Detailed information for compound 158422

Basic information

Technical information
  • TDR Targets ID: 158422
  • Name: [3-[(7-chloroquinolin-4-yl)amino]-5-[(2-piper idin-1-ylacetyl)amino]phenyl]methyl 5-morphol in-4-ylpentanoate
  • MW: 594.144 | Formula: C32H40ClN5O4
  • H donors: 2 H acceptors: 3 LogP: 4.45 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 2
  • SMILES: O=C(OCc1cc(NC(=O)CN2CCCCC2)cc(c1)Nc1ccnc2c1ccc(c2)Cl)CCCCN1CCOCC1
  • InChi: 1S/C32H40ClN5O4/c33-25-7-8-28-29(9-10-34-30(28)20-25)35-26-18-24(19-27(21-26)36-31(39)22-38-12-3-1-4-13-38)23-42-32(40)6-2-5-11-37-14-16-41-17-15-37/h7-10,18-21H,1-6,11-17,22-23H2,(H,34,35)(H,36,39)
  • InChiKey: UJPLTYVXAUXUFI-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • [3-[(7-chloro-4-quinolyl)amino]-5-[[2-(1-piperidyl)acetyl]amino]phenyl]methyl 5-morpholinopentanoate
  • 5-morpholinopentanoic acid [3-[(7-chloro-4-quinolyl)amino]-5-[[1-oxo-2-(1-piperidyl)ethyl]amino]phenyl]methyl ester
  • [3-[(7-chloroquinolin-4-yl)amino]-5-(2-piperidin-1-ylethanoylamino)phenyl]methyl 5-morpholin-4-ylpentanoate
  • 5-morpholinovaleric acid [3-[(7-chloro-4-quinolyl)amino]-5-[(2-piperidinoacetyl)amino]benzyl] ester

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
Mycobacterium ulcerans acetylornithine aminotransferase 0.0174 0.1122 0.1175
Echinococcus multilocularis ornithine aminotransferase 0.0174 0.1122 1
Loa Loa (eye worm) pax transcription factor protein 2 0.1279 1 1
Mycobacterium ulcerans 4-aminobutyrate aminotransferase 0.0174 0.1122 0.1175
Echinococcus granulosus Aminotransferase class III 0.0174 0.1122 1
Echinococcus granulosus ornithine aminotransferase 0.0174 0.1122 1
Echinococcus multilocularis ornithine aminotransferase 0.0174 0.1122 1
Mycobacterium ulcerans glutamate-1-semialdehyde aminotransferase 0.0174 0.1122 0.1175
Trypanosoma brucei metallo-peptidase, Clan MA(E) Family M1 0.0034 0 0.5
Schistosoma mansoni ornithine--oxo-acid transaminase 0.0174 0.1122 1
Mycobacterium ulcerans hypothetical protein 0.1222 0.9544 1
Mycobacterium leprae PROBABLE ADENOSYLMETHIONINE-8-AMINO-7-OXONONANOATE AMINOTRANSFERASE BIOA 0.1222 0.9544 1
Trypanosoma cruzi Aminopeptidase M1, putative 0.0034 0 0.5
Mycobacterium tuberculosis Probable aminotransferase 0.1222 0.9544 1
Wolbachia endosymbiont of Brugia malayi acetylornithine transaminase protein 0.0174 0.1122 0.5
Entamoeba histolytica aminopeptidase, putative 0.0034 0 0.5
Plasmodium falciparum ornithine aminotransferase 0.0174 0.1122 0.5
Brugia malayi 4-aminobutyrate aminotransferase, mitochondrial precursor 0.0174 0.1122 0.1122
Onchocerca volvulus 0.1279 1 1
Trypanosoma cruzi metallo-peptidase, clan MA(E), family M1, putative 0.0034 0 0.5
Mycobacterium ulcerans L-lysine aminotransferase 0.0174 0.1122 0.1175
Mycobacterium tuberculosis Adenosylmethionine-8-amino-7-oxononanoate aminotransferase BioA 0.1222 0.9544 1
Mycobacterium ulcerans ornithine aminotransferase RocD1 and RocD2 0.0174 0.1122 0.1175
Trypanosoma cruzi aminopeptidase, putative 0.0034 0 0.5
Echinococcus multilocularis Aminotransferase class III 0.0174 0.1122 1
Mycobacterium ulcerans adenosylmethionine-8-amino-7-oxononanoate aminotransferase 0.1222 0.9544 1
Trichomonas vaginalis acetylornithine aminotransferase, putative 0.1222 0.9544 1
Leishmania major aminopeptidase-like protein,metallo-peptidase, Clan MA(E), Family M1 0.0034 0 0.5
Toxoplasma gondii ornithine aminotransferase, mitochondrial precursor, putative 0.0174 0.1122 0.5
Mycobacterium ulcerans 4-aminobutyrate aminotransferase 0.0174 0.1122 0.1175
Leishmania major aminopeptidase, putative,metallo-peptidase, Clan MA(E), Family M1 0.0034 0 0.5
Plasmodium vivax ornithine aminotransferase, putative 0.0174 0.1122 0.5
Trypanosoma brucei Aminopeptidase M1, putative 0.0034 0 0.5
Trypanosoma brucei Aminopeptidase M1, putative 0.0034 0 0.5
Chlamydia trachomatis glutamate-1-semialdehyde-2,1-aminomutase 0.0174 0.1122 0.5

Activities

Activity type Activity value Assay description Source Reference
Activity (ADMET) Toxicity in Plasmodium berghei ANKA 65 infected Swiss CD1 mice (Mus musculus) ChEMBL. 18226428
Activity (functional) = 73 % Antimalarial activity as increased MST in Plasmodium berghei ANKA 65 infected Swiss CD1 mice (Mus musculus) at 40 mg/kg peroral dose day 1 followed by intraperitoneal dose for 4 days ChEMBL. 18226428
Activity (functional) = 99.8 % Antimalarial activity as reduced parasitaemia in Plasmodium berghei ANKA 65 infected Swiss CD1 mice (Mus musculus) at 40 mg/kg/day peroral dose then intraperitoneal for 4 days ChEMBL. 18226428
Cytotoxicity (ADMET) = 0 % Cytotoxicity upon MRC-5 cells (diploid embryonic lung cell line) at 25 uM conc. ChEMBL. 11495593
Cytotoxicity (ADMET) = 0 % Cytotoxicity upon MRC-5 cells (diploid embryonic lung cell line) at 6.3 microM ChEMBL. 11495593
Cytotoxicity (ADMET) = 0 % Cytotoxicity upon MRC-5 cells (diploid embryonic lung cell line) at 1.6 uM conc. ChEMBL. 11495593
Cytotoxicity (ADMET) = 0 % Cytotoxicity upon MRC-5 cells (diploid embryonic lung cell line) at 25 uM conc. ChEMBL. 11495593
Cytotoxicity (ADMET) = 0 % Cytotoxicity upon MRC-5 cells (diploid embryonic lung cell line) at 6.3 microM ChEMBL. 11495593
Cytotoxicity (ADMET) = 0 % Cytotoxicity upon MRC-5 cells (diploid embryonic lung cell line) at 1.6 uM conc. ChEMBL. 11495593
Cytotoxicity (functional) = 97.9 % Antimalarial activity on P. berghei in mice dosed at 40 mg/kg at day 4 ChEMBL. 11495593
Cytotoxicity (functional) = 97.9 % Antimalarial activity on P. berghei in mice dosed at 40 mg/kg at day 4 ChEMBL. 11495593
Cytotoxicity (functional) = 100 % Change in the mean survival time of the treated mice infected with P. berghei, dosed at 40 mg/kg ChEMBL. 11495593
Cytotoxicity (functional) = 100 % Change in the mean survival time of the treated mice infected with P. berghei, dosed at 40 mg/kg ChEMBL. 11495593
IC50 (functional) = 14.1 nM Inhibitory activity against chloroquine resistant P. falciparum FcB1R strain ChEMBL. 11495593
IC50 (functional) = 14.1 nM Inhibitory activity against chloroquine resistant P. falciparum FcB1R strain ChEMBL. 11495593
IC50 (functional) = 14.1 nM Antimalarial activity after 24 hrs against chloroquine-resistant Plasmodium falciparum FcB1R/Colombia by [3H]hypoxanthine uptake ChEMBL. 18226428
IC50 (functional) = 14.1 nM Antimalarial activity against chloroquine-resistant Plasmodium falciparum FcB1 ChEMBL. 20466465
IC50 (functional) = 15.5 nM Inhibitory activity against chloroquine resistant P. falciparum THAI strain ChEMBL. 11495593
IC50 (functional) = 15.5 nM Inhibitory activity against chloroquine resistant P. falciparum THAI strain ChEMBL. 11495593
IC50 (functional) = 22.5 nM Inhibitory activity against chloroquine resistant P. falciparum K1 strain ChEMBL. 11495593
IC50 (functional) = 22.5 nM Inhibitory activity against chloroquine resistant P. falciparum K1 strain ChEMBL. 11495593
NT (ADMET) 0 Cytotoxicity upon MPMs (mouse peritoneal macrophages) at 12.5 uM conc.;NT=No Toxicity ChEMBL. 11495593
NT (ADMET) 0 Cytotoxicity upon MPMs (mouse peritoneal macrophages) at 6.3 microM ChEMBL. 11495593
NT (ADMET) 0 Cytotoxicity upon MPMs (mouse peritoneal macrophages) at 2 microM ChEMBL. 11495593

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 11495593

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.
 
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External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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