Detailed information for compound 349216

Basic information

Technical information
  • TDR Targets ID: 349216
  • Name: (3Z)-6-(4-hydroxy-3-methoxyphenyl)-3-(1H-pyrr ol-3-ylmethylidene)-1H-indol-2-one
  • MW: 332.353 | Formula: C20H16N2O3
  • H donors: 3 H acceptors: 2 LogP: 2.93 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1cc(ccc1O)c1ccc2c(c1)NC(=O)/C/2=C\c1cc[nH]c1
  • InChi: 1S/C20H16N2O3/c1-25-19-10-14(3-5-18(19)23)13-2-4-15-16(8-12-6-7-21-11-12)20(24)22-17(15)9-13/h2-11,21,23H,1H3,(H,22,24)/b16-8-
  • InChiKey: AFGWYIYTIRSJOR-PXNMLYILSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (3Z)-6-(4-hydroxy-3-methoxy-phenyl)-3-(1H-pyrrol-3-ylmethylene)indolin-2-one
  • (3Z)-6-(4-hydroxy-3-methoxyphenyl)-3-(1H-pyrrol-3-ylmethylene)-2-indolinone
  • (3Z)-6-(4-hydroxy-3-methoxy-phenyl)-3-(1H-pyrrol-3-ylmethylidene)-1H-indol-2-one
  • (3Z)-6-(4-hydroxy-3-methoxy-phenyl)-3-(1H-pyrrol-3-ylmethylene)oxindole

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 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
Schistosoma mansoni serine/threonine protein kinase 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 vivax multidomain scavenger receptor, putative 0.002 0 0.5
Onchocerca volvulus 0.002 0 0.5
Trypanosoma cruzi cysteine peptidase, putative 0.0064 0.0674 1
Toxoplasma gondii CMGC kinase, MAPK family (ERK) MAPK-1 0.0052 0.0486 0.5
Schistosoma mansoni glutaminase 0.0267 0.3779 0.3779
Echinococcus multilocularis peptidyl glycine alpha amidating monooxygenase 0.0274 0.3883 0.3883
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.0052 0.0486 0.1003
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.0674 1
Brugia malayi Copper type II ascorbate-dependent monooxygenase, N-terminal domain containing protein 0.0074 0.0826 0.2128
Trypanosoma cruzi cysteine peptidase, putative 0.0064 0.0674 1
Schistosoma mansoni dopamine-beta-monooxygenase 0.0146 0.1921 0.1921
Schistosoma mansoni peptidylglycine monooxygenase 0.0146 0.1921 0.1921
Brugia malayi MAP kinase sur-1 0.0052 0.0486 0.1252
Echinococcus multilocularis microtubule associated protein 2 0.0675 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.0674 1
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0058 0.0589 0.5946
Schistosoma mansoni lipoxygenase 0.0118 0.1502 0.1502
Trichomonas vaginalis glutaminase, putative 0.0267 0.3779 1
Brugia malayi Copper type II ascorbate-dependent monooxygenase, C-terminal domain containing protein 0.0146 0.1921 0.4947
Leishmania major cathepsin L-like protease 0.0064 0.0674 1
Trypanosoma cruzi mitogen activated protein kinase 4, putative 0.0052 0.0486 0.1003
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.0674 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.0674 1
Echinococcus granulosus mitogen activated protein kinase 0.0052 0.0486 0.0486
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.0674 1
Mycobacterium ulcerans glutaminase 0.0267 0.3779 0.5
Schistosoma mansoni lipoxygenase 0.0083 0.0959 0.0959
Brugia malayi glutaminase DH11.1 0.0267 0.3779 0.9732
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.0674 1
Schistosoma mansoni serine/threonine protein kinase 0.0203 0.2791 0.2791
Trypanosoma cruzi cysteine peptidase, putative 0.0064 0.0674 1
Echinococcus granulosus peptidyl glycine alpha amidating monooxygenase 0.0274 0.3883 0.3883
Loa Loa (eye worm) glutaminase 2 0.0267 0.3779 0.9732
Giardia lamblia Kinase, CMGC MAPK 0.0052 0.0486 0.5
Schistosoma mansoni microtubule-associated protein tau 0.0675 1 1
Trypanosoma cruzi mitogen-activated protein kinase 11, putative 0.0052 0.0486 0.1003
Loa Loa (eye worm) hypothetical protein 0.0274 0.3883 1
Plasmodium falciparum LCCL domain-containing protein 0.002 0 0.5
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.0507 0.7439 0.7439
Echinococcus multilocularis arachidonate 5 lipoxygenase 0.0118 0.1502 0.1502
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.0674 1
Echinococcus granulosus tm gpcr rhodopsin 0.0507 0.7439 0.7439
Leishmania major cathepsin L-like protease 0.0064 0.0674 1
Schistosoma mansoni serine/threonine protein kinase 0.0052 0.0486 0.0486
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.0674 1
Onchocerca volvulus 0.002 0 0.5
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.0674 1
Leishmania major cathepsin L-like protease 0.0064 0.0674 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.0674 1
Brugia malayi Copper type II ascorbate-dependent monooxygenase, C-terminal domain containing protein 0.0274 0.3883 1
Brugia malayi Protein kinase domain containing protein 0.0203 0.2791 0.7188
Brugia malayi Copper type II ascorbate-dependent monooxygenase, C-terminal domain containing protein 0.0072 0.0793 0.2043
Loa Loa (eye worm) glutaminase 0.0267 0.3779 0.9732
Echinococcus multilocularis mitogen activated protein kinase 3 0.0052 0.0486 0.0486
Loa Loa (eye worm) hypothetical protein 0.0146 0.1921 0.4947
Trypanosoma cruzi cruzipain precursor, putative 0.0064 0.0674 1
Echinococcus multilocularis mitogen activated protein kinase 0.0052 0.0486 0.0486
Trypanosoma cruzi mitogen activated protein kinase 2, putative 0.0052 0.0486 0.1003
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0064 0.0674 1
Echinococcus granulosus mitogen activated protein kinase 3 0.0052 0.0486 0.0486
Loa Loa (eye worm) CAMK/CAMKL/CHK1 protein kinase 0.0203 0.2791 0.7188
Loa Loa (eye worm) CMGC/MAPK/ERK1 protein kinase 0.0052 0.0486 0.1252
Schistosoma mansoni peptidyl-glycine monooxygenase 0.0274 0.3883 0.3883
Echinococcus granulosus arachidonate 5 lipoxygenase 0.0118 0.1502 0.1502

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 25 nM Inhibitory activity against Chk1 ChEMBL. 16242328
IC50 (binding) = 25 nM Inhibitory activity against Chk1 ChEMBL. 16242328

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.

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