Detailed information for compound 948366

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 418.376 | Formula: C19H19FN4O6
  • H donors: 2 H acceptors: 4 LogP: 1.29 Rotable bonds: 1
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1noc2c1cc1CC3(C(=O)NC(=O)NC3=O)[C@@H]3N(c1c2F)C[C@H](O[C@H]3C)C
  • InChi: 1S/C19H19FN4O6/c1-7-6-24-12-9(4-10-13(11(12)20)30-23-15(10)28-3)5-19(14(24)8(2)29-7)16(25)21-18(27)22-17(19)26/h4,7-8,14H,5-6H2,1-3H3,(H2,21,22,25,26,27)/t7-,8+,14-/m1/s1
  • InChiKey: JTGPFBMJIYJYNZ-CYVIZDSUSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Escherichia coli DNA gyrase (type II topoisomerase), subunit A Starlite/ChEMBL References
Escherichia coli DNA gyrase, subunit B References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium falciparum DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Neospora caninum DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium vivax DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Treponema pallidum DNA gyrase, subunit B (gyrB) Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium falciparum DNA gyrase subunit A Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium yoelii DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania major mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Chlamydia trachomatis DNA gyrase subunit A Get druggable targets OG5_129568 All targets in OG5_129568
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium ulcerans DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) Get druggable targets OG5_128755 All targets in OG5_128755
Babesia bovis DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium leprae Probable DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium berghei DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Theileria parva DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium vivax DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Chlamydia trachomatis DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium knowlesi DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Treponema pallidum DNA gyrase, subunit A (gyrA) Get druggable targets OG5_129568 All targets in OG5_129568
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A Get druggable targets OG5_129568 All targets in OG5_129568
Leishmania braziliensis mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania mexicana mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Neospora caninum hypothetical protein Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma brucei gambiense DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium tuberculosis DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) Get druggable targets OG5_129568 All targets in OG5_129568
Theileria parva DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium yoelii DNA gyrase subunit a-related Get druggable targets OG5_129568 All targets in OG5_129568
Leishmania infantum mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma congolense DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma brucei DNA topoisomerase ii Get druggable targets OG5_128755 All targets in OG5_128755
Leishmania donovani mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Babesia bovis DNA gyrase A subunit, putative Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium knowlesi DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium berghei DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium ulcerans DNA gyrase subunit A Get druggable targets OG5_129568 All targets in OG5_129568
Mycobacterium leprae Probable DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) Get druggable targets OG5_128755 All targets in OG5_128755
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein Get druggable targets OG5_128755 All targets in OG5_128755
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
Trypanosoma brucei DNA topoisomerase ii 0.0121 0.3102 0.5154
Schistosoma mansoni subfamily C14A unassigned peptidase (C14 family) 0.0052 0.0653 0.1567
Echinococcus granulosus survival motor neuron protein 1 0.0237 0.7174 1
Brugia malayi mucosa associated lymphoid tissue lymphoma translocation protein 1 0.0052 0.0653 0.0168
Trypanosoma brucei DNA topoisomerase II beta, putative 0.0058 0.0871 0.0458
Trypanosoma brucei metacaspase MCA2 0.0187 0.5405 1
Trypanosoma cruzi metacaspase 5, putative 0.0187 0.5405 1
Leishmania major mitochondrial DNA topoisomerase II 0.0121 0.3102 0.4921
Brugia malayi Cell death protein 3 precursor 0.0052 0.0653 0.0168
Trichomonas vaginalis DNA topoisomerase II, putative 0.0069 0.1254 1
Trypanosoma cruzi metacaspase, putative 0.0187 0.5405 1
Treponema pallidum DNA gyrase, subunit A (gyrA) 0.0318 1 1
Schistosoma mansoni caspase-3 (C14 family) 0.0052 0.0653 0.1567
Plasmodium vivax DNA gyrase subunit A, putative 0.0318 1 1
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0088 0.1943 0.1381
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.0069 0.1254 1
Trypanosoma brucei DNA topoisomerase II alpha, putative 0.0058 0.0871 0.0458
Plasmodium falciparum DNA gyrase subunit A 0.0318 1 1
Plasmodium vivax DNA gyrase subunit B, putative 0.0153 0.4208 0.3804
Echinococcus granulosus DNA topoisomerase 2 alpha 0.0069 0.1254 0.0922
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0121 0.3102 0.4921
Trypanosoma brucei metacaspase 5, putative 0.0187 0.5405 1
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.0069 0.1254 0.1075
Schistosoma mansoni caspase-7 (C14 family) 0.0052 0.0653 0.1567
Toxoplasma gondii DNA topoisomerase 2, putative 0.0069 0.1254 0.0643
Brugia malayi DNA topoisomerase II, alpha isozyme 0.0069 0.1254 0.1075
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0069 0.1254 1
Plasmodium vivax DNA topoisomerase II, putative 0.0069 0.1254 0.0643
Toxoplasma gondii ICE family protease (caspase) p20 domain-containing protein 0.0187 0.5405 0.5084
Giardia lamblia DNA topoisomerase II 0.0064 0.1086 0.5
Loa Loa (eye worm) TOPoisomerase family member 0.0069 0.1254 0.1748
Echinococcus multilocularis survival motor neuron protein 1 0.0237 0.7174 1
Mycobacterium tuberculosis DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0318 1 1
Schistosoma mansoni DNA topoisomerase II 0.0069 0.1254 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.0653 0.091
Entamoeba histolytica DNA topoisomerase II, putative 0.0069 0.1254 0.5
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0121 0.3102 0.4921
Mycobacterium ulcerans DNA gyrase subunit A 0.0318 1 1
Trypanosoma cruzi metacaspase, putative 0.0187 0.5405 1
Chlamydia trachomatis DNA gyrase subunit B 0.0153 0.4208 0.4208
Mycobacterium leprae Probable DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) 0.0152 0.4161 1
Loa Loa (eye worm) hypothetical protein 0.0237 0.7174 1
Trypanosoma brucei metacaspase MCA3 0.0187 0.5405 1
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein 0.0318 1 1
Plasmodium vivax metacaspase 1, putative 0.0187 0.5405 0.5084
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0069 0.1254 1
Schistosoma mansoni caspase-7 (C14 family) 0.0052 0.0653 0.1567
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A 0.0318 1 1
Trypanosoma cruzi metacaspase, putative 0.0187 0.5405 1
Brugia malayi hypothetical protein 0.0237 0.7174 1
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.0069 0.1254 0.0922
Plasmodium falciparum DNA gyrase subunit B 0.0153 0.4208 0.3804
Onchocerca volvulus Cell death protein 3 homolog 0.0052 0.0653 0.1567
Plasmodium falciparum DNA topoisomerase 2 0.0069 0.1254 0.0643
Leishmania major metacaspase, putative 0.0187 0.5405 1
Chlamydia trachomatis DNA gyrase subunit B 0.01 0.236 0.236
Brugia malayi Probable DNA topoisomerase II 0.0069 0.1254 0.1075
Trypanosoma cruzi metacaspase 5, putative 0.0187 0.5405 1
Plasmodium falciparum metacaspase 1 0.0187 0.5405 0.5084
Loa Loa (eye worm) hypothetical protein 0.0052 0.0653 0.091
Trypanosoma cruzi metacaspase, putative 0.0187 0.5405 1

Activities

Activity type Activity value Assay description Source Reference
Fu (ADMET) = 9 % Fraction unbound in human plasma at 10 uM after 16 hrs by LC-MS/MS analysis ChEMBL. 25286019
IC50 (binding) = 1000 nM BindingDB_Patents: Fluorescence Polarisation Assay. In a black, 384-well polystyrene assay plate, 30 microliters/well of 5 nM Escherichia coli DNA gyrase A/B tetramer and 130 micrograms/ml of topologically relaxed plasmid containing the triplex-forming sequence TTCTTCTTCTTCTTCTTCTTCTTCTTC in an assay buffer consisting of 35 mM Tris-HCl (pH 7.5), 24 mM KCl, 4 mM MgCl2, 2 mM dithiothreitol, 1.8 mM spermidine, 5% (v/v) glycerol, 200 nM bovine serum albumin, 0.8% dimethylsulfoxide, and 0.3 mM ATP may be incubated at ambient temperature for (typically 30 minutes) in the absence or presence of 5-10 different concentrations of test compound. The supercoiling reactions may be quenched by the addition of 10 microliters/well of 40 nM oligodeoxynucleotide probe in 3x triplex-forming buffer consisting of 150 mM NaCl, and 150 mM sodium acetate at pH 3.5. The oligodeoxynucleotide probe may be 5x-BODIPY-FL-labeled TTCTTCTTC. After 60 minutes, the fluorescence anisotropy of the BODIPY-FL may be measured in a Tecan Ultra plate reader, using 485 nM. ChEMBL. No reference
IC50 (binding) = 0.97 uM Inhibition of Escherichia coli DNA gyrase using fluorescence-tagged DNA by fluorescenct polarization assay ChEMBL. 25286019
MIC (functional) <= 0.2 uM Antimicrobial activity against tolC-deficient Escherichia coli by broth microdilution method ChEMBL. 25286019

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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