TDR Targets

Basic information

Technical information

TDR Targets ID: 443776
Name: N-(7-chloroquinolin-4-yl)butane-1,4-diamine
MW: 249.739 | Formula: C13H16ClN3
H donors: 2 H acceptors: 1 LogP: 2.58 Rotable bonds: 5
Rule of 5 violations (Lipinski): 1
SMILES: NCCCCNc1ccnc2c1ccc(c2)Cl
InChi: 1S/C13H16ClN3/c14-10-3-4-11-12(16-7-2-1-6-15)5-8-17-13(11)9-10/h3-5,8-9H,1-2,6-7,15H2,(H,16,17)
InChiKey: FIVQKRXTOFYZCQ-UHFFFAOYSA-N

Network

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Target Layer

Model Organisms

Species	Viewmode
Arabidopsis thaliana
Caenorhabditis elegans
Dictyostelium discoideum
Drosophila melanogaster
Escherichia coli
Homo sapiens
Mus musculus
Oryza sativa
Saccharomyces cerevisiae
Schmidtea mediterranea
Other organisms

TDR Pathogens:

Species	Viewmode
Brugia malayi
Chlamydia trachomatis
Echinococcus granulosus
Entamoeba histolytica
Echinococcus multilocularis
Giardia lamblia
Leishmania major
Loa Loa (eye worm)
Mycobacterium leprae
Mycobacterium tuberculosis
Mycobacterium ulcerans
Onchocerca volvulus
Plasmodium falciparum
Plasmodium vivax
Schistosoma mansoni
Trypanosoma brucei
Trypanosoma cruzi
Toxoplasma gondii
Treponema pallidum
Trichomonas vaginalis
Wolbachia endosymbiont of Brugia malayi

Other Pathogens:

Species	Viewmode
Babesia bovis
Candida albicans
Cryptosporidium hominis
Cryptosporidium parvum
Leishmania braziliensis
Leishmania donovani
Leishmania infantum
Leishmania mexicana
Neospora caninum
Plasmodium berghei
Plasmodium knowlesi
Plasmodium yoelii
Schistosoma japonicum
Trypanosoma brucei gambiense
Trypanosoma congolense
Theileria parva

Compound Layer

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Clustering layers

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Synonyms

N-(7-chloro-4-quinolyl)butane-1,4-diamine
4-aminobutyl-(7-chloro-4-quinolyl)amine
53186-45-1
UX00005011
4-(4-Aminobutyl)amino-7-chloroquinoline

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

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus multilocularis	acetylcholinesterase	0.0218526	1	1
Brugia malayi	Carboxylesterase family protein	0.0218526	1	1
Echinococcus granulosus	tubulin beta 4A class IVa	0.00538274	0.0930825	0.0930825
Trichomonas vaginalis	tubulin beta chain, putative	0.00538274	0.0930825	1
Echinococcus multilocularis	beta tubulin	0.00538274	0.0930825	0.0930825
Loa Loa (eye worm)	acetylcholinesterase 1	0.0218526	1	1
Trypanosoma brucei	beta tubulin	0.00538274	0.0930825	0.5
Loa Loa (eye worm)	BEN-1 protein	0.00538274	0.0930825	0.0930825
Toxoplasma gondii	beta-tubulin, putative	0.00538274	0.0930825	0.5
Onchocerca volvulus		0.00369234	0	0.5
Echinococcus multilocularis	tubulin beta 1 chain	0.00538274	0.0930825	0.0930825
Echinococcus multilocularis	Tubulin beta 2C chain	0.00538274	0.0930825	0.0930825
Mycobacterium ulcerans	carboxylesterase, LipT	0.00369234	0	0.5
Onchocerca volvulus		0.00369234	0	0.5
Loa Loa (eye worm)	tubulin beta-2A chain	0.00538274	0.0930825	0.0930825
Trichomonas vaginalis	tubulin, putative	0.00538274	0.0930825	1
Plasmodium falciparum	tubulin beta chain	0.00538274	0.0930825	0.5
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Schistosoma mansoni	tubulin subunit beta	0.00538274	0.0930825	0.0930825
Entamoeba histolytica	tubulin family protein	0.00538274	0.0930825	0.5
Echinococcus multilocularis	beta tubulin	0.00538274	0.0930825	0.0930825
Loa Loa (eye worm)	carboxylesterase	0.0218526	1	1
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Echinococcus multilocularis	Tubulin beta 2C chain	0.00538274	0.0930825	0.0930825
Trichomonas vaginalis	tubulin epsilon chain, putative	0.00538274	0.0930825	1
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Echinococcus granulosus	acetylcholinesterase	0.0218526	1	1
Toxoplasma gondii	beta tubulin	0.00538274	0.0930825	0.5
Echinococcus multilocularis	Tubulin beta 2C chain	0.00538274	0.0930825	0.0930825
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Loa Loa (eye worm)	tubulin beta chain	0.00538274	0.0930825	0.0930825
Trypanosoma brucei	beta tubulin	0.00538274	0.0930825	0.5
Echinococcus granulosus	Tubulin beta 2C chain	0.00538274	0.0930825	0.0930825
Echinococcus granulosus	Tubulin beta 2C chain	0.00538274	0.0930825	0.0930825
Loa Loa (eye worm)	hypothetical protein	0.0218526	1	1
Onchocerca volvulus		0.00369234	0	0.5
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Onchocerca volvulus		0.00369234	0	0.5
Trichomonas vaginalis	tubulin gamma chain, putative	0.00538274	0.0930825	1
Echinococcus granulosus	carboxylesterase 5A	0.0218526	1	1
Loa Loa (eye worm)	hypothetical protein	0.0218526	1	1
Echinococcus granulosus	Tubulin beta 2C chain	0.00538274	0.0930825	0.0930825
Entamoeba histolytica	tubulin family protein	0.00538274	0.0930825	0.5
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Echinococcus multilocularis	acetylcholinesterase	0.0218526	1	1
Loa Loa (eye worm)	tubulin beta-1 chain	0.00538274	0.0930825	0.0930825
Onchocerca volvulus		0.00369234	0	0.5
Echinococcus granulosus	Tubulin beta 2C chain	0.00538274	0.0930825	0.0930825
Echinococcus granulosus	tubulin beta 1 chain	0.00538274	0.0930825	0.0930825
Schistosoma mansoni	tubulin subunit beta	0.00538274	0.0930825	0.0930825
Trichomonas vaginalis	tubulin epsilon chain, putative	0.00538274	0.0930825	1
Trichomonas vaginalis	tubulin alpha chain, putative	0.00538274	0.0930825	1
Toxoplasma gondii	beta-1 tubulin, putative	0.00538274	0.0930825	0.5
Giardia lamblia	Beta tubulin	0.00538274	0.0930825	0.5
Trypanosoma brucei	beta tubulin	0.00538274	0.0930825	0.5
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.00369234	0	0.5
Loa Loa (eye worm)	tubulin beta-4 chain	0.00538274	0.0930825	0.0930825
Brugia malayi	beta-tubulin, identical	0.00538274	0.0930825	0.0930825
Giardia lamblia	Beta tubulin	0.00538274	0.0930825	0.5
Echinococcus granulosus	beta tubulin	0.00538274	0.0930825	0.0930825
Mycobacterium tuberculosis	Carboxylesterase LipT	0.00369234	0	0.5
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0218526	1	1
Loa Loa (eye worm)	beta-tubulin	0.00538274	0.0930825	0.0930825
Schistosoma mansoni	tubulin subunit beta	0.00538274	0.0930825	0.0930825
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Echinococcus granulosus	Tubulin beta 2C chain	0.00538274	0.0930825	0.0930825
Mycobacterium tuberculosis	POSSIBLE PARA-NITROBENZYL ESTERASE (FRAGMENT)	0.00369234	0	0.5
Trypanosoma brucei	beta tubulin	0.00538274	0.0930825	0.5
Echinococcus multilocularis	carboxylesterase 5A	0.0218526	1	1
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Brugia malayi	Carboxylesterase family protein	0.0218526	1	1
Giardia lamblia	Beta tubulin	0.00538274	0.0930825	0.5
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Echinococcus multilocularis	tubulin subunit beta	0.00538274	0.0930825	0.0930825
Brugia malayi	Tubulin beta-1 chain	0.00538274	0.0930825	0.0930825
Echinococcus granulosus	tubulin subunit beta	0.00538274	0.0930825	0.0930825
Schistosoma mansoni	tubulin subunit beta	0.00538274	0.0930825	0.0930825
Echinococcus granulosus	beta tubulin	0.00538274	0.0930825	0.0930825
Plasmodium vivax	tubulin beta chain, putative	0.00538274	0.0930825	0.5
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Schistosoma mansoni	tubulin subunit beta	0.00538274	0.0930825	0.0930825
Trypanosoma cruzi	beta tubulin, putative	0.00538274	0.0930825	0.5
Echinococcus multilocularis	tubulin, beta 4A class IVa	0.00538274	0.0930825	0.0930825
Echinococcus granulosus	acetylcholinesterase	0.0218526	1	1
Loa Loa (eye worm)	BEN-1 protein	0.00538274	0.0930825	0.0930825
Schistosoma mansoni	tubulin subunit beta	0.00538274	0.0930825	0.0930825
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Leishmania major	beta tubulin	0.00538274	0.0930825	0.5
Echinococcus multilocularis	Tubulin beta 2C chain	0.00538274	0.0930825	0.0930825
Echinococcus multilocularis	Tubulin beta 2C chain	0.00538274	0.0930825	0.0930825

Activities

Activity type	Activity value	Assay description	Source	Reference
GI50 (functional)	= 15.8 uM	Antitrypanosomal activity against Trypanosoma brucei TC211 after 24 hrs by alamar blue assay	ChEMBL.	23266185
GI50 (functional)	= 42.4 uM	Antileishmanial activity against Leishmania infantum MHOM/BR/1972/LD promastigotes after 48 hrs by MTT assay	ChEMBL.	23266185
GI50 (functional)	= 46.3 uM	Antitrypanosomal activity against Trypanosoma cruzi trypomastigotes after 24 hrs by MTT assay	ChEMBL.	23266185
GI50 (ADMET)	> 100 uM	Cytotoxicity against human HL60 cells by alamar blue assay	ChEMBL.	23266185
IC50 (functional)	= 482.9 nM	Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum D10	ChEMBL.	21489789
IC50 (functional)	= 2266.4 nM	Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum Dd2	ChEMBL.	21489789
IC50 (functional)	= 0.64 uM	Antimalarial activity against Plasmodium falciparum 3D7 infected in O positive erythrocytes assessed as parasite lactate dehydrogenase activity after 72 hrs	ChEMBL.	23659857
IC50 (functional)	= 11.24 uM	Cytotoxicity against human HeLa cells after 7 days by MTT assay	ChEMBL.	21489789
MIC (functional)	= 2 ug ml-1	Antimalarial activity against chloroquine-sensitive Plasmodium falciparum NF54 assessed as inhibition of maturation of rings into schizonts stage	ChEMBL.	No reference
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)	= 4.7	Resistance index, ratio of IC50 for chloroquine-resistant Plasmodium falciparum Dd2 to IC50 for chloroquine-sensitive Plasmodium falciparum D10	ChEMBL.	21489789

Phenotypes

Whole-cell/tissue/organism interactions

Species name	Source	Reference	Is orphan
Plasmodium falciparum	ChEMBL23	21489789
Homo sapiens	ChEMBL23	21489789

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

ChEMBL: CHEMBL236491
PubChem: 11770817

Bibliographic References

No literature references available for this target.

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Detailed information for compound 443776