TDR Targets

Basic information

Technical information

TDR Targets ID: 141143
Name: (4R,5S,6S,7R)-4,7-dibenzyl-1-[(4-fluorophenyl )methyl]-5,6-dihydroxy-3-(naphthalen-2-ylmeth yl)-1,3-diazepan-2-one
MW: 574.684 | Formula: C37H35FN2O3
H donors: 2 H acceptors: 3 LogP: 6.66 Rotable bonds: 8
Rule of 5 violations (Lipinski): 2
SMILES: Fc1ccc(cc1)CN1[C@H](Cc2ccccc2)[C@H](O)[C@H]([C@H](N(C1=O)Cc1ccc2c(c1)cccc2)Cc1ccccc1)O
InChi: 1S/C37H35FN2O3/c38-32-19-16-28(17-20-32)24-39-33(22-26-9-3-1-4-10-26)35(41)36(42)34(23-27-11-5-2-6-12-27)40(37(39)43)25-29-15-18-30-13-7-8-14-31(30)21-29/h1-21,33-36,41-42H,22-25H2/t33-,34-,35+,36+/m1/s1
InChiKey: BPRDTHVBAHPJNR-NWJWHWDBSA-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

(4R,5S,6S,7R)-4,7-dibenzyl-1-[(4-fluorophenyl)methyl]-5,6-dihydroxy-3-(2-naphthylmethyl)-1,3-diazepan-2-one
(4R,5S,6S,7R)-4,7-dibenzyl-1-[(4-fluorophenyl)methyl]-5,6-dihydroxy-3-(2-naphthalenylmethyl)-1,3-diazepan-2-one
(4R,5S,6S,7R)-1-[(4-fluorophenyl)methyl]-5,6-dihydroxy-3-(naphthalen-2-ylmethyl)-4,7-bis(phenylmethyl)-1,3-diazepan-2-one
(4R,5S,6S,7R)-4,7-dibenzyl-1-(4-fluorobenzyl)-5,6-dihydroxy-3-(2-naphthylmethyl)-1,3-diazepan-2-one
(4R,5S,6S,7R)-1-[(4-fluorophenyl)methyl]-5,6-dihydroxy-3-(2-naphthylmethyl)-4,7-bis(phenylmethyl)-1,3-diazepan-2-one
(4R,5S,6S,7R)-4,7-bis(benzyl)-1-(4-fluorobenzyl)-5,6-dihydroxy-3-(2-naphthylmethyl)-1,3-diazepan-2-one
(4R,5S,6S,7R)-Hexahydro-5,6-dihydroxy-1-[(4-fluorophenyl)methyl]-3-(2-naphthylmethyl)-4,7-bis(phenylmethyl)-2H-1,3-diazepin-2-one
AIDS-033387
AIDS033387

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
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 %
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 %
Mycobacterium leprae	Hypothetical protein	Human immunodeficiency virus type 1 protease	99 aa	86 aa	27.9 %
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 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Echinococcus multilocularis	carbonic anhydrase	0.0114	0.0612	0.3147
Mycobacterium leprae	Probable transmembrane transport protein	0.0242	0.146	1
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0047	0.0166	0.0856
Echinococcus granulosus	carbonic anhydrase II	0.021	0.1252	0.6438
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0114	0.0612	0.4888
Trypanosoma brucei	carbonic anhydrase-like protein	0.021	0.1252	1
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0047	0.0166	0.0856
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0114	0.0612	0.4888
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.0166	0.0166
Echinococcus multilocularis	aldehyde dehydrogenase, mitochondrial	0.0062	0.0268	0.1378
Loa Loa (eye worm)	hypothetical protein	0.0029	0.0052	0.0266
Brugia malayi	Carbonic anhydrase like protein 2 precursor	0.0114	0.0612	0.4888
Plasmodium vivax	sulfate transporter, putative	0.0033	0.0077	1
Leishmania major	carbonic anhydrase-like protein	0.021	0.1252	1
Schistosoma mansoni	carbonic anhydrase-related	0.0114	0.0612	0.0612
Echinococcus multilocularis	carbonic anhydrase II	0.021	0.1252	0.6438
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0062	0.0268	0.0283
Toxoplasma gondii	hypothetical protein	0.0114	0.0612	1
Trichomonas vaginalis	conserved hypothetical protein	0.1047	0.6807	1
Schistosoma mansoni	hypothetical protein	0.0315	0.1944	0.1944
Echinococcus granulosus	importin subunit beta 1	0.0029	0.0052	0.0266
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0047	0.0166	0.0856
Schistosoma mansoni	carbonic anhydrase	0.005	0.0191	0.0191
Toxoplasma gondii	aldehyde dehydrogenase	0.0062	0.0268	0.438
Brugia malayi	Carbonic anhydrase like protein 2 precursor	0.0114	0.0612	0.4888
Giardia lamblia	GTP-binding nuclear protein RAN/TC4	0.0022	0	0.5
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.021	0.1252	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.0166	0.0166
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	0.021	0.1252	0.1252
Onchocerca volvulus		0.0209	0.1245	0.5
Plasmodium falciparum	inorganic anion exchanger, inorganic anion antiporter	0.0033	0.0077	0.1263
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0047	0.0166	0.0166
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	0.0114	0.0612	0.3147
Echinococcus granulosus	carbonic anhydrase	0.0114	0.0612	0.3147
Entamoeba histolytica	carbonic anhydrase, putative	0.005	0.0191	1
Trypanosoma brucei	importin beta-1 subunit, putative	0.0029	0.0052	0.0413
Echinococcus multilocularis	importin subunit beta 1	0.0029	0.0052	0.0266
Mycobacterium tuberculosis	Probable conserved transmembrane protein	0.0242	0.146	0.1922
Leishmania major	importin beta-1 subunit, putative	0.0024	0.0015	0.0117
Echinococcus granulosus	carbonic anhydrase	0.0114	0.0612	0.3147
Trypanosoma brucei	importin beta-1 subunit, putative	0.0029	0.0052	0.0413
Trypanosoma cruzi	Sulfate transporter N-terminal domain with GLY motif/Sulfate transporter family, putative	0.0033	0.0077	0.0617
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0062	0.0268	0.0283
Chlamydia trachomatis	sulfate transporter	0.0033	0.0077	0.5
Echinococcus multilocularis	carbonic anhydrase	0.0114	0.0612	0.3147
Loa Loa (eye worm)	hypothetical protein	0.0114	0.0612	0.3147
Echinococcus granulosus	guanine nucleotide binding protein Gs subunit	0.0047	0.0166	0.0856
Trichomonas vaginalis	Importin beta-1 subunit, putative	0.0024	0.0015	0.0022
Plasmodium falciparum	carbonic anhydrase	0.0114	0.0612	1
Schistosoma mansoni	carbonic anhydrase-related	0.0114	0.0612	0.0612
Echinococcus granulosus	snurportin 1	0.0315	0.1944	1
Plasmodium vivax	importin-beta 2, putative	0.0029	0.0052	0.6685
Trichomonas vaginalis	conserved hypothetical protein	0.1047	0.6807	1
Trypanosoma cruzi	importin beta-1 subunit, putative	0.0024	0.0015	0.0117
Echinococcus granulosus	carbonic anhydrase	0.0114	0.0612	0.3147
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	0.021	0.1252	1
Trypanosoma brucei	Sulfate transporter N-terminal domain with GLY motif/Sulfate transporter family, putative	0.0033	0.0077	0.0617
Brugia malayi	Eukaryotic-type carbonic anhydrase family protein	0.0114	0.0612	0.4888
Echinococcus multilocularis	guanine nucleotide binding protein G(s) subunit	0.0047	0.0166	0.0856
Mycobacterium ulcerans	carbonic anhydrase	0.005	0.0191	0.0169
Loa Loa (eye worm)	hypothetical protein	0.0114	0.0612	0.3147
Schistosoma mansoni	importin beta-1	0.0029	0.0052	0.0052
Toxoplasma gondii	inorganic anion transporter, sulfate permease (SulP) family protein	0.0033	0.0077	0.1263
Mycobacterium ulcerans	aldehyde dehydrogenase	0.0062	0.0268	0.0283
Echinococcus multilocularis	snurportin 1	0.0315	0.1944	1
Mycobacterium ulcerans	carbonic anhydrase	0.1047	0.6807	1
Mycobacterium tuberculosis	Beta-carbonic anhydrase	0.0996	0.6471	1
Leishmania major	carbonic anhydrase family protein, putative	0.005	0.0191	0.1527
Brugia malayi	Putative carbonic anhydrase 5 precursor	0.021	0.1252	1
Schistosoma mansoni	carbonic anhydrase	0.0114	0.0612	0.0612
Leishmania major	aldehyde dehydrogenase, mitochondrial precursor	0.0062	0.0268	0.2141
Mycobacterium tuberculosis	Probable transmembrane carbonic anhydrase (carbonate dehydratase) (carbonic dehydratase)	0.0292	0.1795	0.2462
Loa Loa (eye worm)	carbonic anhydrase 3	0.021	0.1252	0.6438
Entamoeba histolytica	hypothetical protein	0.0024	0.0015	0.0766
Schistosoma mansoni	aldehyde dehydrogenase	0.0062	0.0268	0.0268
Echinococcus granulosus	aldehyde dehydrogenase mitochondrial	0.0062	0.0268	0.1378
Trypanosoma cruzi	carbonic anhydrase-like protein, putative	0.021	0.1252	1
Onchocerca volvulus	Putative sulfate transporter	0.0209	0.1245	0.5
Loa Loa (eye worm)	nucleolar RNA-associated protein alpha	0.0315	0.1944	1
Schistosoma mansoni	aldehyde dehydrogenase	0.0062	0.0268	0.0268
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0047	0.0166	0.1329
Schistosoma mansoni	hypothetical protein	0.0114	0.0612	0.0612
Loa Loa (eye worm)	hypothetical protein	0.0114	0.0612	0.3147
Toxoplasma gondii	HEAT repeat-containing protein	0.0029	0.0052	0.0844
Brugia malayi	RNA, U transporter 1	0.0084	0.0412	0.3294
Brugia malayi	Importin beta-1 subunit	0.0029	0.0052	0.0413
Trypanosoma cruzi	Sulfate transporter N-terminal domain with GLY motif/Sulfate transporter family, putative	0.0033	0.0077	0.0617
Trichomonas vaginalis	importin beta-1, putative	0.0024	0.0015	0.0022
Schistosoma mansoni	carbonic anhydrase II (carbonate dehydratase II)	0.021	0.1252	0.1252
Echinococcus multilocularis	carbonic anhydrase	0.0114	0.0612	0.3147
Plasmodium falciparum	importin beta, putative	0.0029	0.0052	0.0844
Loa Loa (eye worm)	eukaryotic-type carbonic anhydrase	0.021	0.1252	0.6438
Trichomonas vaginalis	Importin beta-1 subunit, putative	0.0024	0.0015	0.0022
Schistosoma mansoni	family A2 unassigned peptidase (A02 family)	0.0278	0.17	0.17
Schistosoma mansoni	carbonic anhydrase-related	0.0114	0.0612	0.0612

Activities

Activity type	Activity value	Assay description	Source	Reference
IC90 (functional)	= 1.1 uM	Inhibition of viral infection in HIV-1(RF)-infected MT-2 cells with an oligonucleotide-based sandwich hybridization assay.	ChEMBL.	8784449
Ki (binding)	= 3.6 nM	Inhibitroy activity against HIV-1 protease	ChEMBL.	8784449
Ki (binding)	= 3.6 nM	Inhibition of HIV-1 protease	ChEMBL.	9925730
Ki (binding)	= 3.6 nM	Inhibitroy activity against HIV-1 protease	ChEMBL.	8784449
Ki (binding)	= 3.6 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: CHEMBL315306
PubChem: 463371

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 141143