TDR Targets

Basic information

Technical information

Name: Unnamed compound
MW: 409.481 | Formula: C22H27N5O3
H donors: 2 H acceptors: 4 LogP: 2.92 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: N#C[C@@H]1CCC(CC1n1nc(c(c1)C(=O)N)Nc1ccccc1)C(=O)OC(C)(C)C
InChi: 1S/C22H27N5O3/c1-22(2,3)30-21(29)14-9-10-15(12-23)18(11-14)27-13-17(19(24)28)20(26-27)25-16-7-5-4-6-8-16/h4-8,13-15,18H,9-11H2,1-3H3,(H2,24,28)(H,25,26)/t14?,15-,18?/m0/s1
InChiKey: OSHWAHCVJQUXFL-CSLYMUCUSA-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	Janus kinase 2	Starlite/ChEMBL	No references
Homo sapiens	Janus kinase 1	Starlite/ChEMBL	No 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)	TK/FER protein kinase	0.001	0.1103	0.2259
Brugia malayi	Protein kinase domain containing protein	0.001	0.1103	0.2259
Loa Loa (eye worm)	TK/FER protein kinase	0.001	0.1103	0.2259
Loa Loa (eye worm)	hypothetical protein	0.0009	0.051	0.1045
Onchocerca volvulus		0.0013	0.2277	0.2277
Echinococcus multilocularis	tyrosine protein kinase Btk29A	0.001	0.1103	0.2259
Echinococcus granulosus	tyrosine protein kinase Src42A	0.001	0.1103	0.2565
Brugia malayi	Protein kinase domain containing protein	0.001	0.1103	0.2259
Brugia malayi	hypothetical protein	0.0013	0.2277	0.4664
Brugia malayi	hypothetical protein	0.0013	0.2277	0.4664
Onchocerca volvulus		0.001	0.1103	0.1103
Echinococcus multilocularis	tyrosine protein kinase lyn lyn a protein tyrosine kinase lymphocyte specific protein tyrosine kinase	0.001	0.1103	0.2259
Onchocerca volvulus		0.001	0.1103	0.1103
Loa Loa (eye worm)	hypothetical protein	0.0013	0.2277	0.4664
Brugia malayi	SH2 domain containing protein	0.001	0.1103	0.2259
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.001	0.1103	0.2259
Onchocerca volvulus		0.0009	0.051	0.051
Schistosoma mansoni	hypothetical protein	0.0018	0.4299	0.8805
Echinococcus multilocularis	tyrosine protein kinase lyn tyrosine protein kinase blk	0.001	0.1103	0.2259
Echinococcus multilocularis	tyrosine protein kinase Srms	0.001	0.1103	0.2259
Onchocerca volvulus		0.0013	0.2277	0.2277
Onchocerca volvulus		0.0013	0.2277	0.2277
Echinococcus multilocularis	tyrosine kinase	0.001	0.1103	0.2259
Brugia malayi	GCC2 and GCC3 family protein	0.0013	0.2277	0.4664
Brugia malayi	Protein kinase domain containing protein	0.001	0.1103	0.2259
Loa Loa (eye worm)	TK/FER protein kinase	0.001	0.1103	0.2259
Toxoplasma gondii	rhoptry neck protein RON9	0.0013	0.2277	1
Echinococcus granulosus	tyrosine kinase	0.001	0.1103	0.2565
Loa Loa (eye worm)	hypothetical protein	0.0013	0.2277	0.4664
Echinococcus multilocularis	c src tyrosine kinase	0.001	0.1103	0.2259
Echinococcus granulosus	cd109 antigen	0.0018	0.4299	1
Brugia malayi	Protein kinase domain containing protein	0.001	0.1103	0.2259
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.001	0.1103	0.2259
Loa Loa (eye worm)	hypothetical protein	0.001	0.1103	0.2259
Echinococcus granulosus	c4b binding protein beta chain	0.0013	0.2277	0.5297
Echinococcus granulosus	tyrosine protein kinase Btk29A	0.001	0.1103	0.2565
Plasmodium falciparum	apical sushi protein	0.0013	0.2277	1
Echinococcus multilocularis	tyrosine protein kinase Blk	0.001	0.1103	0.2259
Schistosoma mansoni	tyrosine kinase	0.001	0.1103	0.2259
Onchocerca volvulus		0.0013	0.2277	0.2277
Schistosoma mansoni	proto-oncogene tyrosine-protein kinase src	0.001	0.1103	0.2259
Onchocerca volvulus		0.001	0.1103	0.1103
Schistosoma mansoni	tyrosine kinase	0.001	0.1103	0.2259
Onchocerca volvulus		0.001	0.1103	0.1103
Loa Loa (eye worm)	hypothetical protein	0.0013	0.2277	0.4664
Loa Loa (eye worm)	pregnancy-associated plasma protein-E	0.0013	0.2277	0.4664
Treponema pallidum	76K protein	0.0008	0	0.5
Echinococcus granulosus	tyrosine kinase\|tyrosine protein kinase Fyn	0.001	0.1103	0.2565
Loa Loa (eye worm)	hypothetical protein	0.0013	0.2277	0.4664
Echinococcus granulosus	tyrosine protein kinase Lyn	0.001	0.1103	0.2565
Loa Loa (eye worm)	TK/FER protein kinase	0.001	0.1103	0.2259
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.001	0.1103	0.2259
Brugia malayi	Tyrosine-protein kinase abl-1	0.001	0.1103	0.2259
Echinococcus multilocularis	C type lectin domian containing protein	0.0013	0.2277	0.4664
Loa Loa (eye worm)	hypothetical protein	0.0013	0.2277	0.4664
Loa Loa (eye worm)	TK/FER protein kinase	0.001	0.1103	0.2259
Echinococcus multilocularis	alpha 2 macroglobulin	0.0019	0.4883	1
Brugia malayi	protein-tyrosine kinase	0.001	0.1103	0.2259
Onchocerca volvulus		0.0013	0.2277	0.2277
Brugia malayi	hypothetical protein	0.0013	0.2277	0.4664
Schistosoma mansoni	tyrosine kinase	0.001	0.1103	0.2259
Brugia malayi	hypothetical protein	0.0013	0.2277	0.4664
Schistosoma mansoni	macroglobulin/complement	0.0019	0.4883	1
Brugia malayi	hypothetical protein	0.0013	0.2277	0.4664
Brugia malayi	Protein kinase domain containing protein	0.001	0.1103	0.2259
Loa Loa (eye worm)	TK/FER protein kinase	0.001	0.1103	0.2259
Loa Loa (eye worm)	TK/ABL protein kinase	0.001	0.1103	0.2259
Echinococcus granulosus	tyrosine protein kinase Fps85D	0.001	0.1103	0.2565
Echinococcus multilocularis	tyrosine protein kinase ABL1	0.001	0.1103	0.2259
Echinococcus multilocularis	tyrosine protein kinase Src64B	0.001	0.1103	0.2259
Brugia malayi	Sushi domain	0.0013	0.2277	0.4664
Schistosoma mansoni	tyrosine kinase	0.001	0.1103	0.2259
Loa Loa (eye worm)	hypothetical protein	0.0013	0.2277	0.4664
Echinococcus granulosus	tyrosine protein kinase ABL1	0.001	0.1103	0.2565
Brugia malayi	hypothetical protein	0.0013	0.2277	0.4664
Toxoplasma gondii	rhoptry neck protein RON1	0.0013	0.2277	1
Plasmodium vivax	apical sushi protein, putative	0.0013	0.2277	1
Loa Loa (eye worm)	TK/FER protein kinase	0.001	0.1103	0.2259
Brugia malayi	hypothetical protein	0.0013	0.2277	0.4664
Loa Loa (eye worm)	SRC-1	0.001	0.1103	0.2259
Brugia malayi	hypothetical protein	0.001	0.1103	0.2259
Echinococcus granulosus	C type lectin domian containing protein	0.0013	0.2277	0.5297
Schistosoma mansoni	tyrosine kinase	0.001	0.1103	0.2259
Echinococcus granulosus	tyrosine protein kinase Fyn	0.001	0.1103	0.2565
Echinococcus multilocularis	cd109 antigen	0.0018	0.4299	0.8805
Loa Loa (eye worm)	TK/FER protein kinase	0.001	0.1103	0.2259
Brugia malayi	SRC-1	0.001	0.1103	0.2259
Brugia malayi	A-macroglobulin complement component family protein	0.0019	0.4883	1
Onchocerca volvulus		0.0013	0.2277	0.2277
Echinococcus granulosus	3'partial\|tyrosine protein kinase Fgr	0.001	0.1103	0.2565
Echinococcus granulosus	tyrosine protein kinase Srms	0.001	0.1103	0.2565
Loa Loa (eye worm)	A-macroglobulin complement component family protein	0.0019	0.4883	1
Echinococcus multilocularis	tyrosine protein kinase Fgr	0.001	0.1103	0.2259
Loa Loa (eye worm)	hypothetical protein	0.0013	0.2277	0.4664
Echinococcus granulosus	tyrosine protein kinase shark	0.001	0.1103	0.2565
Onchocerca volvulus		0.001	0.1103	0.1103
Echinococcus granulosus	tyrosine protein kinase Blk	0.001	0.1103	0.2565
Echinococcus granulosus	tyrosine kinase	0.001	0.1103	0.2565
Echinococcus multilocularis	tyrosine protein kinase shark	0.001	0.1103	0.2259
Loa Loa (eye worm)	TK/FER protein kinase	0.001	0.1103	0.2259
Echinococcus granulosus	proto oncogene tyrosine protein kinase LCK	0.001	0.1103	0.2565
Echinococcus multilocularis	tyrosine protein kinase Src42A	0.001	0.1103	0.2259
Echinococcus multilocularis	proto oncogene tyrosine protein kinase LCK	0.001	0.1103	0.2259
Brugia malayi	hypothetical protein	0.0009	0.051	0.1045
Onchocerca volvulus		0.0013	0.2277	0.2277
Loa Loa (eye worm)	hypothetical protein	0.0013	0.2277	0.4664
Echinococcus granulosus	tyrosine protein kinase Src64B	0.001	0.1103	0.2565
Trichomonas vaginalis	ubiquitin-conjugating enzyme E2, putative	0.0008	0	0.5
Treponema pallidum	hypothetical protein	0.0008	0	0.5
Loa Loa (eye worm)	hypothetical protein	0.0013	0.2277	0.4664
Loa Loa (eye worm)	TK/FER protein kinase	0.001	0.1103	0.2259
Echinococcus multilocularis	tyrosine protein kinase Fps85D	0.001	0.1103	0.2259
Schistosoma mansoni	tyrosine kinase	0.001	0.1103	0.2259
Entamoeba histolytica	SH2-protein kinase domain containing protein	0.001	0.1103	1
Echinococcus granulosus	tyrosine protein kinase Fyn	0.001	0.1103	0.2565
Echinococcus granulosus	tyrosine protein kinase Fyn	0.001	0.1103	0.2565
Onchocerca volvulus		0.0013	0.2277	0.2277
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.001	0.1103	0.2259
Echinococcus multilocularis	tyrosine protein kinase Abl	0.001	0.1103	0.2259
Onchocerca volvulus		0.0013	0.2277	0.2277
Loa Loa (eye worm)	TK protein kinase	0.001	0.1103	0.2259
Brugia malayi	pregnancy-associated plasma protein-A	0.0013	0.2277	0.4664
Onchocerca volvulus		0.0013	0.2277	0.2277
Brugia malayi	SH2 domain containing protein	0.001	0.1103	0.2259
Schistosoma mansoni	c4b-binding protein beta chain	0.0013	0.2277	0.4664
Echinococcus multilocularis	c4b binding protein beta chain	0.0013	0.2277	0.4664
Echinococcus granulosus	c src tyrosine kinase	0.001	0.1103	0.2565
Onchocerca volvulus		0.001	0.1103	0.1103

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 7 nM	HTRF Assay	BINDINGDB.	No reference
IC50 (binding)	= 50 nM	BindingDB_Patents: HTRF Assay. The ability of compounds to inhibit the activity of JAK1, JAK2, JAK3, and Tyk2 was measured using a recombinant purified GST-tagged catalytic domain for each enzyme (Invitrogen JAK1 #M4290, JAK2 #M4290, JAK3 #M4290, Tyk2 #M4290) in an HTRF format biochemical assay. The reactions employed a common peptide substrate, LCB-EQEDEPEGDYFEWLW-NH2 (in-house). The basic assay protocol is as follows: First, 250 mL of diluted compounds in DMSO were dispensed into the wells of a dry 384-well Black plate (Greiner #781076) using a Labcyte Echo 555 acoustic dispenser. Subsequent reagent additions employed an Agilent Bravo. Next, 18 uL of 1.11x enzyme and 1.11x substrate in 1x assay buffer (Invitrogen kinase buffer #PV3189, 2 mM DTT, 0.05% BSA) were added to the wells and shaken and then preincubated for 30 minutes at ambient temperature to allow compound binding to equilibrate. After equilibration, 2 uL of 10xATP in 1x assay buffer was added to initiate the kinase reaction.	ChEMBL.	No reference
IC50 (binding)	= 257 nM	HTRF Assay	BINDINGDB.	No reference
IC50 (binding)	> 1500 nM	BindingDB_Patents: HTRF Assay. The ability of compounds to inhibit the activity of JAK1, JAK2, JAK3, and Tyk2 was measured using a recombinant purified GST-tagged catalytic domain for each enzyme (Invitrogen JAK1 #M4290, JAK2 #M4290, JAK3 #M4290, Tyk2 #M4290) in an HTRF format biochemical assay. The reactions employed a common peptide substrate, LCB-EQEDEPEGDYFEWLW-NH2 (in-house). The basic assay protocol is as follows: First, 250 mL of diluted compounds in DMSO were dispensed into the wells of a dry 384-well Black plate (Greiner #781076) using a Labcyte Echo 555 acoustic dispenser. Subsequent reagent additions employed an Agilent Bravo. Next, 18 uL of 1.11x enzyme and 1.11x substrate in 1x assay buffer (Invitrogen kinase buffer #PV3189, 2 mM DTT, 0.05% BSA) were added to the wells and shaken and then preincubated for 30 minutes at ambient temperature to allow compound binding to equilibrate. After equilibration, 2 uL of 10xATP in 1x assay buffer was added to initiate the kinase reaction.	ChEMBL.	No reference

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: CHEMBL3647931

Bibliographic References

No literature references available for this target.

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Detailed information for compound 1962416