

Target

MolWt

NAs.000044

Target name	Tax id
Adenosine A2a receptor	9606.0
Adenosine A2b receptor	9606.0
Adenosine receptors; A1 & A3	9606.0
Adenosine receptor A2a and A3	9606.0
Adenosine A1 receptor	9606.0
Adenosine A3 receptor	9606.0

517.711

Chemical Representations
InChI	InChI=1S/C17H17ClIN5O4/c18-17-22-14(20-5-8-2-1-3-9(19)4-8)11-15(23-17)24(7-21-11)16-13(27)12(26)10(6-25)28-16/h1-4,7,10,12-13,16,25-27H,5-6H2,(H,20,22,23)/t10-,12-,13-,16-/m1/s1
InChI Key	MIBNONCHNQYLDV-XNIJJKJLSA-N
SMILES	OC[C@H]1O[C@@H](n2cnc3c(NCc4cccc(I)c4)nc(Cl)nc32)[C@H](O)[C@@H]1O
Molecular Formula	C17H17ClIN5O4

Functional Fragments
Base	Ribose	Phosphate
Unmatch	Match

Calculated Properties
logP	1.308	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	5	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	=	18.5	nM	Tested for the binding affinity of A1 receptor by displacing the [3H]-PIA in rat brain membranes	CHEMBL1127377
Adenosine A2a receptor	Ki	=	38.5	nM	Tested for the binding affinity of A2a receptor by displacing the [3H]-CGS- 21680 in rat striatal membranes	CHEMBL1127377
Adenosine A3 receptor	Ki	=	1.41	nM	Tested for the binding affinity of A3 receptor by displacing N6-[[125I]-4-amino-3-iodobenzyl]-adenosine-5''-N-methyluronamide from membranes of CHO cells transfected with rat A3-cDNA	CHEMBL1127377
Adenosine receptors; A1 & A3	Ratio	=	13.0		Ratio of Ki for A1 and A3 receptors	CHEMBL1127377
Adenosine receptor A2a and A3	Ratio	=	27.0		Ratio of Ki for A2a and A3 receptors	CHEMBL1127377
Adenosine A1 receptor	Ki	=	18.5	nM	Displacement of [3H]R-PIA from rat brain membrane Adenosine A1 receptor	CHEMBL1133730
Adenosine A2a receptor	Ki	=	38.5	nM	Displacement of specific [3H]-CGS- 21680 binding to adenosine A2A receptor in rat striatal membranes	CHEMBL1133730
Adenosine A2b receptor	Ki	=	5010.0	nM	Displacement of [3H]- ZM-241385 from human adenosine A2B receptor expressed in HEK cells	CHEMBL1133730
Adenosine A3 receptor	Ki	=	1.41	nM	Displacement of [125I]- AB-MECA from rat adenosine rA3 receptor expressed in CHO cells	CHEMBL1133730
Adenosine receptors; A1 & A3	Ratio	=	13.0		Relative binding affinity for Adenosine A1 and A3 receptors	CHEMBL1133730
Adenosine A3 receptor	Efficacy	=	0.0	%	Percent efficacy against human Adenosine A3 receptor expressed in CHO cell	CHEMBL1135592
Adenosine A3 receptor	Ki	=	1.8	nM	Affinity for human Adenosine A3 receptor expressed in CHO cell	CHEMBL1135592
Adenosine A3 receptor	Ki	=	3.2	nM	Bnding affinity in membrane of CHO cell stably expressing recombinant human Adenosine A3 receptor using [3H]8-ethyl-4-methyl-2-phenyl-(8R)-4,5,7,8-tetrahydro-1H-imidazo[2,1-i]-purin-5-one as radioligand	CHEMBL1135592
Adenosine A3 receptor	Ki	=	3.9	nM	Binding affinity in membrane of CHO cell stably expressing recombinant human Adenosine A3 receptor in the presence of GTPgammaS using [3H]8-ethyl-4-methyl-2-phenyl-(8R)-4,5,7,8-tetrahydro-1H-imidazo[2,1-i]-purin-5-one as radioligand	CHEMBL1135592
Adenosine A3 receptor	Ki	=	1.9	nM	Binding affinity towards human Adenosine A3 receptor wild type	CHEMBL1135592
Adenosine A3 receptor	Ki	=	132.0	nM	Binding affinity towards Adenosine A3 receptor (H95A mutant receptor)	CHEMBL1135592
Adenosine A3 receptor	Ki	=	2.4	nM	Binding affinity towards Adenosine A3 receptor (W243 mutant receptor)	CHEMBL1135592
Adenosine A3 receptor	Ki	=	1.6	nM	Binding affinity of adenosine derivative for endogenous rat Adenosine A3 receptor expressed on CHO cell	CHEMBL1135592
Adenosine A3 receptor	Ki	=	2.7	nM	Binding affinity of adenosine derivative for endogenous rat Adenosine A3 receptor of RBL-2H3	CHEMBL1135592
Adenosine A1 receptor	Ki	=	890.0	nM	Displacement of [3H]CHA from adenosine A1 receptors was determined in bovine cortical membranes	CHEMBL1134334
Adenosine A2a receptor	Ki	=	401.0	nM	Displacement of [3H]-CGS- 21680 from adenosine A2a receptor of bovine striatal membrane	CHEMBL1134334
Adenosine A3 receptor	Ki	=	0.22	nM	Displacement of [125 I]AB-MECA from adenosine A3 receptor in bovine cortical membranes with 20 nM DPCPX	CHEMBL1134334
Adenosine A1 receptor	Ki	=	710.0	nM	Affinity towards adenosine A1 receptor from rat cortical membranes using [3H]DPCPX	CHEMBL1134582
Adenosine A2a receptor	Displacement	=	23.5	%	Affinity towards Adenosine A2A receptor from rat striatal membranes using [3H]-ZM 241385 radioligand	CHEMBL1134582
Adenosine A3 receptor	Ki	=	7.2	nM	Affinity towards Adenosine A3 receptor expressed in HEK 293 cells using [125I]AB-MECA radioligand	CHEMBL1134582
Adenosine A3 receptor	Inhibition	=	83.0	%	Inhibition of Forskolin (10 nM) induced cAMP production at adenosine A3 receptor (compared to CI-IB-MECA)	CHEMBL1134582
Adenosine A1 receptor	Ki	=	17.0	nM	Inhibition of [3H]R-PIA binding to human Adenosine A1 receptor expressed in CHO cells	CHEMBL1142719
Adenosine A2a receptor	Ki	=	200.0	nM	Inhibition of [3H]-CGS- 21680 binding to human Adenosine A2A receptor expressed in CHO cells	CHEMBL1142719
Adenosine A2b receptor	Activation	=	16.0	%	Relative activation of human Adenosine A2B receptor at 10 uM treatment compared to 10 uM Cl-IB-MECA	CHEMBL1142719
Adenosine A3 receptor	Ki	=	1.8	nM	Inhibition of [125I]-AB-MECA binding to human Adenosine A3 receptor expressed in CHO cells	CHEMBL1142719
Adenosine A3 receptor	Activation	=	0.0	%	Relative activation of human Adenosine A3 receptor expressed in CHO cells at 10 uM treatment compared to 10 uM Cl-IB-MECA	CHEMBL1142719
Adenosine A3 receptor	Ki	=	2.7	nM	Inhibition of [125I]AB-MECA binding to rat Adenosine A3 receptor expressed in CHO cells	CHEMBL1142719
Adenosine A3 receptor	Ki	=	1.8	nM	Binding affinity to Adenosine receptor A3 (unknown origin)	CHEMBL3774335