TDR Targets

Basic information

Technical information

TDR Targets ID: 339071
Name: [(1R)-1-[[(2S)-2-amino-3-methylbutanoyl]amino ]ethyl]boronic acid
MW: 188.032 | Formula: C7H17BN2O3
H donors: 4 H acceptors: 3 LogP: -0.63 Rotable bonds: 5
Rule of 5 violations (Lipinski): 1
SMILES: C[C@@H](B(O)O)NC(=O)[C@H](C(C)C)N
InChi: 1S/C7H17BN2O3/c1-4(2)6(9)7(11)10-5(3)8(12)13/h4-6,12-13H,9H2,1-3H3,(H,10,11)/t5-,6-/m0/s1
InChiKey: SHQGMGKBRGBIGM-WDSKDSINSA-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

[(1R)-1-[[(2S)-2-amino-3-methyl-butanoyl]amino]ethyl]boronic acid
[(1R)-1-[[(2S)-2-amino-3-methyl-1-oxobutyl]amino]ethyl]boronic acid
[(1R)-1-[[(2S)-2-azanyl-3-methyl-butanoyl]amino]ethyl]boronic acid

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	dipeptidyl-peptidase 7	Starlite/ChEMBL	References
Homo sapiens	dipeptidyl-peptidase 8	Starlite/ChEMBL	References
Homo sapiens	dipeptidyl-peptidase 4	Starlite/ChEMBL	References
Homo sapiens	dipeptidyl-peptidase 9	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Trypanosoma brucei gambiense	dipeptidyl-peptidase 8-like serine protease	Get druggable targets OG5_129743	All targets in OG5_129743
Echinococcus multilocularis	Dipeptidyl peptidase 9	Get druggable targets OG5_129743	All targets in OG5_129743
Schistosoma mansoni	subfamily S9B unassigned peptidase (S09 family)	Get druggable targets OG5_128614	All targets in OG5_128614
Trypanosoma brucei	serine peptidase, Clan SC, Family S9B	Get druggable targets OG5_129743	All targets in OG5_129743
Echinococcus granulosus	Dipeptidyl peptidase 9	Get druggable targets OG5_129743	All targets in OG5_129743
Leishmania infantum	dipeptidyl-peptidase 8-like serine peptidase, putative,serine peptidase, Clan SC, Family S9B	Get druggable targets OG5_129743	All targets in OG5_129743
Leishmania major	dipeptidyl-peptidase 8-like serine peptidase, putative,serine peptidase, Clan SC, Family S9B	Get druggable targets OG5_129743	All targets in OG5_129743
Schistosoma japonicum	ko:K08656 dipeptidyl-peptidase 9, putative	Get druggable targets OG5_129743	All targets in OG5_129743
Trypanosoma cruzi	dipeptidyl-peptidase 8-like serine peptidase	Get druggable targets OG5_129743	All targets in OG5_129743
Candida albicans	dipeptidyl aminopeptidase B	Get druggable targets OG5_128614	All targets in OG5_128614
Trypanosoma cruzi	serine peptidase, Clan SC, Family S9B	Get druggable targets OG5_129743	All targets in OG5_129743
Schistosoma japonicum	ko:K01276 dipeptidyl-peptidase II [EC3.4.14.2], putative	Get druggable targets OG5_139351	All targets in OG5_139351
Brugia malayi	prolyl oligopeptidase family protein	Get druggable targets OG5_128614	All targets in OG5_128614
Onchocerca volvulus	Dipeptidyl peptidase family member 1 homolog	Get druggable targets OG5_128614	All targets in OG5_128614
Echinococcus multilocularis	dipeptidyl aminopeptidaseprotein	Get druggable targets OG5_128614	All targets in OG5_128614
Echinococcus multilocularis	Lysosomal Pro X carboxypeptidase	Get druggable targets OG5_139351	All targets in OG5_139351
Loa Loa (eye worm)	prolyl oligopeptidase	Get druggable targets OG5_128614	All targets in OG5_128614
Leishmania donovani	serine peptidase, Clan SC, Family S9B	Get druggable targets OG5_129743	All targets in OG5_129743
Schistosoma japonicum	ko:K01278 dipeptidyl-peptidase 4, putative	Get druggable targets OG5_128614	All targets in OG5_128614
Schistosoma mansoni	family S28 unassigned peptidase (S28 family)	Get druggable targets OG5_139351	All targets in OG5_139351
Echinococcus granulosus	dipeptidyl aminopeptidaseprotein	Get druggable targets OG5_128614	All targets in OG5_128614
Brugia malayi	prolyl oligopeptidase family protein	Get druggable targets OG5_129743	All targets in OG5_129743
Schistosoma mansoni	dipeptidyl-peptidase 9 (S09 family)	Get druggable targets OG5_129743	All targets in OG5_129743
Leishmania braziliensis	dipeptidyl-peptidase 8-like serine peptidase, putative,serine peptidase, Clan SC, Family S9B	Get druggable targets OG5_129743	All targets in OG5_129743
Trypanosoma brucei	Dipeptidyl-peptidase 8-like, putative	Get druggable targets OG5_129743	All targets in OG5_129743
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_129743	All targets in OG5_129743
Echinococcus granulosus	Lysosomal Pro X carboxypeptidase	Get druggable targets OG5_139351	All targets in OG5_139351
Candida albicans	dipeptidyl aminopeptidase B	Get druggable targets OG5_128614	All targets in OG5_128614
Leishmania mexicana	dipeptidyl-peptidase 8-like serine peptidase, putative,serine peptidase, Clan SC, Family S9B	Get druggable targets OG5_129743	All targets in OG5_129743

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Trypanosoma cruzi	serine carboxypeptidase S28, putative	dipeptidyl-peptidase 7	492 aa	471 aa	25.7 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trichomonas vaginalis	aldo/keto reductase, putative	0.0411	0.8473	0.5
Leishmania major	prostaglandin f2-alpha synthase/D-arabinose dehydrogenase	0.0411	0.8473	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0411	0.8473	0.7255
Onchocerca volvulus		0.0411	0.8473	1
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.0411	0.8473	0.5
Trypanosoma brucei	aldo-keto reductase, putative	0.0411	0.8473	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0411	0.8473	0.5
Entamoeba histolytica	aldose reductase, putative	0.0411	0.8473	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0411	0.8473	0.7255
Echinococcus multilocularis	aldo keto reductase	0.0411	0.8473	0.7255
Echinococcus granulosus	aldo keto reductase	0.0411	0.8473	0.7255
Schistosoma mansoni	aldo-keto reductase	0.0411	0.8473	0.5937
Giardia lamblia	Aldose reductase	0.0411	0.8473	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0411	0.8473	0.7255
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0411	0.8473	0.7255
Brugia malayi	prolyl oligopeptidase family protein	0.0345	0.6241	0.7366
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0411	0.8473	0.7255
Loa Loa (eye worm)	oxidoreductase	0.0411	0.8473	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0411	0.8473	0.5
Onchocerca volvulus		0.0411	0.8473	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0411	0.8473	0.5
Echinococcus multilocularis	dipeptidyl aminopeptidaseprotein	0.035	0.6392	0.3515
Trichomonas vaginalis	aldo/keto reductase, putative	0.0411	0.8473	0.5
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0411	0.8473	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0411	0.8473	0.7255
Onchocerca volvulus		0.0411	0.8473	1
Entamoeba histolytica	aldose reductase, putative	0.0411	0.8473	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0411	0.8473	0.7255
Trypanosoma brucei	prostaglandin f synthase	0.0411	0.8473	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0411	0.8473	0.7255
Onchocerca volvulus		0.0411	0.8473	1
Trichomonas vaginalis	aldo/keto reductase, putative	0.0411	0.8473	0.5
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.0411	0.8473	0.5
Trypanosoma cruzi	aldo/keto reductase, putative	0.0411	0.8473	1
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0411	0.8473	1
Onchocerca volvulus		0.0411	0.8473	1
Onchocerca volvulus		0.0411	0.8473	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0411	0.8473	0.5
Echinococcus granulosus	Dipeptidyl peptidase 9	0.0345	0.6241	0.3244
Loa Loa (eye worm)	oxidoreductase	0.0411	0.8473	1
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0411	0.8473	1
Brugia malayi	prolyl oligopeptidase family protein	0.035	0.6392	0.7544
Loa Loa (eye worm)	hypothetical protein	0.0184	0.0776	0.0916
Schistosoma mansoni	aldo-keto reductase	0.0411	0.8473	0.5937
Schistosoma mansoni	subfamily S9B unassigned peptidase (S09 family)	0.035	0.6392	0.0401
Trichomonas vaginalis	dihydrodiol dehydrogenase, putative	0.0411	0.8473	0.5
Echinococcus granulosus	dipeptidyl aminopeptidaseprotein	0.035	0.6392	0.3515
Leishmania major	aldo-keto reductase-like protein	0.0411	0.8473	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0411	0.8473	0.7255
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0411	0.8473	0.7255
Echinococcus multilocularis	Dipeptidyl peptidase 9	0.0345	0.6241	0.3244
Echinococcus multilocularis	aldo keto reductase	0.0411	0.8473	0.7255
Loa Loa (eye worm)	oxidoreductase	0.0411	0.8473	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0411	0.8473	0.7255
Echinococcus multilocularis	aldo keto reductase	0.0411	0.8473	0.7255
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0411	0.8473	0.7255
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0411	0.8473	0.7255
Loa Loa (eye worm)	oxidoreductase	0.0411	0.8473	1
Schistosoma mansoni	family S28 unassigned peptidase (S28 family)	0.0456	1	1
Mycobacterium ulcerans	oxidoreductase	0.0411	0.8473	0.5
Schistosoma mansoni	pol-related	0.0411	0.8473	0.5937
Mycobacterium leprae	PROBABLE OXIDOREDUCTASE	0.0411	0.8473	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0411	0.8473	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0411	0.8473	0.7255
Echinococcus granulosus	aldo keto reductase	0.0411	0.8473	0.7255
Giardia lamblia	Aldose reductase	0.0411	0.8473	0.5
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0411	0.8473	0.7255
Echinococcus multilocularis	Lysosomal Pro X carboxypeptidase	0.0456	1	1
Echinococcus granulosus	aldo keto reductase	0.0411	0.8473	0.7255
Toxoplasma gondii	aldose reductase, putative	0.0411	0.8473	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0411	0.8473	0.5
Loa Loa (eye worm)	oxidoreductase	0.0411	0.8473	1
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0411	0.8473	0.7255
Echinococcus granulosus	hypothetical protein	0.0411	0.8473	0.7255
Trichomonas vaginalis	aldo-keto reductase, putative	0.0411	0.8473	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.0411	0.8473	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0411	0.8473	0.7255
Mycobacterium tuberculosis	Probable oxidoreductase	0.0411	0.8473	0.5
Trypanosoma cruzi	aldo-keto reductase	0.0411	0.8473	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0411	0.8473	0.7255
Loa Loa (eye worm)	prolyl oligopeptidase	0.035	0.6392	0.7544
Echinococcus multilocularis	aldo keto reductase	0.0411	0.8473	0.7255
Loa Loa (eye worm)	hypothetical protein	0.0411	0.8473	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0411	0.8473	0.5
Leishmania major	aldehyde reductase, putative,oxidoreductase, putative	0.0411	0.8473	1
Entamoeba histolytica	aldose reductase, putative	0.0411	0.8473	0.5
Echinococcus multilocularis	aldo keto reductase family 1, member B4	0.0411	0.8473	0.7255
Trichomonas vaginalis	aldo-keto reductase, putative	0.0411	0.8473	0.5
Leishmania major	prostaglandin f synthase, putative	0.0411	0.8473	1
Echinococcus granulosus	aldo keto reductase family 1 member B4	0.0411	0.8473	0.7255
Brugia malayi	oxidoreductase, aldo/keto reductase family protein	0.0411	0.8473	1
Trichomonas vaginalis	aldo-keto reductase, putative	0.0411	0.8473	0.5
Trichomonas vaginalis	aldo-keto reductase, putative	0.0411	0.8473	0.5

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 0.89 nM	Inhibitory concentration against human dipeptidylpeptidase 4	ChEMBL.	16084722
IC50 (binding)	= 0.89 nM	Inhibitory concentration against human dipeptidylpeptidase 4	ChEMBL.	16084722
IC50 (binding)	= 3.5 nM	BindingDB_Patents: Inhibition Assay. The inhibitor solution is prepared by dissolving 3-5 mg of inhibitor in pH 2 solution (0.01 N HCl), such that the concentration of the solution is equal to 1 mg/10 mL. A 10 µL sample of this solution is then added to 990 µL of pH 8 buffer (0.1 M HEPES, 0.14 M NaCl), and the solution is allowed to stand at room temperature overnight.The enzyme solution is prepared by diluting 20 µL of DPIV (concentration 2.5 nM) into 40 mL of pH 8 buffer.The substrate solution is prepared by dissolving 2.0 mg of L-alanyl-L-proline-para-nitroanilide into 20 mL of pH 8 buffer.250 µL of enzyme solution is added to well #B1 to #H1, #A2 to #H2, and #A3 to #H3 of a 96 well plate, while well #A1 receives 250 µL of pH 8 buffer instead of enzyme solution. 904 of pH 8 buffer is then added to column 5 (from well #A5 to #H5).	ChEMBL.	No reference
IC50 (binding)	= 3.5 nM	BindingDB_Patents: Inhibition Assay. The inhibitor solution is prepared by dissolving 3-5 mg of inhibitor in pH 2 solution (0.01 N HCl), such that the concentration of the solution is equal to 1 mg/10 mL. A 10 µL sample of this solution is then added to 990 µL of pH 8 buffer (0.1 M HEPES, 0.14 M NaCl), and the solution is allowed to stand at room temperature overnight.The enzyme solution is prepared by diluting 20 µL of DPIV (concentration 2.5 nM) into 40 mL of pH 8 buffer.The substrate solution is prepared by dissolving 2.0 mg of L-alanyl-L-proline-para-nitroanilide into 20 mL of pH 8 buffer.250 µL of enzyme solution is added to well #B1 to #H1, #A2 to #H2, and #A3 to #H3 of a 96 well plate, while well #A1 receives 250 µL of pH 8 buffer instead of enzyme solution. 904 of pH 8 buffer is then added to column 5 (from well #A5 to #H5).	ChEMBL.	No reference
IC50 (binding)	= 9 nM	BindingDB_Patents: Inhibition Assay. The inhibitor solution is prepared by dissolving 3-5 mg of inhibitor in pH 2 solution (0.01 N HCl), such that the concentration of the solution is equal to 1 mg/10 mL. A 10 µL sample of this solution is then added to 990 µL of pH 8 buffer (0.1 M HEPES, 0.14 M NaCl), and the solution is allowed to stand at room temperature overnight.The enzyme solution is prepared by diluting 20 µL of DPIV (concentration 2.5 nM) into 40 mL of pH 8 buffer.The substrate solution is prepared by dissolving 2.0 mg of L-alanyl-L-proline-para-nitroanilide into 20 mL of pH 8 buffer.250 µL of enzyme solution is added to well #B1 to #H1, #A2 to #H2, and #A3 to #H3 of a 96 well plate, while well #A1 receives 250 µL of pH 8 buffer instead of enzyme solution. 904 of pH 8 buffer is then added to column 5 (from well #A5 to #H5).	ChEMBL.	No reference
IC50 (binding)	= 9 nM	BindingDB_Patents: Inhibition Assay. The inhibitor solution is prepared by dissolving 3-5 mg of inhibitor in pH 2 solution (0.01 N HCl), such that the concentration of the solution is equal to 1 mg/10 mL. A 10 µL sample of this solution is then added to 990 µL of pH 8 buffer (0.1 M HEPES, 0.14 M NaCl), and the solution is allowed to stand at room temperature overnight.The enzyme solution is prepared by diluting 20 µL of DPIV (concentration 2.5 nM) into 40 mL of pH 8 buffer.The substrate solution is prepared by dissolving 2.0 mg of L-alanyl-L-proline-para-nitroanilide into 20 mL of pH 8 buffer.250 µL of enzyme solution is added to well #B1 to #H1, #A2 to #H2, and #A3 to #H3 of a 96 well plate, while well #A1 receives 250 µL of pH 8 buffer instead of enzyme solution. 904 of pH 8 buffer is then added to column 5 (from well #A5 to #H5).	ChEMBL.	No reference
IC50 (binding)	= 160 nM	Inhibitory concentration against human dipeptidylpeptidase 7	ChEMBL.	16084722
IC50 (binding)	= 160 nM	Inhibitory concentration against human dipeptidylpeptidase 7	ChEMBL.	16084722
IC50 (binding)	= 670 nM	Inhibitory concentration against human dipeptidylpeptidase 8 using FP-TAMRA incubated for 30 min	ChEMBL.	16084722
IC50 (binding)	= 670 nM	Inhibitory concentration against human dipeptidylpeptidase 8 using FP-TAMRA incubated for 30 min	ChEMBL.	16084722
IC50 (binding)	= 3200 nM	Inhibitory concentration against human dipeptidylpeptidase 9 using FP-TAMRA incubated for 30 min	ChEMBL.	16084722
IC50 (binding)	= 3200 nM	Inhibitory concentration against human dipeptidylpeptidase 9 using FP-TAMRA incubated for 30 min	ChEMBL.	16084722
IC50 (binding)	= 22000 nM	Inhibitory concentration against human fibroblast activation protein alpha	ChEMBL.	16084722
IC50 (binding)	= 22000 nM	Inhibitory concentration against human fibroblast activation protein alpha	ChEMBL.	16084722
Ki (binding)	= 3.9 nM	Inhibition of human placental DPP4	ChEMBL.	18783201
Ki (binding)	= 50 nM	Inhibition of human recombinant DPP9 expressed in HEK293T cells	ChEMBL.	18783201
Ki (binding)	= 96 nM	Inhibition of human recombinant DPP8 expressed in HEK293T cells	ChEMBL.	18783201

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: CHEMBL365322
PubChem: 25132160

Bibliographic References

2 literature references were 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 339071