TDR Targets

Basic information

Technical information

TDR Targets ID: 423283
Name: 2-[(4S)-4-(naphthalen-1-ylsulfonylamino)-5-ox o-5-piperazin-1-ylpentyl]guanidine
MW: 432.54 | Formula: C20H28N6O3S
H donors: 4 H acceptors: 3 LogP: 0.59 Rotable bonds: 10
Rule of 5 violations (Lipinski): 1
SMILES: NC(=N)NCCC[C@@H](C(=O)N1CCNCC1)NS(=O)(=O)c1cccc2c1cccc2
InChi: 1S/C20H28N6O3S/c21-20(22)24-10-4-8-17(19(27)26-13-11-23-12-14-26)25-30(28,29)18-9-3-6-15-5-1-2-7-16(15)18/h1-3,5-7,9,17,23,25H,4,8,10-14H2,(H4,21,22,24)/t17-/m0/s1
InChiKey: LEKHODSPIRFKHO-KRWDZBQOSA-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

2-[(4S)-4-(1-naphthylsulfonylamino)-5-oxo-5-piperazin-1-yl-pentyl]guanidine
2-[(4S)-4-(1-naphthalenylsulfonylamino)-5-oxo-5-(1-piperazinyl)pentyl]guanidine
2-[(4S)-4-(naphthalen-1-ylsulfonylamino)-5-oxo-5-piperazin-1-yl-pentyl]guanidine
2-[(4S)-5-keto-4-(1-naphthylsulfonylamino)-5-piperazino-pentyl]guanidine
2-[(4S)-4-(1-naphthylsulfonylamino)-5-oxo-5-(1-piperazinyl)pentyl]guanidine
2-[(4S)-5-keto-4-(1-naphthylsulfonylamino)-5-piperazin-1-yl-pentyl]guanidine

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	coagulation factor II (thrombin)	Starlite/ChEMBL	References

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	tubulin alpha 1C chain	0.0467	0.7116	0.6704
Leishmania major	beta tubulin	0.0624	1	1
Echinococcus multilocularis	peroxisome assembly protein 26	0.0467	0.7116	0.6704
Echinococcus multilocularis	tubulin beta 1 chain	0.0624	1	1
Echinococcus multilocularis	tubulin subunit TubB	0.0467	0.7116	0.6704
Leishmania major	alpha tubulin	0.0467	0.7116	0.6704
Toxoplasma gondii	beta-tubulin, putative	0.0624	1	1
Brugia malayi	Tubulin alpha-2 chain	0.0467	0.7116	0.6704
Loa Loa (eye worm)	BEN-1 protein	0.0624	1	1
Trichomonas vaginalis	tubulin epsilon chain, putative	0.0146	0.1249	0.1249
Echinococcus granulosus	tubulin epsilon chain	0.0336	0.4726	0.3973
Loa Loa (eye worm)	tubulin alpha chain	0.0467	0.7116	0.6805
Echinococcus multilocularis	tubulin alpha chain	0.0467	0.7116	0.6704
Echinococcus granulosus	tubulin alpha chain	0.0467	0.7116	0.6704
Echinococcus multilocularis	Tubulin alpha 1 chain	0.0467	0.7116	0.6704
Brugia malayi	Tubulin gamma chain	0.0336	0.4726	0.3973
Echinococcus multilocularis	Tubulin alpha 1 chain	0.0467	0.7116	0.6704
Giardia lamblia	Alpha-tubulin	0.0467	0.7116	0.7116
Leishmania major	gamma-tubulin	0.0336	0.4726	0.3973
Leishmania major	beta tubulin	0.0624	1	1
Schistosoma mansoni	tubulin subunit beta	0.0624	1	1
Trichomonas vaginalis	tubulin alpha-1 chain, putative	0.019	0.2058	0.2058
Trichomonas vaginalis	tubulin beta chain, putative	0.0467	0.7116	0.7116
Leishmania major	beta tubulin	0.0624	1	1
Leishmania major	alpha tubulin	0.0467	0.7116	0.6704
Trypanosoma brucei	alpha tubulin, putative	0.019	0.2058	0.0924
Onchocerca volvulus		0.019	0.2058	0.5
Echinococcus multilocularis	tubulin alpha chain	0.0467	0.7116	0.6704
Brugia malayi	Tubulin alpha chain	0.0467	0.7116	0.6704
Echinococcus granulosus	tubulin subunit TubB	0.0467	0.7116	0.6704
Echinococcus granulosus	tubulin alpha	0.0336	0.4726	0.3973
Entamoeba histolytica	tubulin alpha chain, putative	0.0467	0.7116	0.4532
Echinococcus granulosus	Tubulin beta 2C chain	0.0624	1	1
Trichomonas vaginalis	tubulin, putative	0.0624	1	1
Plasmodium vivax	tubulin epsilon chain, putative	0.0336	0.4726	0.3973
Leishmania major	alpha tubulin	0.0467	0.7116	0.6704
Brugia malayi	beta-tubulin, identical	0.0624	1	1
Leishmania major	alpha tubulin	0.0467	0.7116	0.6704
Trichomonas vaginalis	tubulin gamma chain, putative	0.0336	0.4726	0.4726
Echinococcus granulosus	beta tubulin	0.0624	1	1
Leishmania major	alpha tubulin	0.0467	0.7116	0.6704
Plasmodium vivax	tubulin beta chain, putative	0.0624	1	1
Echinococcus multilocularis	Tubulin alpha 1 chain	0.0467	0.7116	0.6704
Trypanosoma brucei	epsilon tubulin	0.0336	0.4726	0.3973
Trichomonas vaginalis	tubulin, putative	0.0146	0.1249	0.1249
Echinococcus multilocularis	beta tubulin	0.0624	1	1
Leishmania major	epsilon tubulin, putative	0.0336	0.4726	0.3973
Trypanosoma brucei	alpha tubulin	0.0467	0.7116	0.6704
Leishmania major	beta tubulin	0.0624	1	1
Giardia lamblia	Beta tubulin	0.0624	1	1
Trypanosoma brucei	beta tubulin	0.0336	0.4726	0.3973
Schistosoma mansoni	tubulin subunit beta	0.0624	1	1
Loa Loa (eye worm)	tubulin beta chain	0.0624	1	1
Echinococcus granulosus	tubulin alpha 1C chain	0.0467	0.7116	0.6704
Echinococcus granulosus	Tubulin beta 2C chain	0.0624	1	1
Trichomonas vaginalis	tubulin alpha chain, putative	0.019	0.2058	0.2058
Giardia lamblia	Epsilon tubulin	0.0146	0.1249	0.1249
Loa Loa (eye worm)	alpha-tubulin	0.0467	0.7116	0.6805
Schistosoma mansoni	tubulin subunit beta	0.0624	1	1
Trichomonas vaginalis	tubulin alpha chain, putative	0.019	0.2058	0.2058
Trichomonas vaginalis	tubulin beta-1 chain, putative	0.0146	0.1249	0.1249
Echinococcus granulosus	tubulin alpha chain	0.0467	0.7116	0.6704
Echinococcus granulosus	tubulin subunit beta	0.0624	1	1
Schistosoma mansoni	alpha tubulin	0.0467	0.7116	0.6704
Brugia malayi	tubulin alpha-2 chain	0.0467	0.7116	0.6704
Echinococcus granulosus	Tubulin alpha 1 chain	0.0467	0.7116	0.6704
Echinococcus granulosus	Tubulin beta 2C chain	0.0624	1	1
Plasmodium falciparum	tubulin gamma chain	0.0336	0.4726	0.3973
Schistosoma mansoni	tubulin subunit beta	0.0624	1	1
Loa Loa (eye worm)	tubulin alpha-2 chain	0.0467	0.7116	0.6805
Echinococcus granulosus	tubulin alpha 1C chain	0.0467	0.7116	0.6704
Schistosoma mansoni	tubulin subunit beta	0.0624	1	1
Echinococcus granulosus	Tubulin alpha 1 chain	0.0467	0.7116	0.6704
Trichomonas vaginalis	tubulin epsilon chain, putative	0.0467	0.7116	0.7116
Schistosoma mansoni	tubulin subunit gamma	0.0336	0.4726	0.3973
Echinococcus multilocularis	tubulin epsilon chain	0.0336	0.4726	0.3973
Trichomonas vaginalis	tubulin beta chain, putative	0.019	0.2058	0.2058
Echinococcus granulosus	peroxisome assembly protein 26	0.0467	0.7116	0.6704
Trichomonas vaginalis	tubulin alpha-1 chain, putative	0.0277	0.3639	0.3639
Echinococcus multilocularis	tubulin alpha 3 chain	0.0467	0.7116	0.6704
Echinococcus granulosus	tubulin alpha chain	0.0467	0.7116	0.6704
Echinococcus multilocularis	Tubulin beta 2C chain	0.0624	1	1
Trichomonas vaginalis	tubulin alpha-1 chain, putative	0.0321	0.4448	0.4448
Loa Loa (eye worm)	tubulin alpha chain	0.0467	0.7116	0.6805
Leishmania major	beta tubulin	0.0624	1	1
Mycobacterium ulcerans	cell division protein FtsZ	0.0146	0.1249	0.5
Echinococcus multilocularis	tubulin gamma 1 chain	0.0336	0.4726	0.3973
Echinococcus granulosus	tubulin beta 1 chain	0.0624	1	1
Trypanosoma cruzi	beta tubulin, putative	0.0624	1	1
Trichomonas vaginalis	tubulin, putative	0.019	0.2058	0.2058
Trypanosoma brucei	beta tubulin	0.0624	1	1
Schistosoma mansoni	alpha tubulin	0.0467	0.7116	0.6704
Trichomonas vaginalis	tubulin alpha chain, putative	0.0336	0.4726	0.4726
Trypanosoma brucei	tubulin gamma chain	0.0336	0.4726	0.3973
Loa Loa (eye worm)	alpha-tubulin isotype 2	0.0321	0.4448	0.385
Trichomonas vaginalis	tubulin beta chain, putative	0.0467	0.7116	0.7116
Schistosoma mansoni	tubulin subunit beta	0.0624	1	1
Echinococcus granulosus	Tubulin alpha 1 chain	0.0467	0.7116	0.6704
Trypanosoma cruzi	epsilon tubulin, putative	0.0336	0.4726	0.3973
Loa Loa (eye worm)	beta-tubulin	0.0624	1	1
Leishmania major	alpha tubulin	0.0467	0.7116	0.6704
Schistosoma mansoni	tubulin subunit epsilon	0.0336	0.4726	0.3973
Leishmania major	alpha tubulin	0.0467	0.7116	0.6704
Brugia malayi	Tubulin beta chain	0.019	0.2058	0.0924
Leishmania major	beta tubulin	0.0624	1	1
Loa Loa (eye worm)	tubulin beta chain	0.0146	0.1249	0.0307
Trichomonas vaginalis	tubulin alpha chain, putative	0.0624	1	1
Schistosoma mansoni	tubulin subunit alpha	0.0467	0.7116	0.6704
Loa Loa (eye worm)	tubulin alpha 2	0.0321	0.4448	0.385
Loa Loa (eye worm)	hypothetical protein	0.0277	0.3639	0.2955
Trichomonas vaginalis	tubulin alpha chain, putative	0.019	0.2058	0.2058
Echinococcus granulosus	tubulin alpha 3 chain	0.0467	0.7116	0.6704
Toxoplasma gondii	alpha tubulin TUBA1	0.0467	0.7116	0.6704
Entamoeba histolytica	tubulin alpha-1 chain	0.0467	0.7116	0.4532
Brugia malayi	alpha-tubulin	0.0467	0.7116	0.6704
Trypanosoma brucei	alpha tubulin	0.0467	0.7116	0.6704
Loa Loa (eye worm)	tubulin beta-1 chain	0.0624	1	1
Trypanosoma brucei	alpha tubulin	0.0467	0.7116	0.6704
Plasmodium falciparum	tubulin epsilon chain, putative	0.0336	0.4726	0.3973
Giardia lamblia	Gamma tubulin	0.0336	0.4726	0.4726
Loa Loa (eye worm)	hypothetical protein	0.0321	0.4448	0.385
Trypanosoma cruzi	alpha tubulin, putative	0.0467	0.7116	0.6704
Trichomonas vaginalis	tubulin epsilon chain, putative	0.0624	1	1
Trichomonas vaginalis	tubulin beta chain, putative	0.0467	0.7116	0.7116
Brugia malayi	tubulin alpha chain - mouse	0.0467	0.7116	0.6704
Leishmania major	beta tubulin	0.0624	1	1
Trypanosoma cruzi	tubulin gamma chain	0.0336	0.4726	0.3973
Trichomonas vaginalis	tubulin gamma chain, putative	0.0146	0.1249	0.1249
Leishmania major	alpha tubulin	0.0467	0.7116	0.6704
Plasmodium vivax	tubulin alpha chain, putative	0.0467	0.7116	0.6704
Echinococcus multilocularis	tubulin alpha 3 chain	0.0467	0.7116	0.6704
Echinococcus multilocularis	Tubulin beta 2C chain	0.0624	1	1
Echinococcus granulosus	alpha tubulin	0.0467	0.7116	0.6704
Giardia lamblia	Beta tubulin	0.0624	1	1
Trypanosoma brucei	alpha tubulin	0.0467	0.7116	0.6704
Leishmania major	alpha tubulin	0.0467	0.7116	0.6704
Leishmania major	beta tubulin	0.0624	1	1
Schistosoma mansoni	tubulin subunit alpha	0.0467	0.7116	0.6704
Trichomonas vaginalis	tubulin alpha-1 chain, putative	0.0467	0.7116	0.7116
Leishmania major	beta tubulin	0.0624	1	1
Plasmodium vivax	tubulin alpha chain, putative	0.0467	0.7116	0.6704
Echinococcus multilocularis	tubulin alpha chain	0.0467	0.7116	0.6704
Leishmania major	alpha tubulin	0.0467	0.7116	0.6704
Trichomonas vaginalis	tubulin gamma chain, putative	0.0624	1	1
Leishmania major	alpha tubulin	0.0467	0.7116	0.6704
Plasmodium vivax	tubulin gamma chain, putative	0.0336	0.4726	0.3973
Trichomonas vaginalis	tubulin gamma chain, putative	0.0336	0.4726	0.4726
Wolbachia endosymbiont of Brugia malayi	cell division protein FtsZ	0.0146	0.1249	0.5
Leishmania major	beta tubulin	0.0624	1	1
Trypanosoma brucei	epsilon tubulin	0.0336	0.4726	0.3973
Schistosoma mansoni	memapsin-2 (A01 family)	0.0437	0.6583	0.6096
Echinococcus multilocularis	tubulin alpha chain	0.0467	0.7116	0.6704
Echinococcus multilocularis	Tubulin beta 2C chain	0.0624	1	1
Echinococcus multilocularis	beta tubulin	0.0624	1	1
Trichomonas vaginalis	conserved hypothetical protein	0.0146	0.1249	0.1249
Loa Loa (eye worm)	hypothetical protein	0.0467	0.7116	0.6805
Trichomonas vaginalis	tubulin epsilon chain, putative	0.0624	1	1
Loa Loa (eye worm)	tubulin alpha 2	0.0321	0.4448	0.385
Trichomonas vaginalis	tubulin epsilon chain, putative	0.0467	0.7116	0.7116
Trichomonas vaginalis	tubulin, putative	0.019	0.2058	0.2058
Leishmania major	beta tubulin	0.0624	1	1
Trichomonas vaginalis	conserved hypothetical protein	0.0146	0.1249	0.1249
Echinococcus multilocularis	tubulin alpha 1C chain	0.0467	0.7116	0.6704
Toxoplasma gondii	beta-1 tubulin, putative	0.0624	1	1
Loa Loa (eye worm)	alpha-tubulin	0.0467	0.7116	0.6805
Echinococcus multilocularis	tubulin alpha	0.0336	0.4726	0.3973
Plasmodium falciparum	alpha tubulin 2	0.0467	0.7116	0.6704
Giardia lamblia	Delta tubulin	0.0146	0.1249	0.1249
Loa Loa (eye worm)	tubulin gamma chain	0.0336	0.4726	0.4158
Trichomonas vaginalis	tubulin beta chain, putative	0.0467	0.7116	0.7116
Trypanosoma brucei	beta tubulin	0.0624	1	1
Plasmodium falciparum	tubulin beta chain	0.0624	1	1
Echinococcus granulosus	tubulin alpha 3 chain	0.0467	0.7116	0.6704
Giardia lamblia	Alpha-tubulin	0.0467	0.7116	0.7116
Echinococcus multilocularis	Tubulin beta 2C chain	0.0624	1	1
Echinococcus granulosus	Tubulin beta 2C chain	0.0624	1	1
Trypanosoma cruzi	epsilon tubulin, putative	0.0336	0.4726	0.3973
Loa Loa (eye worm)	tubulin beta-2A chain	0.0624	1	1
Echinococcus granulosus	tubulin alpha chain	0.0467	0.7116	0.6704
Trypanosoma brucei	beta tubulin	0.0624	1	1
Leishmania major	beta tubulin	0.0624	1	1
Leishmania major	beta tubulin	0.0624	1	1
Schistosoma mansoni	alpha tubulin	0.0467	0.7116	0.6704
Leishmania major	beta tubulin	0.0624	1	1
Treponema pallidum	cell division protein FtsZ	0.0146	0.1249	0.5
Trichomonas vaginalis	tubulin beta chain, putative	0.0624	1	1
Giardia lamblia	Beta tubulin	0.0624	1	1
Entamoeba histolytica	tubulin family protein	0.0624	1	1
Leishmania major	beta tubulin	0.0624	1	1
Echinococcus multilocularis	hypothetical protein	0.0467	0.7116	0.6704
Loa Loa (eye worm)	tubulin beta-4 chain	0.0624	1	1
Plasmodium falciparum	alpha tubulin 1	0.0467	0.7116	0.6704
Echinococcus multilocularis	tubulin subunit beta	0.0624	1	1
Echinococcus multilocularis	tubulin alpha chain	0.0467	0.7116	0.6704
Mycobacterium tuberculosis	Cell division protein FtsZ	0.0146	0.1249	0.5
Echinococcus granulosus	tubulin gamma 1 chain	0.0336	0.4726	0.3973
Trypanosoma brucei	epsilon tubulin	0.0336	0.4726	0.3973
Echinococcus granulosus	beta tubulin	0.0624	1	1
Toxoplasma gondii	tubulin/FtsZ family, GTPase domain-containing protein	0.0336	0.4726	0.3973
Echinococcus granulosus	tubulin alpha chain	0.0467	0.7116	0.6704
Echinococcus granulosus	tubulin beta 4A class IVa	0.0624	1	1
Toxoplasma gondii	beta tubulin	0.0624	1	1
Brugia malayi	Tubulin alpha-2 chain	0.0467	0.7116	0.6704
Leishmania major	beta tubulin	0.0624	1	1
Leishmania major	beta tubulin	0.0624	1	1
Echinococcus multilocularis	tubulin, beta 4A class IVa	0.0624	1	1
Trypanosoma brucei	beta tubulin	0.0624	1	1
Echinococcus granulosus	Tubulin beta 2C chain	0.0624	1	1
Leishmania major	beta tubulin	0.0624	1	1
Leishmania major	alpha tubulin	0.0467	0.7116	0.6704
Trichomonas vaginalis	tubulin beta chain, putative	0.0467	0.7116	0.7116
Schistosoma mansoni	tubulin subunit alpha	0.0467	0.7116	0.6704
Echinococcus multilocularis	Tubulin beta 2C chain	0.0624	1	1
Trichomonas vaginalis	tubulin beta chain, putative	0.0467	0.7116	0.7116
Toxoplasma gondii	alpha-tubulin I, putative	0.0467	0.7116	0.6704
Loa Loa (eye worm)	BEN-1 protein	0.0624	1	1
Entamoeba histolytica	tubulin family protein	0.0624	1	1
Loa Loa (eye worm)	tubulin alpha-3 chain	0.0277	0.3639	0.2955
Mycobacterium leprae	cell division protein FtsZ	0.0146	0.1249	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= 6.4 uM	Inhibition of human alpha thrombin	ChEMBL.	17010480
Ki (binding)	= 6.4 uM	Inhibition of human alpha thrombin	ChEMBL.	17010480

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

PubChem: 16111859

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 423283