Detailed information for compound 517409

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 463.483 | Formula: C25H25N3O6
  • H donors: 3 H acceptors: 4 LogP: 3.97 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(ccc1[N+](=O)[O-])c1ccc2c(c1)[nH]c1cc(CC(O)(C)C)c(cc1[nH]c2=O)OC
  • InChi: 1S/C25H25N3O6/c1-25(2,30)13-16-10-19-20(12-22(16)33-3)27-24(29)17-7-5-14(9-18(17)26-19)15-6-8-21(28(31)32)23(11-15)34-4/h5-12,26,30H,13H2,1-4H3,(H,27,29)
  • InChiKey: CWSWWLGVJROEDF-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens checkpoint kinase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Protein kinase domain containing protein Get druggable targets OG5_130454 All targets in OG5_130454
Loa Loa (eye worm) CAMK/CAMKL/CHK1 protein kinase Get druggable targets OG5_130454 All targets in OG5_130454
Schistosoma japonicum Serine/threonine-protein kinase Chk1, putative Get druggable targets OG5_130454 All targets in OG5_130454
Schistosoma mansoni serine/threonine protein kinase Get druggable targets OG5_130454 All targets in OG5_130454
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
Entamoeba histolytica type A flavoprotein, putative 0.0068 0.2631 0.5
Mycobacterium tuberculosis Possible electron transfer protein FdxB 0.002 0 0.5
Onchocerca volvulus 0.002 0 0.5
Plasmodium falciparum NADPH--cytochrome P450 reductase, putative 0.0068 0.2631 0.3033
Giardia lamblia Hypothetical protein 0.0158 0.756 1
Chlamydia trachomatis sulfite reductase 0.011 0.493 1
Trypanosoma cruzi Flavodoxin/Radical SAM superfamily/Wyosine base formation, putative 0.0068 0.2631 0.3033
Echinococcus granulosus NADPH dependent diflavin oxidoreductase 1 0.0178 0.8673 1
Plasmodium falciparum nitric oxide synthase, putative 0.0178 0.8673 1
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0178 0.8673 1
Brugia malayi FAD binding domain containing protein 0.011 0.493 0.493
Toxoplasma gondii flavodoxin domain-containing protein 0.0088 0.3743 1
Echinococcus multilocularis methionine synthase reductase 0.011 0.493 0.5684
Trichomonas vaginalis NADPH fad oxidoreductase, putative 0.0158 0.756 0.8159
Echinococcus granulosus NADPH cytochrome P450 reductase 0.0178 0.8673 1
Leishmania major NADPH-cytochrome p450 reductase-like protein 0.0178 0.8673 1
Mycobacterium tuberculosis Possible oxygenase 0.002 0 0.5
Schistosoma mansoni serine/threonine protein kinase 0.0202 1 1
Schistosoma mansoni diflavin oxidoreductase 0.0088 0.3743 0.3743
Plasmodium vivax hypothetical protein, conserved 0.0068 0.2631 0.3033
Entamoeba histolytica type A flavoprotein, putative 0.0068 0.2631 0.5
Echinococcus multilocularis NADPH dependent diflavin oxidoreductase 1 0.0178 0.8673 1
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0178 0.8673 1
Brugia malayi flavodoxin family protein 0.0178 0.8673 0.8673
Mycobacterium tuberculosis Probable monooxygenase 0.002 0 0.5
Schistosoma mansoni NADPH flavin oxidoreductase 0.009 0.3817 0.3817
Mycobacterium ulcerans formate dehydrogenase H FdhF 0.0178 0.8673 1
Toxoplasma gondii flavodoxin domain-containing protein 0.0088 0.3743 1
Trypanosoma cruzi Flavodoxin/Radical SAM superfamily/Wyosine base formation, putative 0.0068 0.2631 0.3033
Loa Loa (eye worm) flavodoxin family protein 0.0068 0.2631 0.2631
Schistosoma mansoni cytochrome P450 reductase 0.0178 0.8673 0.8673
Schistosoma mansoni 5-methyl tetrahydrofolate-homocysteine methyltransferase reductase 0.011 0.493 0.493
Leishmania major p450 reductase, putative 0.0178 0.8673 1
Mycobacterium tuberculosis Probable oxidoreductase 0.002 0 0.5
Loa Loa (eye worm) CAMK/CAMKL/CHK1 protein kinase 0.0202 1 1
Loa Loa (eye worm) FAD binding domain-containing protein 0.0178 0.8673 0.8673
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0178 0.8673 1
Trypanosoma brucei S-adenosyl-L-methionine-dependent tRNA 4-demethylwyosine synthase, putative 0.0068 0.2631 0.3033
Brugia malayi flavodoxin family protein 0.0068 0.2631 0.2631
Trypanosoma cruzi NADPH-dependent FMN/FAD containing oxidoreductase, putative 0.0178 0.8673 1
Brugia malayi FAD binding domain containing protein 0.0178 0.8673 0.8673
Entamoeba histolytica type A flavoprotein, putative 0.0068 0.2631 0.5
Loa Loa (eye worm) FAD binding domain-containing protein 0.011 0.493 0.493
Entamoeba histolytica type A flavoprotein, putative 0.0068 0.2631 0.5
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0178 0.8673 1
Trypanosoma brucei NADPH-cytochrome p450 reductase, putative 0.0178 0.8673 1
Entamoeba histolytica type A flavoprotein, putative 0.0068 0.2631 0.5
Leishmania major hypothetical protein, conserved 0.0068 0.2631 0.3033
Trypanosoma cruzi p450 reductase, putative 0.0178 0.8673 1
Trypanosoma brucei NADPH-dependent diflavin oxidoreductase 1 0.0178 0.8673 1
Plasmodium vivax NADPH-cytochrome p450 reductase, putative 0.0178 0.8673 1
Leishmania major cytochrome P450 reductase, putative 0.0158 0.756 0.8717
Trypanosoma cruzi NADPH--cytochrome P450 reductase, putative 0.0068 0.2631 0.3033
Plasmodium vivax flavodoxin domain containing protein 0.0158 0.756 0.8717
Echinococcus multilocularis NADPH cytochrome P450 reductase 0.0178 0.8673 1
Echinococcus granulosus methionine synthase reductase 0.011 0.493 0.5684
Mycobacterium tuberculosis Hypothetical oxidoreductase 0.002 0 0.5
Trichomonas vaginalis sulfite reductase, putative 0.0178 0.8673 1
Plasmodium falciparum S-adenosyl-L-methionine-dependent tRNA 4-demethylwyosine synthase, putative 0.0068 0.2631 0.3033
Giardia lamblia Nitric oxide synthase, inducible 0.0158 0.756 1
Loa Loa (eye worm) hypothetical protein 0.0178 0.8673 0.8673
Treponema pallidum flavodoxin 0.0068 0.2631 1

Activities

Activity type Activity value Assay description Source Reference
EC50 (binding) = 0.04 uM Inhibition of human Chk1 in H1299 cells assessed as blockade of Cdc25A degradation ChEMBL. 18358720
EC50 (binding) = 0.04 uM Inhibition of human Chk1 in H1299 cells assessed as blockade of Cdc25A degradation ChEMBL. 18358720
EC50 (functional) = 1.8 uM Cell cycle arrest in human H1299 cells assessed as accumulation at G2/M phase by FACS ChEMBL. 18358720
EC50 (functional) > 59 uM Antiproliferative activity against human HeLa cells after 48 hrs by MTS assay ChEMBL. 18358720
EC50 (functional) > 59 uM Antiproliferative activity against human HeLa cells after 48 hrs by MTS assay ChEMBL. 18358720
IC50 (binding) = 3.4 nM Inhibition of recombinant Chk1 (unknown origin) ChEMBL. 18358720
IC50 (binding) = 3.4 nM Inhibition of recombinant Chk1 (unknown origin) ChEMBL. 18358720

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

1 literature reference was collected for this gene.

If you have references for this compound, please enter them in a user comment (below) or Contact us.