Detailed information for compound 367894

Basic information

Technical information
  • TDR Targets ID: 367894
  • Name: 2-[1-(7-chloroquinolin-4-yl)-5-methoxy-2-meth ylindol-3-yl]acetic acid
  • MW: 380.824 | Formula: C21H17ClN2O3
  • H donors: 1 H acceptors: 3 LogP: 4.39 Rotable bonds: 4
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc2c(c1)c(CC(=O)O)c(n2c1ccnc2c1ccc(c2)Cl)C
  • InChi: 1S/C21H17ClN2O3/c1-12-16(11-21(25)26)17-10-14(27-2)4-6-19(17)24(12)20-7-8-23-18-9-13(22)3-5-15(18)20/h3-10H,11H2,1-2H3,(H,25,26)
  • InChiKey: VJXYIASUBZUHMU-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 2-[1-(7-chloro-4-quinolyl)-5-methoxy-2-methyl-indol-3-yl]acetic acid
  • 2-[1-(7-chloro-4-quinolyl)-5-methoxy-2-methyl-3-indolyl]acetic acid
  • 2-[1-(7-chloroquinolin-4-yl)-5-methoxy-2-methyl-indol-3-yl]ethanoic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens prostaglandin D2 receptor 2 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 2, subfamily C, polypeptide 19 Starlite/ChEMBL References
Homo sapiens prostaglandin-endoperoxide synthase 1 (prostaglandin G/H synthase and cyclooxygenase) Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Leishmania major cytochrome p450-like protein cytochrome P450, family 2, subfamily C, polypeptide 19 490 aa 411 aa 23.1 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Onchocerca volvulus Peroxidase homolog 0.0032 0.0086 0.5
Loa Loa (eye worm) animal heme peroxidase 0.0032 0.0086 0.0086
Onchocerca volvulus 0.0032 0.0086 0.5
Onchocerca volvulus Peroxidasin homolog 0.0032 0.0086 0.5
Brugia malayi Animal haem peroxidase family protein 0.0032 0.0086 0.0086
Loa Loa (eye worm) animal heme peroxidase 0.0032 0.0086 0.0086
Loa Loa (eye worm) hypothetical protein 0.0032 0.0086 0.0086
Loa Loa (eye worm) hypothetical protein 0.054 1 1
Onchocerca volvulus Peroxidasin homolog 0.0032 0.0086 0.5
Loa Loa (eye worm) hypothetical protein 0.0032 0.0086 0.0086
Brugia malayi Animal haem peroxidase family protein 0.0032 0.0086 0.0086
Loa Loa (eye worm) hypothetical protein 0.0032 0.0086 0.0086
Loa Loa (eye worm) hypothetical protein 0.054 1 1
Loa Loa (eye worm) NNMT/PNMT/TEMT family protein 0.054 1 1
Loa Loa (eye worm) hypothetical protein 0.0032 0.0086 0.0086
Loa Loa (eye worm) blistered cuticle protein 3 0.0032 0.0086 0.0086
Schistosoma mansoni peroxidasin 0.0032 0.0086 0.5
Brugia malayi Animal haem peroxidase family protein 0.0032 0.0086 0.0086
Echinococcus multilocularis peroxidasin 0.0032 0.0086 0.5
Loa Loa (eye worm) animal heme peroxidase 0.0032 0.0086 0.0086
Loa Loa (eye worm) hypothetical protein 0.0032 0.0086 0.0086
Loa Loa (eye worm) hypothetical protein 0.0032 0.0086 0.0086
Loa Loa (eye worm) hypothetical protein 0.0032 0.0086 0.0086
Loa Loa (eye worm) hypothetical protein 0.0032 0.0086 0.0086
Loa Loa (eye worm) hypothetical protein 0.0032 0.0086 0.0086
Loa Loa (eye worm) hypothetical protein 0.0032 0.0086 0.0086
Onchocerca volvulus 0.0032 0.0086 0.5
Loa Loa (eye worm) animal heme peroxidase 0.0032 0.0086 0.0086
Brugia malayi Animal haem peroxidase family protein 0.0032 0.0086 0.0086
Brugia malayi hypothetical protein 0.0032 0.0086 0.0086
Onchocerca volvulus Chorion peroxidase homolog 0.0032 0.0086 0.5
Onchocerca volvulus Dual oxidase homolog 0.0032 0.0086 0.5
Loa Loa (eye worm) hypothetical protein 0.0032 0.0086 0.0086
Brugia malayi Blistered cuticle protein 3 0.0032 0.0086 0.0086
Echinococcus granulosus peroxidasin 0.0032 0.0086 0.5
Loa Loa (eye worm) hypothetical protein 0.0032 0.0086 0.0086
Loa Loa (eye worm) hypothetical protein 0.0032 0.0086 0.0086
Schistosoma mansoni peroxidasin 0.0032 0.0086 0.5
Onchocerca volvulus Peroxidase homolog 0.0032 0.0086 0.5
Brugia malayi Peroxidasin 0.0032 0.0086 0.0086
Loa Loa (eye worm) hypothetical protein 0.0032 0.0086 0.0086
Onchocerca volvulus 0.0032 0.0086 0.5
Brugia malayi Animal haem peroxidase family protein 0.0032 0.0086 0.0086

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) Activity at CRTh2 measured as calcium flux changes in HEK293 cells by FLIPR ChEMBL. 16753296
Activity (functional) Agonist activity at CRTh2 receptor ChEMBL. 16753296
Activity (functional) 0 Activity at CRTh2 measured as calcium flux changes in HEK293 cells by FLIPR ChEMBL. 16753296
Activity (functional) 0 Agonist activity at CRTh2 receptor ChEMBL. 16753296
Activity (binding) <= 6 uM Binding affinity to hERG in HEK293 cells by radioligand binding assay ChEMBL. 16753296
Activity (binding) <= 6 uM Binding affinity to DP1 receptor in HEK293 cells by radioligand binding assay ChEMBL. 16753296
Activity (binding) <= 6 uM Binding affinity to hERG in HEK293 cells by radioligand binding assay ChEMBL. 16753296
Activity (binding) <= 6 uM Binding affinity to DP1 receptor in HEK293 cells by radioligand binding assay ChEMBL. 16753296
CL (ADMET) = 11 ml/min.kg Clearance in rat ChEMBL. 16753296
CL (ADMET) = 1.4 uL/min Intrinsic clearance in human hepatocytes per 10^6 cells ChEMBL. 16753296
CL (ADMET) = 6.5 uL/min Intrinsic clearance in rat hepatocytes per 10^6 cells ChEMBL. 16753296
F (ADMET) = 62 % Bioavailability in rat ChEMBL. 16753296
IC50 (functional) = 40 nM Inhibition of COX1-mediated platelet aggregation ChEMBL. 16753296
IC50 (functional) = 40 nM Inhibition of COX1-mediated platelet aggregation ChEMBL. 16753296
IC50 (binding) = 180 nM Displacement of [3H]PGD2 from human CRTh2 expressed in HEK293 cells ChEMBL. 16753296
IC50 (binding) = 180 nM Displacement of [3H]PGD2 from human CRTh2 expressed in HEK293 cells ChEMBL. 16753296
IC50 (ADMET) = 1.6 uM Inhibition at recombinant human CYP2C19 ChEMBL. 16753296
IC50 (ADMET) = 1.6 uM Inhibition at recombinant human CYP2C19 ChEMBL. 16753296
Log D = 1.7 Lipophilicity, LogD of the compound at pH 7.4 ChEMBL. 16753296
PPB (ADMET) = 99 % Protein binding in human plasma ChEMBL. 16753296
T1/2 (ADMET) = 2.2 hr Half life in rat ChEMBL. 16753296
Vss (ADMET) = 2.3 L/Kg Volume of distribution in rat ChEMBL. 16753296

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.