Detailed information for compound 146416

Basic information

Technical information
  • TDR Targets ID: 146416
  • Name: (3Z)-6-(4-methoxyphenyl)-3-(4,5,6,7-tetrahydr o-1H-indol-2-ylmethylidene)-1H-indol-2-one
  • MW: 370.444 | Formula: C24H22N2O2
  • H donors: 2 H acceptors: 1 LogP: 4.55 Rotable bonds: 3
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1)c1ccc2c(c1)NC(=O)/C/2=C\c1cc2c([nH]1)CCCC2
  • InChi: 1S/C24H22N2O2/c1-28-19-9-6-15(7-10-19)16-8-11-20-21(24(27)26-23(20)13-16)14-18-12-17-4-2-3-5-22(17)25-18/h6-14,25H,2-5H2,1H3,(H,26,27)/b21-14-
  • InChiKey: DPKWEIZIBQDTFF-STZFKDTASA-N  


Substructure search Similarity search

Network

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Synonyms

  • (3Z)-6-(4-methoxyphenyl)-3-(4,5,6,7-tetrahydro-1H-indol-2-ylmethylene)indolin-2-one
  • (3Z)-6-(4-methoxyphenyl)-3-(4,5,6,7-tetrahydro-1H-indol-2-ylmethylene)-2-indolinone
  • (3Z)-6-(4-methoxyphenyl)-3-(4,5,6,7-tetrahydro-1H-indol-2-ylmethylene)oxindole
  • Indolin-2-one deriv. 4i

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
Loa Loa (eye worm) cytoplasmic intermediate filament protein 0.0014 0.0008 0.0098
Schistosoma mansoni transcription factor btf3 0.0034 0.0083 0.1249
Loa Loa (eye worm) TAR-binding protein 0.0062 0.0188 0.2328
Echinococcus multilocularis GPCR, family 2 0.0015 0.0013 0.0176
Leishmania major cysteinyl-tRNA synthetase, putative 0.0039 0.0101 1
Trypanosoma brucei transcription factor BTF3, putative 0.0034 0.0083 0.8239
Brugia malayi Calcitonin receptor-like protein seb-1 0.0049 0.0138 0.1712
Loa Loa (eye worm) ICD-1 protein 0.0034 0.0083 0.1033
Trichomonas vaginalis conserved hypothetical protein 0.0034 0.0083 0.7694
Loa Loa (eye worm) isocitrate dehydrogenase 0.0016 0.0013 0.016
Trypanosoma cruzi transcription factor btf3, putative 0.0034 0.0083 0.8239
Schistosoma mansoni intermediate filament proteins 0.0026 0.0054 0.0728
Echinococcus multilocularis tar DNA binding protein 0.0062 0.0188 0.3217
Loa Loa (eye worm) hypothetical protein 0.0012 0.0001 0.001
Entamoeba histolytica cysteinyl-tRNA synthetase, putative 0.0039 0.0101 1
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0015 0.0013 0.0176
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0015 0.0013 0.0176
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0015 0.0013 0.0158
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0026 0.0054 0.0669
Leishmania major basic transcription factor 3a, putative 0.0034 0.0083 0.8239
Trypanosoma brucei cysteinyl-tRNA synthetase, putative 0.0039 0.0101 1
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0188 0.3096
Echinococcus multilocularis cysteinyl tRNA synthetase 0.0039 0.0101 0.1713
Loa Loa (eye worm) hypothetical protein 0.0015 0.0013 0.0158
Trypanosoma cruzi isocitrate dehydrogenase, putative 0.0016 0.0013 0.1272
Trypanosoma brucei apurinic/apyrimidinic endonuclease, putative 0.0018 0.0024 0.2365
Loa Loa (eye worm) hypothetical protein 0.0026 0.0054 0.0669
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0104 0.0345 0.5954
Entamoeba histolytica transcription factor BTF3, putative 0.0034 0.0083 0.7694
Loa Loa (eye worm) RNA binding protein 0.0062 0.0188 0.2328
Schistosoma mansoni hypothetical protein 0.0166 0.0578 1
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0015 0.0013 0.0176
Mycobacterium ulcerans exodeoxyribonuclease III protein XthA 0.0018 0.0024 0.0024
Trypanosoma brucei isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0016 0.0013 0.1272
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0016 0.0013 0.0178
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0188 0.3096
Leishmania major apurinic/apyrimidinic endonuclease-redox protein 0.0018 0.0024 0.2365
Echinococcus multilocularis isocitrate dehydrogenase 2 (NADP+) 0.0016 0.0013 0.0178
Trypanosoma cruzi apurinic/apyrimidinic endonuclease, putative 0.0018 0.0024 0.2365
Trichomonas vaginalis conserved hypothetical protein 0.0034 0.0083 0.7694
Brugia malayi Intermediate filament tail domain containing protein 0.0026 0.0054 0.0669
Loa Loa (eye worm) hypothetical protein 0.0039 0.0101 0.1254
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0016 0.0013 0.0178
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0015 0.0013 0.0176
Onchocerca volvulus 0.0039 0.0101 1
Schistosoma mansoni ap endonuclease 0.0018 0.0024 0.0197
Toxoplasma gondii NAC domain-containing protein 0.0034 0.0083 0.7982
Echinococcus granulosus cysteinyl tRNA synthetase 0.0039 0.0101 0.1713
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0188 0.3096
Toxoplasma gondii cysteine-tRNA synthetase (CysRS) 0.0039 0.0101 1
Echinococcus multilocularis musashi 0.0026 0.0054 0.0892
Plasmodium falciparum cysteine--tRNA ligase 0.0039 0.0101 1
Entamoeba histolytica hypothetical protein 0.0034 0.0083 0.7694
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0188 0.3096
Loa Loa (eye worm) hypothetical protein 0.0013 0.0003 0.0033
Loa Loa (eye worm) hypothetical protein 0.0033 0.008 0.0993
Echinococcus multilocularis DNA (apurinic or apyrimidinic site) lyase 0.0018 0.0024 0.037
Mycobacterium tuberculosis Probable exodeoxyribonuclease III protein XthA (exonuclease III) (EXO III) (AP endonuclease VI) 0.0018 0.0024 0.0011
Brugia malayi RNA binding protein 0.0062 0.0188 0.2328
Echinococcus granulosus GPCR family 2 0.0015 0.0013 0.0176
Brugia malayi exodeoxyribonuclease III family protein 0.0018 0.0024 0.0297
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.0039 0.0101 1
Echinococcus granulosus DNA apurinic or apyrimidinic site lyase 0.0018 0.0024 0.037
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0062 0.0188 0.2328
Schistosoma mansoni lamin 0.0026 0.0054 0.0728
Leishmania major isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0016 0.0013 0.1272
Loa Loa (eye worm) exodeoxyribonuclease III family protein 0.0018 0.0024 0.0297
Echinococcus multilocularis NADP dependent isocitrate dehydrogenase 0.0016 0.0013 0.0178
Treponema pallidum cysteinyl-tRNA synthetase 0.0039 0.0101 1
Wolbachia endosymbiont of Brugia malayi cysteinyl-tRNA synthetase 0.0039 0.0101 1
Loa Loa (eye worm) hypothetical protein 0.0026 0.0052 0.0646
Loa Loa (eye worm) intermediate filament protein 0.0026 0.0054 0.0669
Trypanosoma cruzi apurinic/apyrimidinic endonuclease 0.0018 0.0024 0.2365
Echinococcus granulosus intermediate filament protein 0.0026 0.0054 0.0892
Echinococcus multilocularis transcription factor btf3 0.0034 0.0083 0.1403
Mycobacterium tuberculosis Cysteine:1D-myo-inosityl 2-amino-2-deoxy--D-glucopyranoside ligase MshC 0.2678 1 1
Trypanosoma cruzi isocitrate dehydrogenase [NADP], mitochondrial precursor, putative 0.0016 0.0013 0.1272
Echinococcus granulosus transcription factor btf3 0.0034 0.0083 0.1403
Brugia malayi follicle stimulating hormone receptor 0.0227 0.0807 1
Loa Loa (eye worm) follicle stimulating hormone receptor 0.0227 0.0807 1
Plasmodium vivax basic transcription factor 3b, putative 0.0034 0.0083 0.7982
Echinococcus granulosus geminin 0.0166 0.0578 1
Schistosoma mansoni NADP-specific isocitrate dehydrogenase 0.0016 0.0013 0.0002
Brugia malayi TAR-binding protein 0.0062 0.0188 0.2328
Brugia malayi cytoplasmic intermediate filament protein 0.0014 0.0008 0.0098
Echinococcus granulosus NADP dependent isocitrate dehydrogenase 0.0016 0.0013 0.0178
Plasmodium falciparum AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0018 0.0024 0.1253
Brugia malayi beta-NAC-like protein 0.0034 0.0083 0.1033
Schistosoma mansoni cysteinyl-tRNA synthetase 0.0039 0.0101 0.1564
Chlamydia trachomatis cysteine--tRNA ligase 0.0039 0.0101 0.5
Plasmodium vivax AP endonuclease (DNA-[apurinic or apyrimidinic site] lyase), putative 0.0018 0.0024 0.1253
Trypanosoma cruzi cysteinyl-tRNA synthetase, putative 0.0039 0.0101 1
Echinococcus granulosus tar DNA binding protein 0.0062 0.0188 0.3217
Echinococcus multilocularis lamin dm0 0.0026 0.0054 0.0892
Plasmodium falciparum basic transcription factor 3b, putative 0.0034 0.0083 0.7982
Plasmodium vivax cysteine--tRNA ligase, putative 0.0039 0.0101 1
Brugia malayi RNA recognition motif domain containing protein 0.0062 0.0188 0.2328
Schistosoma mansoni lamin 0.0026 0.0054 0.0728
Trichomonas vaginalis cysteinyl-tRNA synthetase, putative 0.0039 0.0101 1
Echinococcus multilocularis geminin 0.0166 0.0578 1
Brugia malayi Latrophilin receptor protein 2 0.0015 0.0013 0.0158
Loa Loa (eye worm) hypothetical protein 0.0012 0.0001 0.001
Loa Loa (eye worm) hypothetical protein 0.0049 0.0138 0.1712
Toxoplasma gondii exonuclease III APE 0.0018 0.0024 0.1253
Loa Loa (eye worm) latrophilin receptor protein 2 0.0015 0.0013 0.0158
Echinococcus granulosus lamin 0.0026 0.0054 0.0892
Brugia malayi Isocitrate dehydrogenase 0.0016 0.0013 0.016
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.01 0.0331 0.5698
Brugia malayi cysteinyl tRNA synthetase protein 1 0.0039 0.0101 0.1254
Trichomonas vaginalis conserved hypothetical protein 0.0034 0.0083 0.7694
Trypanosoma brucei isocitrate dehydrogenase, putative 0.0016 0.0013 0.1272
Schistosoma mansoni tar DNA-binding protein 0.0062 0.0188 0.3096
Schistosoma mansoni retinoic acid receptor RXR 0.0104 0.0345 0.5882
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0049 0.0138 0.1712
Schistosoma mansoni ap endonuclease 0.0018 0.0024 0.0197
Schistosoma mansoni cysteinyl-tRNA synthetase 0.0039 0.0101 0.1564
Schistosoma mansoni hypothetical protein 0.0166 0.0578 1
Plasmodium falciparum cysteine--tRNA ligase 0.0039 0.0101 1
Trypanosoma cruzi transcription factor btf3, putative 0.0034 0.0083 0.8239
Giardia lamblia Cysteinyl-tRNA synthetase 0.0039 0.0101 1
Schistosoma mansoni hypothetical protein 0.0033 0.008 0.1191
Brugia malayi latrophilin 2 splice variant baaae 0.0033 0.008 0.0993
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.2678 1 1
Brugia malayi intermediate filament protein 0.0026 0.0054 0.0669
Loa Loa (eye worm) cysteinyl tRNA synthetase 1 0.0039 0.0101 0.1254
Echinococcus multilocularis isocitrate dehydrogenase 0.0016 0.0013 0.0178
Brugia malayi isocitrate dehydrogenase 0.0016 0.0013 0.016
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0049 0.0138 0.1712
Echinococcus granulosus lamin dm0 0.0026 0.0054 0.0892
Echinococcus multilocularis lamin 0.0026 0.0054 0.0892
Mycobacterium ulcerans cysteinyl-tRNA synthetase 0.0039 0.0101 0.0101
Echinococcus granulosus leucyl tRNA synthetase 0.0039 0.0101 0.1713

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) > 12.5 uM Evaluated for the inhibition of cell proliferation induced by VEGF in HUVEC or NIH3T3 cells ChEMBL. 10893303
IC50 (functional) > 12.5 uM Evaluated for the inhibition of cell proliferation induced by FGF in HUVEC or NIH3T3 cells ChEMBL. 10893303
IC50 (functional) > 12.5 uM Evaluated for the inhibition of cell proliferation induced by VEGF in HUVEC or NIH3T3 cells ChEMBL. 10893303
IC50 (functional) > 12.5 uM Evaluated for the inhibition of cell proliferation induced by FGF in HUVEC or NIH3T3 cells ChEMBL. 10893303
IC50 (binding) > 20 uM Evaluated for inhibitory activity towards tyrosine kinase Vascular endothelial growth factor receptor 2 ChEMBL. 10893303
IC50 (binding) > 20 uM Evaluated for inhibitory activity towards Fibroblast growth factor receptor 1 ChEMBL. 10893303
IC50 (binding) > 20 uM Evaluated for inhibitory activity towards p60 c-Src tyrosine kinase ChEMBL. 10893303
IC50 (binding) > 20 uM Evaluated for inhibitory activity towards tyrosine kinase Vascular endothelial growth factor receptor 2 ChEMBL. 10893303
IC50 (binding) > 20 uM Evaluated for inhibitory activity towards Fibroblast growth factor receptor 1 ChEMBL. 10893303
IC50 (binding) > 20 uM Evaluated for inhibitory activity towards p60 c-Src tyrosine kinase ChEMBL. 10893303
IC50 (functional) > 50 uM Evaluated for the inhibition of cell proliferation induced by PDGF in HUVEC or NIH3T3 cells ChEMBL. 10893303
IC50 (functional) > 50 uM Evaluated for the inhibition of cell proliferation induced by EGF in HUVEC or NIH3T3 cells ChEMBL. 10893303
IC50 (functional) > 50 uM Evaluated for the inhibition of cell proliferation induced by PDGF in HUVEC or NIH3T3 cells ChEMBL. 10893303
IC50 (functional) > 50 uM Evaluated for the inhibition of cell proliferation induced by EGF in HUVEC or NIH3T3 cells ChEMBL. 10893303
IC50 (binding) = 94.01 uM Evaluated for inhibitory activity towards tyrosine kinase PDGF-Rbeta ChEMBL. 10893303
IC50 (binding) = 94.01 uM Evaluated for inhibitory activity towards tyrosine kinase PDGF-Rbeta ChEMBL. 10893303
IC50 (binding) > 100 uM Evaluated for inhibitory activity towards tyrosine kinase Epidermal growth factor receptor ChEMBL. 10893303
IC50 (binding) > 100 uM Evaluated for inhibitory activity towards tyrosine kinase Epidermal growth factor receptor ChEMBL. 10893303

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 10893303

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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