Compound Info
NAs Base Info
ID Cluster Name Target MolWt
Compound Structure
NAs.003566 2
Target name Tax id
Genome polyprotein 11108.0
414.359
Chemical Representations
InChI InChI=1S/C15H23N6O6P/c1-7(2)26-28(22)24-5-8-10(27-28)15(3,17)13(25-8)21-6-18-9-11(21)19-14(16)20-12(9)23-4/h6-8,10,13H,5,17H2,1-4H3,(H2,16,19,20)/t8-,10-,13-,15-,28?/m1/s1
InChI Key OYPMSXUHRLTJJM-GBIGWYSMSA-N
SMILES COc1nc(N)nc2c1ncn2[C@@H]1O[C@@H]2COP(=O)(OC(C)C)O[C@H]2[C@@]1(C)N
Molecular Formula C15H23N6O6P
Functional Fragments
Base Ribose Phosphate
Base Structure
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Calculated Properties
logP 0.980 Computed by RDKit
Heavy Atom Count 28 Computed by RDKit
Ring Count 4 Computed by RDKit
Hydrogen Bond Acceptor Count 12 Computed by RDKit
Hydrogen Bond Donor Count 2 Computed by RDKit
Rotatable Bond Count 4 Computed by RDKit
Topological Polar Surface Area 158.860 Computed by RDKit
Activity Data
Target Activity type Relation Value Unit Assay Source
Genome polyprotein Ki = 60.0 nM Radiolabeled Nucleotide Incorporation Assay: To measure inhibition of the enzymatic activity of the HCV NS5B RNA-dependent RNA polymerase by the nucleoside triphosphate compounds of the present invention, a radiolabeled nucleotide incorporation assay was used. This assay is a modified version of the assay described in International Publication No. WO2002/057287. Briefly, 50 uL reactions containing 20 mM HEPES (pH 7.3); 7.5 mM DTT; 20 units/ml RNasIN; 1 uM each of ATP, GTP, UTP and CTP; 20 uCi/mL [33P]-CTP; 10 mM MgCl; 60 mM NaCl; 100 ug/ml BSA; 0.021 uM DCoH heteropolymer RNA template; and 5 nM NS5B (1b-BKDelta55) enzyme are incubated at room temperature for 1 hour. The assay is then terminated by the addition of 500 mM EDTA (50 uL). The reaction mixture is transferred to a Millipore DE81 filter plate and the incorporation of labeled CTP is determined using Packard TopCount. Compound IC50 values can then be calculated from experiments with 10 serial 3-fold dilutions of the inhibitor in duplicate. CHEMBL3638459