Detailed information for compound 107240

Basic information

Technical information
  • TDR Targets ID: 107240
  • Name: N-[(2R,3R,4S,5R)-4-hydroxy-5-(hydroxymethyl)- 2-[6-(naphthalen-1-ylmethylamino)purin-9-yl]o xolan-3-yl]-3,4-dimethoxybenzamide
  • MW: 570.596 | Formula: C30H30N6O6
  • H donors: 4 H acceptors: 6 LogP: 3.1 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 2
  • SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)NC(=O)c1ccc(c(c1)OC)OC)n1cnc2c1ncnc2NCc1cccc2c1cccc2
  • InChi: 1S/C30H30N6O6/c1-40-21-11-10-18(12-22(21)41-2)29(39)35-24-26(38)23(14-37)42-30(24)36-16-34-25-27(32-15-33-28(25)36)31-13-19-8-5-7-17-6-3-4-9-20(17)19/h3-12,15-16,23-24,26,30,37-38H,13-14H2,1-2H3,(H,35,39)(H,31,32,33)/t23-,24-,26-,30-/m1/s1
  • InChiKey: VYHODKZCPLXEDM-JVUUKAHWSA-N  

Network

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Synonyms

  • N-[(2R,3R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-2-[6-(1-naphthylmethylamino)purin-9-yl]tetrahydrofuran-3-yl]-3,4-dimethoxy-benzamide
  • N-[(2R,3R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-2-[6-(1-naphthalenylmethylamino)-9-purinyl]-3-tetrahydrofuranyl]-3,4-dimethoxybenzamide
  • N-[(2R,3R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-2-[6-(naphthalen-1-ylmethylamino)purin-9-yl]oxolan-3-yl]-3,4-dimethoxy-benzamide
  • N-[(2R,3R,4S,5R)-4-hydroxy-5-methylol-2-[6-(1-naphthylmethylamino)purin-9-yl]tetrahydrofuran-3-yl]-3,4-dimethoxy-benzamide
  • N-[(2R,3R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-2-[6-(1-naphthylmethylamino)-9-purinyl]-3-tetrahydrofuranyl]-3,4-dimethoxybenzamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Leishmania mexicana glyceraldehyde 3-phosphate dehydrogenase, cytosolic, putative Starlite/ChEMBL References
Homo sapiens glyceraldehyde-3-phosphate dehydrogenase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Neospora caninum glyceraldehyde-3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Theileria parva glyceraldehyde-3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Leishmania mexicana glyceraldehyde 3-phosphate dehydrogenase, glycosomal Get druggable targets OG5_126628 All targets in OG5_126628
Plasmodium vivax glyceraldehyde-3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Leishmania mexicana glyceraldehyde 3-phosphate dehydrogenase, cytosolic, putative Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, cytosolic, putative Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Candida albicans glyceraldehyde-3-phosphate dehydrogenase (GAPDH), C. albicans cell surface antigen Get druggable targets OG5_126628 All targets in OG5_126628
Mycobacterium leprae Probable glyceraldehyde 3-phosphate dehydrogenase Gap (GAPDH) Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma brucei gambiense glyceraldehyde 3-phosphate dehydrogenase, cytosolic, putative Get druggable targets OG5_126628 All targets in OG5_126628
Leishmania infantum glyceraldehyde 3-phosphate dehydrogenase, cytosolic Get druggable targets OG5_126628 All targets in OG5_126628
Echinococcus multilocularis glyceraldehyde 3 phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma congolense glyceraldehyde 3-phosphate dehydrogenase, cytosolic, putative Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma brucei glyceraldehyde 3-phosphate dehydrogenase, glycosomal Get druggable targets OG5_126628 All targets in OG5_126628
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126628 All targets in OG5_126628
Chlamydia trachomatis glyceraldehyde-3-phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Entamoeba histolytica glyceraldehyde-3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Plasmodium knowlesi glyceraldehyde-3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma congolense glyceraldehyde 3-phosphate dehydrogenase, glycosomal Get druggable targets OG5_126628 All targets in OG5_126628
Loa Loa (eye worm) glyceraldehyde 3-phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Plasmodium berghei glyceraldehyde-3-phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma brucei gambiense glyceraldehyde 3-phosphate dehydrogenase, glycosomal Get druggable targets OG5_126628 All targets in OG5_126628
Leishmania donovani glyceraldehyde 3-phosphate dehydrogenase, glycosomal Get druggable targets OG5_126628 All targets in OG5_126628
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Giardia lamblia Glyceraldehyde 3-phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Echinococcus granulosus glyceraldehyde 3 phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Toxoplasma gondii glyceraldehyde-3-phosphate dehydrogenase GAPDH2 Get druggable targets OG5_126628 All targets in OG5_126628
Loa Loa (eye worm) glyceraldehyde 3-phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Schistosoma mansoni glyceraldehyde-3-phosphate dehydrogenase (phosphorylating) Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma brucei glyceraldehyde 3-phosphate dehydrogenase, cytosolic Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma brucei gambiense glyceraldehyde 3-phosphate dehydrogenase, glycosomal Get druggable targets OG5_126628 All targets in OG5_126628
Schistosoma mansoni glyceraldehyde-3-phosphate dehydrogenase (phosphorylating) Get druggable targets OG5_126628 All targets in OG5_126628
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Echinococcus multilocularis glyceraldehyde 3 phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Loa Loa (eye worm) glyceraldehyde-3-phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Leishmania major glyceraldehyde 3-phosphate dehydrogenase, glycosomal Get druggable targets OG5_126628 All targets in OG5_126628
Schistosoma japonicum ko:K00134 glyceraldehyde 3-phosphate dehydrogenase [EC1.2.1.12], putative Get druggable targets OG5_126628 All targets in OG5_126628
Cryptosporidium parvum glyceraldehyde 3-phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Mycobacterium tuberculosis Probable glyceraldehyde 3-phosphate dehydrogenase Gap (GAPDH) Get druggable targets OG5_126628 All targets in OG5_126628
Treponema pallidum glyceraldehyde 3-phosphate dehydrogenase (gap) Get druggable targets OG5_126628 All targets in OG5_126628
Entamoeba histolytica glyceraldehyde-3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Echinococcus multilocularis glyceraldehyde 3 phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Echinococcus granulosus glyceraldehyde 3 phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Mycobacterium ulcerans glyceraldehyde 3-phosphate dehydrogenase Gap Get druggable targets OG5_126628 All targets in OG5_126628
Wolbachia endosymbiont of Brugia malayi glyceraldehyde-3-phosphate dehydrogenase, GapA Get druggable targets OG5_126628 All targets in OG5_126628
Babesia bovis glyceraldehyde-3-phosphate dehydrogenase protein Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, cytosolic, putative Get druggable targets OG5_126628 All targets in OG5_126628
Theileria parva glyceraldehyde-3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, cytosolic, putative Get druggable targets OG5_126628 All targets in OG5_126628
Candida albicans glyceraldehyde-3-phosphate dehydrogenase (GAPDH), C. albicans cell surface antigen Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Neospora caninum Glyceraldehyde 3-phosphate dehydrogenase (EC 1.2.1.12), related Get druggable targets OG5_126628 All targets in OG5_126628
Leishmania infantum glyceraldehyde 3-phosphate dehydrogenase, glycosomal Get druggable targets OG5_126628 All targets in OG5_126628
Cryptosporidium hominis glyceraldehyde-3-phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Brugia malayi Glyceraldehyde 3-phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Toxoplasma gondii glyceraldehyde-3-phosphate dehydrogenase GAPDH1 Get druggable targets OG5_126628 All targets in OG5_126628
Schistosoma mansoni glyceraldehyde-3-phosphate dehydrogenase (phosphorylating) Get druggable targets OG5_126628 All targets in OG5_126628
Echinococcus granulosus glyceraldehyde 3 phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Plasmodium yoelii glyceraldehyde-3-phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma brucei glyceraldehyde 3-phosphate dehydrogenase, glycosomal Get druggable targets OG5_126628 All targets in OG5_126628
Plasmodium falciparum glyceraldehyde-3-phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Loa Loa (eye worm) glyceraldehyde-3-phosphate dehydrogenase Get druggable targets OG5_126628 All targets in OG5_126628
Leishmania braziliensis glyceraldehyde 3-phosphate dehydrogenase, glycosomal Get druggable targets OG5_126628 All targets in OG5_126628
Leishmania donovani glyceraldehyde 3-phosphate dehydrogenase, cytosolic Get druggable targets OG5_126628 All targets in OG5_126628
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Leishmania major glyceraldehyde 3-phosphate dehydrogenase, glycosomal Get druggable targets OG5_126628 All targets in OG5_126628
Entamoeba histolytica glyceraldehyde-3-phosphate dehydrogenase, putative Get druggable targets OG5_126628 All targets in OG5_126628
Schistosoma mansoni glyceraldehyde-3-phosphate dehydrogenase (phosphorylating) Get druggable targets OG5_126628 All targets in OG5_126628
Leishmania infantum glyceraldehyde 3-phosphate dehydrogenase, glycosomal Get druggable targets OG5_126628 All targets in OG5_126628
Trypanosoma congolense glyceraldehyde 3-phosphate dehydrogenase, glycosomal Get druggable targets OG5_126628 All targets in OG5_126628

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Trypanosoma brucei glyceraldehyde-3-phosphate dehydrogenase, putative glyceraldehyde 3-phosphate dehydrogenase, cytosolic, putative 331 aa 331 aa 27.8 %
Trypanosoma brucei glyceraldehyde-3-phosphate dehydrogenase, putative glyceraldehyde-3-phosphate dehydrogenase 293 aa 259 aa 28.2 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Wolbachia endosymbiont of Brugia malayi glyceraldehyde-3-phosphate dehydrogenase, GapA 0.0164 1 0.5
Mycobacterium tuberculosis Probable glyceraldehyde 3-phosphate dehydrogenase Gap (GAPDH) 0.0057 0 0.5
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, putative 0.0164 1 1
Leishmania major glyceraldehyde 3-phosphate dehydrogenase, glycosomal 0.0164 1 1
Entamoeba histolytica glyceraldehyde-3-phosphate dehydrogenase, putative 0.0164 1 0.5
Trypanosoma brucei glyceraldehyde 3-phosphate dehydrogenase, cytosolic 0.0164 1 1
Toxoplasma gondii glyceraldehyde-3-phosphate dehydrogenase GAPDH2 0.0164 1 0.5
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative 0.0164 1 1
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative 0.0164 1 1
Plasmodium falciparum glyceraldehyde-3-phosphate dehydrogenase 0.0164 1 0.5
Echinococcus granulosus glyceraldehyde 3 phosphate dehydrogenase 0.0164 1 1
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, putative 0.0164 1 1
Echinococcus multilocularis glyceraldehyde 3 phosphate dehydrogenase 0.0164 1 1
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, cytosolic, putative 0.0164 1 1
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative 0.0164 1 1
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative 0.0164 1 1
Schistosoma mansoni glyceraldehyde-3-phosphate dehydrogenase (phosphorylating) 0.0164 1 0.5
Trypanosoma brucei glyceraldehyde 3-phosphate dehydrogenase, glycosomal 0.0164 1 1
Entamoeba histolytica glyceraldehyde-3-phosphate dehydrogenase, putative 0.0164 1 0.5
Echinococcus granulosus glyceraldehyde 3 phosphate dehydrogenase 0.0164 1 1
Mycobacterium ulcerans glyceraldehyde 3-phosphate dehydrogenase Gap 0.0164 1 0.5
Entamoeba histolytica glyceraldehyde-3-phosphate dehydrogenase, putative 0.0164 1 0.5
Toxoplasma gondii glyceraldehyde-3-phosphate dehydrogenase GAPDH1 0.0164 1 0.5
Treponema pallidum glyceraldehyde 3-phosphate dehydrogenase (gap) 0.0164 1 0.5
Giardia lamblia Glyceraldehyde 3-phosphate dehydrogenase 0.0164 1 1
Mycobacterium leprae Probable glyceraldehyde 3-phosphate dehydrogenase Gap (GAPDH) 0.0057 0 0.5
Loa Loa (eye worm) glyceraldehyde-3-phosphate dehydrogenase 0.0113 0.5268 1
Schistosoma mansoni glyceraldehyde-3-phosphate dehydrogenase (phosphorylating) 0.0164 1 0.5
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, cytosolic, putative 0.0164 1 1
Loa Loa (eye worm) glyceraldehyde-3-phosphate dehydrogenase 0.0113 0.5268 1
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, putative 0.0164 1 1
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, putative 0.0164 1 1
Schistosoma mansoni glyceraldehyde-3-phosphate dehydrogenase (phosphorylating) 0.0164 1 0.5
Schistosoma mansoni glyceraldehyde-3-phosphate dehydrogenase (phosphorylating) 0.0164 1 0.5
Echinococcus multilocularis glyceraldehyde 3 phosphate dehydrogenase 0.0164 1 1
Plasmodium vivax glyceraldehyde-3-phosphate dehydrogenase, putative 0.0164 1 0.5
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative 0.0164 1 1
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, cytosolic, putative 0.0164 1 1
Trypanosoma brucei glyceraldehyde 3-phosphate dehydrogenase, glycosomal 0.0164 1 1
Chlamydia trachomatis glyceraldehyde-3-phosphate dehydrogenase 0.0164 1 0.5
Leishmania major glyceraldehyde 3-phosphate dehydrogenase, glycosomal 0.0164 1 1

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 22 uM Effective concentration required to inhibit the growth of mammalian stage of Trypanosoma cruzi grown in murine 3T3 fibroblasts ChEMBL. 11405646
ED50 (functional) = 22 uM Effective concentration required to inhibit the growth of mammalian stage of Trypanosoma cruzi grown in murine 3T3 fibroblasts ChEMBL. 11405646
ED50 (functional) = 36 uM Effective concentration required to block the growth of bloodstream Trypanosoma brucei ChEMBL. 11405646
ED50 (functional) = 36 uM Effective concentration required to block the growth of bloodstream Trypanosoma brucei ChEMBL. 11405646
ED50 (functional) > 55 uM Effective concentration required to inhibit the growth of murine 3T3 fibroblasts ChEMBL. 11405646
ED50 (functional) > 55 uM Effective concentration required to inhibit the growth of murine 3T3 fibroblasts ChEMBL. 11405646
IC50 (binding) = 4 uM Inhibitory activity against Leishmania mexicana GAPDH ChEMBL. 11405646
IC50 (binding) = 4 uM Inhibitory activity against Leishmania mexicana GAPDH ChEMBL. 11405646
IC50 (binding) = 7 uM In vitro inhibition of Trypanosoma cruzi GAPDH. ChEMBL. 11405646
IC50 (binding) = 7 uM In vitro inhibition of Trypanosoma cruzi GAPDH. ChEMBL. 11405646
IC50 (binding) = 47 uM In vitro inhibition of Trypanosoma brucei GAPDH. ChEMBL. 11405646
IC50 (binding) = 47 uM In vitro inhibition of Trypanosoma brucei GAPDH. ChEMBL. 11405646
IC50 (binding) > 50 uM In vitro inhibition of rabbit muscle GAPDH. ChEMBL. 11405646
IC50 (binding) > 50 uM In vitro inhibition of rabbit muscle GAPDH. ChEMBL. 11405646

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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