Detailed information for compound 168537

Basic information

Technical information
  • TDR Targets ID: 168537
  • Name: 6-fluoro-1-(2-fluoroethyl)-7-(4-methylpiperaz in-1-yl)-4-oxo-1,8-naphthyridine-3-carboxylic acid
  • MW: 352.336 | Formula: C16H18F2N4O3
  • H donors: 1 H acceptors: 4 LogP: -0.32 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: FCCn1cc(C(=O)O)c(=O)c2c1nc(N1CCN(CC1)C)c(c2)F
  • InChi: 1S/C16H18F2N4O3/c1-20-4-6-21(7-5-20)15-12(18)8-10-13(23)11(16(24)25)9-22(3-2-17)14(10)19-15/h8-9H,2-7H2,1H3,(H,24,25)
  • InChiKey: FQXWRYWIELRCDO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 6-fluoro-1-(2-fluoroethyl)-7-(4-methyl-1-piperazinyl)-4-oxo-1,8-naphthyridine-3-carboxylic acid
  • 6-fluoro-1-(2-fluoroethyl)-4-keto-7-(4-methylpiperazino)-1,8-naphthyridine-3-carboxylic acid
  • 6-fluoro-1-(2-fluoroethyl)-4-keto-7-(4-methylpiperazin-1-yl)-1,8-naphthyridine-3-carboxylic acid
  • 84209-33-6
  • 1,8-Naphthyridine-3-carboxylic acid, 1,4-dihydro-6-fluoro-1-(2-fluoroethyl)-7-(4-methyl-1-piperazinyl)-4-oxo-
  • BRN 6239700

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
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
Schistosoma mansoni alpha-glucosidase 0.0131 0.0177 0.7687
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0127 0.0171 0.0156
Loa Loa (eye worm) hypothetical protein 0.0042 0.0022 0.053
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.016 0.023 1
Mycobacterium ulcerans glycosyltransferase 0.0038 0.0016 0.001
Echinococcus granulosus dihydrofolate reductase 0.0046 0.003 0.0285
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0114 0.0149 0.0133
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.016 0.023 1
Wolbachia endosymbiont of Brugia malayi UDP-N-acetylglucosamine:LPS N-acetylglucosamine transferase 0.0182 0.0267 0.1393
Echinococcus granulosus lysosomal alpha glucosidase 0.0152 0.0214 0.216
Loa Loa (eye worm) hypothetical protein 0.0084 0.0095 0.2753
Treponema pallidum undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase 0.0182 0.0267 0.4546
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0033 0.0007 0.0108
Trypanosoma brucei cysteinyl-tRNA synthetase, putative 0.0084 0.0095 0.3978
Echinococcus multilocularis thioredoxin glutathione reductase 0.005 0.0037 0.033
Onchocerca volvulus 0.0088 0.0102 0.2553
Schistosoma mansoni aldehyde dehydrogenase 0.0064 0.0061 0.2545
Toxoplasma gondii cysteine-tRNA synthetase (CysRS) 0.0084 0.0095 0.415
Echinococcus granulosus serotonin transporter 0.016 0.0229 0.2314
Brugia malayi dihydrofolate reductase family protein 0.0046 0.003 0.0783
Plasmodium falciparum cysteine--tRNA ligase 0.0084 0.0095 0.3978
Mycobacterium ulcerans aldehyde dehydrogenase 0.0064 0.0061 0.0055
Loa Loa (eye worm) serotonin transporter b 0.016 0.0229 0.6803
Brugia malayi Glycosyl hydrolases family 31 protein 0.0034 0.0008 0.0105
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0033 0.0007 0.0286
Leishmania major alpha glucosidase II subunit, putative 0.0034 0.0008 0.0333
Trypanosoma brucei DNA polymerase eta, putative 0.0042 0.0022 0.0678
Onchocerca volvulus 0.0251 0.0389 1
Schistosoma mansoni aldehyde dehydrogenase 0.0064 0.0061 0.2545
Plasmodium vivax thioredoxin reductase, putative 0.005 0.0037 0.1436
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.005 0.0037 0.002
Plasmodium vivax cysteine--tRNA ligase, putative 0.0084 0.0095 0.4042
Mycobacterium tuberculosis Hypothetical protein 0.0054 0.0044 0.0028
Trypanosoma cruzi hypothetical protein, conserved 0.0034 0.0008 0.0333
Loa Loa (eye worm) glutathione reductase 0.005 0.0037 0.0978
Leishmania major trypanothione reductase 0.005 0.0037 0.1591
Plasmodium falciparum glutathione reductase 0.005 0.0037 0.1343
Schistosoma mansoni alpha-glucosidase 0.0131 0.0177 0.7687
Schistosoma mansoni DNA polymerase eta 0.0042 0.0022 0.0779
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0064 0.0061 0.0604
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0064 0.0061 0.0045
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0114 0.0149 0.0133
Loa Loa (eye worm) cysteinyl tRNA synthetase 1 0.0084 0.0095 0.2753
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0034 0.0008 0.0028
Schistosoma mansoni sodium/chloride dependent transporter 0.016 0.0229 1
Echinococcus granulosus cysteinyl tRNA synthetase 0.0084 0.0095 0.0949
Mycobacterium tuberculosis Probable dehydrogenase 0.0114 0.0149 0.0133
Schistosoma mansoni hypothetical protein 0.0158 0.0225 0.9802
Treponema pallidum sodium- and chloride- dependent transporter 0.016 0.0229 0.3553
Echinococcus multilocularis geminin 0.0158 0.0225 0.2252
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0046 0.003 0.0024
Trypanosoma brucei trypanothione reductase 0.005 0.0037 0.1343
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0032 0.0004 0.0181
Trichomonas vaginalis alpha-glucosidase, putative 0.0034 0.0008 0.0028
Schistosoma mansoni dihydrofolate reductase 0.0046 0.003 0.1151
Trypanosoma cruzi hypothetical protein, conserved 0.0034 0.0008 0.0333
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0114 0.0148 0.0132
Chlamydia trachomatis UDP-N-acetylglucosamine--N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol N-acetylglucosamine transferase 0.0182 0.0267 0.535
Leishmania major DNA polymerase eta, putative 0.0042 0.0022 0.0945
Wolbachia endosymbiont of Brugia malayi phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0787 0.1327 1
Toxoplasma gondii aldehyde dehydrogenase 0.0064 0.0061 0.2677
Trypanosoma cruzi DNA polymerase eta, putative 0.0042 0.0022 0.0945
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.0084 0.0095 0.415
Plasmodium falciparum cysteine--tRNA ligase 0.0084 0.0095 0.3978
Treponema pallidum phospho-N-acetylmuramoyl-pentapeptide-transferase (mraY) 0.0299 0.0473 1
Onchocerca volvulus 0.0114 0.0148 0.3748
Toxoplasma gondii glycosyl transferase, group 4 family protein 0.0033 0.0007 0.0286
Schistosoma mansoni alpha glucosidase 0.0034 0.0008 0.0155
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0114 0.0148 0.0132
Brugia malayi glutathione reductase 0.005 0.0037 0.0978
Brugia malayi thymidylate synthase 0.0114 0.0148 0.4353
Loa Loa (eye worm) thymidylate synthase 0.0114 0.0148 0.4353
Mycobacterium ulcerans undecaprenyldiphospho-muramoylpentapeptide beta-N-acetylglucosaminyltransferase 0.0182 0.0267 0.026
Plasmodium falciparum thioredoxin reductase 0.005 0.0037 0.1343
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0046 0.003 0.0014
Loa Loa (eye worm) hypothetical protein 0.016 0.0229 0.6803
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0114 0.0149 0.0133
Trichomonas vaginalis alpha-glucosidase, putative 0.0034 0.0008 0.0028
Loa Loa (eye worm) norepinephrine transporter 0.016 0.0229 0.6803
Loa Loa (eye worm) dihydrofolate reductase 0.0046 0.003 0.0783
Onchocerca volvulus 0.0033 0.0007 0.0063
Trichomonas vaginalis alpha-glucosidase, putative 0.0034 0.0008 0.0028
Echinococcus multilocularis lysosomal alpha glucosidase 0.0152 0.0214 0.2144
Brugia malayi Dihydrofolate reductase 0.0046 0.003 0.0783
Onchocerca volvulus 0.0084 0.0095 0.2371
Loa Loa (eye worm) hypothetical protein 0.016 0.0229 0.6803
Mycobacterium leprae ProbableUPD-N-acetylglucosamine-N-acetylmuramyl-(pentapeptide)pyrophosphoryl-undecaprenol-N-acetylglucosamine transferase MurG 0.0133 0.0182 0.0166
Trichomonas vaginalis neutral alpha-glucosidase ab precursor, putative 0.0034 0.0008 0.0028
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0114 0.0148 0.6399
Loa Loa (eye worm) hypothetical protein 0.016 0.0229 0.6803
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0114 0.0149 0.0133
Echinococcus granulosus leucyl tRNA synthetase 0.0084 0.0095 0.0949
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.5739 1 1
Schistosoma mansoni cysteinyl-tRNA synthetase 0.0084 0.0095 0.4047
Trypanosoma cruzi trypanothione reductase, putative 0.005 0.0037 0.1591
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0127 0.0171 0.0156
Brugia malayi ImpB/MucB/SamB family protein 0.0042 0.0022 0.053
Trichomonas vaginalis alpha-glucosidase, putative 0.0034 0.0008 0.0028
Mycobacterium ulcerans aldehyde dehydrogenase 0.0064 0.0061 0.0055
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.0591 0.0984 1
Mycobacterium tuberculosis Probable UPD-N-acetylglucosamine-N-acetylmuramyl-(pentapeptide) pyrophosphoryl-undecaprenol-N-acetylglucosamine transferase MurG 0.0133 0.0182 0.0166
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.0084 0.0095 0.415
Giardia lamblia Cysteinyl-tRNA synthetase 0.0084 0.0095 1
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.016 0.0229 1
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0152 0.0214 0.6346
Brugia malayi Thioredoxin reductase 0.005 0.0037 0.0978
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.016 0.023 1
Echinococcus granulosus thioredoxin glutathione reductase 0.005 0.0037 0.035
Trichomonas vaginalis set domain proteins, putative 0.0251 0.0389 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0127 0.0171 0.0156
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0114 0.0149 0.0133
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.0034 0.0008 0.012
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0046 0.003 0.0014
Echinococcus granulosus dna polymerase eta 0.0042 0.0022 0.0199
Leishmania major dihydrofolate reductase-thymidylate synthase 0.016 0.023 1
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0064 0.0061 0.2677
Toxoplasma gondii thioredoxin reductase 0.005 0.0037 0.1591
Toxoplasma gondii glycosyl hydrolase, family 31 protein 0.0034 0.0008 0.0333
Trichomonas vaginalis cysteinyl-tRNA synthetase, putative 0.0084 0.0095 0.2322
Trichomonas vaginalis maltase-glucoamylase, putative 0.0034 0.0008 0.0028
Chlamydia trachomatis phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0299 0.0473 1
Onchocerca volvulus 0.016 0.0229 0.5858
Echinococcus granulosus neutral alpha glucosidase AB 0.0034 0.0008 0.0056
Trypanosoma cruzi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0033 0.0007 0.0286
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0054 0.0044 0.1901
Echinococcus multilocularis serotonin transporter 0.016 0.0229 0.2298
Brugia malayi UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0033 0.0007 0.0073
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.016 0.023 1
Echinococcus granulosus geminin 0.0158 0.0225 0.2268
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0064 0.0061 0.0585
Brugia malayi Glycosyl hydrolases family 31 protein 0.0152 0.0214 0.6346
Trichomonas vaginalis sucrase-isomaltase, putative 0.0034 0.0008 0.0028
Loa Loa (eye worm) solute carrier family 6 member 4 0.016 0.0229 0.6803
Schistosoma mansoni UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase 0.0033 0.0007 0.0108
Trypanosoma brucei glucosidase, putative 0.0034 0.0008 0.0048
Mycobacterium tuberculosis Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0787 0.1327 0.1313
Brugia malayi Sodium:neurotransmitter symporter family protein 0.016 0.0229 0.6803
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.016 0.023 1
Mycobacterium tuberculosis Probable reductase 0.0114 0.0149 0.0133
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0221 0.0335 1
Entamoeba histolytica cysteinyl-tRNA synthetase, putative 0.0084 0.0095 1
Leishmania major cysteinyl-tRNA synthetase, putative 0.0084 0.0095 0.415
Echinococcus granulosus histone lysine methyltransferase setb 0.0032 0.0004 0.0021
Leishmania major UDP-N-acetylglucosamine-dolichyl-phosphate N-acetylglucosaminephosphotransferase, putative 0.0033 0.0007 0.0286
Schistosoma mansoni hypothetical protein 0.0158 0.0225 0.9802
Echinococcus multilocularis lysosomal alpha glucosidase 0.0152 0.0214 0.2144
Echinococcus multilocularis dna polymerase eta 0.0042 0.0022 0.0179
Chlamydia trachomatis cysteine--tRNA ligase 0.0084 0.0095 0.1474
Schistosoma mansoni cysteinyl-tRNA synthetase 0.0084 0.0095 0.4047
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.0084 0.0095 0.0089
Echinococcus multilocularis cysteinyl tRNA synthetase 0.0084 0.0095 0.093
Mycobacterium ulcerans thymidylate synthase 0.0114 0.0148 0.0142
Mycobacterium tuberculosis Cysteine:1D-myo-inosityl 2-amino-2-deoxy--D-glucopyranoside ligase MshC 0.5739 1 1
Echinococcus granulosus UDP N acetylglucosamine dolichyl phosphate 0.0033 0.0007 0.0045
Trichomonas vaginalis alpha-glucosidase, putative 0.0034 0.0008 0.0028
Mycobacterium ulcerans aldehyde dehydrogenase 0.0064 0.0061 0.0055
Loa Loa (eye worm) thioredoxin reductase 0.005 0.0037 0.0978
Loa Loa (eye worm) hypothetical protein 0.0033 0.0007 0.0073
Entamoeba histolytica glycosyl hydrolase, family 31 protein 0.0034 0.0008 0.012
Echinococcus multilocularis UDP N acetylglucosamine dolichyl phosphate 0.0033 0.0007 0.0025
Trichomonas vaginalis conserved hypothetical protein 0.0054 0.0044 0.097
Echinococcus multilocularis dihydrofolate reductase 0.0046 0.003 0.0265
Brugia malayi Pre-SET motif family protein 0.0221 0.0335 1
Plasmodium vivax glutathione reductase, putative 0.005 0.0037 0.1436
Brugia malayi cysteinyl tRNA synthetase protein 1 0.0084 0.0095 0.2753
Echinococcus multilocularis thymidylate synthase 0.0114 0.0148 0.147
Loa Loa (eye worm) glycosyl hydrolase family 31 protein 0.0034 0.0008 0.0105
Brugia malayi hypothetical protein 0.0054 0.0044 0.1193
Echinococcus multilocularis neutral alpha glucosidase AB 0.0034 0.0008 0.0036
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0127 0.0171 0.0156
Plasmodium vivax N-acetylglucosamine-1-phosphate transferase, putative 0.0033 0.0007 0.0107
Mycobacterium leprae Probable phospho-N-acetylmuramoyl-pentappeptidetransferase MurX 0.0787 0.1327 0.1313
Mycobacterium ulcerans phospho-N-acetylmuramoyl-pentapeptide-transferase 0.0787 0.1327 0.1321
Echinococcus granulosus thymidylate synthase 0.0114 0.0148 0.1488
Echinococcus granulosus tm gpcr rhodopsin 0.0591 0.0984 1

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 0.52 mg kg-1 Median effective dose against E. coli P-5101 causing systemic infections ChEMBL. 6422043
ED50 (functional) = 0.52 mg kg-1 Median effective dose against E. coli P-5101 causing systemic infections ChEMBL. 6422043
ED50 (functional) = 1.4 mg kg-1 Median effective dose against S. aureus 50774 causing systemic infections ChEMBL. 6422043
ED50 (functional) = 4.2 mg kg-1 Median effective dose against P. aeruginosa 12 causing systemic infections ChEMBL. 6422043
LD50 (ADMET) = 1866 mg kg-1 Compound was tested for acute toxicity test with a single oral administration in mice and the median lethal dose as calculated. ChEMBL. 6422043
LD50 (ADMET) = 1866 mg kg-1 Compound was tested for acute toxicity test with a single oral administration in mice and the median lethal dose as calculated. ChEMBL. 6422043
MIC (functional) = 0.2 ug ml-1 Antibacterial activity against Escherichia coli NIHJ JC-2 ChEMBL. 6422043
MIC (functional) = 0.2 ug ml-1 Antibacterial activity against Escherichia coli NIHJ JC-2 ChEMBL. 6422043
MIC (functional) = 0.78 ug ml-1 Antibacterial activity against Staphylococcus aureus 209PJC-1 ChEMBL. 6422043
MIC (functional) = 1.56 ug ml-1 Antibacterial activity against Pseudomonas aeruginosa Tsuchijima ChEMBL. 6422043

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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