Detailed information for compound 158695

Basic information

Technical information
  • TDR Targets ID: 158695
  • 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-cycloheptyl-3,4- dihydroxy-3,4-dihydro-2H-pyran-6-carboxamide
  • MW: 554.547 | Formula: C24H34N4O11
  • H donors: 6 H acceptors: 7 LogP: -1.96 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)NC1CCCCCC1
  • InChi: 1S/C24H34N4O11/c1-36-17-16(32)22(28-9-8-14(30)27-24(28)35)38-18(17)19(20(25)33)39-23-15(31)12(29)10-13(37-23)21(34)26-11-6-4-2-3-5-7-11/h8-12,15-19,22-23,29,31-32H,2-7H2,1H3,(H2,25,33)(H,26,34)(H,27,30,35)/t12-,15-,16+,17-,18-,19+,22+,23+/m0/s1
  • InChiKey: JLSMZDBTKBCYIU-RYQUHRKNSA-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-cycloheptyl-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-cycloheptyl-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-cycloheptyl-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-cycloheptyl-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-cycloheptyl-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-cycloheptyl-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-cycloheptyl-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-cycloheptyl-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-cycloheptyl-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 cycloheptylamide
  • AIDS-189120
  • AIDS189120

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
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 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 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
Brugia malayi Pre-SET motif family protein 0.0231 0.2346 1
Trichomonas vaginalis CMGC family protein kinase 0.0056 0.035 0.0839
Echinococcus multilocularis ubiquitin carboxyl terminal hydrolase 8 0.0041 0.0173 0.0091
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0134 0.0229
Trypanosoma brucei protein kinase, putative 0.0056 0.035 1
Mycobacterium ulcerans undecapaprenyl-phosphate alpha-N-acetylglucosaminyltransferase Rfe 0.0038 0.0134 0.0134
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0134 0.0292
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0231 0.2346 1
Echinococcus granulosus geminin 0.0188 0.1855 1
Loa Loa (eye worm) TAR-binding protein 0.007 0.0507 0.1879
Loa Loa (eye worm) hypothetical protein 0.0041 0.0173 0.04
Loa Loa (eye worm) hypothetical protein 0.0092 0.0759 0.2989
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase 0.0068 0.0481 0.0482
Brugia malayi RNA binding protein 0.007 0.0507 0.1879
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0051 0.0284 0.0203
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.007 0.0507 0.1879
Leishmania major 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.0068 0.0481 1
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0067 0.0474 0.0476
Echinococcus multilocularis tar DNA binding protein 0.007 0.0507 0.0429
Schistosoma mansoni hypothetical protein 0.0188 0.1855 1
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0067 0.0474 0.0395
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0051 0.0284 0.1207
Brugia malayi RNA recognition motif domain containing protein 0.007 0.0507 0.1879
Trichomonas vaginalis conserved hypothetical protein 0.0041 0.0173 0.015
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.0056 0.035 1
Brugia malayi Ubiquitin carboxyl-terminal hydrolase family protein 0.0041 0.0173 0.04
Brugia malayi latrophilin 2 splice variant baaae 0.0038 0.0136 0.0237
Brugia malayi aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase 0.0092 0.0759 0.2989
Schistosoma mansoni hypothetical protein 0.0188 0.1855 1
Schistosoma mansoni serine/threonine protein kinase 0.0056 0.035 0.1512
Mycobacterium ulcerans aldehyde dehydrogenase 0.0067 0.0474 0.0476
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.0038 0.0134 0.2825
Trypanosoma cruzi ubiquitin carboxyl-terminal hydrolase, putative 0.0041 0.0173 0.1791
Trichomonas vaginalis CMGC family protein kinase 0.0056 0.035 0.0839
Loa Loa (eye worm) CMGC/MAPK/ERK1 protein kinase 0.0056 0.035 0.1184
Mycobacterium leprae Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0896 0.9967 1
Schistosoma mansoni ubiquitin-specific peptidase 8 (C19 family) 0.0041 0.0173 0.0511
Echinococcus multilocularis geminin 0.0188 0.1855 0.1787
Echinococcus granulosus mitogen activated protein kinase 3 0.0056 0.035 0.1578
Loa Loa (eye worm) hypothetical protein 0.0055 0.0336 0.1122
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0134 0.7758
Entamoeba histolytica ubiquitin carboxyl-terminal hydrolase domain containing protein 0.0041 0.0173 1
Schistosoma mansoni hypothetical protein 0.0038 0.0136 0.0303
Loa Loa (eye worm) RNA binding protein 0.007 0.0507 0.1879
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0051 0.0284 0.1207
Trypanosoma brucei ubiquitin carboxyl-terminal hydrolase, putative 0.0041 0.0173 0.4931
Brugia malayi MAP kinase sur-1 0.0056 0.035 0.1184
Brugia malayi Calcitonin receptor-like protein seb-1 0.0055 0.0336 0.1122
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.0056 0.035 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0051 0.0284 0.0203
Schistosoma mansoni aldehyde dehydrogenase 0.0067 0.0474 0.2211
Trichomonas vaginalis set domain proteins, putative 0.0263 0.2711 1
Schistosoma mansoni ubiquitin-specific peptidase 2 (C19 family) 0.0041 0.0173 0.0511
Mycobacterium ulcerans aldehyde dehydrogenase 0.0067 0.0474 0.0476
Schistosoma mansoni tar DNA-binding protein 0.007 0.0507 0.2399
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0341 0.3604 1
Giardia lamblia Kinase, CMGC MAPK 0.0056 0.035 1
Onchocerca volvulus 0.0092 0.0759 0.2574
Toxoplasma gondii aldehyde dehydrogenase 0.0067 0.0474 1
Schistosoma mansoni tar DNA-binding protein 0.007 0.0507 0.2399
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0134 0.2787
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.0038 0.0134 0.0368
Leishmania major mitogen activated protein kinase, putative,map kinase, putative 0.0056 0.035 0.7285
Trichomonas vaginalis CMGC family protein kinase 0.0056 0.035 0.0839
Schistosoma mansoni tar DNA-binding protein 0.007 0.0507 0.2399
Echinococcus granulosus ubiquitin specific protease 41 0.0041 0.0173 0.0585
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0068 0.0481 0.0482
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0033 0.0082 0.1732
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0341 0.3604 1
Echinococcus multilocularis mitogen activated protein kinase 3 0.0056 0.035 0.027
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0051 0.0284 0.0891
Brugia malayi TAR-binding protein 0.007 0.0507 0.1879
Echinococcus multilocularis ubiquitin specific protease 41 0.0041 0.0173 0.0091
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0067 0.0474 0.9866
Toxoplasma gondii CMGC kinase, MAPK family (ERK) MAPK-1 0.0056 0.035 0.7384
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0068 0.0481 0.2308
Trypanosoma brucei mitogen activated protein kinase 4, putative 0.0056 0.035 1
Echinococcus granulosus ubiquitin carboxyl terminal hydrolase 8 0.0041 0.0173 0.0585
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0068 0.0481 0.0402
Trypanosoma cruzi ubiquitin carboxyl-terminal hydrolase, putative 0.0041 0.0173 0.1791
Leishmania major mitogen activated protein kinase 4, putative;with=GeneDB:LmxM19.1440 0.0056 0.035 0.7285
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0134 1
Trypanosoma cruzi mitogen activated protein kinase 4, putative 0.0056 0.035 1
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.0038 0.0134 1
Echinococcus granulosus mitogen activated protein kinase 0.0056 0.035 0.1578
Onchocerca volvulus 0.0263 0.2711 1
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 0.9967 1
Loa Loa (eye worm) hypothetical protein 0.0038 0.0134 0.0229
Loa Loa (eye worm) hypothetical protein 0.0038 0.0136 0.0237
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0896 0.9967 1
Trichomonas vaginalis CMGC family protein kinase 0.0056 0.035 0.0839
Schistosoma mansoni aldehyde dehydrogenase 0.0067 0.0474 0.2211
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0059 0.0382 0.1327
Echinococcus multilocularis mitogen activated protein kinase 0.0056 0.035 0.027
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0068 0.0481 0.0482
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0055 0.0336 0.1122
Plasmodium vivax SET domain protein, putative 0.0033 0.0082 0.6132
Echinococcus multilocularis L aminoadipate semialdehyde 0.0092 0.0759 0.0682
Trypanosoma cruzi mitogen activated protein kinase 2, putative 0.0056 0.035 1
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0896 0.9967 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0055 0.0336 0.1122
Schistosoma mansoni tar DNA-binding protein 0.007 0.0507 0.2399
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0061 0.0404 0.0325
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0051 0.0284 0.1138
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0038 0.0134 0.0292
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0061 0.0404 0.188
Trichomonas vaginalis Clan CA, family C19, ubiquitin hydrolase-like cysteine peptidase 0.0041 0.0173 0.015
Schistosoma mansoni lipoxygenase 0.0061 0.0404 0.1816
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0051 0.0284 0.1138
Trichomonas vaginalis Clan CA, family C19, ubiquitin hydrolase-like cysteine peptidase 0.0041 0.0173 0.015
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0051 0.0284 0.0891
Echinococcus granulosus histone lysine methyltransferase setb 0.0033 0.0082 0.0078
Schistosoma mansoni tar DNA-binding protein 0.007 0.0507 0.2399
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0051 0.0284 0.1138
Mycobacterium ulcerans aldehyde dehydrogenase 0.0067 0.0474 0.0476
Giardia lamblia Ubiquitin carboxyl-terminal hydrolase 4 0.0041 0.0173 0.1791
Echinococcus granulosus L aminoadipate semialdehyde 0.0092 0.0759 0.3866
Echinococcus granulosus tar DNA binding protein 0.007 0.0507 0.2459
Onchocerca volvulus 0.0038 0.0134 0.0197
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.0068 0.0481 0.176
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0067 0.0474 0.2272
Echinococcus granulosus Peptidase C19 ubiquitin carboxyl terminal hydrolase 2 0.0041 0.0173 0.0585
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0038 0.0134 0.3826
Echinococcus multilocularis Peptidase C19, ubiquitin carboxyl terminal hydrolase 2 0.0041 0.0173 0.0091
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.0068 0.0481 0.2248
Leishmania major ubiquitin hydrolase, putative,cysteine peptidase, Clan CA, family C19, putative 0.0041 0.0173 0.3593
Schistosoma mansoni aminoadipate-semialdehyde dehydrogenase 0.0092 0.0759 0.3817
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.0038 0.0134 0.0052

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) = 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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