TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 456.536 | Formula: C27H28N4O3
H donors: 3 H acceptors: 4 LogP: 3.64 Rotable bonds: 8
Rule of 5 violations (Lipinski): 1
SMILES: CC#CCN1C[C@H]([C@H](C1)C(=O)NO)NC(=O)c1ccc(cc1)Cc1cc(C)nc2c1cccc2
InChi: 1S/C27H28N4O3/c1-3-4-13-31-16-23(27(33)30-34)25(17-31)29-26(32)20-11-9-19(10-12-20)15-21-14-18(2)28-24-8-6-5-7-22(21)24/h5-12,14,23,25,34H,13,15-17H2,1-2H3,(H,29,32)(H,30,33)/t23-,25+/m0/s1
InChiKey: LBHPINDOHXBHHL-UKILVPOCSA-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

No synonyms found for this compound

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	matrix metallopeptidase 2 (gelatinase A, 72kDa gelatinase, 72kDa type IV collagenase)	Starlite/ChEMBL	References
Homo sapiens	ADAM metallopeptidase domain 17	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase)	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 1 (interstitial collagenase)	Starlite/ChEMBL	References
Sus scrofa	ADAM17	Starlite/ChEMBL	References
Homo sapiens	matrix metallopeptidase 13 (collagenase 3)	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Echinococcus granulosus	Blood coagulation inhibitor Disintegrin	Get druggable targets OG5_132656	All targets in OG5_132656
Schistosoma japonicum	ko:K06059 a disintegrin and metalloproteinase domain 17, putative	Get druggable targets OG5_132656	All targets in OG5_132656
Echinococcus granulosus	adam 17 protease	Get druggable targets OG5_132656	All targets in OG5_132656
Echinococcus multilocularis	Blood coagulation inhibitor, Disintegrin	Get druggable targets OG5_132656	All targets in OG5_132656
Schistosoma mansoni	ADAM17 peptidase (M12 family)	Get druggable targets OG5_132656	All targets in OG5_132656
Loa Loa (eye worm)	hypothetical protein	Get druggable targets OG5_132656	All targets in OG5_132656
Echinococcus multilocularis	adam 17 protease	Get druggable targets OG5_132656	All targets in OG5_132656

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Onchocerca volvulus		ADAM17	112 aa	98 aa	41.8 %
Onchocerca volvulus	Putative glutaminase 3	ADAM17	112 aa	105 aa	45.7 %
Brugia malayi	Matrixin family protein	matrix metallopeptidase 1 (interstitial collagenase)	403 aa	401 aa	27.7 %
Brugia malayi	Disintegrin family protein	ADAM metallopeptidase domain 17	824 aa	724 aa	27.4 %
Echinococcus granulosus	disintegrin and metalloproteinase	ADAM17	112 aa	99 aa	42.4 %
Echinococcus multilocularis	disintegrin and metalloproteinase	ADAM17	112 aa	99 aa	42.4 %
Trypanosoma congolense	hypothetical protein, conserved	ADAM17	112 aa	100 aa	29.0 %
Plasmodium yoelii	A/G-specific adenine glycosylase, putative	ADAM17	112 aa	109 aa	24.8 %
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	matrix metallopeptidase 13 (collagenase 3)	471 aa	448 aa	34.1 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Brugia malayi	metalloprotease disintegrin 16 with thrombospondin type I motif	0.0368	0.1061	0.1061
Schistosoma mansoni	ADAM17 peptidase (M12 family)	0.078	0.2658	1
Echinococcus multilocularis	adam 17 protease	0.078	0.2658	1
Loa Loa (eye worm)	hypothetical protein	0.0096	0.0007	0.0017
Plasmodium vivax	lysine-specific histone demethylase 1, putative	0.0096	0.0007	0.5
Brugia malayi	hypothetical protein	0.0096	0.0007	0.0007
Brugia malayi	Matrixin family protein	0.0229	0.0521	0.0521
Loa Loa (eye worm)	hypothetical protein	0.1132	0.4021	1
Loa Loa (eye worm)	hypothetical protein	0.0763	0.259	0.644
Chlamydia trachomatis	protoporphyrinogen oxidase	0.0733	0.2477	0.5
Schistosoma mansoni	amine oxidase	0.0096	0.0007	0.0026
Mycobacterium tuberculosis	Probable protoporphyrinogen oxidase HemY (protoporphyrinogen-IX oxidase) (protoporphyrinogenase) (PPO)	0.0637	0.2102	1
Loa Loa (eye worm)	hypothetical protein	0.0096	0.0007	0.0017
Plasmodium falciparum	conserved Plasmodium protein, unknown function	0.0096	0.0007	0.5
Echinococcus granulosus	Solute carrier family 22 5	0.1176	0.4194	1
Loa Loa (eye worm)	hypothetical protein	0.0115	0.008	0.0199
Echinococcus granulosus	matrix metallopeptidase 7 M10 family	0.0344	0.0968	0.2297
Echinococcus granulosus	adam 17 protease	0.0802	0.2745	0.6538
Plasmodium vivax	hypothetical protein, conserved	0.0096	0.0007	0.5
Mycobacterium tuberculosis	Probable peptidoglycan hydrolase	0.0115	0.008	0.035
Plasmodium vivax	hypothetical protein, conserved	0.0096	0.0007	0.5
Echinococcus granulosus	protoporphyrinogen oxidase	0.0637	0.2102	0.5004
Echinococcus multilocularis	Blood coagulation inhibitor, Disintegrin	0.0434	0.1316	0.4936
Loa Loa (eye worm)	matrixin family protein	0.021	0.0448	0.1113
Leishmania major	UDP-galactopyranose mutase	0.0096	0.0007	0.5
Mycobacterium ulcerans	protoporphyrinogen oxidase	0.0733	0.2477	1
Onchocerca volvulus	Matrilysin homolog	0.021	0.0448	1
Onchocerca volvulus		0.0096	0.0007	0.0152
Toxoplasma gondii	histone lysine-specific demethylase LSD1/BHC110/KDMA1A	0.0096	0.0007	0.5
Schistosoma mansoni	matrix metallopeptidase-9 (M10 family)	0.01	0.002	0.0077
Brugia malayi	Hemopexin family protein	0.0134	0.0154	0.0154
Loa Loa (eye worm)	hypothetical protein	0.0096	0.0007	0.0017
Echinococcus granulosus	Blood coagulation inhibitor Disintegrin	0.0434	0.1316	0.3126
Onchocerca volvulus	Matrix metalloproteinase homolog	0.021	0.0448	1
Echinococcus multilocularis	protoporphyrinogen oxidase	0.0733	0.2477	0.9314
Brugia malayi	Matrix metalloprotease, N-terminal domain containing protein	0.0115	0.008	0.008
Trypanosoma cruzi	UDP-galactopyranose mutase	0.0096	0.0007	0.5
Brugia malayi	amine oxidase, flavin-containing family protein	0.0096	0.0007	0.0007
Toxoplasma gondii	histone lysine-specific demethylase	0.0096	0.0007	0.5
Loa Loa (eye worm)	matrixin family protein	0.0229	0.0521	0.1296
Echinococcus multilocularis	a disintegrin and metalloproteinase with	0.0368	0.1061	0.3977
Plasmodium vivax	protoporphyrinogen oxidase, putative	0.0096	0.0007	0.5
Schistosoma mansoni	Lysine-specific histone demethylase 1	0.0096	0.0007	0.0026
Schistosoma mansoni	ADAMTS5 peptidase (M12 family)	0.0368	0.1061	0.3993
Echinococcus granulosus	a disintegrin and metalloproteinase with	0.0368	0.1061	0.2519
Mycobacterium leprae	PROBABLE PROTOPORPHYRINOGEN OXIDASE HEMY (PROTOPORPHYRINOGEN-IX OXIDASE) (PROTOPORPHYRINOGENASE) (PPO)	0.0733	0.2477	1
Trypanosoma cruzi	UDP-galactopyranose mutase	0.0096	0.0007	0.5
Brugia malayi	SWIRM domain containing protein	0.0096	0.0007	0.0007
Mycobacterium ulcerans	hydrolase	0.0115	0.008	0.0297
Schistosoma mansoni	amine oxidase	0.0096	0.0007	0.0026
Plasmodium falciparum	protoporphyrinogen oxidase	0.0096	0.0007	0.5
Schistosoma mansoni	hypothetical protein	0.0134	0.0154	0.0578
Loa Loa (eye worm)	hypothetical protein	0.0096	0.0007	0.0017
Echinococcus multilocularis	matrix metallopeptidase 7 (M10 family)	0.0344	0.0968	0.3627
Loa Loa (eye worm)	hypothetical protein	0.0096	0.0007	0.0017
Onchocerca volvulus		0.0134	0.0154	0.3431
Loa Loa (eye worm)	hypothetical protein	0.0096	0.0007	0.0017
Plasmodium falciparum	lysine-specific histone demethylase 1, putative	0.0096	0.0007	0.5
Schistosoma mansoni	Protoporphyrinogen oxidase chloroplast/mitochondrial precursor	0.0733	0.2477	0.9316

Activities

Activity type	Activity value	Assay description	Source	Reference
AUC (ADMET)	= 5270 nM.hr	AUC in rat at 5 mg/kg, po	ChEMBL.	17276676
AUC (ADMET)	= 27000 nM.hr	AUC in rat at 5 mg/kg, iv	ChEMBL.	17276676
CL (ADMET)	= 0.3 L/hr.Kg	Clearance in rat at 5 mg/kg, iv	ChEMBL.	17276676
F (ADMET)	= 20 %	Bioavailability in rat at 5 mg/kg, po	ChEMBL.	17276676
IC50 (binding)	= 1 nM	Inhibition of pig TACE	ChEMBL.	17276676
IC50 (binding)	= 1 nM	Inhibition of pig TACE	ChEMBL.	17276676
IC50 (binding)	= 110 nM	Inhibition of TACE in human whole blood	ChEMBL.	17276676
IC50 (binding)	= 110 nM	Inhibition of TACE in human whole blood	ChEMBL.	17276676
IC50 (binding)	> 2 uM	Inhibition of MMP2	ChEMBL.	17276676
IC50 (binding)	> 2 uM	Inhibition of MMP9	ChEMBL.	17276676
IC50 (binding)	> 2 uM	Inhibition of MMP2	ChEMBL.	17276676
IC50 (binding)	> 2 uM	Inhibition of MMP9	ChEMBL.	17276676
IC50 (binding)	> 5 uM	Inhibition of MMP1	ChEMBL.	17276676
IC50 (binding)	> 5 uM	Inhibition of MMP13	ChEMBL.	17276676
IC50 (binding)	> 5 uM	Inhibition of MMP1	ChEMBL.	17276676
IC50 (binding)	> 5 uM	Inhibition of MMP13	ChEMBL.	17276676
permeability (ADMET)	= 1.9 10^-6 cm/s	Permeability across Caco2 cells	ChEMBL.	17276676
permeability (ADMET)	= 1.9 10^-6 cm/s	Permeability across Caco2 cells	ChEMBL.	17276676
t1/2 (ADMET)	= 2.9 hr	Half life in rat at 5 mg/kg, iv	ChEMBL.	17276676
Tmax (ADMET)	= 0.25 hr	Tmax in rat at 5 mg/kg, po	ChEMBL.	17276676
Vdss (ADMET)	= 0.1 L/Kg	Volume of distribution at steady state in rat at 5 mg/kg, iv	ChEMBL.	17276676

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: CHEMBL233842

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 441564