Detailed information for compound 1919883

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 545.99 | Formula: C26H29ClFN5O5
  • H donors: 3 H acceptors: 5 LogP: 1.97 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 2
  • SMILES: COc1ccc2c(n1)c(C[C@@H](C13CCC(CC1)(CO3)NCc1ccc3c(n1)NC(=O)CO3)O)c(cn2)F.Cl
  • InChi: 1S/C26H28FN5O5.ClH/c1-35-22-5-3-18-23(32-22)16(17(27)12-28-18)10-20(33)26-8-6-25(7-9-26,14-37-26)29-11-15-2-4-19-24(30-15)31-21(34)13-36-19;/h2-5,12,20,29,33H,6-11,13-14H2,1H3,(H,30,31,34);1H/t20-,25?,26?;/m0./s1
  • InChiKey: WDWFTZSOSPERQG-JKLZSTNZSA-N  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens potassium voltage-gated channel, subfamily H (eag-related), member 2 Starlite/ChEMBL References
Staphylococcus aureus DNA gyrase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium falciparum DNA gyrase subunit A Get druggable targets OG5_129568 All targets in OG5_129568
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_128858 All targets in OG5_128858
Mycobacterium ulcerans DNA gyrase subunit A 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
Schistosoma mansoni voltage-gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Trichomonas vaginalis voltage and ligand gated potassium channel, putative Get druggable targets OG5_128858 All targets in OG5_128858
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein Get druggable targets OG5_129568 All targets in OG5_129568
Echinococcus multilocularis potassium voltage gated channel subfamily H Get druggable targets OG5_128858 All targets in OG5_128858
Chlamydia trachomatis DNA gyrase subunit A 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 A (gyrA) 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
Trichomonas vaginalis voltage and ligand gated potassium channel, putative Get druggable targets OG5_128858 All targets in OG5_128858
Plasmodium berghei DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Schistosoma japonicum Potassium voltage-gated channel subfamily H member 2, putative Get druggable targets OG5_128858 All targets in OG5_128858
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
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog Get druggable targets OG5_128858 All targets in OG5_128858
Plasmodium knowlesi DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Schistosoma mansoni voltage-gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
Plasmodium yoelii DNA gyrase subunit a-related Get druggable targets OG5_129568 All targets in OG5_129568
Echinococcus granulosus potassium voltage gated channel subfamily H Get druggable targets OG5_128858 All targets in OG5_128858
Schistosoma japonicum ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative Get druggable targets OG5_128858 All targets in OG5_128858
Schistosoma japonicum ko:K04910 potassium voltage-gated channel, Eag-related subfamily H, member 7, putative Get druggable targets OG5_128858 All targets in OG5_128858
Babesia bovis DNA gyrase A subunit, putative Get druggable targets OG5_129568 All targets in OG5_129568
Loa Loa (eye worm) voltage and ligand gated potassium channel Get druggable targets OG5_128858 All targets in OG5_128858
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

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Leishmania major DNA topoisomerase ii DNA gyrase   644 aa 672 aa 23.4 %
Leishmania major mitochondrial DNA topoisomerase II DNA gyrase   644 aa 624 aa 23.1 %
Echinococcus multilocularis DNA topoisomerase 2 alpha DNA gyrase   644 aa 612 aa 25.8 %
Leishmania braziliensis mitochondrial DNA topoisomerase II DNA gyrase   644 aa 622 aa 23.8 %
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) DNA gyrase   644 aa 661 aa 53.0 %
Brugia malayi DNA topoisomerase II, alpha isozyme DNA gyrase   644 aa 659 aa 24.3 %
Trypanosoma brucei DNA topoisomerase ii DNA gyrase   644 aa 619 aa 25.7 %
Leishmania donovani mitochondrial DNA topoisomerase II DNA gyrase   644 aa 624 aa 23.2 %
Plasmodium berghei DNA gyrase subunit B, putative DNA gyrase   644 aa 662 aa 36.3 %
Leishmania infantum mitochondrial DNA topoisomerase II DNA gyrase   644 aa 624 aa 23.2 %
Mycobacterium ulcerans DNA gyrase subunit B DNA gyrase   644 aa 663 aa 54.0 %
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative DNA gyrase   644 aa 615 aa 22.6 %
Dictyostelium discoideum DNA topoisomerase II DNA gyrase   644 aa 655 aa 23.8 %
Leishmania mexicana DNA topoisomerase ii DNA gyrase   644 aa 668 aa 23.1 %
Toxoplasma gondii DNA topoisomerase 2, putative DNA gyrase   644 aa 664 aa 24.1 %
Echinococcus granulosus DNA topoisomerase 2 alpha DNA gyrase   644 aa 613 aa 25.9 %
Neospora caninum hypothetical protein DNA gyrase   644 aa 693 aa 24.1 %
Leishmania mexicana mitochondrial DNA topoisomerase II DNA gyrase   644 aa 620 aa 23.4 %
Loa Loa (eye worm) TOPoisomerase family member DNA gyrase   644 aa 668 aa 26.2 %
Mycobacterium leprae Probable DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) DNA gyrase   644 aa 667 aa 53.1 %
Candida albicans DNA topoisomerase II similar to S. cerevisiae TOP2 (YNL088W) DNA gyrase   644 aa 625 aa 25.6 %
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB DNA gyrase   644 aa 561 aa 50.4 %
Trypanosoma cruzi DNA topoisomerase II, putative DNA gyrase   644 aa 674 aa 23.0 %
Trypanosoma brucei DNA topoisomerase II alpha, putative DNA gyrase   644 aa 676 aa 23.4 %
Trypanosoma congolense DNA topoisomerase II, putative DNA gyrase   644 aa 678 aa 22.7 %
Trypanosoma congolense DNA topoisomerase II, putative DNA gyrase   644 aa 617 aa 24.8 %
Onchocerca volvulus DNA gyrase   644 aa 624 aa 25.8 %
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative DNA gyrase   644 aa 615 aa 22.6 %
Trypanosoma brucei DNA topoisomerase II beta, putative DNA gyrase   644 aa 570 aa 24.0 %
Candida albicans DNA topoisomerase II similar to S. cerevisiae TOP2 (YNL088W) DNA gyrase   644 aa 625 aa 25.6 %
Chlamydia trachomatis DNA gyrase subunit B DNA gyrase   644 aa 561 aa 55.3 %
Onchocerca volvulus Ectoderm-expressed 4 homolog DNA gyrase   644 aa 673 aa 24.1 %
Leishmania infantum DNA topoisomerase ii DNA gyrase   644 aa 666 aa 23.6 %
Schistosoma mansoni DNA topoisomerase II DNA gyrase   644 aa 633 aa 24.3 %
Trypanosoma congolense DNA topoisomerase II, putative DNA gyrase   644 aa 678 aa 22.9 %
Leishmania donovani DNA topoisomerase ii DNA gyrase   644 aa 666 aa 23.4 %
Plasmodium knowlesi DNA gyrase subunit B, putative DNA gyrase   644 aa 517 aa 36.0 %
Brugia malayi Probable DNA topoisomerase II DNA gyrase   644 aa 672 aa 25.9 %
Babesia bovis DNA topoisomerase II, putative DNA gyrase   644 aa 587 aa 22.7 %
Theileria parva DNA gyrase subunit B, putative DNA gyrase   644 aa 638 aa 37.1 %
Entamoeba histolytica DNA topoisomerase II, putative DNA gyrase   644 aa 544 aa 25.0 %
Leishmania braziliensis DNA topoisomerase ii DNA gyrase   644 aa 675 aa 23.0 %
Onchocerca volvulus DNA gyrase   644 aa 618 aa 26.5 %
Trypanosoma brucei gambiense DNA topoisomerase II, putative DNA gyrase   644 aa 619 aa 25.7 %
Trypanosoma brucei gambiense DNA topoisomerase II, putative DNA gyrase   644 aa 666 aa 23.4 %
Trypanosoma cruzi DNA topoisomerase II, putative DNA gyrase   644 aa 674 aa 23.0 %
Theileria parva DNA topoisomerase II, putative DNA gyrase   644 aa 683 aa 23.9 %
Trypanosoma brucei gambiense DNA topoisomerase II, putative DNA gyrase   644 aa 676 aa 23.4 %
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein DNA gyrase   644 aa 548 aa 25.7 %
Plasmodium falciparum DNA topoisomerase 2 DNA gyrase   644 aa 647 aa 23.2 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0039 0.2089 0.3402
Echinococcus granulosus Basic leucine zipper bZIP transcription factor 0.0091 0.6342 1
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0045 0.2566 0.4046
Loa Loa (eye worm) hypothetical protein 0.0018 0.039 0.0635
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0042 0.2328 1
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription factor 0.0091 0.6342 1
Brugia malayi DNA topoisomerase II, alpha isozyme 0.004 0.217 0.3421
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0045 0.2566 0.4046
Schistosoma mansoni hypothetical protein 0.0039 0.2119 0.4274
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0039 0.2119 0.3341
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.004 0.217 1
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.004 0.217 0.3421
Mycobacterium tuberculosis DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0136 1 1
Trypanosoma brucei DNA topoisomerase ii 0.004 0.217 1
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0039 0.2119 0.3341
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.004 0.217 0.3421
Brugia malayi bZIP transcription factor family protein 0.0091 0.6342 1
Loa Loa (eye worm) TOPoisomerase family member 0.004 0.217 0.3534
Loa Loa (eye worm) hypothetical protein 0.0014 0.01 0.0164
Brugia malayi Probable DNA topoisomerase II 0.004 0.217 0.3421
Schistosoma mansoni transcription factor LCR-F1 0.0039 0.2119 0.4274
Loa Loa (eye worm) hypothetical protein 0.0014 0.01 0.0164
Mycobacterium ulcerans DNA gyrase subunit A 0.0136 1 1
Chlamydia trachomatis DNA gyrase subunit B 0.0072 0.476 0.4707
Schistosoma mansoni hypothetical protein 0.0074 0.4958 1
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0045 0.2566 0.4179
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.004 0.217 1
Schistosoma mansoni voltage-gated potassium channel 0.0049 0.2897 0.5845
Echinococcus granulosus jun protein 0.0091 0.6342 1
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein 0.0136 1 1
Giardia lamblia DNA topoisomerase II 0.0036 0.1892 0.5
Schistosoma mansoni jun-related protein 0.0074 0.4958 1
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A 0.0136 1 1
Brugia malayi hypothetical protein 0.0039 0.2119 0.3341
Leishmania major mitochondrial DNA topoisomerase II 0.004 0.217 1
Schistosoma mansoni DNA topoisomerase II 0.004 0.217 0.4377
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0045 0.2566 0.4046
Toxoplasma gondii DNA topoisomerase 2, putative 0.004 0.217 0.1278
Onchocerca volvulus 0.0072 0.4755 1
Schistosoma mansoni voltage-gated potassium channel 0.0049 0.2897 0.5845
Loa Loa (eye worm) hypothetical protein 0.0018 0.039 0.0635
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0042 0.2328 1
Loa Loa (eye worm) hypothetical protein 0.0089 0.6139 1
Plasmodium vivax DNA gyrase subunit B, putative 0.0072 0.476 0.3308
Plasmodium falciparum DNA gyrase subunit A 0.0136 1 1
Chlamydia trachomatis DNA gyrase subunit B 0.0072 0.476 0.4707
Treponema pallidum DNA gyrase, subunit A (gyrA) 0.0136 1 1
Mycobacterium leprae Probable DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) 0.0065 0.4219 0.5
Plasmodium vivax DNA gyrase subunit A, putative 0.0136 1 1
Brugia malayi hypothetical protein 0.0072 0.4755 0.7498
Echinococcus multilocularis jun protein 0.0091 0.6342 1
Entamoeba histolytica DNA topoisomerase II, putative 0.004 0.217 1
Echinococcus granulosus DNA topoisomerase 2 alpha 0.004 0.217 0.3421
Plasmodium falciparum DNA gyrase subunit B 0.0072 0.476 0.3308

Activities

Activity type Activity value Assay description Source Reference
AUC/dose (ADMET) = 0.76 uM.hr Dose normalized AUC in C57BL/6 mouse at 1 mg/kg, iv and 2 mg/kg, po ChEMBL. 24900889
ED50 (functional) = 23 mg kg-1 Antibacterial activity against Escherichia coli infected in iv dosed ICR mouse assessed as increase in mouse survival after 7 days ChEMBL. 24900889
Fu (ADMET) > 25 % Unbound fraction in human plasma ChEMBL. 24900889
IC50 (binding) = 1.02 uM Inhibition of Staphylococcus aureus DNA gyrase ChEMBL. 24900889
IC50 (binding) = 18 uM Inhibition of human ERG expressed in CHO cells by automated patch clamp assay ChEMBL. 24900889

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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