Detailed information for compound 938099

Basic information

Technical information
  • TDR Targets ID: 938099
  • Name: (2S,3S,4R,5R)-5-[6-[(3-chlorophenyl)methylami no]purin-9-yl]-3,4-dihydroxy-N-methyloxolane- 2-carboxamide
  • MW: 418.834 | Formula: C18H19ClN6O4
  • H donors: 4 H acceptors: 6 LogP: 0.88 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: CNC(=O)[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2NCc1cccc(c1)Cl
  • InChi: 1S/C18H19ClN6O4/c1-20-17(28)14-12(26)13(27)18(29-14)25-8-24-11-15(22-7-23-16(11)25)21-6-9-3-2-4-10(19)5-9/h2-5,7-8,12-14,18,26-27H,6H2,1H3,(H,20,28)(H,21,22,23)/t12-,13+,14-,18+/m0/s1
  • InChiKey: XNFVSECWXBIIOU-MOROJQBDSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S,3S,4R,5R)-5-[6-[(3-chlorophenyl)methylamino]purin-9-yl]-3,4-dihydroxy-N-methyl-tetrahydrofuran-2-carboxamide
  • (2S,3S,4R,5R)-5-[6-[(3-chlorophenyl)methylamino]-9-purinyl]-3,4-dihydroxy-N-methyl-2-tetrahydrofurancarboxamide
  • (2S,3S,4R,5R)-5-[6-[(3-chlorobenzyl)amino]purin-9-yl]-3,4-dihydroxy-N-methyl-tetrahydrofuran-2-carboxamide
  • (2S,3S,4R,5R)-5-[6-[(3-chlorophenyl)methylamino]purin-9-yl]-3,4-dihydroxy-N-methyl-oxolane-2-carboxamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Adenosine A1 receptor Starlite/ChEMBL References
Rattus norvegicus Adenosine A3 receptor Starlite/ChEMBL References
Rattus norvegicus Adenosine A2 receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis neuropeptide receptor Adenosine A3 receptor   320 aa 282 aa 24.1 %
Schistosoma japonicum ko:K04255 opsin 4 (melanopsin), putative Adenosine A3 receptor   320 aa 370 aa 21.4 %
Schistosoma japonicum Rhodopsin, putative Adenosine A3 receptor   320 aa 320 aa 23.8 %
Schistosoma japonicum Alpha-1A adrenergic receptor, putative Adenosine A3 receptor   320 aa 325 aa 24.9 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 320 aa 24.4 %
Echinococcus multilocularis allatostatin A receptor Adenosine A3 receptor   320 aa 317 aa 24.9 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 282 aa 20.6 %
Echinococcus multilocularis tachykinin peptides receptor 99D Adenosine A3 receptor   320 aa 297 aa 26.6 %
Schistosoma japonicum ko:K04136 adrenergic receptor, alpha 1b, putative Adenosine A2 receptor   410 aa 366 aa 25.4 %
Schistosoma mansoni neuropeptide receptor Adenosine A3 receptor   320 aa 306 aa 23.5 %
Schistosoma japonicum 5-hydroxytryptamine receptor 4, putative Adenosine A3 receptor   320 aa 311 aa 27.3 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Adenosine A3 receptor   320 aa 332 aa 24.4 %
Brugia malayi hypothetical protein Adenosine A1 receptor   326 aa 305 aa 21.0 %
Schistosoma mansoni peptide (allatostatin)-like receptor Adenosine A3 receptor   320 aa 296 aa 27.0 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Adenosine A1 receptor   326 aa 286 aa 22.7 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Adenosine A3 receptor   320 aa 358 aa 25.4 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 350 aa 24.9 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 276 aa 22.5 %
Loa Loa (eye worm) neuropeptide F receptor Adenosine A3 receptor   320 aa 321 aa 24.0 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Adenosine A3 receptor   320 aa 312 aa 25.0 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 288 aa 20.8 %
Echinococcus granulosus allatostatin A receptor Adenosine A3 receptor   320 aa 320 aa 24.4 %
Schistosoma mansoni neuropeptide receptor Adenosine A3 receptor   320 aa 286 aa 21.3 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Adenosine A3 receptor   320 aa 324 aa 20.7 %
Schistosoma mansoni dro/myosuppressin receptor Adenosine A1 receptor   326 aa 326 aa 22.1 %
Onchocerca volvulus Adenosine A2 receptor   410 aa 337 aa 23.1 %
Echinococcus granulosus neuropeptide receptor Adenosine A3 receptor   320 aa 290 aa 23.4 %
Schistosoma mansoni opsin-like receptor Adenosine A3 receptor   320 aa 300 aa 22.0 %
Echinococcus granulosus thyrotropin releasing hormone receptor Adenosine A3 receptor   320 aa 324 aa 21.0 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 295 aa 23.4 %
Echinococcus granulosus tachykinin peptides receptor 99D Adenosine A3 receptor   320 aa 297 aa 26.6 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 308 aa 20.5 %
Schistosoma mansoni opsin-like receptor Adenosine A3 receptor   320 aa 307 aa 26.4 %
Loa Loa (eye worm) hypothetical protein Adenosine A1 receptor   326 aa 300 aa 24.3 %
Schistosoma mansoni biogenic amine (5HT) receptor Adenosine A2 receptor   410 aa 399 aa 28.1 %
Loa Loa (eye worm) hypothetical protein Adenosine A3 receptor   320 aa 309 aa 24.9 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 311 aa 23.5 %
Schistosoma mansoni adenoreceptor Adenosine A3 receptor   320 aa 319 aa 27.9 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Adenosine A3 receptor   320 aa 304 aa 24.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans aldehyde dehydrogenase 0.0125 0.0294 0.0267
Schistosoma mansoni aldehyde dehydrogenase 0.0125 0.0294 0.0518
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.0064 0.0028 0.0049
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0125 0.0294 0.2374
Plasmodium falciparum beta-ketoacyl-ACP synthase III 0.2324 1 0.5
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.0064 0.0028 0.0189
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0125 0.0294 1
Brugia malayi hypothetical protein 0.0335 0.1223 1
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0125 0.0294 0.0267
Brugia malayi hypoxia-induced factor 1 0.0309 0.1108 0.906
Mycobacterium ulcerans 3-oxoacyl-ACP synthase 0.2324 1 1
Mycobacterium tuberculosis 3-oxoacyl-[acyl-carrier-protein] synthase III FabH (beta-ketoacyl-ACP synthase III) (KAS III) 0.2324 1 1
Echinococcus granulosus caspase 2 0.0059 0.0005 0.0039
Echinococcus granulosus tumor protein p63 0.0339 0.124 1
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0064 0.0028 0.0225
Plasmodium vivax beta-ketoacyl-acyl carrier protein synthase III precursor, putative 0.2324 1 0.5
Schistosoma mansoni single-minded 0.01 0.0185 0.0326
Echinococcus multilocularis caspase 2 0.0059 0.0005 0.0039
Schistosoma mansoni intracisternal A-particle retropepsin (A02 family) 0.1345 0.5678 1
Schistosoma mansoni aldehyde dehydrogenase 0.0125 0.0294 0.0518
Entamoeba histolytica fatty acid elongase, putative 0.0302 0.1076 0.5
Entamoeba histolytica fatty acid elongase, putative 0.0302 0.1076 0.5
Trypanosoma brucei RNA helicase, putative 0.011 0.023 0.5
Entamoeba histolytica fatty acid elongase, putative 0.0302 0.1076 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.008 0.0096 0.075
Wolbachia endosymbiont of Brugia malayi 3-oxoacyl-ACP synthase 0.2324 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0335 0.1223 1
Schistosoma mansoni aryl hydrocarbon receptor 0.01 0.0185 0.0326
Brugia malayi bHLH-PAS transcription factor 0.0074 0.007 0.0538
Schistosoma mansoni hypothetical protein 0.011 0.023 0.0405
Mycobacterium ulcerans putative regulatory protein 0.0074 0.007 0.0043
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0125 0.0294 0.2374
Mycobacterium ulcerans aldehyde dehydrogenase 0.0125 0.0294 0.0267
Schistosoma mansoni family A2 unassigned peptidase (A02 family) 0.0245 0.0823 0.145
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0064 0.0028 0.0225
Toxoplasma gondii aldehyde dehydrogenase 0.0125 0.0294 0.5
Mycobacterium ulcerans aldehyde dehydrogenase 0.0125 0.0294 0.0267
Onchocerca volvulus 0.0074 0.007 1
Schistosoma mansoni caspase-7 (C14 family) 0.0059 0.0005 0.0009
Echinococcus granulosus single minded 2 0.0074 0.007 0.0568
Loa Loa (eye worm) hypoxia-induced factor 1 0.0309 0.1108 0.906
Entamoeba histolytica fatty acid elongase, putative 0.0302 0.1076 0.5
Brugia malayi PAS domain containing protein 0.01 0.0185 0.1478
Echinococcus multilocularis transfer RNA-Lys 0.0074 0.007 0.0568
Mycobacterium ulcerans beta-ketoacyl synthase-like protein 0.2324 1 1
Entamoeba histolytica fatty acid elongase, putative 0.0302 0.1076 0.5
Brugia malayi Cytochrome P450 family protein 0.008 0.0096 0.075
Mycobacterium ulcerans 3-oxoacyl-ACP synthase 0.2324 1 1
Echinococcus multilocularis tumor protein p63 0.0339 0.124 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 21.9 nM Binding affinity for recombinant rat A3-adenosine receptor by the displacement of specific [125I]-APNEA or [125I]-N6-(4-amino-3-iodobenzyl)-adenosine-5'-N-methyluronamide ChEMBL. 8126704
Ki (binding) = 559 nM Binding affinity for A2-adenosine receptor by the displacement of specific [3H]-CGS- binding in rat striatal membranes was determined ChEMBL. 8126704
Ki (binding) = 916 nM Binding affinity for A1-adenosine receptor by the displacement of specific [3H]-PIA binding in rat brain was determined ChEMBL. 8126704

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

No literature references available for this target.

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