Detailed information for compound 427367

Basic information

Technical information
  • TDR Targets ID: 427367
  • Name: [(2S,6R)-4-[(R)-hydroxy-(4-nitrophenyl)methyl ]-5-oxo-2-propan-2-yloxy-2H-pyran-6-yl]methyl 4-nitrobenzoate
  • MW: 486.428 | Formula: C23H22N2O10
  • H donors: 1 H acceptors: 7 LogP: 3.42 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC(O[C@H]1O[C@H](COC(=O)c2ccc(cc2)[N+](=O)[O-])C(=O)C(=C1)[C@@H](c1ccc(cc1)[N+](=O)[O-])O)C
  • InChi: 1S/C23H22N2O10/c1-13(2)34-20-11-18(21(26)14-3-7-16(8-4-14)24(29)30)22(27)19(35-20)12-33-23(28)15-5-9-17(10-6-15)25(31)32/h3-11,13,19-21,26H,12H2,1-2H3/t19-,20+,21-/m1/s1
  • InChiKey: JAUXOFYRNJFSLS-QHAWAJNXSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [(2S,6R)-4-[(R)-hydroxy-(4-nitrophenyl)methyl]-2-isopropoxy-5-oxo-2H-pyran-6-yl]methyl 4-nitrobenzoate
  • 4-nitrobenzoic acid [(2S,6R)-4-[(R)-hydroxy-(4-nitrophenyl)methyl]-2-isopropoxy-5-oxo-2H-pyran-6-yl]methyl ester
  • 4-nitrobenzoic acid [(2S,6R)-4-[(R)-hydroxy-(4-nitrophenyl)methyl]-2-isopropoxy-5-keto-2H-pyran-6-yl]methyl ester
  • [(2R,6S)-4-[(R)-hydroxy-(4-nitrophenyl)methyl]-3-oxo-6-propan-2-yloxy-6H-pyran-2-yl]methyl 4-nitrobenzoate
  • [(2R,6S)-4-[(R)-hydroxy-(4-nitrophenyl)methyl]-6-isopropoxy-3-oxo-6H-pyran-2-yl]methyl 4-nitrobenzoate
  • 4-nitrobenzoic acid [(2R,6S)-4-[(R)-hydroxy-(4-nitrophenyl)methyl]-6-isopropoxy-3-oxo-6H-pyran-2-yl]methyl ester
  • 4-nitrobenzoic acid [(2R,6S)-4-[(R)-hydroxy-(4-nitrophenyl)methyl]-6-isopropoxy-3-keto-6H-pyran-2-yl]methyl ester

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Loa Loa (eye worm) hypothetical protein 0.0043 0.0222 0.0149
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0092 0.1068 0.1032
Brugia malayi Sex muscle abnormal protein 5 0.0122 0.1601 0.1538
Mycobacterium ulcerans chitinase/cellulase 0.0062 0.055 0.5
Echinococcus granulosus subfamily M14A unassigned peptidase 0.0115 0.1469 0.2254
Loa Loa (eye worm) TK/EGFR protein kinase 0.0058 0.0469 0.0398
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0092 0.1068 0.1032
Echinococcus multilocularis Furin 1 0.0092 0.1068 0.204
Onchocerca volvulus Putative endochitinase 0.0073 0.0738 0.4754
Brugia malayi proprotein convertase 2 0.0244 0.3737 0.369
Schistosoma mansoni hypothetical protein 0.0044 0.0239 0.0339
Onchocerca volvulus 0.0115 0.1469 1
Mycobacterium ulcerans chitinase/cellulase 0.0062 0.055 0.5
Echinococcus granulosus epidermal growth factor receptor 0.0058 0.0469 0.0638
Onchocerca volvulus 0.0115 0.1469 1
Schistosoma mansoni hypothetical protein 0.0075 0.0778 0.1203
Echinococcus multilocularis MAM 0.0044 0.0239 0.0339
Brugia malayi endochitinase 0.0073 0.0738 0.0668
Brugia malayi neuroendocrine convertase 1 precursor 0.0244 0.3737 0.369
Toxoplasma gondii rhoptry neck protein RON1 0.0035 0.0074 0.5
Schistosoma mansoni furin-1 (S08 family) 0.0169 0.2421 0.3837
Toxoplasma gondii rhoptry neck protein RON9 0.0035 0.0074 0.5
Onchocerca volvulus Putative endochitinase 0.0073 0.0738 0.4754
Plasmodium falciparum apical sushi protein 0.0035 0.0074 0.5
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0236 0.3596 1
Brugia malayi Furin-like cysteine rich region family protein 0.0058 0.0469 0.0398
Mycobacterium tuberculosis Possible chitinase 0.0062 0.055 0.5
Schistosoma mansoni subfamily S8B unassigned peptidase (S08 family) 0.0389 0.6264 1
Onchocerca volvulus 0.0115 0.1469 1
Loa Loa (eye worm) hypothetical protein 0.0062 0.055 0.0479
Schistosoma mansoni growth factor receptor-bound protein 0.0122 0.1601 0.2523
Schistosoma mansoni subfamily S8B non-peptidase homologue (S08 family) 0.0092 0.1068 0.1669
Onchocerca volvulus 0.0115 0.1469 1
Echinococcus multilocularis epidermal growth factor receptor 0.0058 0.0469 0.081
Trypanosoma cruzi arginine N-methyltransferase, putative 0.0046 0.027 1
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0092 0.1068 0.1032
Trypanosoma brucei Protein arginine N-methyltransferase 1 catalytic subunit 0.0046 0.027 1
Onchocerca volvulus Putative endochitinase 0.0073 0.0738 0.4754
Onchocerca volvulus Subfamily M14A unassigned peptidase homolog 0.0115 0.1469 1
Schistosoma mansoni c4b-binding protein beta chain 0.0035 0.0074 0.0075
Echinococcus multilocularis proprotein convertase subtilisin:kexin type 5 0.0236 0.3596 0.7226
Echinococcus granulosus furin 0.0389 0.6264 1
Onchocerca volvulus 0.0044 0.0239 0.1183
Schistosoma mansoni subfamily M14A unassigned peptidase (M14 family) 0.0115 0.1469 0.2312
Schistosoma mansoni hypothetical protein 0.0044 0.0239 0.0339
Echinococcus multilocularis subfamily M14A unassigned peptidase 0.0115 0.1469 0.2862
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0092 0.1068 0.1032
Loa Loa (eye worm) microfilarial chitinase 0.0062 0.055 0.0479
Loa Loa (eye worm) TK/ALK protein kinase 0.0044 0.0239 0.0166
Brugia malayi GCC2 and GCC3 family protein 0.0043 0.0222 0.0149
Brugia malayi celfurPC protein 0.0314 0.4948 0.4911
Echinococcus granulosus Furin 1 0.0092 0.1068 0.1606
Loa Loa (eye worm) chitinase I 0.0073 0.0738 0.0668
Echinococcus multilocularis growth factor receptor bound protein 2 0.0122 0.1601 0.3133
Schistosoma mansoni tyrosine kinase 0.0058 0.0469 0.0708
Schistosoma mansoni growth factor receptor-bound protein 0.0122 0.1601 0.2523
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0236 0.3596 1
Brugia malayi Endochitinase 0.0073 0.0738 0.0668
Onchocerca volvulus Putative endochitinase 0.0073 0.0738 0.4754
Schistosoma mansoni matrix metallopeptidase-9 (M10 family) 0.0069 0.0665 0.1022
Loa Loa (eye worm) hypothetical protein 0.0153 0.213 0.2071
Giardia lamblia High cysteine membrane protein Group 2 0.0145 0.199 1
Echinococcus granulosus proprotein convertase subtilisin:kexin type 5 0.0236 0.3596 0.569
Entamoeba histolytica chitinase, putative 0.0073 0.0738 1
Loa Loa (eye worm) hypothetical protein 0.0044 0.0239 0.0166
Brugia malayi endochitinase 0.0073 0.0738 0.0668
Loa Loa (eye worm) hypothetical protein 0.0095 0.1125 0.1058
Plasmodium vivax apical sushi protein, putative 0.0035 0.0074 0.5
Echinococcus granulosus growth factor receptor bound protein 2 0.0122 0.1601 0.2467
Loa Loa (eye worm) hypothetical protein 0.0044 0.0239 0.0166
Loa Loa (eye worm) proprotein convertase 2 0.0092 0.1068 0.1002
Echinococcus multilocularis 0.0314 0.4948 1
Loa Loa (eye worm) hypothetical protein 0.0044 0.0239 0.0166
Loa Loa (eye worm) sex muscle abnormal protein 5 0.0122 0.1601 0.1538
Loa Loa (eye worm) endoprotease bli-4 0.0389 0.6264 0.6236
Brugia malayi endoprotease bli-4 precursor 0.0389 0.6264 0.6236
Echinococcus granulosus MAM 0.0044 0.0239 0.0267
Loa Loa (eye worm) cuticular endochitinase 0.0073 0.0738 0.0668
Leishmania major chitinase 0.0073 0.0738 0.5
Loa Loa (eye worm) hypothetical protein 0.0046 0.027 0.0197
Brugia malayi hypothetical protein 0.0046 0.027 0.0197
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0092 0.1068 0.1032
Loa Loa (eye worm) hypothetical protein 0.0389 0.6264 0.6236
Loa Loa (eye worm) angiotensin-converting enzyme family protein 0.0603 1 1
Brugia malayi Protein kinase domain containing protein 0.0044 0.0239 0.0166
Brugia malayi hypothetical protein 0.0044 0.0239 0.0166
Loa Loa (eye worm) hypothetical protein 0.0073 0.0739 0.067
Trypanosoma cruzi arginine N-methyltransferase, putative 0.0046 0.027 1
Echinococcus granulosus neuroendocrine convertase 2 0.0244 0.3737 0.5917
Onchocerca volvulus Putative endochitinase 0.0073 0.0738 0.4754
Trichomonas vaginalis Clan SB, family S8, subtilisin-like serine peptidase 0.0092 0.1068 0.1032
Echinococcus multilocularis neuroendocrine convertase 2 0.0244 0.3737 0.7514
Onchocerca volvulus 0.0044 0.0239 0.1183

Activities

Activity type Activity value Assay description Source Reference
MIC (functional) = 25 ug ml-1 Antitubercular activity against Mycobacterium tuberculosis H37Rv by agar dilution assay ChEMBL. 17542574
MIC (functional) = 25 ug ml-1 Antitubercular activity against Mycobacterium tuberculosis H37Rv by agar dilution assay ChEMBL. 17542574

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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