Detailed information for compound 1426432

Basic information

Technical information
  • TDR Targets ID: 1426432
  • Name: 3-(4-chlorophenyl)-2-[(E)-2-naphthalen-1-ylet henyl]quinazolin-4-one
  • MW: 408.879 | Formula: C26H17ClN2O
  • H donors: 0 H acceptors: 1 LogP: 6.39 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc(cc1)n1c(/C=C/c2cccc3c2cccc3)nc2c(c1=O)cccc2
  • InChi: 1S/C26H17ClN2O/c27-20-13-15-21(16-14-20)29-25(28-24-11-4-3-10-23(24)26(29)30)17-12-19-8-5-7-18-6-1-2-9-22(18)19/h1-17H/b17-12+
  • InChiKey: BPRLIUHBFWPGGZ-SFQUDFHCSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 3-(4-chlorophenyl)-2-[(E)-2-(1-naphthyl)vinyl]quinazolin-4-one
  • 3-(4-chlorophenyl)-2-[(E)-2-(1-naphthyl)vinyl]-4-quinazolinone
  • K505-0630
  • NCGC00139429-01

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Cryptosporidium parvum thioredoxin reductase 1 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 congolense trypanothione 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 vivax 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
Plasmodium vivax 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
Theileria parva thioredoxin reductase, putative 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
Plasmodium yoelii thioredoxin 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
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase 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
Plasmodium yoelii glutathione reductase 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
Trypanosoma brucei gambiense trypanothione reductase, putative 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 knowlesi glutathione reductase, putative Get druggable targets OG5_126785 All targets in OG5_126785
Leishmania major trypanothione 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
Echinococcus multilocularis thioredoxin glutathione reductase 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
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
Plasmodium berghei glutathione reductase, putative 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
Leishmania braziliensis trypanothione reductase 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
Babesia bovis thiodoxin reductase, putative 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
Candida albicans similar to S. cerevisiae GLR1 (YPL091W) glutathione oxidoreductase Get druggable targets OG5_126785 All targets in OG5_126785
Cryptosporidium hominis thioredoxin 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
Brugia malayi Thioredoxin 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
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Plasmodium berghei dihydrolipoyl dehydrogenase, mitochondrial, putative Thioredoxin reductase 1, cytoplasmic   499 aa 465 aa 26.9 %
Neospora caninum Dihydrolipoyl dehydrogenase (EC 1.8.1.4), related Thioredoxin reductase 1, cytoplasmic   499 aa 464 aa 24.8 %
Leishmania braziliensis 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 450 aa 25.6 %
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 483 aa 23.0 %
Plasmodium yoelii dihydrolipoamide dehydrogenase Thioredoxin reductase 1, cytoplasmic   499 aa 540 aa 23.3 %
Trypanosoma congolense dihydrolipoamide dehydrogenase, point mutation Thioredoxin reductase 1, cytoplasmic   499 aa 489 aa 22.5 %
Leishmania donovani acetoin dehydrogenase e3 component-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 497 aa 24.1 %
Plasmodium falciparum dihydrolipoyl dehydrogenase, apicoplast Thioredoxin reductase 1, cytoplasmic   499 aa 506 aa 23.7 %
Trypanosoma brucei dihydrolipoamide dehydrogenase, point mutation Thioredoxin reductase 1, cytoplasmic   499 aa 490 aa 23.5 %
Leishmania braziliensis acetoin dehydrogenase e3 component-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 499 aa 22.8 %
Plasmodium falciparum glutathione reductase Thioredoxin reductase 1, cytoplasmic   499 aa 500 aa 32.2 %
Trypanosoma brucei gambiense dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 491 aa 23.6 %
Leishmania mexicana acetoin dehydrogenase e3 component-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 499 aa 24.4 %
Trypanosoma brucei dihydrolipoamide dehydrogenase Thioredoxin reductase 1, cytoplasmic   499 aa 492 aa 23.4 %
Plasmodium vivax dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin reductase 1, cytoplasmic   499 aa 518 aa 24.9 %
Leishmania mexicana 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 452 aa 25.7 %
Leishmania major acetoin dehydrogenase e3 component-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 497 aa 24.1 %
Plasmodium falciparum thioredoxin reductase Thioredoxin reductase 1, cytoplasmic   499 aa 511 aa 45.2 %
Leishmania infantum acetoin dehydrogenase e3 component-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 497 aa 24.1 %
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 489 aa 22.9 %
Trypanosoma congolense dihydrolipoamide dehydrogenase, point mutation Thioredoxin reductase 1, cytoplasmic   499 aa 489 aa 22.3 %
Neospora caninum hypothetical protein Thioredoxin reductase 1, cytoplasmic   499 aa 448 aa 27.0 %
Trypanosoma congolense dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 492 aa 23.2 %
Leishmania braziliensis dihydrolipoamide dehydrogenase Thioredoxin reductase 1, cytoplasmic   499 aa 488 aa 21.9 %
Trypanosoma congolense dihydrolipoamide dehydrogenase, point mutation, putative Thioredoxin reductase 1, cytoplasmic   499 aa 489 aa 22.7 %
Neospora caninum glutathione reductase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 492 aa 32.7 %
Trypanosoma brucei gambiense dihydrolipoamide dehydrogenase, putative,acetoin dehydrogenase e3 component, putative Thioredoxin reductase 1, cytoplasmic   499 aa 491 aa 23.2 %
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 489 aa 22.7 %
Toxoplasma gondii NADPH-glutathione reductase Thioredoxin reductase 1, cytoplasmic   499 aa 529 aa 31.8 %
Toxoplasma gondii pyruvate dehydrogenase complex subunit PDH-E3II Thioredoxin reductase 1, cytoplasmic   499 aa 448 aa 27.2 %
Plasmodium falciparum dihydrolipoyl dehydrogenase, mitochondrial Thioredoxin reductase 1, cytoplasmic   499 aa 465 aa 27.3 %
Onchocerca volvulus Thioredoxin reductase 1, cytoplasmic   499 aa 499 aa 57.3 %
Plasmodium vivax dihydrolipoyl dehydrogenase, mitochondrial, putative Thioredoxin reductase 1, cytoplasmic   499 aa 460 aa 25.4 %
Trypanosoma congolense dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 492 aa 23.2 %
Trypanosoma brucei gambiense dihydrolipoamide dehydrogenase, point mutation,acetoin dehydrogenase e3 component, putative Thioredoxin reductase 1, cytoplasmic   499 aa 490 aa 23.3 %
Plasmodium berghei dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin reductase 1, cytoplasmic   499 aa 539 aa 22.3 %
Plasmodium yoelii dihydrolipoamide dehydrogenase Thioredoxin reductase 1, cytoplasmic   499 aa 465 aa 27.5 %
Plasmodium knowlesi dihydrolipoyl dehydrogenase, apicoplast, putative Thioredoxin reductase 1, cytoplasmic   499 aa 519 aa 23.7 %
Leishmania major 2-oxoglutarate dehydrogenase, e3 component, lipoamidedehydrogenase-like protein Thioredoxin reductase 1, cytoplasmic   499 aa 454 aa 25.3 %
Leishmania infantum dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 466 aa 20.6 %
Leishmania donovani dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 466 aa 20.6 %
Plasmodium knowlesi dihydrolipoyl dehydrogenase, mitochondrial, putative Thioredoxin reductase 1, cytoplasmic   499 aa 462 aa 25.8 %
Trypanosoma cruzi dihydrolipoamide dehydrogenase, putative Thioredoxin reductase 1, cytoplasmic   499 aa 483 aa 23.0 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis GPCR, family 2 0.0131 0.2855 0.4432
Plasmodium vivax glutathione reductase, putative 0.0057 0.0987 1
Mycobacterium ulcerans flavoprotein disulfide reductase 0.002 0.0047 0.5
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0415 1 1
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0131 0.2855 0.4432
Plasmodium falciparum thioredoxin reductase 0.0057 0.0987 1
Loa Loa (eye worm) MH2 domain-containing protein 0.0254 0.5949 0.5846
Schistosoma mansoni tar DNA-binding protein 0.0271 0.6384 0.9535
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0131 0.2855 0.2855
Mycobacterium tuberculosis Probable oxidoreductase 0.0145 0.3195 1
Brugia malayi MH2 domain containing protein 0.0254 0.5949 0.5949
Trypanosoma brucei PAB1-binding protein , putative 0.0028 0.0248 0.2141
Brugia malayi glutathione reductase 0.0057 0.0987 0.0987
Brugia malayi RNA recognition motif domain containing protein 0.0271 0.6384 0.6384
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0057 0.0987 0.2985
Trichomonas vaginalis mercuric reductase, putative 0.002 0.0047 0.5
Loa Loa (eye worm) RNA binding protein 0.0271 0.6384 0.6292
Mycobacterium tuberculosis Probable reductase 0.013 0.2829 0.8837
Schistosoma mansoni tar DNA-binding protein 0.0271 0.6384 0.9535
Loa Loa (eye worm) hypothetical protein 0.0131 0.2855 0.2674
Schistosoma mansoni hypothetical protein 0.0131 0.2855 0.4226
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0145 0.3195 1
Echinococcus multilocularis tar DNA binding protein 0.0271 0.6384 1
Schistosoma mansoni tar DNA-binding protein 0.0271 0.6384 0.9535
Schistosoma mansoni hypothetical protein 0.0131 0.2855 0.4226
Mycobacterium tuberculosis Putative ferredoxin reductase 0.013 0.2829 0.8837
Plasmodium vivax ataxin-2 like protein, putative 0.0028 0.0248 0.2141
Plasmodium vivax thioredoxin reductase, putative 0.0057 0.0987 1
Brugia malayi Latrophilin receptor protein 2 0.0131 0.2855 0.2855
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.013 0.2829 0.8837
Loa Loa (eye worm) transcription factor SMAD2 0.0254 0.5949 0.5846
Schistosoma mansoni hypothetical protein 0.0284 0.6693 1
Brugia malayi Calcitonin receptor-like protein seb-1 0.0415 1 1
Loa Loa (eye worm) hypothetical protein 0.0415 1 1
Loa Loa (eye worm) thioredoxin reductase 0.0057 0.0987 0.0757
Plasmodium falciparum glutathione reductase 0.0057 0.0987 1
Loa Loa (eye worm) latrophilin receptor protein 2 0.0131 0.2855 0.2674
Toxoplasma gondii thioredoxin reductase 0.0057 0.0987 1
Trichomonas vaginalis glutathione reductase, putative 0.002 0.0047 0.5
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0131 0.2855 0.4432
Schistosoma mansoni tar DNA-binding protein 0.0271 0.6384 0.9535
Mycobacterium tuberculosis Probable dehydrogenase 0.013 0.2829 0.8837
Loa Loa (eye worm) glutathione reductase 0.0057 0.0987 0.0757
Loa Loa (eye worm) hypothetical protein 0.0284 0.6693 0.6609
Schistosoma mansoni hypothetical protein 0.0131 0.2855 0.4226
Trypanosoma cruzi PAB1-binding protein , putative 0.0028 0.0248 0.2141
Mycobacterium ulcerans dihydrolipoamide dehydrogenase, LpdB 0.002 0.0047 0.5
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0145 0.3195 1
Brugia malayi RNA binding protein 0.0271 0.6384 0.6384
Echinococcus multilocularis thioredoxin glutathione reductase 0.0057 0.0987 0.1483
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.013 0.2829 0.8837
Trypanosoma brucei trypanothione reductase 0.0057 0.0987 1
Brugia malayi hypothetical protein 0.0028 0.0248 0.0248
Schistosoma mansoni hypothetical protein 0.0131 0.2855 0.4226
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0131 0.2855 0.4432
Plasmodium falciparum ataxin-2 like protein, putative 0.0028 0.0248 0.2141
Echinococcus granulosus tar DNA binding protein 0.0271 0.6384 1
Leishmania major hypothetical protein, conserved 0.0028 0.0248 0.2141
Trypanosoma cruzi trypanothione reductase, putative 0.0057 0.0987 1
Toxoplasma gondii LsmAD domain-containing protein 0.0028 0.0248 0.2141
Echinococcus granulosus thioredoxin glutathione reductase 0.0057 0.0987 0.1483
Loa Loa (eye worm) TAR-binding protein 0.0271 0.6384 0.6292
Leishmania major trypanothione reductase 0.0057 0.0987 1
Trypanosoma cruzi PAB1-binding protein , putative 0.0028 0.0248 0.2141
Plasmodium falciparum ataxin-2 like protein, putative 0.0028 0.0248 0.2141
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.013 0.2829 0.8837
Schistosoma mansoni tar DNA-binding protein 0.0271 0.6384 0.9535
Treponema pallidum NADH oxidase 0.002 0.0047 0.5
Brugia malayi Thioredoxin reductase 0.0057 0.0987 0.0987
Brugia malayi latrophilin 2 splice variant baaae 0.0284 0.6693 0.6693
Brugia malayi TAR-binding protein 0.0271 0.6384 0.6384
Giardia lamblia NADH oxidase lateral transfer candidate 0.002 0.0047 0.5
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.002 0.0047 0.5
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0271 0.6384 0.6292
Wolbachia endosymbiont of Brugia malayi dihydrolipoamide dehydrogenase E3 component 0.002 0.0047 0.5
Echinococcus granulosus GPCR family 2 0.0131 0.2855 0.4432
Brugia malayi dihydrolipoyl dehydrogenase, mitochondrial precursor, putative 0.002 0.0047 0.0047
Chlamydia trachomatis dihydrolipoyl dehydrogenase 0.002 0.0047 0.5
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0131 0.2855 0.4432
Mycobacterium ulcerans dihydrolipoamide dehydrogenase 0.002 0.0047 0.5
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0145 0.3195 1

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 3.9811 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
Potency (functional) 28.1838 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) = 39.8107 um PUBCHEM_BIOASSAY: qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (without detergent). (Class of assay: confirmatory) [Related pubchem assays: 2158 (Confirmation qHTS Assay for Inhibitors of Cruzain), 2249 (Probe Development Summary of Promiscuous Inhibitors (Artifacts) of Cruzain), 2161 (qHTS Assay for Inhibitors of Papain: Counterscreen for Cruzain Assay), 1478 (qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (with detergent))] 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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