Detailed information for compound 157314

Basic information

Technical information
  • TDR Targets ID: 157314
  • 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]-N-(4-tert-butyl-1, 3-thiazol-2-yl)-3,4-dihydroxy-3,4-dihydro-2H- pyran-6-carboxamide
  • MW: 597.595 | Formula: C24H31N5O11S
  • H donors: 6 H acceptors: 8 LogP: -1.68 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)Nc1scc(n1)C(C)(C)C
  • InChi: 1S/C24H31N5O11S/c1-24(2,3)11-8-41-22(26-11)28-19(35)10-7-9(30)13(32)21(38-10)40-17(18(25)34)16-15(37-4)14(33)20(39-16)29-6-5-12(31)27-23(29)36/h5-9,13-17,20-21,30,32-33H,1-4H3,(H2,25,34)(H,26,28,35)(H,27,31,36)/t9-,13-,14+,15-,16-,17+,20+,21+/m0/s1
  • InChiKey: LCQWKPWPNWSSBL-LGARMCAYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

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]-N-(4-tert-butylthiazol-2-yl)-3,4-dihydroxy-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]-N-(4-tert-butyl-2-thiazolyl)-3,4-dihydroxy-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]-N-(4-tert-butyl-1,3-thiazol-2-yl)-3,4-dihydroxy-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]-N-(4-tert-butylthiazol-2-yl)-3,4-dihydroxy-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]-N-(4-tert-butyl-1,3-thiazol-2-yl)-4,5-dihydroxy-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]-N-(4-tert-butylthiazol-2-yl)-4,5-dihydroxy-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]-N-(4-tert-butyl-2-thiazolyl)-4,5-dihydroxy-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]-N-(4-tert-butylthiazol-2-yl)-4,5-dihydroxy-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]-N-(4-tert-butyl-1,3-thiazol-2-yl)-4,5-dihydroxy-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-tert!-butyl-thiazol-2-yl)-amide
  • AIDS-189180
  • AIDS189180

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
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 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
Chlamydia trachomatis 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
Trypanosoma cruzi mitogen activated protein kinase 4, putative 0.006 0.0438 1
Trichomonas vaginalis CMGC family protein kinase 0.006 0.0438 1
Echinococcus multilocularis mitogen activated protein kinase 3 0.006 0.0438 0.2939
Brugia malayi Ubiquitin carboxyl-terminal hydrolase family protein 0.0043 0.0239 0.0854
Trypanosoma brucei cytochrome P450, putative 0.0026 0.0054 0.1236
Trichomonas vaginalis CMGC family protein kinase 0.006 0.0438 1
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.0038 0.0182 0.1223
Echinococcus multilocularis nuclear factor of activated T cells 5 0.0152 0.1491 1
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0267 0.2804 1
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0182 0.065
Trichomonas vaginalis CMGC family protein kinase 0.006 0.0438 1
Leishmania major ubiquitin hydrolase, putative,cysteine peptidase, Clan CA, family C19, putative 0.0043 0.0239 0.5465
Entamoeba histolytica ubiquitin carboxyl-terminal hydrolase domain containing protein 0.0043 0.0239 1
Echinococcus multilocularis ubiquitin carboxyl terminal hydrolase 8 0.0043 0.0239 0.1606
Trichomonas vaginalis CMGC family protein kinase 0.006 0.0438 1
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0182 1
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0341 0.3647 1
Trypanosoma cruzi mitogen activated protein kinase 2, putative 0.006 0.0438 1
Giardia lamblia Ubiquitin carboxyl-terminal hydrolase 4 0.0043 0.0239 0.5465
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0026 0.0054 0.0054
Loa Loa (eye worm) cytochrome P450 family protein 0.006 0.0442 0.1575
Brugia malayi Cytochrome P450 family protein 0.0026 0.0054 0.0193
Echinococcus granulosus ubiquitin specific protease 41 0.0043 0.0239 0.1606
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.006 0.0438 1
Onchocerca volvulus 0.0038 0.0182 0.5
Brugia malayi Cytochrome P450 family protein 0.006 0.0442 0.1575
Trypanosoma cruzi cytochrome P450, putative 0.0026 0.0054 0.1236
Echinococcus multilocularis ubiquitin specific protease 41 0.0043 0.0239 0.1606
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.006 0.0438 1
Schistosoma mansoni ubiquitin-specific peptidase 2 (C19 family) 0.0043 0.0239 0.5465
Trichomonas vaginalis conserved hypothetical protein 0.0043 0.0239 0.5465
Echinococcus multilocularis Peptidase C19, ubiquitin carboxyl terminal hydrolase 2 0.0043 0.0239 0.1606
Trypanosoma brucei protein kinase, putative 0.006 0.0438 1
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.0038 0.0182 0.4162
Trichomonas vaginalis glucosaminephosphotransferase, putative 0.0038 0.0182 0.4162
Toxoplasma gondii CMGC kinase, MAPK family (ERK) MAPK-1 0.006 0.0438 1
Echinococcus granulosus mitogen activated protein kinase 0.006 0.0438 0.2939
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 1 1
Leishmania major cytochrome p450-like protein 0.0026 0.0054 0.1236
Brugia malayi follicle stimulating hormone receptor 0.0267 0.2804 1
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0182 0.4162
Loa Loa (eye worm) cytochrome P450 family protein 0.0026 0.0054 0.0193
Schistosoma mansoni serine/threonine protein kinase 0.006 0.0438 1
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0896 1 1
Trypanosoma cruzi cytochrome P450, putative 0.0026 0.0054 0.1236
Mycobacterium ulcerans undecapaprenyl-phosphate alpha-N-acetylglucosaminyltransferase Rfe 0.0038 0.0182 0.0182
Trichomonas vaginalis Clan CA, family C19, ubiquitin hydrolase-like cysteine peptidase 0.0043 0.0239 0.5465
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0182 0.4162
Echinococcus granulosus Peptidase C19 ubiquitin carboxyl terminal hydrolase 2 0.0043 0.0239 0.1606
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 1 1
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0182 0.4162
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0182 0.7615
Loa Loa (eye worm) cytochrome P450 family protein 0.0026 0.0054 0.0193
Trypanosoma brucei ubiquitin carboxyl-terminal hydrolase, putative 0.0043 0.0239 0.5465
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0182 0.4162
Loa Loa (eye worm) hypothetical protein 0.0038 0.0182 0.065
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.0038 0.0182 0.1223
Brugia malayi MAP kinase sur-1 0.006 0.0438 0.1563
Giardia lamblia UDP-N-acetylglucosamine-dolichyl-phosphateN-acetylglucosaminephosphotransferase 0.0038 0.0182 0.4162
Echinococcus multilocularis mitogen activated protein kinase 0.006 0.0438 0.2939
Loa Loa (eye worm) CYP4Cod1 0.0026 0.0054 0.0193
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0182 0.4162
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0341 0.3647 0.5
Echinococcus granulosus mitogen activated protein kinase 3 0.006 0.0438 0.2939
Loa Loa (eye worm) CMGC/MAPK/ERK1 protein kinase 0.006 0.0438 0.1563
Trypanosoma brucei mitogen activated protein kinase 4, putative 0.006 0.0438 1
Echinococcus granulosus ubiquitin carboxyl terminal hydrolase 8 0.0043 0.0239 0.1606
Leishmania major mitogen activated protein kinase, putative,map kinase, putative 0.006 0.0438 1
Brugia malayi Cytochrome P450 family protein 0.0026 0.0054 0.0193
Giardia lamblia Kinase, CMGC MAPK 0.006 0.0438 1
Leishmania major mitogen activated protein kinase 4, putative;with=GeneDB:LmxM19.1440 0.006 0.0438 1
Trypanosoma cruzi ubiquitin carboxyl-terminal hydrolase, putative 0.0043 0.0239 0.5465
Schistosoma mansoni ubiquitin-specific peptidase 8 (C19 family) 0.0043 0.0239 0.5465
Trichomonas vaginalis Clan CA, family C19, ubiquitin hydrolase-like cysteine peptidase 0.0043 0.0239 0.5465
Echinococcus granulosus nuclear factor of activated T cells 5 0.0152 0.1491 1
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0182 0.4162
Trypanosoma cruzi ubiquitin carboxyl-terminal hydrolase, putative 0.0043 0.0239 0.5465
Loa Loa (eye worm) hypothetical protein 0.0043 0.0239 0.0854
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.0038 0.0182 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 15 ng ml-1 Inhibitory activity against translocase I ChEMBL. 14611838
IC50 (binding) = 15 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.