Detailed information for compound 160400

Basic information

Technical information
  • TDR Targets ID: 160400
  • Name: methyl (2R)-2-[[(2S)-2-amino-5-[[amino(nitram ido)methylidene]amino]pentanoyl]amino]-3-phen ylpropanoate
  • MW: 380.399 | Formula: C16H24N6O5
  • H donors: 4 H acceptors: 4 LogP: 0.31 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 1
  • SMILES: COC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@H](CCC/N=C(/N[N+](=O)[O-])\N)N
  • InChi: 1S/C16H24N6O5/c1-27-15(24)13(10-11-6-3-2-4-7-11)20-14(23)12(17)8-5-9-19-16(18)21-22(25)26/h2-4,6-7,12-13H,5,8-10,17H2,1H3,(H,20,23)(H3,18,19,21)/t12-,13+/m0/s1
  • InChiKey: KYHOHJBCGGKDLL-QWHCGFSZSA-N  


Substructure search Similarity search

Network

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Synonyms

  • methyl (2R)-2-[[(2S)-2-amino-5-[[amino(nitramido)methylene]amino]pentanoyl]amino]-3-phenyl-propanoate
  • (2R)-2-[[(2S)-2-amino-5-[[amino(nitramido)methylene]amino]-1-oxopentyl]amino]-3-phenylpropanoic acid methyl ester
  • methyl (2R)-2-[[(2S)-2-azanyl-5-[[azanyl(nitramido)methylidene]amino]pentanoyl]amino]-3-phenyl-propanoate
  • (2R)-2-[[(2S)-2-amino-5-[[amino(nitramido)methylene]amino]pentanoyl]amino]-3-phenyl-propionic acid methyl ester
  • methyl (2R)-2-[[(2S)-2-amino-5-[(amino-nitramidomethylidene)amino]pentanoyl]amino]-3-phenylpropanoate
  • methyl (2R)-2-[[(2S)-2-amino-5-[(amino-nitramido-methylene)amino]pentanoyl]amino]-3-phenyl-propanoate
  • (2R)-2-[[(2S)-2-amino-5-[(amino-nitramidomethylene)amino]-1-oxopentyl]amino]-3-phenylpropanoic acid methyl ester
  • (2R)-2-[[(2S)-2-amino-5-[(amino-nitramido-methylene)amino]pentanoyl]amino]-3-phenyl-propionic acid methyl ester
  • methyl (2R)-2-[[(2S)-2-amino-5-[(amino-nitramido-methylidene)amino]pentanoyl]amino]-3-phenyl-propanoate

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
Trypanosoma cruzi agmatinase, putative 0.0975 0.3581 1
Mycobacterium ulcerans ATP-dependent Clp protease proteolytic subunit 0.0083 0.0223 0.2353
Leishmania major p450 reductase, putative 0.0027 0.0012 0.0012
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 2 CLPP2 (ENDOPEPTIDASE CLP 2) 0.0083 0.0223 1
Entamoeba histolytica Arginase, putative 0.268 1 0.5
Trypanosoma cruzi NADPH-dependent FMN/FAD containing oxidoreductase, putative 0.0027 0.0012 0.0002
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.0066 0.0161 0.0149
Giardia lamblia Hypothetical protein 0.0024 0 0.5
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0232 0.0784 0.0773
Trypanosoma brucei NADPH-cytochrome p450 reductase, putative 0.0027 0.0012 0.0002
Leishmania major hypothetical protein, conserved 0.0027 0.0011 0.0011
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0083 0.0223 0.5
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0232 0.0784 0.0773
Plasmodium falciparum arginase 0.268 1 1
Brugia malayi FAD binding domain containing protein 0.0027 0.0012 0.0008
Giardia lamblia Nitric oxide synthase, inducible 0.0024 0 0.5
Treponema pallidum hypothetical protein 0.0054 0.0112 0.4598
Brugia malayi Calcitonin receptor-like protein seb-1 0.021 0.0701 0.8934
Trichomonas vaginalis aldehyde oxidase, putative 0.04 0.1417 0.1417
Plasmodium falciparum nitric oxide synthase, putative 0.0027 0.0012 0.0001
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0083 0.0223 1
Trypanosoma brucei NADPH-dependent diflavin oxidoreductase 1 0.0027 0.0012 0.0002
Echinococcus multilocularis cadherin EGF LAG seven pass G type receptor 0.0066 0.0161 0.0149
Loa Loa (eye worm) hypothetical protein 0.0066 0.0161 0.1937
Leishmania major arginase 0.268 1 1
Mycobacterium ulcerans hypothetical protein 0.0065 0.0155 0.1602
Chlamydia trachomatis ATP-dependent Clp protease proteolytic subunit 0.0083 0.0223 0.5
Treponema pallidum ATP-dependent Clp protease proteolytic subunit 0.0083 0.0223 1
Mycobacterium ulcerans carbon monoxyde dehydrogenase large chain CoxL 0.0119 0.0357 0.3851
Wolbachia endosymbiont of Brugia malayi ATP-dependent Clp protease proteolytic subunit 0.0083 0.0223 0.5
Echinococcus multilocularis ATP dependent Clp protease proteolytic subunit 0.0083 0.0223 0.0211
Mycobacterium ulcerans carbon monoxyde dehydrogenase large chain CoxL 0.0189 0.0621 0.6792
Trichomonas vaginalis xanthine dehydrogenase, putative 0.04 0.1417 0.1417
Mycobacterium tuberculosis Probable carbon monoxyde dehydrogenase (medium chain) 0.0135 0.0419 0.6011
Schistosoma mansoni hypothetical protein 0.0066 0.0161 0.0149
Echinococcus granulosus arginase 2 mitochondrial 0.268 1 1
Mycobacterium ulcerans ATP-dependent Clp protease proteolytic subunit 0.0083 0.0223 0.2353
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.0083 0.0223 0.0223
Plasmodium vivax ataxin-2 like protein, putative 0.0027 0.0011 0.0011
Loa Loa (eye worm) hypothetical protein 0.021 0.0701 0.8934
Trypanosoma cruzi agmatinase, putative 0.0975 0.3581 1
Treponema pallidum quinoline 2-oxidoreductase 0.0064 0.0149 0.6432
Echinococcus granulosus cadherin EGF LAG seven pass G type receptor 0.0066 0.0161 0.0149
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0232 0.0784 0.0773
Brugia malayi MH2 domain containing protein 0.0122 0.0371 0.4653
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0027 0.0012 0.0002
Trypanosoma cruzi arginase, putative 0.0975 0.3581 1
Mycobacterium leprae PROBABLE ATP-DEPENDENT CLP PROTEASE PROTEOLYTIC SUBUNIT 1 CLPP1 (ENDOPEPTIDASE CLP) 0.0054 0.0115 0.4744
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0232 0.0784 1
Plasmodium vivax ATP-dependent Clp protease proteolytic subunit, putative 0.0029 0.0018 0.0018
Trichomonas vaginalis sulfite reductase, putative 0.0027 0.0012 0.0012
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0232 0.0784 1
Schistosoma mansoni hypothetical protein 0.0066 0.0161 0.0149
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0027 0.0012 0.0002
Plasmodium vivax NADPH-cytochrome p450 reductase, putative 0.0027 0.0012 0.0012
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0232 0.0784 0.0773
Trypanosoma brucei NADPH--cytochrome P450 reductase, putative 0.0027 0.0012 0.0002
Toxoplasma gondii ATP-dependent Clp endopeptidase, proteolytic subunit ClpP domain-containing protein 0.0083 0.0223 1
Echinococcus multilocularis peptidase Clp (S14 family) 0.0054 0.0115 0.0104
Loa Loa (eye worm) latrophilin receptor protein 2 0.0066 0.0161 0.1937
Brugia malayi Latrophilin receptor protein 2 0.0066 0.0161 0.1937
Trichomonas vaginalis conserved hypothetical protein 0.268 1 1
Mycobacterium ulcerans aerobic-type carbon monoxide dehydrogenase subunit CoxM_2 0.0135 0.0419 0.4543
Brugia malayi Probable ClpP-like protease 0.0083 0.0223 0.2738
Schistosoma mansoni hypothetical protein 0.0144 0.0451 0.044
Echinococcus granulosus GPCR family 2 0.0066 0.0161 0.0149
Echinococcus multilocularis GPCR, family 2 0.0066 0.0161 0.0149
Schistosoma mansoni peptidase Clp (S14 family) 0.0083 0.0223 0.0211
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0232 0.0784 0.0773
Trichomonas vaginalis xanthine dehydrogenase, putative 0.04 0.1417 0.1417
Loa Loa (eye worm) hypothetical protein 0.0027 0.0012 0.0008
Mycobacterium tuberculosis Probable carbon monoxyde dehydrogenase (small chain) 0.0076 0.0198 0.1641
Trypanosoma cruzi cytochrome P450 reductase, putative 0.0027 0.0012 0.0002
Mycobacterium tuberculosis Probable carbon monoxyde dehydrogenase (large chain) 0.0189 0.0621 1
Leishmania major agmatinase-like protein 0.0975 0.3581 0.3581
Loa Loa (eye worm) MH2 domain-containing protein 0.0122 0.0371 0.4653
Toxoplasma gondii hypothetical protein 0.0029 0.0018 0.0328
Brugia malayi calcium-independent alpha-latrotoxin receptor 2, putative 0.0066 0.0161 0.1937
Leishmania major NADPH-cytochrome p450 reductase-like protein 0.0027 0.0012 0.0012
Trichomonas vaginalis conserved hypothetical protein 0.268 1 1
Mycobacterium ulcerans carbon monoxyde dehydrogenase small chain CoxS 0.0076 0.0198 0.2079
Plasmodium vivax arginase, putative 0.268 1 1
Trypanosoma cruzi p450 reductase, putative 0.0027 0.0012 0.0002
Loa Loa (eye worm) hypothetical protein 0.0083 0.0223 0.2738
Treponema pallidum hypothetical protein 0.0065 0.0155 0.671
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0232 0.0784 0.0773
Trichomonas vaginalis Arginase, putative 0.268 1 1
Mycobacterium ulcerans carbon monoxide dehydrogenase 0.0265 0.0908 1
Mycobacterium ulcerans carbon monoxyde dehydrogenase medium chain CoxM 0.0135 0.0419 0.4543
Schistosoma mansoni hypothetical protein 0.0066 0.0161 0.0149
Mycobacterium ulcerans carbon monoxyde dehydrogenase small chain CoxS 0.0076 0.0198 0.2079
Brugia malayi latrophilin 2 splice variant baaae 0.0144 0.0451 0.5695
Loa Loa (eye worm) FAD binding domain-containing protein 0.0027 0.0012 0.0008
Loa Loa (eye worm) transcription factor SMAD2 0.0122 0.0371 0.4653
Mycobacterium ulcerans aerobic-type carbon monoxide dehydrogenase subunit CoxL_2 0.0189 0.0621 0.6792
Loa Loa (eye worm) hypothetical protein 0.0144 0.0451 0.5695
Echinococcus multilocularis 0.268 1 1
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.021 0.0701 0.8934
Echinococcus granulosus ATP dependent Clp protease proteolytic subunit 0.0083 0.0223 0.0211
Schistosoma mansoni arginase 0.268 1 1
Trypanosoma brucei agmatinase, putative 0.0975 0.3581 1
Echinococcus granulosus peptidase Clp S14 family 0.0054 0.0115 0.0104
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.0029 0.0018 0.0007
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.0066 0.0161 0.0149
Echinococcus multilocularis arginase 2, mitochondrial 0.268 1 1
Brugia malayi flavodoxin family protein 0.0027 0.0012 0.0008
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0232 0.0784 0.0773
Schistosoma mansoni hypothetical protein 0.0066 0.0161 0.0149
Plasmodium falciparum ATP-dependent Clp protease proteolytic subunit 0.0083 0.0223 0.0212
Loa Loa (eye worm) pigment dispersing factor receptor c 0.021 0.0701 0.8934
Trypanosoma cruzi arginase, putative 0.0975 0.3581 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 92 uM Inhibition of Neuronal Nitric oxide synthase enzyme (nNOS) ChEMBL. 9288162
Ki (binding) = 100 uM Inhibition of inducible Nitric Oxide Synthase ChEMBL. 9288162
Ki (binding) = 525 uM Inhibition of endothelial isoform of nitric oxide synthase ChEMBL. 9288162
Selectivity (binding) = 1.1 Selectivity for nNOS and iNOS, ratio of Ki ChEMBL. 9288162
Selectivity (binding) = 5.3 Selectivity for iNOS and eNOS binding, ratio of Ki ChEMBL. 9288162
Selectivity (binding) = 5.7 Selectivity for nNOS and eNOS, ratio of Ki ChEMBL. 9288162

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

Bibliographic References

1 literature reference was collected for this gene.

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