Detailed information for compound 1951025

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 468.438 | Formula: C22H21FN6O5
  • H donors: 2 H acceptors: 5 LogP: 0.78 Rotable bonds: 1
    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(c1F)onc2c1nccn1C
  • InChi: 1S/C22H21FN6O5/c1-9-8-29-15-11(6-12-14(18-24-4-5-28(18)3)27-34-16(12)13(15)23)7-22(17(29)10(2)33-9)19(30)25-21(32)26-20(22)31/h4-6,9-10,17H,7-8H2,1-3H3,(H2,25,26,30,31,32)/t9-,10+,17+/m1/s1
  • InChiKey: ZDYYFHJCQVAOBA-KEYDSSBGSA-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
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
Plasmodium yoelii DNA gyrase subunit a-related 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
Neospora caninum 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
Theileria parva DNA gyrase subunit A, putative 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
Babesia bovis DNA gyrase A subunit, 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
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
Plasmodium falciparum 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
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
Plasmodium berghei 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
Brugia malayi DNA topoisomerase II, alpha isozyme 0.0033 0.0001 0.0048
Echinococcus multilocularis dihydrofolate reductase 0.0048 0.0019 0.1205
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0048 0.0019 0.001
Echinococcus multilocularis serotonin transporter 0.0166 0.0154 1
Brugia malayi Dihydrofolate reductase 0.0048 0.0019 0.0845
Chlamydia trachomatis UDP-N-acetylglucosamine--N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol N-acetylglucosamine transferase 0.0189 0.018 0.5466
Loa Loa (eye worm) norepinephrine transporter 0.0166 0.0154 0.7016
Brugia malayi cysteinyl tRNA synthetase protein 1 0.0128 0.011 0.4992
Loa Loa (eye worm) thymidylate synthase 0.0118 0.0099 0.4504
Treponema pallidum DNA gyrase, subunit A (gyrA) 0.0318 0.0328 1
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0003 0.0099
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0116 0.0096 0.0087
Echinococcus multilocularis thymidylate synthase 0.0118 0.0099 0.642
Leishmania major trypanothione reductase 0.0051 0.0021 0.1333
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0818 0.09 0.0898
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0034 0.0003 0.0167
Schistosoma mansoni cysteinyl-tRNA synthetase 0.0128 0.011 0.7115
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0311 0.0319 0.9751
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.0033 0.0001 0.0042
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0167 0.0154 0.4709
Plasmodium falciparum cysteine--tRNA ligase 0.0128 0.011 0.3324
Treponema pallidum sodium- and chloride- dependent transporter 0.0166 0.0154 0.2039
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.0034 0.0003 0.0167
Onchocerca volvulus 0.0255 0.0255 1
Trichomonas vaginalis cysteinyl-tRNA synthetase, putative 0.0128 0.011 0.4274
Schistosoma mansoni dihydrofolate reductase 0.0048 0.0019 0.1205
Toxoplasma gondii cysteine-tRNA synthetase (CysRS) 0.0128 0.011 0.3346
Onchocerca volvulus 0.0128 0.011 0.4298
Plasmodium vivax glutathione reductase, putative 0.0051 0.0021 0.0656
Plasmodium vivax DNA topoisomerase II, putative 0.0033 0.0001 0.0032
Giardia lamblia Cysteinyl-tRNA synthetase 0.0128 0.011 1
Mycobacterium tuberculosis Probable reductase 0.0116 0.0096 0.0087
Treponema pallidum undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase 0.0189 0.018 0.3208
Mycobacterium tuberculosis Probable UPD-N-acetylglucosamine-N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol-N-acetylglucosamine transferase MurG 0.0138 0.0122 0.0113
Loa Loa (eye worm) TOPoisomerase family member 0.0033 0.0001 0.0048
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0048 0.0019 0.0016
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0034 0.0003 0.0167
Mycobacterium ulcerans thymidylate synthase 0.0118 0.0099 0.0096
Loa Loa (eye worm) solute carrier family 6 member 4 0.0166 0.0154 0.7016
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0166 0.0154 1
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0311 0.0319 0.9627
Entamoeba histolytica cysteinyl-tRNA synthetase, putative 0.0128 0.011 1
Trypanosoma brucei UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0003 0.0099
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.0034 0.0003 0.0167
Brugia malayi Pre-SET motif family protein 0.0224 0.022 1
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0129 0.0111 0.0102
Chlamydia trachomatis cysteine--tRNA ligase 0.0128 0.011 0.3324
Plasmodium falciparum UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0003 0.0046
Toxoplasma gondii aldehyde dehydrogenase 0.0065 0.0038 0.1161
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0167 0.0154 0.4691
Entamoeba histolytica UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0003 0.0139
Chlamydia trachomatis dihydrofolate reductase 0.0048 0.0019 0.0536
Schistosoma mansoni aldehyde dehydrogenase 0.0065 0.0038 0.2468
Mycobacterium ulcerans undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase 0.0189 0.018 0.0177
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.0128 0.011 0.7086
Mycobacterium ulcerans aldehyde dehydrogenase 0.0065 0.0038 0.0035
Mycobacterium ulcerans aldehyde dehydrogenase 0.0065 0.0038 0.0035
Loa Loa (eye worm) thioredoxin reductase 0.0051 0.0021 0.0978
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0116 0.0096 0.0087
Trichomonas vaginalis set domain proteins, putative 0.0255 0.0255 1
Trichomonas vaginalis glucosaminephosphotransferase, putative 0.0034 0.0003 0.006
Echinococcus multilocularis thioredoxin glutathione reductase 0.0051 0.0021 0.1394
Trypanosoma brucei trypanothione reductase 0.0051 0.0021 0.1333
Mycobacterium ulcerans aldehyde dehydrogenase 0.0065 0.0038 0.0035
Loa Loa (eye worm) dihydrofolate reductase 0.0048 0.0019 0.0845
Mycobacterium ulcerans DNA gyrase subunit A 0.0318 0.0328 0.0325
Schistosoma mansoni aldehyde dehydrogenase 0.0065 0.0038 0.2468
Toxoplasma gondii thioredoxin reductase 0.0051 0.0021 0.0656
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0003 0.0099
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0034 0.0003 0.0117
Schistosoma mansoni sodium/chloride dependent transporter 0.0166 0.0154 1
Mycobacterium tuberculosis Probable dehydrogenase 0.0116 0.0096 0.0087
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.0033 0.0001 0.0048
Schistosoma mansoni cysteinyl-tRNA synthetase 0.0128 0.011 0.7115
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0065 0.0038 0.2468
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0034 0.0003 0.0099
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0056 0.0028 0.1744
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0129 0.0111 0.0102
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0048 0.0019 0.001
Trypanosoma cruzi trypanothione reductase, putative 0.0051 0.0021 0.1333
Mycobacterium leprae Probable DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) 0.0152 0.0137 0.0128
Trichomonas vaginalis conserved hypothetical protein 0.0056 0.0028 0.1052
Loa Loa (eye worm) hypothetical protein 0.0166 0.0154 0.7016
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0166 0.0154 0.7016
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0116 0.0096 0.0087
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine:LPS N-acetylglucosamine transferase 0.0189 0.018 0.0884
Loa Loa (eye worm) cysteinyl tRNA synthetase 1 0.0128 0.011 0.4992
Chlamydia trachomatis DNA gyrase subunit A 0.0318 0.0328 1
Loa Loa (eye worm) hypothetical protein 0.0166 0.0154 0.7016
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0118 0.0099 0.009
Loa Loa (eye worm) hypothetical protein 0.0034 0.0003 0.0117
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0818 0.09 1
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0033 0.0001 0.0042
Onchocerca volvulus 0.0166 0.0154 0.6041
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0033 0.0001 0.0042
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0051 0.0021 0.0012
Toxoplasma gondii DNA topoisomerase 2, putative 0.0033 0.0001 0.0032
Mycobacterium tuberculosis Hypothetical protein 0.0056 0.0028 0.0019
Trypanosoma brucei cysteinyl-tRNA synthetase, putative 0.0128 0.011 0.7086
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.8757 1 1
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0065 0.0038 0.2413
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0116 0.0096 0.0087
Echinococcus granulosus thymidylate synthase 0.0118 0.0099 0.642
Loa Loa (eye worm) serotonin transporter b 0.0166 0.0154 0.7016
Loa Loa (eye worm) hypothetical protein 0.0166 0.0154 0.7016
Onchocerca volvulus 0.0034 0.0003 0.0101
Brugia malayi thymidylate synthase 0.0118 0.0099 0.4504
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A 0.0318 0.0328 0.2756
Mycobacterium leprae Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0818 0.09 0.0892
Plasmodium vivax cysteine--tRNA ligase, putative 0.0128 0.011 0.3346
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0818 0.09 0.0892
Plasmodium falciparum thioredoxin reductase 0.0051 0.0021 0.0625
Giardia lamblia UDP-N-acetylglucosamine-dolichyl-phosphateN-acetylglucosaminephosphotransferase 0.0034 0.0003 0.0139
Loa Loa (eye worm) hypothetical protein 0.0128 0.011 0.4992
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0065 0.0038 0.2468
Plasmodium falciparum cysteine--tRNA ligase 0.0128 0.011 0.3324
Loa Loa (eye worm) hypothetical protein 0.0033 0.0001 0.0048
Mycobacterium tuberculosis DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0318 0.0328 0.0319
Mycobacterium ulcerans glycosyltransferase 0.004 0.0009 0.0006
Brugia malayi glutathione reductase 0.0051 0.0021 0.0978
Plasmodium falciparum glutathione reductase 0.0051 0.0021 0.0625
Plasmodium falciparum DNA gyrase subunit A 0.0318 0.0328 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0129 0.0111 0.0102
Brugia malayi Probable DNA topoisomerase II 0.0033 0.0001 0.0048
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.0034 0.0003 0.0079
Brugia malayi hypothetical protein 0.0056 0.0028 0.1265
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0118 0.0099 0.009
Plasmodium vivax thioredoxin reductase, putative 0.0051 0.0021 0.0656
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.0128 0.011 0.0107
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.0128 0.011 0.7086
Leishmania major cysteinyl-tRNA synthetase, putative 0.0128 0.011 0.7086
Mycobacterium tuberculosis Cysteine:1D-myo-inosityl 2-amino-2-deoxy--D-glucopyranoside ligase MshC 0.8757 1 1
Echinococcus granulosus serotonin transporter 0.0166 0.0154 1
Schistosoma mansoni DNA topoisomerase II 0.0033 0.0001 0.0069
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0129 0.0111 0.0102
Echinococcus granulosus leucyl tRNA synthetase 0.0128 0.011 0.7115
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0167 0.0154 1
Brugia malayi Thioredoxin reductase 0.0051 0.0021 0.0978
Mycobacterium leprae ProbableUPD-N-acetylglucosamine-N-acetylmuramyl-(pentapeptide)pyrophosphoryl-undecaprenol-N-acetylglucosamine transferase MurG 0.0138 0.0122 0.0113
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0167 0.0154 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0118 0.0099 0.642
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0116 0.0096 0.0087
Echinococcus granulosus DNA topoisomerase 2 alpha 0.0033 0.0001 0.0069
Brugia malayi dihydrofolate reductase family protein 0.0048 0.0019 0.0845
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.0033 0.0001 0.0069
Onchocerca volvulus 0.0118 0.0099 0.3879
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0167 0.0154 0.4709
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0065 0.0038 0.0029
Echinococcus granulosus dihydrofolate reductase 0.0048 0.0019 0.1205
Loa Loa (eye worm) hypothetical protein 0.0033 0.0001 0.0048
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.0034 0.0003 0.0079
Echinococcus granulosus cysteinyl tRNA synthetase 0.0128 0.011 0.7115
Echinococcus multilocularis cysteinyl tRNA synthetase 0.0128 0.011 0.7115
Plasmodium vivax DNA gyrase subunit A, putative 0.0318 0.0328 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0051 0.0021 0.1394
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0224 0.022 1
Loa Loa (eye worm) glutathione reductase 0.0051 0.0021 0.0978
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0167 0.0154 1
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein 0.0318 0.0328 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 700 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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