Detailed information for compound 1766897

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 474.591 | Formula: C29H34N2O4
  • H donors: 2 H acceptors: 4 LogP: 2 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc2c(c1)c(ccn2)[C@H](CC[C@@H]1CCN(C[C@@H]1C(=O)O)C1CC(C1)c1ccccc1)O
  • InChi: 1S/C29H34N2O4/c1-35-23-8-9-27-25(17-23)24(11-13-30-27)28(32)10-7-20-12-14-31(18-26(20)29(33)34)22-15-21(16-22)19-5-3-2-4-6-19/h2-6,8-9,11,13,17,20-22,26,28,32H,7,10,12,14-16,18H2,1H3,(H,33,34)/t20-,21?,22?,26+,28+/m1/s1
  • InChiKey: VSLZNKFMVLGHTG-VGXUOWJOSA-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
Staphylococcus aureus DNA gyrase Starlite/ChEMBL References

Predicted pathogen targets for this compound

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

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase, putative 0.0321 0.0772 1
Trichomonas vaginalis pyruvate kinase, putative 0.0069 0.0112 1
Trypanosoma brucei L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0321 0.0772 1
Mycobacterium ulcerans DNA gyrase subunit B 0.0072 0.012 0.0008
Trypanosoma cruzi L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0321 0.0772 1
Trypanosoma brucei electron transfer flavoprotein-ubiquinone oxidoreductase, putative 0.0321 0.0772 1
Trypanosoma brucei glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0321 0.0772 1
Mycobacterium leprae Probable cholesterol oxidase precursor ChoD (cholesterol-O2 oxidoreductase) 0.0321 0.0772 0.0676
Trypanosoma brucei pyruvate kinase 1 0.0069 0.0112 0.1269
Brugia malayi Pyruvate kinase, M2 isozyme 0.0069 0.0112 0.1026
Echinococcus granulosus pyruvate kinase 0.0069 0.0112 0.1167
Mycobacterium ulcerans glycerol-3-phosphate dehydrogenase GlpD2 0.0321 0.0772 0.0668
Schistosoma mansoni NAD dehydrogenase 0.0321 0.0772 0.0749
Brugia malayi dimethylglycine dehydrogenase, mitochondrial precursor, putative 0.0321 0.0772 1
Plasmodium falciparum FAD-dependent glycerol-3-phosphate dehydrogenase, putative 0.0321 0.0772 1
Echinococcus multilocularis pyruvate kinase 0.0054 0.0075 0.0662
Schistosoma mansoni pyruvate kinase 0.0069 0.0112 0.0087
Schistosoma mansoni ATP:guanidino kinase (Smc74) 0.0321 0.0772 0.0749
Loa Loa (eye worm) glycerol-3-phosphate dehydrogenase 0.0321 0.0772 0.0738
Schistosoma mansoni d-amino acid oxidase 0.3854 1 1
Loa Loa (eye worm) hypothetical protein 0.0048 0.0058 0.0021
Plasmodium vivax DNA gyrase subunit A, putative 0.0136 0.0289 0.3532
Entamoeba histolytica anaerobic glycerol-3-phosphate dehydrogenase subunit A, putative 0.0321 0.0772 1
Mycobacterium tuberculosis Probable D-amino acid oxidase Aao 0.3533 0.9161 1
Toxoplasma gondii hypothetical protein 0.0321 0.0772 1
Echinococcus multilocularis glycerol 3 phosphate dehydrogenase 0.0321 0.0772 1
Loa Loa (eye worm) hypothetical protein 0.0321 0.0772 0.0738
Chlamydia trachomatis DNA gyrase subunit A 0.0136 0.0289 0.2678
Loa Loa (eye worm) pyruvate kinase 0.0069 0.0112 0.0076
Schistosoma mansoni glycerol-3-phosphate dehydrogenase 0.0321 0.0772 0.0749
Mycobacterium leprae PROBABLE D-AMINO ACID OXIDASE AAO 0.3854 1 1
Mycobacterium ulcerans D-amino acid oxidase Aao 0.0321 0.0772 0.0668
Chlamydia trachomatis D-amino acid dehydrogenase 0.0321 0.0772 1
Loa Loa (eye worm) pyruvate kinase 0.0069 0.0112 0.0076
Onchocerca volvulus Putative fad oxidoreductase 0.0321 0.0772 1
Leishmania major hypothetical protein, conserved 0.0321 0.0772 1
Echinococcus multilocularis pyruvate kinase 0.0069 0.0112 0.1167
Loa Loa (eye worm) hypothetical protein 0.0069 0.0112 0.0076
Echinococcus multilocularis pyruvate kinase 0.0069 0.0112 0.1167
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.004 0.0037 0.027
Mycobacterium ulcerans glycerol-3-phosphate dehydrogenase 0.0321 0.0772 0.0668
Brugia malayi pyruvate dehydrogenase phosphatase regulatory subunit precursor 0.0321 0.0772 1
Echinococcus granulosus FAD dependent oxidoreductase domain containing protein 0.0321 0.0772 1
Trypanosoma brucei DNA topoisomerase ii 0.004 0.0037 0.027
Giardia lamblia Glycerol-3-phosphate dehydrogenase 0.0321 0.0772 1
Onchocerca volvulus Pyruvate kinase homolog 0.0069 0.0112 0.1026
Onchocerca volvulus Pyruvate kinase homolog 0.0069 0.0112 0.1026
Leishmania major glycerol-3-phosphate dehydrogenase-like protein 0.0321 0.0772 1
Schistosoma mansoni fad oxidoreductase 0.0321 0.0772 0.0749
Onchocerca volvulus Pyruvate kinase homolog 0.0069 0.0112 0.1026
Trypanosoma brucei glycerol-3-phosphate dehydrogenase (FAD-dependent), mitochondrial 0.0321 0.0772 1
Mycobacterium leprae Possible thiamine biosynthesis oxidoreductase ThiO 0.0321 0.0772 0.0676
Chlamydia trachomatis DNA gyrase subunit B 0.0072 0.012 0.012
Mycobacterium ulcerans DNA gyrase subunit A 0.0136 0.0289 0.0179
Giardia lamblia DNA topoisomerase II 0.0036 0.0028 0.0036
Plasmodium vivax DNA topoisomerase II, putative 0.004 0.0037 0.0156
Trypanosoma cruzi Present in the outer mitochondrial membrane proteome 20 0.0321 0.0772 1
Toxoplasma gondii FAD-dependent glycerol-3-phosphate dehydrogenase 0.0321 0.0772 1
Loa Loa (eye worm) pyruvate kinase-PB 0.0048 0.0058 0.0021
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.004 0.0037 0.0156
Trypanosoma brucei pyruvate kinase 1, putative 0.0069 0.0112 0.1269
Trypanosoma cruzi pyruvate kinase 2, putative 0.0069 0.0112 0.1269
Toxoplasma gondii pyruvate kinase PyKII 0.0035 0.0025 0.0327
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A 0.0136 0.0289 1
Treponema pallidum DNA gyrase, subunit A (gyrA) 0.0136 0.0289 1
Echinococcus granulosus glycerol 3 phosphate dehydrogenase 0.0321 0.0772 1
Plasmodium falciparum DNA topoisomerase 2 0.004 0.0037 0.0156
Leishmania major hypothetical protein, conserved 0.0321 0.0772 1
Onchocerca volvulus Dimethylglycine dehydrogenase, mitochondrial homolog 0.0321 0.0772 1
Giardia lamblia Pyruvate kinase 0.0069 0.0112 0.1167
Trypanosoma cruzi pyruvate kinase 2, putative 0.0069 0.0112 0.1269
Schistosoma mansoni fad oxidoreductase 0.0321 0.0772 0.0749
Toxoplasma gondii DNA topoisomerase 2, putative 0.004 0.0037 0.0478
Toxoplasma gondii pyruvate kinase PyK1 0.0069 0.0112 0.1456
Leishmania major pyruvate kinase 0.0069 0.0112 0.1269
Plasmodium vivax DNA gyrase subunit B, putative 0.0072 0.012 0.1273
Mycobacterium tuberculosis DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0136 0.0289 0.0195
Plasmodium falciparum pyruvate kinase 0.0069 0.0112 0.1167
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein 0.0136 0.0289 0.3743
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0072 0.012 0.0009
Echinococcus granulosus DNA topoisomerase 2 alpha 0.004 0.0037 0.0156
Brugia malayi cDNA sequence BC016226 0.0321 0.0772 1
Trypanosoma brucei FAD dependent oxidoreductase, putative 0.0321 0.0772 1
Plasmodium vivax pyruvate kinase, putative 0.0069 0.0112 0.1167
Loa Loa (eye worm) pyruvate kinase 0.0069 0.0112 0.0076
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0321 0.0772 1
Mycobacterium ulcerans D-amino acid oxidase Aao 0.3854 1 1
Plasmodium vivax FAD-dependent glycerol-3-phosphate dehydrogenase, putative 0.0321 0.0772 1
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.004 0.0037 0.027
Chlamydia trachomatis DNA gyrase subunit B 0.0072 0.012 0.012
Trichomonas vaginalis pyruvate kinase, putative 0.0069 0.0112 1
Entamoeba histolytica NAD(FAD)-dependent dehydrogenase, putative 0.0321 0.0772 1
Loa Loa (eye worm) hypothetical protein 0.0321 0.0772 0.0738
Trypanosoma cruzi L-2-hydroxyglutarate dehydrogenase, mitochondrial, putative 0.0321 0.0772 1
Echinococcus multilocularis FAD dependent oxidoreductase domain containing protein 0.0321 0.0772 1
Mycobacterium leprae Probable pyruvate kinase PykA 0.0069 0.0112 0.001
Trypanosoma cruzi FAD dependent oxidoreductase, putative 0.0321 0.0772 1
Brugia malayi Pyruvate kinase, muscle isozyme 0.0069 0.0112 0.1026
Plasmodium falciparum DNA gyrase subunit B 0.0072 0.012 0.1273
Entamoeba histolytica pyruvate kinase, putative 0.0048 0.0058 0.029
Trypanosoma cruzi glycerol-3-phosphate dehydrogenase (FAD-dependent), putative 0.0321 0.0772 1
Leishmania major pyruvate kinase 0.0069 0.0112 0.1269
Mycobacterium tuberculosis Possible thiamine biosynthesis oxidoreductase ThiO 0.0321 0.0772 0.0729
Mycobacterium ulcerans thiamine biosynthesis oxidoreductase ThiO 0.0321 0.0772 0.0668
Schistosoma mansoni pyruvate kinase 0.0069 0.0112 0.0087
Schistosoma mansoni DNA topoisomerase II 0.004 0.0037 0.0012
Onchocerca volvulus Pyruvate dehydrogenase phosphatase regulatory subunit, mitochondrial homolog 0.0321 0.0772 1
Brugia malayi RE18450p 0.0321 0.0772 1
Leishmania major mitochondrial DNA topoisomerase II 0.004 0.0037 0.027
Plasmodium falciparum DNA gyrase subunit A 0.0136 0.0289 0.3532
Loa Loa (eye worm) hypothetical protein 0.0321 0.0772 0.0738
Echinococcus granulosus pyruvate kinase 0.0069 0.0112 0.1167

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1.19 uM Inhibition of Staphylococcus aureus DNA gyrase ChEMBL. 23566517
IC50 (binding) = 24.9 uM Inhibition of human ERG channel in HEK293 cells by voltage-gated patch clamp technique ChEMBL. 23566517

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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