TDR Targets

Basic information

Technical information

TDR Targets ID: 185411
Name: tert-butyl N-[(1R,2S)-1-[(4R,7S)-5,8-dioxo-7- propan-2-yl-12,15,18-trioxa-3,6,9-triazabicyc lo[17.3.1]tricosa-1(23),19,21-trien-4-yl]-1-h ydroxy-3-phenylpropan-2-yl]carbamate
MW: 642.783 | Formula: C34H50N4O8
H donors: 5 H acceptors: 4 LogP: 3.49 Rotable bonds: 9
Rule of 5 violations (Lipinski): 2
SMILES: O=C(OC(C)(C)C)N[C@H]([C@H]([C@H]1NCc2cccc(c2)OCCOCCOCCNC(=O)[C@@H](NC1=O)C(C)C)O)Cc1ccccc1
InChi: 1S/C34H50N4O8/c1-23(2)28-31(40)35-14-15-43-16-17-44-18-19-45-26-13-9-12-25(20-26)22-36-29(32(41)38-28)30(39)27(21-24-10-7-6-8-11-24)37-33(42)46-34(3,4)5/h6-13,20,23,27-30,36,39H,14-19,21-22H2,1-5H3,(H,35,40)(H,37,42)(H,38,41)/t27-,28-,29+,30+/m0/s1
InChiKey: DQRZWWANHBNSDX-VZNYXHRGSA-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

tert-butyl N-[(1S,2R)-1-benzyl-2-hydroxy-2-[(4R,7S)-7-isopropyl-5,8-dioxo-12,15,18-trioxa-3,6,9-triazabicyclo[17.3.1]tricosa-1(23),19,21-trien-4-yl]ethyl]carbamate
N-[(1S,2R)-1-benzyl-2-hydroxy-2-[(4R,7S)-7-isopropyl-5,8-dioxo-12,15,18-trioxa-3,6,9-triazabicyclo[17.3.1]tricosa-1(23),19,21-trien-4-yl]ethyl]carbamic acid tert-butyl ester
tert-butyl N-[(1R,2S)-1-[(4R,7S)-5,8-dioxo-7-propan-2-yl-12,15,18-trioxa-3,6,9-triazabicyclo[17.3.1]tricosa-1(23),19,21-trien-4-yl]-1-hydroxy-3-phenyl-propan-2-yl]carbamate
N-[(1S,2R)-1-benzyl-2-hydroxy-2-[(4R,7S)-7-isopropyl-5,8-diketo-12,15,18-trioxa-3,6,9-triazabicyclo[17.3.1]tricosa-1(23),19,21-trien-4-yl]ethyl]carbamic acid tert-butyl ester
tert-butyl N-[(1S,2R)-2-hydroxy-2-[(4R,7S)-7-isopropyl-5,8-dioxo-12,15,18-trioxa-3,6,9-triazabicyclo[17.3.1]tricosa-1(23),19,21-trien-4-yl]-1-(phenylmethyl)ethyl]carbamate
N-[(1S,2R)-2-hydroxy-2-[(4R,7S)-7-isopropyl-5,8-dioxo-12,15,18-trioxa-3,6,9-triazabicyclo[17.3.1]tricosa-1(23),19,21-trien-4-yl]-1-(phenylmethyl)ethyl]carbamic acid tert-butyl ester
N-[(1S,2R)-1-(benzyl)-2-hydroxy-2-[(4R,7S)-7-isopropyl-5,8-diketo-12,15,18-trioxa-3,6,9-triazabicyclo[17.3.1]tricosa-1(23),19,21-trien-4-yl]ethyl]carbamic acid tert-butyl ester
180968-41-6
AIDS-028578
AIDS028578
(1'S,2'S,9S,15R)-15-(2'-(((1,1-Dimethylethoxy)carbonyl)amino)-1'-hydroxy-3'-phenylprop-1'-yl)-12-(1-methylethyl)-10,13,16-triaza-1,4,7-trioxa-11,14-dioxo(17)metacyclophane
(1'S,2'S,9S,15R)-15-[2'-[[(1,1-Dimethylethoxy)carbonyl]amino]-1'-hydroxy-3'-phenylprop-1'-yl]-12-(1-methylethyl)-10,13,16-triaza-1,4,7-trioxa-11,14-dioxo[17]metacyclophane
1OH-2BocNH-3PhPr [17]Metacyclophane deriv.

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
Candida albicans	dethiobiotin synthetase	Human immunodeficiency virus type 1 protease	99 aa	90 aa	22.2 %
Entamoeba histolytica	retroviral aspartyl protease domain-containing protein	Human immunodeficiency virus type 1 protease	99 aa	103 aa	31.1 %
Trypanosoma brucei	variant surface glycoprotein (VSG), putative	Human immunodeficiency virus type 1 protease	99 aa	80 aa	27.5 %
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 %
Echinococcus multilocularis	Chromobox protein 3	Human immunodeficiency virus type 1 protease	99 aa	95 aa	28.4 %
Entamoeba histolytica	retroviral aspartyl protease domain-containing protein	Human immunodeficiency virus type 1 protease	99 aa	103 aa	31.1 %
Mycobacterium leprae	Hypothetical protein	Human immunodeficiency virus type 1 protease	99 aa	86 aa	27.9 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Schistosoma mansoni	cercarial elastase (S01 family)	0.055	0.2916	0.2179
Brugia malayi	Trypsin-like protease protein 5	0.055	0.2916	1
Onchocerca volvulus		0.055	0.2916	1
Onchocerca volvulus		0.055	0.2916	1
Loa Loa (eye worm)	hypothetical protein	0.055	0.2916	1
Echinococcus granulosus	subfamily S1A unassigned peptidase S01 family	0.055	0.2916	1
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.055	0.2916	0.2179
Echinococcus granulosus	glycoprotein Antigen 5	0.055	0.2916	1
Echinococcus multilocularis	Peptidase S1 S6, chymotrypsin Hap	0.055	0.2916	1
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.055	0.2916	0.2179
Onchocerca volvulus		0.055	0.2916	1
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.055	0.2916	0.2179
Mycobacterium tuberculosis	Carboxylesterase LipT	0.0148	0	0.5
Schistosoma mansoni	cercarial elastase (S01 family)	0.055	0.2916	0.2179
Schistosoma mansoni	cercarial elastase (S01 family)	0.055	0.2916	0.2179
Echinococcus granulosus	fatty acid amide hydrolase 1	0.0502	0.2567	0.6197
Loa Loa (eye worm)	hypothetical protein	0.055	0.2916	1
Loa Loa (eye worm)	hypothetical protein	0.055	0.2916	1
Echinococcus granulosus	Peptidase S1 S6 chymotrypsin Hap	0.055	0.2916	1
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.055	0.2916	0.2179
Loa Loa (eye worm)	trypsin family protein	0.055	0.2916	1
Loa Loa (eye worm)	hypothetical protein	0.055	0.2916	1
Loa Loa (eye worm)	hypothetical protein	0.055	0.2916	1
Echinococcus granulosus	Mastin	0.055	0.2916	1
Schistosoma mansoni	cercarial elastase (S01 family)	0.055	0.2916	0.2179
Echinococcus granulosus	fatty acid amide hydrolase 1	0.0502	0.2567	0.6197
Schistosoma mansoni	hypothetical protein	0.055	0.2916	0.2179
Schistosoma mansoni	cercarial elastase (S01 family)	0.055	0.2916	0.2179
Brugia malayi	Trypsin family protein	0.055	0.2916	1
Loa Loa (eye worm)	hypothetical protein	0.055	0.2916	1
Brugia malayi	Trypsin family protein	0.055	0.2916	1
Brugia malayi	Trypsin family protein	0.055	0.2916	1
Echinococcus multilocularis	Mastin	0.055	0.2916	1
Loa Loa (eye worm)	hypothetical protein	0.055	0.2916	1
Schistosoma mansoni	cercarial elastase (S01 family)	0.055	0.2916	0.2179
Trypanosoma brucei	lipase domain protein, putative	0.0424	0.1998	0.5
Loa Loa (eye worm)	hypothetical protein	0.0502	0.2567	0.6197
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.055	0.2916	0.2179
Schistosoma mansoni	fatty-acid amide hydrolase	0.0502	0.2567	0.1794
Brugia malayi	Chymotrypsin-like protease CTRL-1 precursor	0.055	0.2916	1
Echinococcus multilocularis	transmembrane protease serine 3	0.055	0.2916	1
Schistosoma mansoni	hypothetical protein	0.055	0.2916	0.2179
Schistosoma mansoni	cercarial elastase (S01 family)	0.055	0.2916	0.2179
Trichomonas vaginalis	lipase containing protein, putative	0.0424	0.1998	0.5
Schistosoma mansoni	amidase	0.0502	0.2567	0.1794
Schistosoma mansoni	cercarial elastase (S01 family)	0.055	0.2916	0.2179
Schistosoma mansoni	aminopeptidase PILS (M01 family)	0.055	0.2916	0.2179
Echinococcus granulosus	enteropeptidase	0.055	0.2916	1
Brugia malayi	Trypsin family protein	0.055	0.2916	1
Brugia malayi	amidase	0.0502	0.2567	0.6197
Echinococcus multilocularis	fatty acid amide hydrolase 1	0.0502	0.2567	0.6197
Leishmania major	hypothetical protein, conserved	0.0424	0.1998	0.5
Trypanosoma cruzi	hypothetical protein, conserved	0.0424	0.1998	0.5
Schistosoma mansoni	cercarial elastase (S01 family)	0.055	0.2916	0.2179
Onchocerca volvulus		0.055	0.2916	1
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.055	0.2916	0.2179
Echinococcus granulosus	transmembrane protease serine 3	0.055	0.2916	1
Schistosoma mansoni	cercarial elastase (S01 family)	0.055	0.2916	0.2179
Trypanosoma brucei	lipase domain protein, putative	0.0424	0.1998	0.5
Echinococcus multilocularis	enteropeptidase	0.055	0.2916	1
Trypanosoma cruzi	hypothetical protein, conserved	0.0424	0.1998	0.5
Onchocerca volvulus		0.055	0.2916	1
Echinococcus multilocularis	glycoprotein Antigen 5	0.055	0.2916	1
Echinococcus multilocularis	subfamily S1A unassigned peptidase (S01 family)	0.055	0.2916	1
Mycobacterium ulcerans	hypothetical protein	0.055	0.2916	1
Schistosoma mansoni	subfamily S1A unassigned peptidase (S01 family)	0.055	0.2916	0.2179
Trichomonas vaginalis	lipase containing protein, putative	0.0424	0.1998	0.5
Brugia malayi	hypothetical protein	0.055	0.2916	1
Onchocerca volvulus		0.055	0.2916	1
Schistosoma mansoni	cercarial elastase (S01 family)	0.055	0.2916	0.2179
Echinococcus multilocularis	fatty acid amide hydrolase 1	0.0502	0.2567	0.6197

Activities

Activity type	Activity value	Assay description	Source	Reference
IC50 (functional)	= 3000 nM	Antiviral activity against HIV-1 IIIB induced cytopathic effect in de novo infected MT-4 cells	ChEMBL.	8765512
Ki (binding)	= 207.7 nM	Inhibition of HIV-1 proteinase was assayed in infected MT-4 cells	ChEMBL.	8765512
Ki (binding)	= 207.7 nM	Inhibition of HIV-1 proteinase was assayed in infected MT-4 cells	ChEMBL.	8765512
Solubility	= 607 mM	Aqueous solubility of the compound was determined in phosphate buffer of pH 7.4	ChEMBL.	8765512

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: CHEMBL113423
PubChem: 461293

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 185411