TDR Targets

Basic information

Technical information

TDR Targets ID: 256313
Name: 2-(1-benzyl-5-methoxy-2-propylindol-3-yl)acet ohydrazide
MW: 351.442 | Formula: C21H25N3O2
H donors: 2 H acceptors: 1 LogP: 3.22 Rotable bonds: 8
Rule of 5 violations (Lipinski): 1
SMILES: CCCc1c(CC(=O)NN)c2c(n1Cc1ccccc1)ccc(c2)OC
InChi: 1S/C21H25N3O2/c1-3-7-19-18(13-21(25)23-22)17-12-16(26-2)10-11-20(17)24(19)14-15-8-5-4-6-9-15/h4-6,8-12H,3,7,13-14,22H2,1-2H3,(H,23,25)
InChiKey: YKSGMBGNOASDOZ-UHFFFAOYSA-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

2-(1-benzyl-5-methoxy-2-propyl-indol-3-yl)acetohydrazide
2-(1-benzyl-5-methoxy-2-propyl-3-indolyl)acetohydrazide
2-[5-methoxy-1-(phenylmethyl)-2-propyl-indol-3-yl]ethanehydrazide
2-[5-methoxy-1-(phenylmethyl)-2-propylindol-3-yl]acetohydrazide
2-[5-methoxy-1-(phenylmethyl)-2-propyl-indol-3-yl]acetohydrazide
2-[5-methoxy-1-(phenylmethyl)-2-propyl-3-indolyl]acetohydrazide
2-[1-(benzyl)-5-methoxy-2-propyl-indol-3-yl]acetohydrazide

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

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus granulosus	peptidyl glycine alpha amidating monooxygenase	0.1591	0.5275	1
Loa Loa (eye worm)	RecQ helicase	0.0021	0.0055	0.0089
Brugia malayi	Copper type II ascorbate-dependent monooxygenase, C-terminal domain containing protein	0.1591	0.5275	1
Schistosoma mansoni	peptidyl-glycine monooxygenase	0.1591	0.5275	0.5271
Loa Loa (eye worm)	hypothetical protein	0.0009	0.0014	0.0011
Leishmania major	ATP-dependent DEAD/H DNA helicase recQ, putative	0.0011	0.0023	0.4933
Brugia malayi	Copper type II ascorbate-dependent monooxygenase, N-terminal domain containing protein	0.0807	0.2669	0.5053
Toxoplasma gondii	ATP-dependent DNA helicase, RecQ family protein	0.0009	0.0014	0.1703
Mycobacterium leprae	putative cytochrome p450	0.0007	0.0008	0.5
Brugia malayi	DOMON domain containing protein	0.0305	0.0998	0.1879
Echinococcus granulosus	ankyrin repeat and death domain containing protein	0.0014	0.0032	0.0045
Schistosoma mansoni	lamin	0.0027	0.0074	0.0065
Brugia malayi	Pre-SET motif family protein	0.0029	0.0083	0.0142
Loa Loa (eye worm)	hypothetical protein	0.1591	0.5275	1
Plasmodium falciparum	ADP-dependent DNA helicase RecQ	0.0018	0.0047	1
Loa Loa (eye worm)	hypothetical protein	0.0012	0.0026	0.0034
Schistosoma mansoni	hypothetical protein	0.0014	0.0032	0.0024
Toxoplasma gondii	histone lysine methyltransferase SET/SUV39	0.0029	0.0083	1
Brugia malayi	Bloom's syndrome protein homolog	0.0021	0.0055	0.0089
Schistosoma mansoni	lamin	0.0027	0.0074	0.0065
Loa Loa (eye worm)	pre-SET domain-containing protein family protein	0.0205	0.0667	0.125
Echinococcus multilocularis	Ankyrin	0.0014	0.0033	0.0046
Echinococcus multilocularis	histone lysine methyltransferase setb histone lysine methyltransferase eggless	0.0029	0.0083	0.0142
Brugia malayi	Copper type II ascorbate-dependent monooxygenase, C-terminal domain containing protein	0.1591	0.5275	1
Trichomonas vaginalis	set domain proteins, putative	0.0233	0.0761	1
Schistosoma mansoni	ankyrin 23/unc44	0.0014	0.0032	0.0024
Mycobacterium tuberculosis	Probable cytochrome P450 132 Cyp132	0.0007	0.0008	0.5
Echinococcus granulosus	lamin dm0	0.0027	0.0074	0.0124
Brugia malayi	Protein kinase domain containing protein	0.0014	0.0032	0.0045
Brugia malayi	Copper type II ascorbate-dependent monooxygenase, C-terminal domain containing protein	0.0784	0.2591	0.4903
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0029	0.0083	0.0075
Mycobacterium tuberculosis	Probable cytochrome P450 143 Cyp143	0.0007	0.0008	0.5
Onchocerca volvulus		0.0305	0.0998	1
Echinococcus granulosus	nuclear factor of activated T cells 5	0.0073	0.0226	0.0414
Loa Loa (eye worm)	hypothetical protein	0.0027	0.0074	0.0124
Echinococcus multilocularis	netrin receptor unc 5	0.0014	0.0032	0.0045
Mycobacterium tuberculosis	Probable cytochrome P450 128 Cyp128	0.0007	0.0008	0.5
Schistosoma mansoni	DNA helicase recq1	0.0009	0.0014	0.0006
Echinococcus multilocularis	peptidyl glycine alpha amidating monooxygenase	0.1591	0.5275	1
Mycobacterium tuberculosis	Cytochrome P450 121 Cyp121	0.0007	0.0008	0.5
Toxoplasma gondii	cytochrome p450 superfamily protein	0.0007	0.0008	0.102
Mycobacterium tuberculosis	Probable cytochrome P450 137 Cyp137	0.0007	0.0008	0.5
Mycobacterium ulcerans	cytochrome P450 185A4 Cyp185A4	0.0016	0.0037	1
Mycobacterium tuberculosis	Probable cytochrome P450 144 Cyp144	0.0007	0.0008	0.5
Trichomonas vaginalis	DNA helicase recq1, putative	0.0021	0.0055	0.0441
Schistosoma mansoni	blooms syndrome DNA helicase	0.0017	0.004	0.0032
Echinococcus granulosus	bloom syndrome protein	0.0021	0.0055	0.0089
Loa Loa (eye worm)	hypothetical protein	0.0017	0.0041	0.0062
Onchocerca volvulus		0.0233	0.0761	0.7551
Onchocerca volvulus		0.0027	0.0074	0.0427
Loa Loa (eye worm)	cytochrome P450 family protein	0.0016	0.0037	0.0054
Onchocerca volvulus		0.0027	0.0074	0.0427
Brugia malayi	Pre-SET motif family protein	0.0205	0.0667	0.125
Loa Loa (eye worm)	hypothetical protein	0.1591	0.5275	1
Trichomonas vaginalis	DNA helicase recq, putative	0.0021	0.0055	0.0441
Mycobacterium leprae	Conserved hypothetical protein	0.0007	0.0008	0.5
Echinococcus multilocularis	lamin dm0	0.0027	0.0074	0.0124
Loa Loa (eye worm)	follicle stimulating hormone receptor	0.0228	0.0744	0.1396
Brugia malayi	follicle stimulating hormone receptor	0.0228	0.0744	0.1396
Brugia malayi	Cytochrome P450 family protein	0.0016	0.0037	0.0054
Echinococcus granulosus	5'partial\|histone lysine N methyltransferase SETDB2	0.0028	0.0079	0.0135
Loa Loa (eye worm)	hypothetical protein	0.0009	0.0014	0.001
Loa Loa (eye worm)	hypothetical protein	0.0014	0.0033	0.0046
Brugia malayi	ATP-dependent DNA helicase, RecQ family protein	0.0009	0.0014	0.0011
Plasmodium vivax	SET domain protein, putative	0.0029	0.0083	1
Echinococcus multilocularis	lamin	0.0027	0.0074	0.0124
Trypanosoma cruzi	cytochrome P450, putative	0.0016	0.0037	1
Loa Loa (eye worm)	hypothetical protein	0.0013	0.0028	0.0037
Mycobacterium tuberculosis	Probable cytochrome P450 139 Cyp139	0.0007	0.0008	0.5
Loa Loa (eye worm)	CYP4Cod1	0.0016	0.0037	0.0054
Brugia malayi	Immunoglobulin I-set domain containing protein	0.0014	0.0032	0.0045
Mycobacterium tuberculosis	Probable cytochrome P450 140 Cyp140	0.0007	0.0008	0.5
Mycobacterium tuberculosis	Probable cytochrome P450 125 Cyp125	0.0007	0.0008	0.5
Trypanosoma cruzi	ATP-dependent DEAD/H DNA helicase recQ, putative	0.0011	0.0023	0.4933
Echinococcus multilocularis	histone lysine N methyltransferase SETMAR	0.0029	0.0083	0.0142
Loa Loa (eye worm)	intermediate filament protein	0.0027	0.0074	0.0124
Brugia malayi	Cytochrome P450 family protein	0.0016	0.0037	0.0054
Mycobacterium tuberculosis	Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM)	0.0007	0.0008	0.5
Loa Loa (eye worm)	DOMON domain-containing protein	0.0305	0.0998	0.1879
Giardia lamblia	Sgs1 DNA helicase, putative	0.0009	0.0014	0.5
Echinococcus granulosus	intermediate filament protein	0.0027	0.0074	0.0124
Schistosoma mansoni	histone-lysine n-methyltransferase suv9	0.0029	0.0083	0.0075
Loa Loa (eye worm)	ATP-dependent DNA helicase	0.0009	0.0014	0.0011
Echinococcus granulosus	death domain containing protein	0.0014	0.0032	0.0045
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0083	0.0142
Mycobacterium tuberculosis	Probable cytochrome P450 123 Cyp123	0.0007	0.0008	0.5
Mycobacterium tuberculosis	Probable cytochrome P450 monooxygenase 142 Cyp142	0.0007	0.0008	0.5
Leishmania major	cytochrome p450-like protein	0.0016	0.0037	1
Echinococcus multilocularis	ATP dependent DNA helicase Q5	0.0009	0.0014	0.0011
Mycobacterium tuberculosis	Probable cytochrome P450 136 Cyp136	0.0007	0.0008	0.5
Loa Loa (eye worm)	cytoplasmic intermediate filament protein	0.0014	0.0033	0.0046
Echinococcus granulosus	lamin	0.0027	0.0074	0.0124
Trypanosoma cruzi	cytochrome P450, putative	0.0016	0.0037	1
Mycobacterium tuberculosis	Possible cytochrome P450 135A1 Cyp135A1	0.0007	0.0008	0.5
Echinococcus granulosus	Ankyrin	0.0014	0.0033	0.0046
Entamoeba histolytica	recQ family helicase, putative	0.0011	0.0023	1
Loa Loa (eye worm)	immunoglobulin I-set domain-containing protein	0.0014	0.0032	0.0045
Schistosoma mansoni	peptidylglycine monooxygenase	0.1591	0.5275	0.5271
Loa Loa (eye worm)	hypothetical protein	0.0012	0.0026	0.0034
Echinococcus granulosus	cytoplasmic intermediate filament protein	0.0013	0.0028	0.0037
Loa Loa (eye worm)	DOMON domain-containing protein	0.0305	0.0998	0.1879
Brugia malayi	Intermediate filament tail domain containing protein	0.0027	0.0074	0.0124
Echinococcus multilocularis	ATP dependent DNA helicase Q1	0.0009	0.0014	0.0011
Mycobacterium tuberculosis	Probable cytochrome P450 138 Cyp138	0.0007	0.0008	0.5
Brugia malayi	Death domain containing protein	0.0014	0.0032	0.0045
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0029	0.0083	0.0075
Echinococcus multilocularis	musashi	0.0027	0.0074	0.0124
Trypanosoma brucei	cytochrome P450, putative	0.0016	0.0037	1
Brugia malayi	intermediate filament protein	0.0027	0.0074	0.0124
Brugia malayi	Uncoordinated protein 44	0.0014	0.0032	0.0045
Schistosoma mansoni	DNA helicase recq5	0.0009	0.0014	0.0006
Mycobacterium tuberculosis	Probable cytochrome P450 124 Cyp124	0.0007	0.0008	0.5
Brugia malayi	DOMON domain containing protein	0.0305	0.0998	0.1879
Schistosoma mansoni	netrin receptor unc5	0.0014	0.0032	0.0024
Schistosoma mansoni	intermediate filament proteins	0.0027	0.0074	0.0065
Brugia malayi	ATP-dependent DNA helicase, RecQ family protein	0.0009	0.0014	0.0011
Mycobacterium tuberculosis	Possible cytochrome P450 126 Cyp126	0.0007	0.0008	0.5
Trypanosoma brucei	ATP-dependent DEAD/H DNA helicase recQ, putative	0.0011	0.0023	0.4933
Onchocerca volvulus		0.0305	0.0998	1
Mycobacterium tuberculosis	Probable cytochrome P450 130 Cyp130	0.0007	0.0008	0.5
Onchocerca volvulus		0.0029	0.0083	0.0525
Echinococcus granulosus	ATP dependent DNA helicase Q5	0.0009	0.0014	0.0011
Mycobacterium tuberculosis	Probable cytochrome P450 141 Cyp141	0.0007	0.0008	0.5
Loa Loa (eye worm)	hypothetical protein	0.0014	0.0032	0.0045
Schistosoma mansoni	histone-lysine n-methyltransferase setb1	0.0029	0.0083	0.0075
Schistosoma mansoni	retinoblastoma-binding protein 4 (rbbp4)	0.0014	0.0033	0.0024
Loa Loa (eye worm)	intermediate filament tail domain-containing protein	0.0027	0.0074	0.0124
Echinococcus granulosus	ATP dependent DNA helicase Q1	0.0009	0.0014	0.0011
Loa Loa (eye worm)	cytochrome P450 family protein	0.0016	0.0037	0.0054
Loa Loa (eye worm)	hypothetical protein	0.0026	0.0072	0.0121
Toxoplasma gondii	ATP-dependent DNA helicase, RecQ family protein	0.0009	0.0014	0.1703
Echinococcus granulosus	histone lysine methyltransferase setb	0.0029	0.0083	0.0142
Mycobacterium tuberculosis	Possible cytochrome P450 135B1 Cyp135B1	0.0007	0.0008	0.5
Echinococcus multilocularis	cytoplasmic intermediate filament protein	0.0013	0.0028	0.0037
Echinococcus multilocularis	nuclear factor of activated T cells 5	0.0073	0.0226	0.0414
Brugia malayi	DOMON domain containing protein	0.0305	0.0998	0.1879
Echinococcus granulosus	netrin receptor unc 5	0.0014	0.0032	0.0045
Toxoplasma gondii	ATP-dependent DNA helicase, RecQ family protein	0.0014	0.0032	0.3851
Loa Loa (eye worm)	DOMON domain-containing protein	0.0305	0.0998	0.1879
Echinococcus multilocularis	ankyrin repeat and death domain containing protein	0.0014	0.0032	0.0045
Brugia malayi	cytoplasmic intermediate filament protein	0.0014	0.0033	0.0046
Echinococcus multilocularis	bloom syndrome protein	0.0021	0.0055	0.0089

Activities

Activity type	Activity value	Assay description	Source	Reference
ED50 (functional)	> 30 uM	Inhibition of AA (arachidonic acid) - induced contraction of GP lung tissue (n=4).	ChEMBL.	9005255
IC50 (functional)	= 70.5 uM	Inhibition of Human Nonpancreatic Secretory Phospholipase A2 through Chromogenic assay	ChEMBL.	9005255
IC50 (functional)	= 70.5 uM	Inhibition of Human Nonpancreatic Secretory Phospholipase A2 through Chromogenic assay	ChEMBL.	9005255
KB app (functional)	= 27.13 uM	Inhibition of PLA2 induced contraction of GP lung tissue (Guinea pig) (n=4)	ChEMBL.	9005255
KB app (functional)	= 27.13 uM	Inhibition of PLA2 induced contraction of GP lung tissue (Guinea pig) (n=4)	ChEMBL.	9005255
Mole fraction (functional)	= 5.7	Mole fraction as PLA2 IC50 concentration divided by total lipid concentration (1230 microM)	ChEMBL.	9005255

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: CHEMBL149265
PubChem: 10569958

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 256313