Detailed information for compound 159188

Basic information

Technical information
  • TDR Targets ID: 159188
  • Name: methyl (2S,3S,4S)-2-[(1R)-2-amino-1-[(2S,3S,4 R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-3 -methoxyoxolan-2-yl]-2-oxoethoxy]-3,4-dihydro xy-3,4-dihydro-2H-pyran-6-carboxylate
  • MW: 473.388 | Formula: C18H23N3O12
  • H donors: 5 H acceptors: 7 LogP: -3.73 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • 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)OC
  • InChi: 1S/C18H23N3O12/c1-29-11-10(25)15(21-4-3-8(23)20-18(21)28)32-12(11)13(14(19)26)33-17-9(24)6(22)5-7(31-17)16(27)30-2/h3-6,9-13,15,17,22,24-25H,1-2H3,(H2,19,26)(H,20,23,28)/t6-,9-,10+,11-,12-,13+,15+,17+/m0/s1
  • InChiKey: PURGDQCDJJEGGD-PTRINMDFSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • methyl (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-3,4-dihydro-2H-pyran-6-carboxylate
  • (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-3,4-dihydro-2H-pyran-6-carboxylic acid methyl ester
  • methyl (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-3,4-dihydro-2H-pyran-6-carboxylate
  • (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-3,4-dihydro-2H-pyran-6-carboxylic acid methyl ester
  • methyl (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-5,6-dihydro-4H-pyran-2-carboxylate
  • methyl (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-5,6-dihydro-4H-pyran-2-carboxylate
  • (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-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester
  • (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-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester
  • methyl (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-5,6-dihydro-4H-pyran-2-carboxylate
  • A-500359 E
  • AIDS-169121
  • AIDS169121
  • Methyl 6-{[(2S,3S,4R,5R)-5-(2,4-dioxo(1,3-dihydropyrimidinyl))-4-hydroxy-3-methoxyoxolan-2-yl]carbamoylmethoxy}(4S,5S,6S)-4,5-dihydroxy-4H-5,6-dihydropyran-2-carboxylate

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
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
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
Echinococcus granulosus tyrosyl DNA phosphodiesterase 1 0.0066 0.0505 0.5434
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0047 0.0283 0.0233
Leishmania major tyrosyl-DNA phosphodiesterase 1 0.0066 0.0505 0.5755
Mycobacterium ulcerans undecapaprenyl-phosphate alpha-N-acetylglucosaminyltransferase Rfe 0.0038 0.018 0.018
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.0099 0.0878 1
Echinococcus multilocularis lysine specific demethylase 5A 0.0033 0.0127 0.0715
Echinococcus granulosus transcription factor Dp 1 0.0038 0.0187 0.1536
Echinococcus multilocularis tyrosyl DNA phosphodiesterase 1 0.0066 0.0505 0.483
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0034 0.0135 0.0795
Echinococcus multilocularis mitogen activated protein kinase 3 0.0099 0.0878 0.8889
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0066 0.0505 0.4658
Loa Loa (eye worm) hypothetical protein 0.0857 0.9556 1
Entamoeba histolytica hypothetical protein 0.0034 0.0135 0.2666
Trypanosoma brucei mitogen activated protein kinase 4, putative 0.0099 0.0878 1
Schistosoma mansoni jumonji/arid domain-containing protein 0.0033 0.0127 0.0715
Trypanosoma brucei protein kinase, putative 0.0099 0.0878 1
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.018 0.0125
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.0038 0.018 0.1452
Loa Loa (eye worm) hypothetical protein 0.0181 0.1816 0.1847
Trypanosoma cruzi mitogen activated protein kinase 2, putative 0.0099 0.0878 1
Echinococcus multilocularis jumonji domain containing protein 0.0038 0.0184 0.133
Loa Loa (eye worm) tyrosyl-DNA phosphodiesterase 0.0066 0.0505 0.0467
Toxoplasma gondii CMGC kinase, MAPK family (ERK) MAPK-1 0.0099 0.0878 1
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.018 0.129
Loa Loa (eye worm) hypothetical protein 0.0047 0.0284 0.0235
Echinococcus multilocularis L aminoadipate semialdehyde 0.0078 0.0639 0.6289
Loa Loa (eye worm) CMGC/MAPK/ERK1 protein kinase 0.0099 0.0878 0.086
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.018 1
Schistosoma mansoni serine/threonine protein kinase 0.0099 0.0878 0.8889
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 1 1
Brugia malayi jmjC domain containing protein 0.0033 0.0127 0.0069
Onchocerca volvulus 0.0038 0.018 0.0125
Loa Loa (eye worm) hypothetical protein 0.0078 0.0639 0.0608
Loa Loa (eye worm) RNA binding protein 0.0059 0.0427 0.0385
Loa Loa (eye worm) jmjC domain-containing protein 0.0056 0.0394 0.035
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.0038 0.018 0.2052
Leishmania major mitogen activated protein kinase 4, putative;with=GeneDB:LmxM19.1440 0.0099 0.0878 1
Schistosoma mansoni tar DNA-binding protein 0.0059 0.0427 0.3983
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0089 0.0771 0.8692
Entamoeba histolytica hypothetical protein 0.0034 0.0135 0.2666
Brugia malayi aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase 0.0078 0.0639 0.0608
Leishmania major mitogen activated protein kinase, putative,map kinase, putative 0.0099 0.0878 1
Loa Loa (eye worm) hypothetical protein 0.0857 0.9556 1
Echinococcus granulosus jumonji domain containing protein 0.0038 0.0184 0.1496
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.0038 0.018 1
Schistosoma mansoni jumonji/arid domain-containing protein 0.0033 0.0127 0.0715
Trichomonas vaginalis CMGC family protein kinase 0.0099 0.0878 1
Trichomonas vaginalis CMGC family protein kinase 0.0099 0.0878 1
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0034 0.0135 0.0894
Echinococcus multilocularis Protein lozenge 0.0108 0.098 1
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0341 0.3646 1
Toxoplasma gondii PHD-finger domain-containing protein 0.0027 0.0062 0.0703
Trypanosoma brucei tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0066 0.0505 0.5755
Brugia malayi Calcitonin receptor-like protein seb-1 0.0047 0.0283 0.0233
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0896 1 1
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0341 0.3646 1
Schistosoma mansoni tyrosyl-DNA phosphodiesterase 0.0066 0.0505 0.483
Schistosoma mansoni tar DNA-binding protein 0.0059 0.0427 0.3983
Brugia malayi hypothetical protein 0.0857 0.9556 1
Echinococcus multilocularis mitogen activated protein kinase 0.0099 0.0878 0.8889
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0059 0.0427 0.0385
Loa Loa (eye worm) hypothetical protein 0.0038 0.018 0.0125
Schistosoma mansoni hypothetical protein 0.0034 0.0135 0.0795
Onchocerca volvulus Rap guanine nucleotide exchange factor 1 homolog 0.0181 0.1816 0.1847
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.018 0.3567
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.018 0.129
Trichomonas vaginalis CMGC family protein kinase 0.0099 0.0878 1
Entamoeba histolytica hypothetical protein 0.0034 0.0135 0.2666
Loa Loa (eye worm) runx1 0.0108 0.098 0.0967
Brugia malayi hypothetical protein 0.0034 0.0135 0.0077
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.0038 0.018 0.129
Trypanosoma cruzi mitogen activated protein kinase 4, putative 0.0099 0.0878 1
Brugia malayi RNA recognition motif domain containing protein 0.0059 0.0427 0.0385
Brugia malayi latrophilin 2 splice variant baaae 0.0032 0.0114 0.0055
Entamoeba histolytica hypothetical protein 0.0034 0.0135 0.2666
Brugia malayi Tyrosyl-DNA phosphodiesterase family protein 0.0066 0.0505 0.0467
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0047 0.0283 0.0233
Echinococcus granulosus L aminoadipate semialdehyde 0.0078 0.0639 0.7075
Loa Loa (eye worm) hypothetical protein 0.0047 0.0283 0.0233
Plasmodium falciparum phd finger protein, putative 0.0027 0.0062 0.3425
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.0099 0.0878 1
Giardia lamblia UDP-N-acetylglucosamine-dolichyl-phosphateN-acetylglucosaminephosphotransferase 0.0038 0.018 0.1452
Plasmodium vivax hypothetical protein, conserved 0.0027 0.0062 0.3425
Schistosoma mansoni hypothetical protein 0.0032 0.0114 0.0574
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.018 0.2052
Schistosoma mansoni tar DNA-binding protein 0.0059 0.0427 0.3983
Trypanosoma cruzi tyrosyl-DNA Phosphodiesterase (Tdp1), putative 0.0066 0.0505 0.4658
Brugia malayi jmjC domain containing protein 0.0089 0.0771 0.0747
Giardia lamblia Kinase, CMGC MAPK 0.0099 0.0878 1
Echinococcus granulosus mitogen activated protein kinase 3 0.0099 0.0878 1
Schistosoma mansoni aminoadipate-semialdehyde dehydrogenase 0.0078 0.0639 0.6289
Echinococcus multilocularis transcription factor Dp 1 0.0038 0.0187 0.1366
Trichomonas vaginalis CMGC family protein kinase 0.0099 0.0878 1
Brugia malayi TAR-binding protein 0.0059 0.0427 0.0385
Echinococcus granulosus lysine specific demethylase 5A 0.0033 0.0127 0.0804
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0089 0.0771 0.7727
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 1 1
Loa Loa (eye worm) jmjC domain-containing protein 0.0033 0.0127 0.0069
Echinococcus granulosus mitogen activated protein kinase 0.0099 0.0878 1
Entamoeba histolytica tyrosyl-DNA phosphodiesterase, putative 0.0066 0.0505 1
Schistosoma mansoni tar DNA-binding protein 0.0059 0.0427 0.3983
Brugia malayi N-terminal motif family protein 0.0181 0.1816 0.1847
Brugia malayi MAP kinase sur-1 0.0099 0.0878 0.086
Schistosoma mansoni jumonji domain containing protein 0.0071 0.0561 0.5441
Toxoplasma gondii PHD-finger domain-containing protein 0.0027 0.0062 0.0703
Loa Loa (eye worm) TAR-binding protein 0.0059 0.0427 0.0385
Schistosoma mansoni tar DNA-binding protein 0.0059 0.0427 0.3983
Brugia malayi RNA binding protein 0.0059 0.0427 0.0385
Schistosoma mansoni transcription factor LCR-F1 0.0034 0.0135 0.0795
Onchocerca volvulus 0.0078 0.0639 0.0608
Echinococcus multilocularis tar DNA binding protein 0.0059 0.0427 0.3983
Schistosoma mansoni lozenge 0.0108 0.098 1
Echinococcus granulosus tar DNA binding protein 0.0059 0.0427 0.4481
Loa Loa (eye worm) hypothetical protein 0.0032 0.0114 0.0055
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.018 0.2052
Onchocerca volvulus 0.0857 0.9556 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 27 ng ml-1 Inhibitory activity against translocase I ChEMBL. 14611838
IC50 (binding) = 27 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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.