Detailed information for compound 231445

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 583.54 | Formula: C28H27F2N5O7
  • H donors: 2 H acceptors: 6 LogP: 3.24 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: CC(=O)NC[C@H]1CN(C(=O)O1)c1ccc(c(c1)F)O[C@H]1CCN(C1)c1nc2n(cc(c(=O)c2cc1F)C(=O)O)C1CC1
  • InChi: 1S/C28H27F2N5O7/c1-14(36)31-10-18-12-35(28(40)42-18)16-4-5-23(21(29)8-16)41-17-6-7-33(11-17)26-22(30)9-19-24(37)20(27(38)39)13-34(15-2-3-15)25(19)32-26/h4-5,8-9,13,15,17-18H,2-3,6-7,10-12H2,1H3,(H,31,36)(H,38,39)/t17-,18-/m0/s1
  • InChiKey: QBBBKUPDYAMFCA-ROUUACIJSA-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, subunit B References
Escherichia coli DNA gyrase (type II topoisomerase), subunit A Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium knowlesi DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Chlamydia trachomatis DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
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
Plasmodium berghei DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
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
Babesia bovis DNA gyrase subunit B, putative 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
Leishmania braziliensis mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A 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
Neospora caninum hypothetical protein 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
Trypanosoma brucei gambiense DNA topoisomerase II, putative 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
Plasmodium falciparum DNA gyrase subunit B 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
Treponema pallidum DNA gyrase, subunit B (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
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium yoelii 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
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
Babesia bovis DNA gyrase A subunit, putative Get druggable targets OG5_129568 All targets in OG5_129568
Leishmania donovani mitochondrial DNA topoisomerase II 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
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium knowlesi DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
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
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein Get druggable targets OG5_128755 All targets in OG5_128755
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
Theileria parva DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
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
Leishmania infantum mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium yoelii DNA gyrase subunit a-related Get druggable targets OG5_129568 All targets in OG5_129568
Trypanosoma brucei 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
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
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein 0.0318 1 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0096 0.1281 0.2
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0069 0.0203 0.5
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0096 0.1281 0.2
Treponema pallidum amino acid ABC transporter, periplasmic binding protein 0.0163 0.3907 0.0608
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.0069 0.0203 0.0317
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0096 0.1281 0.2
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0088 0.0975 0.0788
Schistosoma mansoni glutamate receptor NMDA 0.0096 0.1281 1
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.0069 0.0203 0.5
Leishmania major mitochondrial DNA topoisomerase II 0.0121 0.2273 0.5
Plasmodium falciparum DNA gyrase subunit A 0.0318 1 1
Mycobacterium tuberculosis DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0318 1 1
Echinococcus granulosus glutamate receptor 2 0.0096 0.1281 0.2
Echinococcus multilocularis nmda type glutamate receptor 0.0226 0.6406 1
Treponema pallidum amino acid ABC transporter, periplasmic binding protein (hisJ) 0.0163 0.3907 0.0608
Plasmodium falciparum DNA gyrase subunit B 0.0153 0.3512 0.3378
Trichomonas vaginalis DNA topoisomerase II, putative 0.0069 0.0203 0.5
Trypanosoma brucei DNA topoisomerase ii 0.0121 0.2273 0.5
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0096 0.1281 0.2
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0121 0.2273 0.5
Schistosoma mansoni DNA topoisomerase II 0.0069 0.0203 0.1587
Plasmodium vivax DNA gyrase subunit B, putative 0.0153 0.3512 0.3378
Mycobacterium leprae Probable DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) 0.0152 0.3459 0.5
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.0069 0.0203 1
Mycobacterium ulcerans DNA gyrase subunit A 0.0318 1 1
Chlamydia trachomatis glutamine binding protein 0.0163 0.3907 0.288
Echinococcus granulosus nmda type glutamate receptor 0.0226 0.6406 1
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0069 0.0203 0.5
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0096 0.1281 0.2
Giardia lamblia DNA topoisomerase II 0.0064 0.0015 0.5
Treponema pallidum DNA gyrase, subunit A (gyrA) 0.0318 1 1
Brugia malayi DNA topoisomerase II, alpha isozyme 0.0069 0.0203 1
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0096 0.1281 0.2
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0121 0.2273 0.5
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A 0.0318 1 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0096 0.1281 0.2
Echinococcus multilocularis glutamate receptor 2 0.0096 0.1281 0.2
Chlamydia trachomatis DNA gyrase subunit B 0.0153 0.3512 0.2419
Chlamydia trachomatis arginine ABC transporter substrate-binding protein ArtJ 0.0163 0.3907 0.288
Plasmodium vivax DNA gyrase subunit A, putative 0.0318 1 1
Mycobacterium ulcerans glutamine-binding lipoprotein GlnH 0.0163 0.3907 0.0608
Echinococcus granulosus DNA topoisomerase 2 alpha 0.0069 0.0203 0.0317
Loa Loa (eye worm) TOPoisomerase family member 0.0069 0.0203 1
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0096 0.1281 0.2
Entamoeba histolytica DNA topoisomerase II, putative 0.0069 0.0203 0.5
Mycobacterium tuberculosis Probable glutamine-binding lipoprotein GlnH (GLNBP) 0.0163 0.3907 0.0608
Brugia malayi Probable DNA topoisomerase II 0.0069 0.0203 1
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0226 0.6406 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 3 uM Inhibitory activity against E. coli Topoisomerase IV in relaxation assay ChEMBL. 14623007
IC50 (functional) = 6.7 uM In vitro inhibitory activity against protein synthesis was determined by transcription/translation assay with Escherichia coli S30 Extract System. ChEMBL. 14623007
IC50 (functional) = 6.7 uM In vitro inhibitory activity against protein synthesis was determined by transcription/translation assay with Escherichia coli S30 Extract System. ChEMBL. 14623007
IC50 (binding) = 10 uM Inhibitory activity against DNA gyrase enzyme was determined by supercoiling assay with Escherichia coli DNA gyrase ChEMBL. 14623007
IC50 (binding) = 10 uM Inhibitory activity against DNA gyrase enzyme was determined by supercoiling assay with Escherichia coli DNA gyrase ChEMBL. 14623007
MIC (functional) <= 0.06 ug ml-1 In vitro antibacterial activity against ciprofloxacin and oxazolidinone linezolid resistant Staphylococcus aureus ATCC 29213 (Saul) ChEMBL. 14623007
MIC (functional) <= 0.06 ug ml-1 In vitro antibacterial activity against oxazolidinone linezolid resistant Staphylococcus aureus (Sau3LZD) was determined ChEMBL. 14623007
MIC (functional) <= 0.06 ug ml-1 In vitro antibacterial activity against Haemophilus infuenzae 11 (Hin) was determined ChEMBL. 14623007
MIC (functional) <= 0.06 ug ml-1 In vitro antibacterial activity against Escherichia coli AS19 (Eco2), permeable mutant was determined ChEMBL. 14623007
MIC (functional) <= 0.06 ug ml-1 In vitro antibacterial activity against Escherichia coli AS19 (Eco2), permeable mutant was determined ChEMBL. 14623007
MIC (functional) = 0.125 ug ml-1 In vitro antibacterial activity against Enterococcus faecalis ATCC 29212 (Efs) was determined ChEMBL. 14623007
MIC (functional) = 0.25 ug ml-1 In vitro antibacterial activity against ciprofloxacin and methicillin resistant Staphylococcus aureus (Sau2CIP) was determined ChEMBL. 14623007
MIC (functional) = 1 ug ml-1 In vitro antibacterial activity against vancomycin and ciprofloxacin resistant Enterococcus faecium (Efm CIP) was determined ChEMBL. 14623007
MIC (functional) = 1 ug ml-1 In vitro antibacterial activity against Escherichia coli ATCC 25922 (Ecol) was determined ChEMBL. 14623007
MIC (functional) = 1 ug ml-1 In vitro antibacterial activity against Escherichia coli ATCC 25922 (Ecol) was determined ChEMBL. 14623007

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Escherichia coli ChEMBL23 14623007

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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