Detailed information for compound 336581

Basic information

Technical information
  • TDR Targets ID: 336581
  • Name: [[(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]me thoxy-hydroxyphosphoryl] phosphono hydrogen p hosphate
  • MW: 475.182 | Formula: C10H16N5O11P3
  • H donors: 5 H acceptors: 10 LogP: -3.79 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: Nc1ncnc2c1ncn2[C@H]1CC[C@H](O1)COP(=O)(OP(=O)(OP(=O)(O)O)O)O
  • InChi: 1S/C10H16N5O11P3/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(24-7)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h4-7H,1-3H2,(H,19,20)(H,21,22)(H2,11,12,13)(H2,16,17,18)/t6-,7+/m0/s1
  • InChiKey: OAKPWEUQDVLTCN-NKWVEPMBSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [[(2S,5R)-5-(6-aminopurin-9-yl)tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate
  • [[(2S,5R)-5-(6-aminopurin-9-yl)-2-tetrahydrofuranyl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
  • [[(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate
  • [[(2S,5R)-5-adenin-9-yltetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphono hydrogen phosphate
  • 2',3'-dideoxyadenosine triphosphate
  • [(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methyl (hydroxy-phosphonooxyphosphoryl) hydrogen phosphate
  • [(2S,5R)-5-(6-aminopurin-9-yl)tetrahydrofuran-2-yl]methyl (hydroxy-phosphonooxy-phosphoryl) hydrogen phosphate
  • [(2S,5R)-5-(6-amino-9-purinyl)-2-tetrahydrofuranyl]methyl (hydroxy-phosphonooxyphosphoryl) hydrogen phosphate
  • [(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methyl (hydroxy-phosphonooxy-phosphoryl) hydrogen phosphate
  • 24027-80-3
  • 24028-04-4
  • AIDS003231
  • 2',3'-Dideoxy-ATP
  • AIDS-003231
  • Adenosine 5'-(tetrahydrogen triphosphate), 2',3'-dideoxy-
  • 2',3'-DIDEOXYADENOSINE-5'-TRIPHOSPHATE
  • DAD

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Human immunodeficiency virus 1 Reverse transcriptase Starlite/ChEMBL References
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma brucei RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
Schistosoma mansoni hypothetical protein Get druggable targets OG5_139608 All targets in OG5_139608
Plasmodium yoelii integrase-related Get druggable targets OG5_139608 All targets in OG5_139608
Trypanosoma congolense RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Candida albicans ReverseTranscriptase similar to fruit fly Tom element Reverse transcriptase   259 aa 244 aa 27.9 %
Candida albicans hypothetical protein Reverse transcriptase   259 aa 223 aa 29.1 %
Dictyostelium discoideum hypothetical protein Reverse transcriptase   259 aa 222 aa 22.5 %
Candida albicans polyprotein of retrotransposon Tca8 Reverse transcriptase   259 aa 238 aa 26.5 %
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) Reverse transcriptase   259 aa 227 aa 26.4 %
Dictyostelium discoideum hypothetical protein Reverse transcriptase   259 aa 245 aa 25.7 %
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) Reverse transcriptase   259 aa 227 aa 26.4 %
Trypanosoma congolense Retroviral aspartyl protease/Reverse transcriptase (RNA-dependent DNA polymerase)/RNase H, putative Reverse transcriptase   259 aa 237 aa 29.1 %
Dictyostelium discoideum hypothetical protein Reverse transcriptase   259 aa 226 aa 24.3 %
Echinococcus multilocularis RNA directed DNA polymerase (reverse transcriptase) Reverse transcriptase   259 aa 208 aa 26.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis e3 ubiquitin protein ligase siah1 0.1353 0.5 0.5
Schistosoma mansoni ubiquitin ligase sina (ec 6.3.2.-) (seven in absentia homolog)(smsina) 0.1353 0.5 0.5
Loa Loa (eye worm) hypothetical protein 0.1353 0.5 0.5
Echinococcus granulosus e3 ubiquitin protein ligase siah1 0.1353 0.5 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) = 5.4 /s Activity at HIV1 reverse transcriptase measured after 30 mins ChEMBL. 19596885
IC50 (binding) = 0.5 Concentration required to inhibit the HIV-1 recombinant Reverse Transcriptase (rRT) activity by 50%. Activated calf thymus DNA was used as template primer ChEMBL. 7523675
Kd (binding) = 5.3 uM Binding affinity to HIV1 reverse transcriptase ChEMBL. 19596885
Ki (binding) = 0.02 uM Inhibitory constant against HIV-1 reverse transcriptase ChEMBL. 15801860
Ki (binding) = 0.02 uM Inhibitory constant against HIV-1 reverse transcriptase ChEMBL. 15801860
Ki (binding) = 0.09 uM Inhibition of HIV1 reverse transcriptase by steady state nucleotide incorporation assay ChEMBL. 17517852
Ki (binding) = 0.5 uM Inhibitory activity of the compound against HIV-1 reverse transcriptase (RT M184V) ChEMBL. 14561099
Ki (binding) = 0.51 uM Inhibitory activity of the compound against HIV-1 Reverse transcriptase wild-type (RT wt) ChEMBL. 14561099
Ki (binding) = 1.2 uM Inhibitory activity of the compound against HIV-1 reverse transcriptase (RT M184I) ChEMBL. 14561099
Ratio (binding) = 0.2 Ratio of Ki to Km for HIV1 reverse transcriptase by steady state nucleotide incorporation assay ChEMBL. 17517852
Ratio (binding) = 1 /uM/s Ratio of Kpol to Kd for HIV1 reverse transcriptase ChEMBL. 19596885

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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