Compound Info
NAs Base Info
ID Cluster Name Target MolWt
Compound Structure
NAs.000231 8
Target name Tax id
Adenosine A2a receptor 9606.0
412.302
Chemical Representations
InChI InChI=1S/C16H15Cl2N5O2S/c17-9-3-1-2-8(4-9)5-19-13-11-14(22-16(18)21-13)23(7-20-11)15-12(25)10(24)6-26-15/h1-4,7,10,12,15,24-25H,5-6H2,(H,19,21,22)/t10?,12-,15+/m0/s1
InChI Key JQUBXCDDRXAMLF-PMPKIWSKSA-N
SMILES OC1CS[C@@H](n2cnc3c(NCc4cccc(Cl)c4)nc(Cl)nc32)[C@H]1O
Molecular Formula C16H15Cl2N5O2S
Functional Fragments
Base Ribose Phosphate
Base Structure
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Calculated Properties
logP 2.712 Computed by RDKit
Heavy Atom Count 26 Computed by RDKit
Ring Count 4 Computed by RDKit
Hydrogen Bond Acceptor Count 8 Computed by RDKit
Hydrogen Bond Donor Count 3 Computed by RDKit
Rotatable Bond Count 4 Computed by RDKit
Topological Polar Surface Area 96.090 Computed by RDKit
Activity Data
Target Activity type Relation Value Unit Assay Source
Adenosine A2a receptor Ki = 1.66 nM Binding Assay: CHO cells (ATCC No. CCL-61), in which A1 and A3 adenosine receptors were expressed, were cultured in F-12 media (Gibco, U.S.A.) supplemented with 10% fetal bovine serum (FBS) and penicillin/streptomycin (100 units/ml and 100 μg/ml), at 37°C in a 5% CO2 atmosphere. A predetermined amount of suitable hAR-expressed CHO cells was mixed with labeled ligands (1 nM [3H]CCPA and 0.5 nM [125I]AB-MECA) specifically binding to A1 and A3 adenosine receptors in a 50/10/1 buffer in test tubes . The derivatives of the present invention were dissolved at various concentrations in dimethylsulfoxide (DMSO) and diluted in the buffer, taking care that the final concentration of DMSO did not exceed 1%. Incubation for 1 hr in a 370C incubator was followed by rapid filtration in a vacuum using a cell collector (TOMTEC, U.S.A.). Subsequently, the test tubes were washed three times with 3 ml of the buffer before radioactivity was measured using a γ-counter. CHEMBL3638376