Detailed information for compound 211209

Basic information

Technical information
  • TDR Targets ID: 211209
  • Name: 7-[(3S)-3-aminopiperidin-1-yl]-8-chloro-1-cyc lopropyl-4-oxoquinoline-3-carboxylic acid
  • MW: 361.823 | Formula: C18H20ClN3O3
  • H donors: 2 H acceptors: 3 LogP: 0.62 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: N[C@H]1CCCN(C1)c1ccc2c(c1Cl)n(cc(c2=O)C(=O)O)C1CC1
  • InChi: 1S/C18H20ClN3O3/c19-15-14(21-7-1-2-10(20)8-21)6-5-12-16(15)22(11-3-4-11)9-13(17(12)23)18(24)25/h5-6,9-11H,1-4,7-8,20H2,(H,24,25)/t10-/m0/s1
  • InChiKey: NLONDWHBZZXURO-JTQLQIEISA-N  


Substructure search Similarity search

Network

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Synonyms

  • 7-[(3S)-3-amino-1-piperidyl]-8-chloro-1-cyclopropyl-4-oxo-quinoline-3-carboxylic acid
  • 7-[(3S)-3-amino-1-piperidinyl]-8-chloro-1-cyclopropyl-4-oxo-3-quinolinecarboxylic acid
  • 7-[(3S)-3-azanylpiperidin-1-yl]-8-chloro-1-cyclopropyl-4-oxo-quinoline-3-carboxylic acid
  • 7-[(3S)-3-aminopiperidino]-8-chloro-1-cyclopropyl-4-keto-quinoline-3-carboxylic acid
  • 7-[(3S)-3-amino-1-piperidyl]-8-chloro-1-cyclopropyl-4-keto-quinoline-3-carboxylic acid
  • 7-[(3S)-3-aminopiperidin-1-yl]-8-chloro-1-cyclopropyl-4-oxo-quinoline-3-carboxylic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Escherichia coli DNA gyrase, subunit B References
Escherichia coli DNA gyrase (type II topoisomerase), subunit A 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 B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 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
Leishmania mexicana mitochondrial DNA topoisomerase II 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
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
Chlamydia trachomatis DNA gyrase subunit A Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium berghei DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A 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
Neospora caninum DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Trypanosoma brucei gambiense 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
Babesia bovis DNA gyrase A subunit, putative Get druggable targets OG5_129568 All targets in OG5_129568
Trypanosoma congolense DNA topoisomerase II, putative 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
Plasmodium vivax 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
Leishmania major mitochondrial DNA topoisomerase II Get druggable targets OG5_128755 All targets in OG5_128755
Mycobacterium ulcerans DNA gyrase subunit A Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium falciparum DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein Get druggable targets OG5_129568 All targets in OG5_129568
Plasmodium yoelii DNA topoisomerase II, putative 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
Theileria parva DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Theileria parva DNA gyrase subunit A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Mycobacterium ulcerans DNA gyrase subunit B Get druggable targets OG5_128755 All targets in OG5_128755
Treponema pallidum DNA gyrase, subunit A (gyrA) Get druggable targets OG5_129568 All targets in OG5_129568
Treponema pallidum DNA gyrase, subunit B (gyrB) 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
Plasmodium knowlesi DNA gyrase subunit B, putative Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium vivax DNA gyrase subunit B, putative 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
Neospora caninum hypothetical protein Get druggable targets OG5_128755 All targets in OG5_128755
Plasmodium yoelii DNA gyrase subunit a-related Get druggable targets OG5_129568 All targets in OG5_129568
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 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 A, putative Get druggable targets OG5_129568 All targets in OG5_129568
Trypanosoma brucei DNA topoisomerase ii Get druggable targets OG5_128755 All targets in OG5_128755
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
Leishmania donovani mitochondrial DNA topoisomerase II 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 brucei DNA topoisomerase ii 0.0121 0.2591 0.6464
Mycobacterium ulcerans DNA gyrase subunit B 0.0153 0.378 0.2028
Mycobacterium leprae Probable DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (Type II DNA topoisomerase) 0.0152 0.3728 1
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.0156 0.3902 1
Echinococcus granulosus thymidylate synthase 0.0111 0.2197 0.3634
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0153 0.378 0.3777
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0121 0.2591 0.6637
Schistosoma mansoni beta-hexosaminidase B 0.0185 0.4982 1
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.0111 0.2197 0.2193
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.0156 0.3902 1
Trypanosoma cruzi DNA topoisomerase II, putative 0.0058 0.0195 0.0488
Echinococcus granulosus beta hexosaminidase subunit beta 0.0185 0.4982 1
Trichomonas vaginalis DNA topoisomerase II, putative 0.0069 0.0607 0.2548
Loa Loa (eye worm) thymidylate synthase 0.0111 0.2197 0.3634
Leishmania major dihydrofolate reductase-thymidylate synthase 0.0156 0.3902 1
Leishmania major mitochondrial DNA topoisomerase II 0.0121 0.2591 0.6464
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.0121 0.2591 0.6637
Entamoeba histolytica beta-N-acetylhexosaminidase, putative 0.0185 0.4982 1
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.0156 0.3902 0.3508
Mycobacterium ulcerans DNA gyrase subunit A 0.0318 1 1
Echinococcus multilocularis thymidylate synthase 0.0111 0.2197 0.3634
Loa Loa (eye worm) glycosyl hydrolase family 20 0.0185 0.4982 1
Plasmodium falciparum DNA gyrase subunit B 0.0153 0.378 0.3378
Echinococcus multilocularis beta hexosaminidase subunit alpha 0.0115 0.2368 0.4025
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.0111 0.2197 0.3634
Plasmodium vivax DNA gyrase subunit B, putative 0.0153 0.378 0.3378
Entamoeba histolytica beta-N-acetylhexosaminidase, putative 0.0185 0.4982 1
Mycobacterium tuberculosis DNA gyrase (subunit A) GyrA (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.0318 1 1
Brugia malayi DNA topoisomerase II, alpha isozyme 0.0069 0.0607 0.121
Trichomonas vaginalis beta-hexosaminidase, putative 0.0115 0.2368 1
Entamoeba histolytica beta-N-acetylhexosaminidase, alpha subunit 0.0185 0.4982 1
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.0111 0.2197 0.5893
Schistosoma mansoni beta-hexosaminidase B 0.0185 0.4982 1
Treponema pallidum DNA gyrase, subunit A (gyrA) 0.0318 1 1
Brugia malayi Glycosyl hydrolase family 20, catalytic domain containing protein 0.0185 0.4982 1
Brugia malayi thymidylate synthase 0.0111 0.2197 0.4405
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.0156 0.3902 0.3508
Echinococcus granulosus beta hexosaminidase subunit alpha 0.0115 0.2368 0.4025
Toxoplasma gondii DNA gyrase/topoisomerase IV, A subunit domain-containing protein 0.0318 1 1
Trichomonas vaginalis beta-hexosaminidase B, putative 0.0115 0.2368 1
Entamoeba histolytica beta-N-acetylhexosaminidase, beta subunit 0.0185 0.4982 1
Brugia malayi Probable DNA topoisomerase II 0.0069 0.0607 0.121
Onchocerca volvulus 0.0111 0.2197 1
Plasmodium vivax DNA gyrase subunit A, putative 0.0318 1 1
Trichomonas vaginalis beta-hexosaminidase, putative 0.0115 0.2368 1
Echinococcus multilocularis beta hexosaminidase subunit beta 0.0185 0.4982 1
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.0156 0.3902 0.3508
Trypanosoma cruzi DNA topoisomerase II, putative 0.0058 0.0195 0.0488
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.0088 0.1347 0.0788
Giardia lamblia DNA topoisomerase II 0.0064 0.0426 0.5
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.0069 0.0607 0.121
Chlamydia trachomatis DNA gyrase subunit B 0.0153 0.378 0.2419
Plasmodium falciparum DNA gyrase subunit A 0.0318 1 1
Wolbachia endosymbiont of Brugia malayi DNA gyrase subunit A 0.0318 1 1
Trichomonas vaginalis beta-hexosaminidase, putative 0.0115 0.2368 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 3.2 ug ml-1 Inhibition of Wild Type DNA gyrase Supercoiling Activity in E. coli ChEMBL. 12904069
IC50 (binding) = 3.2 ug ml-1 Inhibition of Wild Type DNA gyrase Supercoiling Activity in E. coli ChEMBL. 12904069
IC50 (binding) = 12.8 ug ml-1 Inhibition of Quinolone resistant gyrase Supercoiling Activity in E. coli ChEMBL. 12904069
IC50 (binding) = 12.8 ug ml-1 Inhibition of Quinolone resistant gyrase Supercoiling Activity in E. coli ChEMBL. 12904069
MIC (functional) < 0.008 ug ml-1 Minimum inhibitory concentration against Streptococcus pneumoniae - penicillin resistant, strain STP51 ChEMBL. 12904069
MIC (functional) = 0.016 ug ml-1 Minimum inhibitory concentration against Staphylococcus aureus - methicillin resistant Ciprofloxacin sensitive strain MI300 ChEMBL. 12904069
MIC (functional) = 0.03 ug ml-1 Minimum inhibitory concentration against E. coli, strain ES142 ChEMBL. 12904069
MIC (functional) = 0.03 ug ml-1 Minimum inhibitory concentration against E. coli, strain ES142 ChEMBL. 12904069
MIC (functional) = 0.12 ug ml-1 Minimum inhibitory concentration against Streptococcus pneumoniae - penicillin sensitive ,strain STP64 ChEMBL. 12904069
MIC (functional) = 0.5 ug ml-1 Minimum inhibitory concentration against Pseudomonas aeruginosa, strain PS96 ChEMBL. 12904069
MIC (functional) = 1 ug ml-1 Minimum inhibitory concentration against Staphylococcus aureus - methicillin resistant Ciprofloxacin resistant, strain MI339 ChEMBL. 12904069

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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