Detailed information for compound 1330539

Basic information

Technical information
  • TDR Targets ID: 1330539
  • Name: 3-(4-bromophenyl)-6-[4-(phenylmethyl)piperazi n-1-yl]-1H-pyrimidine-2,4-dione
  • MW: 441.321 | Formula: C21H21BrN4O2
  • H donors: 1 H acceptors: 2 LogP: 3.1 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: Brc1ccc(cc1)n1c(=O)cc([nH]c1=O)N1CCN(CC1)Cc1ccccc1
  • InChi: 1S/C21H21BrN4O2/c22-17-6-8-18(9-7-17)26-20(27)14-19(23-21(26)28)25-12-10-24(11-13-25)15-16-4-2-1-3-5-16/h1-9,14H,10-13,15H2,(H,23,28)
  • InChiKey: JHNXFLXCVYNZER-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 3-(4-bromophenyl)-6-[4-(phenylmethyl)-1-piperazinyl]-1H-pyrimidine-2,4-dione
  • 6-[4-(benzyl)piperazin-1-yl]-3-(4-bromophenyl)uracil
  • MLS000529985
  • SMR000127028

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens bromodomain adjacent to zinc finger domain, 2B Starlite/ChEMBL No references
Schistosoma mansoni Thioredoxin glutathione reductase Starlite/ChEMBL No references
Escherichia coli penicillin-binding protein Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Leishmania donovani 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
Plasmodium falciparum thioredoxin 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
Babesia bovis thiodoxin 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
Plasmodium falciparum glutathione 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 yoelii glutathione reductase 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
Schistosoma japonicum ko:K00384 thioredoxin reductase (NADPH) [EC1.8.1.9], putative 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 braziliensis trypanothione 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
Cryptosporidium hominis thioredoxin reductase Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma japonicum hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Trypanosoma cruzi trypanothione 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
Echinococcus granulosus thioredoxin glutathione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Trypanosoma brucei trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania major trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Toxoplasma gondii thioredoxin reductase 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
Theileria parva thioredoxin 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
Echinococcus multilocularis bromodomain adjacent to zinc finger domain Get druggable targets OG5_131570 All targets in OG5_131570
Echinococcus multilocularis thioredoxin glutathione 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
Brugia malayi Bromodomain containing 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
Mycobacterium tuberculosis Possible penicillin-binding protein Get druggable targets OG5_149948 All targets in OG5_149948
Plasmodium berghei thioredoxin reductase, putative 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
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase 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
Schistosoma japonicum Conserved hypothetical protein Get druggable targets OG5_131570 All targets in OG5_131570
Cryptosporidium parvum thioredoxin reductase 1 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
Schistosoma japonicum expressed protein Get druggable targets OG5_131570 All targets in OG5_131570
Brugia malayi 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
Plasmodium yoelii thioredoxin reductase 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
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania mexicana trypanothione reductase Get druggable targets OG5_126785 All targets in OG5_126785
Schistosoma mansoni bromodomain containing protein Get druggable targets OG5_131570 All targets in OG5_131570
Plasmodium knowlesi thioredoxin reductase, putative 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
Loa Loa (eye worm) thioredoxin reductase 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
Neospora caninum Dihydrolipoyl dehydrogenase (EC 1.8.1.4), related Thioredoxin glutathione reductase   598 aa 512 aa 28.3 %
Plasmodium berghei dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 538 aa 25.3 %
Onchocerca volvulus Thioredoxin glutathione reductase   598 aa 533 aa 50.8 %
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 %
Toxoplasma gondii NADPH-glutathione reductase Thioredoxin glutathione reductase   598 aa 555 aa 33.5 %
Neospora caninum hypothetical protein Thioredoxin glutathione reductase   598 aa 485 aa 30.5 %
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 521 aa 21.5 %
Plasmodium yoelii dihydrolipoamide dehydrogenase Thioredoxin glutathione reductase   598 aa 537 aa 24.2 %
Plasmodium knowlesi dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin glutathione reductase   598 aa 518 aa 22.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Brugia malayi Thioredoxin reductase 0.0046 0.0975 0.2579
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0072 0.2002 0.2304
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0104 0.3251 0.2592
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0043 0.089 0.2215
Leishmania major trypanothione reductase 0.0046 0.0975 1
Echinococcus multilocularis beta LACTamase domain containing family member 0.0043 0.089 0.1024
Trichomonas vaginalis D-aminoacylase, putative 0.0043 0.089 0.5
Schistosoma mansoni zinc finger protein 0.0024 0.0118 0.0131
Plasmodium falciparum glutathione reductase 0.0046 0.0975 0.5
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0116 0.3703 1
Loa Loa (eye worm) hypothetical protein 0.0043 0.089 0.3531
Trichomonas vaginalis esterase, putative 0.0043 0.089 0.5
Schistosoma mansoni retinoic acid receptor RXR 0.0254 0.9065 1
Mycobacterium tuberculosis Probable reductase 0.0104 0.3251 0.2592
Loa Loa (eye worm) PHD-finger family protein 0.0025 0.0168 0.0667
Trypanosoma cruzi trypanothione reductase, putative 0.0046 0.0975 1
Trypanosoma brucei trypanothione reductase 0.0046 0.0975 1
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0116 0.3703 0.3088
Trichomonas vaginalis D-aminoacylase, putative 0.0043 0.089 0.5
Loa Loa (eye worm) hypothetical protein 0.0043 0.089 0.3531
Echinococcus multilocularis bromodomain adjacent to zinc finger domain 0.0043 0.0886 0.102
Plasmodium vivax thioredoxin reductase, putative 0.0046 0.0975 1
Schistosoma mansoni bromodomain containing protein 0.0076 0.2171 0.2395
Mycobacterium ulcerans esterase/lipase LipP 0.0043 0.089 0.5
Onchocerca volvulus 0.0043 0.089 0.5
Brugia malayi beta-lactamase 0.0043 0.089 0.2215
Trichomonas vaginalis D-aminoacylase, putative 0.0043 0.089 0.5
Loa Loa (eye worm) glutathione reductase 0.0046 0.0975 0.3871
Plasmodium falciparum thioredoxin reductase 0.0046 0.0975 0.5
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0116 0.3703 0.3088
Trichomonas vaginalis penicillin-binding protein, putative 0.0043 0.089 0.5
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0043 0.089 0.0982
Mycobacterium tuberculosis Probable oxidoreductase 0.0116 0.3703 0.3088
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0254 0.9065 1
Echinococcus granulosus thioredoxin glutathione reductase 0.0046 0.0999 0.1102
Echinococcus granulosus beta LACTamase domain containing family member 0.0043 0.089 0.0982
Echinococcus multilocularis zinc finger protein 0.0024 0.0118 0.0136
Brugia malayi Bromodomain containing protein 0.0046 0.0998 0.2673
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0043 0.089 0.0982
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0104 0.3251 0.2592
Mycobacterium ulcerans beta-lactamase 0.0043 0.089 0.5
Loa Loa (eye worm) bromodomain containing protein 0.0021 0.0029 0.0114
Brugia malayi beta-lactamase family protein 0.0043 0.089 0.2215
Echinococcus granulosus zinc finger protein 0.0024 0.0118 0.0131
Loa Loa (eye worm) beta-lactamase 0.0043 0.089 0.3531
Brugia malayi glutathione reductase 0.0046 0.0975 0.2579
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0104 0.3251 0.2592
Mycobacterium ulcerans lipase LipD 0.0043 0.089 0.5
Schistosoma mansoni acetyl-CoA C-acetyltransferase 0.0027 0.0258 0.0284
Loa Loa (eye worm) hypothetical protein 0.0043 0.089 0.3531
Loa Loa (eye worm) hypothetical protein 0.0043 0.089 0.3531
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0046 0.0975 0.0094
Plasmodium vivax glutathione reductase, putative 0.0046 0.0975 1
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0104 0.3251 0.2592
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0072 0.2002 0.2209
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.0244 0.8693 1
Loa Loa (eye worm) thioredoxin reductase 0.0046 0.0975 0.3871
Loa Loa (eye worm) hypothetical protein 0.0046 0.1001 0.3972
Onchocerca volvulus 0.0043 0.089 0.5
Loa Loa (eye worm) hypothetical protein 0.0043 0.089 0.3531
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0043 0.089 0.5
Mycobacterium tuberculosis Probable dehydrogenase 0.0104 0.3251 0.2592
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0043 0.089 0.3531
Mycobacterium ulcerans hypothetical protein 0.0043 0.089 0.5
Loa Loa (eye worm) hypothetical protein 0.0085 0.252 1
Onchocerca volvulus 0.0043 0.089 0.5
Echinococcus granulosus fetal alzheimer antigen falz 0.0027 0.0258 0.0284
Loa Loa (eye worm) hypothetical protein 0.0052 0.1202 0.4769
Echinococcus multilocularis thioredoxin glutathione reductase 0.0046 0.0999 0.1149
Trichomonas vaginalis penicillin-binding protein, putative 0.0043 0.089 0.5
Toxoplasma gondii thioredoxin reductase 0.0046 0.0975 1
Loa Loa (eye worm) hypothetical protein 0.0049 0.1112 0.4413
Schistosoma mansoni hypothetical protein 0.0025 0.0168 0.0185
Brugia malayi beta-lactamase family protein 0.0043 0.089 0.2215
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0104 0.3251 0.8393
Loa Loa (eye worm) hypothetical protein 0.0043 0.089 0.3531
Echinococcus multilocularis fetal alzheimer antigen, falz 0.0027 0.0258 0.0297
Echinococcus granulosus bromodomain adjacent to zinc finger domain 0.0043 0.0886 0.0978
Brugia malayi Bromodomain containing protein 0.0091 0.2721 1

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 0.7079 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] ChEMBL. No reference
Potency (functional) = 4.4668 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) = 12.5893 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 (binding) = 25.1189 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) = 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) = 39.8107 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 Histone Lysine Methyltransferase G9a. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504404] ChEMBL. No reference
Potency (functional) 44.6684 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

We have no records of whole-cell/tissue assays done with this compound What does this mean?

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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