Detailed information for compound 158599

Basic information

Technical information
  • TDR Targets ID: 158599
  • 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 -propylphenyl)-3,4-dihydro-2H-pyran-6-carboxa mide
  • MW: 576.552 | Formula: C26H32N4O11
  • H donors: 6 H acceptors: 7 LogP: -1.41 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 3
  • SMILES: CCCc1ccc(cc1)NC(=O)C1=C[C@@H]([C@@H]([C@H](O1)O[C@H]([C@H]1O[C@H]([C@@H]([C@@H]1OC)O)n1ccc(=O)[nH]c1=O)C(=O)N)O)O
  • InChi: 1S/C26H32N4O11/c1-3-4-12-5-7-13(8-6-12)28-23(36)15-11-14(31)17(33)25(39-15)41-21(22(27)35)20-19(38-2)18(34)24(40-20)30-10-9-16(32)29-26(30)37/h5-11,14,17-21,24-25,31,33-34H,3-4H2,1-2H3,(H2,27,35)(H,28,36)(H,29,32,37)/t14-,17-,18+,19-,20-,21+,24+,25+/m0/s1
  • InChiKey: KQFMMVSRPOGDFS-QNFDJTDDSA-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-(4-propylphenyl)-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-(4-propylphenyl)-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-propylphenyl)-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-propylphenyl)-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-propylphenyl)-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-propylphenyl)-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-propylphenyl)-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-propylphenyl)-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-propylphenyl)-5,6-dihydro-4H-pyran-2-carboxamide
  • AIDS189164
  • (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-propyl-phenyl)-amide
  • AIDS-189164

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 leprae 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
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 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
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
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 Smad4 0.0025 0.0154 0.0314
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0301 1
Brugia malayi isocitrate dehydrogenase 0.0016 0.0052 0.0106
Brugia malayi MH2 domain containing protein 0.0361 0.3954 0.8067
Schistosoma mansoni hypothetical protein 0.0064 0.0599 0.1221
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0341 0.3724 0.5
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0016 0.0052 0.0106
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0016 0.0052 0.0106
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0064 0.0599 0.1221
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0064 0.0599 0.1221
Schistosoma mansoni TGF-beta signal transducer Smad2 0.0025 0.0154 0.0314
Brugia malayi N-terminal motif family protein 0.0183 0.1939 0.3955
Schistosoma mansoni smad1 5 8 and 0.0025 0.0154 0.0314
Brugia malayi RNA recognition motif domain containing protein 0.0445 0.4902 1
Loa Loa (eye worm) hypothetical protein 0.0183 0.1939 0.3955
Loa Loa (eye worm) hypothetical protein 0.0064 0.0599 0.1221
Loa Loa (eye worm) hypothetical protein 0.0202 0.216 0.4406
Loa Loa (eye worm) hypothetical protein 0.0038 0.0301 0.0614
Echinococcus multilocularis tar DNA binding protein 0.0445 0.4902 1
Schistosoma mansoni tar DNA-binding protein 0.0445 0.4902 1
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.0038 0.0301 1
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0016 0.0052 0.0106
Brugia malayi Smad1 0.0025 0.0154 0.0314
Schistosoma mansoni tar DNA-binding protein 0.0445 0.4902 1
Loa Loa (eye worm) RNA binding protein 0.0445 0.4902 1
Schistosoma mansoni smad1 5 8 and 0.0025 0.0154 0.0314
Loa Loa (eye worm) transcription factor SMAD2 0.0361 0.3954 0.8067
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 1 1
Brugia malayi MH2 domain containing protein 0.0025 0.0154 0.0314
Brugia malayi RNA binding protein 0.0445 0.4902 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0361 0.3954 0.8067
Loa Loa (eye worm) nuclear factor I 0.0014 0.0029 0.006
Echinococcus granulosus smad 0.0025 0.0154 0.0314
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0301 1
Brugia malayi TAR-binding protein 0.0445 0.4902 1
Schistosoma mansoni smad1 5 8 and 0.0025 0.0154 0.0314
Brugia malayi MH1 domain containing protein 0.0014 0.0029 0.006
Echinococcus multilocularis Smad4 0.0025 0.0154 0.0314
Echinococcus granulosus GPCR family 2 0.0064 0.0599 0.1221
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0016 0.0052 0.0106
Onchocerca volvulus Rap guanine nucleotide exchange factor 1 homolog 0.0183 0.1939 1
Trichomonas vaginalis glucosaminephosphotransferase, putative 0.0038 0.0301 0.5
Echinococcus granulosus tar DNA binding protein 0.0445 0.4902 1
Onchocerca volvulus 0.0038 0.0301 0.1552
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0064 0.0599 0.1221
Giardia lamblia UDP-N-acetylglucosamine-dolichyl-phosphateN-acetylglucosaminephosphotransferase 0.0038 0.0301 0.5
Echinococcus multilocularis TGF beta signal transducer SmadC 0.0025 0.0154 0.0314
Echinococcus multilocularis GPCR, family 2 0.0064 0.0599 0.1221
Schistosoma mansoni hypothetical protein 0.0064 0.0599 0.1221
Brugia malayi latrophilin 2 splice variant baaae 0.0138 0.1437 0.2932
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.0038 0.0301 1
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0301 1
Loa Loa (eye worm) hypothetical protein 0.0014 0.0029 0.006
Brugia malayi Calcitonin receptor-like protein seb-1 0.0202 0.216 0.4406
Echinococcus granulosus mothers against decapentaplegic 5 0.0025 0.0154 0.0314
Loa Loa (eye worm) TAR-binding protein 0.0445 0.4902 1
Brugia malayi MH2 domain containing protein 0.0025 0.0154 0.0314
Loa Loa (eye worm) Smad1 0.0025 0.0154 0.0314
Echinococcus multilocularis smad 0.0025 0.0154 0.0314
Schistosoma mansoni tar DNA-binding protein 0.0445 0.4902 1
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0301 0.0614
Loa Loa (eye worm) latrophilin receptor protein 2 0.0064 0.0599 0.1221
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0301 1
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0301 0.0614
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.0038 0.0301 0.0614
Schistosoma mansoni tar DNA-binding protein 0.0445 0.4902 1
Schistosoma mansoni Smad4 0.0025 0.0154 0.0314
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0896 1 1
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.0038 0.0301 0.0614
Echinococcus multilocularis mothers against decapentaplegic 5 0.0025 0.0154 0.0314
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 1 0.5
Brugia malayi MH1 domain containing protein 0.0025 0.0154 0.0314
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0301 1
Loa Loa (eye worm) isocitrate dehydrogenase 0.0016 0.0052 0.0106
Brugia malayi MH1 domain containing protein 0.0014 0.0029 0.006
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0445 0.4902 1
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0301 0.5
Schistosoma mansoni hypothetical protein 0.0064 0.0599 0.1221
Brugia malayi Isocitrate dehydrogenase 0.0016 0.0052 0.0106
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0202 0.216 0.4406
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0341 0.3724 0.5
Schistosoma mansoni hypothetical protein 0.0064 0.0599 0.1221
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0064 0.0599 0.1221
Brugia malayi MH1 domain containing protein 0.0025 0.0154 0.0314
Echinococcus granulosus TGF beta signal transducer SmadC 0.0025 0.0154 0.0314
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0301 0.0614
Loa Loa (eye worm) MH1 domain-containing protein 0.0025 0.0154 0.0314
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0064 0.0599 0.1221
Brugia malayi Latrophilin receptor protein 2 0.0064 0.0599 0.1221
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0016 0.0052 0.0106
Schistosoma mansoni hypothetical protein 0.0138 0.1437 0.2932
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0016 0.0052 0.0106
Loa Loa (eye worm) hypothetical protein 0.0138 0.1437 0.2932
Schistosoma mansoni tar DNA-binding protein 0.0445 0.4902 1
Schistosoma mansoni smad 0.0025 0.0154 0.0314
Loa Loa (eye worm) MH2 domain-containing protein 0.0025 0.0154 0.0314
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0202 0.216 0.4406
Echinococcus multilocularis isocitrate dehydrogenase 0.0016 0.0052 0.0106

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 31 ng ml-1 Inhibitory activity against translocase I ChEMBL. 14611838
IC50 (binding) = 31 ng ml-1 Inhibitory activity against translocase I 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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