Detailed information for compound 1453954

Basic information

Technical information
  • TDR Targets ID: 1453954
  • Name: oxalic acid; N-(2-phenylethyl)-4-(phenylmethy l)piperazine-1-carbothioamide
  • MW: 429.532 | Formula: C22H27N3O4S
  • H donors: 3 H acceptors: 4 LogP: 0.88 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: S=C(N1CCN(CC1)Cc1ccccc1)NCCc1ccccc1.OC(=O)C(=O)O
  • InChi: 1S/C20H25N3S.C2H2O4/c24-20(21-12-11-18-7-3-1-4-8-18)23-15-13-22(14-16-23)17-19-9-5-2-6-10-19;3-1(4)2(5)6/h1-10H,11-17H2,(H,21,24);(H,3,4)(H,5,6)
  • InChiKey: XCYURNQGIGZXEN-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • oxalic acid; N-(2-phenylethyl)-4-(phenylmethyl)-1-piperazinecarbothioamide
  • 4-(benzyl)-N-(2-phenylethyl)piperazine-1-carbothioamide; oxalic acid
  • ethanedioic acid; N-(2-phenylethyl)-4-(phenylmethyl)piperazine-1-carbothioamide
  • MLS000562677
  • SMR000178218
  • 4-Benzyl-piperazine-1-carbothioic acid phenethyl-amide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens lysine (K)-specific demethylase 4A Starlite/ChEMBL No references
Homo sapiens aldehyde dehydrogenase 1 family, member A1 Starlite/ChEMBL No references
Homo sapiens euchromatic histone-lysine N-methyltransferase 2 Starlite/ChEMBL No references
Homo sapiens chromobox homolog 1 Starlite/ChEMBL No references
Homo sapiens ATPase family, AAA domain containing 5 Starlite/ChEMBL No references
Homo sapiens glucagon-like peptide 1 receptor Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis chromobox protein 1 Get druggable targets OG5_129545 All targets in OG5_129545
Neospora caninum hypothetical protein Get druggable targets OG5_126638 All targets in OG5_126638
Leishmania infantum aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Trichomonas vaginalis chromobox protein, putative Get druggable targets OG5_129545 All targets in OG5_129545
Leishmania major aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Onchocerca volvulus Heterochromatin protein 1 homolog Get druggable targets OG5_129545 All targets in OG5_129545
Trichomonas vaginalis set domain proteins, putative Get druggable targets OG5_131470 All targets in OG5_131470
Schistosoma japonicum Probable JmjC domain-containing histone demethylation protein 3B, putative Get druggable targets OG5_127917 All targets in OG5_127917
Candida albicans one of two closely related potential jumonji-like transcription factor genes similar to S. cerevisiae RPH1 (YER169W) damage-resp Get druggable targets OG5_127917 All targets in OG5_127917
Toxoplasma gondii aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus granulosus Transcription factor JmjC domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Schistosoma mansoni chromobox protein Get druggable targets OG5_129545 All targets in OG5_129545
Brugia malayi Heterochromatin protein 1 Get druggable targets OG5_129545 All targets in OG5_129545
Trichomonas vaginalis chromobox protein, putative Get druggable targets OG5_129545 All targets in OG5_129545
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Trichomonas vaginalis chromobox protein, putative Get druggable targets OG5_129545 All targets in OG5_129545
Leishmania donovani aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Brugia malayi jmjC domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Echinococcus multilocularis chromobox protein 1 Get druggable targets OG5_129545 All targets in OG5_129545
Candida albicans aldehyde dehydrogenase 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
Echinococcus granulosus jumonji domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Schistosoma japonicum JmjC domain-containing histone demethylation protein 3C, putative Get druggable targets OG5_127917 All targets in OG5_127917
Loa Loa (eye worm) pre-SET domain-containing protein family protein Get druggable targets OG5_131470 All targets in OG5_131470
Candida albicans one of two closely related potential jumonji-like transcription factor genes similar to S. cerevisiae RPH1 (YER169W) damage-resp Get druggable targets OG5_127917 All targets in OG5_127917
Schistosoma japonicum expressed protein Get druggable targets OG5_127917 All targets in OG5_127917
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Onchocerca volvulus Get druggable targets OG5_131470 All targets in OG5_131470
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 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
Schistosoma japonicum Chromobox protein homolog 5, putative Get druggable targets OG5_129545 All targets in OG5_129545
Candida albicans one of two closely related potential jumonji-like transcription factor genes similar to S. cerevisiae RPH1 (YER169W) damage-resp Get druggable targets OG5_127917 All targets in OG5_127917
Schistosoma japonicum Retinal dehydrogenase 1, putative 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 ko:K00128 aldehyde dehydrogenase (NAD+) [EC1.2.1.3], putative Get druggable targets OG5_126638 All targets in OG5_126638
Trichomonas vaginalis chromobox protein, putative Get druggable targets OG5_129545 All targets in OG5_129545
Schistosoma mansoni aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Mycobacterium ulcerans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Onchocerca volvulus Get druggable targets OG5_129545 All targets in OG5_129545
Echinococcus multilocularis jumonji domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial Get druggable targets OG5_126638 All targets in OG5_126638
Brugia malayi Pre-SET motif family protein Get druggable targets OG5_131470 All targets in OG5_131470
Plasmodium yoelii hypothetical protein Get druggable targets OG5_127917 All targets in OG5_127917
Schistosoma mansoni jumonji domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core Get druggable targets OG5_139225 All targets in OG5_139225
Echinococcus granulosus chromobox protein 1 Get druggable targets OG5_129545 All targets in OG5_129545
Theileria parva hypothetical protein Get druggable targets OG5_129545 All targets in OG5_129545
Leishmania braziliensis aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Loa Loa (eye worm) jmjC domain-containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Leishmania mexicana aldehyde dehydrogenase, mitochondrial precursor Get druggable targets OG5_126638 All targets in OG5_126638
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127917 All targets in OG5_127917
Candida albicans aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129545 All targets in OG5_129545
Echinococcus multilocularis Transcription factor, JmjC domain containing protein Get druggable targets OG5_127917 All targets in OG5_127917
Schistosoma mansoni chromobox protein Get druggable targets OG5_129545 All targets in OG5_129545
Candida albicans one of two closely related potential jumonji-like transcription factor genes similar to S. cerevisiae RPH1 (YER169W) damage-resp Get druggable targets OG5_127917 All targets in OG5_127917
Echinococcus granulosus chromobox protein 1 Get druggable targets OG5_129545 All targets in OG5_129545
Loa Loa (eye worm) heterochromatin protein 1 Get druggable targets OG5_129545 All targets in OG5_129545
Candida albicans Mitochondrial aldehyde dehydrogenase Get druggable targets OG5_126638 All targets in OG5_126638
Schistosoma japonicum expressed protein Get druggable targets OG5_127917 All targets in OG5_127917
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Loa Loa (eye worm) pigment dispersing factor receptor c glucagon-like peptide 1 receptor 463 aa 388 aa 25.8 %
Mycobacterium tuberculosis Succinate-semialdehyde dehydrogenase [NADP+] dependent (SSDH) GabD1 aldehyde dehydrogenase 1 family, member A1 501 aa 456 aa 33.3 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni chromobox protein 0.0084 0.0516 0.0498
Trypanosoma cruzi arginase, putative 0.037 0.3422 0.5
Onchocerca volvulus 0.005 0.0167 0.0583
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0036 0.0027 0.0009
Brugia malayi Pre-SET motif family protein 0.0251 0.2214 1
Leishmania major arginase 0.1018 1 1
Loa Loa (eye worm) hypothetical protein 0.0037 0.0036 0.0082
Echinococcus granulosus peregrin 0.0035 0.0018 0.0005
Leishmania major agmatinase-like protein 0.037 0.3422 0.3144
Trichomonas vaginalis conserved hypothetical protein 0.1018 1 1
Schistosoma mansoni histone-lysine n-methyltransferase suv9 0.005 0.0167 0.0149
Echinococcus granulosus chromobox protein 1 0.0084 0.0516 0.0503
Entamoeba histolytica Arginase, putative 0.1018 1 0.5
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0406 0.5
Trichomonas vaginalis chromobox protein, putative 0.0084 0.0516 0.0516
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0406 0.5
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0073 0.0406 0.5
Brugia malayi jmjC domain containing protein 0.0043 0.0094 0.0343
Echinococcus granulosus histone lysine methyltransferase setb 0.0036 0.0027 0.0013
Loa Loa (eye worm) jmjC domain-containing protein 0.0073 0.0399 0.1735
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0251 0.2214 1
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0115 0.0832 0.0815
Trichomonas vaginalis conserved hypothetical protein 0.1018 1 1
Plasmodium vivax SET domain protein, putative 0.0036 0.0027 0.0009
Trichomonas vaginalis chromobox protein, putative 0.0051 0.0176 0.0176
Schistosoma mansoni arginase 0.1018 1 1
Echinococcus granulosus lysine specific demethylase 5A 0.0043 0.0094 0.008
Trichomonas vaginalis Arginase, putative 0.1018 1 1
Schistosoma mansoni jumonji/arid domain-containing protein 0.0043 0.0094 0.0075
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0406 0.0388
Trypanosoma brucei agmatinase, putative 0.037 0.3422 0.5
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0073 0.0406 0.0393
Trypanosoma cruzi agmatinase, putative 0.037 0.3422 0.5
Loa Loa (eye worm) jmjC domain-containing protein 0.0043 0.0094 0.0343
Schistosoma mansoni jumonji domain containing protein 0.0092 0.0592 0.0574
Loa Loa (eye worm) hypothetical protein 0.0047 0.014 0.0553
Onchocerca volvulus 0.0037 0.0036 0.007
Toxoplasma gondii histone lysine methyltransferase SET/SUV39 0.0036 0.0027 0.0221
Trichomonas vaginalis conserved hypothetical protein 0.0047 0.014 0.014
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0073 0.0406 0.0388
Schistosoma mansoni aldehyde dehydrogenase 0.0073 0.0406 0.0388
Echinococcus multilocularis 0.1018 1 1
Schistosoma mansoni jumonji/arid domain-containing protein 0.0043 0.0094 0.0075
Echinococcus multilocularis lysine specific demethylase 5A 0.0043 0.0094 0.0075
Giardia lamblia PHD finger protein 15 0.0035 0.0018 0.5
Echinococcus granulosus jumonji domain containing protein 0.0049 0.0159 0.0145
Brugia malayi jmjC domain containing protein 0.0115 0.0832 0.3706
Schistosoma mansoni hypothetical protein 0.0041 0.0079 0.0061
Echinococcus granulosus chromobox protein 1 0.0084 0.0516 0.0503
Trichomonas vaginalis chromobox protein, putative 0.0084 0.0516 0.0516
Echinococcus granulosus PHD finger protein rhinoceros 0.0035 0.0018 0.0005
Trypanosoma cruzi agmatinase, putative 0.037 0.3422 0.5
Loa Loa (eye worm) heterochromatin protein 1 0.0084 0.0516 0.2264
Toxoplasma gondii aldehyde dehydrogenase 0.0073 0.0406 1
Brugia malayi Pre-SET motif family protein 0.0036 0.0027 0.0039
Echinococcus multilocularis histone lysine methyltransferase setb histone lysine methyltransferase eggless 0.0036 0.0027 0.0009
Trypanosoma cruzi arginase, putative 0.037 0.3422 0.5
Echinococcus multilocularis chromobox protein 1 0.0084 0.0516 0.0498
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0047 0.014 0.0477
Loa Loa (eye worm) hypothetical protein 0.006 0.0274 0.1164
Echinococcus granulosus arginase 2 mitochondrial 0.1018 1 1
Mycobacterium ulcerans aldehyde dehydrogenase 0.0073 0.0406 0.5
Echinococcus multilocularis histone lysine N methyltransferase SETMAR 0.0036 0.0027 0.0009
Trichomonas vaginalis set domain proteins, putative 0.0286 0.2567 0.2567
Schistosoma mansoni chromobox protein 0.0084 0.0516 0.0498
Brugia malayi chromobox protein homolog 3 0.0047 0.014 0.0553
Onchocerca volvulus Heterochromatin protein 1 homolog 0.0051 0.0176 0.0619
Loa Loa (eye worm) hypothetical protein 0.006 0.0272 0.1156
Loa Loa (eye worm) pigment dispersing factor receptor c 0.006 0.0272 0.1156
Brugia malayi Calcitonin receptor-like protein seb-1 0.006 0.0272 0.1156
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0036 0.0027 0.0009
Echinococcus multilocularis arginase 2, mitochondrial 0.1018 1 1
Loa Loa (eye worm) hypothetical protein 0.0041 0.0079 0.0275
Brugia malayi latrophilin 2 splice variant baaae 0.0041 0.0079 0.0275
Echinococcus multilocularis jumonji domain containing protein 0.0049 0.0159 0.014
Echinococcus multilocularis chromobox protein 1 0.0084 0.0516 0.0498
Onchocerca volvulus 0.0286 0.2567 1
Schistosoma mansoni histone-lysine n-methyltransferase setb1 0.0036 0.0027 0.0009
Brugia malayi Heterochromatin protein 1 0.0084 0.0516 0.2264
Plasmodium vivax arginase, putative 0.1018 1 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.006 0.0272 0.1156
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0115 0.0832 0.082
Loa Loa (eye worm) hypothetical protein 0.0036 0.0027 0.0039
Plasmodium falciparum arginase 0.1018 1 1
Trichomonas vaginalis conserved hypothetical protein 0.0047 0.014 0.014
Trichomonas vaginalis chromobox protein, putative 0.0051 0.0176 0.0176
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core 0.0979 0.961 0.9609

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 4.4668 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of JMJD2A-Tudor Domain. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504402] ChEMBL. No reference
Potency (functional) = 7.9433 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) 12.5893 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 15.8489 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) 15.8489 uM PUBCHEM_BIOASSAY: HTS for Inhibitors of HP1-beta Chromodomain Interactions with Methylated Histone Tails. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488962] ChEMBL. No reference
Potency (functional) 16.3601 uM PUBCHEM_BIOASSAY: qHTS screen for small molecules that inhibit ELG1-dependent DNA repair in human embryonic kidney (HEK293T) cells expressing luciferase-tagged ELG1. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID493107, AID493125] 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) 23.9341 uM PUBCHEM_BIOASSAY: qHTS profiling assay for firefly luciferase inhibitor/activator using purified enzyme and Km concentrations of substrates (counterscreen for miR-21 project). (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID2288, AID2289, AID2598, AID411] ChEMBL. No reference
Potency (functional) = 28.1838 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 44.6684 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) = 50.1187 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Bacillus subtilis Sfp phosphopantetheinyl transferase (PPTase). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 56.2341 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] ChEMBL. No reference
Potency (functional) 63.0957 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488771] 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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