Detailed information for compound 597491

Basic information

Technical information
  • TDR Targets ID: 597491
  • Name: 3-(4-chlorophenyl)-N-[(2-methoxyphenyl)methyl ]-4-oxophthalazine-1-carboxamide
  • MW: 419.86 | Formula: C23H18ClN3O3
  • H donors: 1 H acceptors: 2 LogP: 4.24 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccccc1CNC(=O)c1nn(c2ccc(cc2)Cl)c(=O)c2c1cccc2
  • InChi: 1S/C23H18ClN3O3/c1-30-20-9-5-2-6-15(20)14-25-22(28)21-18-7-3-4-8-19(18)23(29)27(26-21)17-12-10-16(24)11-13-17/h2-13H,14H2,1H3,(H,25,28)
  • InChiKey: CERKQKCUFQTJBP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 3-(4-chlorophenyl)-N-[(2-methoxyphenyl)methyl]-4-oxo-phthalazine-1-carboxamide
  • 3-(4-chlorophenyl)-N-[(2-methoxyphenyl)methyl]-4-oxo-1-phthalazinecarboxamide
  • 3-(4-chlorophenyl)-4-keto-N-(2-methoxybenzyl)phthalazine-1-carboxamide

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus multilocularis geminin 0.0194 0.4592 0.4578
Echinococcus multilocularis ferritin 0.0008 0.0104 0.0079
Trichomonas vaginalis glutaminase, putative 0.0313 0.747 1
Schistosoma mansoni ferritin 0.0008 0.0104 0.0104
Echinococcus granulosus tar DNA binding protein 0.0136 0.3188 0.3171
Echinococcus granulosus cpg binding protein 0.0031 0.0648 0.0625
Schistosoma mansoni zinc finger protein 0.0005 0.0025 0.0025
Echinococcus multilocularis expressed protein 0.0008 0.0104 0.0079
Echinococcus multilocularis tar DNA binding protein 0.0136 0.3188 0.3171
Plasmodium vivax ataxin-2 like protein, putative 0.0026 0.0521 0.5596
Leishmania major hypothetical protein, conserved 0.0026 0.0521 0.5
Schistosoma mansoni apoferritin-2 0.0008 0.0104 0.0104
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0046 0.1007 0.1287
Brugia malayi CXXC zinc finger family protein 0.0029 0.0608 0.0764
Loa Loa (eye worm) histone methyltransferase 0.0009 0.0118 0.0122
Loa Loa (eye worm) hypothetical protein 0.0321 0.7655 1
Brugia malayi RNA recognition motif domain containing protein 0.0136 0.3188 0.4145
Schistosoma mansoni ferritin 0.0008 0.0104 0.0104
Schistosoma mansoni ferritin light chain 0.0008 0.0104 0.0104
Schistosoma mansoni apoferritin-2 0.0008 0.0104 0.0104
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0046 0.1007 0.1287
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0136 0.3188 0.4145
Trichomonas vaginalis ferritin, putative 0.0008 0.0104 0.006
Schistosoma mansoni ferritin 0.0008 0.0104 0.0104
Schistosoma mansoni hypothetical protein 0.0418 1 1
Mycobacterium ulcerans glutaminase 0.0313 0.747 1
Echinococcus multilocularis Ataxin 2, N terminal,domain containing protein 0.0012 0.0178 0.0153
Schistosoma mansoni tar DNA-binding protein 0.0136 0.3188 0.3187
Brugia malayi TAR-binding protein 0.0136 0.3188 0.4145
Echinococcus multilocularis muscleblind protein 1 0.0321 0.7655 0.7649
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0046 0.1007 0.0984
Schistosoma mansoni cpg binding protein 0.0031 0.0648 0.0648
Trypanosoma brucei PAB1-binding protein , putative 0.0026 0.0521 0.5
Schistosoma mansoni tar DNA-binding protein 0.0136 0.3188 0.3187
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0062 0.1403 0.1403
Echinococcus multilocularis muscleblind protein 0.0321 0.7655 0.7649
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0046 0.1007 0.0984
Echinococcus granulosus geminin 0.0194 0.4592 0.4578
Echinococcus granulosus mixed lineage leukemia protein mll 0.0007 0.0075 0.005
Echinococcus granulosus histone acetyltransferase KAT2B 0.0043 0.0931 0.0908
Trichomonas vaginalis bromodomain-containing protein, putative 0.0043 0.0931 0.1176
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0521 0.5
Loa Loa (eye worm) glutaminase 0.0313 0.747 0.9758
Brugia malayi F/Y-rich N-terminus family protein 0.0009 0.0115 0.0118
Toxoplasma gondii histone lysine acetyltransferase GCN5-A 0.0043 0.0931 0.508
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.0007 0.0075 0.005
Giardia lamblia Histone acetyltransferase GCN5 0.0039 0.0845 0.5
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.0009 0.0118 0.0093
Brugia malayi hypothetical protein 0.0026 0.0521 0.065
Wolbachia endosymbiont of Brugia malayi bacterioferritin/cytochrome b1 0.0008 0.0104 0.5
Loa Loa (eye worm) CXXC zinc finger family protein 0.0029 0.0608 0.0764
Echinococcus granulosus muscleblind protein 0.0321 0.7655 0.7649
Schistosoma mansoni mixed-lineage leukemia protein mll 0.0007 0.0075 0.0074
Entamoeba histolytica acetyltransferase, GNAT family 0.0039 0.0845 0.5
Echinococcus multilocularis dnaJ subfamily B 0.0418 1 1
Brugia malayi acetyltransferase, GNAT family protein 0.0145 0.341 0.4436
Plasmodium falciparum histone acetyltransferase GCN5 0.0039 0.0845 1
Toxoplasma gondii histone lysine methyltransferase SET1 0.0059 0.1328 1
Echinococcus granulosus ferritin 0.0008 0.0104 0.0079
Mycobacterium tuberculosis Bacterioferritin BfrB 0.0008 0.0104 0.5
Echinococcus multilocularis histone lysine N methyltransferase MLL3 0.0009 0.0118 0.0093
Toxoplasma gondii histone lysine acetyltransferase GCN5-B 0.0043 0.0931 0.508
Onchocerca volvulus 0.0029 0.0608 0.5
Echinococcus multilocularis mixed lineage leukemia protein mll 0.0007 0.0075 0.005
Loa Loa (eye worm) TAR-binding protein 0.0136 0.3188 0.4145
Loa Loa (eye worm) RNA binding protein 0.0136 0.3188 0.4145
Schistosoma mansoni tar DNA-binding protein 0.0136 0.3188 0.3187
Brugia malayi glutaminase DH11.1 0.0313 0.747 0.9758
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0046 0.1007 0.0984
Trypanosoma cruzi PAB1-binding protein , putative 0.0026 0.0521 0.5
Trichomonas vaginalis cat eye syndrome critical region protein 2, cscr2, putative 0.0043 0.0931 0.1176
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.1007 0.1006
Loa Loa (eye worm) glutaminase 2 0.0313 0.747 0.9758
Schistosoma mansoni ferritin light chain 0.0008 0.0104 0.0104
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.1007 0.1006
Schistosoma mansoni hypothetical protein 0.0194 0.4592 0.4592
Echinococcus granulosus histone lysine N methyltransferase MLL3 0.0007 0.0075 0.005
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0046 0.1007 0.1006
Echinococcus granulosus Ataxin 2 N terminaldomain containing protein 0.0012 0.0178 0.0153
Loa Loa (eye worm) acetyltransferase 0.0145 0.341 0.4436
Schistosoma mansoni glutaminase 0.0313 0.747 0.747
Brugia malayi Muscleblind-like protein 0.0321 0.7655 1
Echinococcus granulosus histone acetyltransferase KAT2B 0.0141 0.3311 0.3294
Schistosoma mansoni tar DNA-binding protein 0.0136 0.3188 0.3187
Plasmodium vivax histone acetyltransferase GCN5, putative 0.0043 0.0931 1
Schistosoma mansoni cpg binding protein 0.0029 0.0608 0.0608
Loa Loa (eye worm) hypothetical protein 0.0026 0.0521 0.065
Echinococcus granulosus expressed protein 0.0008 0.0104 0.0079
Loa Loa (eye worm) hypothetical protein 0.0321 0.7655 1
Brugia malayi hypothetical protein 0.0017 0.03 0.0361
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0046 0.1007 0.0984
Schistosoma mansoni cpg binding protein 0.0031 0.0648 0.0648
Schistosoma mansoni hypothetical protein 0.0194 0.4592 0.4592
Schistosoma mansoni ferritin 0.0008 0.0104 0.0104
Mycobacterium leprae PROBABLE BACTERIOFERRITIN BFRA 0.0008 0.0104 0.5
Echinococcus multilocularis gcn5proteinral control of amino acid synthesis 0.0145 0.341 0.3393
Brugia malayi RNA binding protein 0.0136 0.3188 0.4145
Echinococcus multilocularis cpg binding protein 0.0031 0.0648 0.0625
Treponema pallidum bacterioferrin (TpF1) 0.0008 0.0104 0.5
Schistosoma mansoni bromodomain containing protein 0.0005 0.0025 0.0025
Mycobacterium tuberculosis Probable bacterioferritin BfrA 0.0008 0.0104 0.5
Schistosoma mansoni tar DNA-binding protein 0.0136 0.3188 0.3187
Schistosoma mansoni bromodomain containing protein 0.0005 0.0025 0.0025
Schistosoma mansoni hypothetical protein 0.0012 0.0178 0.0177
Schistosoma mansoni gcn5proteinral control of amino-acid synthesis 5-like 2 gcnl2 0.0145 0.341 0.341

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) NOVARTIS: Antimalarial liver stage activity measured as a greater than 50% reduction in Plasmodium yoelii schizont area in HepG2-A16-CD81 cells at 10uM compound concentration, determined by immuno-fluorescence. ChEMBL. 22096101
CC50 (functional) > 100 uM Huh7 cytotoxicity for Pf inhibitors Novartis-GNF Malaria Box. No reference
CC50 > 100 uM NOVARTIS: Cytotoxicity against human hepatocellular carcinoma cell line (Huh7) ChEMBL. 18579783
EC50 (functional) = 1.089 uM PF proliferation inhibition 3D7 Novartis-GNF Malaria Box. No reference
EC50 (functional) = 1.089 uM NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
EC50 (functional) = 2.821 uM W2 Pf proliferation inhibition Novartis-GNF Malaria Box. No reference
EC50 (functional) = 2.821 uM NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation in erythrocyte-based infection assay ChEMBL. 18579783
IC50 (functional) > 10 uM NOVARTIS: Antimalarial liver stage activity measured as reduction in Plasmodium yoelii schizont area in HepG2-A16-CD81 cells by immuno-fluorescence, and median schizont size at 10uM compound concentration ChEMBL. 22096101
IFI promiscuity index = 0.02381 IFI promiscuity index Novartis-GNF Malaria Box. No reference
Inhibition (functional) = 0 % GSK_TCMDC: Percent inhibition of human HepG2 cell line. Test compounds present at 10uM. ChEMBL. 20485427
Inhibition (functional) = 3.54 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmGT2 that are glucose transport deficient and complemented with the L. Mexicana glucose transporter 2. Activity is measured by by DNA content using SYBR green in vitro ChEMBL. No reference
Inhibition (functional) = 4.66 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmGLUT1 that are glucose transport deficient and complemented with the human glucose transporter GLUT1. Activity is measured by DNA content using SYBR green in vitro ChEMBL. No reference
Inhibition (functional) = 4.83 % ST_JUDE_LEISH: Cytotoxicity at 2uM final concentration against transgenic Leishmania Mexicana promastigotes LmPfHT that are glucose transport deficient and complemented with the Plasmodium falciparum hexose transporter. Activity is measured by by DNA content using SYBR green in vitro ChEMBL. No reference
Inhibition (functional) = 6 % GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 LDH activity, using an LDH reporter assay. Test compounds present at 2uM ChEMBL. 20485427
Inhibition (functional) = 80 % GSK_TCMDC: Inhibition of Plasmodium falciparum Dd2 in whole red blood cells, using parasite LDH activity as an index of growth. Test compounds present at 2uM ChEMBL. 20485427
Inhibition (functional) = 100 % GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 in whole red blood cells, using parasite LDH activity as an index of growth. Test compounds present at 2uM ChEMBL. 20485427
Inhibition frequency index (IFI) (functional) = 0.69 Inhibition Frequency Index (IFI) GSK. 20485427
Percent growth inhibition (functional) = -2 % Percent inhibition of HepG2 growth (at 10 uM) GSK. 20485427
Percent growth inhibition (functional) = 6 % Percent inhibition of P. falciparum lactate dehydrogenase activity (at 2 uM) GSK. 20485427
Percent growth inhibition (functional) = 80 % Percent inhibition of P. falciparum Dd2 growth (at 2 uM) GSK. 20485427
Percent growth inhibition (functional) = 101 % Percent inhibition of P. falciparum 3D7 growth (at 2 uM) GSK. 20485427
Schizont size (functional) NOVARTIS: Antimalarial liver stage activity measured as reduction in Plasmodium yoelii schizont area in HepG2-A16-CD81 cells by immuno-fluorescence, and median schizont size at 10uM compound concentration ChEMBL. 22096101
XC50 (functional) = 6.53 XC50 determination of P. falciparum 3D7 growth GSK. 20485427
XC50 (functional) = 0.29392 uM GSK_TCMDC: Inhibition of Plasmodium falciparum 3D7 in whole erythrocytes, using parasite LDH activity as an index of growth. ChEMBL. 20485427

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium yoelii ChEMBL23 22096101
Plasmodium falciparum ChEMBL23 18579783

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

1 literature reference was collected for this gene.

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