Compound Info
NAs Base Info
ID Cluster Name Target MolWt
Compound Structure
NAs.000049 8
Target name Tax id
Adenosine A2a receptor
Adenosine A3 receptor
Adenosine A1 receptor
389.887
Chemical Representations
InChI InChI=1S/C19H24ClN5O2/c20-19-23-17(22-12(9-3-4-9)5-8-1-2-8)13-18(24-19)25(7-21-13)14-10-6-11(10)15(26)16(14)27/h7-12,14-16,26-27H,1-6H2,(H,22,23,24)/t10-,11+,12-,14+,15+,16-/m0/s1
InChI Key OSRIGBPVOYCSJJ-RJUOPTFYSA-N
SMILES O[C@@H]1[C@H](O)[C@@H]2C[C@@H]2[C@H]1n1cnc2c(N[C@@H](CC3CC3)C3CC3)nc(Cl)nc21
Molecular Formula C19H24ClN5O2
Functional Fragments
Base Ribose Phosphate
Base Structure
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Calculated Properties
logP 2.383 Computed by RDKit
Heavy Atom Count 27 Computed by RDKit
Ring Count 6 Computed by RDKit
Hydrogen Bond Acceptor Count 7 Computed by RDKit
Hydrogen Bond Donor Count 3 Computed by RDKit
Rotatable Bond Count 6 Computed by RDKit
Topological Polar Surface Area 96.090 Computed by RDKit
Activity Data
Target Activity type Relation Value Unit Assay Source
Adenosine A1 receptor Inhibition = 24.0 % Activity at human A1 adenosine receptor expressed in CHO cells assessed as inhibition of forskolin-stimulated cAMP production at 10 uM after 30 min CHEMBL2169760
Adenosine A3 receptor Ki = 550.0 nM Displacement of [125I]I-AB-MECA from human A3 adenosine receptor expressed in CHO cells after 60 min Packard Cobra 2 gamma-counter CHEMBL2169760
Adenosine A2a receptor Ki = 2550.0 nM Displacement of [3H]CGS21680 from human A2a adenosine receptor expressed in HEK293 cells after 60 min by Perkin Elmer Liquid Scintillation Analyzer CHEMBL2169760
Adenosine A1 receptor Ki = 170.0 nM Displacement of [3H]R-PIA from human A1 adenosine receptor expressed in CHO cells after 60 min by Perkin Elmer Liquid Scintillation Analyzer CHEMBL2169760
Human enterovirus 71 EC50 = 18000.0 nM Antiviral activity against Enterovirus 71 Tainin/4643/98 infected in Vero 76 cells assessed as reduction in virus yield incubated for 72 hrs by visual inspection method CHEMBL4699557
Vero 76 CC50 > 50000.0 nM Cytotoxicity against monkey Vero 76 cells by microscopic analysis CHEMBL4699557
Unchecked Ratio CC50/EC50 > 2.8 Selectivity index, ratio for CC50 of monkey Vero 76 cells to EC50 for Enterovirus 71 Tainin/4643/98 by visual inspection method CHEMBL4699557
Human enterovirus 71 EC50 > 7600.0 nM Antiviral activity against Enterovirus 71 Tainin/4643/98 infected in Vero 76 cells assessed as reduction in virus-induced cytopathic effect incubated for 72 hrs by neutral red uptake assay CHEMBL4699557
Vero 76 CC50 = 7600.0 nM Cytotoxicity against monkey Vero 76 cells by neutral red uptake assay CHEMBL4699557
Unchecked Ratio CC50/EC50 Selectivity index, ratio for CC50 of monkey Vero 76 cells to EC50 for Enterovirus 71 Tainin/4643/98 by neutral red uptake assay CHEMBL4699557