Detailed information for compound 1317425

Basic information

Technical information
  • TDR Targets ID: 1317425
  • Name: 5-chloro-6-(3,4-dimethoxyphenyl)-3-[(3-methox yphenyl)methylamino]-1-phenylpyrazin-2-one
  • MW: 477.939 | Formula: C26H24ClN3O4
  • H donors: 1 H acceptors: 1 LogP: 4.72 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cccc(c1)CNc1nc(Cl)c(n(c1=O)c1ccccc1)c1ccc(c(c1)OC)OC
  • InChi: 1S/C26H24ClN3O4/c1-32-20-11-7-8-17(14-20)16-28-25-26(31)30(19-9-5-4-6-10-19)23(24(27)29-25)18-12-13-21(33-2)22(15-18)34-3/h4-15H,16H2,1-3H3,(H,28,29)
  • InChiKey: KEWJCBHFKNBFCA-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5-chloro-6-(3,4-dimethoxyphenyl)-3-[(3-methoxyphenyl)methylamino]-1-phenyl-pyrazin-2-one
  • 5-chloro-6-(3,4-dimethoxyphenyl)-3-[(3-methoxyphenyl)methylamino]-1-phenyl-2-pyrazinone
  • 5-chloro-6-(3,4-dimethoxyphenyl)-3-[(3-methoxybenzyl)amino]-1-phenyl-pyrazin-2-one
  • SMR000115568
  • 5-chloro-6-(3,4-dimethoxyphenyl)-3-[(3-methoxybenzyl)amino]-1-phenyl-2(1H)-pyrazinone
  • AO-638/42109110
  • MLS000550123
  • ZINC04168783

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens geminin, DNA replication inhibitor Starlite/ChEMBL No references
Homo sapiens nuclear factor, erythroid 2-like 2 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Hypothetical 65.5 kDa Trp-Asp repeats containing protein F02E8.5 inchromosome X geminin, DNA replication inhibitor 209 aa 176 aa 27.8 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Conserved protein 0.0038 0.0552 0.0552
Plasmodium vivax hypothetical protein, conserved 0.0038 0.0552 1
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0244 0.9258 0.9258
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0109 0.3565 0.4764
Mycobacterium ulcerans hypothetical protein 0.0038 0.0552 0.0552
Leishmania major 3-oxoacyl-(acyl-carrier protein) reductase, putative 0.0062 0.1551 0.2073
Echinococcus granulosus 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0062 0.1551 0.1418
Schistosoma mansoni carbonic anhydrase-related 0.0109 0.3565 0.4418
Mycobacterium ulcerans bifunctional phosphoribosylaminoimidazolecarboxamide formyltransferase/IMP cyclohydrolase 0.0261 1 1
Echinococcus granulosus geminin 0.0205 0.7596 1
Mycobacterium tuberculosis Conserved protein 0.0038 0.0552 0.0552
Mycobacterium ulcerans fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE 0.0038 0.0552 0.0552
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0202 0.7483 1
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0202 0.7483 0.9844
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0049 0.0989 0.1321
Schistosoma mansoni hypothetical protein 0.0109 0.3565 0.4418
Mycobacterium ulcerans beta-lactamase 0.0038 0.0552 0.0552
Schistosoma mansoni 3-hydroxyacyl-CoA dehydrogenase 0.0062 0.1551 0.1629
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0043 0.0775 0.0317
Mycobacterium tuberculosis Probable bifunctional purine biosynthesis protein PurH: phosphoribosylaminoimidazolecarboxamide formyltransferase (AICAR transfo 0.0261 1 1
Mycobacterium ulcerans lipase LipD 0.0038 0.0552 0.0552
Loa Loa (eye worm) cytochrome P450 family protein 0.0049 0.0998 0.1334
Mycobacterium tuberculosis Probable lipase LipD 0.0038 0.0552 0.0552
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.0989 0.085
Leishmania major carbamoyl-phosphate synthase, putative 0.0034 0.0375 0.05
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0202 0.7483 1
Echinococcus multilocularis 3 hydroxyacyl coenzyme A dehydrogenase type 2 0.0062 0.1551 0.1418
Trichomonas vaginalis esterase, putative 0.0038 0.0552 0.5
Mycobacterium tuberculosis Probable hydrolase 0.0038 0.0552 0.0552
Mycobacterium tuberculosis Probable lipase LipE 0.0038 0.0552 0.0552
Echinococcus multilocularis geminin 0.0205 0.7596 1
Schistosoma mansoni carbonic anhydrase-related 0.0109 0.3565 0.4418
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0552 0.5
Echinococcus multilocularis carbonic anhydrase 0.0109 0.3565 0.4277
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0038 0.0552 0.0245
Leishmania major carbonic anhydrase-like protein 0.0202 0.7483 1
Echinococcus granulosus carbonic anhydrase 0.0109 0.3565 0.4277
Loa Loa (eye worm) hypothetical protein 0.0038 0.0552 0.0737
Entamoeba histolytica hypothetical protein 0.0043 0.0775 1
Mycobacterium tuberculosis Probable short-chain type dehydrogenase/reductase 0.0062 0.1551 0.1551
Loa Loa (eye worm) hypothetical protein 0.0038 0.0552 0.0737
Schistosoma mansoni carbonic anhydrase-related 0.0109 0.3565 0.4418
Trichomonas vaginalis penicillin-binding protein, putative 0.0038 0.0552 0.5
Loa Loa (eye worm) hypothetical protein 0.0038 0.0552 0.0737
Mycobacterium leprae Probable lipase LipE 0.0038 0.0552 0.0552
Mycobacterium ulcerans carbamoyl phosphate synthase large subunit 0.0034 0.0375 0.0375
Schistosoma mansoni carbonic anhydrase II (carbonate dehydratase II) 0.0202 0.7483 0.9844
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0202 0.7483 1
Loa Loa (eye worm) hypothetical protein 0.0038 0.0552 0.0737
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0049 0.0989 0.062
Brugia malayi Cytochrome P450 family protein 0.0049 0.0998 0.1334
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0049 0.0989 0.062
Onchocerca volvulus 0.0038 0.0552 1
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0049 0.0989 0.1321
Plasmodium falciparum carbonic anhydrase 0.0109 0.3565 1
Loa Loa (eye worm) hypothetical protein 0.0109 0.3565 0.4764
Leishmania major hypothetical protein, conserved 0.0038 0.0552 0.0737
Schistosoma mansoni hypothetical protein 0.0205 0.7596 1
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0109 0.3565 0.4764
Toxoplasma gondii ABC1 family protein 0.0038 0.0552 0.0556
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0038 0.0552 0.0552
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0552 0.5
Schistosoma mansoni hypothetical protein 0.0205 0.7596 1
Loa Loa (eye worm) carbonic anhydrase 3 0.0202 0.7483 1
Onchocerca volvulus 0.0038 0.0552 1
Loa Loa (eye worm) beta-lactamase 0.0038 0.0552 0.0737
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0038 0.0552 0.0737
Brugia malayi beta-lactamase family protein 0.0038 0.0552 0.0737
Mycobacterium tuberculosis Conserved protein 0.0038 0.0552 0.0552
Loa Loa (eye worm) hypothetical protein 0.0109 0.3565 0.4764
Schistosoma mansoni carbonic anhydrase 0.0109 0.3565 0.4418
Entamoeba histolytica hypothetical protein 0.0043 0.0775 1
Wolbachia endosymbiont of Brugia malayi AICAR transformylase/IMP cyclohydrolase PurH 0.0261 1 1
Echinococcus granulosus carbonic anhydrase 0.0109 0.3565 0.4277
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.0989 0.085
Entamoeba histolytica hypothetical protein 0.0043 0.0775 1
Brugia malayi Putative carbonic anhydrase 5 precursor 0.0202 0.7483 1
Brugia malayi beta-lactamase 0.0038 0.0552 0.0737
Echinococcus multilocularis carbonic anhydrase 0.0109 0.3565 0.4277
Brugia malayi Eukaryotic-type carbonic anhydrase family protein 0.0109 0.3565 0.4764
Mycobacterium ulcerans esterase/lipase LipP 0.0038 0.0552 0.0552
Brugia malayi 3-hydroxyacyl-CoA dehydrogenase type II 0.0062 0.1551 0.2073
Schistosoma mansoni transcription factor LCR-F1 0.0043 0.0775 0.0554
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0043 0.0775 0.0317
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0109 0.3565 0.4764
Echinococcus multilocularis carbonic anhydrase 0.0109 0.3565 0.4277
Schistosoma mansoni hypothetical protein 0.0043 0.0775 0.0554
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0049 0.0989 0.085
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0038 0.0552 0.0245
Echinococcus granulosus carbonic anhydrase II 0.0202 0.7483 0.984
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0038 0.0552 0.0552
Echinococcus granulosus carbonic anhydrase 0.0109 0.3565 0.4277
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0062 0.1551 0.1551
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0049 0.0989 0.062
Onchocerca volvulus 0.0038 0.0552 1
Loa Loa (eye worm) 3-hydroxyacyl-CoA dehydrogenase type II 0.0058 0.1375 0.1837
Trichomonas vaginalis penicillin-binding protein, putative 0.0038 0.0552 0.5
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0049 0.0989 0.062
Mycobacterium tuberculosis Probable esterase LipL 0.0038 0.0552 0.0552
Trichomonas vaginalis D-aminoacylase, putative 0.0038 0.0552 0.5
Loa Loa (eye worm) hypothetical protein 0.0038 0.0552 0.0737
Trypanosoma brucei carbonic anhydrase-like protein 0.0202 0.7483 1
Trypanosoma cruzi carbonic anhydrase-like protein, putative 0.0202 0.7483 1
Mycobacterium leprae conserved hypothetical protein 0.0038 0.0552 0.0552
Mycobacterium ulcerans short-chain type dehydrogenase/reductase 0.0062 0.1551 0.1551
Loa Loa (eye worm) eukaryotic-type carbonic anhydrase 0.0109 0.3565 0.4764
Loa Loa (eye worm) hypothetical protein 0.0109 0.3565 0.4764
Toxoplasma gondii hypothetical protein 0.0109 0.3565 1
Entamoeba histolytica hypothetical protein 0.0043 0.0775 1
Loa Loa (eye worm) hypothetical protein 0.0038 0.0552 0.0737
Echinococcus multilocularis carbonic anhydrase II 0.0202 0.7483 0.984
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0038 0.0552 0.0552
Brugia malayi Carbonic anhydrase like protein 2 precursor 0.0109 0.3565 0.4764
Brugia malayi beta-lactamase family protein 0.0038 0.0552 0.0737
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0038 0.0552 0.0737
Brugia malayi hypothetical protein 0.0043 0.0775 0.1035

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 34.69 uM PUBCHEM_BIOASSAY: Fluorescence Cell-Based Secondary Assay to Identify Inhibitors of Resistant C. albicans Growth in the Presence of Fluconazole. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID1979, AID2007] 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 (functional) 10.3183 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of binding or entry into cells for Lassa Virus. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID463114, AID540249] ChEMBL. No reference
Potency (functional) 13.1154 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) 16.3601 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) 16.3601 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in SW480 colon adenocarcinoma cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 22.3872 um PUBCHEM_BIOASSAY: qHTS Multiplex Assay to Identify Dual Action Probes in a Cell Model of Huntington: Aggregate Formation (GFP). (Class of assay: confirmatory) [Related pubchem assays: 1482, 1471 ] ChEMBL. No reference
Potency (functional) = 25.1189 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) 25.1189 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) 28.1838 uM PubChem BioAssay. qHTS of GLP-1 Receptor Inverse Agonists (Inhibition Mode). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 31.6228 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Human Jumonji Domain Containing 2E (JMJD2E). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 31.6228 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase). (Class of assay: confirmatory) [Related pubchem assays: 2429 (Confirmation qHTS Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase)), 2407 (Probe Development Summary for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase)), 2427 (Thermal Shift Assay for Inhibitors of HPGD (15-Hydroxyprostaglandin Dehydrogenase))] ChEMBL. No reference
Potency (functional) = 35.4813 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) 35.4813 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] ChEMBL. No reference
Potency (functional) 35.4813 uM PubChem BioAssay. qHTS Assay for Activators of ClpP. (Class of assay: confirmatory) ChEMBL. No reference
Potency (binding) = 50.1187 um PUBCHEM_BIOASSAY: qHTS Assay for Identification of Novel General Anesthetics. In this assay, a GABAergic mimetic model system, apoferritin and a profluorescent 1-aminoanthracene ligand (1-AMA), was used to construct a competitive binding assay for identification of novel general anesthetics (Class of assay: confirmatory) [Related pubchem assays: 2385 (Probe Development Summary for Identification of Novel General Anesthetics), 2323 (Validation apoferritin assay run on SigmaAldrich LOPAC1280 collection)] ChEMBL. No reference
Potency (functional) 56.2341 uM PUBCHEM_BIOASSAY: qHTS Assay for Substrates of Mammalian Selenoprotein Thioredoxin Reductase 1 (TrxR1): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488771] ChEMBL. No reference
Potency (functional) 79.4328 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
Homo sapiens 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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