Detailed information for compound 160972

Basic information

Technical information
  • TDR Targets ID: 160972
  • 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-[( 4-methylphenyl)methyl]-3,4-dihydro-2H-pyran-6 -carboxamide
  • MW: 562.526 | Formula: C25H30N4O11
  • H donors: 6 H acceptors: 7 LogP: -2.45 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 3
  • SMILES: CO[C@@H]1[C@H](O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O)[C@H](C(=O)N)O[C@H]1OC(=C[C@@H]([C@@H]1O)O)C(=O)NCc1ccc(cc1)C
  • InChi: 1S/C25H30N4O11/c1-11-3-5-12(6-4-11)10-27-22(35)14-9-13(30)16(32)24(38-14)40-20(21(26)34)19-18(37-2)17(33)23(39-19)29-8-7-15(31)28-25(29)36/h3-9,13,16-20,23-24,30,32-33H,10H2,1-2H3,(H2,26,34)(H,27,35)(H,28,31,36)/t13-,16-,17+,18-,19-,20+,23+,24+/m0/s1
  • InChiKey: IBRXQHNKYYYTGQ-YEHZMZNXSA-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-(p-tolylmethyl)-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-(p-tolylmethyl)-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-[(4-methylphenyl)methyl]-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-(4-methylbenzyl)-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-[(4-methylphenyl)methyl]-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-[(4-methylphenyl)methyl]-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-[(4-methylphenyl)methyl]-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-(4-methylbenzyl)-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-[(4-methylphenyl)methyl]-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 4-methyl-benzylamide
  • AIDS-189146
  • AIDS189146

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
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 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
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
Brugia malayi Nuclear hormone receptor family member nhr-49 0.0062 0.0338 0.1092
Echinococcus multilocularis FTZ F1 nuclear receptor protein 0.0062 0.0338 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0001 0.0003
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0062 0.0338 0.1092
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.0038 0.0057 0.168
Giardia lamblia UDP-N-acetylglucosamine-dolichyl-phosphateN-acetylglucosaminephosphotransferase 0.0038 0.0057 0.5
Trichomonas vaginalis set domain proteins, putative 0.026 0.2635 0.8474
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0057 0.0183
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0229 0.2269 0.7322
Echinococcus granulosus FTZ F1 nuclear receptor protein 0.0062 0.0338 1
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.0038 0.0057 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-14 0.0062 0.0338 0.1092
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0062 0.0338 0.1092
Schistosoma mansoni thyroid hormone receptor 0.0062 0.0338 0.1092
Loa Loa (eye worm) hypothetical protein 0.0033 0.0001 0.0003
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.0038 0.0057 1
Schistosoma mansoni photoreceptor-specific nuclear receptor related 0.0062 0.0338 0.1092
Schistosoma mansoni nuclear hormone receptor 0.0062 0.0338 0.1092
Echinococcus multilocularis hepatocyte nuclear factor 4 alpha 0.0062 0.0338 1
Brugia malayi Nuclear hormone receptor family member nhr-41 0.0062 0.0338 0.1092
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0062 0.0338 1
Schistosoma mansoni retinoid-x-receptor (RXR) 0.0062 0.0338 0.1092
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0033 0.0001 0.0027
Echinococcus multilocularis Nuclear hormone receptor family member nhr 41 0.0062 0.0338 1
Brugia malayi ecdysteroid receptor 0.0062 0.0338 0.1092
Brugia malayi Nuclear hormone receptor family member nhr-1 0.0062 0.0338 0.1092
Onchocerca volvulus Protein ultraspiracle homolog 0.0062 0.0338 0.1281
Schistosoma mansoni nuclear receptor 2DBD-gamma 0.0062 0.0338 0.1092
Loa Loa (eye worm) hypothetical protein 0.0062 0.0338 0.1092
Echinococcus granulosus ecdysone induced protein 78C 0.0062 0.0338 1
Loa Loa (eye worm) hypothetical protein 0.0062 0.0338 0.1092
Echinococcus multilocularis ecdysone induced protein 78C 0.0062 0.0338 1
Brugia malayi Ligand-binding domain of nuclear hormone receptor family protein 0.0062 0.0338 0.1092
Brugia malayi Pre-SET motif family protein 0.0033 0.0001 0.0003
Echinococcus multilocularis FTZ F1 alpha 0.0062 0.0338 1
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 1 0.5
Brugia malayi nuclear receptor NHR-88 0.0062 0.0338 0.1092
Loa Loa (eye worm) glutaminase 2 0.03 0.3099 1
Loa Loa (eye worm) hypothetical protein 0.0062 0.0338 0.1092
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0062 0.0338 1
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0033 0.0001 0.0003
Loa Loa (eye worm) nuclear hormone receptor family member nhr-1 0.0062 0.0338 0.1092
Echinococcus granulosus hepatocyte nuclear factor 4 alpha 0.0062 0.0338 1
Brugia malayi photoreceptor-specific nuclear receptor 0.0062 0.0338 0.1092
Brugia malayi Nuclear hormone receptor family member nhr-40 0.0062 0.0338 0.1092
Brugia malayi steroid hormone receptor 0.0062 0.0338 0.1092
Brugia malayi Nuclear hormone receptor family member nhr-14 0.0062 0.0338 0.1092
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0057 0.0183
Onchocerca volvulus Steroid hormone receptor family member cnr14 homolog 0.0062 0.0338 0.1281
Onchocerca volvulus 0.026 0.2635 1
Brugia malayi nuclear hormone receptor 0.0062 0.0338 0.1092
Brugia malayi glutaminase DH11.1 0.03 0.3099 1
Schistosoma mansoni FTZ-F1 nuclear receptor-like protein 0.0062 0.0338 0.1092
Echinococcus granulosus COUP TF:Svp nuclear hormone receptor 0.0062 0.0338 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0062 0.0338 0.1092
Loa Loa (eye worm) hypothetical protein 0.0062 0.0338 0.1092
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0062 0.0338 1
Schistosoma mansoni thyroid hormone receptor 0.0062 0.0338 0.1092
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0001 0.0003
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0057 0.5
Loa Loa (eye worm) hypothetical protein 0.0062 0.0338 0.1092
Loa Loa (eye worm) hypothetical protein 0.0062 0.0338 0.1092
Loa Loa (eye worm) nuclear hormone receptor family member nhr-41 0.0062 0.0338 0.1092
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0057 0.5
Echinococcus granulosus FTZ F1 alpha 0.0062 0.0338 1
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.0038 0.0057 0.168
Trichomonas vaginalis glutaminase, putative 0.03 0.3099 1
Echinococcus granulosus nuclear receptor 2DBD gamma 0.0062 0.0338 1
Echinococcus granulosus histone lysine methyltransferase setb 0.0033 0.0001 0.0027
Schistosoma mansoni Tr4/Tr2 (homologue) 0.0062 0.0338 0.1092
Onchocerca volvulus 0.0038 0.0057 0.0212
Schistosoma mansoni RAR-like nuclear receptor 0.0062 0.0338 0.1092
Schistosoma mansoni glutaminase 0.03 0.3099 1
Schistosoma mansoni retinoic acid receptor RXR 0.0062 0.0338 0.1092
Onchocerca volvulus Bile acid receptor homolog 0.0062 0.0338 0.1281
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0057 0.5
Schistosoma mansoni steroid hormone receptor ad4bp 0.0062 0.0338 0.1092
Loa Loa (eye worm) hypothetical protein 0.0062 0.0338 0.1092
Onchocerca volvulus 0.0062 0.0338 0.1281
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0896 1 0.5
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0057 0.5
Echinococcus multilocularis nuclear receptor 2DBD gamma 0.0062 0.0338 1
Loa Loa (eye worm) nuclear Hormone Receptor family member 0.0062 0.0338 0.1092
Loa Loa (eye worm) nuclear hormone receptor family member nhr-49 0.0062 0.0338 0.1092
Brugia malayi Nuclear hormone receptor-like 1 0.0062 0.0338 0.1092
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0033 0.0001 0.0027
Brugia malayi Steroid receptor seven-up type 2 0.0062 0.0338 0.1092
Brugia malayi Nuclear hormone receptor family member nhr-31 0.0062 0.0338 0.1092
Loa Loa (eye worm) steroid hormone receptor 0.0062 0.0338 0.1092
Schistosoma mansoni nuclear hormone receptor nor-1/nor-2 0.0062 0.0338 0.1092
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0057 0.0183
Echinococcus multilocularis COUP TF:Svp nuclear hormone receptor 0.0062 0.0338 1
Brugia malayi Nuclear hormone receptor family member nhr-3 0.0062 0.0338 0.1092
Loa Loa (eye worm) nuclear hormone receptor family member nhr-31 0.0062 0.0338 0.1092
Echinococcus multilocularis thyroid hormone receptor alpha 0.0062 0.0338 1
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0057 0.5
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0341 0.3566 0.5
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0057 0.5
Loa Loa (eye worm) hypothetical protein 0.0062 0.0338 0.1092
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0033 0.0001 0.0003
Echinococcus granulosus Nuclear hormone receptor family member nhr 41 0.0062 0.0338 1
Loa Loa (eye worm) nuclear hormone receptor family member nhr-40 0.0062 0.0338 0.1092
Brugia malayi Pre-SET motif family protein 0.0229 0.2269 0.7322
Loa Loa (eye worm) hypothetical protein 0.0038 0.0057 0.0183
Loa Loa (eye worm) glutaminase 0.03 0.3099 1
Brugia malayi Nuclear hormone receptor family member nhr-25 0.0062 0.0338 0.1092
Mycobacterium ulcerans glutaminase 0.03 0.3099 0.306
Schistosoma mansoni coup transcription factor 0.0062 0.0338 0.1092
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 1 1
Brugia malayi Nuclear hormone receptor family member nhr-19 0.0062 0.0338 0.1092
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0341 0.3566 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1200 ng ml-1 Inhibitory activity against translocase I ChEMBL. 14611838
IC50 (binding) = 1200 ng ml-1 Inhibitory activity against translocase I ChEMBL. 14611838
MIC (functional) = 50 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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