Detailed information for compound 1463629

Basic information

Technical information
  • TDR Targets ID: 1463629
  • Name: 5-(phenoxy)-1H-indole-2,3-dione
  • MW: 239.226 | Formula: C14H9NO3
  • H donors: 1 H acceptors: 2 LogP: 2.25 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C1Nc2c(C1=O)cc(cc2)Oc1ccccc1
  • InChi: 1S/C14H9NO3/c16-13-11-8-10(6-7-12(11)15-14(13)17)18-9-4-2-1-3-5-9/h1-8H,(H,15,16,17)
  • InChiKey: QRQYMVJZIYRTEU-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 5-(phenoxy)indoline-2,3-dione
  • 5-(phenoxy)isatin
  • BBV-027416

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens monoamine oxidase B Starlite/ChEMBL References
Homo sapiens monoamine oxidase A Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Mycobacterium tuberculosis Probable flavin-containing monoamine oxidase AofH (amine oxidase) (MAO) Get druggable targets OG5_130722 All targets in OG5_130722
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH Get druggable targets OG5_130722 All targets in OG5_130722
Mycobacterium ulcerans flavin-containing monoamine oxidase AofH Get druggable targets OG5_130722 All targets in OG5_130722
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi amine oxidase, flavin-containing family protein monoamine oxidase B 520 aa 462 aa 19.7 %
Brugia malayi amine oxidase, flavin-containing family protein monoamine oxidase A 527 aa 474 aa 22.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium ulcerans putative regulatory protein 0.1061 0.0988 0.1141
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.1539 0.1667 0.5054
Trypanosoma brucei cAMP-specific phosphodiesterase 0.1539 0.1667 0.5054
Plasmodium falciparum 3',5'-cyclic nucleotide phosphodiesterase, putative 0.0442 0.0109 0.0147
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0442 0.0109 0.0029
Echinococcus multilocularis high affinity cAMP specific 3',5' cyclic 0.0845 0.0681 0.3235
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.1539 0.1667 0.2996
Plasmodium vivax phosphodiesterase gamma, putative 0.0442 0.0109 0.0147
Trichomonas vaginalis cGMP-inhibited 3,5-cyclic phosphodiesterase, putative 0.0442 0.0109 0.0054
Mycobacterium ulcerans two component sensor histidine kinase DevS 0.3732 0.4777 1
Mycobacterium ulcerans DNA gyrase subunit B 0.1803 0.2041 0.3602
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Loa Loa (eye worm) hypothetical protein 0.0541 0.025 0.0171
Schistosoma mansoni calcium/calmodulin-dependent 35-cyclic nucleotide phosphodiesterase 0.0442 0.0109 0.0029
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.1042 0.0961 0.2764
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Plasmodium vivax 3',5'-cyclic nucleotide phosphodiesterase, putative 0.0442 0.0109 0.0147
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Mycobacterium ulcerans putative regulatory protein 0.1061 0.0988 0.1141
Toxoplasma gondii hypothetical protein 0.1061 0.0988 0.9461
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Echinococcus granulosus calcium:calmodulin dependent 3'5' cyclic 0.0442 0.0109 0.0155
Plasmodium falciparum cGMP-specific phosphodiesterase 0.0442 0.0109 0.0147
Echinococcus granulosus calcium:calmodulin dependent 3'5' cyclic 0.0442 0.0109 0.0155
Toxoplasma gondii hypothetical protein 0.1061 0.0988 0.9461
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Brugia malayi 3'5'-cyclic nucleotide phosphodiesterase family protein 0.0541 0.025 0.0171
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.1539 0.1667 0.2996
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.1539 0.1667 0.5054
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0442 0.0109 0.0155
Leishmania major hypothetical protein, conserved 0.2614 0.3191 1
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.0442 0.0109 0.0054
Plasmodium vivax hypothetical protein, conserved 0.1061 0.0988 0.4632
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.1539 0.1667 0.5054
Plasmodium vivax 3',5'-cyclic nucleotide phosphodiesterase, putative 0.0442 0.0109 0.0147
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.1503 0.1615 0.2898
Echinococcus granulosus high affinity cgmp specific 3' 5' cyclic 0.0558 0.0274 0.1043
Mycobacterium tuberculosis Conserved hypothetical protein 0.2614 0.3191 0.6353
Trichomonas vaginalis cAMP and cAMP-inhibited cGMP 3,5-cyclic phosphodiesterase, putative 0.0478 0.0161 0.0152
Leishmania major mitochondrial DNA topoisomerase II 0.1042 0.0961 0.2764
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0442 0.0109 0.0155
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Trypanosoma cruzi GAF domain/TIP41-like family, putative 0.2614 0.3191 1
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Plasmodium falciparum phosphodiesterase delta, putative 0.0442 0.0109 0.0147
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Trichomonas vaginalis cAMP and cAMP-inhibited cGMP 3,5-cyclic phosphodiesterase, putative 0.0442 0.0109 0.0054
Mycobacterium leprae conserved hypothetical protein 0.1061 0.0988 1
Giardia lamblia hypothetical protein 0.0442 0.0109 1
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0442 0.0109 0.0054
Toxoplasma gondii ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein 0.1042 0.0961 0.9176
Plasmodium vivax cyclic nucleotide phosphodiesterase, putative 0.0442 0.0109 0.0147
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.1539 0.1667 0.2996
Trichomonas vaginalis cAMP/cGMP cyclic nucleotide phosphodiesterase, putative 0.1539 0.1667 0.2996
Schistosoma mansoni high-affinity cgmp-specific 35-cyclic phosphodiesterase 0.0558 0.0274 0.0195
Plasmodium falciparum phosphodiesterase gamma, putative 0.0442 0.0109 0.0147
Loa Loa (eye worm) hypothetical protein 0.0442 0.0109 0.0029
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Trichomonas vaginalis conserved hypothetical protein 0.0442 0.0109 0.0054
Schistosoma mansoni high-affinity cgmp-specific 35-cyclic phosphodiesterase 0.0442 0.0109 0.0029
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0442 0.0109 0.0029
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Trypanosoma cruzi GAF domain/TIP41-like family, putative 0.2614 0.3191 1
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0442 0.0109 0.0029
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Echinococcus multilocularis cAMP specific 3',5' cyclic phosphodiesterase 0.0442 0.0109 0.0155
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.0478 0.0161 0.0152
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.0442 0.0109 0.0054
Trypanosoma brucei GAF domain/TIP41-like family, putative 0.2614 0.3191 1
Echinococcus multilocularis high affinity cgmp specific 3' 5' cyclic 0.0558 0.0274 0.1043
Plasmodium falciparum cGMP-specific phosphodiesterase 0.0442 0.0109 0.0147
Brugia malayi 3'5'-cyclic nucleotide phosphodiesterase family protein 0.0442 0.0109 0.0029
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Trypanosoma cruzi cAMP specific phosphodiesterase, putative 0.0478 0.0161 0.0168
Echinococcus granulosus cAMP and cAMP inhibited cGMP 3'5' cyclic 0.173 0.1938 1
Trypanosoma brucei cAMP-specific phosphodiesterase 0.1539 0.1667 0.5054
Chlamydia trachomatis DNA gyrase subunit B 0.1803 0.2041 1
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.3056 0.3818 0.7058
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.1539 0.1667 0.2996
Giardia lamblia CAMP-specific 3,5-cyclic phosphodiesterase 4B 0.0442 0.0109 1
Trypanosoma brucei DNA topoisomerase ii 0.1042 0.0961 0.2764
Echinococcus multilocularis dual 3',5' cyclic AMP and GMP phosphodiesterase 0.1539 0.1667 0.8542
Schistosoma mansoni camp-specific 35-cyclic phosphodiesterase 0.0442 0.0109 0.0029
Onchocerca volvulus Putative DNA topoisomerase 2, mitochondrial 0.0421 0.008 0.5
Schistosoma mansoni camp-specific cyclic nucleotide phosphodiesterase 0.0541 0.025 0.0171
Wolbachia endosymbiont of Brugia malayi DNA gyrase, topoisomerase II, B subunit, GyrB 0.1803 0.2041 0.5
Trichomonas vaginalis cGMP-inhibited 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Trichomonas vaginalis rod cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.4153 0.5375 1
Loa Loa (eye worm) calcium/calmodulin-stimulated cyclic nucleotide phosphodiesterase 0.0541 0.025 0.0171
Echinococcus granulosus dual 3'5' cyclic AMP and GMP phosphodiesterase 0.1539 0.1667 0.8542
Echinococcus multilocularis cAMP and cAMP inhibited cGMP 3',5' cyclic 0.173 0.1938 1
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0558 0.0274 0.2019
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1503 0.1615 0.2898
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0421 0.008 0.5
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Mycobacterium tuberculosis Two component sensor histidine kinase DosT 0.1118 0.1069 0.1472
Plasmodium falciparum 3',5'-cyclic nucleotide phosphodiesterase, putative 0.0558 0.0274 0.0989
Trichomonas vaginalis conserved hypothetical protein 0.4153 0.5375 1
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.1539 0.1667 0.2996
Treponema pallidum DNA gyrase, subunit B (gyrB) 0.1803 0.2041 0.5
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.3056 0.3818 0.7058
Giardia lamblia Hypothetical protein 0.0442 0.0109 1
Brugia malayi Probable 3',5'-cyclic phosphodiesterase R153.1, putative 0.0442 0.0109 0.0029
Brugia malayi Probable 3',5'-cyclic phosphodiesterase T04D3.3, putative 0.0442 0.0109 0.0029
Schistosoma mansoni high-affinity cgmp-specific 35-cyclic phosphodiesterase 0.0442 0.0109 0.0029
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.4153 0.5375 1
Loa Loa (eye worm) hypothetical protein 0.1289 0.1311 0.1241
Mycobacterium tuberculosis Two component sensor histidine kinase DevS 0.3732 0.4777 1
Schistosoma mansoni cgmp-dependent 35-cyclic phosphodiesterase 0.7413 1 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.1539 0.1667 0.2996
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Echinococcus granulosus cAMP specific 3'5' cyclic phosphodiesterase 0.0442 0.0109 0.0155
Loa Loa (eye worm) PDE1B protein 0.0442 0.0109 0.0029
Entamoeba histolytica DNA topoisomerase II, putative 0.0421 0.008 0.5
Trypanosoma cruzi mitochondrial DNA topoisomerase II, putative 0.1042 0.0961 0.2764
Trichomonas vaginalis conserved hypothetical protein 0.1061 0.0988 0.1715
Toxoplasma gondii GAF domain-containing protein 0.1061 0.0988 0.9461
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Schistosoma mansoni camp/cgmp cyclic nucleotide phosphodiesterase 0.1539 0.1667 0.1599
Echinococcus granulosus high affinity cAMP specific 3'5' cyclic 0.0845 0.0681 0.3235
Echinococcus multilocularis calcium:calmodulin dependent 3',5' cyclic 0.0442 0.0109 0.0155
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Echinococcus multilocularis calcium:calmodulin dependent 3',5' cyclic 0.0442 0.0109 0.0155
Trichomonas vaginalis cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Plasmodium falciparum DNA gyrase subunit B 0.1803 0.2041 1
Mycobacterium tuberculosis DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase) 0.1803 0.2041 0.3707
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Trichomonas vaginalis conserved hypothetical protein 0.1098 0.104 0.1813
Onchocerca volvulus DNA topoisomerase 2 homolog 0.0421 0.008 0.5
Loa Loa (eye worm) hypothetical protein 0.7413 1 1
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.1539 0.1667 0.2996
Trichomonas vaginalis cAMP-specific phosphodiesterase, putative 0.1539 0.1667 0.2996
Plasmodium vivax DNA gyrase subunit B, putative 0.1803 0.2041 1
Trichomonas vaginalis cyclic nucleotide phosphodiesterase, putative 0.0442 0.0109 0.0054
Trichomonas vaginalis cone cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Plasmodium falciparum GAF domain-related protein, putative 0.1061 0.0988 0.4632
Brugia malayi Probable 3',5'-cyclic phosphodiesterase C32E12.2, putative 0.173 0.1938 0.1872
Trichomonas vaginalis conserved hypothetical protein 0.1098 0.104 0.1813
Trichomonas vaginalis cAMP-specific 3,5-cyclic phosphodiesterase, putative 0.1539 0.1667 0.2996
Toxoplasma gondii hypothetical protein 0.1098 0.104 1
Trichomonas vaginalis cGMP-dependent 3,5-cyclic phosphodiesterase, putative 0.1503 0.1615 0.2898
Trichomonas vaginalis conserved hypothetical protein 0.1098 0.104 0.1813
Loa Loa (eye worm) hypothetical protein 0.0442 0.0109 0.0029
Trichomonas vaginalis calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase, putative 0.0442 0.0109 0.0054
Toxoplasma gondii 3'5'-cyclic nucleotide phosphodiesterase domain-containing protein 0.0442 0.0109 0.03
Trichomonas vaginalis calcium/calmodulin-dependent 3,5-cyclic nucleotide phosphodiesterase, putative 0.4153 0.5375 1
Trichomonas vaginalis conserved hypothetical protein 0.0442 0.0109 0.0054
Trichomonas vaginalis high-affinity cGMP-specific 3,5-cyclic phosphodiesterase, putative 0.0442 0.0109 0.0054

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 1.54 uM Inhibition of human recombinant MAOB expressed in insect cells by fluorescence assay ChEMBL. 21134756
IC50 (binding) = 9.44 uM Inhibition of human recombinant MAOA expressed in insect cells by fluorescence assay ChEMBL. 21134756
Ki (binding) = 0.663 uM Inhibition of human recombinant MAOB expressed in insect cells by fluorescence assay ChEMBL. 21134756
Ki (binding) = 2.49 uM Inhibition of human recombinant MAOA expressed in insect cells by fluorescence assay ChEMBL. 21134756

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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