Detailed information for compound 1385414

Basic information

Technical information
  • TDR Targets ID: 1385414
  • Name: 4-[2-[3-chloro-5-(trifluoromethyl)pyridin-2-y l]-2-methylhydrazinyl]-4-oxobut-2-enoic acid
  • MW: 323.656 | Formula: C11H9ClF3N3O3
  • H donors: 2 H acceptors: 4 LogP: 2.1 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(NN(c1ncc(cc1Cl)C(F)(F)F)C)/C=C/C(=O)O
  • InChi: 1S/C11H9ClF3N3O3/c1-18(17-8(19)2-3-9(20)21)10-7(12)4-6(5-16-10)11(13,14)15/h2-5H,1H3,(H,17,19)(H,20,21)/b3-2+
  • InChiKey: UEGNBVXJPZMWGN-NSCUHMNNSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (E)-4-[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-2-methylhydrazinyl]-4-oxobut-2-enoic acid
  • 4-[N'-[3-chloro-5-(trifluoromethyl)-2-pyridyl]-N'-methyl-hydrazino]-4-oxo-but-2-enoic acid
  • (E)-4-[N'-[3-chloro-5-(trifluoromethyl)-2-pyridyl]-N'-methyl-hydrazino]-4-oxo-but-2-enoic acid
  • (E)-4-[N'-[3-chloro-5-(trifluoromethyl)-2-pyridyl]-N'-methylhydrazino]-4-oxobut-2-enoic acid
  • 4-[N'-[3-chloro-5-(trifluoromethyl)-2-pyridyl]-N'-methylhydrazino]-4-oxobut-2-enoic acid
  • (E)-4-[N'-[3-chloro-5-(trifluoromethyl)-2-pyridyl]-N'-methyl-hydrazino]-4-keto-but-2-enoic acid
  • 4-[N'-[3-chloro-5-(trifluoromethyl)-2-pyridyl]-N'-methyl-hydrazino]-4-keto-but-2-enoic acid
  • (E)-4-[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-2-methyl-hydrazinyl]-4-oxo-but-2-enoic acid
  • 4-[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-2-methyl-hydrazinyl]-4-oxo-but-2-enoic acid
  • MLS000755893
  • SMR000337922
  • 9H-904
  • 4-{2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-2-methylhydrazino}-4-oxo-2-butenoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens aldehyde dehydrogenase 1 family, member A1 Starlite/ChEMBL No references
Homo sapiens euchromatic histone-lysine N-methyltransferase 2 Starlite/ChEMBL No references
Schistosoma mansoni Thioredoxin glutathione reductase Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 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
Onchocerca volvulus Get druggable targets OG5_131470 All targets in OG5_131470
Toxoplasma gondii thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trichomonas vaginalis set domain proteins, putative Get druggable targets OG5_131470 All targets in OG5_131470
Leishmania infantum aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania infantum trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Loa Loa (eye worm) pre-SET domain-containing protein family protein Get druggable targets OG5_131470 All targets in OG5_131470
Plasmodium knowlesi thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum 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
Plasmodium berghei thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum Retinal dehydrogenase 1, putative Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania major trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Neospora caninum hypothetical protein Get druggable targets OG5_126638 All targets in OG5_126638
Neospora caninum MGC84926 protein, related 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
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Plasmodium vivax glutathione reductase, putative 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
Trypanosoma cruzi trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium hominis thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania major aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Plasmodium yoelii 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
Echinococcus granulosus thioredoxin glutathione reductase 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
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Toxoplasma gondii aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Loa Loa (eye worm) thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Plasmodium falciparum glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei gambiense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Trypanosoma congolense trypanothione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Brugia malayi Pre-SET motif family protein Get druggable targets OG5_131470 All targets in OG5_131470
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
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
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Trypanosoma brucei trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Plasmodium yoelii glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania mexicana aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania braziliensis aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Aldehyde dehydrogenase X, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum Aldehyde dehydrogenase, mitochondrial precursor, putative Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus granulosus aldehyde dehydrogenase mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania mexicana trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Loa Loa (eye worm) glutathione 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
Theileria parva thioredoxin reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania braziliensis trypanothione 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
Leishmania donovani aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum ko:K00128 aldehyde dehydrogenase (NAD+) [EC1.2.1.3], putative Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium tuberculosis Probable aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Toxoplasma gondii NADPH-glutathione reductase Thioredoxin glutathione reductase   598 aa 555 aa 33.5 %
Plasmodium yoelii dihydrolipoamide dehydrogenase Thioredoxin glutathione reductase   598 aa 537 aa 24.2 %
Mycobacterium tuberculosis Succinate-semialdehyde dehydrogenase [NADP+] dependent (SSDH) GabD1 aldehyde dehydrogenase 1 family, member A1 501 aa 456 aa 33.3 %
Plasmodium knowlesi dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 518 aa 22.0 %
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 521 aa 21.5 %
Onchocerca volvulus Thioredoxin glutathione reductase   598 aa 533 aa 50.8 %
Neospora caninum hypothetical protein Thioredoxin glutathione reductase   598 aa 485 aa 30.5 %
Plasmodium berghei dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 538 aa 25.3 %
Neospora caninum Dihydrolipoyl dehydrogenase (EC 1.8.1.4), related Thioredoxin glutathione reductase   598 aa 512 aa 28.3 %
Neospora caninum glutathione reductase, putative Thioredoxin glutathione reductase   598 aa 532 aa 34.6 %
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast Thioredoxin glutathione reductase   598 aa 513 aa 25.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Onchocerca volvulus 0.0286 0.2692 1
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0461 0.4567 0.5213
Schistosoma mansoni carbonic anhydrase 0.0461 0.4567 0.456
Mycobacterium leprae CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE) 0.0968 1 1
Loa Loa (eye worm) hypothetical protein 0.0461 0.4567 0.5213
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0413 0.04
Brugia malayi Thioredoxin reductase 0.0046 0.0117 0.0118
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0461 0.4567 0.5213
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0073 0.0413 0.0473
Plasmodium falciparum carbonic anhydrase 0.0461 0.4567 1
Brugia malayi Pre-SET motif family protein 0.0251 0.232 0.264
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0852 0.8749 1
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0461 0.4567 0.5213
Echinococcus multilocularis carbonic anhydrase II 0.0852 0.8749 1
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0852 0.8749 0.8747
Trypanosoma brucei carbonic anhydrase-like protein 0.0852 0.8749 1
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0116 0.0869 0.1392
Echinococcus granulosus thioredoxin glutathione reductase 0.0046 0.0124 0.0142
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0073 0.0413 0.0549
Mycobacterium ulcerans carbonic anhydrase 0.0968 1 1
Schistosoma mansoni carbonic anhydrase 0.0968 1 1
Brugia malayi Putative carbonic anhydrase 5 precursor 0.0852 0.8749 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0104 0.0744 0.1161
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0116 0.0869 0.1392
Mycobacterium tuberculosis Probable dehydrogenase 0.0104 0.0744 0.1161
Echinococcus multilocularis thioredoxin glutathione reductase 0.0046 0.0124 0.0126
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0461 0.4567 0.5213
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0104 0.0744 0.1161
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0852 0.8749 1
Echinococcus granulosus carbonic anhydrase 0.0461 0.4567 0.5221
Mycobacterium tuberculosis Beta-carbonic anhydrase CanB 0.055 0.5515 1
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0104 0.0744 0.1161
Echinococcus multilocularis carbonic anhydrase 0.0461 0.4567 0.5213
Echinococcus granulosus carbonic anhydrase II 0.0852 0.8749 1
Toxoplasma gondii hypothetical protein 0.0461 0.4567 1
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0116 0.0869 0.0135
Trichomonas vaginalis conserved hypothetical protein 0.0419 0.4113 1
Echinococcus multilocularis carbonic anhydrase 0.0461 0.4567 0.5213
Echinococcus granulosus histone lysine methyltransferase setb 0.0036 0.0014 0.0016
Mycobacterium ulcerans carbonic anhydrase 0.0419 0.4113 0.3859
Schistosoma mansoni carbonic anhydrase-related 0.0461 0.4567 0.456
Echinococcus granulosus carbonic anhydrase 0.0461 0.4567 0.5221
Schistosoma mansoni carbonic anhydrase-related 0.0461 0.4567 0.456
Plasmodium vivax thioredoxin reductase, putative 0.0046 0.0117 1
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0104 0.0744 0.1161
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0461 0.4567 0.5213
Leishmania major carbonic anhydrase family protein, putative 0.0968 1 1
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0461 0.4567 0.5213
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0413 0.04
Schistosoma mansoni carbonic anhydrase-related 0.0461 0.4567 0.456
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0251 0.232 0.264
Echinococcus multilocularis carbonic anhydrase 0.0461 0.4567 0.5213
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0852 0.8749 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0116 0.0869 0.1392
Plasmodium vivax glutathione reductase, putative 0.0046 0.0117 1
Loa Loa (eye worm) thioredoxin reductase 0.0046 0.0117 0.0118
Trichomonas vaginalis conserved hypothetical protein 0.0419 0.4113 1
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0073 0.0413 0.03
Brugia malayi glutathione reductase 0.0046 0.0117 0.0118
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0073 0.0413 0.0457
Loa Loa (eye worm) carbonic anhydrase 3 0.0852 0.8749 1
Loa Loa (eye worm) glutathione reductase 0.0046 0.0117 0.0118
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0852 0.8749 0.8747
Schistosoma mansoni hypothetical protein 0.0461 0.4567 0.456
Toxoplasma gondii aldehyde dehydrogenase 0.0073 0.0413 0.0877
Leishmania major carbonic anhydrase-like protein 0.0852 0.8749 0.8734
Echinococcus granulosus carbonic anhydrase 0.0461 0.4567 0.5221
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0852 0.8749 1
Loa Loa (eye worm) hypothetical protein 0.0461 0.4567 0.5213
Toxoplasma gondii thioredoxin reductase 0.0046 0.0117 0.0227
Mycobacterium tuberculosis Probable reductase 0.0104 0.0744 0.1161
Mycobacterium tuberculosis Probable transmembrane carbonic anhydrase (carbonate dehydratase) (carbonic dehydratase) 0.0419 0.4113 0.7403
Loa Loa (eye worm) hypothetical protein 0.0461 0.4567 0.5213

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) = 2.8184 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Aldehyde Dehydrogenase 1 (ALDH1A1). (Class of assay: confirmatory) [Related pubchem assays: 1030 (qHTS Validation Assay for Inhibitors of aldehyde dehydrogenase 1 (ALDH1A1))] ChEMBL. No reference
Potency (functional) 6.3096 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Histone Lysine Methyltransferase G9a. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504404] ChEMBL. No reference
Potency (functional) 18.526 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) = 19.9526 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) 32.6427 uM PUBCHEM_BIOASSAY: Nrf2 qHTS screen for inhibitors. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493153, AID493163, AID504648] ChEMBL. No reference
Potency (functional) = 56.2341 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Bacillus subtilis Sfp phosphopantetheinyl transferase (PPTase). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 79.4328 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] 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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