TDR Targets

Basic information

Technical information

TDR Targets ID: 177197
Name: 4-[4-[3-(1,4-diazepan-1-yl)propoxy]phenyl]ben zonitrile
MW: 335.443 | Formula: C21H25N3O
H donors: 1 H acceptors: 1 LogP: 3.33 Rotable bonds: 6
Rule of 5 violations (Lipinski): 1
SMILES: N#Cc1ccc(cc1)c1ccc(cc1)OCCCN1CCNCCC1
InChi: 1S/C21H25N3O/c22-17-18-3-5-19(6-4-18)20-7-9-21(10-8-20)25-16-2-14-24-13-1-11-23-12-15-24/h3-10,23H,1-2,11-16H2
InChiKey: LVTJCSTYQPNIJJ-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

4-[4-[3-(1,4-diazepan-1-yl)propoxy]phenyl]benzenecarbonitrile

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Histamine H3 receptor	Starlite/ChEMBL	References
Homo sapiens	histamine receptor H2	Starlite/ChEMBL	References
Homo sapiens	histamine receptor H1	Starlite/ChEMBL	References
Homo sapiens	histamine receptor H3	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma mansoni	amine GPCR	Get druggable targets OG5_128924	All targets in OG5_128924
Schistosoma japonicum	Alpha-1D adrenergic receptor, putative	Get druggable targets OG5_128924	All targets in OG5_128924
Schistosoma japonicum	ko:K04135 adrenergic receptor, alpha 1a, putative	Get druggable targets OG5_128924	All targets in OG5_128924

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	hypothetical protein	histamine receptor H2	397 aa	333 aa	23.1 %
Echinococcus granulosus	biogenic amine 5HT receptor	Histamine H3 receptor	445 aa	405 aa	25.2 %
Loa Loa (eye worm)	hypothetical protein	Histamine H3 receptor	445 aa	384 aa	22.4 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Onchocerca volvulus	Purine nucleoside phosphorylase homolog	0.4869	1	1
Echinococcus multilocularis	uridine phosphorylase 1	0.1495	0.3047	0.3044
Toxoplasma gondii	HEAT repeat-containing protein	0.0033	0.0034	0.0022
Trichomonas vaginalis	importin beta-1, putative	0.0027	0.0021	0.0005
Mycobacterium tuberculosis	NAD(P)H quinone reductase LpdA	0.011	0.0193	0.0139
Schistosoma mansoni	microtubule-associated protein tau	0.0794	0.1602	0.16
Plasmodium vivax	thioredoxin reductase, putative	0.0044	0.0055	0.0048
Mycobacterium tuberculosis	Hypothetical protein	0.1495	0.3047	0.3008
Toxoplasma gondii	phosphorylase family protein	0.1495	0.3047	0.3731
Trypanosoma brucei	uridine phosphorylase	0.1495	0.3047	0.8042
Echinococcus multilocularis	purine nucleoside phosphorylase	0.4869	1	1
Echinococcus multilocularis	purine nucleoside phosphorylase	0.3374	0.6919	0.6918
Mycobacterium leprae	probable uridine phosphorylase	0.1495	0.3047	0.2926
Trichomonas vaginalis	Importin beta-1 subunit, putative	0.0027	0.0021	0.0005
Entamoeba histolytica	purine nucleoside phosphorylase, putative	0.1495	0.3047	0.3731
Treponema pallidum	uridine phosphorylase (udp)	0.3965	0.8137	1
Loa Loa (eye worm)	glutathione reductase	0.0044	0.0055	0.008
Echinococcus multilocularis	methylthioadenosine phosphorylase	0.1853	0.3784	0.3782
Plasmodium falciparum	purine nucleoside phosphorylase	0.3965	0.8137	1
Leishmania major	nucleoside phosphorylase-like protein	0.1495	0.3047	0.8042
Loa Loa (eye worm)	nucleolar RNA-associated protein alpha	0.0354	0.0696	0.1005
Trichomonas vaginalis	Importin beta-1 subunit, putative	0.0027	0.0021	0.0005
Echinococcus granulosus	thioredoxin glutathione reductase	0.0044	0.0057	0.0054
Schistosoma mansoni	methylthioadenosine phosphorylase	0.1495	0.3047	0.3044
Trypanosoma cruzi	importin beta-1 subunit, putative	0.0027	0.0021	0.0014
Entamoeba histolytica	purine nucleoside phosphorylase, putative	0.3965	0.8137	1
Mycobacterium tuberculosis	Probable oxidoreductase	0.011	0.0193	0.0139
Echinococcus granulosus	lamin	0.0031	0.003	0.0027
Toxoplasma gondii	thioredoxin reductase	0.0044	0.0055	0.0048
Plasmodium vivax	importin-beta 2, putative	0.0033	0.0034	0.0022
Entamoeba histolytica	purine nucleoside phosphorylase, putative	0.1495	0.3047	0.3731
Loa Loa (eye worm)	uridine phosphorylase	0.1495	0.3047	0.4403
Echinococcus multilocularis	purine nucleoside phosphorylase	0.4869	1	1
Trypanosoma cruzi	trypanothione reductase, putative	0.0044	0.0055	0.0105
Echinococcus granulosus	purine nucleoside phosphorylase	0.4869	1	1
Mycobacterium tuberculosis	Probable membrane NADH dehydrogenase NdhA	0.0099	0.017	0.0116
Echinococcus multilocularis	GTP binding nuclear protein Ran	0.0024	0.0016	0.0013
Plasmodium vivax	purine nucleoside phosphorylase, putative	0.3965	0.8137	1
Trichomonas vaginalis	purine nucleoside phosphorylase I, putative	0.4869	1	1
Trypanosoma cruzi	methylthioadenosine phosphorylase, putative	0.1853	0.3784	1
Mycobacterium tuberculosis	Putative ferredoxin reductase	0.0099	0.017	0.0116
Echinococcus granulosus	methylthioadenosine phosphorylase	0.1853	0.3784	0.3782
Trypanosoma brucei	methylthioadenosine phosphorylase, putative	0.1853	0.3784	1
Brugia malayi	calcium-independent alpha-latrotoxin receptor 2, putative	0.0018	0.0003	0.0003
Brugia malayi	GTP-binding nuclear protein RAN/TC4	0.0024	0.0016	0.0016
Schistosoma mansoni	hypothetical protein	0.0354	0.0696	0.0693
Echinococcus multilocularis	purine nucleoside phosphorylase	0.4869	1	1
Giardia lamblia	UPL-1	0.1495	0.3047	0.3035
Trichomonas vaginalis	purine nucleoside phosphorylase, putative	0.3965	0.8137	0.8134
Echinococcus multilocularis	purine nucleoside phosphorylase	0.4869	1	1
Trypanosoma cruzi	nucleoside phosphorylase, putative	0.1495	0.3047	0.8042
Echinococcus multilocularis	lamin	0.0031	0.003	0.0027
Echinococcus granulosus	purine nucleoside phosphorylase	0.4869	1	1
Loa Loa (eye worm)	intermediate filament protein	0.0031	0.003	0.0043
Echinococcus multilocularis	purine nucleoside phosphorylase	0.3374	0.6919	0.6918
Loa Loa (eye worm)	hypothetical protein	0.0031	0.003	0.0043
Loa Loa (eye worm)	latrophilin receptor protein 2	0.0018	0.0003	0.0005
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0057	0.0084	0.0084
Loa Loa (eye worm)	hypothetical protein	0.0018	0.0003	0.0005
Mycobacterium tuberculosis	Probable dehydrogenase	0.0099	0.017	0.0116
Loa Loa (eye worm)	intermediate filament tail domain-containing protein	0.0031	0.003	0.0043
Toxoplasma gondii	phosphorylase family protein	0.1495	0.3047	0.3731
Echinococcus multilocularis	purine nucleoside phosphorylase	0.4869	1	1
Brugia malayi	Muscleblind-like protein	0.0172	0.032	0.032
Echinococcus granulosus	snurportin 1	0.0354	0.0696	0.0693
Schistosoma mansoni	uridine phosphorylase	0.1495	0.3047	0.3044
Loa Loa (eye worm)	S-methyl-5'-thioadenosine phosphorylase MTAP	0.1853	0.3784	0.5469
Trypanosoma cruzi	methylthioadenosine phosphorylase, putative	0.1853	0.3784	1
Plasmodium falciparum	importin beta, putative	0.0033	0.0034	0.0022
Brugia malayi	uridine phosphorylase family protein	0.1495	0.3047	0.3047
Echinococcus multilocularis	purine nucleoside phosphorylase	0.4869	1	1
Echinococcus granulosus	purine nucleoside phosphorylase	0.4869	1	1
Entamoeba histolytica	purine nucleoside phosphorylase, putative	0.1495	0.3047	0.3731
Loa Loa (eye worm)	GTP-binding nuclear protein RAN/TC4	0.0024	0.0016	0.0023
Echinococcus granulosus	purine nucleoside phosphorylase	0.4869	1	1
Brugia malayi	RNA, U transporter 1	0.0094	0.016	0.016
Trichomonas vaginalis	purine nucleoside phosphorylase, putative	0.1495	0.3047	0.3035
Brugia malayi	Intermediate filament tail domain containing protein	0.0031	0.003	0.003
Schistosoma mansoni	amine GPCR	0.0211	0.0402	0.0399
Echinococcus granulosus	intermediate filament protein	0.0031	0.003	0.0027
Schistosoma mansoni	uridine phosphorylase	0.1495	0.3047	0.3044
Schistosoma mansoni	purine nucleoside phosphorylase	0.4869	1	1
Schistosoma mansoni	importin beta-1	0.0033	0.0034	0.0031
Loa Loa (eye worm)	thioredoxin reductase	0.0044	0.0055	0.008
Echinococcus granulosus	GTP binding nuclear protein Ran	0.0024	0.0016	0.0013
Mycobacterium tuberculosis	Probable NADH dehydrogenase Ndh	0.0099	0.017	0.0116
Trichomonas vaginalis	purine nucleoside phosphorylase, putative	0.1495	0.3047	0.3035
Schistosoma mansoni	methylthioadenosine phosphorylase	0.1853	0.3784	0.3782
Echinococcus granulosus	inosine guanosine and xanthosine phosphorylase	0.3374	0.6919	0.6918
Echinococcus granulosus	purine nucleoside phosphorylase	0.4869	1	1
Entamoeba histolytica	hypothetical protein	0.1495	0.3047	0.3731
Schistosoma mansoni	lamin	0.0031	0.003	0.0027
Echinococcus granulosus	importin subunit beta 1	0.0033	0.0034	0.0031
Echinococcus granulosus	purine nucleoside phosphorylase	0.4869	1	1
Mycobacterium tuberculosis	Conserved hypothetical protein	0.1495	0.3047	0.3008
Trichomonas vaginalis	purine nucleoside phosphorylase, putative	0.1495	0.3047	0.3035
Echinococcus multilocularis	importin subunit beta 1	0.0033	0.0034	0.0031
Trichomonas vaginalis	purine nucleoside phosphorylase, putative	0.3965	0.8137	0.8134
Mycobacterium leprae	DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE	0.011	0.0193	0.0023
Brugia malayi	intermediate filament protein	0.0031	0.003	0.003
Loa Loa (eye worm)	hypothetical protein	0.0039	0.0047	0.0067
Loa Loa (eye worm)	hypothetical protein	0.0172	0.032	0.0462
Treponema pallidum	purine nucleoside phosphorylase (deoD)	0.3965	0.8137	1
Trypanosoma cruzi	nucleoside phosphorylase, putative	0.1495	0.3047	0.8042
Loa Loa (eye worm)	hypothetical protein	0.0172	0.032	0.0462
Echinococcus multilocularis	muscleblind protein	0.0172	0.032	0.0317
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0057	0.0084	0.0084
Echinococcus granulosus	microtubule associated protein 2	0.0794	0.1602	0.16
Echinococcus granulosus	purine nucleoside phosphorylase	0.4869	1	1
Schistosoma mansoni	lamin	0.0031	0.003	0.0027
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0057	0.0084	0.0121
Loa Loa (eye worm)	hypothetical protein	0.0057	0.0084	0.0121
Echinococcus granulosus	muscleblind protein	0.0172	0.032	0.0317
Plasmodium falciparum	thioredoxin reductase	0.0044	0.0055	0.0048
Schistosoma mansoni	purine nucleoside phosphorylase	0.4869	1	1
Mycobacterium tuberculosis	Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras	0.011	0.0193	0.0139
Echinococcus multilocularis	thioredoxin glutathione reductase	0.0044	0.0057	0.0054
Loa Loa (eye worm)	hypothetical protein	0.0033	0.0034	0.0049
Schistosoma mansoni	intermediate filament proteins	0.0031	0.003	0.0027
Loa Loa (eye worm)	hypothetical protein	0.3374	0.6919	1
Mycobacterium tuberculosis	Probable 5'-methylthioadenosine phosphorylase Pnp (MTA phosphorylase)	0.0358	0.0703	0.0652
Leishmania major	importin beta-1 subunit, putative	0.0027	0.0021	0.0014
Giardia lamblia	5-methylthioadenosine nucleosidase, S-adenosylhomocysteine nucleosidase	0.1495	0.3047	0.3035
Echinococcus multilocularis	muscleblind protein 1	0.0172	0.032	0.0317
Mycobacterium tuberculosis	Probable reductase	0.0099	0.017	0.0116
Echinococcus multilocularis	musashi	0.0031	0.003	0.0027
Echinococcus granulosus	uridine phosphorylase 1	0.1495	0.3047	0.3044
Plasmodium falciparum	glutathione reductase	0.0044	0.0055	0.0048
Leishmania major	trypanothione reductase	0.0044	0.0055	0.0105
Entamoeba histolytica	hypothetical protein	0.0027	0.0021	0.0006
Brugia malayi	glutathione reductase	0.0044	0.0055	0.0055
Plasmodium vivax	glutathione reductase, putative	0.0044	0.0055	0.0048
Schistosoma mansoni	methylthioadenosine phosphorylase	0.1853	0.3784	0.3782
Brugia malayi	latrophilin 2 splice variant baaae	0.0039	0.0047	0.0047
Mycobacterium leprae	Probable purine nucleoside phosphorylase DeoD (INOSINE PHOSPHORYLASE) (PNP)	0.4869	1	1
Entamoeba histolytica	MTA/SAH nucleosidase, putative	0.1495	0.3047	0.3731
Mycobacterium ulcerans	5'-methylthioadenosine phosphorylase	0.1853	0.3784	0.1061
Mycobacterium tuberculosis	Probable bifunctional MTA/SAH nucleosidase Mtn: 5'-methylthioadenosine nucleosidase (methylthioadenosine methylthioribohydrolase	0.1495	0.3047	0.3008
Giardia lamblia	Purine nucleoside phosphorylase lateral transfer candidate	0.4869	1	1
Echinococcus multilocularis	snurportin 1	0.0354	0.0696	0.0693
Echinococcus multilocularis	lamin dm0	0.0031	0.003	0.0027
Trypanosoma cruzi	nucleoside phosphorylase, putative	0.1495	0.3047	0.8042
Mycobacterium tuberculosis	Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB	0.0099	0.017	0.0116
Mycobacterium ulcerans	purine nucleoside phosphorylase	0.4869	1	1
Brugia malayi	Importin beta-1 subunit	0.0033	0.0034	0.0034
Trichomonas vaginalis	purine nucleoside phosphorylase, putative	0.1495	0.3047	0.3035
Mycobacterium tuberculosis	Probable purine nucleoside phosphorylase DeoD (inosine phosphorylase) (PNP)	0.4869	1	1
Echinococcus granulosus	lamin dm0	0.0031	0.003	0.0027
Toxoplasma gondii	Purine nucleoside phosphorylase	0.3965	0.8137	1
Schistosoma mansoni	ran	0.0024	0.0016	0.0013
Giardia lamblia	5-methylthioadenosine nucleosidase, S-adenosylhomocysteine nucleosidase	0.1495	0.3047	0.3035
Leishmania major	methylthioadenosine phosphorylase, putative	0.1853	0.3784	1
Brugia malayi	Thioredoxin reductase	0.0044	0.0055	0.0055
Trypanosoma brucei	importin beta-1 subunit, putative	0.0033	0.0034	0.0048
Echinococcus granulosus	purine nucleoside phosphorylase	0.4869	1	1
Chlamydia trachomatis	AMP nucleosidase	0.1495	0.3047	0.5
Trichomonas vaginalis	conserved hypothetical protein	0.1495	0.3047	0.3035
Trichomonas vaginalis	conserved hypothetical protein	0.1495	0.3047	0.3035
Trypanosoma brucei	trypanothione reductase	0.0044	0.0055	0.0105
Loa Loa (eye worm)	hypothetical protein	0.003	0.0029	0.0041
Trichomonas vaginalis	purine nucleoside phosphorylase, putative	0.1495	0.3047	0.3035
Brugia malayi	Latrophilin receptor protein 2	0.0018	0.0003	0.0003
Echinococcus multilocularis	microtubule associated protein 2	0.0794	0.1602	0.16
Entamoeba histolytica	purine nucleoside phosphorylase, putative	0.3965	0.8137	1
Brugia malayi	MTAP	0.1853	0.3784	0.3784
Schistosoma mansoni	ran	0.0024	0.0016	0.0013
Schistosoma mansoni	hypothetical protein	0.0039	0.0047	0.0043
Trypanosoma brucei	importin beta-1 subunit, putative	0.0033	0.0034	0.0048

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= -8.08	Binding affinity at human cloned Histamine H3 receptor	ChEMBL.	12372505
Ki (binding)	= -7.87	Binding affinity at rat cortical Histamine H3 receptor	ChEMBL.	12372505
Ki (binding)	= -5.41	Binding affinity of human cortical histamine H1 receptor	ChEMBL.	12372505
Ki (binding)	= -5.11	Binding affinity to the human cortical histamine H2 receptor	ChEMBL.	12372505
Log Ki (binding)	= 5.11	Binding affinity to the human cortical histamine H2 receptor	ChEMBL.	12372505
Log Ki (binding)	= 5.41	Binding affinity of human cortical histamine H1 receptor	ChEMBL.	12372505
Log Ki (binding)	= 7.87	Binding affinity at rat cortical Histamine H3 receptor	ChEMBL.	12372505
Log Ki (binding)	= 8.08	Binding affinity at human cloned Histamine H3 receptor	ChEMBL.	12372505

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

ChEMBL: CHEMBL105967
PubChem: 11393516

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.

Detailed information for compound 177197