TDR Targets

Basic information

Technical information

TDR Targets ID: 174103
Name: (2R,3R,4R,5R)-2,5-bis[(4-fluorophenyl)methoxy ]-3,4-dihydroxy-N,N'-bis[(2S)-3-methyl-1-(met hylamino)-1-oxobutan-2-yl]hexanediamide
MW: 650.711 | Formula: C32H44F2N4O8
H donors: 6 H acceptors: 6 LogP: 2.07 Rotable bonds: 21
Rule of 5 violations (Lipinski): 3
SMILES: CNC(=O)[C@H](C(C)C)NC(=O)[C@@H]([C@@H]([C@H]([C@H](C(=O)N[C@H](C(=O)NC)C(C)C)OCc1ccc(cc1)F)O)O)OCc1ccc(cc1)F
InChi: 1S/C32H44F2N4O8/c1-17(2)23(29(41)35-5)37-31(43)27(45-15-19-7-11-21(33)12-8-19)25(39)26(40)28(46-16-20-9-13-22(34)14-10-20)32(44)38-24(18(3)4)30(42)36-6/h7-14,17-18,23-28,39-40H,15-16H2,1-6H3,(H,35,41)(H,36,42)(H,37,43)(H,38,44)/t23-,24-,25+,26+,27+,28+/m0/s1
InChiKey: RRHNFHNXWMHGQP-BQXGFVACSA-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

(2R,3R,4R,5R)-2,5-bis[(4-fluorophenyl)methoxy]-3,4-dihydroxy-N,N'-bis[(1S)-2-methyl-1-(methylcarbamoyl)propyl]hexanediamide
(2R,3R,4R,5R)-2,5-bis[(4-fluorophenyl)methoxy]-3,4-dihydroxy-N,N'-bis[(2S)-3-methyl-1-(methylamino)-1-oxo-butan-2-yl]hexanediamide
(2R,3R,4R,5R)-2,5-bis[(4-fluorobenzyl)oxy]-3,4-dihydroxy-N,N'-bis[(1S)-2-methyl-1-(methylcarbamoyl)propyl]adipamide
(2R,3R,4R,5R)-2,5-bis[(4-fluorophenyl)methoxy]-3,4-dihydroxy-N,N'-bis[(2S)-3-methyl-1-methylamino-1-oxobutan-2-yl]hexanediamide
(2R,3R,4R,5R)-2,5-bis[(4-fluorophenyl)methoxy]-3,4-dihydroxy-N,N'-bis[(2S)-3-methyl-1-methylamino-1-oxo-butan-2-yl]hexanediamide
(2R,3R,4R,5R)-N-[(1S)-2-Methyl-1-(N-methylcarbamoyl)propyl]-N'-[(1S)-2-methyl-1-(N-methylcarbamoyl)propyl]-2,5-bis[(4-fluorophenyl)methoxy]-3,4-dihydroxyhexane-1,6-diamide
AIDS-113216
AIDS113216
1-Valine Methylamide deriv. 4

Targets

Known targets for this compound

Species	Target name	Source	Bibliographic reference
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 protease	Starlite/ChEMBL	References

Predicted pathogen targets for this compound

By orthology

Species	Potential target	Known druggable target/s	Ortholog Group
Schistosoma mansoni	intracisternal A-particle retropepsin (A02 family)	Get druggable targets OG5_131408	All targets in OG5_131408

By sequence similarity to non orthologous known druggable targets

Species	Potential target	Known druggable target	Length	Alignment span	Identity
Echinococcus multilocularis	Chromobox protein 3	Human immunodeficiency virus type 1 protease	99 aa	95 aa	28.4 %
Mycobacterium leprae	Hypothetical protein	Human immunodeficiency virus type 1 protease	99 aa	86 aa	27.9 %
Trypanosoma brucei	variant surface glycoprotein (VSG), putative	Human immunodeficiency virus type 1 protease	99 aa	80 aa	27.5 %
Entamoeba histolytica	retroviral aspartyl protease domain-containing protein	Human immunodeficiency virus type 1 protease	99 aa	103 aa	31.1 %
Entamoeba histolytica	retroviral aspartyl protease domain-containing protein	Human immunodeficiency virus type 1 protease	99 aa	103 aa	31.1 %
Candida albicans	dethiobiotin synthetase	Human immunodeficiency virus type 1 protease	99 aa	90 aa	22.2 %
Giardia lamblia	DNA-directed RNA polymerase subunit D	Human immunodeficiency virus type 1 protease	99 aa	90 aa	27.8 %
Candida albicans	dethiobiotin synthetase	Human immunodeficiency virus type 1 protease	99 aa	90 aa	22.2 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus multilocularis	tyrosine protein kinase Btk29A	0.0741	0.28	1
Loa Loa (eye worm)	TK protein kinase	0.0741	0.28	1
Loa Loa (eye worm)	hypothetical protein	0.0741	0.28	1
Echinococcus granulosus	tyrosine protein kinase ABL1	0.0741	0.28	1
Brugia malayi	Protein kinase domain containing protein	0.0741	0.28	1
Brugia malayi	hypothetical protein	0.0741	0.28	1
Brugia malayi	Tyrosine-protein kinase abl-1	0.0741	0.28	1
Brugia malayi	SH2 domain containing protein	0.0741	0.28	1
Echinococcus granulosus	tyrosine protein kinase Src42A	0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase Src42A	0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase Fgr	0.0741	0.28	1
Echinococcus granulosus	tyrosine kinase\|tyrosine protein kinase Fyn	0.0741	0.28	1
Loa Loa (eye worm)	TK/FER protein kinase	0.0741	0.28	1
Loa Loa (eye worm)	TK/FER protein kinase	0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.0741	0.28	1
Loa Loa (eye worm)	TK/FER protein kinase	0.0741	0.28	1
Echinococcus granulosus	tyrosine protein kinase Fyn	0.0741	0.28	1
Onchocerca volvulus		0.0741	0.28	1
Brugia malayi	protein-tyrosine kinase	0.0741	0.28	1
Onchocerca volvulus		0.0741	0.28	1
Onchocerca volvulus		0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase ABL1	0.0741	0.28	1
Loa Loa (eye worm)	SRC-1	0.0741	0.28	1
Echinococcus granulosus	tyrosine protein kinase shark	0.0741	0.28	1
Echinococcus granulosus	proto oncogene tyrosine protein kinase LCK	0.0741	0.28	1
Echinococcus granulosus	tyrosine protein kinase Btk29A	0.0741	0.28	1
Brugia malayi	Protein kinase domain containing protein	0.0741	0.28	1
Echinococcus granulosus	tyrosine kinase	0.0741	0.28	1
Echinococcus granulosus	tyrosine protein kinase Fyn	0.0741	0.28	1
Loa Loa (eye worm)	TK/FER protein kinase	0.0741	0.28	1
Loa Loa (eye worm)	TK/FER protein kinase	0.0741	0.28	1
Loa Loa (eye worm)	TK/FER protein kinase	0.0741	0.28	1
Schistosoma mansoni	tyrosine kinase	0.0741	0.28	0.28
Onchocerca volvulus		0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase lyn tyrosine protein kinase blk	0.0741	0.28	1
Schistosoma mansoni	tyrosine kinase	0.0741	0.28	0.28
Echinococcus granulosus	tyrosine protein kinase Lyn	0.0741	0.28	1
Brugia malayi	SH2 domain containing protein	0.0741	0.28	1
Entamoeba histolytica	SH2-protein kinase domain containing protein	0.0741	0.28	1
Onchocerca volvulus		0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase shark	0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.0741	0.28	1
Schistosoma mansoni	tyrosine kinase	0.0741	0.28	0.28
Loa Loa (eye worm)	TK/FER protein kinase	0.0741	0.28	1
Echinococcus multilocularis	c src tyrosine kinase	0.0741	0.28	1
Loa Loa (eye worm)	TK/FER protein kinase	0.0741	0.28	1
Echinococcus multilocularis	tyrosine kinase	0.0741	0.28	1
Echinococcus granulosus	3'partial\|tyrosine protein kinase Fgr	0.0741	0.28	1
Echinococcus granulosus	tyrosine protein kinase Fps85D	0.0741	0.28	1
Echinococcus granulosus	tyrosine protein kinase Fyn	0.0741	0.28	1
Brugia malayi	SRC-1	0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase Blk	0.0741	0.28	1
Loa Loa (eye worm)	TK/ABL protein kinase	0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase Fyn	0.0741	0.28	1
Schistosoma mansoni	tyrosine kinase	0.0741	0.28	0.28
Loa Loa (eye worm)	TK/FER protein kinase	0.0741	0.28	1
Echinococcus granulosus	tyrosine kinase	0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase Abl	0.0741	0.28	1
Schistosoma mansoni	tyrosine kinase	0.0741	0.28	0.28
Echinococcus granulosus	tyrosine protein kinase Src64B	0.0741	0.28	1
Schistosoma mansoni	tyrosine kinase	0.0741	0.28	0.28
Echinococcus granulosus	tyrosine protein kinase Blk	0.0741	0.28	1
Brugia malayi	Protein kinase domain containing protein	0.0741	0.28	1
Echinococcus granulosus	tyrosine protein kinase Srms	0.0741	0.28	1
Echinococcus multilocularis	proto oncogene tyrosine protein kinase LCK	0.0741	0.28	1
Brugia malayi	Protein kinase domain containing protein	0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase Srms	0.0741	0.28	1
Onchocerca volvulus		0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase Fps85D	0.0741	0.28	1
Schistosoma mansoni	proto-oncogene tyrosine-protein kinase src	0.0741	0.28	0.28
Brugia malayi	Protein kinase domain containing protein	0.0741	0.28	1
Echinococcus granulosus	c src tyrosine kinase	0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase Src64B	0.0741	0.28	1
Loa Loa (eye worm)	TK/FER protein kinase	0.0741	0.28	1
Echinococcus multilocularis	tyrosine protein kinase lyn lyn a protein tyrosine kinase lymphocyte specific protein tyrosine kinase	0.0741	0.28	1

Activities

Activity type	Activity value	Assay description	Source	Reference
ED50 (functional)	= 0.97 uM	Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with ritonavir)	ChEMBL.	11543677
ED50 (functional)	= 0.97 uM	Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with ritonavir)	ChEMBL.	11543677
ED50 (functional)	= 1.17 uM	Anti-HIV-1 activity against Wild type virus in MT-4 cells	ChEMBL.	11543677
ED50 (functional)	= 1.17 uM	Anti-HIV-1 activity against Wild type virus in MT-4 cells	ChEMBL.	11543677
ED50 (functional)	= 1.32 uM	Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with nelfinavir)	ChEMBL.	11543677
ED50 (functional)	= 1.32 uM	Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with nelfinavir)	ChEMBL.	11543677
ED50 (functional)	= 3.65 uM	Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with saquinavir)	ChEMBL.	11543677
ED50 (functional)	= 3.65 uM	Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with saquinavir)	ChEMBL.	11543677
ED50 (functional)	= 7.82 uM	Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with compound 1)	ChEMBL.	11543677
ED50 (functional)	= 7.82 uM	Anti-HIV-1 activity against mutant HIV-1 in MT-4 cells (mutation selected with compound 1)	ChEMBL.	11543677
Ki (binding)	= 1.79 nM	Inhibitory concentration against HIV-1 protease	ChEMBL.	11543677
Ki (binding)	= 1.79 nM	Inhibitory concentration against HIV-1 protease	ChEMBL.	11543677

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: CHEMBL317263
PubChem: 489747

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 174103