Compound Info
NAs Base Info
ID Cluster Name Target MolWt
Compound Structure
NAs.000599 7 TENOFOVIR DIPHOSPHATE
Target name Tax id
Human immunodeficiency virus type 1 reverse transcriptase 11676.0
447.174
Chemical Representations
InChI InChI=1S/C9H16N5O10P3/c1-6(2-14-4-13-7-8(10)11-3-12-9(7)14)22-5-25(15,16)23-27(20,21)24-26(17,18)19/h3-4,6H,2,5H2,1H3,(H,15,16)(H,20,21)(H2,10,11,12)(H2,17,18,19)/t6-/m0/s1
InChI Key IACQCQDWSIQSRP-LURJTMIESA-N
SMILES C[C@@H](Cn1cnc2c(N)ncnc21)OCP(=O)(O)OP(=O)(O)OP(=O)(O)O
Molecular Formula C9H16N5O10P3
Functional Fragments
Base Ribose Phosphate
Base Structure
Match
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Calculated Properties
logP 0.183 Computed by RDKit
Heavy Atom Count 27 Computed by RDKit
Ring Count 2 Computed by RDKit
Hydrogen Bond Acceptor Count 11 Computed by RDKit
Hydrogen Bond Donor Count 5 Computed by RDKit
Rotatable Bond Count 9 Computed by RDKit
Topological Polar Surface Area 229.440 Computed by RDKit
Activity Data
Target Activity type Relation Value Unit Assay Source
Unchecked IC50 = 3300.0 nM Inhibition of HIV1 reverse transcriptase wild type HXB2(a) in presence of 5 mM ATP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 2300.0 nM Inhibition of HIV1 reverse transcriptase 184V mutant in presence of 5 mM ATP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 13000.0 nM Inhibition of HIV1 reverse transcriptase 41L/67N/70R/210W/215Y mutant in presence of 5 mM ATP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 5900.0 nM Inhibition of HIV1 reverse transcriptase 41L/67N/70R/184V/210W/215Y mutant in presence of 5 mM ATP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 24000.0 nM Inhibition of HIV1 reverse transcriptase 41L/69S-SG/210W/215Y mutant in presence of 5 mM ATP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 Inhibition of HIV1 reverse transcriptase 41L/69S-SG/184V/210W/215Y mutant in presence of 5 mM ATP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 4600.0 nM Inhibition of HIV1 reverse transcriptase 75I/77L/116Y/151M/184V mutant in presence of 5 mM ATP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 11000.0 nM Inhibition of HIV1 reverse transcriptase 75I/77L/116Y/151M mutant in presence of 5 mM ATP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 3200.0 nM Inhibition of HIV1 reverse transcriptase wild type HXB2(b) in presence of 5 mM ATP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 10500.0 nM Inhibition of HIV1 LAI reverse transcriptase 41L/67N/70R/215Y/219Q mutant in presence of 5 mM ATP by heteropolymeric DNA polymerase assay CHEMBL1143844
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 1300.0 nM Inhibition of HIV1 LAI reverse transcriptase wild type in presence of 5 mM ATP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 21000.0 nM Inhibition of HIV1 LAI reverse transcriptase 65R mutant in presence of 5 mM ATP by heteropolymeric DNA polymerase assay CHEMBL1143844
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 4000.0 nM Inhibition of HIV1 pNL4-3 reverse transcriptase wild type pNL4-3 in presence of 5 mM ATP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 3700.0 nM Inhibition of HIV1 pNL4-3 reverse transcriptase 115F mutant in presence of 5 mM ATP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 1600.0 nM Inhibition of HIV1 reverse transcriptase wild type HXB2(a) by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 2200.0 nM Inhibition of HIV1 reverse transcriptase 184V mutant by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 1400.0 nM Inhibition of HIV1 reverse transcriptase 41L/67N/70R/210W/215Y mutant by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 1400.0 nM Inhibition of HIV1 reverse transcriptase 41L/67N/70R/184V/210W/215Y mutant by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 3700.0 nM Inhibition of HIV1 reverse transcriptase 41L/69S-SG/210W/215Y mutant by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 Inhibition of HIV1 reverse transcriptase 41L/69S-SG/184V/210W/215Y mutant by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 8000.0 nM Inhibition of HIV1 reverse transcriptase 75I/77L/116Y/151M mutant by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 2900.0 nM Inhibition of HIV1 reverse transcriptase 75I/77L/116Y/151M/184V mutant by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 Inhibition of HIV1 reverse transcriptase wild type HXB2(b) by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 Inhibition of HIV1 LAI reverse transcriptase 41L/67N/70R/215Y/219Q mutant by heteropolymeric DNA polymerase assay CHEMBL1143844
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 550.0 nM Inhibition of HIV1 LAI reverse transcriptase wild type LAI by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 12000.0 nM Inhibition of HIV1 LAI reverse transcriptase 65R mutant by heteropolymeric DNA polymerase assay CHEMBL1143844
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 1200.0 nM Inhibition of HIV1 pNL4-3 reverse transcriptase wild type pNL4-3 by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 1100.0 nM Inhibition of HIV1 pNL4-3 reverse transcriptase 115F mutant by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 3300.0 nM Inhibition of HIV1 reverse transcriptase wild type HXB2(a) in presence of 1 uM dNTP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 19000.0 nM Inhibition of HIV1 reverse transcriptase wild type HXB2(a) in presence of 20 uM dNTP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 13000.0 nM Inhibition of HIV1 reverse transcriptase 41L/67N/70R/210W/215Y mutant in presence of 1 uM dNTP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 49000.0 nM Inhibition of HIV1 reverse transcriptase 41L/67N/70R/210W/215Y mutant in presence of 20 uM dNTP by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 3300.0 nM Inhibition of HIV1 reverse transcriptase wild type HXB2(a) in presence of 5'-A12-(GTCA)5-3' by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 2800.0 nM Inhibition of HIV1 reverse transcriptase wild type HXB2(a) in presence of 5'-A12-(GACT)5-3' by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 13000.0 nM Inhibition of HIV1 reverse transcriptase 41L/67N/70R/210W/215Y mutant in presence of 5'-A12-(GTCA)5-3' by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 8600.0 nM Inhibition of HIV1 reverse transcriptase 41L/67N/70R/210W/215Y mutant in presence of 5'-A12-(GACT)5-3' by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 24000.0 nM Inhibition of HIV1 reverse transcriptase 41L/69S-SG/184V/210W/215Y mutant in presence of 5'-A12-(GTCA)5-3' by heteropolymeric DNA polymerase assay CHEMBL1143844
Unchecked IC50 = 17000.0 nM Inhibition of HIV1 reverse transcriptase 41L/69S-SG/184V/210W/215Y mutant in presence of 5'-A12-(GACT)5-3' by heteropolymeric DNA polymerase assay CHEMBL1143844
Human immunodeficiency virus type 1 reverse transcriptase Kd = 23000.0 nM Binding affinity to HIV1 wild type reverse transcriptase p66/p51 expressed in Escherichia coli assessed as incorporation of drug to DNA by gel electrophoresis CHEMBL1154421
Unchecked Ratio IC50 = 8.0 Ratio of IC50 for HIV1 reverse transcriptase p66/p51 K65R mutant to IC50 for HIV1 wild type reverse transcriptase CHEMBL1154421
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 22000.0 nM Inhibition of HIV1 wild type reverse transcriptase p66/p51 expressed in Escherichia coli using calf thymus DNA substrate CHEMBL1154421
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 170000.0 nM Inhibition of HIV1 reverse transcriptase p66/p51 K65R mutant expressed in Escherichia coli using calf thymus DNA substrate CHEMBL1154421
Human immunodeficiency virus type 1 reverse transcriptase Kd = 18000.0 nM Binding affinity to HIV1 recombinant reverse transcriptase p66/p51 K65R mutant expressed in Escherichia coli assessed as incorporation of drug to DNA by gel electrophoresis CHEMBL1154421
Human immunodeficiency virus type 1 reverse transcriptase Ratio = 0.3 Binding affinity to wild type reverse transcriptase assessed as ratio of catalytic rate constant to Kd for incorporation of drug to DNA by gel electrophoresis CHEMBL1154421
Human immunodeficiency virus type 1 reverse transcriptase Ratio = 0.02 Binding affinity to HIV1 recombinant reverse transcriptase p66/p51 K65R mutant expressed in Escherichia coli assessed as ratio of catalytic rate constant to Kd for incorporation of drug to DNA by gel electrophoresis CHEMBL1154421
Human immunodeficiency virus type 1 reverse transcriptase Ratio = 21.9 Binding affinity to HIV1 wild type reverse transcriptase p66/p51 assessed as ratio of catalytic rate constant to Kd for dATP to drug by gel electrophoresis CHEMBL1154421
Human immunodeficiency virus type 1 reverse transcriptase Ratio = 97.8 Binding affinity to HIV1 recombinant reverse transcriptase p66/p51 K65R mutant assessed as ratio of catalytic rate constant to Kd for dATP to drug by gel electrophoresis CHEMBL1154421
Human immunodeficiency virus type 1 reverse transcriptase Inhibition = 74.0 % Inhibition of HIV1 wild type reverse transcriptase p66/p51 DNA polymerase activity assessed as formation of terminated DNA products CHEMBL1154421
Unchecked Inhibition = 0.2 % Inhibition of HIV1 wild type reverse transcriptase p66/p51 R72A mutant DNA polymerase activity assessed as formation of terminated DNA products CHEMBL1154421
Human immunodeficiency virus 1 FC = 2.1 Antiviral activity against HIV1 LAI with reverse transcriptase K70E mutation relative to wild type HIV1 LAI CHEMBL1151429
Human immunodeficiency virus type 1 reverse transcriptase K = 0.79 /s Binding affinity to wild type HIV1 reverse transcriptase assessed as compound incorporation in presence of 50 nM primer template and 10 mM MgCl2 by pre-steady state kinetics study CHEMBL2046281
Human immunodeficiency virus type 1 reverse transcriptase Kd = 16500.0 nM Binding affinity to wild type HIV1 reverse transcriptase by pre-steady state kinetics study CHEMBL2046281
Human immunodeficiency virus type 1 reverse transcriptase Ratio = 56.0 Discrimination index, ratio of incorporation efficiency of TFV-DP to incorporation efficiency of compound for wild type HIV1 reverse transcriptase CHEMBL2046281
Human immunodeficiency virus type 1 reverse transcriptase Activity = 0.048 /s/microM Inhibition of wild type HIV1 reverse transcriptase assessed as compound incorporation efficiency in presence of 50 nM primer template and 10 mM MgCl2 by pre-steady state kinetics study CHEMBL2046281
Human immunodeficiency virus type 1 reverse transcriptase K = 0.15 /s Binding affinity to HIV1 reverse transcriptase K65R mutant assessed as compound incorporation in presence of 50 nM primer template and 10 mM MgCl2 by pre-steady state kinetics study CHEMBL2046281
Human immunodeficiency virus type 1 reverse transcriptase Kd = 29100.0 nM Binding affinity to HIV1 reverse transcriptase K65R mutant by pre-steady state kinetics study CHEMBL2046281
Human immunodeficiency virus type 1 reverse transcriptase Activity = 0.005 /s/microM Inhibition of HIV1 reverse transcriptase K65R mutant assessed as compound incorporation efficiency in presence of 50 nM primer template and 10 mM MgCl2 by pre-steady state kinetics study CHEMBL2046281
Human immunodeficiency virus type 1 reverse transcriptase Ratio = 122.0 Discrimination index, ratio of incorporation efficiency of TFV-DP to incorporation efficiency of compound for wild type HIV1 reverse transcriptase K65R mutant CHEMBL2046281