Detailed information for compound 517651

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 518.541 | Formula: C26H22N4O6S
  • H donors: 2 H acceptors: 4 LogP: 4.71 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 2
  • SMILES: COc1cc2[nH]c(=O)c3c([nH]c2cc1OCc1csc(n1)C)cc(cc3)c1ccc(c(c1)OC)[N+](=O)[O-]
  • InChi: 1S/C26H22N4O6S/c1-14-27-17(13-37-14)12-36-25-11-20-21(10-24(25)35-3)29-26(31)18-6-4-15(8-19(18)28-20)16-5-7-22(30(32)33)23(9-16)34-2/h4-11,13,28H,12H2,1-3H3,(H,29,31)
  • InChiKey: BWNZQDARZCNTGP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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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
Schistosoma mansoni serine/threonine 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
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
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
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 0.016 0.5348 1
Schistosoma mansoni hypothetical protein 0.0036 0.0732 0.1053
Echinococcus granulosus para nitrobenzyl esterase 0.0025 0.0301 0.049
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0025 0.0301 0.0433
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0284 1 1
Leishmania major methionine aminopeptidase, putative,metallo-peptidase, Clan MG, Family M24 0.0086 0.2575 0.4815
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0139 0.4562 0.7669
Echinococcus multilocularis family S9 non peptidase ue (S09 family) 0.0025 0.0301 0.049
Loa Loa (eye worm) transcription factor SMAD2 0.0128 0.4147 0.5965
Echinococcus granulosus carboxylesterase 5A 0.0147 0.4894 0.7956
Echinococcus multilocularis serine:threonine protein kinase PLK1 0.0092 0.2825 0.4593
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.2825 0.2602
Plasmodium falciparum methionine aminopeptidase 1b, putative 0.0086 0.2575 0.4815
Schistosoma mansoni tar DNA-binding protein 0.0129 0.4208 0.6053
Loa Loa (eye worm) hypothetical protein 0.0147 0.4894 0.704
Trypanosoma cruzi metallo- peptidase, Clan MG, Family M24 0.0086 0.2575 0.4815
Plasmodium vivax methionine aminopeptidase 1b, putative 0.0086 0.2575 0.4815
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0284 1 1
Loa Loa (eye worm) carboxylesterase 0.0147 0.4894 0.704
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0284 1 1
Trypanosoma brucei polo-like protein kinase 0.0092 0.2825 0.5282
Mycobacterium tuberculosis Carboxylesterase LipT 0.0025 0.0301 0.0563
Plasmodium falciparum ataxin-2 like protein, putative 0.0027 0.0377 0.0704
Echinococcus multilocularis acetylcholinesterase 0.0147 0.4894 0.7956
Echinococcus multilocularis thymidylate synthase 0.016 0.5348 0.8695
Trypanosoma brucei methionine aminopeptidase, type I, putative 0.0086 0.2575 0.4815
Trichomonas vaginalis conserved hypothetical protein 0.0076 0.2213 0.1971
Trypanosoma cruzi polo-like protein kinase, putative 0.0092 0.2825 0.5282
Schistosoma mansoni acetylcholinesterase 0.0025 0.0301 0.0433
Echinococcus multilocularis tar DNA binding protein 0.0129 0.4208 0.6841
Schistosoma mansoni tar DNA-binding protein 0.0129 0.4208 0.6053
Plasmodium vivax methionine aminopeptidase 1a, putative 0.007 0.1973 0.3689
Trichomonas vaginalis CAMK family protein kinase 0.0046 0.1089 0.0813
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.0076 0.2213 0.4137
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.2825 0.2602
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0025 0.0301 0.0563
Loa Loa (eye worm) hypothetical protein 0.0025 0.0301 0.0433
Wolbachia endosymbiont of Brugia malayi methionine aminopeptidase 0.007 0.1973 0.5
Brugia malayi Carboxylesterase family protein 0.0025 0.0301 0.0433
Echinococcus multilocularis methionyl aminopeptidase 1 (M24 family) 0.0086 0.2575 0.4187
Loa Loa (eye worm) RNA binding protein 0.0129 0.4208 0.6053
Echinococcus granulosus neuroligin 0.0025 0.0301 0.049
Loa Loa (eye worm) carboxylesterase 0.0025 0.0301 0.0433
Brugia malayi MH2 domain containing protein 0.0128 0.4147 0.5965
Loa Loa (eye worm) acetylcholinesterase 1 0.0147 0.4894 0.704
Echinococcus multilocularis BC026374 protein (S09 family) 0.0025 0.0301 0.049
Echinococcus granulosus geminin 0.0181 0.6151 1
Brugia malayi hypothetical protein 0.0076 0.2213 0.3183
Brugia malayi hypothetical protein 0.0025 0.0301 0.0433
Schistosoma mansoni hypothetical protein 0.0181 0.6151 0.8849
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.2825 0.2602
Trypanosoma brucei methionine aminopeptidase, putative 0.0086 0.2575 0.4815
Schistosoma mansoni tar DNA-binding protein 0.0129 0.4208 0.6053
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0284 1 1
Loa Loa (eye worm) hypothetical protein 0.0161 0.5416 0.7792
Brugia malayi TAR-binding protein 0.0129 0.4208 0.6053
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0284 1 1
Echinococcus granulosus BC026374 protein S09 family 0.0025 0.0301 0.049
Schistosoma mansoni gliotactin 0.0025 0.0301 0.0433
Toxoplasma gondii methionine aminopeptidase 0.0086 0.2575 0.4815
Echinococcus granulosus acetylcholinesterase 0.0147 0.4894 0.7956
Toxoplasma gondii methionine aminopeptidase, type i, putative 0.007 0.1973 0.3689
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.2825 0.2602
Schistosoma mansoni kinase 0.0047 0.1135 0.1633
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 0.016 0.5348 1
Echinococcus granulosus family S9 non peptidase ue S09 family 0.0025 0.0301 0.049
Trypanosoma brucei PAB1-binding protein , putative 0.0027 0.0377 0.0704
Brugia malayi Protein kinase domain containing protein 0.0202 0.6951 1
Trypanosoma cruzi polo-like protein kinase, putative 0.0092 0.2825 0.5282
Brugia malayi RNA recognition motif domain containing protein 0.0129 0.4208 0.6053
Echinococcus granulosus acetylcholinesterase 0.0147 0.4894 0.7956
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0284 1 1
Loa Loa (eye worm) PLK/PLK1 protein kinase 0.0092 0.2825 0.4064
Brugia malayi Carboxylesterase family protein 0.0025 0.0301 0.0433
Loa Loa (eye worm) thymidylate synthase 0.016 0.5348 0.7694
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 0.016 0.5348 1
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0139 0.4562 0.8441
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0025 0.0301 0.0433
Loa Loa (eye worm) hypothetical protein 0.0053 0.1363 0.1961
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0147 0.4894 0.704
Echinococcus multilocularis methionyl aminopeptidase 1 (M24 family) 0.007 0.1973 0.3207
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0025 0.0301 0.0433
Schistosoma mansoni methionyl aminopeptidase 1 (M24 family) 0.007 0.1973 0.2838
Trypanosoma cruzi PAB1-binding protein , putative 0.0027 0.0377 0.0704
Toxoplasma gondii LsmAD domain-containing protein 0.0027 0.0377 0.0704
Echinococcus multilocularis neuroligin 0.0025 0.0301 0.049
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.2825 0.2602
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0129 0.4208 0.6053
Echinococcus granulosus tar DNA binding protein 0.0129 0.4208 0.6841
Echinococcus granulosus methionyl aminopeptidase 1 M24 family 0.0086 0.2575 0.4187
Onchocerca volvulus Serine\/threonine kinase homolog 0.0092 0.2825 0.4933
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 0.016 0.5348 1
Mycobacterium tuberculosis Hypothetical protein 0.0076 0.2213 0.4137
Mycobacterium tuberculosis Methionine aminopeptidase MapB (map) (peptidase M) 0.007 0.1973 0.3689
Echinococcus granulosus thymidylate synthase 0.016 0.5348 0.8695
Brugia malayi Calcitonin receptor-like protein seb-1 0.0053 0.1363 0.1961
Plasmodium falciparum ataxin-2 like protein, putative 0.0027 0.0377 0.0704
Schistosoma mansoni methionyl aminopeptidase 1 (M24 family) 0.007 0.1973 0.2838
Brugia malayi Carboxylesterase family protein 0.0147 0.4894 0.704
Mycobacterium ulcerans methionine aminopeptidase MapB 0.007 0.1973 0.3312
Mycobacterium tuberculosis POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT) 0.0025 0.0301 0.0563
Loa Loa (eye worm) hypothetical protein 0.0036 0.0732 0.1053
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0284 1 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0053 0.1363 0.1961
Echinococcus multilocularis acetylcholinesterase 0.0147 0.4894 0.7956
Onchocerca volvulus 0.0161 0.5416 1
Loa Loa (eye worm) hypothetical protein 0.0147 0.4894 0.704
Trypanosoma cruzi PAB1-binding protein , putative 0.0027 0.0377 0.0704
Mycobacterium ulcerans thymidylate synthase 0.016 0.5348 1
Loa Loa (eye worm) hypothetical protein 0.0025 0.0301 0.0433
Plasmodium falciparum methionine aminopeptidase 1a, putative 0.007 0.1973 0.3689
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0053 0.1363 0.1961
Brugia malayi hypothetical protein 0.0161 0.5416 0.7792
Trypanosoma brucei metallo- peptidase, Clan MG, Family M24 0.0086 0.2575 0.4815
Mycobacterium ulcerans methionine aminopeptidase 0.007 0.1973 0.3312
Brugia malayi Methionine aminopeptidase protein type I 0.0086 0.2575 0.3705
Loa Loa (eye worm) hypothetical protein 0.0025 0.0301 0.0433
Schistosoma mansoni neuroligin 3 (S09 family) 0.0025 0.0301 0.0433
Loa Loa (eye worm) carboxylesterase 0.0025 0.0301 0.0433
Leishmania major dihydrofolate reductase-thymidylate synthase 0.016 0.5348 1
Brugia malayi thymidylate synthase 0.016 0.5348 0.7694
Onchocerca volvulus 0.016 0.5348 0.9866
Brugia malayi Carboxylesterase family protein 0.0025 0.0301 0.0433
Treponema pallidum fructose-bisphosphate aldolase 0.0284 1 1
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 0.016 0.5348 0.7694
Brugia malayi serine/threonine-protein kinase plk-2 0.0092 0.2825 0.4064
Toxoplasma gondii methionine aminopeptidase 0.007 0.1973 0.3689
Loa Loa (eye worm) hypothetical protein 0.0025 0.0301 0.0433
Loa Loa (eye worm) CAMK/CAMKL/CHK1 protein kinase 0.0202 0.6951 1
Schistosoma mansoni BC026374 protein (S09 family) 0.0025 0.0301 0.0433
Schistosoma mansoni tar DNA-binding protein 0.0129 0.4208 0.6053
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0139 0.4562 0.8529
Echinococcus multilocularis para nitrobenzyl esterase 0.0025 0.0301 0.049
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.2825 0.2602
Loa Loa (eye worm) methionine aminopeptidase type I 0.0086 0.2575 0.3705
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0284 1 1
Echinococcus multilocularis carboxylesterase 5A 0.0147 0.4894 0.7956
Brugia malayi hypothetical protein 0.0017 0.0019 0.0027
Echinococcus multilocularis geminin 0.0181 0.6151 1
Loa Loa (eye worm) hypothetical protein 0.0025 0.0301 0.0433
Brugia malayi RNA binding protein 0.0129 0.4208 0.6053
Trypanosoma cruzi metallo- peptidase, Clan MG, Family M24 0.0086 0.2575 0.4815
Mycobacterium tuberculosis Methionine aminopeptidase MapA (map) (peptidase M) (MetAP) 0.007 0.1973 0.3689
Leishmania major hypothetical protein, conserved 0.0027 0.0377 0.0704
Giardia lamblia Fructose-bisphosphate aldolase 0.0284 1 1
Echinococcus granulosus serine:threonine protein kinase PLK1 0.0092 0.2825 0.4593
Brugia malayi Carboxylesterase family protein 0.0025 0.0301 0.0433
Loa Loa (eye worm) MH2 domain-containing protein 0.0128 0.4147 0.5965
Chlamydia trachomatis methionine aminopeptidase 0.007 0.1973 0.5
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 0.016 0.5348 1
Schistosoma mansoni serine/threonine protein kinase 0.0202 0.6951 1
Brugia malayi latrophilin 2 splice variant baaae 0.0036 0.0732 0.1053
Loa Loa (eye worm) hypothetical protein 0.0025 0.0301 0.0433
Brugia malayi Carboxylesterase family protein 0.0147 0.4894 0.704
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 0.016 0.5348 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0284 1 1
Schistosoma mansoni hypothetical protein 0.0181 0.6151 0.8849
Leishmania major protein kinase, putative,polo-like protein kinase, putative 0.0092 0.2825 0.5282
Schistosoma mansoni serine/threonine protein kinase 0.0092 0.2825 0.4064
Schistosoma mansoni tar DNA-binding protein 0.0129 0.4208 0.6053
Trichomonas vaginalis CAMK family protein kinase 0.0092 0.2825 0.2602
Loa Loa (eye worm) hypothetical protein 0.0027 0.0377 0.0542
Loa Loa (eye worm) TAR-binding protein 0.0129 0.4208 0.6053
Loa Loa (eye worm) hypothetical protein 0.0025 0.0301 0.0433
Brugia malayi hypothetical protein 0.0027 0.0377 0.0542
Trichomonas vaginalis CAMK family protein kinase 0.0046 0.1089 0.0813
Plasmodium vivax ataxin-2 like protein, putative 0.0027 0.0377 0.0704
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 0.016 0.5348 1

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) > 10 uM Cell cycle arrest in human H1299 cells assessed as accumulation at G2/M phase by FACS ChEMBL. 18358720
EC50 (binding) > 10 uM Inhibition of human Chk1 in H1299 cells assessed as blockade of Cdc25A degradation ChEMBL. 18358720
EC50 (binding) > 10 uM Inhibition of human Chk1 in H1299 cells assessed as blockade of Cdc25A degradation 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) = 4 nM Inhibition of recombinant Chk1 (unknown origin) ChEMBL. 18358720
IC50 (binding) = 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.