Detailed information for compound 343844

Basic information

Technical information
  • TDR Targets ID: 343844
  • Name: methyl (E)-6-(3-cyanophenyl)-6-(3-methoxy-7-m ethyl-1,2-benzoxazol-5-yl)hex-5-enoate
  • MW: 390.432 | Formula: C23H22N2O4
  • H donors: 0 H acceptors: 3 LogP: 5.06 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)CCC/C=C(/c1cc(C)c2c(c1)c(OC)no2)\c1cccc(c1)C#N
  • InChi: 1S/C23H22N2O4/c1-15-11-18(13-20-22(15)29-25-23(20)28-3)19(9-4-5-10-21(26)27-2)17-8-6-7-16(12-17)14-24/h6-9,11-13H,4-5,10H2,1-3H3/b19-9+
  • InChiKey: SQECLTZZWKGLSY-DJKKODMXSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (E)-6-(3-cyanophenyl)-6-(3-methoxy-7-methyl-1,2-benzoxazol-5-yl)-5-hexenoic acid methyl ester
  • (E)-6-(3-cyanophenyl)-6-(3-methoxy-7-methyl-indoxazen-5-yl)hex-5-enoic acid methyl ester
  • 5-Hexenoic acid, 6-(3-cyanophenyl)-6-(3-methoxy-7-methyl-1,2-benzisoxazol-5-yl)-, methyl ester, (5E)-
  • AIDS-339197
  • AIDS339197

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Trypanosoma brucei RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
Schistosoma mansoni hypothetical protein Get druggable targets OG5_139608 All targets in OG5_139608
Trypanosoma congolense RNA helicase, putative Get druggable targets OG5_139608 All targets in OG5_139608
Plasmodium yoelii integrase-related Get druggable targets OG5_139608 All targets in OG5_139608
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 glutamate receptor NMDA 0.0254 0.4377 0.4377
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0133 0.0809 0.0809
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 3 0.0192 0.2552 0.2552
Loa Loa (eye worm) glutamate receptor 1 0.0105 0 0.5
Brugia malayi Glutamate receptor 2 precursor 0.0105 0 0.5
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0133 0.0809 0.0809
Mycobacterium tuberculosis Probable glutamine-binding lipoprotein GlnH (GLNBP) 0.0138 0.0974 0.5
Echinococcus multilocularis glutamate receptor, ionotrophic, AMPA 3 0.0133 0.0809 0.0809
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0133 0.0809 0.0809
Treponema pallidum amino acid ABC transporter, periplasmic binding protein (hisJ) 0.0138 0.0974 0.5
Echinococcus multilocularis nmda type glutamate receptor 0.0447 1 1
Loa Loa (eye worm) glutamate receptor 2 0.0105 0 0.5
Echinococcus multilocularis nmda type glutamate receptor 0.0282 0.5186 0.5186
Echinococcus granulosus glutamate receptor ionotrophic AMPA 3 0.0133 0.0809 0.0809
Brugia malayi Glutamate receptor 1 precursor 0.0105 0 0.5
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0133 0.0809 0.0809
Schistosoma mansoni glutamate receptor NMDA 0.0387 0.8257 1
Echinococcus granulosus Glutamate receptor ionotropic kainate 2 0.0133 0.0809 0.0809
Chlamydia trachomatis glutamine binding protein 0.0138 0.0974 0.5
Echinococcus granulosus glutamate receptor NMDA 0.0254 0.4377 0.4377
Echinococcus granulosus nmda type glutamate receptor 0.0282 0.5186 0.5186
Chlamydia trachomatis arginine ABC transporter substrate-binding protein ArtJ 0.0138 0.0974 0.5
Echinococcus multilocularis Glutamate receptor, ionotropic kainate 2 0.0133 0.0809 0.0809
Mycobacterium ulcerans glutamine-binding lipoprotein GlnH 0.0138 0.0974 0.5
Treponema pallidum amino acid ABC transporter, periplasmic binding protein 0.0138 0.0974 0.5
Echinococcus granulosus glutamate receptor 2 0.0133 0.0809 0.0809
Echinococcus multilocularis glutamate receptor 2 0.0133 0.0809 0.0809

Activities

Activity type Activity value Assay description Source Reference
CC50 (functional) = 0.8 uM Cytotoxic concentration against mock infected in CEM-SS cells ChEMBL. 16162014
CC50 (functional) = 0.8 uM Cytotoxic concentration against mock infected in CEM-SS cells ChEMBL. 16162014
CC50 (functional) = 4.69 uM Cytotoxic concentration against mock infected in MT-4 cells ChEMBL. 16162014
CC50 (functional) = 4.69 uM Cytotoxic concentration against mock infected in MT-4 cells ChEMBL. 16162014
EC50 (functional) > 2.05 uM In vitro anti-HIV activity against HIV-1 IIIB infected in MT-4 cells using MTT assay ChEMBL. 16162014
EC50 (functional) > 5.63 uM In vitro anti-HIV activity against HIV-2ROD infected in MT-4 cells using MTT assay ChEMBL. 16162014
EC50 (functional) > 100 uM In vitro anti-HIV activity against HIV-1RF infected in CEM-SS cells using MTS cytoprotection assay ChEMBL. 16162014
IC50 (binding) = 5.7 uM Inhibition of recombinant HIV-1 reverse transcriptase activity ChEMBL. 16162014
IC50 (binding) = 5.7 uM Inhibition of recombinant HIV-1 reverse transcriptase activity ChEMBL. 16162014
T1/2 (ADMET) = 1.46 min In vitro hydrolytic stability of the compound in rat plasma, expressed as t1/2 ChEMBL. 16162014

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.