Detailed information for compound 573163

Basic information

Technical information
  • TDR Targets ID: 573163
  • Name: 2-amino-3-oxo-phenoxazine-1,9-dicarboxylic ac id
  • MW: 300.223 | Formula: C14H8N2O6
  • H donors: 3 H acceptors: 5 LogP: 0.82 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)c1c2nc3c(oc2cc(=O)c1N)cccc3C(=O)O
  • InChi: 1S/C14H8N2O6/c15-10-6(17)4-8-12(9(10)14(20)21)16-11-5(13(18)19)2-1-3-7(11)22-8/h1-4H,15H2,(H,18,19)(H,20,21)
  • InChiKey: FSBKJYLVDRVPTK-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-amino-3-oxophenoxazine-1,9-dicarboxylic acid
  • 2-azanyl-3-oxo-phenoxazine-1,9-dicarboxylic acid
  • 2-amino-3-keto-phenoxazine-1,9-dicarboxylic acid
  • cinnabarinic acid
  • 606-59-7
  • 2-Amino-3-oxo-3H-phenoxazin-1,9-dicarboxylic acid
  • 2-Amino-3H-phenoxazin-one-1,9-dicarboxylic acid
  • 3H-Phenoxazin-1,9-dicarboxylic acid, 2-amino-3-oxo-
  • C05640
  • Cinnavalininate

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens indoleamine 2,3-dioxygenase 1 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis indoleamine 2,3 dioxygenase 2 Get druggable targets OG5_130288 All targets in OG5_130288
Echinococcus granulosus indoleamine 23 dioxygenase 2 Get druggable targets OG5_130288 All targets in OG5_130288
Candida albicans similar to indoleamine 2,3-dioxygenases Get druggable targets OG5_130288 All targets in OG5_130288
Candida albicans similar to indoleamine 2,3-dioxygenases Get druggable targets OG5_130288 All targets in OG5_130288
Loa Loa (eye worm) indoleamine 2,3-dioxygenase Get druggable targets OG5_130288 All targets in OG5_130288
Schistosoma japonicum IPR000898,Indoleamine 2,3-dioxygenase,domain-containing Get druggable targets OG5_130288 All targets in OG5_130288
Schistosoma mansoni hypothetical protein Get druggable targets OG5_130288 All targets in OG5_130288
Schistosoma mansoni hypothetical protein Get druggable targets OG5_130288 All targets in OG5_130288
Schistosoma japonicum ko:K00463 indoleamine 2,3-dioxygenase, putative Get druggable targets OG5_130288 All targets in OG5_130288
Brugia malayi indoleamine 2,3-dioxygenase Get druggable targets OG5_130288 All targets in OG5_130288
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) hypothetical protein 0.0039 0.0033 0.0033
Onchocerca volvulus 0.0039 0.0033 0.5
Loa Loa (eye worm) acetylcholinesterase 1 0.0148 0.1762 0.1762
Echinococcus granulosus acetylcholinesterase 0.0148 0.1762 0.1734
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0054 0.0271 0.0271
Echinococcus granulosus indoleamine 23 dioxygenase 2 0.0667 1 1
Loa Loa (eye worm) hypothetical protein 0.0039 0.0033 0.0033
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.004 0.0049 1
Trypanosoma cruzi myo-inositol-1(or 4)-monophosphatase 1, putative 0.004 0.0049 1
Loa Loa (eye worm) beta-lactamase 0.0039 0.0033 0.0033
Trichomonas vaginalis inositol monophosphatase, putative 0.004 0.0049 1
Brugia malayi beta-lactamase 0.0039 0.0033 0.0033
Mycobacterium ulcerans extragenic suppressor protein SuhB 0.004 0.0049 1
Loa Loa (eye worm) hypothetical protein 0.0148 0.1762 0.1762
Trypanosoma brucei inositol-1(or 4)-monophosphatase 1, putative 0.004 0.0049 1
Entamoeba histolytica myo-inositol monophosphatase, putative 0.004 0.0049 0.5
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0039 0.0033 0.0033
Onchocerca volvulus 0.0039 0.0033 0.5
Plasmodium vivax hypothetical protein, conserved 0.0039 0.0033 0.5
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0054 0.0271 0.0271
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0249 0.3372 1
Echinococcus multilocularis indoleamine 2,3 dioxygenase 2 0.0667 1 1
Echinococcus multilocularis carboxylesterase 5A 0.0148 0.1762 0.1734
Schistosoma mansoni hypothetical protein 0.0667 1 1
Loa Loa (eye worm) indoleamine 2,3-dioxygenase 0.0667 1 1
Brugia malayi Inositol-1 0.004 0.0049 0.0049
Onchocerca volvulus 0.0039 0.0033 0.5
Schistosoma mansoni hypothetical protein 0.0667 1 1
Echinococcus granulosus inositol monophosphatase 1 0.004 0.0049 0.0016
Echinococcus granulosus acetylcholinesterase 0.0148 0.1762 0.1734
Loa Loa (eye worm) carboxylesterase 0.0148 0.1762 0.1762
Loa Loa (eye worm) hypothetical protein 0.0039 0.0033 0.0033
Wolbachia endosymbiont of Brugia malayi fructose-1,6-bisphosphatase 0.004 0.0049 0.5
Schistosoma mansoni inositol monophosphatase 0.004 0.0049 0.0049
Trichomonas vaginalis myo inositol monophosphatase, putative 0.004 0.0049 1
Schistosoma mansoni inositol monophosphatase 0.004 0.0049 0.0049
Loa Loa (eye worm) hypothetical protein 0.0054 0.0271 0.0271
Trichomonas vaginalis myo inositol monophosphatase, putative 0.004 0.0049 1
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0148 0.1762 0.1762
Brugia malayi beta-lactamase family protein 0.0039 0.0033 0.0033
Toxoplasma gondii inositol(myo)-1(or 4)-monophosphatase 2, putative 0.004 0.0049 1
Echinococcus granulosus carboxylesterase 5A 0.0148 0.1762 0.1734
Leishmania major myo-inositol-1(or 4)-monophosphatase 1, putative 0.004 0.0049 1
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0039 0.0033 0.0033
Loa Loa (eye worm) hypothetical protein 0.0039 0.0033 0.0033
Brugia malayi beta-lactamase family protein 0.0039 0.0033 0.0033
Brugia malayi Calcitonin receptor-like protein seb-1 0.0054 0.0271 0.0271
Echinococcus multilocularis acetylcholinesterase 0.0148 0.1762 0.1734
Echinococcus multilocularis inositol monophosphatase 1 0.004 0.0049 0.0016
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0039 0.0033 0.0033
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0039 0.0033 0.0033
Loa Loa (eye worm) inositol-1 0.004 0.0049 0.0049
Mycobacterium leprae Probable lipase LipE 0.0039 0.0033 0.5
Loa Loa (eye worm) hypothetical protein 0.0039 0.0033 0.0033
Brugia malayi Carboxylesterase family protein 0.0148 0.1762 0.1762
Loa Loa (eye worm) hypothetical protein 0.0039 0.0033 0.0033
Echinococcus multilocularis acetylcholinesterase 0.0148 0.1762 0.1734
Mycobacterium leprae conserved hypothetical protein 0.0039 0.0033 0.5
Loa Loa (eye worm) hypothetical protein 0.0148 0.1762 0.1762
Brugia malayi Carboxylesterase family protein 0.0148 0.1762 0.1762

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.46 uM Inhibition of human recombinant N-terminus 6X-histidine-tagged indoleamine 2,3-dioxygenase expressed in Escherichia coli assessed as inhibition of L-tryptophan to N-formylkynurenine formation measured as residual enzyme activity incubated for 15 mins prior to substrate addition measured after 30 mins by UV-vis spectrophotometric analysis relative to DMSO-treated control ChEMBL. 23521768
Inhibition (binding) = 11 % Inhibition of human recombinant N-terminus 6X-histidine-tagged indoleamine 2,3-dioxygenase expressed in Escherichia coli assessed as inhibition of L-tryptophan to N-formylkynurenine formation measured as residual enzyme activity at 10 uM incubated for 15 mins prior to substrate addition measured after 30 mins by UV-vis spectrophotometric analysis relative to DMSO-treated control ChEMBL. 23521768
Inhibition (binding) = 23 % Inhibition of human recombinant N-terminus 6X-histidine-tagged indoleamine 2,3-dioxygenase expressed in Escherichia coli assessed as inhibition of L-tryptophan to N-formylkynurenine formation measured as residual enzyme activity at 1 uM incubated for 15 mins prior to substrate addition measured after 30 mins by UV-vis spectrophotometric analysis relative to DMSO-treated control ChEMBL. 23521768
Inhibition (binding) = 71 % Inhibition of human recombinant N-terminus 6X-histidine-tagged indoleamine 2,3-dioxygenase expressed in Escherichia coli assessed as inhibition of L-tryptophan to N-formylkynurenine formation measured as residual enzyme activity at 0.1 uM incubated for 15 mins prior to substrate addition measured after 30 mins by UV-vis spectrophotometric analysis relative to DMSO-treated control ChEMBL. 23521768
Ki (binding) = 326 nM Inhibition of human recombinant N-terminus 6X-histidine-tagged indoleamine 2,3-dioxygenase expressed in Escherichia coli assessed as inhibition of L-tryptophan to N-formylkynurenine formation measured as residual enzyme activity incubated for 15 mins prior to substrate addition measured after 30 mins by UV-vis spectrophotometric analysis relative to DMSO-treated control ChEMBL. 23521768

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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