Detailed information for compound 353548

Basic information

Technical information
  • TDR Targets ID: 353548
  • Name: (2S,3S,4R,5R)-N-ethyl-3,4-dihydroxy-5-[2-(3-h ydroxy-3-phenylprop-1-ynyl)-6-[(4-methoxyphen yl)carbamoylamino]purin-9-yl]oxolane-2-carbox amide
  • MW: 587.583 | Formula: C29H29N7O7
  • H donors: 6 H acceptors: 8 LogP: 0.91 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 3
  • SMILES: CCNC(=O)[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(C#CC(c1ccccc1)O)nc2NC(=O)Nc1ccc(cc1)OC
  • InChi: 1S/C29H29N7O7/c1-3-30-27(40)24-22(38)23(39)28(43-24)36-15-31-21-25(35-29(41)32-17-9-11-18(42-2)12-10-17)33-20(34-26(21)36)14-13-19(37)16-7-5-4-6-8-16/h4-12,15,19,22-24,28,37-39H,3H2,1-2H3,(H,30,40)(H2,32,33,34,35,41)/t19?,22-,23+,24-,28+/m0/s1
  • InChiKey: YACKIGOZMDPOIL-CMOPHAJESA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S,3S,4R,5R)-N-ethyl-3,4-dihydroxy-5-[2-(3-hydroxy-3-phenyl-prop-1-ynyl)-6-[(4-methoxyphenyl)carbamoylamino]purin-9-yl]tetrahydrofuran-2-carboxamide
  • (2S,3S,4R,5R)-N-ethyl-3,4-dihydroxy-5-[2-(3-hydroxy-3-phenylprop-1-ynyl)-6-[[(4-methoxyanilino)-oxomethyl]amino]-9-purinyl]-2-tetrahydrofurancarboxamide
  • (2S,3S,4R,5R)-N-ethyl-3,4-dihydroxy-5-[2-(3-hydroxy-3-phenyl-prop-1-ynyl)-6-[(4-methoxyphenyl)carbamoylamino]purin-9-yl]oxolane-2-carboxamide
  • (2S,3S,4R,5R)-N-ethyl-3,4-dihydroxy-5-[2-(3-hydroxy-3-phenylprop-1-ynyl)-6-[[[(4-methoxyphenyl)amino]-oxomethyl]amino]-9-purinyl]-2-tetrahydrofurancarboxamide

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

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
Onchocerca volvulus Adenosine A3 receptor   320 aa 295 aa 23.4 %
Schistosoma mansoni neuropeptide receptor Adenosine A3 receptor   320 aa 286 aa 21.3 %
Echinococcus granulosus allatostatin A receptor Adenosine A3 receptor   320 aa 320 aa 24.4 %
Echinococcus multilocularis thyrotropin releasing hormone receptor Adenosine A3 receptor   320 aa 324 aa 20.7 %
Loa Loa (eye worm) hypothetical protein Adenosine A3 receptor   320 aa 309 aa 24.9 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 308 aa 20.5 %
Schistosoma japonicum Rhodopsin, putative Adenosine A3 receptor   320 aa 320 aa 23.8 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 320 aa 24.4 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative Adenosine A3 receptor   320 aa 304 aa 24.3 %
Schistosoma mansoni opsin-like receptor Adenosine A3 receptor   320 aa 307 aa 26.4 %
Echinococcus granulosus thyrotropin releasing hormone receptor Adenosine A3 receptor   320 aa 324 aa 21.0 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 288 aa 20.8 %
Echinococcus granulosus tachykinin peptides receptor 99D Adenosine A3 receptor   320 aa 297 aa 26.6 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 311 aa 23.5 %
Schistosoma mansoni neuropeptide receptor Adenosine A3 receptor   320 aa 306 aa 23.5 %
Onchocerca volvulus Mitochondrial inner membrane protein homolog Adenosine A3 receptor   320 aa 312 aa 25.0 %
Schistosoma japonicum 5-hydroxytryptamine receptor 4, putative Adenosine A3 receptor   320 aa 311 aa 27.3 %
Schistosoma mansoni peptide (allatostatin)-like receptor Adenosine A3 receptor   320 aa 296 aa 27.0 %
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Adenosine A3 receptor   320 aa 358 aa 25.4 %
Echinococcus multilocularis allatostatin A receptor Adenosine A3 receptor   320 aa 317 aa 24.9 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 350 aa 24.9 %
Loa Loa (eye worm) neuropeptide F receptor Adenosine A3 receptor   320 aa 321 aa 24.0 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 276 aa 22.5 %
Schistosoma japonicum Alpha-1A adrenergic receptor, putative Adenosine A3 receptor   320 aa 325 aa 24.9 %
Schistosoma mansoni dro/myosuppressin receptor Adenosine A1 receptor   326 aa 326 aa 22.1 %
Schistosoma japonicum ko:K04255 opsin 4 (melanopsin), putative Adenosine A3 receptor   320 aa 370 aa 21.4 %
Echinococcus multilocularis tachykinin peptides receptor 99D Adenosine A3 receptor   320 aa 297 aa 26.6 %
Schistosoma mansoni opsin-like receptor Adenosine A3 receptor   320 aa 300 aa 22.0 %
Brugia malayi hypothetical protein Adenosine A1 receptor   326 aa 305 aa 21.0 %
Schistosoma mansoni adenoreceptor Adenosine A3 receptor   320 aa 319 aa 27.9 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative Adenosine A3 receptor   320 aa 332 aa 24.4 %
Onchocerca volvulus Adenosine A3 receptor   320 aa 282 aa 20.6 %
Loa Loa (eye worm) hypothetical protein Adenosine A1 receptor   326 aa 300 aa 24.3 %
Echinococcus multilocularis neuropeptide receptor Adenosine A3 receptor   320 aa 282 aa 24.1 %
Echinococcus granulosus neuropeptide receptor Adenosine A3 receptor   320 aa 290 aa 23.4 %
Onchocerca volvulus Ubiquinol-cytochrome-c reductase complex assembly factor 1 homolog Adenosine A1 receptor   326 aa 286 aa 22.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma cruzi DNA topoisomerase II, putative 0.018 0.85 1
Brugia malayi DNA topoisomerase II, alpha isozyme 0.02 1 0.5
Brugia malayi Probable DNA topoisomerase II 0.02 1 0.5
Trypanosoma brucei DNA topoisomerase II alpha, putative 0.018 0.85 1
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.0145 0.5902 0.5
Trypanosoma brucei DNA topoisomerase II beta, putative 0.018 0.85 1
Schistosoma mansoni DNA topoisomerase II 0.02 1 0.5
Entamoeba histolytica DNA topoisomerase II, putative 0.02 1 0.5
Toxoplasma gondii DNA topoisomerase 2, putative 0.02 1 1
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.02 1 0.5
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0145 0.5902 0.5
Plasmodium falciparum DNA topoisomerase 2 0.02 1 1
Giardia lamblia DNA topoisomerase II 0.0191 0.9342 0.5
Treponema pallidum DNA gyrase, subunit B (gyrB) 0.0066 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0134 0.5096 0.4103
Loa Loa (eye worm) hypothetical protein 0.0134 0.5096 0.4103
Trichomonas vaginalis DNA topoisomerase II, putative 0.02 1 0.5
Mycobacterium ulcerans DNA gyrase subunit B 0.0066 0 0.5
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB 0.0066 0 0.5
Plasmodium vivax DNA topoisomerase II, putative 0.02 1 1
Leishmania major DNA topoisomerase ii 0.018 0.85 1
Echinococcus granulosus DNA topoisomerase 2 alpha 0.02 1 0.5
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0145 0.5902 0.5
Trypanosoma cruzi DNA topoisomerase II, putative 0.018 0.85 1
Chlamydia trachomatis DNA gyrase subunit B 0.0109 0.3184 1
Loa Loa (eye worm) TOPoisomerase family member 0.02 1 1
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0066 0 0.5

Activities

Activity type Activity value Assay description Source Reference
Inhibition (binding) = 12 % Binding affinity against Adenosine A2A receptor of rat striatal membranes using [3H]- CGS 21680 at 10E-4 ChEMBL. 9703463
Ki (binding) = 75.1 nM Binding affinity against adenosine A1 receptor in rat brain membranes using [3H]-R-PIA. ChEMBL. 9703463
Ki (binding) = 75.1 nM Inhibition of [3H]-R-PIA binding to Adenosine A1 receptor from rat brain membrane ChEMBL. 15863334
Ki (binding) = 324 nM Displacement of [125I]AB-MECA from rat adenosine A3 receptor expressed in CHO cells ChEMBL. 16356715
Ki (binding) = 324 nM Binding affinity against rat adenosine A3 receptor expressed in CHO cells using [125I]-. ChEMBL. 9703463
Ki (binding) = 324 nM Displacement of radioligand [125I]-AB-MECA binding at rat A3 receptor expressed in CHO cells ChEMBL. 15990306
Ki (binding) = 324 nM Displacement of [125I]AB-MECA from rat adenosine A3 receptor expressed in CHO cells ChEMBL. 16356715

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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