Detailed information for compound 156372

Basic information

Technical information
  • TDR Targets ID: 156372
  • Name: (2S,3S,4S)-2-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5 -(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-methox yoxolan-2-yl]-2-oxoethoxy]-3,4-dihydroxy-N-(2 -hydroxyethyl)-3,4-dihydro-2H-pyran-6-carboxa mide
  • MW: 502.429 | Formula: C19H26N4O12
  • H donors: 7 H acceptors: 8 LogP: -4.99 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 3
  • SMILES: OCCNC(=O)C1=C[C@@H]([C@@H]([C@H](O1)O[C@H]([C@H]1O[C@H]([C@@H]([C@@H]1OC)O)n1ccc(=O)[nH]c1=O)C(=O)N)O)O
  • InChi: 1S/C19H26N4O12/c1-32-12-11(28)17(23-4-2-9(26)22-19(23)31)34-13(12)14(15(20)29)35-18-10(27)7(25)6-8(33-18)16(30)21-3-5-24/h2,4,6-7,10-14,17-18,24-25,27-28H,3,5H2,1H3,(H2,20,29)(H,21,30)(H,22,26,31)/t7-,10-,11+,12-,13-,14+,17+,18+/m0/s1
  • InChiKey: CEAIYZHVWFGVPT-ZSTMEXGBSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S,3S,4S)-2-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-methoxy-tetrahydrofuran-2-yl]-2-oxo-ethoxy]-3,4-dihydroxy-N-(2-hydroxyethyl)-3,4-dihydro-2H-pyran-6-carboxamide
  • (2S,3S,4S)-2-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxo-1-pyrimidinyl)-4-hydroxy-3-methoxy-2-tetrahydrofuranyl]-2-oxoethoxy]-3,4-dihydroxy-N-(2-hydroxyethyl)-3,4-dihydro-2H-pyran-6-carboxamide
  • (2S,3S,4S)-2-[(1R)-2-azanyl-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-methoxy-oxolan-2-yl]-2-oxo-ethoxy]-3,4-dihydroxy-N-(2-hydroxyethyl)-3,4-dihydro-2H-pyran-6-carboxamide
  • (2S,3S,4S)-2-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-diketopyrimidin-1-yl)-4-hydroxy-3-methoxy-tetrahydrofuran-2-yl]-2-keto-ethoxy]-3,4-dihydroxy-N-(2-hydroxyethyl)-3,4-dihydro-2H-pyran-6-carboxamide
  • (4S,5S,6S)-6-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-methoxyoxolan-2-yl]-2-oxoethoxy]-4,5-dihydroxy-N-(2-hydroxyethyl)-5,6-dihydro-4H-pyran-2-carboxamide
  • (4S,5S,6S)-6-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-methoxy-tetrahydrofuran-2-yl]-2-oxo-ethoxy]-4,5-dihydroxy-N-(2-hydroxyethyl)-5,6-dihydro-4H-pyran-2-carboxamide
  • (4S,5S,6S)-6-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxo-1-pyrimidinyl)-4-hydroxy-3-methoxy-2-tetrahydrofuranyl]-2-oxoethoxy]-4,5-dihydroxy-N-(2-hydroxyethyl)-5,6-dihydro-4H-pyran-2-carboxamide
  • (4S,5S,6S)-6-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-diketopyrimidin-1-yl)-4-hydroxy-3-methoxy-tetrahydrofuran-2-yl]-2-keto-ethoxy]-4,5-dihydroxy-N-(2-hydroxyethyl)-5,6-dihydro-4H-pyran-2-carboxamide
  • (4S,5S,6S)-6-[(1R)-2-amino-1-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3-methoxy-oxolan-2-yl]-2-oxo-ethoxy]-4,5-dihydroxy-N-(2-hydroxyethyl)-5,6-dihydro-4H-pyran-2-carboxamide
  • (4S,5S,6S)-6-{(R)-1-Carbamoyl-1-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-methoxy}-4,5-dihydroxy-5,6-dihydro-4H-pyran-2-carboxylic acid (2-hydroxy-ethyl)-amide
  • AIDS-189123
  • AIDS189123

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Escherichia coli phospho-N-acetylmuramoyl-pentapeptide transferase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase Get druggable targets OG5_131597 All targets in OG5_131597
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase Get druggable targets OG5_131597 All targets in OG5_131597
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase Get druggable targets OG5_131597 All targets in OG5_131597
Mycobacterium leprae Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX Get druggable targets OG5_131597 All targets in OG5_131597
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) Get druggable targets OG5_131597 All targets in OG5_131597
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX Get druggable targets OG5_131597 All targets in OG5_131597
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Giardia lamblia NADH oxidase lateral transfer candidate 0.005 0.0146 1
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 1 1
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.005 0.0146 0.1171
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.005 0.0146 0.1171
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.005 0.0146 0.0146
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.005 0.0146 0.1171
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.005 0.0146 0.1171
Trypanosoma brucei dihydrolipoyl dehydrogenase 0.005 0.0146 0.1171
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation 0.005 0.0146 0.1171
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 1 1
Trypanosoma cruzi trypanothione reductase, putative 0.005 0.0146 0.1171
Toxoplasma gondii NADPH-glutathione reductase 0.005 0.0146 0.1171
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.005 0.0146 0.1171
Leishmania major dihydrolipoamide dehydrogenase, putative 0.005 0.0146 0.1171
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0341 0.3529 1
Leishmania major dihydrolipoamide dehydrogenase, putative 0.005 0.0146 0.1171
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.005 0.0146 0.1171
Leishmania major trypanothione reductase 0.0145 0.1248 1
Leishmania major acetoin dehydrogenase e3 component-like protein 0.005 0.0146 0.1171
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.005 0.0146 0.1171
Loa Loa (eye worm) thioredoxin reductase 0.0145 0.1248 1
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.005 0.0146 0.1171
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.005 0.0146 0.1171
Plasmodium vivax glutathione reductase, putative 0.0145 0.1248 1
Plasmodium vivax thioredoxin reductase, putative 0.0145 0.1248 1
Loa Loa (eye worm) glutathione reductase 0.0145 0.1248 1
Onchocerca volvulus 0.0038 0 0.5
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.005 0.0146 0.1171
Plasmodium falciparum glutathione reductase 0.005 0.0146 0.1171
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0145 0.1248 0.1118
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0341 0.3529 1
Brugia malayi glutathione reductase 0.0145 0.1248 1
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.005 0.0146 0.1171
Brugia malayi Thioredoxin reductase 0.0145 0.1248 1
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0896 1 1
Trypanosoma cruzi trypanothione reductase, putative 0.0145 0.1248 1
Trichomonas vaginalis glutathione reductase, putative 0.005 0.0146 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.005 0.0146 0.1171
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.005 0.0146 0.1171
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.005 0.0146 0.1171
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.005 0.0146 0.1171
Echinococcus granulosus thioredoxin glutathione reductase 0.0145 0.1248 1
Trichomonas vaginalis mercuric reductase, putative 0.005 0.0146 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.005 0.0146 0.1171
Trypanosoma brucei trypanothione reductase 0.0145 0.1248 1
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.005 0.0146 0.1171
Echinococcus multilocularis thioredoxin glutathione reductase 0.0145 0.1248 1
Mycobacterium ulcerans flavoprotein disulfide reductase 0.005 0.0146 0.0146
Toxoplasma gondii thioredoxin reductase 0.0145 0.1248 1
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.005 0.0146 0.0146
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.005 0.0146 0.1171
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0 0.5
Plasmodium falciparum thioredoxin reductase 0.0145 0.1248 1
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.005 0.0146 0.1171
Plasmodium falciparum glutathione reductase 0.0145 0.1248 1
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.005 0.0146 0.1171
Plasmodium falciparum thioredoxin reductase 0.005 0.0146 0.1171

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 90 ng ml-1 Inhibitory activity against translocase I ChEMBL. 14611838
IC50 (binding) = 90 ng ml-1 Inhibitory activity against translocase I ChEMBL. 14611838
MIC (functional) > 100 ug ml-1 Antimycobacterial activity against Mycobacterium smegmatis (SANK 75075) ChEMBL. 14611838

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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