TDR Targets

Basic information

Technical information

TDR Targets ID: 275024
Name: (2R)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[( 2S)-4-methyl-1-[[(2S)-4-methyl-1-(methylamino )-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]am ino]butanoic acid
MW: 538.635 | Formula: C29H38N4O6
H donors: 4 H acceptors: 6 LogP: 1.56 Rotable bonds: 15
Rule of 5 violations (Lipinski): 2
SMILES: CNC(=O)[C@@H](NC(=O)[C@@H](N[C@@H](C(=O)O)CCN1C(=O)c2c(C1=O)cc1c(c2)cccc1)CC(C)C)CC(C)C
InChi: 1S/C29H38N4O6/c1-16(2)12-23(25(34)30-5)32-26(35)24(13-17(3)4)31-22(29(38)39)10-11-33-27(36)20-14-18-8-6-7-9-19(18)15-21(20)28(33)37/h6-9,14-17,22-24,31H,10-13H2,1-5H3,(H,30,34)(H,32,35)(H,38,39)/t22-,23+,24+/m1/s1
InChiKey: XRAGTWOVABKXJS-SGNDLWITSA-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

(2R)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(1S)-3-methyl-1-[[(1S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]butyl]amino]butanoic acid
(2R)-4-(1,3-dioxo-2-benzo[f]isoindolyl)-2-[[(1S)-3-methyl-1-[[[(1S)-3-methyl-1-(methylcarbamoyl)butyl]amino]-oxomethyl]butyl]amino]butanoic acid
(2R)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2S)-4-methyl-1-[[(2S)-4-methyl-1-(methylamino)-1-oxo-pentan-2-yl]amino]-1-oxo-pentan-2-yl]amino]butanoic acid
(2R)-4-(1,3-diketobenzo[f]isoindol-2-yl)-2-[[(1S)-3-methyl-1-[[(1S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]butyl]amino]butyric acid
(2R)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2S)-4-methyl-1-[[(2S)-4-methyl-1-methylamino-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]amino]butanoic acid
(2R)-4-(1,3-dioxobenzo[f]isoindol-2-yl)-2-[[(2S)-4-methyl-1-[[(2S)-4-methyl-1-methylamino-1-oxo-pentan-2-yl]amino]-1-oxo-pentan-2-yl]amino]butanoic acid

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	matrix metallopeptidase 1 (interstitial collagenase)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 3 (stromelysin 1, progelatinase)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase)	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

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Brugia malayi	Matrixin family protein	matrix metallopeptidase 1 (interstitial collagenase)	403 aa	401 aa	27.7 %
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	matrix metallopeptidase 3 (stromelysin 1, progelatinase)	477 aa	431 aa	34.6 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Brugia malayi	Matrixin family protein	0.0178	0.6066	1
Brugia malayi	Hemopexin family protein	0.0104	0.2836	0.4675
Loa Loa (eye worm)	helix-hairpin-helix domain-containing protein family protein	0.0056	0.071	0.117
Onchocerca volvulus	Matrilysin homolog	0.0163	0.542	1
Loa Loa (eye worm)	matrixin family protein	0.0163	0.542	0.8935
Schistosoma mansoni	matrix metallopeptidase-9 (M10 family)	0.005	0.0448	0.158
Toxoplasma gondii	peptidase family M13 protein	0.0103	0.279	1
Loa Loa (eye worm)	hypothetical protein	0.0051	0.0502	0.0828
Loa Loa (eye worm)	hypothetical protein	0.0078	0.1686	0.2779
Loa Loa (eye worm)	hypothetical protein	0.0074	0.1486	0.245
Schistosoma mansoni	family M13 unassigned peptidase (M13 family)	0.0052	0.0544	0.1918
Echinococcus multilocularis	endothelin converting enzyme 1	0.0103	0.279	0.279
Schistosoma mansoni	hypothetical protein	0.0104	0.2836	1
Loa Loa (eye worm)	hypothetical protein	0.0103	0.279	0.46
Echinococcus granulosus	DNA excision repair protein ERCC 1	0.0056	0.071	0.071
Echinococcus granulosus	endothelin converting enzyme 1	0.0103	0.279	0.279
Brugia malayi	Matrix metalloprotease, N-terminal domain containing protein	0.009	0.219	0.3611
Schistosoma mansoni	excision repair cross-complementing 1 ercc1	0.0056	0.071	0.2503
Brugia malayi	Hypothetical zinc metalloproteinase T16A9.4	0.0103	0.279	0.46
Brugia malayi	Matrixin family protein	0.0074	0.1486	0.245
Loa Loa (eye worm)	hypothetical protein	0.0074	0.1486	0.245
Loa Loa (eye worm)	hypothetical protein	0.0074	0.1486	0.245
Onchocerca volvulus	Matrix metalloproteinase homolog	0.0163	0.542	1
Onchocerca volvulus		0.0074	0.1486	0.2
Loa Loa (eye worm)	hypothetical protein	0.0076	0.1607	0.2649
Plasmodium falciparum	ERCC1 nucleotide excision repair protein, putative	0.0056	0.071	0.5
Loa Loa (eye worm)	hypothetical protein	0.0078	0.1686	0.2779
Loa Loa (eye worm)	matrixin family protein	0.0178	0.6066	1
Brugia malayi	Matrixin family protein	0.0074	0.1486	0.245
Loa Loa (eye worm)	hypothetical protein	0.0078	0.1686	0.2779
Loa Loa (eye worm)	hypothetical protein	0.0103	0.279	0.46
Loa Loa (eye worm)	hypothetical protein	0.009	0.219	0.3611
Onchocerca volvulus	Matrilysin homolog	0.0074	0.1486	0.2
Loa Loa (eye worm)	matrix metalloproteinase	0.0074	0.1486	0.245
Schistosoma mansoni	family M13 unassigned peptidase (M13 family)	0.0052	0.0544	0.1918
Schistosoma mansoni	family M13 non-peptidase homologue (M13 family)	0.0052	0.0544	0.1918
Echinococcus multilocularis	matrix metallopeptidase 7 (M10 family)	0.0268	1	1
Brugia malayi	Matrixin family protein	0.0074	0.1486	0.245
Loa Loa (eye worm)	peptidase family M13 containing protein	0.0076	0.1607	0.2649
Loa Loa (eye worm)	peptidase family M13 containing protein	0.0076	0.1607	0.2649
Entamoeba histolytica	DNA excision repair protein, putative	0.0056	0.071	1
Brugia malayi	Peptidase family M13 containing protein	0.0103	0.279	0.46
Brugia malayi	Matrixin family protein	0.0074	0.1486	0.245
Mycobacterium tuberculosis	Probable zinc metalloprotease Zmp1	0.0103	0.279	1
Schistosoma mansoni	Nep2 peptidase (M13 family)	0.0052	0.0544	0.1918
Schistosoma mansoni	matrix metallopeptidase-7 (M10 family)	0.0074	0.1486	0.524
Loa Loa (eye worm)	hypothetical protein	0.0103	0.279	0.46
Loa Loa (eye worm)	hypothetical protein	0.0078	0.1686	0.2779
Loa Loa (eye worm)	hypothetical protein	0.0078	0.1686	0.2779
Mycobacterium ulcerans	zinc metalloprotease	0.0103	0.279	1
Echinococcus multilocularis	DNA excision repair protein ERCC 1	0.0056	0.071	0.071
Mycobacterium leprae	probable zinc metalloprotease	0.0103	0.279	1
Toxoplasma gondii	DNA repair protein rad10 subfamily protein	0.0056	0.071	0.2544
Loa Loa (eye worm)	hypothetical protein	0.0076	0.1607	0.2649
Onchocerca volvulus		0.0104	0.2836	0.4745
Loa Loa (eye worm)	hypothetical protein	0.0078	0.1686	0.2779
Trichomonas vaginalis	excision repair cross-complementing 1 ercc1, putative	0.0056	0.071	1
Loa Loa (eye worm)	hypothetical protein	0.0076	0.1607	0.2649
Schistosoma mansoni	neprilysin-2 (M13 family)	0.0052	0.0544	0.1918
Plasmodium vivax	ERCC1 nucleotide excision repair protein, putative	0.0056	0.071	1
Loa Loa (eye worm)	hypothetical protein	0.0076	0.1607	0.2649
Schistosoma mansoni	family M13 unassigned peptidase (M13 family)	0.0103	0.279	0.9838

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 11 nM	Activity against human gelatinase (MMP-9).	ChEMBL.	8126708
IC50 (binding)	= 11 nM	Activity against human gelatinase (MMP-9).	ChEMBL.	8126708
IC50 (binding)	= 49 nM	Activity against human collagenase (MMP-1).	ChEMBL.	8126708
IC50 (binding)	= 49 nM	Activity against human collagenase (MMP-1).	ChEMBL.	8126708
IC50 (binding)	= 1303 nM	Activity against human stromelysin (MMP-3).	ChEMBL.	8126708
IC50 (binding)	= 1303 nM	Activity against human stromelysin (MMP-3).	ChEMBL.	8126708
T1/2 (ADMET)	= 27 hr	Half-life period for the activity is tested at pH 6.8	ChEMBL.	8126708

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: CHEMBL161536
PubChem: 10392467

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 275024