TDR Targets

Basic information

Technical information

TDR Targets ID: 165677
Name: ethyl 1-benzyl-4-(4-methoxyphenyl)pyrrole-3-c arboxylate
MW: 335.396 | Formula: C21H21NO3
H donors: 0 H acceptors: 1 LogP: 4.07 Rotable bonds: 7
Rule of 5 violations (Lipinski): 1
SMILES: CCOC(=O)c1cn(cc1c1ccc(cc1)OC)Cc1ccccc1
InChi: 1S/C21H21NO3/c1-3-25-21(23)20-15-22(13-16-7-5-4-6-8-16)14-19(20)17-9-11-18(24-2)12-10-17/h4-12,14-15H,3,13H2,1-2H3
InChiKey: XHYIEQLPFFXJLA-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

1-benzyl-4-(4-methoxyphenyl)-3-pyrrolecarboxylic acid ethyl ester
ethyl 4-(4-methoxyphenyl)-1-(phenylmethyl)pyrrole-3-carboxylate
1-benzyl-4-(4-methoxyphenyl)pyrrole-3-carboxylic acid ethyl ester
4-(4-methoxyphenyl)-1-(phenylmethyl)-3-pyrrolecarboxylic acid ethyl ester
1-(benzyl)-4-(4-methoxyphenyl)pyrrole-3-carboxylic acid ethyl ester
AIDS-070125
AIDS070125
Ethyl 4-(4-methoxyphenyl)-1-benzylpyrrole-3-carboxylate

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
Schistosoma mansoni	family M13 unassigned peptidase (M13 family)	0.0092	0.1941	0.585
Loa Loa (eye worm)	zinc metallopeptidase 4	0.0022	0.018	0.018
Toxoplasma gondii	thioredoxin reductase	0.0046	0.0774	0.3942
Loa Loa (eye worm)	beta-LACTamase domain containing family member	0.0036	0.0521	0.0521
Brugia malayi	Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative	0.0036	0.0521	0.0607
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.0049	0.0837	0.0837
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0521	0.0521
Trichomonas vaginalis	penicillin-binding protein, putative	0.0036	0.0521	1
Loa Loa (eye worm)	carboxylesterase	0.0066	0.1284	0.1284
Schistosoma mansoni	family S9 non-peptidase homologue (S09 family)	0.0066	0.1284	0.387
Loa Loa (eye worm)	peptidase family M13 containing protein	0.0068	0.1333	0.1333
Schistosoma mansoni	hypothetical protein	0.0024	0.022	0.0664
Loa Loa (eye worm)	hypothetical protein	0.0092	0.1941	0.1941
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0521	0.0521
Onchocerca volvulus		0.0133	0.2967	1
Trichomonas vaginalis	D-aminoacylase, putative	0.0036	0.0521	1
Mycobacterium tuberculosis	Conserved protein	0.0036	0.0521	0.0937
Loa Loa (eye worm)	hypothetical protein	0.007	0.1374	0.1374
Loa Loa (eye worm)	hypothetical protein	0.0033	0.045	0.045
Loa Loa (eye worm)	hypothetical protein	0.007	0.1374	0.1374
Mycobacterium tuberculosis	Possible penicillin-binding protein	0.023	0.5419	1
Mycobacterium ulcerans	lipase LipD	0.0036	0.0521	0.2629
Plasmodium falciparum	glutathione reductase	0.0046	0.0774	1
Mycobacterium tuberculosis	Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras	0.0117	0.2558	0.4706
Loa Loa (eye worm)	hypothetical protein	0.0092	0.1941	0.1941
Loa Loa (eye worm)	hypothetical protein	0.007	0.1374	0.1374
Brugia malayi	Carboxylesterase family protein	0.0066	0.1284	0.1494
Brugia malayi	beta-lactamase family protein	0.0036	0.0521	0.0607
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0521	0.0521
Schistosoma mansoni	family M13 non-peptidase homologue (M13 family)	0.0047	0.0787	0.2373
Schistosoma mansoni	hypothetical protein	0.0024	0.022	0.0664
Brugia malayi	Hypothetical zinc metalloproteinase T16A9.4	0.0092	0.1941	0.2259
Plasmodium vivax	hypothetical protein, conserved	0.0036	0.0521	0.6669
Echinococcus multilocularis	endothelin converting enzyme 1	0.0092	0.1941	1
Loa Loa (eye worm)	acetylcholinesterase 1	0.0066	0.1284	0.1284
Schistosoma mansoni	hypothetical protein	0.0024	0.022	0.0664
Schistosoma mansoni	dihydrolipoamide dehydrogenase	0.0016	0.0015	0.0045
Brugia malayi	Thioredoxin reductase	0.0046	0.0774	0.0901
Mycobacterium tuberculosis	Probable esterase/lipase LipP	0.0036	0.0521	0.0937
Schistosoma mansoni	Nep2 peptidase (M13 family)	0.0047	0.0787	0.2373
Schistosoma mansoni	family M13 unassigned peptidase (M13 family)	0.0022	0.018	0.0541
Mycobacterium tuberculosis	Probable hydrolase	0.0036	0.0521	0.0937
Mycobacterium tuberculosis	Probable esterase LipL	0.0036	0.0521	0.0937
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0036	0.0521	0.1572
Leishmania major	hypothetical protein, conserved	0.0133	0.2967	0.3442
Mycobacterium tuberculosis	Probable conserved lipoprotein	0.0036	0.0521	0.0937
Mycobacterium leprae	PROBABLE NADH DEHYDROGENASE NDH	0.0105	0.2263	0.8548
Schistosoma mansoni	family M13 unassigned peptidase (M13 family)	0.0047	0.0787	0.2373
Schistosoma mansoni	hypothetical protein	0.0024	0.022	0.0664
Wolbachia endosymbiont of Brugia malayi	dihydrolipoamide dehydrogenase E3 component	0.0016	0.0015	0.5
Loa Loa (eye worm)	hypothetical protein	0.007	0.1374	0.1374
Loa Loa (eye worm)	glutathione reductase	0.0046	0.0774	0.0774
Mycobacterium tuberculosis	Probable lipase LipE	0.0036	0.0521	0.0937
Brugia malayi	latrophilin 2 splice variant baaae	0.0033	0.045	0.0523
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0092	0.1935	0.5833
Trypanosoma cruzi	hypothetical protein, conserved	0.0036	0.0521	0.059
Schistosoma mansoni	family M13 unassigned peptidase (M13 family)	0.0024	0.022	0.0664
Echinococcus granulosus	thioredoxin glutathione reductase	0.0046	0.0774	0.3989
Mycobacterium ulcerans	beta-lactamase	0.0036	0.0521	0.2629
Leishmania major	trypanothione reductase	0.0046	0.0774	0.0885
Echinococcus granulosus	endothelin converting enzyme 1	0.0092	0.1941	1
Giardia lamblia	NADH oxidase lateral transfer candidate	0.0016	0.0015	0.5
Schistosoma mansoni	family S12 unassigned peptidase (S12 family)	0.0036	0.0521	0.1572
Trypanosoma cruzi	Emopamil binding protein, putative	0.0133	0.2967	0.3442
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0521	0.0521
Plasmodium vivax	thioredoxin reductase, putative	0.0046	0.0774	1
Mycobacterium tuberculosis	Probable reductase	0.0105	0.2263	0.4159
Trypanosoma cruzi	3-Beta-hydroxysteroid-delta(8), delta(7)-isomerase, putative	0.0133	0.2967	0.3442
Trypanosoma brucei	trypanothione reductase	0.0046	0.0774	0.0885
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0092	0.1935	0.2252
Mycobacterium ulcerans	fusion of enoyl-CoA hydratase, EchA21 and lipase, LipE	0.0036	0.0521	0.2629
Loa Loa (eye worm)	peptidase family M13 containing protein	0.0068	0.1333	0.1333
Trypanosoma cruzi	3-Beta-hydroxysteroid-delta(8), delta(7)-isomerase, putative	0.0133	0.2967	0.3442
Brugia malayi	glutathione reductase	0.0046	0.0774	0.0901
Loa Loa (eye worm)	hypothetical protein	0.0046	0.0766	0.0766
Schistosoma mansoni	neprilysin-2 (M13 family)	0.0047	0.0787	0.2373
Schistosoma mansoni	hypothetical protein	0.0033	0.045	0.1356
Toxoplasma gondii	ABC1 family protein	0.0036	0.0521	0.2629
Loa Loa (eye worm)	hypothetical protein	0.0068	0.1333	0.1333
Schistosoma mansoni	hypothetical protein	0.0024	0.022	0.0664
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.0049	0.0837	0.0974
Echinococcus multilocularis	carboxylesterase 5A	0.0066	0.1284	0.6615
Mycobacterium ulcerans	esterase/lipase LipP	0.0036	0.0521	0.2629
Loa Loa (eye worm)	thioredoxin reductase	0.0046	0.0774	0.0774
Trypanosoma brucei	C-8 sterol isomerase, putative	0.0356	0.8593	1
Mycobacterium leprae	probable zinc metalloprotease	0.0092	0.1941	0.6969
Mycobacterium ulcerans	zinc metalloprotease	0.0092	0.1941	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0092	0.1935	0.5833
Toxoplasma gondii	peptidase family M13 protein	0.0092	0.1941	1
Plasmodium falciparum	thioredoxin reductase	0.0046	0.0774	1
Mycobacterium tuberculosis	Putative ferredoxin reductase	0.0105	0.2263	0.4159
Trypanosoma cruzi	C-8 sterol isomerase, putative	0.0356	0.8593	1
Echinococcus multilocularis	thioredoxin glutathione reductase	0.0046	0.0774	0.3989
Echinococcus multilocularis	dihydrolipoamide dehydrogenase	0.0016	0.0015	0.0078
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0092	0.1935	0.1935
Loa Loa (eye worm)	hypothetical protein	0.0068	0.1333	0.1333
Schistosoma mansoni	family M13 unassigned peptidase (M13 family)	0.0022	0.018	0.0541
Schistosoma mansoni	neprilysin	0.0024	0.022	0.0664
Trypanosoma brucei	hypothetical protein, conserved	0.0036	0.0521	0.059
Treponema pallidum	NADH oxidase	0.0016	0.0015	0.5
Loa Loa (eye worm)	hypothetical protein	0.0356	0.8593	0.8593
Echinococcus multilocularis	acetylcholinesterase	0.0066	0.1284	0.6615
Leishmania major	C-8 sterol isomerase-like protein	0.0356	0.8593	1
Loa Loa (eye worm)	hypothetical protein	0.0182	0.4202	0.4202
Wolbachia endosymbiont of Brugia malayi	dihydrolipoamide dehydrogenase E3 component	0.0016	0.0015	0.5
Trypanosoma brucei	Emopamil binding protein, putative	0.0133	0.2967	0.3442
Brugia malayi	beta-lactamase	0.0036	0.0521	0.0607
Leishmania major	3-Beta-hydroxysteroid-delta(8), delta(7)-isomerase, putative	0.0133	0.2967	0.3442
Leishmania major	hypothetical protein, conserved	0.0036	0.0521	0.059
Trichomonas vaginalis	D-aminoacylase, putative	0.0036	0.0521	1
Trypanosoma cruzi	trypanothione reductase, putative	0.0046	0.0774	0.0885
Mycobacterium tuberculosis	Probable NADH dehydrogenase Ndh	0.0105	0.2263	0.4159
Chlamydia trachomatis	dihydrolipoyl dehydrogenase	0.0016	0.0015	0.5
Schistosoma mansoni	endothelin-converting enzyme-like 1 (damage-induced neuronal endopeptidase)	0.0022	0.018	0.0541
Loa Loa (eye worm)	hypothetical protein	0.007	0.1374	0.1374
Mycobacterium tuberculosis	Probable lipase LipD	0.0036	0.0521	0.0937
Mycobacterium tuberculosis	Possible conserved lipoprotein LpqK	0.0036	0.0521	0.0937
Trichomonas vaginalis	esterase, putative	0.0036	0.0521	1
Loa Loa (eye worm)	hypothetical protein	0.007	0.1374	0.1374
Schistosoma mansoni	family M13 unassigned peptidase (M13 family)	0.0047	0.0787	0.2373
Mycobacterium tuberculosis	NAD(P)H quinone reductase LpdA	0.0117	0.2558	0.4706
Plasmodium vivax	glutathione reductase, putative	0.0046	0.0774	1
Schistosoma mansoni	family M13 non-peptidase homologue (M13 family)	0.0022	0.018	0.0541
Mycobacterium leprae	DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE	0.0117	0.2558	1
Echinococcus granulosus	dihydrolipoamide dehydrogenase	0.0016	0.0015	0.0078
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0092	0.1935	0.997
Trypanosoma cruzi	Emopamil binding protein, putative	0.0133	0.2967	0.3442
Trichomonas vaginalis	D-aminoacylase, putative	0.0036	0.0521	1
Schistosoma mansoni	hypothetical protein	0.0024	0.022	0.0664
Mycobacterium tuberculosis	Probable oxidoreductase	0.0117	0.2558	0.4706
Brugia malayi	dihydrolipoyl dehydrogenase, mitochondrial precursor, putative	0.0016	0.0015	0.0018
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0092	0.1935	0.997
Mycobacterium tuberculosis	Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB	0.0105	0.2263	0.4159
Mycobacterium tuberculosis	Probable zinc metalloprotease Zmp1	0.0092	0.1941	0.3563
Loa Loa (eye worm)	hypothetical protein	0.0066	0.1284	0.1284
Echinococcus granulosus	carboxylesterase 5A	0.0066	0.1284	0.6615
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0092	0.1935	0.5833
Mycobacterium tuberculosis	Probable membrane NADH dehydrogenase NdhA	0.0105	0.2263	0.4159
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0521	0.0521
Mycobacterium tuberculosis	Probable dehydrogenase	0.0105	0.2263	0.4159
Loa Loa (eye worm)	hypothetical protein	0.0066	0.1284	0.1284
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0092	0.1935	0.997
Loa Loa (eye worm)	hypothetical protein	0.0411	1	1
Schistosoma mansoni	endothelin-converting enzyme-related	0.0022	0.018	0.0541
Loa Loa (eye worm)	hypothetical protein	0.0068	0.1333	0.1333
Loa Loa (eye worm)	hypothetical protein	0.0036	0.0521	0.0521
Brugia malayi	peptidase family M13 containing protein	0.0022	0.018	0.0209
Brugia malayi	ERG2 and Sigma1 receptor like protein	0.0356	0.8593	1
Echinococcus granulosus	beta LACTamase domain containing family member	0.0036	0.0521	0.2686
Trichomonas vaginalis	penicillin-binding protein, putative	0.0036	0.0521	1
Loa Loa (eye worm)	hypothetical protein	0.0068	0.1333	0.1333
Echinococcus granulosus	acetylcholinesterase	0.0066	0.1284	0.6615
Echinococcus granulosus	acetylcholinesterase	0.0066	0.1284	0.6615
Echinococcus multilocularis	acetylcholinesterase	0.0066	0.1284	0.6615
Mycobacterium ulcerans	hypothetical protein	0.0036	0.0521	0.2629
Loa Loa (eye worm)	beta-lactamase	0.0036	0.0521	0.0521
Schistosoma mansoni	family M13 unassigned peptidase (M13 family)	0.0022	0.018	0.0541
Trypanosoma cruzi	hypothetical protein, conserved	0.0036	0.0521	0.059
Loa Loa (eye worm)	hypothetical protein	0.0049	0.0837	0.0837
Brugia malayi	Carboxylesterase family protein	0.0066	0.1284	0.1494
Loa Loa (eye worm)	hypothetical protein	0.0092	0.1941	0.1941
Mycobacterium tuberculosis	Conserved protein	0.0036	0.0521	0.0937
Brugia malayi	beta-lactamase family protein	0.0036	0.0521	0.0607
Onchocerca volvulus		0.0046	0.0766	0.1
Brugia malayi	Peptidase family M13 containing protein	0.0092	0.1941	0.2259
Echinococcus multilocularis	beta LACTamase domain containing family member	0.0036	0.0521	0.2686
Mycobacterium tuberculosis	Conserved protein	0.0036	0.0521	0.0937
Brugia malayi	Calcitonin receptor-like protein seb-1	0.0049	0.0837	0.0974
Mycobacterium tuberculosis	NADPH-dependent mycothiol reductase Mtr	0.0046	0.0774	0.1405
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0092	0.1935	0.997

Activities

Activity type	Activity value	Assay description	Source	Reference
MIC (functional)	= 8 ug ml-1	Antimycobacterial activity against Mycobacterium tuberculosis CIP 103471	ChEMBL.	9873650
MIC (functional)	= 8 ug ml-1	Antimycobacterial activity against Mycobacterium tuberculosis CIP 103471	ChEMBL.	9873650
MIC (functional)	> 16 ug ml-1	Antimycobacterial activity against Mycobacterium avium CIP 103317	ChEMBL.	9873650
MIC (functional)	> 16 ug ml-1	Antibacterial activity against Mycobacterium smegmatis CIP 103599.	ChEMBL.	9873650
MIC (functional)	> 16 ug ml-1	Antimycobacterial activity against Mycobacterium gordonae CIP 6427	ChEMBL.	9873650
MIC (functional)	> 16 ug ml-1	Antimycobacterial activity against Mycobacterium marinum CIP 6423	ChEMBL.	9873650
MTD50 (functional)	= 8 ug ml-1	In vitro cytotoxicity against VERO cells.	ChEMBL.	9873650

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: CHEMBL100567
PubChem: 470446

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 165677