TDR Targets

Basic information

Technical information

TDR Targets ID: 140916
Name: (4R,5S,6S,7R)-4,7-dibenzyl-1,3-bis[(3-bromoph enyl)methyl]-5,6-dihydroxy-1,3-diazepan-2-one
MW: 664.427 | Formula: C33H32Br2N2O3
H donors: 2 H acceptors: 3 LogP: 6.69 Rotable bonds: 8
Rule of 5 violations (Lipinski): 2
SMILES: Brc1cccc(c1)CN1[C@H](Cc2ccccc2)[C@H](O)[C@H]([C@H](N(C1=O)Cc1cccc(c1)Br)Cc1ccccc1)O
InChi: 1S/C33H32Br2N2O3/c34-27-15-7-13-25(17-27)21-36-29(19-23-9-3-1-4-10-23)31(38)32(39)30(20-24-11-5-2-6-12-24)37(33(36)40)22-26-14-8-16-28(35)18-26/h1-18,29-32,38-39H,19-22H2/t29-,30-,31+,32+/m1/s1
InChiKey: DCQYMSCVLYZBBA-ZRTHHSRSSA-N

Network

Hover on a compound node to display the structore

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

This is a work in progress. Come back soon to try this features!

Clustering layers

This is a work in progress. Come back soon to try this features!

Synonyms

(4R,5S,6S,7R)-1,3-bis[(3-bromophenyl)methyl]-5,6-dihydroxy-4,7-bis(phenylmethyl)-1,3-diazepan-2-one
(4R,5S,6S,7R)-4,7-dibenzyl-1,3-bis(3-bromobenzyl)-5,6-dihydroxy-1,3-diazepan-2-one
(4R,5S,6S,7R)-4,7-bis(benzyl)-1,3-bis(3-bromobenzyl)-5,6-dihydroxy-1,3-diazepan-2-one
152929-67-4
AIDS-033361
AIDS033361
2H-1,3-Diazepin-2-one, 1,3-bis((3-bromophenyl)methyl)hexahydro-5,6-dihydroxy-4,7-bis(phenylmethyl)-, (4R,5S,6S,7R)-
2H-1,3-Diazepin-2-one, 1,3-bis[(3-bromophenyl)methyl]hexahydro-5,6-dihydroxy-4,7-bis(phenylmethyl)-, (4R,5S,6S,7R)-

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 %
Mycobacterium leprae	Hypothetical protein	Human immunodeficiency virus type 1 protease	99 aa	86 aa	27.9 %
Entamoeba histolytica	retroviral aspartyl protease domain-containing protein	Human immunodeficiency virus type 1 protease	99 aa	103 aa	31.1 %
Giardia lamblia	DNA-directed RNA polymerase subunit D	Human immunodeficiency virus type 1 protease	99 aa	90 aa	27.8 %
Trypanosoma brucei	variant surface glycoprotein (VSG), putative	Human immunodeficiency virus type 1 protease	99 aa	80 aa	27.5 %
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 %
Echinococcus multilocularis	Chromobox protein 3	Human immunodeficiency virus type 1 protease	99 aa	95 aa	28.4 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus multilocularis	SWI:SNF matrix associated	0.0064	0.0299	0.1432
Plasmodium vivax	replication protein A1, large subunit, putative	0.0033	0.0096	0.0899
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0026	0.0061
Leishmania major	ribonucleoside-diphosphate reductase large chain, putative	0.018	0.1066	1
Echinococcus multilocularis	Nuclear pore complex protein Nup153	0.0023	0.0026	0.0125
Trypanosoma cruzi	Zn-finger in Ran binding protein and others, putative	0.0023	0.0026	0.0246
Echinococcus multilocularis	insulin receptor	0.0047	0.0187	0.0897
Echinococcus multilocularis	Zinc finger, RanBP2 type	0.0023	0.0026	0.0125
Brugia malayi	brahma associated protein 60 kDa	0.0064	0.0299	0.0698
Onchocerca volvulus		0.0064	0.0299	1
Schistosoma mansoni	replication factor A 1 rfa1	0.0069	0.0335	0.0335
Echinococcus granulosus	Upstream activation factor subunit UAF30	0.0064	0.0299	0.1432
Echinococcus multilocularis		0.0046	0.0178	0.085
Plasmodium falciparum	SWIB/MDM2 domain-containing protein	0.0064	0.0299	0.2806
Brugia malayi	replication factor A 73 kDa subunit	0.0069	0.0335	0.0782
Echinococcus granulosus	insulin growth factor 1 receptor beta	0.0047	0.0187	0.0897
Schistosoma mansoni	family A2 unassigned peptidase (A02 family)	0.0278	0.1716	0.1716
Echinococcus granulosus	tumor protein p63	0.0334	0.2089	1
Brugia malayi	SWIB/MDM2 domain containing protein	0.0064	0.0299	0.0698
Loa Loa (eye worm)	replication factor A 73 kDa subunit	0.0069	0.0335	0.0782
Mycobacterium leprae	RIBONUCLEOSIDE-DIPHOSPHATE REDUCTASE (ALPHA CHAIN) NRDE (RIBONUCLEOTIDE REDUCTASE SMALL SUBUNIT) (R1F PROTEIN)	0.0422	0.2675	0.5
Loa Loa (eye worm)	ribonucleoside-diphosphate reductase large subunit	0.018	0.1066	0.2487
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0026	0.0061
Leishmania major	hypothetical protein, conserved	0.0023	0.0026	0.0246
Trypanosoma cruzi	mitochondrial RNA binding complex 1 subunit, putative	0.0023	0.0026	0.0246
Wolbachia endosymbiont of Brugia malayi	ribonucleotide-diphosphate reductase subunit alpha	0.0164	0.0964	0.5
Trypanosoma cruzi	ribonucleoside-diphosphate reductase large chain, putative	0.005	0.021	0.1966
Echinococcus multilocularis	Upstream activation factor subunit UAF30	0.0064	0.0299	0.1432
Entamoeba histolytica	replication factor A protein 1, putative	0.003	0.0073	0.5
Trypanosoma cruzi	mitochondrial RNA binding complex 1 subunit, putative	0.0023	0.0026	0.0246
Plasmodium vivax	hypothetical protein, conserved	0.0064	0.0299	0.2806
Schistosoma mansoni	hypothetical protein	0.0064	0.0299	0.0299
Brugia malayi	Protein kinase domain containing protein	0.0047	0.0187	0.0437
Loa Loa (eye worm)	TK/ROR protein kinase	0.002	0.0006	0.0013
Brugia malayi	Zn-finger in Ran binding protein and others containing protein	0.0023	0.0026	0.0061
Plasmodium falciparum	replication protein A1, large subunit	0.0033	0.0096	0.0899
Trypanosoma brucei	RNA helicase, putative	0.0201	0.121	1
Echinococcus granulosus	epidermal growth factor receptor	0.0147	0.0851	0.4075
Onchocerca volvulus	Putative replication factor A 73 kDa subunit	0.0062	0.0287	0.9586
Echinococcus granulosus	Zinc finger RanBP2 type	0.0023	0.0026	0.0125
Brugia malayi	YY1-associated factor 2	0.0023	0.0026	0.0061
Trichomonas vaginalis	ribonucleoside-diphosphate reductase alpha chain, putative	0.0164	0.0964	1
Plasmodium vivax	ribonucleoside-diphosphate reductase large chain, putative	0.018	0.1066	1
Loa Loa (eye worm)	SWIB/MDM2 domain-containing protein	0.0064	0.0299	0.0698
Echinococcus granulosus	insulin receptor	0.0047	0.0187	0.0897
Chlamydia trachomatis	ribonucleoside-diphosphate reductase subunit alpha	0.018	0.1066	1
Toxoplasma gondii	Zn-finger in Ran binding protein and others domain-containing protein	0.0023	0.0026	0.0246
Echinococcus multilocularis	ribonucleoside diphosphate reductase large	0.018	0.1066	0.5101
Onchocerca volvulus		0.0049	0.02	0.6672
Echinococcus multilocularis	ring and YY1 binding protein	0.0023	0.0026	0.0125
Leishmania major	hypothetical protein, conserved	0.0023	0.0026	0.0246
Trypanosoma brucei	Replication factor A protein 1	0.0033	0.0096	0.0587
Treponema pallidum	ribonucleotide-diphosphate reductase subunit alpha	0.018	0.1066	0.5
Schistosoma mansoni	RNA binding protein	0.0023	0.0026	0.0026
Trichomonas vaginalis	replication factor A 1, rfa1, putative	0.0069	0.0335	0.2755
Trypanosoma cruzi	hypothetical protein, conserved	0.0023	0.0026	0.0246
Echinococcus granulosus	replication protein A 70 kDa DNA binding	0.0069	0.0335	0.1603
Echinococcus granulosus	Nuclear pore complex protein Nup153	0.0023	0.0026	0.0125
Leishmania major	hypothetical protein, conserved	0.0023	0.0026	0.0246
Trichomonas vaginalis	replication factor A 1, rfa1, putative	0.0069	0.0335	0.2755
Trypanosoma cruzi	ribonucleoside-diphosphate reductase large chain, putative	0.018	0.1066	1
Trypanosoma cruzi	Zn-finger in Ran binding protein and others, putative	0.0023	0.0026	0.0246
Brugia malayi	hypothetical protein	0.0666	0.4286	1
Toxoplasma gondii	ribonucleoside-diphosphate reductase large chain	0.018	0.1066	1
Brugia malayi	Zn-finger in Ran binding protein and others containing protein	0.0023	0.0026	0.0061
Echinococcus multilocularis	epidermal growth factor receptor	0.0079	0.04	0.1914
Schistosoma mansoni	ribonucleoside-diphosphate reductase alpha subunit	0.018	0.1066	0.1066
Schistosoma mansoni	hypothetical protein	0.0064	0.0299	0.0299
Toxoplasma gondii	ran binding protein	0.0023	0.0026	0.0246
Plasmodium falciparum	zinc finger Ran-binding domain-containing protein 2, putative	0.0023	0.0026	0.0246
Echinococcus granulosus	SWI:SNF matrix associated	0.0064	0.0299	0.1432
Schistosoma mansoni	tyrosine kinase	0.0047	0.0187	0.0187
Schistosoma mansoni	tyrosine kinase	0.0147	0.0851	0.0851
Schistosoma mansoni	hypothetical protein	0.0023	0.0026	0.0026
Onchocerca volvulus		0.0023	0.0026	0.0877
Loa Loa (eye worm)	TK/EGFR protein kinase	0.0147	0.0851	0.1987
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0026	0.0061
Echinococcus multilocularis	tumor protein p63	0.0334	0.2089	1
Onchocerca volvulus		0.0023	0.0026	0.0877
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0026	0.0061
Schistosoma mansoni	brg-1 associated factor	0.0064	0.0299	0.0299
Loa Loa (eye worm)	hypothetical protein	0.0666	0.4286	1
Schistosoma mansoni	tyrosine kinase	0.0079	0.04	0.04
Brugia malayi	Protein kinase domain containing protein	0.002	0.0006	0.0013
Loa Loa (eye worm)	hypothetical protein	0.0049	0.02	0.0466
Schistosoma mansoni	cellular tumor antigen P53	0.0049	0.02	0.02
Toxoplasma gondii	SWIB/MDM2 domain-containing protein	0.0064	0.0299	0.2806
Trypanosoma cruzi	hypothetical protein, conserved	0.0023	0.0026	0.0246
Echinococcus granulosus	zinc finger protein Ran binding	0.0023	0.0026	0.0125
Schistosoma mansoni	tyrosine kinase	0.0078	0.0394	0.0394
Leishmania major	hypothetical protein, conserved	0.0023	0.0026	0.0246
Schistosoma mansoni	tyrosine kinase	0.0078	0.0394	0.0394
Echinococcus multilocularis	zinc finger protein Ran binding	0.0023	0.0026	0.0125
Schistosoma mansoni	tyrosine kinase	0.0078	0.0394	0.0394
Onchocerca volvulus		0.0023	0.0026	0.0877
Brugia malayi	brahma associated protein 60 kDa	0.0064	0.0299	0.0698
Schistosoma mansoni	hypothetical protein	0.0064	0.0299	0.0299
Onchocerca volvulus		0.0023	0.0026	0.0877
Echinococcus multilocularis	SWI:SNF matrix associated	0.0064	0.0299	0.1432
Trypanosoma brucei	ribonucleoside-diphosphate reductase large chain	0.018	0.1066	0.878
Onchocerca volvulus	Ubiquitin thioesterase ZRANB1 homolog	0.0023	0.0026	0.0877
Toxoplasma gondii	DNA topoisomerase domain-containing protein	0.0064	0.0299	0.2806
Schistosoma mansoni	hypothetical protein	0.0201	0.121	0.121
Mycobacterium tuberculosis	Ribonucleoside-diphosphate reductase (alpha chain) NrdE (ribonucleotide reductase small subunit) (R1F protein)	0.0422	0.2675	1
Plasmodium falciparum	SWIB/MDM2 domain-containing protein	0.0064	0.0299	0.2806
Plasmodium vivax	SWIB/MDM2 domain-containing protein, putative	0.0064	0.0299	0.2806
Brugia malayi	Zn-finger in Ran binding protein and others containing protein	0.0023	0.0026	0.0061
Schistosoma mansoni	tyrosine kinase	0.0047	0.0187	0.0187
Echinococcus multilocularis	replication protein A 70 kDa DNA binding	0.0069	0.0335	0.1603
Echinococcus granulosus	epidermal growth factor receptor	0.0079	0.04	0.1914
Mycobacterium ulcerans	ribonucleotide-diphosphate reductase subunit alpha	0.0422	0.2675	0.5
Echinococcus multilocularis	epidermal growth factor receptor	0.0147	0.0851	0.4075
Schistosoma mansoni	TRABID protein (C64 family)	0.0023	0.0026	0.0026
Trypanosoma cruzi	WLM domain containing protein, putative	0.0023	0.0026	0.0246
Echinococcus multilocularis	SWI:SNF matrix associated	0.0064	0.0299	0.1432
Trypanosoma cruzi	Replication factor A protein 1	0.0033	0.0096	0.0899
Trichomonas vaginalis	conserved hypothetical protein	0.0064	0.0299	0.2341
Plasmodium falciparum	ribonucleoside-diphosphate reductase large subunit, putative	0.018	0.1066	1
Schistosoma mansoni	zinc finger protein	0.0023	0.0026	0.0026
Brugia malayi	ribonucleoside-diphosphate reductase large chain, putative	0.018	0.1066	0.2487
Brugia malayi	Furin-like cysteine rich region family protein	0.0147	0.0851	0.1987
Brugia malayi	sulfakinin receptor protein	0.0666	0.4286	1
Toxoplasma gondii	replication factor-a protein 1 (rpa1) subfamily protein	0.0033	0.0096	0.0899
Loa Loa (eye worm)	hypothetical protein	0.0023	0.0026	0.0061
Echinococcus multilocularis	insulin growth factor 1 receptor beta	0.0047	0.0187	0.0897
Leishmania major	replication factor A, 51kDa subunit, putative	0.0033	0.0096	0.0899
Leishmania major	hypothetical protein, conserved	0.0023	0.0026	0.0246
Loa Loa (eye worm)	brahma associated protein	0.0064	0.0299	0.0698
Echinococcus granulosus	ribonucleoside diphosphate reductase large	0.018	0.1066	0.5101
Trichomonas vaginalis	replication factor A 1, rfa1, putative	0.0066	0.0312	0.2494
Trypanosoma cruzi	hypothetical protein, conserved	0.0023	0.0026	0.0246
Schistosoma mansoni	tyrosine kinase	0.0079	0.04	0.04
Echinococcus granulosus	melanoma receptor tyrosine protein kinase	0.0079	0.04	0.1914
Loa Loa (eye worm)	TK/INSR protein kinase	0.0047	0.0187	0.0437
Trypanosoma cruzi	WLM domain containing protein, putative	0.0023	0.0026	0.0246
Schistosoma mansoni	fusion	0.0023	0.0026	0.0026
Echinococcus granulosus	ring and YY1 binding protein	0.0023	0.0026	0.0125
Trypanosoma cruzi	Zn-finger in Ran binding protein and others/FYVE zinc finger, putative	0.0023	0.0026	0.0246
Brugia malayi	Zn-finger in Ran binding protein and others containing protein	0.0023	0.0026	0.0061

Activities

Activity type	Activity value	Assay description	Source	Reference
IC90 (functional)	= 1.2 uM	Inhibition of viral infection in HIV-1(RF)-infected MT-2 cells with an oligonucleotide-based sandwich hybridization assay.	ChEMBL.	8784449
Ki (binding)	= 1.4 nM	Inhibitroy activity against HIV-1 protease	ChEMBL.	8784449
Ki (binding)	= 1.4 nM	Inhibition of HIV-1 protease	ChEMBL.	9925730
Ki (binding)	= 1.4 nM	Inhibitroy activity against HIV-1 protease	ChEMBL.	8784449
Ki (binding)	= 1.4 nM	Inhibition of HIV-1 protease	ChEMBL.	9925730

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: CHEMBL315174
PubChem: 463345

Bibliographic References

2 literature references were 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 140916