Detailed information for compound 44694

Basic information

Technical information
  • TDR Targets ID: 44694
  • Name: 2-(11-oxo-6H-benzo[c][2]benzoxepin-2-yl)aceti c acid
  • MW: 268.264 | Formula: C16H12O4
  • H donors: 1 H acceptors: 3 LogP: 2.36 Rotable bonds: 2
    Rule of 5 violations (Lipinski): 1
  • SMILES: OC(=O)Cc1ccc2c(c1)C(=O)c1ccccc1CO2
  • InChi: 1S/C16H12O4/c17-15(18)8-10-5-6-14-13(7-10)16(19)12-4-2-1-3-11(12)9-20-14/h1-7H,8-9H2,(H,17,18)
  • InChiKey: QFGMXJOBTNZHEL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2-(11-oxo-6H-benzo[c][2]benzoxepin-2-yl)ethanoic acid
  • 2-(11-keto-6H-benzo[c][2]benzoxepin-2-yl)acetic acid
  • isoxepac
  • 55453-87-7
  • P 720549
  • Artil (TN)
  • D04638
  • Isoxepac (USAN)
  • HP-549
  • HP-720549
  • P-549
  • 5-18-08-00457 (Beilstein Handbook Reference)
  • 6,11-Dihydro-11-oxodibenz(b,e)oxepin-2-acetic acid
  • Artil
  • BRN 1320243
  • DIBENZ(b,e)OXEPIN-2-ACETIC ACID, 6,11-DIHYDRO-11-OXO-
  • Isoxepac [USAN:BAN:INN]
  • Isoxepacum [INN-Latin]
  • NSC 300907
  • (11-Oxo-6,11-dihydrodibenzo[b,e]oxepin-2-yl)acetic acid
  • AIDS-128843
  • AIDS128843
  • {6,11-Dihydro-11-oxodibenz[b,} e]oxepin-2-acetic acid
  • {Dibenz[b,e]oxepin-2-acetic} acid, 6,11-dihydro-11-oxo-
  • 6,11-Dihydro-11-oxodibenz[b,e]oxepin-2-acetic acid
  • Arelix
  • Dibenz[b,e]oxepin-2-acetic acid, 6,11-dihydro-11-oxo-
  • HP 549
  • NSC300907

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
Echinococcus multilocularis musashi 0.0031 0.0122 0.011
Loa Loa (eye worm) hypothetical protein 0.0018 0.0013 0.0013
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0205 0.158 0.158
Brugia malayi RNA recognition motif domain containing protein 0.0074 0.0478 0.0478
Brugia malayi hypothetical protein 0.0205 0.158 0.158
Onchocerca volvulus 0.0205 0.158 0.1476
Schistosoma mansoni lamin 0.0031 0.0122 0.011
Echinococcus granulosus sodium:chloride dependent neurotransmitter 0.0205 0.158 0.1569
Loa Loa (eye worm) hypothetical protein 0.0031 0.0118 0.0118
Echinococcus granulosus tumor protein p63 0.0394 0.3164 0.3155
Echinococcus granulosus intermediate filament protein 0.0031 0.0122 0.011
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0205 0.158 0.1569
Brugia malayi Thioredoxin reductase 0.0044 0.0229 0.0229
Trypanosoma brucei trypanothione reductase 0.0044 0.0229 0.5
Echinococcus multilocularis lamin 0.0031 0.0122 0.011
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0205 0.158 1
Schistosoma mansoni intermediate filament proteins 0.0031 0.0122 0.011
Echinococcus granulosus sodium dependent neurotransmitter transporter 0.0205 0.158 0.1569
Loa Loa (eye worm) glutathione reductase 0.0044 0.0229 0.0229
Loa Loa (eye worm) RNA recognition domain-containing protein domain-containing protein 0.0074 0.0478 0.0478
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0112 0.0797 1
Plasmodium falciparum amino acid transporter, putative 0.0205 0.158 1
Echinococcus granulosus nmda type glutamate receptor 0.0027 0.0086 0.0073
Loa Loa (eye worm) intermediate filament tail domain-containing protein 0.0031 0.0122 0.0122
Echinococcus multilocularis sodium and chloride dependent glycine 0.0205 0.158 0.1569
Mycobacterium ulcerans glutamine-binding lipoprotein GlnH 0.0019 0.0022 0.5
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0205 0.158 1
Loa Loa (eye worm) serotonin transporter b 0.1208 1 1
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0112 0.0797 1
Loa Loa (eye worm) TAR-binding protein 0.0074 0.0478 0.0478
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0205 0.158 0.158
Leishmania major trypanothione reductase 0.0044 0.0229 0.5
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0205 0.158 0.158
Toxoplasma gondii hypothetical protein 0.0205 0.158 1
Loa Loa (eye worm) hypothetical protein 0.0205 0.158 0.158
Brugia malayi Latrophilin receptor protein 2 0.0018 0.0013 0.0013
Plasmodium vivax hypothetical protein, conserved 0.0205 0.158 1
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.1208 1 1
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0205 0.158 0.1569
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0044 0.0229 0.2667
Echinococcus multilocularis thioredoxin glutathione reductase 0.0045 0.0234 0.0221
Schistosoma mansoni tar DNA-binding protein 0.0074 0.0478 0.0466
Loa Loa (eye worm) hypothetical protein 0.0058 0.0346 0.0346
Echinococcus multilocularis sodium:chloride dependent neurotransmitter 0.0205 0.158 0.1569
Echinococcus multilocularis sodium dependent neurotransmitter transporter 0.0205 0.158 0.1569
Schistosoma mansoni sodium/chloride dependent transporter 0.0205 0.158 0.1569
Echinococcus granulosus thioredoxin glutathione reductase 0.0045 0.0234 0.0221
Loa Loa (eye worm) solute carrier family 6 member 4 0.1208 1 1
Mycobacterium tuberculosis Probable oxidoreductase 0.0112 0.0797 1
Echinococcus multilocularis nmda type glutamate receptor 0.0027 0.0086 0.0073
Brugia malayi Sodium:neurotransmitter symporter family protein 1, putative 0.0205 0.158 0.158
Loa Loa (eye worm) hypothetical protein 0.0205 0.158 0.158
Loa Loa (eye worm) RNA binding protein 0.0074 0.0478 0.0478
Onchocerca volvulus 0.0058 0.0342 0.0223
Mycobacterium tuberculosis Probable dehydrogenase 0.0101 0.0703 0.8785
Brugia malayi RNA binding protein 0.0074 0.0478 0.0478
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0027 0.0086 0.0073
Loa Loa (eye worm) hypothetical protein 0.0205 0.158 0.158
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0205 0.158 0.1569
Echinococcus multilocularis tumor protein p63 0.0394 0.3164 0.3155
Onchocerca volvulus 0.0205 0.158 0.1476
Loa Loa (eye worm) norepinephrine transporter 0.1208 1 1
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0112 0.0797 1
Echinococcus multilocularis uncharacterized sodium dependent transporter 0.0205 0.158 0.1569
Loa Loa (eye worm) hypothetical protein 0.0205 0.158 0.158
Brugia malayi intermediate filament protein 0.0031 0.0122 0.0122
Schistosoma mansoni sodium-dependent amino acid transporter 0.0205 0.158 0.1569
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0205 0.158 0.1569
Chlamydia trachomatis Ssodium-dependent amino acid transporter 0.0205 0.158 1
Echinococcus multilocularis tar DNA binding protein 0.0074 0.0478 0.0466
Echinococcus granulosus serotonin transporter 0.1208 1 1
Schistosoma mansoni sodium/chloride dependent neurotransmitter transporter 0.0205 0.158 0.1569
Loa Loa (eye worm) intermediate filament protein 0.0031 0.0122 0.0122
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0101 0.0703 0.8785
Loa Loa (eye worm) hypothetical protein 0.1208 1 1
Schistosoma mansoni cellular tumor antigen P53 0.0058 0.0342 0.033
Loa Loa (eye worm) hypothetical protein 0.1208 1 1
Toxoplasma gondii hypothetical protein 0.0205 0.158 1
Plasmodium falciparum transporter, putative 0.0205 0.158 1
Trypanosoma cruzi trypanothione reductase, putative 0.0044 0.0229 0.5
Plasmodium vivax amine transporter, putative 0.0205 0.158 1
Loa Loa (eye worm) hypothetical protein 0.0031 0.0122 0.0122
Treponema pallidum sodium- and chloride- dependent transporter 0.1208 1 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0058 0.0346 0.0346
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0101 0.0703 0.8785
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0101 0.0703 0.8785
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0205 0.158 0.1569
Toxoplasma gondii Sodium:neurotransmitter symporter family protein 0.0205 0.158 1
Loa Loa (eye worm) hypothetical protein 0.0058 0.0342 0.0342
Schistosoma mansoni tar DNA-binding protein 0.0074 0.0478 0.0466
Schistosoma mansoni tar DNA-binding protein 0.0074 0.0478 0.0466
Echinococcus multilocularis serotonin transporter 0.1208 1 1
Echinococcus granulosus sodium and chloride dependent glycine 0.0205 0.158 0.1569
Loa Loa (eye worm) latrophilin receptor protein 2 0.0018 0.0013 0.0013
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0018 0.0013 0.0013
Echinococcus granulosus tar DNA binding protein 0.0074 0.0478 0.0466
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0058 0.0346 0.0346
Brugia malayi Sodium:neurotransmitter symporter family protein 0.0205 0.158 0.158
Mycobacterium tuberculosis Probable reductase 0.0101 0.0703 0.8785
Schistosoma mansoni lamin 0.0031 0.0122 0.011
Brugia malayi latrophilin 2 splice variant baaae 0.004 0.0192 0.0192
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0205 0.158 0.1569
Schistosoma mansoni norepinephrine/norepinephrine transporter 0.0205 0.158 0.1569
Brugia malayi Calcitonin receptor-like protein seb-1 0.0058 0.0346 0.0346
Schistosoma mansoni sodium/chloride dependent transporter 0.1208 1 1
Schistosoma mansoni tar DNA-binding protein 0.0074 0.0478 0.0466
Loa Loa (eye worm) hypothetical protein 0.004 0.0192 0.0192
Schistosoma mansoni sodium-dependent neurotransmitter transporter 0.0205 0.158 0.1569
Onchocerca volvulus 0.0205 0.158 0.1476
Brugia malayi TAR-binding protein 0.0074 0.0478 0.0478
Echinococcus granulosus lamin dm0 0.0031 0.0122 0.011
Echinococcus multilocularis lamin dm0 0.0031 0.0122 0.011
Echinococcus granulosus sodium and chloride dependent glycine 0.0205 0.158 0.1569
Onchocerca volvulus 0.1208 1 1
Loa Loa (eye worm) Sodium:neurotransmitter symporter family protein 0.0205 0.158 0.158
Echinococcus granulosus lamin 0.0031 0.0122 0.011
Schistosoma mansoni hypothetical protein 0.004 0.0192 0.0179
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0101 0.0703 0.8785
Loa Loa (eye worm) hypothetical protein 0.0205 0.158 0.158
Loa Loa (eye worm) hypothetical protein 0.1208 1 1
Loa Loa (eye worm) thioredoxin reductase 0.0044 0.0229 0.0229
Loa Loa (eye worm) hypothetical protein 0.0205 0.158 0.158
Brugia malayi Intermediate filament tail domain containing protein 0.0031 0.0122 0.0122
Brugia malayi glutathione reductase 0.0044 0.0229 0.0229
Echinococcus granulosus uncharacterized sodium dependent transporter 0.0205 0.158 0.1569
Loa Loa (eye worm) hypothetical protein 0.0205 0.158 0.158
Echinococcus multilocularis sodium and chloride dependent glycine 0.0205 0.158 0.1569
Schistosoma mansoni sodium/chloride dependent transporter 0.0205 0.158 0.1569
Schistosoma mansoni tar DNA-binding protein 0.0074 0.0478 0.0466

Activities

Activity type Activity value Assay description Source Reference
ED50 (functional) = 55 mg ear-1 Inhibition of arachadonic acid oedema in mouse ear. ChEMBL. 8568814
ED50 (functional) = 55 mg ear-1 Inhibition of arachadonic acid oedema in mouse ear. ChEMBL. 8568814
ED50 (functional) = 3.7 mg kg-1 Compound was evaluated for the effective dose required for the inhibition of rat carrageenan foot edema (CFE) assay ChEMBL. 3488405
ED50 (functional) = 7.57 mg kg-1 Analgesic activity in po dosed CD-1 mouse assessed as inhibition of phenylquinone-induced writhing administered prior to phenylquinone challenge measured 5 mins after phenylquinone injection ChEMBL. 833828
ED50 (functional) = 95 mg kg-1 Analgesic activity in po dosed mouse assessed as inhibition of acetic acid-induced writhing ChEMBL. 940112
IC50 (functional) = -1.5 uM Inhibition of 5-lipoxygenase by measuring 5-HETE levels in RBL-1 cell-free supernatant ChEMBL. 8568814
Inhibition (functional) = 1.5 % Inhibition of 5-lipoxygenase by measuring 5-HETE levels in RBL-1 cell-free supernatant ChEMBL. 8568814

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

2 literature references were collected for this gene.

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