TDR Targets

Basic information

Technical information

TDR Targets ID: 77594
Name: (3aS,6S,6aR)-4-acetyl-1-[(2S)-1-[5-(dimethyla mino)naphthalen-1-yl]sulfonylpyrrolidine-2-ca rbonyl]-6-methyl-3,3a,6,6a-tetrahydro-2H-pyrr olo[3,2-b]pyrrol-5-one
MW: 512.621 | Formula: C26H32N4O5S
H donors: 0 H acceptors: 5 LogP: 2.31 Rotable bonds: 6
Rule of 5 violations (Lipinski): 2
SMILES: O=C([C@@H]1CCCN1S(=O)(=O)c1cccc2c1cccc2N(C)C)N1CC[C@H]2[C@H]1[C@H](C)C(=O)N2C(=O)C
InChi: 1S/C26H32N4O5S/c1-16-24-21(30(17(2)31)25(16)32)13-15-28(24)26(33)22-11-7-14-29(22)36(34,35)23-12-6-8-18-19(23)9-5-10-20(18)27(3)4/h5-6,8-10,12,16,21-22,24H,7,11,13-15H2,1-4H3/t16-,21-,22-,24+/m0/s1
InChiKey: MOWNWNJDPZIOOR-IDOMGHHASA-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

(3aS,6S,6aR)-4-acetyl-1-[(2S)-1-[[5-(dimethylamino)-1-naphthyl]sulfonyl]pyrrolidine-2-carbonyl]-6-methyl-3,3a,6,6a-tetrahydro-2H-pyrrolo[3,2-b]pyrrol-5-one
(3aS,6S,6aR)-4-acetyl-1-[[(2S)-1-[[5-(dimethylamino)-1-naphthyl]sulfonyl]-2-pyrrolidinyl]-oxomethyl]-6-methyl-3,3a,6,6a-tetrahydro-2H-pyrrolo[3,2-b]pyrrol-5-one
(3aS,6S,6aR)-1-[(2S)-1-[5-(dimethylamino)naphthalen-1-yl]sulfonylpyrrolidin-2-yl]carbonyl-4-ethanoyl-6-methyl-3,3a,6,6a-tetrahydro-2H-pyrrolo[3,2-b]pyrrol-5-one
(3aS,6S,6aR)-4-acetyl-6-methyl-1-[(2S)-1-naphthionylprolyl]-3,3a,6,6a-tetrahydro-2H-pyrrolo[3,2-b]pyrrol-5-one
(3aS,6S,6aR)-4-acetyl-1-[(2S)-1-(5-dimethylaminonaphthalen-1-yl)sulfonylpyrrolidine-2-carbonyl]-6-methyl-3,3a,6,6a-tetrahydro-2H-pyrrolo[2,3-d]pyrrol-5-one
(3aS,6S,6aR)-4-acetyl-1-[(2S)-1-[(5-dimethylamino-1-naphthyl)sulfonyl]pyrrolidine-2-carbonyl]-6-methyl-3,3a,6,6a-tetrahydro-2H-pyrrolo[2,3-d]pyrrol-5-one
(3aS,6S,6aR)-4-acetyl-1-[[(2S)-1-[(5-dimethylamino-1-naphthyl)sulfonyl]-2-pyrrolidinyl]-oxomethyl]-6-methyl-3,3a,6,6a-tetrahydro-2H-pyrrolo[2,3-d]pyrrol-5-one
(3aS,6S,6aR)-1-[(2S)-1-(5-dimethylaminonaphthalen-1-yl)sulfonylpyrrolidin-2-yl]carbonyl-4-ethanoyl-6-methyl-3,3a,6,6a-tetrahydro-2H-pyrrolo[2,3-d]pyrrol-5-one

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Human cytomegalovirus (strain AD169) (HHV-5) (Human herpesvirus 5)	Human herpes virus 5 capsid protein P40	Starlite/ChEMBL	References
Human rhinovirus sp.	Human rhinovirus A protease	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

No druggable targets predicted by sequence similarity

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Trypanosoma cruzi	N-myristoyl transferase, putative	0.0194	0.1091	1
Mycobacterium ulcerans	alpha-L-fucosidase	0.1377	1	0.5
Loa Loa (eye worm)	N-myristoyltransferase 2	0.0194	0.1091	0.1435
Trypanosoma cruzi	hypothetical protein, conserved	0.0174	0.0938	0.8583
Entamoeba histolytica	glycosyl hydrolase, family 31 protein	0.0174	0.0938	0.7336
Brugia malayi	Choline/Carnitine o-acyltransferase family protein	0.0166	0.0881	0.1143
Loa Loa (eye worm)	alpha-L-fucosidase	0.0833	0.5899	0.7761
Echinococcus granulosus	glycylpeptide N tetradecanoyltransferase	0.0194	0.1091	0.1078
Echinococcus granulosus	CREB binding protein	0.0105	0.0421	0.0408
Brugia malayi	Choline O-acetyltransferase	0.0197	0.1112	0.1447
Trichomonas vaginalis	alpha-glucosidase, putative	0.0174	0.0938	0.2257
Schistosoma mansoni	alpha-glucosidase	0.1003	0.7181	1
Trichomonas vaginalis	glucosylceramidase, putative	0.0274	0.1694	0.6322
Schistosoma mansoni	CREB-binding protein 1 (SmCBP1)	0.0105	0.0421	0.0568
Brugia malayi	Alpha-L-fucosidase family protein	0.0833	0.5899	0.7757
Loa Loa (eye worm)	choline/Carnitine O-acyltransferase	0.0051	0.0014	0.0019
Leishmania major	N-myristoyl transferase, putative	0.0194	0.1091	1
Trypanosoma brucei	N-myristoyl transferase, putative	0.0194	0.1091	1
Trichomonas vaginalis	glucosylceramidase, putative	0.0274	0.1694	0.6322
Trypanosoma brucei	glycosyl hydrolase-like protein	0.0118	0.0518	0.4682
Echinococcus multilocularis	choline O acetyltransferase	0.0197	0.1112	0.1099
Trypanosoma brucei	glucosidase, putative	0.0174	0.0938	0.8583
Trypanosoma cruzi	choline/carnitine O-acyltransferase, putative	0.0166	0.0881	0.8054
Trichomonas vaginalis	N-myristoyl transferase, putative	0.0128	0.0589	0.0378
Trichomonas vaginalis	alpha-glucosidase, putative	0.0174	0.0938	0.2257
Trichomonas vaginalis	glucosylceramidase, putative	0.0274	0.1694	0.6322
Echinococcus granulosus	choline O acetyltransferase	0.0197	0.1112	0.1099
Brugia malayi	Glycosyl hydrolases family 31 protein	0.0174	0.0938	0.1218
Trichomonas vaginalis	glucosylceramidase, putative	0.018	0.0984	0.2501
Echinococcus multilocularis	glycylpeptide N tetradecanoyltransferase	0.0194	0.1091	0.1078
Loa Loa (eye worm)	hypothetical protein	0.0118	0.0518	0.0682
Trichomonas vaginalis	glucosylceramidase, putative	0.018	0.0984	0.2501
Trichomonas vaginalis	neutral alpha-glucosidase ab precursor, putative	0.0174	0.0938	0.2257
Brugia malayi	Glycosyl hydrolases family 31 protein	0.1058	0.7601	1
Brugia malayi	Glycosyl hydrolases family 31 protein	0.0118	0.0518	0.0664
Schistosoma mansoni	alpha-l-fucosidase	0.0833	0.5899	0.8212
Schistosoma mansoni	alpha-glucosidase	0.1003	0.7181	1
Trichomonas vaginalis	glucosylceramidase, putative	0.0274	0.1694	0.6322
Trichomonas vaginalis	glucosylceramidase, putative	0.019	0.1057	0.2893
Loa Loa (eye worm)	CBP-B	0.0073	0.0179	0.0235
Plasmodium vivax	glycylpeptide N-tetradecanoyltransferase, putative	0.0194	0.1091	0.5
Trichomonas vaginalis	alpha-glucosidase, putative	0.0174	0.0938	0.2257
Brugia malayi	TAZ zinc finger family protein	0.0105	0.0421	0.0537
Trichomonas vaginalis	maltase-glucoamylase, putative	0.0174	0.0938	0.2257
Echinococcus multilocularis	fucosidase, alpha L 1, tissue	0.1377	1	1
Entamoeba histolytica	glycylpeptide N-tetradecanoyltransferase, putative	0.0194	0.1091	1
Onchocerca volvulus	Glucosylceramidase homolog	0.018	0.0984	0.1657
Onchocerca volvulus	Uncharacterized family 31 glucosidase KIAA1161 homolog	0.0118	0.0518	0.0861
Echinococcus granulosus	lysosomal alpha glucosidase	0.1058	0.7601	0.7597
Loa Loa (eye worm)	O-glycosyl hydrolase family 30 protein	0.0274	0.1694	0.2229
Loa Loa (eye worm)	hypothetical protein	0.0166	0.0881	0.1159
Trichomonas vaginalis	glucosylceramidase, putative	0.0274	0.1694	0.6322
Leishmania major	glycosyl hydrolase-like protein	0.0118	0.0518	0.4682
Loa Loa (eye worm)	hypothetical protein	0.0197	0.1112	0.1463
Trichomonas vaginalis	glucosylceramidase, putative	0.018	0.0984	0.2501
Trichomonas vaginalis	sucrase-isomaltase, putative	0.0174	0.0938	0.2257
Echinococcus multilocularis	lysosomal alpha glucosidase	0.1058	0.7601	0.7597
Schistosoma mansoni	N-myristoyltransferase	0.0194	0.1091	0.1502
Echinococcus multilocularis	CREB binding protein	0.0072	0.0172	0.0158
Loa Loa (eye worm)	glycosyl hydrolase family 31 protein	0.1058	0.7601	1
Loa Loa (eye worm)	glycosyl hydrolase family 31 protein	0.0174	0.0938	0.1234
Schistosoma mansoni	alpha glucosidase	0.0174	0.0938	0.1289
Trypanosoma cruzi	glycosyl hydrolase-like protein, putative	0.0118	0.0518	0.4682
Trypanosoma cruzi	hypothetical protein, conserved	0.0174	0.0938	0.8583
Trichomonas vaginalis	glucosylceramidase, putative	0.018	0.0984	0.2501
Trypanosoma cruzi	N-myristoyl transferase, putative	0.0194	0.1091	1
Trichomonas vaginalis	alpha-L-fucosidase, putative	0.0365	0.2379	1
Echinococcus granulosus	CREB binding protein	0.0065	0.0117	0.0103
Trichomonas vaginalis	alpha-glucosidase, putative	0.0174	0.0938	0.2257
Trichomonas vaginalis	alpha-L-fucosidase, putative	0.0365	0.2379	1
Trichomonas vaginalis	neutral alpha-glucosidase ab precursor, putative	0.0174	0.0938	0.2257
Trichomonas vaginalis	alpha-glucosidase, putative	0.0174	0.0938	0.2257
Trichomonas vaginalis	glucosylceramidase, putative	0.018	0.0984	0.2501
Toxoplasma gondii	glycosyl hydrolase, family 31 protein	0.0174	0.0938	0.5
Leishmania major	alpha glucosidase II subunit, putative	0.0174	0.0938	0.8583
Giardia lamblia	CDC72	0.0194	0.1091	0.5
Trichomonas vaginalis	N-myristoyl transferase, putative	0.0194	0.1091	0.3076
Echinococcus multilocularis	carnitine O palmitoyltransferase 1, liver	0.0166	0.0881	0.0868
Loa Loa (eye worm)	carnitine O-palmitoyltransferase I isoform	0.0051	0.0014	0.0019
Trichomonas vaginalis	glucosylceramidase, putative	0.018	0.0984	0.2501
Echinococcus multilocularis	neutral alpha glucosidase AB	0.0174	0.0938	0.0925
Brugia malayi	Choline O-acetyltransferase	0.0197	0.1112	0.1447
Trypanosoma cruzi	glycosyl hydrolase-like protein, putative	0.0118	0.0518	0.4682
Onchocerca volvulus		0.0828	0.5864	1
Echinococcus granulosus	carnitine O palmitoyltransferase 1 liver	0.0166	0.0881	0.0868
Brugia malayi	O-Glycosyl hydrolase family 30 protein	0.0274	0.1694	0.2215
Plasmodium falciparum	glycylpeptide N-tetradecanoyltransferase	0.0194	0.1091	0.5
Schistosoma mansoni	CREB-binding protein 2	0.0105	0.0421	0.0568
Brugia malayi	N-myristoyltransferase 2	0.0194	0.1091	0.1419
Trichomonas vaginalis	glucosylceramidase, putative	0.018	0.0984	0.2501
Schistosoma mansoni	choline o-acyltransferase	0.0197	0.1112	0.1532
Loa Loa (eye worm)	choline O-acetyltransferase	0.0197	0.1112	0.1463
Trypanosoma brucei	N-myristoyltransferase	0.0194	0.1091	1
Echinococcus granulosus	neutral alpha glucosidase AB	0.0174	0.0938	0.0925
Trichomonas vaginalis	glucosylceramidase, putative	0.019	0.1057	0.2893
Trypanosoma cruzi	choline/carnitine O-acyltransferase, putative	0.0166	0.0881	0.8054
Leishmania major	choline/Carnitine o-acyltransferase-like protein	0.0166	0.0881	0.8054
Trichomonas vaginalis	glucosylceramidase, putative	0.0274	0.1694	0.6322
Entamoeba histolytica	glycosyl hydrolase, family 31 protein	0.0174	0.0938	0.7336
Echinococcus multilocularis	lysosomal alpha glucosidase	0.1058	0.7601	0.7597

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (binding)	= 0.54 uM	Concentration required for inhibition of human cytomegalo virus (HCMV) protease activity.	ChEMBL.	11754575
IC50 (binding)	= 0.54 uM	Concentration required for inhibition of human cytomegalo virus (HCMV) protease activity.	ChEMBL.	11754575
IC50 (binding)	> 10 uM	Concentration required for 50% elastase inhibition	ChEMBL.	11754575
IC50 (binding)	> 100 uM	Concentration required for 50% Acetylcholinesterase inhibition	ChEMBL.	11754575
IC50 (binding)	> 100 uM	Concentration required for 50% Acetylcholinesterase inhibition	ChEMBL.	11754575
IC50 (binding)	> 200 uM	Concentration required for 50% thrombin inhibition	ChEMBL.	11754575
IC50 (binding)	> 200 uM	Concentration required for 50% thrombin inhibition	ChEMBL.	11754575
Ki (binding)	= 34 nM	Binding affinity towards Human cytomegalovirus (HCMV) protease	ChEMBL.	11754575
Ki (binding)	= 34 nM	Binding affinity towards Human cytomegalovirus (HCMV) protease	ChEMBL.	11754575

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: CHEMBL301610
PubChem: 11113965

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 77594