Detailed information for compound 1593041

Basic information

Technical information
  • TDR Targets ID: 1593041
  • Name: N-[(3-hydroxyphenyl)methylideneamino]-2-[4-(2 -methoxyphenyl)piperazin-1-yl]-2-oxoacetamide
  • MW: 382.413 | Formula: C20H22N4O4
  • H donors: 2 H acceptors: 3 LogP: 2.27 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccccc1N1CCN(CC1)C(=O)C(=O)N/N=C/c1cccc(c1)O
  • InChi: 1S/C20H22N4O4/c1-28-18-8-3-2-7-17(18)23-9-11-24(12-10-23)20(27)19(26)22-21-14-15-5-4-6-16(25)13-15/h2-8,13-14,25H,9-12H2,1H3,(H,22,26)/b21-14+
  • InChiKey: VLLCNLYJLFSNQO-KGENOOAVSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[(3-hydroxyphenyl)methyleneamino]-2-[4-(2-methoxyphenyl)piperazin-1-yl]-2-oxo-acetamide
  • N-[(3-hydroxyphenyl)methyleneamino]-2-[4-(2-methoxyphenyl)-1-piperazinyl]-2-oxoacetamide
  • N-[(3-hydroxybenzylidene)amino]-2-keto-2-[4-(2-methoxyphenyl)piperazin-1-yl]acetamide
  • N-[(3-hydroxyphenyl)methylideneamino]-2-[4-(2-methoxyphenyl)piperazin-1-yl]-2-oxo-ethanamide
  • 5921-09-5
  • MLS000571021
  • N'-(3-hydroxybenzylidene)-2-[4-(2-methoxyphenyl)-1-piperazinyl]-2-oxoacetohydrazide
  • SMR000193586

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens microtubule-associated protein tau Starlite/ChEMBL No references
Homo sapiens GNAS complex locus Starlite/ChEMBL No references
Homo sapiens prolyl 4-hydroxylase, beta polypeptide Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Leishmania donovani protein disulfide isomerase 2 Get druggable targets OG5_126843 All targets in OG5_126843
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Trypanosoma brucei protein disulfide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Trichomonas vaginalis protein disulfide isomerase, putative Get druggable targets OG5_126843 All targets in OG5_126843
Leishmania mexicana protein disulfide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Echinococcus multilocularis protein disulfide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Plasmodium falciparum protein disulfide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Plasmodium vivax protein disulfide isomerase, putative Get druggable targets OG5_126843 All targets in OG5_126843
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126843 All targets in OG5_126843
Schistosoma mansoni protein disulfide-isomerase er-60 precursor (erp60) Get druggable targets OG5_126843 All targets in OG5_126843
Loa Loa (eye worm) Pdia4 protein Get druggable targets OG5_126843 All targets in OG5_126843
Trichomonas vaginalis protein disulfide isomerase, putative Get druggable targets OG5_126843 All targets in OG5_126843
Brugia malayi transglutaminase Get druggable targets OG5_126843 All targets in OG5_126843
Echinococcus granulosus microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Entamoeba histolytica thioredoxin, putative Get druggable targets OG5_126843 All targets in OG5_126843
Plasmodium yoelii protein disulfide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Cryptosporidium parvum disulfide-isomerase, signal peptide plus ER retention motif, putative ER protein Get druggable targets OG5_126843 All targets in OG5_126843
Schistosoma mansoni Probable protein disulfide-isomerase ER-60 precursor (ERP60) Get druggable targets OG5_126843 All targets in OG5_126843
Cryptosporidium hominis protein disulphide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Echinococcus multilocularis microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Trichomonas vaginalis protein disulfide isomerase, putative Get druggable targets OG5_126843 All targets in OG5_126843
Leishmania major protein disulfide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Schistosoma mansoni microtubule-associated protein tau Get druggable targets OG5_133504 All targets in OG5_133504
Leishmania infantum protein disulfide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Schistosoma japonicum ko:K08056 protein disulfide isomerase family A, member 3, putative Get druggable targets OG5_126843 All targets in OG5_126843
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma japonicum ko:K04632 guanine nucleotide binding protein (G protein), alpha stimulating, putative Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus multilocularis protein disulfide isomerase A3 Get druggable targets OG5_126843 All targets in OG5_126843
Brugia malayi probable protein disulfide-isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Brugia malayi protein disulphide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Babesia bovis protein disulfide-isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Plasmodium knowlesi protein disulfide isomerase, putative Get druggable targets OG5_126843 All targets in OG5_126843
Trypanosoma brucei gambiense protein disulfide isomerase,bloodstream- specific protein 2 precursor, putative Get druggable targets OG5_126843 All targets in OG5_126843
Neospora caninum protein disulfide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Candida albicans one of two genes similar to S. cerevisiae PDI1 (YCL043C) ER protein disulfide isomerase and foldase Get druggable targets OG5_126843 All targets in OG5_126843
Trichomonas vaginalis protein disulfide isomerase, putative Get druggable targets OG5_126843 All targets in OG5_126843
Trypanosoma congolense protein disulfide isomerase 2 Get druggable targets OG5_126843 All targets in OG5_126843
Leishmania braziliensis protein disulfide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain Get druggable targets OG5_131088 All targets in OG5_131088
Loa Loa (eye worm) protein disulfide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Theileria parva protein disulfide isomerase, putative Get druggable targets OG5_126843 All targets in OG5_126843
Candida albicans hypothetical protein Get druggable targets OG5_126843 All targets in OG5_126843
Schistosoma mansoni protein disulfide-isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative Get druggable targets OG5_131088 All targets in OG5_131088
Loa Loa (eye worm) transglutaminase Get druggable targets OG5_126843 All targets in OG5_126843
Giardia lamblia Protein disulfide isomerase PDI2 Get druggable targets OG5_126843 All targets in OG5_126843
Candida albicans one of two genes similar to S. cerevisiae PDI1 (YCL043C) ER protein disulfide isomerase and foldase Get druggable targets OG5_126843 All targets in OG5_126843
Trypanosoma cruzi bloodstream- specific protein 2 precursor Get druggable targets OG5_126843 All targets in OG5_126843
Echinococcus granulosus protein disulfide isomerase A3 Get druggable targets OG5_126843 All targets in OG5_126843
Schistosoma japonicum ko:K09580 prolyl 4-hydroxylase, beta polypeptide, putative Get druggable targets OG5_126843 All targets in OG5_126843
Schistosoma japonicum ko:K04380 microtubule-associated protein tau, putative Get druggable targets OG5_133504 All targets in OG5_133504
Toxoplasma gondii protein disulfide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Plasmodium berghei protein disulfide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
Echinococcus granulosus protein disulfide isomerase Get druggable targets OG5_126843 All targets in OG5_126843
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni GTP-binding protein alpha subunit gna GNAS complex locus 394 aa 450 aa 28.7 %
Plasmodium falciparum protein disulfide-isomerase prolyl 4-hydroxylase, beta polypeptide 508 aa 478 aa 21.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0409 0.0555
Mycobacterium ulcerans isocitrate lyase AceAb 0.1153 1 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0409 0.0555
Trichomonas vaginalis protein disulfide isomerase, putative 0.0009 0.001 1
Trichomonas vaginalis protein disulfide isomerase, putative 0.0009 0.001 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.0409 0.0555
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.0409 0.0555
Trypanosoma brucei protein disulfide isomerase 0.0009 0.001 0.5
Echinococcus granulosus microtubule associated protein 2 0.0833 0.7204 1
Loa Loa (eye worm) Pdia4 protein 0.0009 0.001 0.0235
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0055 0.0409 1
Mycobacterium tuberculosis Probable isocitrate lyase AceAb [second part] (isocitrase) (isocitratase) (Icl) 0.1153 1 0.5
Toxoplasma gondii protein disulfide isomerase 0.0009 0.001 0.5
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.0409 0.0555
Entamoeba histolytica thioredoxin, putative 0.0009 0.001 0.5
Giardia lamblia Protein disulfide isomerase PDI2 0.0009 0.001 0.5
Mycobacterium tuberculosis Isocitrate lyase Icl (isocitrase) (isocitratase) 0.1153 1 0.5
Plasmodium vivax protein disulfide isomerase, putative 0.0009 0.001 0.5
Echinococcus multilocularis microtubule associated protein 2 0.0833 0.7204 1
Trypanosoma cruzi bloodstream- specific protein 2 precursor 0.0009 0.001 0.5
Plasmodium falciparum protein disulfide isomerase 0.0009 0.001 0.5
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.0409 0.0555
Leishmania major protein disulfide isomerase 0.0009 0.001 0.5
Trichomonas vaginalis protein disulfide isomerase, putative 0.0009 0.001 1
Schistosoma mansoni microtubule-associated protein tau 0.0833 0.7204 1
Loa Loa (eye worm) transglutaminase 0.0009 0.001 0.0235
Mycobacterium ulcerans isocitrate lyase Icl 0.1153 1 0.5
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0055 0.0409 1
Loa Loa (eye worm) protein disulfide isomerase 0.0009 0.001 0.0235
Mycobacterium tuberculosis Probable isocitrate lyase AceAa [first part] (isocitrase) (isocitratase) (Icl) 0.1153 1 0.5
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0409 0.0555

Activities

Activity type Activity value Assay description Source Reference
AC50 (functional) = 19.5 uM PUBCHEM_BIOASSAY: Turbidimetric Biochemical Primary HTS to identify inhibitors of Protein Disulfide Isomerase Measured in Biochemical System Using Plate Reader - 2137-01_Inhibitor_Dose_CherryPick_Activity. (Class of assay: confirmatory) ChEMBL. No reference
AC50 (functional) 19.5 uM PubChem BioAssay. Turbidimetric Biochemical Primary HTS to identify inhibitors of Protein Disulfide Isomerase Measured in Biochemical System Using Plate Reader - 2137-01_Inhibitor_Dose_CherryPick_Activity_Set2. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 0.0708 um PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Fluorescence Polarization. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (functional) 5.0119 uM PubChem BioAssay. qHTS for Agonist of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 9.285 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 (binding) = 22.3872 um PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Thioflavin T Binding. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (functional) = 25.1189 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) = 39.8107 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 112.2018 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Iota. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588623] 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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