Detailed information for compound 524432

Basic information

Technical information
  • TDR Targets ID: 524432
  • Name: N'-(7-chloroquinolin-4-yl)-N-propan-2-ylethan e-1,2-diamine
  • MW: 263.766 | Formula: C14H18ClN3
  • H donors: 2 H acceptors: 1 LogP: 3.17 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC(NCCNc1ccnc2c1ccc(c2)Cl)C
  • InChi: 1S/C14H18ClN3/c1-10(2)16-7-8-18-13-5-6-17-14-9-11(15)3-4-12(13)14/h3-6,9-10,16H,7-8H2,1-2H3,(H,17,18)
  • InChiKey: VIDZFCKALNOFJU-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N'-(7-chloro-4-quinolyl)-N-isopropyl-ethane-1,2-diamine
  • N'-(7-chloro-4-quinolyl)-N-isopropylethane-1,2-diamine
  • N'-(7-chloroquinolin-4-yl)-N-propan-2-yl-ethane-1,2-diamine
  • (7-chloro-4-quinolyl)-[2-(isopropylamino)ethyl]amine
  • 2-[(7-chloro-4-quinolyl)amino]ethyl-isopropyl-amine
  • NSC119562

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
Trichomonas vaginalis glycogen phosphorylase, putative 0.0573163 0.0631252 0.5
Entamoeba histolytica glycogen phosphorylase, putative 0.0573163 0.0631252 1
Onchocerca volvulus Glycogen phosphorylase homolog 0.0573163 0.0631252 1
Loa Loa (eye worm) glycogen phosphorylase 0.0573163 0.0631252 0.21899
Entamoeba histolytica glycogen phosphorylase, putative 0.0573163 0.0631252 1
Schistosoma mansoni glycogen phosphorylase 0.0573163 0.0631252 0.375495
Loa Loa (eye worm) hypothetical protein 0.112049 0.168112 1
Loa Loa (eye worm) hypothetical protein 0.112049 0.168112 1
Mycobacterium tuberculosis Probable catechol-O-methyltransferase 0.503764 0.919494 1
Wolbachia endosymbiont of Brugia malayi O-methyltransferase 0.0419697 0.0336876 0.5
Echinococcus multilocularis serotonin receptor 0.112049 0.168112 1
Mycobacterium ulcerans O-methyltransferase 0.545734 1 1
Chlamydia trachomatis glycogen phosphorylase 0.0573163 0.0631252 0.5
Mycobacterium leprae PROBABLE METHYLTRANSFERASE 0.0419697 0.0336876 0.5
Mycobacterium ulcerans methyltransferase 0.0419697 0.0336876 0.0336876
Mycobacterium tuberculosis Probable methyltransferase 0.0419697 0.0336876 0.0366371
Schistosoma mansoni o-methyltransferase 0.0419697 0.0336876 0.200388
Echinococcus granulosus biogenic amine 5HT receptor 0.112049 0.168112 1
Echinococcus multilocularis serotonin receptor 0.112049 0.168112 1
Schistosoma mansoni o-methyltransferase 0.0419697 0.0336876 0.200388
Schistosoma mansoni biogenic amine (5HT) receptor 0.112049 0.168112 1
Brugia malayi carbohydrate phosphorylase 0.0573163 0.0631252 1
Schistosoma mansoni glycogen phosphorylase 0.0573163 0.0631252 0.375495
Schistosoma mansoni o-methyltransferase 0.0419697 0.0336876 0.200388
Trichomonas vaginalis glycogen phosphorylase, putative 0.0573163 0.0631252 0.5
Giardia lamblia Glycogen phosphorylase 0.0573163 0.0631252 0.5
Schistosoma mansoni o-methyltransferase 0.0419697 0.0336876 0.200388

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 8.9 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum NF54 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC50 (functional) = 10.2 nM Antiparasitic activity against chloroquine sensitive Plasmodium falciparum 3D7 ChEMBL. 18260613
IC50 (functional) = 10.2 nM Antiparasitic activity against chloroquine sensitive Plasmodium falciparum 3D7 ChEMBL. 18260613
IC50 (functional) = 22.6 nM Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Dd2 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC50 (functional) = 29 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum 8425 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC50 (functional) = 35.2 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum 3D7 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC50 (functional) = 35.6 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum D6 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC50 (functional) = 63.2 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum L1 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC50 (functional) = 63.7 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum Voll infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC50 (functional) = 64 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum PA infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC50 (ADMET) = 64 nM Cytotoxicity against human MRC5 after 3 days ChEMBL. 20329733
IC50 (functional) = 86.1 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum FCR3 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC50 (functional) = 96.7 nM Antiparasitic activity against chloroquine resistant Plasmodium falciparum K1 ChEMBL. 18260613
IC50 (functional) = 96.7 nM Antiparasitic activity against chloroquine resistant Plasmodium falciparum K1 ChEMBL. 18260613
IC50 (functional) = 129.1 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum Bres infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC50 (functional) = 129.7 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum K2 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC50 (functional) = 168.7 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum W2 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC50 (functional) = 171 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum K14 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC50 (functional) = 238.8 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum FCM29 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC50 (functional) = 30.4 uM Antiproliferative activity against human carmustine-resistant NCH-89 cells assessed as BrdU incorporation after 48 hrs ChEMBL. 20329733
IC90 (functional) = 59.4 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum 8425 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC90 (functional) = 65.6 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum 3D7 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC90 (functional) = 67.8 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum D6 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC90 (functional) = 107.2 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum PA infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC90 (functional) = 132.4 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum L1 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC90 (functional) = 134.6 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum Voll infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC90 (functional) = 164.4 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum FCR3 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC90 (functional) = 217.8 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum Bres infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC90 (functional) = 285.1 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum K2 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC90 (functional) = 316.2 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum K14 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC90 (functional) = 319.9 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum W2 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
IC90 (functional) = 369 nM Antiplasmodial activity against chloroquine-susceptible Plasmodium falciparum FCM29 infected in human erythrocytes assessed as inhibition of [3H]hypoxanthine uptake after 48 hrs ChEMBL. 20329733
MIC (functional) > 100 ug ml-1 Antitubercular activity against Mycobacterium tuberculosis H37Rv after 5 days by microplate alamar blue assay ChEMBL. 19188070
Ratio IC50 (functional) = 9.5 Ratio of IC50 for Plasmodium falciparum K1 to IC50 for Plasmodium falciparum 3D7 ChEMBL. 18260613
Ratio IC50 (functional) = 9.5 Ratio of IC50 for Plasmodium falciparum K1 to IC50 for Plasmodium falciparum 3D7 ChEMBL. 18260613
TD50 (functional) = 89.8 uM Cytotoxicity against human KB cells by alamar blue assay ChEMBL. 18260613
TD50 (functional) = 89.8 uM Cytotoxicity against human KB cells by alamar blue assay ChEMBL. 18260613

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 20329733
Plasmodium falciparum ChEMBL23 18260613

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.

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