Detailed information for compound 156537

Basic information

Technical information
  • TDR Targets ID: 156537
  • 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-(3 -methylphenyl)-3,4-dihydro-2H-pyran-6-carboxa mide
  • MW: 548.499 | Formula: C24H28N4O11
  • H donors: 6 H acceptors: 7 LogP: -2.39 Rotable bonds: 9
    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)Nc1cccc(c1)C
  • InChi: 1S/C24H28N4O11/c1-10-4-3-5-11(8-10)26-21(34)13-9-12(29)15(31)23(37-13)39-19(20(25)33)18-17(36-2)16(32)22(38-18)28-7-6-14(30)27-24(28)35/h3-9,12,15-19,22-23,29,31-32H,1-2H3,(H2,25,33)(H,26,34)(H,27,30,35)/t12-,15-,16+,17-,18-,19+,22+,23+/m0/s1
  • InChiKey: KTSIYKULIKREDM-RYQUHRKNSA-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-(m-tolyl)-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-(m-tolyl)-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-(3-methylphenyl)-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-(m-tolyl)-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-(3-methylphenyl)-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-(3-methylphenyl)-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-(3-methylphenyl)-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-(3-methylphenyl)-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-(3-methylphenyl)-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 m-tolylamide
  • AIDS-189159
  • AIDS189159

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 tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 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 ulcerans 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
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
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0378 0.8565
Echinococcus granulosus potassium:sodium hyperpolarization activated 0.0008 0.0043 0.0758
Schistosoma mansoni voltage-gated potassium channel 0.0011 0.0084 0.1643
Loa Loa (eye worm) cyclic-nucleotide gated cation channel 0.0008 0.0043 0.0758
Schistosoma mansoni voltage-gated potassium channel 0.0008 0.0043 0.0686
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0008 0.0043 0.0686
Schistosoma mansoni voltage-gated potassium channel 0.0043 0.0439 1
Toxoplasma gondii protein kinase G AGC kinase family member PKG 0.0006 0.0018 0.0094
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 1 1
Loa Loa (eye worm) hypothetical protein 0.0034 0.034 0.8478
Echinococcus granulosus hyperpolarization activated cyclic 0.0008 0.0043 0.0758
Mycobacterium ulcerans undecapaprenyl-phosphate alpha-N-acetylglucosaminyltransferase Rfe 0.0038 0.0378 0.0364
Echinococcus granulosus voltage gated potassium channel 0.0011 0.0084 0.1816
Schistosoma mansoni serine/threonine protein kinase 0.0006 0.0018 0.0081
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.0038 0.0378 1
Loa Loa (eye worm) hypothetical protein 0.0038 0.0378 0.9471
Brugia malayi Cyclic-nucleotide gated cation channel 0.0008 0.0043 0.0758
Echinococcus multilocularis potassium:sodium hyperpolarization activated 0.0008 0.0043 0.0758
Echinococcus granulosus cGMP dependent protein kinase 1 0.0006 0.0018 0.0089
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0011 0.0084 0.1816
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0008 0.0043 0.0686
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.0038 0.0378 0.9471
Echinococcus multilocularis voltage gated potassium channel 0.0011 0.0084 0.1816
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0039 0.0398 1
Echinococcus multilocularis cyclic nucleotide gated cation channel alpha 3 0.0008 0.0043 0.0758
Entamoeba histolytica protein kinase, putative 0.0038 0.038 1
Echinococcus granulosus cyclic nucleotide gated cation channel 0.0008 0.0043 0.0758
Schistosoma mansoni voltage-gated potassium channel 0.0011 0.0084 0.1643
Echinococcus multilocularis cGMP dependent protein kinase 1 0.0006 0.0018 0.0089
Schistosoma mansoni voltage-gated potassium channel 0.0006 0.0026 0.0267
Loa Loa (eye worm) cyclic-nucleotide gated cation channel 0.0008 0.0043 0.0758
Leishmania major protein kinase, putative 0.0006 0.0018 0.0094
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0378 0.9471
Trichomonas vaginalis glucosaminephosphotransferase, putative 0.0038 0.0378 1
Trypanosoma brucei Flagellar Member 6 0.0005 0.0014 0.038
Plasmodium falciparum cGMP-dependent protein kinase 0.0006 0.0018 0.0094
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0378 1
Echinococcus granulosus hyperpolarization activated cyclic 0.0008 0.0043 0.0758
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0008 0.0043 0.0686
Echinococcus multilocularis cGMP dependent protein kinase 1 0.0006 0.0018 0.0089
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0378 1
Entamoeba histolytica protein kinase, putative 0.0038 0.038 1
Schistosoma mansoni serine/threonine protein kinase 0.0038 0.038 0.861
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.0038 0.0378 0.9471
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0039 0.0398 1
Echinococcus multilocularis cyclic nucleotide gated cation channel 0.0008 0.0043 0.0758
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0378 0.8565
Echinococcus granulosus serine:threonine protein kinase Chk2 0.0038 0.038 0.9522
Echinococcus granulosus cyclic nucleotide gated cation channel 0.0008 0.0043 0.0758
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0341 0.3774 1
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0008 0.0043 0.0758
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0039 0.0398 1
Brugia malayi Egg laying defective protein 4 0.0006 0.0018 0.0089
Echinococcus granulosus cGMP dependent protein kinase 1 0.0006 0.0018 0.0089
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0378 1
Echinococcus granulosus cyclic nucleotide gated cation channel alpha 3 0.0008 0.0043 0.0758
Schistosoma mansoni serine/threonine protein kinase 0.0006 0.0018 0.0081
Echinococcus multilocularis expressed conserved protein 0.0006 0.0018 0.0089
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0011 0.0084 0.1816
Onchocerca volvulus 0.0038 0.0378 1
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0378 1
Trypanosoma brucei cAMP binding protein, putative 0.0005 0.0014 0.038
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0896 1 1
Trypanosoma brucei cyclic nucleotide-binding domain containing protein, putative 0.0005 0.0014 0.038
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0037 0.0369 0.9758
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0341 0.3774 1
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.0011 0.0084 0.1816
Trypanosoma brucei cAMP response protein 1, putative 0.0005 0.0014 0.038
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0037 0.0369 0.9758
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0008 0.0043 0.0686
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0039 0.0398 1
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.0038 0.0378 1
Trypanosoma brucei cyclic nucleotide-binding domain containing protein, putative 0.0005 0.0014 0.038
Echinococcus multilocularis serine:threonine protein kinase Chk2 0.0038 0.038 0.9522
Echinococcus granulosus cGMP dependent protein kinase 0.0006 0.0018 0.0089
Loa Loa (eye worm) hypothetical protein 0.0011 0.0084 0.1816
Echinococcus granulosus calcium:calmodulin dependent protein kinase I 0.0038 0.0379 0.9517
Schistosoma mansoni 60S ribosomal protein L21 0.0006 0.0026 0.0267
Trypanosoma brucei protein kinase A regulatory subunit 0.0005 0.0014 0.038
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0008 0.0043 0.08
Schistosoma mansoni serine/threonine protein kinase 0.0006 0.0018 0.0081
Loa Loa (eye worm) AGC/PKG protein kinase 0.0006 0.0018 0.0089
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0378 1
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0008 0.0043 0.0686
Echinococcus multilocularis hyperpolarization activated cyclic 0.0008 0.0043 0.0758
Leishmania major protein kinase, putative 0.0006 0.0018 0.0094
Schistosoma mansoni voltage-gated potassium channel 0.0043 0.0439 1
Giardia lamblia UDP-N-acetylglucosamine-dolichyl-phosphateN-acetylglucosaminephosphotransferase 0.0038 0.0378 1
Echinococcus multilocularis calcium:calmodulin dependent protein kinase I 0.0038 0.0379 0.9517
Echinococcus multilocularis hyperpolarization activated cyclic 0.0008 0.0043 0.0758
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0008 0.0043 0.08

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 7.6 ng ml-1 Inhibitory activity against translocase I ChEMBL. 14611838
IC50 (binding) = 7.6 ng ml-1 Inhibitory activity against translocase I ChEMBL. 14611838
MIC (functional) = 1 ug ml-1 Antimycobacterial activity against M. intracellulare (ATCC1954 E-3) ChEMBL. 14611838
MIC (functional) = 4 ug ml-1 Antimycobacterial activity of the compound against M. avium (NIHJ1605) ChEMBL. 14611838
MIC (functional) = 8 ug ml-1 Antimycobacterial activity against M. kansasii (ATCC12478) ChEMBL. 14611838
MIC (functional) = 12.5 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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