NA-DB

Compound Info

NAs

Base Info

Cluster

Name

Target

MolWt

NAs.000723

Target name	Tax id
Adenosine A2a receptor	9606.0
Peroxisome proliferator-activated receptor gamma	9606.0
Adenosine receptors; A1 & A3	9606.0
Peroxisome proliferator-activated receptor delta	9606.0
Peroxisome proliferator-activated receptor alpha	9606.0
Adenosine A1 receptor	9606.0
Adenosine A3 receptor	9606.0

560.805

Chemical Representations
InChI	InChI=1S/C18H18ClIN6O3S/c1-21-16(29)13-11(27)12(28)17(30-13)26-7-23-10-14(24-18(19)25-15(10)26)22-6-8-3-2-4-9(20)5-8/h2-5,7,11-13,17,27-28H,6H2,1H3,(H,21,29)(H,22,24,25)/t11-,12+,13-,17+/m0/s1
InChI Key	IRIUFVPPSHYZRM-PFHKOEEOSA-N
SMILES	CNC(=O)[C@H]1S[C@@H](n2cnc3c(NCc4cccc(I)c4)nc(Cl)nc32)[C@H](O)[C@@H]1O
Molecular Formula	C18H18ClIN6O3S

Functional Fragments
Base	Ribose	Phosphate
Unmatch	Match

Calculated Properties
logP	1.778	Computed by RDKit
Heavy Atom Count	30	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	125.190	Computed by RDKit

Activity Data
Target	Activity type	Relation	Value	Unit	Assay	Source
Adenosine A3 receptor	IC50	=	0.6	nM	Inhibitory concentration against human Adenosine A3 receptor mediated inhibition of cyclic AMP in transfected CHO cells	CHEMBL1145992
Adenosine A1 receptor	Ki	=	193.0	nM	Binding affinity for human Adenosine A1 receptor in CHO cells using [3H]N6-(R)-phenylisopropyladenosine	CHEMBL1145992
Adenosine A1 receptor	Ki	=	140.0	nM	Binding affinity for rat Adenosine A1 receptor in CHO cells using [3H]N6-(R)-phenylisopropyladenosine	CHEMBL1145992
Adenosine A2a receptor	Ki	=	223.0	nM	Binding affinity for human adenosine A2A receptor in CHO cells using [3H]CGS-21680	CHEMBL1145992
Adenosine A2a receptor	Ki	=	348.0	nM	Binding affinity for rat adenosine A2A receptor of CHO cells using [3H]CGS-21680	CHEMBL1145992
Adenosine A3 receptor	Ki	=	0.38	nM	Binding affinity for human Adenosine A3 receptor in CHO cells using [125I]-iodo-AB-MECA	CHEMBL1145992
Adenosine A1 receptor	Ki	=	193.0	nM	Displacement of [3H]R-PIA from human adenosine A1 receptor transfected in CHO cells	CHEMBL1148606
Adenosine A2a receptor	Ki	=	223.0	nM	Displacement of [3H]CGS-21680 from human adenosine A2A receptor transfected in HEK293 cells	CHEMBL1148606
Adenosine A3 receptor	Ki	=	0.38	nM	Displacement of [125I]AB-MECA from human adenosine A3 receptor transfected in CHO cells	CHEMBL1148606
Adenosine A3 receptor	Activity	=	114.0	%	Maximal agonistic effect at human adenosine A3 receptor in CHO cells at 10 uM by inhibition of forskolin-stimulated cAMP production	CHEMBL1148606
Adenosine A1 receptor	Ki	=	193.0	nM	Displacement of [3H]CCPA from human adenosine A1 receptor in CHO cells	CHEMBL1145406
Adenosine A2a receptor	Ki	=	223.0	nM	Displacement of [3H]CGS21680 from human adenosine A2A receptor expressed in HEK293 cells	CHEMBL1145406
Adenosine A3 receptor	Ki	=	0.38	nM	Displacement of [125I]AB-MECA from human adenosine A3 receptor expressed in CHO cells	CHEMBL1145406
Adenosine A3 receptor	Activity				Activity at human adenosine A3 receptor expressed in CHO cells assessed as inhibition of forskolin-stimulated cAMP production	CHEMBL1145406
Adenosine A1 receptor	Ki	=	193.0	nM	Displacement of [3H]CCPA from human adenosine A1 receptor expressed in CHO cells	CHEMBL1142335
Adenosine A2a receptor	Ki	=	223.0	nM	Displacement of [3H]CGS-21680 from human adenosine A2A receptor expressed in CHO cells	CHEMBL1142335
Adenosine A3 receptor	Ki	=	0.38	nM	Displacement of [3H]ABMECA from human adenosine A3 receptor expressed in CHO cells	CHEMBL1142335
Adenosine A1 receptor	Ki	=	193.0	nM	Displacement of [3H]CCPA from human adenosine A1 receptor expressed in CHO cells	CHEMBL1140153
Adenosine A2a receptor	Ki	=	223.0	nM	Displacement of [3H]CGS-21680 from human adenosine A2A receptor expressed in HEK293 cells	CHEMBL1140153
Adenosine A3 receptor	Ki	=	0.38	nM	Displacement of [125I]I-AB-MECA from human adenosine A3 receptor expressed in CHO cells	CHEMBL1140153
Adenosine A3 receptor	Ki	=	0.82	nM	Displacement of [125I]I-AB-MECA from rat adenosine A3 receptor expressed in CHO cells	CHEMBL1140153
Adenosine A1 receptor	Ki	=	193.0	nM	Displacement of [3H]NECA from human recombinant adenosine A1 receptor expressed in CHO cells by liquid scintillation counting	CHEMBL1151887
Adenosine A3 receptor	Ki	=	0.38	nM	Displacement of [3H]I-AB-MECA from human recombinant adenosine A3 receptor expressed in CHO cells by liquid scintillation counting	CHEMBL1151887
Adenosine A2a receptor	Ki	=	223.0	nM	Displacement of [3H]CGS21680 from human recombinant adenosine A2a receptor expressed in HEK293 cells by liquid scintillation counting	CHEMBL1151887
Adenosine A3 receptor	Ki	=	0.38	nM	Displacement of [125I]AB-MECA from human adenosine A3 receptor expressed in CHO cells	CHEMBL1153082
Adenosine A2a receptor	Ki	=	223.0	nM	Displacement of [3H]CGS21680 from human adenosine A2A receptor expressed in CHO cells	CHEMBL1153082
Adenosine A1 receptor	Ki	=	193.0	nM	Displacement of [3H]R-PIA from human adenosine A1 receptor expressed in CHO cells	CHEMBL1153082
Adenosine A3 receptor	Ki	=	0.38	nM	Binding affinity to human adenosine A3 receptor	CHEMBL1153082
Adenosine receptors; A1 & A3	Ratio Ki	=	508.0		Selectivity for human adenosine A3 receptor over human adenosine A1 receptor	CHEMBL1153082
Adenosine A3 receptor	Activity				Agonist activity at human adenosine A3 receptor expressed in CHO cells assessed as inhibition of cAMP accumulation	CHEMBL1153082
Adenosine A3 receptor	Ki	=	0.38	nM	Displacement of [125I]I-AB-MECA from human adenosine A3 receptor expressed CHO cells after 60 mins by gamma counting	CHEMBL1250540
Adenosine A3 receptor	Ki	=	0.38	nM	Binding affinity to human adenosine A3 receptor	CHEMBL1944553
Unchecked	Activity				Cytotoxicity against Sprague-Dawley rat microglial cells assessed as effect on cell viability up to 50 uM after 24 hrs by presto blue assay	CHEMBL4007510
Unchecked	Inhibition			%	Antimigratory activity in Sprague-Dawley rat microglial cells assessed as inhibition of MCP-1 mediated cell migration at 100 nM after 20 mins by inverted confocal microscopy	CHEMBL4007510
Unchecked	Activity	=	131.0	pg/ml	Induction of adipogenesis in human bone marrow-derived mesenchymal stem cells assessed as adiponectin level at 4 uM measured on day 7 after 48 hrs by ELISA	CHEMBL4017496
Unchecked	Activity	=	738.0	pg/ml	Induction of adipogenesis in human bone marrow-derived mesenchymal stem cells assessed as adiponectin level at 20 uM measured on day 7 after 48 hrs by ELISA	CHEMBL4017496
Peroxisome proliferator-activated receptor delta	Ki	=	0.16	nM	Displacement of Fluormone-Pan-PPAR Green from human GST-tagged PPARdelta LBD by TR-FRET assay	CHEMBL4017496
Peroxisome proliferator-activated receptor gamma	Ki	=	4.6	nM	Displacement of Fluormone-Pan-PPAR Green from human GST-tagged PPARgamma LBD by TR-FRET assay	CHEMBL4017496
Peroxisome proliferator-activated receptor alpha	Inhibition	=	37.8	%	Displacement of Fluormone-Pan-PPAR Green from human GST-tagged PPARalpha LBD at 20 uM by TR-FRET assay relative to control	CHEMBL4017496
Adenosine A2a receptor	Ki	=	223.0	nM	Displacement of [3H]CGS21680 from human A2A adenosine receptor expressed in HEK293 cell membranes after 60 mins by gamma counting method	CHEMBL4017496
Adenosine A1 receptor	Ki	=	193.0	nM	Displacement of [3H]CCPA from human A1 receptor expressed in CHO cell membranes after 60 mins by gamma counting method	CHEMBL4017496
Adenosine A3 receptor	Ki	=	0.38	nM	Displacement of [125I]I-AB-MECA from human A3 adenosine receptor expressed in CHO cell membranes after 60 mins by gamma counting method	CHEMBL4017496
Peroxisome proliferator-activated receptor alpha	Activity				Binding affinity to GST-tagged human PPARalpha LBD up to 30 uM incubated for 2 to 6 hrs by TR-FRET assay	CHEMBL4610002
Unchecked	EC50	=	20800.0	nM	Induction of adipogenesis in human MSC incubated for 5 days cotreated with IDX by ELISA	CHEMBL4610002
Peroxisome proliferator-activated receptor gamma	EC50	=	4640.0	nM	Competitive binding affinity to GST-tagged human PPARgamma LBD incubated for 1 to 6 hrs by TR-FRET assay	CHEMBL4610002
Peroxisome proliferator-activated receptor delta	EC50	=	41.1	nM	Competitive binding affinity to GST-tagged human PPARdelta LBD incubated for 1 to 6 hrs by TR-FRET assay	CHEMBL4610002
Peroxisome proliferator-activated receptor gamma	Activity	<	50.0	%	Partial agonist at PPARgamma LBD (unknown origin) assessed as increase in recruitment of coactivator peptide C33 by TR-FRET assay relative to control	CHEMBL4610002
Peroxisome proliferator-activated receptor delta	EC50	=	16700.0	nM	Antagonist activity at PPARdelta LBD (unknown origin) assessed as increase in recruitment of SMRT ID2 corepressor peptide by TR-FRET assay	CHEMBL4610002
Peroxisome proliferator-activated receptor delta	EC50	=	10700.0	nM	Antagonist at PPARdelta LBD (unknown origin) assessed as increase in recruitment of coactivator peptide C33 cotreated with PPARdelta agonist GW501516 by TR-FRET assay	CHEMBL4610002
Peroxisome proliferator-activated receptor gamma	Activity				Partial agonist activity at PPARgamma LBD (unknown origin) assessed as increase in recruitment of coactivator peptide C33 by TR-FRET assay	CHEMBL4610002