Detailed information for compound 226545

Basic information

Technical information
  • TDR Targets ID: 226545
  • Name: 3-[3-[(3-acetyl-4-hydroxyphenyl)methyl]phenyl ]-7-chloro-2-hydroxy-1H-quinolin-4-one
  • MW: 419.857 | Formula: C24H18ClNO4
  • H donors: 3 H acceptors: 5 LogP: 5.87 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: Clc1ccc2c(c1)nc(c(c2O)c1cccc(c1)Cc1ccc(c(c1)C(=O)C)O)O
  • InChi: 1S/C24H18ClNO4/c1-13(27)19-11-15(5-8-21(19)28)9-14-3-2-4-16(10-14)22-23(29)18-7-6-17(25)12-20(18)26-24(22)30/h2-8,10-12,28H,9H2,1H3,(H2,26,29,30)
  • InChiKey: TVVQXIPAEIRKGP-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • 3-[3-[(3-acetyl-4-hydroxy-phenyl)methyl]phenyl]-7-chloro-2-hydroxy-1H-quinolin-4-one
  • 7-chloro-3-[3-[(3-ethanoyl-4-hydroxy-phenyl)methyl]phenyl]-2-hydroxy-1H-quinolin-4-one
  • 3-[3-(3-acetyl-4-hydroxy-benzyl)phenyl]-7-chloro-2-hydroxy-4-quinolone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus Glutamate NMDA receptor Starlite/ChEMBL References

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 n acetylated alpha linked acidic dipeptidase 2 0.0851 0.9753 1
Trypanosoma cruzi glutaminyl cyclase, putative 0.0057 0.0295 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0057 0.0295 0.5
Loa Loa (eye worm) hypothetical protein 0.0794 0.9078 0.905
Mycobacterium ulcerans lipoprotein aminopeptidase LpqL 0.0077 0.0542 1
Onchocerca volvulus Fxna peptidase homolog 0.0057 0.0295 0.5
Echinococcus granulosus endoplasmic reticulum metallopeptidase 1 0.0057 0.0295 1
Toxoplasma gondii hypothetical protein 0.0057 0.0295 0.5
Schistosoma mansoni NAALADASE L peptidase (M28 family) 0.0558 0.626 1
Echinococcus multilocularis glutaminyl peptide cyclotransferase 0.0057 0.0295 0.0302
Leishmania major glutaminyl cyclase, putative 0.0057 0.0295 0.5
Trypanosoma cruzi glutaminyl cyclase, putative 0.0057 0.0295 0.5
Trichomonas vaginalis conserved hypothetical protein 0.0057 0.0295 0.5
Onchocerca volvulus Fxna peptidase homolog 0.0057 0.0295 0.5
Onchocerca volvulus Glutaminyl cyclase homolog 0.0057 0.0295 0.5
Trypanosoma brucei glutaminyl cyclase, putative 0.0057 0.0295 0.5
Brugia malayi leucyl aminopeptidase 0.0057 0.0295 0.5
Onchocerca volvulus Fxna peptidase homolog 0.0057 0.0295 0.5
Brugia malayi FXNA 0.0057 0.0295 0.5
Trichomonas vaginalis Clan MH, family M28, aminopeptidase S-like metallopeptidase 0.0057 0.0295 0.5
Toxoplasma gondii peptidase, M28 family protein 0.0057 0.0295 0.5
Echinococcus granulosus glutaminyl peptide cyclotransferase 0.0057 0.0295 1
Echinococcus multilocularis endoplasmic reticulum metallopeptidase 1 0.0057 0.0295 0.0302
Echinococcus granulosus endoplasmic reticulum metallopeptidase 1 0.0057 0.0295 1
Echinococcus multilocularis endoplasmic reticulum metallopeptidase 1 0.0057 0.0295 0.0302
Leishmania major hypothetical protein, conserved 0.0057 0.0295 0.5
Onchocerca volvulus 0.0057 0.0295 0.5
Loa Loa (eye worm) hypothetical protein 0.0578 0.6507 0.6401
Trichomonas vaginalis conserved hypothetical protein 0.0057 0.0295 0.5
Mycobacterium tuberculosis Probable lipoprotein aminopeptidase LpqL 0.0077 0.0542 1
Brugia malayi Peptidase family M28 containing protein 0.0057 0.0295 0.5
Brugia malayi nicalin 0.0057 0.0295 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 3 Anticonvulsant activity of compound was measured by the Number of rats protected / Number of rats tested at 5 mg/kg; 3/8 ChEMBL. 9406596
HSAI (binding) = 75 Human serum albumin index was measured by retention time of the compound on an HPLC column containing human albumin ChEMBL. 9406596
HSAI (binding) = 75 Human serum albumin index was measured by retention time of the compound on an HPLC column containing human albumin ChEMBL. 9406596
IC50 (binding) = 42.7 nM Affinity for the glycine binding site on rat N-methyl-D-aspartate glutamate receptor 1, determined by displacement of the glycine site antagonist [3H]L-689,560 from rat cortical membranes ChEMBL. 9406596
IC50 (binding) = 42.7 nM Affinity for the glycine binding site on rat N-methyl-D-aspartate glutamate receptor 1, determined by displacement of the glycine site antagonist [3H]L-689,560 from rat cortical membranes ChEMBL. 9406596
logP (ADMET) = 3.31 Partition coefficient (logP) ChEMBL. 9406596

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.