TDR Targets

Basic information

Technical information

TDR Targets ID: 148178
Name: 2-[(4S)-4-amino-5-(4-aminobutylamino)pentyl]- 1-nitroguanidine
MW: 275.351 | Formula: C10H25N7O2
H donors: 5 H acceptors: 2 LogP: -1.57 Rotable bonds: 12
Rule of 5 violations (Lipinski): 1
SMILES: NCCCCNC[C@H](CCC/N=C(/N[N+](=O)[O-])\N)N
InChi: 1S/C10H25N7O2/c11-5-1-2-6-14-8-9(12)4-3-7-15-10(13)16-17(18)19/h9,14H,1-8,11-12H2,(H3,13,15,16)/t9-/m0/s1
InChiKey: STZADRVKDWYFAB-VIFPVBQESA-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-amino-5-(4-aminobutylamino)pentyl]-1-nitro-guanidine
2-[(4S)-4-azanyl-5-(4-azanylbutylamino)pentyl]-1-nitro-guanidine

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Rattus norvegicus	Nitric-oxide synthase, brain	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
Loa Loa (eye worm)	TAR-binding protein	0.0586	0.6279	0.6279
Trypanosoma brucei	isocitrate dehydrogenase, putative	0.008	0.0641	0.2992
Schistosoma mansoni	tar DNA-binding protein	0.0586	0.6279	0.8715
Echinococcus granulosus	smad	0.0033	0.0109	0.009
Leishmania major	isocitrate dehydrogenase [NADP], mitochondrial precursor, putative	0.008	0.0641	0.3144
Plasmodium falciparum	ataxin-2 like protein, putative	0.0206	0.2038	1
Mycobacterium tuberculosis	Probable ATP-dependent CLP protease proteolytic subunit 1 ClpP1 (endopeptidase CLP)	0.005	0.0304	0.474
Trypanosoma cruzi	isocitrate dehydrogenase [NADP], mitochondrial precursor, putative	0.008	0.0641	0.2992
Schistosoma mansoni	smad1 5 8 and	0.0033	0.0109	0.009
Echinococcus multilocularis	diuretic hormone 44 receptor GPRdih2	0.0291	0.2989	0.4117
Echinococcus multilocularis	Smad4	0.0033	0.0109	0.009
Chlamydia trachomatis	ATP-dependent Clp protease proteolytic subunit	0.0077	0.0598	0.5
Schistosoma mansoni	TGF-beta signal transducer Smad2	0.0033	0.0109	0.009
Treponema pallidum	ATP-dependent Clp protease proteolytic subunit	0.0077	0.0598	1
Loa Loa (eye worm)	FAD binding domain-containing protein	0.0027	0.0044	0.0044
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.008	0.0641	0.0834
Toxoplasma gondii	ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein	0.0077	0.0598	0.2799
Schistosoma mansoni	tar DNA-binding protein	0.0586	0.6279	0.8715
Schistosoma mansoni	hypothetical protein	0.0291	0.2989	0.4117
Mycobacterium leprae	PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 1 CLPP1 (ENDOPEPTIDASE CLP)	0.005	0.0304	0.5079
Leishmania major	p450 reductase, putative	0.0027	0.0044	0.0216
Echinococcus granulosus	ATP dependent Clp protease proteolytic subunit	0.0077	0.0598	0.0774
Echinococcus granulosus	cadherin EGF LAG seven pass G type receptor	0.0291	0.2989	0.4117
Brugia malayi	Isocitrate dehydrogenase	0.008	0.0641	0.0641
Echinococcus multilocularis	smad	0.0033	0.0109	0.009
Trypanosoma cruzi	PAB1-binding protein , putative	0.0206	0.2038	1
Brugia malayi	MH1 domain containing protein	0.0033	0.0109	0.0109
Brugia malayi	TAR-binding protein	0.0586	0.6279	0.6279
Brugia malayi	Probable ClpP-like protease	0.0077	0.0598	0.0598
Brugia malayi	hypothetical protein	0.0133	0.1225	0.1225
Brugia malayi	MH2 domain containing protein	0.0033	0.0109	0.0109
Schistosoma mansoni	microtubule-associated protein tau	0.0668	0.7198	1
Brugia malayi	hypothetical protein	0.0035	0.0133	0.0133
Schistosoma mansoni	tar DNA-binding protein	0.0586	0.6279	0.8715
Echinococcus granulosus	Smad4	0.0033	0.0109	0.009
Schistosoma mansoni	NADP-specific isocitrate dehydrogenase	0.008	0.0641	0.0834
Leishmania major	cytochrome P450 reductase, putative	0.0024	0.001	0.0049
Echinococcus granulosus	TGF beta signal transducer SmadC	0.0033	0.0109	0.009
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.008	0.0641	0.0834
Mycobacterium ulcerans	ATP-dependent Clp protease proteolytic subunit	0.0077	0.0598	1
Mycobacterium ulcerans	ATP-dependent Clp protease proteolytic subunit	0.0077	0.0598	1
Loa Loa (eye worm)	latrophilin receptor protein 2	0.0291	0.2989	0.2989
Schistosoma mansoni	tar DNA-binding protein	0.0586	0.6279	0.8715
Brugia malayi	latrophilin 2 splice variant baaae	0.0628	0.6755	0.6755
Loa Loa (eye worm)	hypothetical protein	0.0919	1	1
Brugia malayi	MH1 domain containing protein	0.0033	0.0109	0.0109
Echinococcus granulosus	Ataxin 2 N terminaldomain containing protein	0.0092	0.0773	0.1018
Echinococcus multilocularis	peptidase Clp (S14 family)	0.005	0.0304	0.0363
Echinococcus granulosus	mothers against decapentaplegic 5	0.0033	0.0109	0.009
Trichomonas vaginalis	sulfite reductase, putative	0.0027	0.0044	1
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0919	1	1
Schistosoma mansoni	cellular tumor antigen P53	0.0048	0.0278	0.0327
Echinococcus multilocularis	mothers against decapentaplegic 5	0.0033	0.0109	0.009
Loa Loa (eye worm)	hypothetical protein	0.0048	0.0278	0.0278
Mycobacterium ulcerans	formate dehydrogenase H FdhF	0.0027	0.0044	0.0738
Loa Loa (eye worm)	RNA recognition domain-containing protein domain-containing protein	0.0586	0.6279	0.6279
Plasmodium vivax	ATP-dependent Clp protease proteolytic subunit, putative	0.0026	0.0038	0.0139
Echinococcus granulosus	Basic leucine zipper bZIP transcription	0.0035	0.0133	0.0124
Giardia lamblia	Nitric oxide synthase, inducible	0.0024	0.001	0.5
Toxoplasma gondii	ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein	0.0077	0.0598	0.2799
Loa Loa (eye worm)	RNA binding protein	0.0586	0.6279	0.6279
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0919	1	1
Trypanosoma brucei	isocitrate dehydrogenase [NADP], mitochondrial precursor, putative	0.008	0.0641	0.2992
Schistosoma mansoni	hypothetical protein	0.0035	0.0133	0.0124
Mycobacterium leprae	PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2)	0.0077	0.0598	1
Brugia malayi	MH2 domain containing protein	0.048	0.5098	0.5098
Loa Loa (eye worm)	hypothetical protein	0.0291	0.2989	0.2989
Trypanosoma brucei	PAB1-binding protein , putative	0.0206	0.2038	1
Brugia malayi	RNA recognition motif domain containing protein	0.0586	0.6279	0.6279
Entamoeba histolytica	hypothetical protein	0.0035	0.0133	1
Loa Loa (eye worm)	isocitrate dehydrogenase	0.008	0.0641	0.0641
Trypanosoma cruzi	PAB1-binding protein , putative	0.0206	0.2038	1
Plasmodium falciparum	isocitrate dehydrogenase [NADP], mitochondrial	0.008	0.0641	0.3013
Toxoplasma gondii	LsmAD domain-containing protein	0.0206	0.2038	1
Echinococcus multilocularis	isocitrate dehydrogenase	0.008	0.0641	0.0834
Echinococcus granulosus	NADP dependent isocitrate dehydrogenase	0.008	0.0641	0.0834
Echinococcus granulosus	diuretic hormone 44 receptor GPRdih2	0.0291	0.2989	0.4117
Echinococcus multilocularis	tar DNA binding protein	0.0586	0.6279	0.8715
Plasmodium falciparum	nitric oxide synthase, putative	0.0027	0.0044	0.003
Echinococcus multilocularis	Basic leucine zipper (bZIP) transcription	0.0035	0.0133	0.0124
Loa Loa (eye worm)	MH2 domain-containing protein	0.048	0.5098	0.5098
Schistosoma mansoni	Smad4	0.0033	0.0109	0.009
Echinococcus multilocularis	NADP dependent isocitrate dehydrogenase	0.008	0.0641	0.0834
Echinococcus multilocularis	cadherin EGF LAG seven pass G type receptor	0.0291	0.2989	0.4117
Toxoplasma gondii	isocitrate dehydrogenase	0.008	0.0641	0.3013
Echinococcus granulosus	GPCR family 2	0.0291	0.2989	0.4117
Loa Loa (eye worm)	hypothetical protein	0.0628	0.6755	0.6755
Plasmodium vivax	isocitrate dehydrogenase [NADP], mitochondrial, putative	0.008	0.0641	0.311
Mycobacterium tuberculosis	Probable isocitrate dehydrogenase [NADP] Icd1 (oxalosuccinate decarboxylase) (IDH) (NADP+-specific ICDH) (IDP)	0.008	0.0641	1
Echinococcus multilocularis	microtubule associated protein 2	0.0668	0.7198	1
Echinococcus granulosus	tar DNA binding protein	0.0586	0.6279	0.8715
Brugia malayi	FAD binding domain containing protein	0.0027	0.0044	0.0044
Schistosoma mansoni	smad1 5 8 and	0.0033	0.0109	0.009
Loa Loa (eye worm)	hypothetical protein	0.0206	0.2038	0.2038
Trypanosoma cruzi	isocitrate dehydrogenase, putative	0.008	0.0641	0.2992
Schistosoma mansoni	hypothetical protein	0.0092	0.0773	0.1018
Onchocerca volvulus		0.0048	0.0278	1
Loa Loa (eye worm)	transcription factor SMAD2	0.048	0.5098	0.5098
Entamoeba histolytica	hypothetical protein	0.0035	0.0133	1
Loa Loa (eye worm)	Smad1	0.0033	0.0109	0.0109
Entamoeba histolytica	hypothetical protein	0.0035	0.0133	1
Schistosoma mansoni	hypothetical protein	0.0291	0.2989	0.4117
Plasmodium falciparum	ATP-dependent Clp protease proteolytic subunit	0.0077	0.0598	0.2799
Echinococcus multilocularis	isocitrate dehydrogenase 2 (NADP+)	0.008	0.0641	0.0834
Wolbachia endosymbiont of Brugia malayi	ATP-dependent Clp protease proteolytic subunit	0.0077	0.0598	0.5
Loa Loa (eye worm)	hypothetical protein	0.0027	0.0044	0.0044
Loa Loa (eye worm)	MH1 domain-containing protein	0.0033	0.0109	0.0109
Brugia malayi	calcium-independent alpha-latrotoxin receptor 2, putative	0.0291	0.2989	0.2989
Plasmodium vivax	ATP-dependent Clp protease proteolytic subunit, putative	0.0077	0.0598	0.2899
Leishmania major	hypothetical protein, conserved	0.0206	0.2038	1
Echinococcus granulosus	peptidase Clp S14 family	0.005	0.0304	0.0363
Schistosoma mansoni	smad1 5 8 and	0.0033	0.0109	0.009
Echinococcus multilocularis	GPCR, family 2	0.0291	0.2989	0.4117
Plasmodium vivax	ataxin-2 like protein, putative	0.0206	0.2038	1
Brugia malayi	Smad1	0.0033	0.0109	0.0109
Leishmania major	NADPH-cytochrome p450 reductase-like protein	0.0027	0.0044	0.0216
Echinococcus multilocularis	TGF beta signal transducer SmadC	0.0033	0.0109	0.009
Plasmodium falciparum	ataxin-2 like protein, putative	0.0206	0.2038	1
Mycobacterium tuberculosis	Probable ATP-dependent CLP protease proteolytic subunit 2 ClpP2 (endopeptidase CLP 2)	0.005	0.0304	0.474
Plasmodium vivax	NADPH-cytochrome p450 reductase, putative	0.0027	0.0044	0.0168
Echinococcus multilocularis	ATP dependent Clp protease proteolytic subunit	0.0077	0.0598	0.0774
Mycobacterium leprae	ATP-dependent Clp protease proteolytic subunit 1	0.0026	0.0038	0.0637
Echinococcus granulosus	microtubule associated protein 2	0.0668	0.7198	1
Brugia malayi	isocitrate dehydrogenase	0.008	0.0641	0.0641
Entamoeba histolytica	hypothetical protein	0.0035	0.0133	1
Echinococcus granulosus	tumor protein p63	0.0327	0.3394	0.4682
Brugia malayi	hypothetical protein	0.0206	0.2038	0.2038
Schistosoma mansoni	peptidase Clp (S14 family)	0.0077	0.0598	0.0774
Schistosoma mansoni	hypothetical protein	0.0628	0.6755	0.9381
Brugia malayi	Latrophilin receptor protein 2	0.0291	0.2989	0.2989
Schistosoma mansoni	smad	0.0033	0.0109	0.009
Toxoplasma gondii	isocitrate dehydrogenase	0.008	0.0641	0.3013
Loa Loa (eye worm)	MH2 domain-containing protein	0.0033	0.0109	0.0109
Echinococcus multilocularis	tumor protein p63	0.0327	0.3394	0.4682
Schistosoma mansoni	hypothetical protein	0.0291	0.2989	0.4117
Schistosoma mansoni	hypothetical protein	0.0291	0.2989	0.4117
Giardia lamblia	Hypothetical protein	0.0024	0.001	0.5
Brugia malayi	RNA binding protein	0.0586	0.6279	0.6279
Brugia malayi	MH2 domain containing protein	0.0033	0.0109	0.0109
Echinococcus multilocularis	Ataxin 2, N terminal,domain containing protein	0.0092	0.0773	0.1018
Chlamydia trachomatis	ATP-dependent Clp protease proteolytic subunit	0.0077	0.0598	0.5
Loa Loa (eye worm)	hypothetical protein	0.0077	0.0598	0.0598
Brugia malayi	flavodoxin family protein	0.0027	0.0044	0.0044
Schistosoma mansoni	transcription factor LCR-F1	0.0035	0.0133	0.0124
Schistosoma mansoni	tar DNA-binding protein	0.0586	0.6279	0.8715

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	= 0.46 uM	Inhibitory activity against recombinant rat nNOS.	ChEMBL.	11472219
Ki (binding)	= 0.46 uM	Inhibitory activity against recombinant rat nNOS.	ChEMBL.	11472219
Ki (binding)	= 123 uM	Inhibitory activity against recombinant murine iNOS.	ChEMBL.	11472219
Ki (binding)	= 123 uM	Inhibitory activity against recombinant murine iNOS.	ChEMBL.	11472219
Ki (binding)	= 411 uM	Inhibitory activity against recombinant bovine eNOS.	ChEMBL.	11472219
Ki (binding)	= 411 uM	Inhibitory activity against recombinant bovine eNOS.	ChEMBL.	11472219
Selectivity (binding)	= 267	iNOS/nNOS ratio of the compound	ChEMBL.	11472219
Selectivity (binding)	= 893	eNOS/nNOS ratio of the compound	ChEMBL.	11472219

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: CHEMBL92208
PubChem: 11065659

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 148178