Detailed information for compound 21321

Basic information

Technical information
  • TDR Targets ID: 21321
  • Name: 4-N-(5-hexoxy-6-methoxy-4-methylquinolin-8-yl )pentane-1,4-diamine
  • MW: 373.532 | Formula: C22H35N3O2
  • H donors: 2 H acceptors: 1 LogP: 5.02 Rotable bonds: 12
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCCCOc1c(OC)cc(c2c1c(C)ccn2)NC(CCCN)C
  • InChi: 1S/C22H35N3O2/c1-5-6-7-8-14-27-22-19(26-4)15-18(25-17(3)10-9-12-23)21-20(22)16(2)11-13-24-21/h11,13,15,17,25H,5-10,12,14,23H2,1-4H3
  • InChiKey: RDIBJGVCLJKGFR-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N4-(5-hexoxy-6-methoxy-4-methyl-8-quinolyl)pentane-1,4-diamine
  • N4-(5-hexoxy-6-methoxy-4-methyl-quinolin-8-yl)pentane-1,4-diamine
  • (4-amino-1-methyl-butyl)-(5-hexoxy-6-methoxy-4-methyl-8-quinolyl)amine
  • WR 242511
  • N-(5-hexoxy-6-methoxy-4-methylquinolin-8-yl)pentane-1,4-diamine
  • N-(5-hexoxy-6-methoxy-4-methyl-8-quinolyl)pentane-1,4-diamine
  • N-(5-hexoxy-6-methoxy-4-methyl-quinolin-8-yl)pentane-1,4-diamine
  • (4-Amino-1-methylbutyl)(5-hexyloxy-6-methoxy-4-methyl(8-quinolyl))amine
  • AIDS-006900
  • AIDS006900
  • Quinoline der.
  • WR242511
  • WR-242511
  • 1,4-Pentanediamine, N4-(5-(hexyloxy)-6-methoxy-4-methyl-8-quinolinyl)-

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 integrin beta 2 0.0496187 0.296607 0.653148
Loa Loa (eye worm) integrin alpha pat-2 0.127527 1 1
Schistosoma mansoni integrin alpha 0.0852765 0.618541 1
Loa Loa (eye worm) integrin beta-2 0.0667069 0.450886 0.450886
Echinococcus granulosus integrin alpha ps 0.0349778 0.164422 0.362069
Echinococcus multilocularis integrin alpha 3 0.0670649 0.454118 1
Loa Loa (eye worm) hypothetical protein 0.0182116 0.0130494 0.0130494
Schistosoma mansoni integrin alpha-ps 0.0349778 0.164422 0.265823
Echinococcus granulosus integrin beta 2 0.0496187 0.296607 0.653148
Loa Loa (eye worm) hypothetical protein 0.0502987 0.302746 0.302746
Schistosoma mansoni integrin beta subunit 0.0396015 0.206167 0.333312
Loa Loa (eye worm) hypothetical protein 0.0590171 0.381459 0.381459
Echinococcus multilocularis integrin alpha ps 0.0349778 0.164422 0.362069
Schistosoma mansoni integrin alpha-ps 0.0182116 0.0130494 0.021097
Echinococcus multilocularis integrin alpha ps 0.0349778 0.164422 0.362069
Echinococcus granulosus integrin alpha 3 0.0670649 0.454118 1
Loa Loa (eye worm) hypothetical protein 0.0685103 0.467168 0.467168
Brugia malayi Integrin beta pat-3 precursor 0.0667069 0.450886 0.292837
Brugia malayi Integrin alpha pat-2 precursor 0.0852765 0.618541 1

Activities

Activity type Activity value Assay description Source Reference
Cures (functional) = 1 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 5 mg/kg given as no. of cures ChEMBL. 3599024
Cures (functional) = 1 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 10 mg/kg given as no. of cures ChEMBL. 3599024
Cures (functional) = 1 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 2.5 mg/kg given as no. of cures ChEMBL. 3599024
Cures (functional) = 4 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 80 mg/kg given as no. of cures ChEMBL. 3599024
Cures (functional) = 5 Blood schizonticidal antimalarial activity in trophozoite-induced Plasmodium berghei infection in mice at a dose of 40 mg/kg given as no. of cures. ChEMBL. 3599024
Cures (functional) = 5 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 20 mg/kg given as no. of cures ChEMBL. 3599024
Cures (functional) = 1 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 2.5 mg/kg given as no. of cures ChEMBL. 3599024
Cures (functional) = 1 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 5 mg/kg given as no. of cures ChEMBL. 3599024
Cures (functional) = 1 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 10 mg/kg given as no. of cures ChEMBL. 3599024
Cures (functional) = 4 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 80 mg/kg given as no. of cures ChEMBL. 3599024
Cures (functional) = 5 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 20 mg/kg given as no. of cures ChEMBL. 3599024
Cures (functional) = 5 Blood schizonticidal antimalarial activity in trophozoite-induced Plasmodium berghei infection in mice at a dose of 40 mg/kg given as no. of cures. ChEMBL. 3599024
Cures/no. of animals (functional) = 0 Radical curative antimalarial activity against Plasmodium cynomolgi in rhesus monkeys expressed as number of cures/no. of animals at a daily dose of 3.16 mg/kg (x7); 0/1 ChEMBL. 3599024
Cures/no. of animals (functional) = 1 Radical curative antimalarial activity against Plasmodium cynomolgi in rhesus monkeys expressed as number of cures/no. of animals at a daily dose of 1 mg/kg (x7); 1/1 ChEMBL. 3599024
Cures/no. of animals (functional) = 3 Radical curative antimalarial activity against Plasmodium cynomolgi in rhesus monkeys expressed as number of cures/no. of animals at a daily dose of 0.316 mg/kg (x7);3/3 ChEMBL. 3599024
Cures/no. of animals (functional) = 5 Radical curative antimalarial activity against Plasmodium cynomolgi in rhesus monkeys expressed as number of cures/no. of animals at a daily dose of 0.1 mg/kg (x7); 5/5 ChEMBL. 3599024
IC50 (functional) = 8 uM Antimicrobial activity against Plasmodium falciparum ChEMBL. 20185316
MEC (functional) = 0.2 uM Minimal effective concentration inhibiting growth of P. carinii was reported. ChEMBL. 7490723
Toxic deaths (functional) = 3 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 160 mg/kg given as no. of toxic deaths ChEMBL. 3599024
Toxic deaths (ADMET) = 5 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 640 mg/kg given as no. of toxic deaths ChEMBL. 3599024
Toxic deaths (functional) = 5 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 320 mg/kg given as no. of toxic deaths ChEMBL. 3599024
Toxic deaths (functional) = 3 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 160 mg/kg given as no. of toxic deaths ChEMBL. 3599024
Toxic deaths (functional) = 5 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 320 mg/kg given as no. of toxic deaths ChEMBL. 3599024
Toxic deaths (ADMET) = 5 Suppressive blood schizonticidal antimalarial activity evaluated in the trophozoite-induced Plasmodium berghei infection in mice at a dose 640 mg/kg given as no. of toxic deaths ChEMBL. 3599024

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23 20185316

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

6 literature references were collected for this gene.

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