Detailed information for compound 268428

Basic information

Technical information
  • TDR Targets ID: 268428
  • Name: 7-[(3,4-dichlorophenyl)methoxy]-4-oxo-1H-quin oline-3-carboxylic acid
  • MW: 364.18 | Formula: C17H11Cl2NO4
  • H donors: 2 H acceptors: 4 LogP: 4.63 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)c1cnc2c(c1O)ccc(c2)OCc1ccc(c(c1)Cl)Cl
  • InChi: 1S/C17H11Cl2NO4/c18-13-4-1-9(5-14(13)19)8-24-10-2-3-11-15(6-10)20-7-12(16(11)21)17(22)23/h1-7H,8H2,(H,20,21)(H,22,23)
  • InChiKey: QGRLTELZHPGGLW-UHFFFAOYSA-N  

Network

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Synonyms

  • 7-(3,4-dichlorobenzyl)oxy-4-keto-1H-quinoline-3-carboxylic acid
  • 63463-23-0
  • NSC306961

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Sus scrofa Malate dehydrogenase mitochondrial Starlite/ChEMBL References
Homo sapiens malate dehydrogenase 2, NAD (mitochondrial) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma brucei glycosomal malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania infantum mitochondrial malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania infantum malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Echinococcus multilocularis malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania infantum glycosomal malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania braziliensis malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Trypanosoma brucei gambiense mitochondrial malate dehydrogenase, putative Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania major glycosomal malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania donovani mitochondrial malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania mexicana malate dehydrogenase, putative Get druggable targets OG5_127145 All targets in OG5_127145
Echinococcus granulosus malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Trypanosoma cruzi malate dehydrogenase, putative Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania major mitochondrial malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Schistosoma mansoni malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Trypanosoma brucei mitochondrial malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Brugia malayi Probable malate dehydrogenase, mitochondrial precursor Get druggable targets OG5_127145 All targets in OG5_127145
Trypanosoma brucei gambiense glycosomal malate dehydrogenase, putative Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania braziliensis glycosomal malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Echinococcus multilocularis malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Trypanosoma cruzi mitochondrial malate dehydrogenase, putative Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania mexicana malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Candida albicans similar to S. cerevisiae MDH1 (YKL085W) mitochondrial malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Candida albicans similar to all three S. cerevisiae malate dehydrogenases (YKL085W, YDL078C, YOL126C) Get druggable targets OG5_127145 All targets in OG5_127145
Candida albicans similar to S. cerevisiae MDH3 (YDL078C) peroxisomal malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania donovani glycosomal malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Trypanosoma cruzi glycosomal malate dehydrogenase, putative Get druggable targets OG5_127145 All targets in OG5_127145
Candida albicans similar to S. cerevisiae MDH1 (YKL085W) mitochondrial malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Trypanosoma congolense glycosomal malate dehydrogenase, putative Get druggable targets OG5_127145 All targets in OG5_127145
Schistosoma japonicum ko:K00026 malate dehydrogenase [EC1.1.1.37B], putative Get druggable targets OG5_127145 All targets in OG5_127145
Loa Loa (eye worm) malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Echinococcus granulosus malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania mexicana glycosomal malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Trypanosoma cruzi glycosomal malate dehydrogenase, putative Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania braziliensis mitochondrial malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania donovani malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Leishmania major malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Candida albicans similar to S. cerevisiae MDH3 (YDL078C) peroxisomal malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145
Trypanosoma congolense mitochondrial malate dehydrogenase Get druggable targets OG5_127145 All targets in OG5_127145

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Leishmania infantum malate dehydrogenase, putative Malate dehydrogenase mitochondrial   338 aa 344 aa 33.7 %
Leishmania major malate dehydrogenase, putative Malate dehydrogenase mitochondrial   338 aa 344 aa 33.4 %
Leishmania donovani malate dehydrogenase, putative Malate dehydrogenase mitochondrial   338 aa 344 aa 34.0 %
Trypanosoma brucei gambiense malate dehydrogenase, putative Malate dehydrogenase mitochondrial   338 aa 338 aa 29.0 %
Trypanosoma cruzi malate dehydrogenase, putative Malate dehydrogenase mitochondrial   338 aa 339 aa 32.4 %
Dictyostelium discoideum malate dehydrogenase Malate dehydrogenase mitochondrial   338 aa 356 aa 23.9 %
Onchocerca volvulus 28S ribosomal protein S31, mitochondrial homolog Malate dehydrogenase mitochondrial   338 aa 310 aa 59.7 %
Brugia malayi lactate dehydrogenase. Malate dehydrogenase mitochondrial   338 aa 340 aa 25.9 %
Leishmania mexicana malate dehydrogenase, putative Malate dehydrogenase mitochondrial   338 aa 336 aa 33.0 %
Trypanosoma brucei malate dehydrogenase-related Malate dehydrogenase mitochondrial   338 aa 337 aa 29.7 %
Trypanosoma congolense malate dehydrogenase-related Malate dehydrogenase mitochondrial   338 aa 334 aa 29.9 %
Toxoplasma gondii malate dehydrogenase MDH Malate dehydrogenase mitochondrial   338 aa 317 aa 28.4 %
Leishmania braziliensis malate dehydrogenase, putative Malate dehydrogenase mitochondrial   338 aa 348 aa 32.8 %
Plasmodium falciparum L-lactate dehydrogenase malate dehydrogenase 2, NAD (mitochondrial) 296 aa 319 aa 24.1 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trypanosoma cruzi glycosomal malate dehydrogenase, putative 0.0086 1 1
Trichomonas vaginalis malate and lactate dehydrogenase, putative 0.0043 0 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0043 0 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0043 0 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0043 0 0.5
Giardia lamblia Malate dehydrogenase 0.0043 0 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0043 0 0.5
Echinococcus multilocularis malate dehydrogenase 0.0086 1 1
Trichomonas vaginalis malate dehydrogenase, putative 0.0043 0 0.5
Trichomonas vaginalis malate and lactate dehydrogenase, putative 0.0043 0 0.5
Entamoeba histolytica malate dehydrogenase,cytoplasmic, putative 0.0043 0 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0043 0 0.5
Echinococcus granulosus malate dehydrogenase 0.0086 1 1
Plasmodium vivax malate dehydrogenase, putative 0.0043 0 0.5
Trypanosoma cruzi malate dehydrogenase, putative 0.0086 1 1
Entamoeba histolytica malate dehydrogenase, putative 0.0043 0 0.5
Mycobacterium tuberculosis Probable malate dehydrogenase Mdh 0.0043 0 0.5
Mycobacterium leprae PROBABLE MALATE DEHYDROGENASE MDH 0.0043 0 0.5
Plasmodium vivax lactate dehydrogenase 0.0043 0 0.5
Trichomonas vaginalis malate and lactate dehydrogenase, putative 0.0043 0 0.5
Toxoplasma gondii lactate dehydrogenase LDH2 0.0043 0 0.5
Leishmania major malate dehydrogenase 0.0086 1 1
Trypanosoma brucei mitochondrial malate dehydrogenase 0.0086 1 1
Wolbachia endosymbiont of Brugia malayi malate dehydrogenase 0.0043 0 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0043 0 0.5
Leishmania major mitochondrial malate dehydrogenase 0.0086 1 1
Trichomonas vaginalis malate and lactate dehydrogenase, putative 0.0043 0 0.5
Loa Loa (eye worm) malate dehydrogenase 0.0086 1 1
Toxoplasma gondii malate dehydrogenase MDH 0.0043 0 0.5
Echinococcus multilocularis malate dehydrogenase 0.0086 1 1
Trichomonas vaginalis malate dehydrogenase, putative 0.0043 0 0.5
Trypanosoma cruzi glycosomal malate dehydrogenase, putative 0.0086 1 1
Echinococcus granulosus malate dehydrogenase 0.0086 1 1
Trichomonas vaginalis malate dehydrogenase, putative 0.0043 0 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0043 0 0.5
Plasmodium falciparum lactate dehydrogenase, putative 0.0043 0 0.5
Toxoplasma gondii lactate dehydrogenase LDH1 0.0043 0 0.5
Trichomonas vaginalis malate dehydrogenase, putative 0.0043 0 0.5
Trypanosoma cruzi mitochondrial malate dehydrogenase, putative 0.0086 1 1
Chlamydia trachomatis malate dehydrogenase 0.0043 0 0.5
Entamoeba histolytica malate dehydrogenase, putative 0.0043 0 0.5
Mycobacterium ulcerans malate dehydrogenase 0.0043 0 0.5
Plasmodium vivax lactate/malate dehydrogenase, putative 0.0043 0 0.5
Plasmodium falciparum L-lactate dehydrogenase 0.0043 0 0.5
Plasmodium falciparum malate dehydrogenase 0.0043 0 0.5
Schistosoma mansoni malate dehydrogenase 0.0086 1 1
Trichomonas vaginalis malate dehydrogenase, putative 0.0043 0 0.5
Leishmania major glycosomal malate dehydrogenase 0.0086 1 1
Trypanosoma brucei glycosomal malate dehydrogenase 0.0086 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 4.82 Inhibition of Ehrlich ascites cell respiration ChEMBL. 7086823
IC50 (binding) = 5.32 Ability to inhibit mitochondrial malate dehydrogenase ChEMBL. 7086823
IC50 (binding) = 5.32 Inhibition of malate dehydrogenase (unknown origin) by spectrophotometry ChEMBL. 894670
IC50 (binding) = 0.005 10'-3 mol/L Inhibition of malate dehydrogenase (unknown origin) by spectrophotometry ChEMBL. 894670
IC50 (functional) = 0.015 10'-3 mol/L Inhibition of respiration in mouse Ehrlich ascites cells after 30 mins incubation at 37 degC by whole cell model ChEMBL. 894670
pI50 (binding) Ability to inhibit cytoplasmic malate dehydrogenase; Inactive ChEMBL. 7086823
pI50 (binding) 0 Ability to inhibit cytoplasmic malate dehydrogenase; Inactive ChEMBL. 7086823
pI50 (binding) 0 Ability to inhibit skeletal muscle lactate dehydrogenase (LDH-M4); Inactive ChEMBL. 7086823
pI50 (functional) = 4.82 Inhibition of Ehrlich ascites cell respiration ChEMBL. 7086823
pI50 (binding) = 5.32 Ability to inhibit mitochondrial malate dehydrogenase ChEMBL. 7086823

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Mus musculus ChEMBL23 7086823

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

2 literature references were collected for this gene.

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