Detailed information for compound 104958

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 697.128 | Formula: C35H37ClN2O11
  • H donors: 5 H acceptors: 6 LogP: 5.33 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 2
  • SMILES: CO[C@@H]1[C@@H](OC(=O)c2ccc([nH]2)C)[C@@H](O)[C@@H](OC1(C)C)Oc1ccc2c(c1Cl)oc(=O)c(c2O)NC(=O)c1ccc(c(c1)CC=C(C)C)O
  • InChi: 1S/C35H37ClN2O11/c1-16(2)7-9-18-15-19(10-13-22(18)39)31(42)38-25-26(40)20-11-14-23(24(36)28(20)47-33(25)44)46-34-27(41)29(30(45-6)35(4,5)49-34)48-32(43)21-12-8-17(3)37-21/h7-8,10-15,27,29-30,34,37,39-41H,9H2,1-6H3,(H,38,42)/t27-,29+,30-,34-/m1/s1
  • InChiKey: FJAQNRBDVKIIKK-LFLQOBSNSA-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 Starlite/ChEMBL References
Staphylococcus aureus DNA gyrase subunit A References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Plasmodium vivax 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
Mycobacterium ulcerans DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium falciparum DNA gyrase subunit B 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
Plasmodium yoelii DNA topoisomerase II, putative 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
Leishmania major mitochondrial DNA topoisomerase II 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
Chlamydia trachomatis DNA gyrase subunit B 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
Babesia bovis 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
Trypanosoma congolense DNA topoisomerase II, putative 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
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 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
Leishmania mexicana 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
Leishmania infantum mitochondrial DNA topoisomerase II 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
Treponema pallidum DNA gyrase, subunit B (gyrB) 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
Neospora caninum hypothetical protein 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
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 mitochondrial DNA topoisomerase II, putative 0.0121 0.1104 1
Chlamydia trachomatis DNA gyrase subunit B 0.01 0.084 0.236
Brugia malayi Probable DNA topoisomerase II 0.0069 0.0446 0.0574
Leishmania major DNA topoisomerase ii 0.0058 0.031 0.2142
Loa Loa (eye worm) hypothetical protein 0.0535 0.6271 1
Plasmodium vivax DNA gyrase subunit B, putative 0.0153 0.1498 0.305
Trichomonas vaginalis DNA topoisomerase II, putative 0.0069 0.0446 0.362
Mycobacterium ulcerans DNA gyrase subunit A 0.0318 0.3559 0.8605
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.0069 0.0446 0.0358
Mycobacterium leprae Probable DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) 0.0152 0.1481 0.3387
Brugia malayi hypothetical protein 0.0535 0.6271 1
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein 0.0318 0.3559 1
Echinococcus granulosus UDP glucose 4 epimerase 0.012 0.1092 0.101
Plasmodium falciparum DNA gyrase subunit A 0.0318 0.3559 0.9031
Schistosoma mansoni hypothetical protein 0.0041 0.0102 0.001
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0088 0.0692 0.1759
Trypanosoma brucei UDP-galactose 4-epimerase 0.0125 0.1154 1
Toxoplasma gondii DNA topoisomerase 2, putative 0.0069 0.0446 0.1054
Trypanosoma cruzi DNA topoisomerase II, putative 0.0058 0.031 0.2246
Loa Loa (eye worm) Pin1-type peptidyl-prolyl cis-trans isomerase 0.004 0.0092 0.0146
Schistosoma mansoni UDP-glucose 4-epimerase 0.012 0.1092 0.101
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A 0.0318 0.3559 1
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0121 0.1104 1
Echinococcus multilocularis neuropeptide receptor A26 0.0558 0.6565 0.6533
Brugia malayi UDP galactose 4'-epimerase 0.012 0.1092 0.162
Loa Loa (eye worm) UDP galactose 4'-epimerase 0.012 0.1092 0.1742
Echinococcus granulosus neuropeptide receptor A26 0.0558 0.6565 0.6533
Trichomonas vaginalis NAD dependent epimerase/dehydratase, putative 0.012 0.1092 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.006 0.034 0.0402
Mycobacterium ulcerans bifunctional nicotinate-nucleotide adenylyltransferase NadD/hypothetical protein 0.0345 0.3893 1
Loa Loa (eye worm) hypothetical protein 0.0535 0.6271 1
Loa Loa (eye worm) TOPoisomerase family member 0.0069 0.0446 0.0712
Giardia lamblia UDP-glucose 4-epimerase 0.0125 0.1154 1
Mycobacterium tuberculosis Probable nicotinate-nucleotide adenylyltransferase NadD (deamido-NAD(+) pyrophosphorylase) (deamido-NAD(+) diphosphorylase) (nic 0.0345 0.3893 1
Echinococcus granulosus neuropeptide s receptor 0.0558 0.6565 0.6533
Loa Loa (eye worm) runx1 0.0067 0.0426 0.0679
Echinococcus multilocularis microtubule associated protein 2 0.0833 1 1
Echinococcus granulosus DNA topoisomerase 2 alpha 0.0069 0.0446 0.0358
Onchocerca volvulus 0.0535 0.6271 1
Brugia malayi latrophilin 2 splice variant baaae 0.0041 0.0102 0.0017
Treponema pallidum hypothetical protein 0.0345 0.3893 1
Trypanosoma brucei DNA topoisomerase ii 0.0121 0.1104 0.9536
Schistosoma mansoni lozenge 0.0067 0.0426 0.0337
Trypanosoma cruzi DNA topoisomerase II, putative 0.0058 0.031 0.2246
Trichomonas vaginalis rotamase, putative 0.004 0.0092 0.0117
Leishmania major mitochondrial DNA topoisomerase II 0.0121 0.1104 0.9536
Chlamydia trachomatis DNA gyrase subunit B 0.0153 0.1498 0.4208
Plasmodium falciparum nicotinamide/nicotinic acid mononucleotide adenylyltransferase 0.0345 0.3893 1
Loa Loa (eye worm) hypothetical protein 0.0041 0.0102 0.0162
Toxoplasma gondii UDP-glucose 4-epimerase 0.012 0.1092 0.2911
Trichomonas vaginalis conserved hypothetical protein 0.004 0.0092 0.0117
Brugia malayi DNA topoisomerase II, alpha isozyme 0.0069 0.0446 0.0574
Leishmania major udp-glc 4-epimerase, putative 0.0125 0.1154 1
Trichomonas vaginalis NAD dependent epimerase/dehydratase, putative 0.012 0.1092 1
Schistosoma mansoni microtubule-associated protein tau 0.0833 1 1
Entamoeba histolytica DNA topoisomerase II, putative 0.0069 0.0446 0.362
Plasmodium falciparum DNA gyrase subunit B 0.0153 0.1498 0.305
Trypanosoma cruzi UDP-galactose 4-epimerase 0.012 0.1092 0.9887
Chlamydia trachomatis DNA gyrase subunit A 0.0318 0.3559 1
Mycobacterium tuberculosis DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0318 0.3559 0.8605
Trypanosoma brucei DNA topoisomerase II beta, putative 0.0058 0.031 0.2142
Schistosoma mansoni DNA topoisomerase II 0.0069 0.0446 0.0358
Entamoeba histolytica UDP-glucose 4-epimerase, putative 0.012 0.1092 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.006 0.034 0.0542
Plasmodium vivax DNA gyrase subunit A, putative 0.0318 0.3559 0.9031
Trichomonas vaginalis UDP-glucose 4-epimerase, putative 0.012 0.1092 1
Plasmodium vivax nicotinate-nucleotide adenylyltransferase, putative 0.0345 0.3893 1
Treponema pallidum DNA gyrase, subunit A (gyrA) 0.0318 0.3559 0.8605
Trypanosoma brucei DNA topoisomerase II alpha, putative 0.0058 0.031 0.2142
Echinococcus multilocularis UDP glucose 4 epimerase 0.012 0.1092 0.101
Loa Loa (eye worm) hypothetical protein 0.006 0.034 0.0542
Mycobacterium leprae PROBABLE NICOTINATE-NUCLEOTIDE ADENYLYLTRANSFERASE NADD (DEAMIDO-NAD(+) PYROPHOSPHORYLASE) (DEAMIDO-NAD(+) DIPHOSPHORYLASE) (NIC 0.0345 0.3893 1
Trypanosoma cruzi UDP-galactose 4-epimerase, putative 0.012 0.1092 0.9887
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.0069 0.0446 0.0574
Brugia malayi Calcitonin receptor-like protein seb-1 0.006 0.034 0.0402
Echinococcus multilocularis Protein lozenge 0.0067 0.0426 0.0337
Echinococcus multilocularis neuropeptide s receptor 0.0558 0.6565 0.6533

Activities

Activity type Activity value Assay description Source Reference
Activity (binding) < 1 uM Inhibition of Escherichia coli K-12 DNA sulA expressed in Escherichia coli DC2 assessed as compound concentration required for => 4-fold induction of luxCDABE operon by reported gene assay ChEMBL. 18347114
Activity (binding) = 1.6 uM Inhibition of Escherichia coli K-12 DNA gyrase A expressed in Escherichia coli DC2 assessed as compound concentration required for => 4-fold induction of luxCDABE operon by reported gene assay ChEMBL. 18347114
IC50 (binding) < 5 nM Inhibition of Escherichia coli JM109 DNA gyrase subunit B assessed as DNA triple helix formation by supercoiling assay ChEMBL. 18347114
IC50 (binding) = 73 nM Inhibition of Escherichia coli JM109 DNA gyrase subunit B assessed as ATP hydrolysis by ATPase assay ChEMBL. 18347114
IC50 (binding) = 0.648 ug ml-1 Inhibition of Staphylococcus aureus DNA gyrase A expressed in Escherichia coli BL21(DE3) using relaxed pBR322 DNA as substrate incubated for 1 hr by bromophenol blue dye based agarose gel electrophoresis method LITERATURE. 28094220
Kd (binding) = 1.2 nM Binding affinity to Escherichia coli GyrB ChEMBL. 21235241
MIC (functional) 0 ug ml-1 In vitro antibacterial activity against E. faecium 02D31P2 VanTeiEry-R; Not determined ChEMBL. 10522710
MIC (functional) 0 ug ml-1 Compound was evaluated for antibacterial activity against vancomycin, teicoplanin and erythromycin resistant Enterococcus faecium 02D31P2 strain; Not determined ChEMBL. 10450985
MIC (functional) < 0.04 ug ml-1 In vitro antibacterial activity against S. aureus 011HT3 ChEMBL. 10522710
MIC (functional) < 0.04 ug ml-1 In vitro antibacterial activity against S. aureus 011GO76 OfloOxaEry-R ChEMBL. 10522710
MIC (functional) < 0.04 ug ml-1 In vitro antibacterial activity against S. epidermidis 012GO39 OxaTei-R ChEMBL. 10522710
MIC (functional) < 0.04 ug ml-1 In vitro antibacterial activity against S. pyogenes O2A1UC1 ChEMBL. 10522710
MIC (functional) < 0.04 ug ml-1 Antibacterial activity against Staphylococcus aureus 011HT3 strain ChEMBL. 10450985
MIC (functional) < 0.04 ug ml-1 Antibacterial activity against ofloxacin, oxacillin and erythromycin resistant Staphylococcus aureus strain 011GO76 ChEMBL. 10450985
MIC (functional) < 0.04 ug ml-1 Antibacterial activity against oxacillin and teicoplanin resistant S. epidermidis 012GO39 strain ChEMBL. 10450985
MIC (functional) < 0.04 ug ml-1 Antibacterial activity against Streptococcus pyogenes 02A1UC1 strain ChEMBL. 10450985
MIC (functional) < 0.04 ug ml-1 In vitro antibacterial activity against S. aureus 011HT3 strain ChEMBL. 10522711
MIC (functional) < 0.04 ug ml-1 In vitro antibacterial activity against S. aureus 011GO76 OfloOxaEry-R strain ChEMBL. 10522711
MIC (functional) < 0.04 ug ml-1 In vitro antibacterial activity against S. epidermidis 012GO39 OxaTei-R strain ChEMBL. 10522711
MIC (functional) < 0.04 ug ml-1 In vitro antibacterial activity against S. pyogenes O2A1UC1 strain ChEMBL. 10522711
MIC (functional) = 0.15 ug ml-1 In vitro antibacterial activity against S. aureus 011HT1 Nov-R ChEMBL. 10522710
MIC (functional) = 0.15 ug ml-1 Antibacterial activity against Staphylococcus aureus novobiocin resistant strain 011HT1 ChEMBL. 10450985
MIC (functional) = 0.15 ug ml-1 In vitro antibacterial activity against S. aureus 011HT1 Nov-R strain ChEMBL. 10522711
MIC (functional) = 2 ug ml-1 Antibacterial activity against Escherichia coli DC2 by broth microdilution method ChEMBL. 18347114
MIC (functional) = 32 ug ml-1 Antibacterial activity against Escherichia coli ATCC 25922 by broth microdilution method ChEMBL. 18347114
MIC (functional) > 32 ug ml-1 Antibacterial activity against Escherichia coli UB1005 by broth microdilution method ChEMBL. 18347114
Ratio (binding) = 1.7 Ratio of IC50 compared to novobiocin in E. coli DNA gyrase supercoiling assay ChEMBL. 10450985
Ratio (binding) = 1.7 In vitro inhibition of supercoiling activity of E. coli DNA gyrase subunit B compared to novabiocin. ChEMBL. 10522711
Ratio (binding) = 1.7 In vitro inhibition of supercoiling activity of E. coli DNA gyrase as the ratio of IC50 of Clorobiocin of the compound ChEMBL. 10522710
Ratio (binding) = 1.7 Ratio of IC50 compared to novobiocin in E. coli DNA gyrase supercoiling assay ChEMBL. 10450985
Ratio (binding) = 1.7 In vitro inhibition of supercoiling activity of E. coli DNA gyrase subunit B compared to novabiocin. ChEMBL. 10522711
Ratio IC50 (binding) Ratio of IC50 for Escherichia coli JM109 DNA gyrase subunit B by ATPase assay to IC50 for Escherichia coli JM109 DNA gyrase subunit B by supercoiling assay ChEMBL. 18347114

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

5 literature references were collected for this gene.

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