Detailed information for compound 1946800

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 418.831 | Formula: C19H19ClN4O5
  • H donors: 2 H acceptors: 4 LogP: 1.92 Rotable bonds: 0
    Rule of 5 violations (Lipinski): 1
  • SMILES: C[C@H]1O[C@@H](C)[C@H]2N(C1)c1c(CC32C(=O)NC(=O)NC3=O)cc2c(c1Cl)onc2C
  • InChi: 1S/C19H19ClN4O5/c1-7-6-24-13-10(4-11-8(2)23-29-14(11)12(13)20)5-19(15(24)9(3)28-7)16(25)21-18(27)22-17(19)26/h4,7,9,15H,5-6H2,1-3H3,(H2,21,22,25,26,27)/t7-,9+,15-/m1/s1
  • InChiKey: YUFDLDKPRBELKV-FCEXRKLGSA-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 No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
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
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein 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
Theileria parva 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
Babesia bovis DNA gyrase A subunit, putative Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium falciparum DNA gyrase subunit A 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
Plasmodium yoelii DNA gyrase subunit a-related Get druggable targets OG5_129568 All targets in OG5_129568
Neospora caninum DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Chlamydia trachomatis DNA gyrase subunit A Get druggable targets OG5_129568 All targets in OG5_129568
Mycobacterium ulcerans DNA gyrase subunit A 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
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium knowlesi DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
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 cruzi dihydrolipoamide dehydrogenase, putative 0.0089 0.1199 0.175
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial 0.0089 0.1199 0.134
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.0089 0.1199 0.134
Brugia malayi Pyridine nucleotide-disulphide oxidoreductase, dimerisation domain containing protein 0.0065 0.0416 0.0588
Plasmodium falciparum thioredoxin reductase 0.0089 0.1199 0.134
Plasmodium vivax thioredoxin reductase, putative 0.0256 0.6763 0.766
Brugia malayi glutathione reductase 0.0256 0.6763 1
Onchocerca volvulus 0.0185 0.442 1
Echinococcus multilocularis lysine specific histone demethylase 1A 0.0173 0.3998 0.5899
Chlamydia trachomatis DNA gyrase subunit B 0.0153 0.3335 0.3766
Brugia malayi Thioredoxin reductase 0.0256 0.6763 1
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0121 0.2286 0.3362
Chlamydia trachomatis DNA gyrase subunit A 0.0318 0.8823 1
Mycobacterium leprae Probable DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) 0.0152 0.329 1
Echinococcus granulosus DNA topoisomerase 2 alpha 0.0069 0.0536 0.0765
Plasmodium falciparum thioredoxin reductase 0.0256 0.6763 0.766
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0089 0.1199 0.134
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II 0.0089 0.1199 0.134
Echinococcus granulosus lysine specific histone demethylase 1A 0.0173 0.3998 0.5899
Brugia malayi DNA topoisomerase II, alpha isozyme 0.0069 0.0536 0.0765
Loa Loa (eye worm) hypothetical protein 0.0185 0.442 0.6525
Mycobacterium leprae PROBABLE PROTOPORPHYRINOGEN OXIDASE HEMY (PROTOPORPHYRINOGEN-IX OXIDASE) (PROTOPORPHYRINOGENASE) (PPO) 0.0053 0.002 0.006
Mycobacterium ulcerans DNA gyrase subunit A 0.0318 0.8823 0.8821
Echinococcus granulosus dihydrolipoamide dehydrogenase 0.0089 0.1199 0.175
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0089 0.1199 0.175
Leishmania major DNA topoisomerase ii 0.0058 0.0172 0.0226
Plasmodium falciparum DNA topoisomerase 2 0.0069 0.0536 0.0586
Trypanosoma cruzi trypanothione reductase, putative 0.0089 0.1199 0.175
Brugia malayi SWIRM domain containing protein 0.0185 0.442 0.6525
Trypanosoma cruzi DNA topoisomerase II, putative 0.0058 0.0172 0.0226
Trypanosoma brucei trypanothione reductase 0.0256 0.6763 1
Mycobacterium tuberculosis DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0318 0.8823 1
Entamoeba histolytica DNA topoisomerase II, putative 0.0069 0.0536 0.5
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A 0.0318 0.8823 1
Brugia malayi Probable DNA topoisomerase II 0.0069 0.0536 0.0765
Trichomonas vaginalis glutathione reductase, putative 0.0089 0.1199 1
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0088 0.1188 0.1328
Treponema pallidum DNA gyrase, subunit A (gyrA) 0.0318 0.8823 1
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative 0.0089 0.1199 0.134
Schistosoma mansoni dihydrolipoamide dehydrogenase 0.0089 0.1199 0.175
Toxoplasma gondii DNA topoisomerase 2, putative 0.0069 0.0536 0.0586
Loa Loa (eye worm) glutathione reductase 0.0256 0.6763 1
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) 0.03 0.8229 0.9325
Trypanosoma brucei DNA topoisomerase ii 0.0121 0.2286 0.3208
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0153 0.3335 0.3766
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.0069 0.0536 0.0765
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0256 0.6763 0.766
Schistosoma mansoni DNA topoisomerase II 0.0069 0.0536 0.0765
Giardia lamblia NADH oxidase lateral transfer candidate 0.0089 0.1199 1
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0121 0.2286 0.3362
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB 0.0153 0.3335 0.2801
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.0069 0.0536 0.0765
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0089 0.1199 0.175
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0089 0.1199 0.175
Trypanosoma cruzi DNA topoisomerase II, putative 0.0058 0.0172 0.0226
Loa Loa (eye worm) hypothetical protein 0.0173 0.3998 0.5899
Toxoplasma gondii NADPH-glutathione reductase 0.0089 0.1199 0.134
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0089 0.1199 0.3646
Leishmania major mitochondrial DNA topoisomerase II 0.0121 0.2286 0.3362
Plasmodium falciparum DNA gyrase subunit A 0.0318 0.8823 1
Loa Loa (eye worm) hypothetical protein 0.0066 0.0442 0.0626
Mycobacterium ulcerans flavoprotein disulfide reductase 0.0089 0.1199 0.1182
Echinococcus multilocularis dihydrolipoamide dehydrogenase 0.0089 0.1199 0.175
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast 0.0089 0.1199 0.134
Brugia malayi alpha keto acid dehydrogenase complex, E3 component, lipoamide dehydrogenase 0.0065 0.0416 0.0588
Trypanosoma brucei dihydrolipoyl dehydrogenase 0.0089 0.1199 0.1559
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.0089 0.1199 0.175
Plasmodium falciparum glutathione reductase 0.0256 0.6763 0.766
Trypanosoma cruzi trypanothione reductase, putative 0.0256 0.6763 1
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.0089 0.1199 0.1182
Mycobacterium ulcerans DNA gyrase subunit B 0.0153 0.3335 0.3322
Mycobacterium tuberculosis Probable oxidoreductase 0.0089 0.1199 0.134
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0089 0.1199 0.134
Loa Loa (eye worm) thioredoxin reductase 0.0256 0.6763 1
Loa Loa (eye worm) TOPoisomerase family member 0.0069 0.0536 0.0765
Loa Loa (eye worm) hypothetical protein 0.0173 0.3998 0.5899
Plasmodium vivax DNA gyrase subunit A, putative 0.0318 0.8823 1
Plasmodium vivax glutathione reductase, putative 0.0256 0.6763 0.766
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein 0.0318 0.8823 1
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.0089 0.1199 0.1182
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0089 0.1199 0.1559
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation 0.0089 0.1199 0.1559
Trypanosoma brucei dihydrolipoamide dehydrogenase 0.0089 0.1199 0.1559
Schistosoma mansoni Lysine-specific histone demethylase 1 0.0173 0.3998 0.5899
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein 0.0089 0.1199 0.175
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0089 0.1199 0.175
Echinococcus multilocularis thioredoxin glutathione reductase 0.0256 0.6763 1
Treponema pallidum DNA gyrase, subunit B (gyrB) 0.0153 0.3335 0.2801
Mycobacterium tuberculosis Probable soluble pyridine nucleotide transhydrogenase SthA (STH) (NAD(P)(+) transhydrogenase [B-specific]) (nicotinamide nucleot 0.0089 0.1199 0.134
Leishmania major acetoin dehydrogenase e3 component-like protein 0.0089 0.1199 0.175
Trichomonas vaginalis mercuric reductase, putative 0.0089 0.1199 1
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0089 0.1199 0.175
Plasmodium falciparum glutathione reductase 0.0089 0.1199 0.134
Trypanosoma cruzi dihydrolipoyl dehydrogenase, putative 0.0089 0.1199 0.175
Plasmodium falciparum DNA gyrase subunit B 0.0153 0.3335 0.3766
Brugia malayi amine oxidase, flavin-containing family protein 0.0066 0.0442 0.0626
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0089 0.1199 0.175
Echinococcus granulosus thioredoxin glutathione reductase 0.0256 0.6763 1
Plasmodium vivax DNA topoisomerase II, putative 0.0069 0.0536 0.0586
Plasmodium vivax DNA gyrase subunit B, putative 0.0153 0.3335 0.3766
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative 0.0089 0.1199 0.175
Leishmania major dihydrolipoamide dehydrogenase, putative 0.0089 0.1199 0.175
Toxoplasma gondii thioredoxin reductase 0.0256 0.6763 0.766
Chlamydia trachomatis DNA gyrase subunit B 0.01 0.1584 0.1777
Leishmania major trypanothione reductase 0.0256 0.6763 1
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative 0.0089 0.1199 0.134

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 400 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

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

No external resources registered for this compound

Bibliographic References

No literature references available for this target.

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