TDR Targets

Basic information

Technical information

TDR Targets ID: 255713
Name: 2-[5-methoxy-1-[(3-methoxyphenyl)methyl]-2-me thylindol-3-yl]acetohydrazide
MW: 353.415 | Formula: C20H23N3O3
H donors: 2 H acceptors: 1 LogP: 2.41 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: NNC(=O)Cc1c(C)n(c2c1cc(OC)cc2)Cc1cccc(c1)OC
InChi: 1S/C20H23N3O3/c1-13-17(11-20(24)22-21)18-10-16(26-3)7-8-19(18)23(13)12-14-5-4-6-15(9-14)25-2/h4-10H,11-12,21H2,1-3H3,(H,22,24)
InChiKey: DUOQNQDHUDMOKR-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-[5-methoxy-1-[(3-methoxyphenyl)methyl]-2-methyl-indol-3-yl]acetohydrazide
2-[5-methoxy-1-[(3-methoxyphenyl)methyl]-2-methyl-3-indolyl]acetohydrazide
2-[5-methoxy-1-[(3-methoxyphenyl)methyl]-2-methyl-indol-3-yl]ethanehydrazide
2-(1-m-anisyl-5-methoxy-2-methyl-indol-3-yl)acetohydrazide
2-[5-methoxy-1-(3-methoxybenzyl)-2-methyl-indol-3-yl]acetohydrazide

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Homo sapiens	phospholipase A2, group IIA (platelets, synovial fluid)	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	Phospholipase A2 family protein	phospholipase A2, group IIA (platelets, synovial fluid)	144 aa	125 aa	28.0 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0027	0.0844	0.3078
Mycobacterium tuberculosis	Possible fatty-acid-CoA ligase FadD10 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0023	0.0501	0.0546
Loa Loa (eye worm)	transcription factor SMAD2	0.0139	1	1
Entamoeba histolytica	acyl-CoA synthetase, putative	0.0078	0.5033	1
Loa Loa (eye worm)	RNA recognition domain-containing protein domain-containing protein	0.0071	0.4431	0.4431
Loa Loa (eye worm)	hypothetical protein	0.0058	0.3411	0.3411
Trypanosoma brucei	PAB1-binding protein , putative	0.0028	0.093	0.3393
Mycobacterium tuberculosis	Peptide synthetase MbtE (peptide synthase)	0.0023	0.0501	0.0546
Trypanosoma brucei	phosphatidylinositol 3-kinase tor, putative	0.0024	0.0567	0.207
Brugia malayi	AMP-binding enzyme family protein	0.0023	0.0501	0.0501
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0027	0.0844	0.3078
Plasmodium falciparum	ataxin-2 like protein, putative	0.0028	0.093	0.1477
Mycobacterium tuberculosis	Probable peptide synthetase Nrp (peptide synthase)	0.0023	0.0501	0.0546
Schistosoma mansoni	tar DNA-binding protein	0.0071	0.4431	1
Echinococcus multilocularis	acetyl coenzyme A synthetase, cytoplasmic	0.0023	0.0501	0.113
Mycobacterium ulcerans	long-chain-fatty-acid--CoA ligase	0.0078	0.5033	1
Mycobacterium leprae	PROBABLE FATTY-ACID-CoA LIGASE FADD7 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE)	0.0078	0.5033	1
Mycobacterium tuberculosis	Probable medium chain fatty-acid-CoA ligase FadD14 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0023	0.0501	0.0546
Trypanosoma cruzi	acetyl-CoA synthetase, putative	0.0023	0.0501	0.1826
Trypanosoma brucei	long-chain-fatty-acid-CoA ligase, putative	0.0023	0.0501	0.1826
Entamoeba histolytica	phosphatidylinositol3-kinaseTor2, putative	0.005	0.2742	0.4945
Schistosoma mansoni	ataxia telangiectasia mutated (atm)-related	0.005	0.2742	0.6187
Brugia malayi	Phosphatidylinositol 3- and 4-kinase family protein	0.005	0.2742	0.2742
Leishmania major	hypothetical protein, conserved	0.0028	0.093	0.1848
Trypanosoma cruzi	long-chain-fatty-acid-CoA ligase, putative	0.0023	0.0501	0.1826
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0027	0.0841	0.3066
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0027	0.0841	0.3066
Brugia malayi	RNA binding protein	0.0071	0.4431	0.4431
Toxoplasma gondii	target of rapamycin (TOR), putative	0.0037	0.1685	1
Leishmania major	target of rapamycin (TOR) kinase 1, putative	0.005	0.2742	0.5447
Trichomonas vaginalis	PIKK family atypical protein kinase	0.003	0.1081	0.3945
Entamoeba histolytica	acyl-coA synthetase, putative	0.0078	0.5033	1
Mycobacterium tuberculosis	Probable fatty-acid-CoA ligase FadD7 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0055	0.3149	0.6071
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0034	0.1384	0.5047
Toxoplasma gondii	LsmAD domain-containing protein	0.0028	0.093	0.363
Giardia lamblia	GTOR	0.005	0.2742	0.5
Brugia malayi	hypothetical protein	0.0018	0.011	0.011
Mycobacterium tuberculosis	Bifunctional enzyme MbtA: salicyl-AMP ligase (SAL-AMP ligase) + salicyl-S-ArCP synthetase	0.0023	0.0501	0.0546
Loa Loa (eye worm)	hypothetical protein	0.0111	0.7744	0.7744
Trichomonas vaginalis	PIKK family atypical protein kinase	0.005	0.2742	1
Schistosoma mansoni	tar DNA-binding protein	0.0071	0.4431	1
Loa Loa (eye worm)	hypothetical protein	0.0078	0.5033	0.5033
Mycobacterium tuberculosis	P-hydroxybenzoyl-AMP ligase FadD22	0.0023	0.0501	0.0546
Mycobacterium tuberculosis	Probable fatty-acid-CoA ligase FadD35 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0055	0.3149	0.6071
Trypanosoma brucei	target of rapamycin kinase 3, putative	0.004	0.1901	0.6934
Entamoeba histolytica	FKBP-rapamycin associated protein (FRAP), putative	0.005	0.2742	0.4945
Trichomonas vaginalis	PIKK family atypical protein kinase	0.004	0.1898	0.6922
Mycobacterium ulcerans	hypothetical protein	0.0078	0.5033	1
Brugia malayi	acetyl-Coenzyme A synthetase 2	0.0023	0.0501	0.0501
Mycobacterium tuberculosis	Probable fatty-acid-CoA ligase FadD8 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0023	0.0501	0.0546
Mycobacterium tuberculosis	Possible fatty-acid-CoA ligase FadD1 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0023	0.0501	0.0546
Mycobacterium tuberculosis	Phenyloxazoline synthase MbtB (phenyloxazoline synthetase)	0.0023	0.0501	0.0546
Echinococcus multilocularis	tar DNA binding protein	0.0071	0.4431	1
Mycobacterium leprae	PROBABLE FATTY-ACID-CoA LIGASE FADD2 (FATTY-ACID-CoA SYNTHETASE) (FATTY-ACID-CoA SYNTHASE)	0.0078	0.5033	1
Leishmania major	acetyl-CoA synthetase, putative	0.0023	0.0501	0.0995
Brugia malayi	RNA recognition motif domain containing protein	0.0071	0.4431	0.4431
Loa Loa (eye worm)	hypothetical protein	0.0078	0.5033	0.5033
Echinococcus granulosus	tar DNA binding protein	0.0071	0.4431	1
Onchocerca volvulus	Phospholipase A2 homolog	0.0111	0.7744	1
Plasmodium falciparum	ataxin-2 like protein, putative	0.0028	0.093	0.1477
Trichomonas vaginalis	PIKK family atypical protein kinase	0.004	0.1898	0.6922
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0501	0.0501
Mycobacterium ulcerans	long-chain fatty-acid CoA ligase	0.0078	0.5033	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0027	0.0844	0.3078
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0037	0.1685	0.6145
Trichomonas vaginalis	PIKK family atypical protein kinase	0.003	0.1081	0.3945
Loa Loa (eye worm)	hypothetical protein	0.0078	0.5033	0.5033
Trypanosoma cruzi	long-chain-fatty-acid-CoA ligase, putative	0.0023	0.0501	0.1826
Loa Loa (eye worm)	oxidoreductase	0.0023	0.0501	0.0501
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0037	0.1685	0.6145
Trichomonas vaginalis	PIKK family atypical protein kinase	0.005	0.2742	1
Onchocerca volvulus	Phospholipase A2 homolog	0.0111	0.7744	1
Mycobacterium tuberculosis	Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase)	0.0058	0.3411	0.6617
Plasmodium falciparum	acyl-CoA synthetase	0.0058	0.3411	1
Mycobacterium tuberculosis	Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase)	0.0078	0.5033	1
Mycobacterium ulcerans	long-chain-fatty-acid-CoA ligase	0.0078	0.5033	1
Echinococcus multilocularis	FKBP12 rapamycin complex associated protein	0.005	0.2742	0.6187
Trypanosoma cruzi	PAB1-binding protein , putative	0.0028	0.093	0.3393
Leishmania major	4-coumarate:coa ligase-like protein	0.0078	0.5033	1
Mycobacterium ulcerans	acyl-CoA synthetase	0.0078	0.5033	1
Loa Loa (eye worm)	AMP-binding enzyme family protein	0.0023	0.0501	0.0501
Brugia malayi	hypothetical protein	0.0028	0.093	0.093
Trichomonas vaginalis	PIKK family atypical protein kinase	0.004	0.1898	0.6922
Loa Loa (eye worm)	hypothetical protein	0.0058	0.3411	0.3411
Mycobacterium tuberculosis	Probable fatty-acid-CoA ligase FadD3 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0055	0.3149	0.6071
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0501	0.0501
Loa Loa (eye worm)	RNA binding protein	0.0071	0.4431	0.4431
Mycobacterium tuberculosis	Fatty-acid-CoA synthetase FadD17 (fatty-acid-CoA synthase) (fatty-acid-CoA ligase)	0.0023	0.0501	0.0546
Trichomonas vaginalis	PIKK family atypical protein kinase	0.004	0.1898	0.6922
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0033	0.1294	0.4722
Brugia malayi	TAR-binding protein	0.0071	0.4431	0.4431
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0027	0.0841	0.3066
Loa Loa (eye worm)	phosphatidylinositol 3	0.005	0.2742	0.2742
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0037	0.1685	0.6145
Leishmania major	acetyl-CoA synthetase, putative	0.0023	0.0501	0.0995
Trypanosoma cruzi	PAB1-binding protein , putative	0.0028	0.093	0.3393
Schistosoma mansoni	acetyl-CoA synthetase	0.0023	0.0501	0.113
Brugia malayi	AMP-binding enzyme family protein	0.0023	0.0501	0.0501
Loa Loa (eye worm)	hypothetical protein	0.0028	0.093	0.093
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0043	0.2138	0.78
Trichomonas vaginalis	antibiotic synthetase, putative	0.0023	0.0501	0.1826
Mycobacterium ulcerans	acyl-CoA synthetase	0.0078	0.5033	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0037	0.1685	0.6145
Mycobacterium ulcerans	acyl-CoA synthetase	0.0078	0.5033	1
Trypanosoma cruzi	acetyl-CoA synthetase, putative	0.0023	0.0501	0.1826
Echinococcus granulosus	acetyl coenzyme A synthetase cytoplasmic	0.0023	0.0501	0.113
Leishmania major	long-chain-fatty-acid-CoA ligase, putative	0.0023	0.0501	0.0995
Loa Loa (eye worm)	hypothetical protein	0.0058	0.3411	0.3411
Brugia malayi	Phospholipase A2 family protein	0.0111	0.7744	0.7744
Schistosoma mansoni	tar DNA-binding protein	0.0071	0.4431	1
Mycobacterium ulcerans	fatty-acid-CoA ligase	0.0078	0.5033	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0037	0.1685	0.6145
Trypanosoma cruzi	target of rapamycin kinase 3	0.004	0.1901	0.6934
Trichomonas vaginalis	PIKK family atypical protein kinase	0.005	0.2742	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.003	0.1081	0.3945
Loa Loa (eye worm)	TAR-binding protein	0.0071	0.4431	0.4431
Trypanosoma cruzi	Phosphatidylinositol 3-kinase tor2	0.005	0.2742	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.003	0.1057	0.3855
Trypanosoma cruzi	Phosphatidylinositol 3-kinase tor1	0.005	0.2742	1
Schistosoma mansoni	tar DNA-binding protein	0.0071	0.4431	1
Trypanosoma brucei	phosphatidylinositol 4-kinase, putative	0.005	0.2742	1
Schistosoma mansoni	tar DNA-binding protein	0.0071	0.4431	1
Leishmania major	target of rapamycin (TOR) kinase 2, putative	0.005	0.2742	0.5447
Leishmania major	4-coumarate:coa ligase-like protein	0.0078	0.5033	1
Trypanosoma brucei	Phosphatidylinositol 3-kinase tor1	0.005	0.2742	1
Leishmania major	target of rapamycin kinase (TOR) kinase 3	0.004	0.1901	0.3777
Trypanosoma brucei	acetyl-CoA synthetase, putative	0.0023	0.0501	0.1826
Mycobacterium tuberculosis	Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0078	0.5033	1
Plasmodium vivax	ataxin-2 like protein, putative	0.0028	0.093	0.1477
Mycobacterium tuberculosis	Peptide synthetase MbtF (peptide synthase)	0.0023	0.0501	0.0546
Brugia malayi	AMP-binding enzyme family protein	0.0078	0.5033	0.5033
Trypanosoma brucei	FAT domain/Rapamycin binding domain/Phosphatidylinositol 3- and 4-kinase, putative	0.0021	0.033	0.1204
Loa Loa (eye worm)	hypothetical protein	0.0058	0.3411	0.3411
Brugia malayi	AMP-binding enzyme family protein	0.0023	0.0501	0.0501
Plasmodium vivax	acyl-CoA synthetase, putative	0.0058	0.3411	1
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0027	0.0844	0.3078
Entamoeba histolytica	acyl-CoA synthetase, putative	0.0078	0.5033	1
Onchocerca volvulus		0.0078	0.5033	0.6257
Brugia malayi	AMP-binding enzyme family protein	0.0078	0.5033	0.5033
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0037	0.1685	0.6145
Trichomonas vaginalis	PIKK family atypical protein kinase	0.004	0.1898	0.6922
Echinococcus granulosus	FKBP12 rapamycin complex associated protein	0.005	0.2742	0.6187
Brugia malayi	AMP-binding enzyme family protein	0.0023	0.0501	0.0501
Chlamydia trachomatis	acylglycerophosphoethanolamine acyltransferase	0.0058	0.3411	0.5
Trichomonas vaginalis	antibiotic synthetase, putative	0.0023	0.0501	0.1826
Trichomonas vaginalis	PIKK family atypical protein kinase	0.003	0.1057	0.3855
Brugia malayi	AMP-binding enzyme family protein	0.0078	0.5033	0.5033
Brugia malayi	oxidoreductase, short chain dehydrogenase/reductase family protein	0.0023	0.0501	0.0501
Loa Loa (eye worm)	MH2 domain-containing protein	0.0139	1	1
Mycobacterium tuberculosis	Probable fatty-acid-CoA ligase FadD5 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase)	0.0055	0.3149	0.6071
Loa Loa (eye worm)	AMP-binding enzyme family protein	0.0023	0.0501	0.0501
Trichomonas vaginalis	PIKK family atypical protein kinase	0.0037	0.1685	0.6145
Loa Loa (eye worm)	hypothetical protein	0.0058	0.3411	0.3411
Mycobacterium ulcerans	fatty-acid-CoA ligase	0.0058	0.3411	0.6421
Loa Loa (eye worm)	hypothetical protein	0.0111	0.7744	0.7744
Leishmania major	4-coumarate:coa ligase-like protein	0.0078	0.5033	1

Activities

Activity type	Activity value	Assay description	Source	Reference
ED50 (functional)	0 uM	Inhibition of AA (arachidonic acid) induced contraction of guinea pig lung tissue	ChEMBL.	9005255
IC50 (functional)	= 2.12 uM	Inhibition of Human Nonpancreatic Secretory Phospholipase A2 through Chromogenic assay	ChEMBL.	9005255
IC50 (functional)	= 2.12 uM	Inhibition of Human Nonpancreatic Secretory Phospholipase A2 through Chromogenic assay	ChEMBL.	9005255
KB app (functional)	uM	Compound was evaluated for the inhibition of PLA2 induced contraction of GP lung tissue (Guinea pig) (n=4); No data	ChEMBL.	9005255
KB app (functional)	0 uM	Compound was evaluated for the inhibition of PLA2 induced contraction of GP lung tissue (Guinea pig) (n=4); No data	ChEMBL.	9005255
Mole fraction (functional)	= 1.7	Mole fraction as PLA2 IC50 concentration divided by total lipid concentration (1230 microM)	ChEMBL.	9005255
Mole fraction (functional)	= 1.7	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: CHEMBL149709
PubChem: 10546003

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 255713