Detailed information for compound 159185

Basic information

Technical information
  • TDR Targets ID: 159185
  • 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-cyclohexyl-3,4-d ihydroxy-3,4-dihydro-2H-pyran-6-carboxamide
  • MW: 540.52 | Formula: C23H32N4O11
  • H donors: 6 H acceptors: 7 LogP: -2.5 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)NC1CCCCC1
  • InChi: 1S/C23H32N4O11/c1-35-16-15(31)21(27-8-7-13(29)26-23(27)34)37-17(16)18(19(24)32)38-22-14(30)11(28)9-12(36-22)20(33)25-10-5-3-2-4-6-10/h7-11,14-18,21-22,28,30-31H,2-6H2,1H3,(H2,24,32)(H,25,33)(H,26,29,34)/t11-,14-,15+,16-,17-,18+,21+,22+/m0/s1
  • InChiKey: LZTUVQPZVBJUHD-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]-N-cyclohexyl-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-cyclohexyl-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-cyclohexyl-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-cyclohexyl-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-cyclohexyl-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-cyclohexyl-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-cyclohexyl-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-cyclohexyl-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-cyclohexyl-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 cyclohexylamide
  • AIDS-189119
  • AIDS189119

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
Mycobacterium ulcerans 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 leprae Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 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 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 suppression of tumorigenicity 18 protein 0.0061 0.0469 0.0836
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0235 0.2407 0.8091
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0206 0.0371
Brugia malayi Bromodomain containing protein 0.0043 0.0268 0.0587
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0206 0.5
Loa Loa (eye worm) hypothetical protein 0.0054 0.0386 0.1276
Schistosoma mansoni hypothetical protein 0.0191 0.192 0.5584
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0341 0.3592 0.5
Echinococcus granulosus GPCR family 2 0.0036 0.0183 0.0325
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0206 0.5
Trichomonas vaginalis set domain proteins, putative 0.0267 0.2769 1
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0034 0.0161 0.0161
Echinococcus granulosus neuropeptide s receptor 0.0521 0.561 1
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0208 0.2114 0.2114
Schistosoma mansoni hypothetical protein 0.0036 0.0183 0.0531
Loa Loa (eye worm) hypothetical protein 0.0036 0.0183 0.059
Loa Loa (eye worm) hypothetical protein 0.0267 0.2764 0.9295
Loa Loa (eye worm) mbt repeat family protein 0.0054 0.0386 0.1276
Echinococcus granulosus SAM and MBT domain containing protein 0.0054 0.0386 0.0688
Schistosoma mansoni hypothetical protein 0.0036 0.0183 0.0531
Brugia malayi Pre-SET motif family protein 0.0034 0.0161 0.0217
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0206 0.5
Loa Loa (eye worm) hypothetical protein 0.008 0.0676 0.2254
Brugia malayi mbt repeat family protein 0.0054 0.0386 0.0999
Brugia malayi mbt repeat family protein 0.0054 0.0386 0.0999
Loa Loa (eye worm) hypothetical protein 0.0046 0.0298 0.098
Schistosoma mansoni scm-relatedprotein containing 4 mbt domains (sfmbt) 0.0054 0.0386 0.1123
Mycobacterium leprae Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0896 0.98 0.5
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 0.98 1
Echinococcus granulosus neuropeptide receptor A26 0.0521 0.561 1
Echinococcus multilocularis SAM and MBT domain containing protein 0.0054 0.0386 0.0386
Loa Loa (eye worm) hypothetical protein 0.0043 0.0269 0.088
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0036 0.0183 0.0291
Echinococcus multilocularis survival motor neuron protein 1 0.0267 0.2764 0.2764
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0341 0.3592 0.5
Loa Loa (eye worm) PHD-finger family protein 0.0023 0.0045 0.0126
Schistosoma mansoni sex comb on midleg homolog 0.0054 0.0386 0.1123
Schistosoma mansoni hypothetical protein 0.0191 0.192 0.5584
Echinococcus granulosus 5'partial|histone lysine N methyltransferase SETDB2 0.0032 0.0147 0.0263
Onchocerca volvulus 0.0267 0.2769 1
Giardia lamblia UDP-N-acetylglucosamine-dolichyl-phosphateN-acetylglucosaminephosphotransferase 0.0038 0.0206 0.5
Loa Loa (eye worm) hypothetical protein 0.0061 0.0469 0.1556
Echinococcus multilocularis neuropeptide receptor A26 0.0521 0.561 0.561
Brugia malayi latrophilin 2 splice variant baaae 0.0077 0.0644 0.1896
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0206 0.0598
Schistosoma mansoni bromodomain containing protein 0.0071 0.0582 0.1694
Schistosoma mansoni sex comb on midleg homolog 0.0054 0.0386 0.1123
Schistosoma mansoni hypothetical protein 0.0036 0.0183 0.0531
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0206 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0112 0.1041 0.3485
Loa Loa (eye worm) hypothetical protein 0.0048 0.0322 0.1061
Echinococcus granulosus polycomb protein SCMH1 0.0054 0.0386 0.0688
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.0034 0.0161 0.0469
Brugia malayi C2-HC type zinc finger protein C.e-MyT1 0.0061 0.0469 0.1288
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0206 0.5
Schistosoma mansoni hypothetical protein 0.0077 0.0644 0.1872
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0208 0.2114 0.3769
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.0038 0.0206 0.0366
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 0.98 0.5
Echinococcus multilocularis zinc finger protein 0.0022 0.0032 0.0032
Schistosoma mansoni acetyl-CoA C-acetyltransferase 0.0025 0.0069 0.0201
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.0038 0.0206 0.0206
Brugia malayi Calcitonin receptor-like protein seb-1 0.0112 0.1041 0.3278
Schistosoma mansoni zinc finger protein 0.0022 0.0032 0.0092
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0041 0.0238 0.0238
Loa Loa (eye worm) MBCTL1 0.0061 0.0469 0.1556
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0041 0.0238 0.0424
Onchocerca volvulus 0.0054 0.0393 0.0888
Schistosoma mansoni hypothetical protein 0.0036 0.0183 0.0531
Echinococcus granulosus histone lysine methyltransferase setb 0.0053 0.0376 0.067
Brugia malayi Bromodomain containing protein 0.0085 0.073 0.2195
Loa Loa (eye worm) hypothetical protein 0.0038 0.0206 0.0667
Echinococcus granulosus fetal alzheimer antigen falz 0.0025 0.0069 0.0123
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0036 0.0183 0.0183
Echinococcus multilocularis geminin 0.0191 0.192 0.192
Loa Loa (eye worm) latrophilin receptor protein 2 0.0036 0.0183 0.059
Brugia malayi hypothetical protein 0.0267 0.2764 0.9273
Brugia malayi Latrophilin receptor protein 2 0.0036 0.0183 0.0291
Loa Loa (eye worm) hypothetical protein 0.0285 0.2973 1
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0206 0.0598
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0206 0.5
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0036 0.0183 0.0325
Schistosoma mansoni hypothetical protein 0.0054 0.0393 0.1142
Loa Loa (eye worm) hypothetical protein 0.0077 0.0644 0.2145
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.0038 0.0206 1
Echinococcus multilocularis neuropeptide s receptor 0.0521 0.561 0.561
Schistosoma mansoni hypothetical protein 0.0023 0.0045 0.0131
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0285 0.2973 1
Loa Loa (eye worm) hypothetical protein 0.0053 0.0376 0.1242
Echinococcus granulosus histone acetyltransferase MYST2 0.0061 0.0469 0.0836
Echinococcus multilocularis GPCR, family 2 0.0036 0.0183 0.0183
Schistosoma mansoni survival motor neuron protein 0.0054 0.0393 0.1142
Echinococcus multilocularis polycomb protein SCMH1 0.0054 0.0386 0.0386
Onchocerca volvulus 0.0054 0.0386 0.0862
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0053 0.0376 0.0376
Echinococcus granulosus zinc finger protein 0.0022 0.0032 0.0057
Echinococcus granulosus survival motor neuron protein 1 0.0267 0.2764 0.4927
Schistosoma mansoni myelin transcription factor 1 myt1 0.0061 0.0469 0.1365
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0034 0.0161 0.0469
Schistosoma mansoni hypothetical protein 0.0327 0.3438 1
Echinococcus multilocularis suppression of tumorigenicity 18 protein 0.0061 0.0469 0.0469
Echinococcus granulosus endonuclease exonuclease phosphatase 0.0212 0.2153 0.3838
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0053 0.0376 0.1094
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0896 0.98 0.5
Echinococcus multilocularis fetal alzheimer antigen, falz 0.0025 0.0069 0.0069
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0067 0.0537 0.0958
Onchocerca volvulus Polycomb protein Sfmbt homolog 0.0054 0.0386 0.0862
Echinococcus multilocularis endonuclease exonuclease phosphatase 0.0212 0.2153 0.2153
Echinococcus multilocularis histone acetyltransferase MYST2 0.0061 0.0469 0.0469
Brugia malayi Pre-SET motif family protein 0.0235 0.2407 0.8031
Echinococcus granulosus geminin 0.0191 0.192 0.3422
Onchocerca volvulus 0.0038 0.0206 0.017
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0053 0.0376 0.1094
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.0038 0.0206 1
Brugia malayi Iron-sulfur cluster assembly accessory protein 0.0054 0.0393 0.1022
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0067 0.0537 0.0537

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 30 ng ml-1 Inhibitory activity against translocase I ChEMBL. 14611838
IC50 (binding) = 30 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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