Detailed information for compound 1459009

Basic information

Technical information
  • TDR Targets ID: 1459009
  • Name: 3,5-bis[[2-(4-chlorophenoxy)acetyl]amino]benz oic acid
  • MW: 489.305 | Formula: C23H18Cl2N2O6
  • H donors: 3 H acceptors: 4 LogP: 4.45 Rotable bonds: 11
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(Nc1cc(NC(=O)COc2ccc(cc2)Cl)cc(c1)C(=O)O)COc1ccc(cc1)Cl
  • InChi: 1S/C23H18Cl2N2O6/c24-15-1-5-19(6-2-15)32-12-21(28)26-17-9-14(23(30)31)10-18(11-17)27-22(29)13-33-20-7-3-16(25)4-8-20/h1-11H,12-13H2,(H,26,28)(H,27,29)(H,30,31)
  • InChiKey: VNIXHMAQZRIRQI-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3,5-bis[[2-(4-chlorophenoxy)-1-oxoethyl]amino]benzoic acid
  • 3,5-bis[2-(4-chlorophenoxy)ethanoylamino]benzoic acid
  • 3,5-bis{[(4-chlorophenoxy)acetyl]amino}benzoic acid
  • MLS001000465
  • SMR000498408
  • STK277059

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Mus musculus RAR-related orphan receptor gamma Starlite/ChEMBL No references
Schistosoma mansoni Thioredoxin glutathione reductase Starlite/ChEMBL No references
Homo sapiens bromodomain adjacent to zinc finger domain, 2B Starlite/ChEMBL No references
Homo sapiens glycoprotein hormones, alpha polypeptide Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma brucei gambiense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus multilocularis bromodomain adjacent to zinc finger domain Get druggable targets OG5_131570 All targets in OG5_131570
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Schistosoma japonicum hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Trypanosoma brucei trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Toxoplasma gondii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium yoelii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi Thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum Cleft lip and palate transmembrane protein 1-like protein, putative Get druggable targets OG5_131570 All targets in OG5_131570
Plasmodium berghei thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum ko:K01549 ATP synthase [EC3.6.3.14], putative Get druggable targets OG5_131570 All targets in OG5_131570
Theileria parva thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Loa Loa (eye worm) thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative Get druggable targets OG5_126785 All targets in OG5_126785
Babesia bovis thiodoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium parvum thioredoxin reductase 1 Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi Bromodomain containing protein Get druggable targets OG5_131570 All targets in OG5_131570
Leishmania major trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum expressed protein Get druggable targets OG5_131570 All targets in OG5_131570
Plasmodium falciparum glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania infantum trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus granulosus bromodomain adjacent to zinc finger domain Get druggable targets OG5_131570 All targets in OG5_131570
Leishmania braziliensis trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum Glutathione reductase, related Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania donovani trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium knowlesi glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania mexicana trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium hominis thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum MGC84926 protein, related Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma congolense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium vivax thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus multilocularis thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma cruzi trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum Conserved hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Schistosoma mansoni bromodomain containing protein Get druggable targets OG5_131570 All targets in OG5_131570
Echinococcus granulosus thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium berghei glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 521 aa 21.5 %
Neospora caninum glutathione reductase, putative Thioredoxin glutathione reductase   598 aa 532 aa 34.6 %
Neospora caninum Dihydrolipoyl dehydrogenase (EC 1.8.1.4), related Thioredoxin glutathione reductase   598 aa 512 aa 28.3 %
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast Thioredoxin glutathione reductase   598 aa 513 aa 25.0 %
Plasmodium berghei dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 538 aa 25.3 %
Neospora caninum hypothetical protein Thioredoxin glutathione reductase   598 aa 485 aa 30.5 %
Onchocerca volvulus Thioredoxin glutathione reductase   598 aa 533 aa 50.8 %
Toxoplasma gondii NADPH-glutathione reductase Thioredoxin glutathione reductase   598 aa 555 aa 33.5 %
Plasmodium knowlesi dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 518 aa 22.0 %
Plasmodium yoelii dihydrolipoamide dehydrogenase Thioredoxin glutathione reductase   598 aa 537 aa 24.2 %
Toxoplasma gondii intraflagellar transport protein 172, putative glycoprotein hormones, alpha polypeptide 116 aa 94 aa 26.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0049 0.0977 0.0977
Brugia malayi Hypothetical tyrosinase-like protein C02C2.1 in chromosome III 0.0313 1 1
Loa Loa (eye worm) thioredoxin reductase 0.0046 0.0857 0.0857
Loa Loa (eye worm) bromodomain containing protein 0.0021 0.0025 0.0025
Toxoplasma gondii thioredoxin reductase 0.0046 0.0857 0.5
Echinococcus granulosus fetal alzheimer antigen falz 0.0027 0.0226 0.1287
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0043 0.0779 0.4427
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0116 0.3253 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.1056 0.1056
Loa Loa (eye worm) hypothetical protein 0.0313 1 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0104 0.2856 0.8342
Mycobacterium tuberculosis Probable reductase 0.0104 0.2856 0.8342
Onchocerca volvulus 0.0313 1 0.5
Schistosoma mansoni acetyl-CoA C-acetyltransferase 0.0027 0.0226 0.0226
Loa Loa (eye worm) hypothetical protein 0.0046 0.0879 0.0879
Loa Loa (eye worm) tyrosinase 1 0.0313 1 1
Loa Loa (eye worm) hypothetical protein 0.0085 0.2214 0.2214
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0116 0.3253 1
Loa Loa (eye worm) PHD-finger family protein 0.0025 0.0148 0.0148
Mycobacterium tuberculosis Probable oxidoreductase 0.0116 0.3253 1
Leishmania major trypanothione reductase 0.0046 0.0857 0.5
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0072 0.1759 1
Brugia malayi Thioredoxin reductase 0.0046 0.0857 0.0551
Echinococcus multilocularis zinc finger protein 0.0024 0.0104 0.0592
Echinococcus granulosus zinc finger protein 0.0024 0.0104 0.0592
Brugia malayi Bromodomain containing protein 0.0046 0.0876 0.0571
Schistosoma mansoni tyrosinase precursor 0.0313 1 1
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0072 0.1759 1
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0104 0.2856 0.8342
Echinococcus multilocularis fetal alzheimer antigen, falz 0.0027 0.0226 0.1287
Brugia malayi glutathione reductase 0.0046 0.0857 0.0551
Trypanosoma cruzi trypanothione reductase, putative 0.0046 0.0857 0.5
Onchocerca volvulus 0.0313 1 0.5
Loa Loa (eye worm) glutathione reductase 0.0046 0.0857 0.0857
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0104 0.2856 0.8342
Brugia malayi Bromodomain containing protein 0.0091 0.239 0.2136
Mycobacterium tuberculosis Probable dehydrogenase 0.0104 0.2856 0.8342
Plasmodium falciparum thioredoxin reductase 0.0046 0.0857 0.5
Plasmodium vivax thioredoxin reductase, putative 0.0046 0.0857 0.5
Echinococcus multilocularis thioredoxin glutathione reductase 0.0046 0.0878 0.499
Brugia malayi Common central domain of tyrosinase family protein 0.0313 1 1
Schistosoma mansoni tyrosinase precursor 0.0313 1 1
Plasmodium vivax glutathione reductase, putative 0.0046 0.0857 0.5
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0104 0.2856 0.8342
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0116 0.3253 1
Plasmodium falciparum glutathione reductase 0.0046 0.0857 0.5
Echinococcus granulosus thioredoxin glutathione reductase 0.0046 0.0878 0.499
Onchocerca volvulus 0.0313 1 0.5
Loa Loa (eye worm) ShTK domain-containing protein 0.0313 1 1
Brugia malayi Hypothetical tyrosinase-like protein F21C3.2 in chromosome I 0.0313 1 1
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0043 0.0779 0.4427
Onchocerca volvulus 0.0313 1 0.5
Schistosoma mansoni bromodomain containing protein 0.0076 0.1907 0.1907
Trypanosoma brucei trypanothione reductase 0.0046 0.0857 0.5
Schistosoma mansoni zinc finger protein 0.0024 0.0104 0.0104
Brugia malayi Hypothetical tyrosinase-like protein C02C2.1 in chromosome III 0.0313 1 1
Schistosoma mansoni hypothetical protein 0.0025 0.0148 0.0148
Loa Loa (eye worm) hypothetical protein 0.0313 1 1
Brugia malayi Hypothetical tyrosinase-like protein C02C2.1 in chromosome III 0.0313 1 1
Loa Loa (eye worm) ShTK domain-containing protein 0.0313 1 1

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 26.4 uM PUBCHEM_BIOASSAY: uHTS fluorescence assay for the identification of Human Immunodeficiency Virus Fusion Inhibitors. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID1991, AID434967] ChEMBL. No reference
Potency (functional) = 0.2818 um PUBCHEM_BIOASSAY: qHTS Assay for the Inhibitors of Schistosoma Mansoni Peroxiredoxins. (Class of assay: confirmatory) [Related pubchem assays: 1011 (Confirmation Concentration-Response Assay for Inhibitors of the Schistosoma mansoni Redox Cascade ), 448 (Schistosoma Mansoni Peroxiredoxins (Prx2) and thioredoxin glutathione reductase (TGR) coupled assay)] ChEMBL. No reference
Potency (functional) 5.0119 uM PubChem BioAssay. qHTS for Activators of Integrin-Mediated Alleviation for Muscular Dystrophy. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 11.2202 um PUBCHEM_BIOASSAY: qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 18.526 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 19.9526 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] ChEMBL. No reference
Potency (functional) = 25.1189 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors Targeting the Menin-MLL Interaction in MLL Related Leukemias: Competition With Texas Red Labeled MLL-derived Mutant Peptide. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 31.6228 uM PubChem BioAssay. qHTS Assay to Find Inhibitors of Pin1. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 50.1187 um PUBCHEM_BIOASSAY: qHTS Inhibitors of AmpC Beta-Lactamase (assay with detergent). (Class of assay: confirmatory) [Related pubchem assays: 1002 (Confirmation Concentration-Response Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent)), 585 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay without detergent) - a screen old NIH MLSMR collection), 584 (Promiscuous and Specific Inhibitors of AmpC Beta-Lactamase (assay with detergent) - a screen of the old NIH MLSMR collection), 1003 (Confirmation Cuvette-Based Assay for Inhibitors of AmpC Beta-Lactamase (assay with detergent))] ChEMBL. No reference
Potency (functional) 70.7946 uM PUBCHEM_BIOASSAY: qHTS assay for re-activators of p53 using a Luc reporter. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504709] ChEMBL. No reference
Potency (functional) 70.7946 uM PubChem BioAssay. Inhibitors of USP1/UAF1: Primary Screen. (Class of assay: confirmatory) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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

No literature references available for this target.

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