Detailed information for compound 158911

Basic information

Technical information
  • TDR Targets ID: 158911
  • 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 -thiophen-2-ylethyl)-3,4-dihydro-2H-pyran-6-c arboxamide
  • MW: 568.554 | Formula: C23H28N4O11S
  • H donors: 6 H acceptors: 7 LogP: -2.64 Rotable bonds: 11
    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)NCCc1cccs1
  • InChi: 1S/C23H28N4O11S/c1-35-16-15(31)21(27-7-5-13(29)26-23(27)34)37-17(16)18(19(24)32)38-22-14(30)11(28)9-12(36-22)20(33)25-6-4-10-3-2-8-39-10/h2-3,5,7-9,11,14-18,21-22,28,30-31H,4,6H2,1H3,(H2,24,32)(H,25,33)(H,26,29,34)/t11-,14-,15+,16-,17-,18+,21+,22+/m0/s1
  • InChiKey: KFBHVUQOWCZOEX-KQSVRIFWSA-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-(2-thienyl)ethyl]-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-(2-thienyl)ethyl]-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-thiophen-2-ylethyl)-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-(2-thienyl)ethyl]-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-thiophen-2-ylethyl)-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-(2-thienyl)ethyl]-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-(2-thienyl)ethyl]-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-(2-thienyl)ethyl]-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-thiophen-2-ylethyl)-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-thiophen-2-yl-ethyl)-amide
  • AIDS-189143
  • AIDS189143

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
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
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
Chlamydia trachomatis 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
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
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0069 0.5
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0372 0.2104
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0184 0.1767 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0184 0.1767 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0184 0.1767 1
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0069 0.0389
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0184 0.1767 0.7488
Onchocerca volvulus 0.0236 0.236 1
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0341 0.3574 0.5
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0896 1 0.5
Brugia malayi Pax transcription factor protein 2 0.0236 0.236 1
Echinococcus multilocularis tar DNA binding protein 0.0064 0.0372 0.2104
Loa Loa (eye worm) hypothetical protein 0.0068 0.0425 0.1802
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0069 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.01 0.0792 0.3355
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.0038 0.0069 0.0389
Loa Loa (eye worm) hypothetical protein 0.0038 0.0069 0.0291
Schistosoma mansoni hypothetical protein 0.0068 0.0425 0.2407
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0372 0.2104
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 1 1
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0069 0.5
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 1 0.5
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0069 0.0389
Brugia malayi RNA binding protein 0.0064 0.0372 0.1576
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0372 0.2104
Brugia malayi Calcitonin receptor-like protein seb-1 0.01 0.0792 0.3355
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0069 0.5
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0184 0.1767 1
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.0038 0.0069 0.0389
Brugia malayi latrophilin 2 splice variant baaae 0.0068 0.0425 0.1802
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0372 0.2104
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0069 0.0291
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0341 0.3574 0.5
Loa Loa (eye worm) hypothetical protein 0.01 0.0792 0.3355
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0069 0.5
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0064 0.0372 0.1576
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0184 0.1767 1
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.0038 0.0069 0.5
Loa Loa (eye worm) TAR-binding protein 0.0064 0.0372 0.1576
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0069 0.5
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.01 0.0792 0.3355
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.0038 0.0069 0.5
Schistosoma mansoni tar DNA-binding protein 0.0064 0.0372 0.2104
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0184 0.1767 1
Brugia malayi TAR-binding protein 0.0064 0.0372 0.1576
Giardia lamblia UDP-N-acetylglucosamine-dolichyl-phosphateN-acetylglucosaminephosphotransferase 0.0038 0.0069 0.5
Loa Loa (eye worm) RNA binding protein 0.0064 0.0372 0.1576
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0184 0.1767 1
Loa Loa (eye worm) pax transcription factor protein 2 0.0236 0.236 1
Echinococcus granulosus tar DNA binding protein 0.0064 0.0372 0.2104
Trichomonas vaginalis glucosaminephosphotransferase, putative 0.0038 0.0069 0.5
Brugia malayi RNA recognition motif domain containing protein 0.0064 0.0372 0.1576
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0184 0.1767 0.7488

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 13 ng ml-1 Inhibitory activity against translocase I ChEMBL. 14611838
IC50 (binding) = 13 ng ml-1 Inhibitory activity against translocase I ChEMBL. 14611838
MIC (functional) = 25 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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