Detailed information for compound 1685875

Basic information

Technical information
  • TDR Targets ID: 1685875
  • Name: [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihy droxyoxolan-2-yl]methyl nitrate
  • MW: 312.239 | Formula: C10H12N6O6
  • H donors: 3 H acceptors: 7 LogP: -1.5 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: [O-][N+](=O)OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N
  • InChi: 1S/C10H12N6O6/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(22-10)1-21-16(19)20/h2-4,6-7,10,17-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
  • InChiKey: QQVLEBJNJDLCJQ-KQYNXXCUSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl nitrate
  • nitric acid [(2R,3S,4R,5R)-5-(6-amino-9-purinyl)-3,4-dihydroxy-2-tetrahydrofuranyl]methyl ester
  • nitric acid [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl ester
  • [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl nitrate

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Trypanosoma brucei gambiense adenosine transporter, putative References
Homo sapiens adenosine A2b receptor No references
Homo sapiens adenosine A1 receptor Starlite/ChEMBL No references
Trypanosoma brucei adenosine transporter, putative Starlite/ChEMBL References
Homo sapiens adenosine A2a receptor Starlite/ChEMBL No references
Homo sapiens adenosine A3 receptor Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma brucei gambiense adenosine transporter, putative Get druggable targets OG5_168255 All targets in OG5_168255
Neospora caninum adenosine transporter, putative Get druggable targets OG5_168255 All targets in OG5_168255
Toxoplasma gondii nucleoside transporter protein Get druggable targets OG5_168255 All targets in OG5_168255
Trypanosoma brucei adenosine transporter, putative Get druggable targets OG5_168255 All targets in OG5_168255
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma brucei nucleoside transporter 1, putative adenosine transporter, putative 463 aa 478 aa 59.0 %
Brugia malayi follicle stimulating hormone receptor adenosine A2a receptor 412 aa 336 aa 22.3 %
Brugia malayi hypothetical protein adenosine A1 receptor 326 aa 305 aa 21.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.0172 0 0.5
Schistosoma mansoni alpha-glucosidase 0.0914 0.342 0.6056
Trichomonas vaginalis glucosylceramidase, putative 0.0252 0.0368 0.1813
Brugia malayi O-Glycosyl hydrolase family 30 protein 0.0252 0.0368 0.0652
Echinococcus granulosus vesicular acetylcholine transporter 0.109 0.4237 0.5811
Echinococcus multilocularis lysosomal alpha glucosidase 0.0972 0.3689 0.5059
Brugia malayi Alpha-L-fucosidase family protein 0.1396 0.5648 1
Leishmania major C-8 sterol isomerase-like protein 0.0367 0.0898 1
Loa Loa (eye worm) O-glycosyl hydrolase family 30 protein 0.0252 0.0368 0.0652
Brugia malayi Glycosyl hydrolases family 31 protein 0.0972 0.3689 0.6533
Trypanosoma cruzi C-8 sterol isomerase, putative 0.0367 0.0898 1
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0972 0.3689 0.6533
Schistosoma mansoni vesicular acetylcholine transporter 0.109 0.4237 0.7503
Trichomonas vaginalis glucosylceramidase, putative 0.0252 0.0368 0.1813
Trichomonas vaginalis glucosylceramidase, putative 0.0252 0.0368 0.1813
Schistosoma mansoni alpha-l-fucosidase 0.1396 0.5648 1
Echinococcus granulosus fucosidase alpha L 1 tissue 0.1752 0.7292 1
Mycobacterium ulcerans alpha-L-fucosidase 0.1752 0.7292 0.5
Brugia malayi vesicular acetylcholine transporter unc-17 0.109 0.4237 0.7503
Echinococcus granulosus lysosomal alpha glucosidase 0.0972 0.3689 0.5059
Echinococcus multilocularis vesicular acetylcholine transporter 0.109 0.4237 0.5811
Loa Loa (eye worm) vesicular acetylcholine transporter unc-17 0.109 0.4237 0.7503
Trichomonas vaginalis glucosylceramidase, putative 0.0252 0.0368 0.1813
Echinococcus multilocularis lysosomal alpha glucosidase 0.0972 0.3689 0.5059
Loa Loa (eye worm) alpha-L-fucosidase 0.1396 0.5648 1
Loa Loa (eye worm) hypothetical protein 0.0188 0.007 0.0124
Trichomonas vaginalis glucosylceramidase, putative 0.0174 0.0009 0.0044
Schistosoma mansoni alpha-glucosidase 0.0914 0.342 0.6056
Onchocerca volvulus Vesicular acetylcholine transporter homolog 0.109 0.4237 1
Loa Loa (eye worm) hypothetical protein 0.0367 0.0898 0.159
Trichomonas vaginalis glucosylceramidase, putative 0.0174 0.0009 0.0044
Trypanosoma brucei adenosine transporter, putative 0.2339 1 1
Trichomonas vaginalis glucosylceramidase, putative 0.0252 0.0368 0.1813
Brugia malayi ERG2 and Sigma1 receptor like protein 0.0367 0.0898 0.159
Trichomonas vaginalis alpha-L-fucosidase, putative 0.0612 0.2031 1
Trichomonas vaginalis alpha-L-fucosidase, putative 0.0612 0.2031 1
Trichomonas vaginalis glucosylceramidase, putative 0.0252 0.0368 0.1813
Trypanosoma brucei C-8 sterol isomerase, putative 0.0367 0.0898 0.0898
Echinococcus multilocularis fucosidase, alpha L 1, tissue 0.1752 0.7292 1
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.0172 0 0.5

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 5.79 nM Binding Assay BINDINGDB. No reference
Ki (binding) = 216 nM Binding Assay BINDINGDB. No reference
Ki (binding) = 951 nM BindingDB_Patents: Binding Assay. The affinities of selected Purine Derivatives for the adenosine A1 receptor were determined by measuring the displacement of specific [3H] 2-chloro-N6-cyclopentyl adenosine binding in CHO cells stably transfected with human recombinant A1 adenosine receptor expressed as Ki (nM). ChEMBL. No reference
Ki (binding) = 12.3 uM Compound was tested for inhibition of Adenosine transporter P2 type by using [2-3H]-adenosine as radioligand in T. equiperdum ChEMBL. 10890161

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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