Detailed information for compound 110454

Basic information

Technical information
  • TDR Targets ID: 110454
  • Name: 4-[(4-methoxyphenyl)methyl]-2H-phthalazin-1-o ne
  • MW: 266.295 | Formula: C16H14N2O2
  • H donors: 1 H acceptors: 3 LogP: 3 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1)Cc1nnc(c2c1cccc2)O
  • InChi: 1S/C16H14N2O2/c1-20-12-8-6-11(7-9-12)10-15-13-4-2-3-5-14(13)16(19)18-17-15/h2-9H,10H2,1H3,(H,18,19)
  • InChiKey: CUGWYAVRVHQTNG-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 4-p-anisyl-2H-phthalazin-1-one
  • 1(2H)-Phthalazinone, 4-[(4-methoxyphenyl)methyl]-
  • AIDS-368013
  • AIDS368013

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Alpha-1d adrenergic receptor Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma mansoni amine GPCR Get druggable targets OG5_128924 All targets in OG5_128924
Schistosoma japonicum ko:K04135 adrenergic receptor, alpha 1a, putative Get druggable targets OG5_128924 All targets in OG5_128924
Schistosoma japonicum Alpha-1D adrenergic receptor, putative Get druggable targets OG5_128924 All targets in OG5_128924
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
Loa Loa (eye worm) hypothetical protein 0.0025867 0.0385469 0.0385469
Loa Loa (eye worm) hypothetical protein 0.0025867 0.0385469 0.0385469
Leishmania major DNA topoisomerase ii 0.00563116 0.135553 1
Loa Loa (eye worm) hypothetical protein 0.0025867 0.0385469 0.0385469
Chlamydia trachomatis DNA gyrase subunit B 0.00341837 0.0650468 1
Brugia malayi Probable DNA topoisomerase II 0.00625567 0.155452 0.121592
Loa Loa (eye worm) TOPoisomerase family member 0.00625567 0.155452 0.155452
Loa Loa (eye worm) blistered cuticle protein 3 0.0025867 0.0385469 0.0385469
Loa Loa (eye worm) hypothetical protein 0.0025867 0.0385469 0.0385469
Schistosoma mansoni protein tyrosine phosphatase non-receptor type nt1 0.032761 1 1
Mycobacterium ulcerans DNA gyrase subunit B 0.00204144 0.0211731 0.5
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.00204144 0.0211731 0.5
Loa Loa (eye worm) hypothetical protein 0.00279386 0.0451478 0.0451478
Echinococcus granulosus tyrosine protein phosphatase non receptor type 0.032761 1 1
Echinococcus granulosus DNA topoisomerase 2 alpha 0.00625567 0.155452 0.121592
Plasmodium falciparum DNA topoisomerase 2 0.00625567 0.155452 1
Loa Loa (eye worm) hypothetical protein 0.0025867 0.0385469 0.0385469
Onchocerca volvulus DNA topoisomerase 2 homolog 0.00454991 0.101101 0.141212
Loa Loa (eye worm) hypothetical protein 0.0025867 0.0385469 0.0385469
Brugia malayi DNA gyrase/topoisomerase IV, A subunit family protein 0.00625567 0.155452 0.121592
Loa Loa (eye worm) hypothetical protein 0.00279386 0.0451478 0.0451478
Brugia malayi Protein-tyrosine phosphatase containing protein 0.032761 1 1
Trichomonas vaginalis DNA topoisomerase II, putative 0.00625567 0.155452 0.5
Loa Loa (eye worm) hypothetical protein 0.0025867 0.0385469 0.0385469
Loa Loa (eye worm) hypothetical protein 0.00421424 0.0904056 0.0904056
Trypanosoma brucei DNA topoisomerase II beta, putative 0.00563116 0.135553 1
Toxoplasma gondii DNA topoisomerase 2, putative 0.00625567 0.155452 1
Trypanosoma cruzi DNA topoisomerase II, putative 0.00563116 0.135553 1
Loa Loa (eye worm) animal heme peroxidase 0.0025867 0.0385469 0.0385469
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB 0.00204144 0.0211731 0.5
Loa Loa (eye worm) animal heme peroxidase 0.0025867 0.0385469 0.0385469
Onchocerca volvulus DNA topoisomerase 2 homolog 0.00454991 0.101101 0.141212
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.00454991 0.101101 0.141212
Loa Loa (eye worm) animal heme peroxidase 0.0025867 0.0385469 0.0385469
Brugia malayi ecdysteroid receptor 0.0164893 0.48153 0.460744
Loa Loa (eye worm) hypothetical protein 0.0025867 0.0385469 0.0385469
Plasmodium vivax DNA topoisomerase II, putative 0.00625567 0.155452 1
Brugia malayi DNA topoisomerase II, alpha isozyme 0.00625567 0.155452 0.121592
Loa Loa (eye worm) hypothetical protein 0.00421424 0.0904056 0.0904056
Trypanosoma cruzi DNA topoisomerase II, putative 0.00563116 0.135553 1
Loa Loa (eye worm) animal heme peroxidase 0.0025867 0.0385469 0.0385469
Loa Loa (eye worm) hypothetical protein 0.0025867 0.0385469 0.0385469
Trypanosoma brucei DNA topoisomerase II alpha, putative 0.00563116 0.135553 1
Loa Loa (eye worm) hypothetical protein 0.0025867 0.0385469 0.0385469
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.00487873 0.111579 0.639295
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.00487873 0.111579 0.639295
Entamoeba histolytica DNA topoisomerase II, putative 0.00625567 0.155452 0.5
Giardia lamblia DNA topoisomerase II 0.0059816 0.14672 0.5
Onchocerca volvulus Bile acid receptor homolog 0.0164893 0.48153 1
Echinococcus multilocularis DNA topoisomerase 2 alpha 0.00625567 0.155452 0.121592
Echinococcus multilocularis tyrosine protein phosphatase non receptor type 0.032761 1 1
Treponema pallidum DNA gyrase, subunit B (gyrB) 0.00204144 0.0211731 0.5
Loa Loa (eye worm) hypothetical protein 0.0025867 0.0385469 0.0385469
Loa Loa (eye worm) hypothetical protein 0.00354518 0.0690872 0.0690872
Loa Loa (eye worm) hypothetical protein 0.0025867 0.0385469 0.0385469
Loa Loa (eye worm) hypothetical protein 0.0164893 0.48153 0.48153
Schistosoma mansoni DNA topoisomerase II 0.00625567 0.155452 0.121592
Loa Loa (eye worm) hypothetical protein 0.0025867 0.0385469 0.0385469
Loa Loa (eye worm) protein-tyrosine phosphatase 0.032761 1 1
Loa Loa (eye worm) hypothetical protein 0.0025867 0.0385469 0.0385469

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) 0 Specificity against NFkappaB and Tat proteins assessed by activity in Hela Tet-ON assay ChEMBL. 16713260
Activity (functional) = 39.3 % Inhibition of phenylephrine-stimulated Wistar rat aorta contraction at 100 uM ChEMBL. 16513345
Activity (functional) = 39.3 % Inhibition of phenylephrine-stimulated Wistar rat aorta contraction at 100 uM ChEMBL. 16513345
CC50 (ADMET) > 149 uM Cytotoxicity of the compound by Propidium Iodide staining ChEMBL. 16713260
EC50 (functional) > 10 uM Vasorelaxation of phenylephrine-stimulated Wistar rat aorta contraction ChEMBL. 16513345
EC50 (functional) > 10 uM Vasorelaxation of phenylephrine-stimulated Wistar rat aorta contraction ChEMBL. 16513345
IC50 (functional) = 1 ug ml-1 In vitro inhibitory concentration against Plasmodium falciparum (F32) ChEMBL. 12873511
IC50 (functional) = 1 ug ml-1 In vitro inhibitory concentration against Plasmodium falciparum (F32) ChEMBL. 12873511
IC50 (functional) > 100 ug ml-1 Inhibitory concentration against epimastigotes (Tulahuen strain) of Trypanosoma cruzi; Inactive ChEMBL. 11591517
IC50 (functional) > 100 ug ml-1 Inhibitory concentration against trypomastigotes (Y strain) of Trypanosoma cruzi; Inactive ChEMBL. 11591517
IC50 (functional) >= 100 ug ml-1 In vitro inhibitory activity against Leishmania braziliensis (M2903) ChEMBL. 11514152
IC50 (functional) >= 100 ug ml-1 In vitro inhibitory activity against Leishmania amazonensis (PH8) ChEMBL. 11514152
IC50 (functional) >= 100 ug ml-1 In vitro inhibitory activity against Leishmania donovani (PP75) ChEMBL. 11514152
IC50 (functional) > 100 ug ml-1 Inhibitory concentration against epimastigotes (Tulahuen strain) of Trypanosoma cruzi; Inactive ChEMBL. 11591517
IC50 (functional) > 100 ug ml-1 Inhibitory concentration against trypomastigotes (Y strain) of Trypanosoma cruzi; Inactive ChEMBL. 11591517
IC50 (functional) >= 100 ug ml-1 In vitro inhibitory activity against Leishmania braziliensis (M2903) ChEMBL. 11514152
IC50 (functional) >= 100 ug ml-1 In vitro inhibitory activity against Leishmania donovani (PP75) ChEMBL. 11514152
IC50 (functional) = 1530 ug ml-1 Inhibitory concentration against ferriprotoporphyrin in biomineralisation assay (FBIT) ChEMBL. 12873511
IC50 (functional) = 3.8 uM In vitro inhibitory concentration against Plasmodium falciparum (F32) ChEMBL. 12873511
IC50 (functional) = 3.8 uM In vitro inhibitory concentration against Plasmodium falciparum (F32) ChEMBL. 12873511
IC50 (functional) = 15.7 uM Inhibition of HIV replication by recombinant virus assay ChEMBL. 16713260
IC50 (functional) = 5752 uM In vitro inhibitory concentration against ferriprotoporphyrin in biomineralisation assay (FBIT) ChEMBL. 12873511
Index (functional) = 0.5 % Antiplasmodial potency relative to chloroquine in ferriprotoporphyrin biomineralisation assay ChEMBL. 12873511
Index (functional) = 1.1 % Antiplasmodial potency of the compound measured relative to chloroquine (IC50 chloroquine / IC50 compound) ChEMBL. 12873511
Index (functional) = 1.1 % Antiplasmodial potency of the compound measured relative to chloroquine (IC50 chloroquine / IC50 compound) ChEMBL. 12873511
Inhibition (functional) < 0 % Inhibition of Tat activity in HeLa cells transfected with Tat-Luc at 100 uM ChEMBL. 16713260
Inhibition (functional) < 0 % Inhibition of Tat activity in HeLa cells transfected with Tat-Luc at 100 uM ChEMBL. 16713260
Inhibition (functional) = 12.6 % Inhibition of TNFalpha activated NFkappaB mediated transactivation of HIV-1 LTR Luc in 5.1 cells at 100 uM ChEMBL. 16713260
Inhibition (functional) = 12.6 % Inhibition of TNFalpha activated NFkappaB mediated transactivation of HIV-1 LTR Luc in 5.1 cells at 100 uM ChEMBL. 16713260
Ratio CC50/IC50 (functional) > 9.5 Ratio of cytotoxic activity to anti HIV activity ChEMBL. 16713260

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 12873511

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

5 literature references were collected for this gene.

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