TDR Targets

Basic information

Technical information

TDR Targets ID: 234361
Name: (2S)-2-[(4-methylphenyl)sulfonyl-(2-methylpro pyl)amino]-6-(phenylmethoxycarbonylamino)hexa noic acid
MW: 490.612 | Formula: C25H34N2O6S
H donors: 2 H acceptors: 5 LogP: 4.68 Rotable bonds: 15
Rule of 5 violations (Lipinski): 1
SMILES: CC(CN(S(=O)(=O)c1ccc(cc1)C)[C@H](C(=O)O)CCCCNC(=O)OCc1ccccc1)C
InChi: 1S/C25H34N2O6S/c1-19(2)17-27(34(31,32)22-14-12-20(3)13-15-22)23(24(28)29)11-7-8-16-26-25(30)33-18-21-9-5-4-6-10-21/h4-6,9-10,12-15,19,23H,7-8,11,16-18H2,1-3H3,(H,26,30)(H,28,29)/t23-/m0/s1
InChiKey: NMMVSWFBRHRYSZ-QHCPKHFHSA-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

(2S)-6-(benzyloxycarbonylamino)-2-[isobutyl(p-tolylsulfonyl)amino]hexanoic acid
(2S)-6-(benzyloxycarbonylamino)-2-[isobutyl(tosyl)amino]hexanoic acid
(2S)-2-[isobutyl-(4-methylphenyl)sulfonyl-amino]-6-(phenylmethoxycarbonylamino)hexanoic acid
(2S)-2-[isobutyl-(4-methylphenyl)sulfonylamino]-6-[[oxo-(phenylmethoxy)methyl]amino]hexanoic acid
(2S)-6-(benzyloxycarbonylamino)-2-[isobutyl-(4-methylphenyl)sulfonyl-amino]hexanoic acid
AIDS-188972
AIDS188972
N6-[(Benzyloxy)carbonyl]-N2-isobutyl-N2-[(4-methylphenyl)sulfonyl]-L-lysine

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 %
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 %
Echinococcus multilocularis	Chromobox protein 3	Human immunodeficiency virus type 1 protease	99 aa	95 aa	28.4 %
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 %
Trypanosoma brucei	variant surface glycoprotein (VSG), putative	Human immunodeficiency virus type 1 protease	99 aa	80 aa	27.5 %

Ranking Plot

Putative Targets List

Species	Potential target	Raw	Global	Species
Loa Loa (eye worm)	hypothetical protein	0.0042	0.0114	0.018
Leishmania major	telomerase reverse transcriptase, putative	0.01	0.0498	0.1057
Giardia lamblia	DNA topoisomerase II	0.0188	0.1087	1
Loa Loa (eye worm)	pigment dispersing factor receptor c	0.005	0.0169	0.0266
Schistosoma mansoni	survival motor neuron protein	0.0049	0.016	0.0097
Plasmodium falciparum	DNA topoisomerase 2	0.0197	0.1145	0.1801
Schistosoma mansoni	DNA topoisomerase type I	0.098	0.6356	0.6332
Echinococcus granulosus	geminin	0.0171	0.0972	0.1334
Echinococcus multilocularis	tar DNA binding protein	0.0064	0.026	0.0188
Schistosoma mansoni	hypothetical protein	0.0171	0.0972	0.0915
Loa Loa (eye worm)	hypothetical protein	0.0034	0.0063	0.0099
Plasmodium vivax	topoisomerase I, putative	0.098	0.6356	1
Echinococcus multilocularis	survival motor neuron protein 1	0.024	0.1429	0.2071
Toxoplasma gondii	DNA topoisomerase 2, putative	0.0197	0.1145	0.1801
Brugia malayi	Calcitonin receptor-like protein seb-1	0.005	0.0169	0.0266
Brugia malayi	DNA topoisomerase II, alpha isozyme	0.0197	0.1145	0.1801
Schistosoma mansoni	tar DNA-binding protein	0.0064	0.026	0.0198
Trypanosoma cruzi	telomerase reverse transcriptase, putative	0.01	0.0498	0.1057
Mycobacterium tuberculosis	DNA gyrase (subunit B) GyrB (DNA topoisomerase (ATP-hydrolysing)) (DNA topoisomerase II) (type II DNA topoisomerase)	0.0065	0.0265	1
Wolbachia endosymbiont of Brugia malayi	DNA gyrase, topoisomerase II, B subunit, GyrB	0.0065	0.0265	1
Plasmodium falciparum	telomerase reverse transcriptase	0.01	0.0498	0.0784
Echinococcus multilocularis	DNA topoisomerase 1	0.098	0.6356	1
Brugia malayi	DNA topoisomerase I	0.098	0.6356	1
Loa Loa (eye worm)	hypothetical protein	0.0132	0.0713	0.1122
Toxoplasma gondii	DNA topoisomerase I, putative	0.098	0.6356	1
Echinococcus granulosus	DNA topoisomerase 2 alpha	0.0197	0.1145	0.1612
Schistosoma mansoni	family A2 unassigned peptidase (A02 family)	0.0278	0.1683	0.163
Trypanosoma cruzi	mitochondrial DNA topoisomerase II, putative	0.0155	0.0865	0.1833
Echinococcus multilocularis	atpase aaa+ type core atpase aaa type core	0.0828	0.5342	0.8368
Toxoplasma gondii	DNA gyrase/topoisomerase IV, A subunit domain-containing protein	0.0036	0.0073	0.0115
Onchocerca volvulus	Telomerase reverse transcriptase homolog	0.0365	0.2266	1
Onchocerca volvulus	DNA topoisomerase 2 homolog	0.0143	0.0784	0.2966
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.0143	0.008
Loa Loa (eye worm)	hypothetical protein	0.0042	0.0114	0.018
Brugia malayi	Probable DNA topoisomerase II	0.0197	0.1145	0.1801
Plasmodium falciparum	topoisomerase I	0.098	0.6356	1
Brugia malayi	Telomerase reverse transcriptase	0.0266	0.1602	0.252
Onchocerca volvulus	DNA topoisomerase 2 homolog	0.0143	0.0784	0.2966
Loa Loa (eye worm)	hypothetical protein	0.0042	0.0114	0.018
Loa Loa (eye worm)	hypothetical protein	0.0132	0.0713	0.1122
Plasmodium falciparum	DNA gyrase subunit B	0.0065	0.0265	0.0418
Trypanosoma brucei	DNA topoisomerase ii	0.0155	0.0865	0.1833
Echinococcus multilocularis	DNA topoisomerase 2 alpha	0.0197	0.1145	0.1612
Loa Loa (eye worm)	RNA binding protein	0.0064	0.026	0.0408
Schistosoma mansoni	tar DNA-binding protein	0.0064	0.026	0.0198
Leishmania major	mitochondrial DNA topoisomerase II	0.0155	0.0865	0.1833
Trypanosoma brucei	DNA topoisomerase II beta, putative	0.0177	0.1013	0.2147
Chlamydia trachomatis	DNA gyrase subunit B	0.0065	0.0265	0.407
Loa Loa (eye worm)	hypothetical protein	0.005	0.0169	0.0266
Leishmania major	DNA topoisomerase type IB small subunit	0.0246	0.1473	0.3123
Brugia malayi	Iron-sulfur cluster assembly accessory protein	0.0049	0.016	0.0251
Schistosoma mansoni	tar DNA-binding protein	0.0064	0.026	0.0198
Plasmodium falciparum	DNA gyrase subunit A	0.0036	0.0073	0.0115
Trypanosoma brucei	DNA topoisomerase type IB small subunit	0.0246	0.1473	0.3123
Schistosoma mansoni	DNA topoisomerase type I	0.0734	0.4717	0.4683
Trichomonas vaginalis	DNA topoisomerase II, putative	0.0197	0.1145	0.5
Echinococcus multilocularis	geminin	0.0171	0.0972	0.1334
Trypanosoma cruzi	DNA topoisomerase type IB small subunit, putative	0.0246	0.1473	0.3123
Trypanosoma cruzi	mitochondrial DNA topoisomerase II, putative	0.0155	0.0865	0.1833
Plasmodium vivax	DNA gyrase subunit B, putative	0.0065	0.0265	0.0418
Echinococcus granulosus	survival motor neuron protein 1	0.024	0.1429	0.2071
Trypanosoma cruzi	DNA topoisomerase IB, large subunit, putative	0.0734	0.4717	1
Brugia malayi	latrophilin 2 splice variant baaae	0.0034	0.0063	0.0099
Loa Loa (eye worm)	hypothetical protein	0.0087	0.0413	0.0651
Schistosoma mansoni	tar DNA-binding protein	0.0064	0.026	0.0198
Plasmodium vivax	DNA topoisomerase II, putative	0.0197	0.1145	0.1801
Brugia malayi	hypothetical protein	0.024	0.1429	0.2249
Trypanosoma cruzi	DNA topoisomerase II, putative	0.0177	0.1013	0.2147
Loa Loa (eye worm)	hypothetical protein	0.024	0.1429	0.2249
Leishmania major	DNA topoisomerase ii	0.0177	0.1013	0.2147
Onchocerca volvulus	Putative DNA topoisomerase 2, mitochondrial	0.0143	0.0784	0.2966
Treponema pallidum	DNA gyrase, subunit B (gyrB)	0.0065	0.0265	1
Echinococcus granulosus	tar DNA binding protein	0.0064	0.026	0.0188
Echinococcus granulosus	DNA topoisomerase 1	0.098	0.6356	1
Trypanosoma brucei	DNA topoisomerase II alpha, putative	0.0177	0.1013	0.2147
Trypanosoma brucei	telomerase reverse transcriptase	0.01	0.0498	0.1057
Brugia malayi	TAR-binding protein	0.0064	0.026	0.0408
Loa Loa (eye worm)	DNA topoisomerase I	0.098	0.6356	1
Plasmodium vivax	telomerase reverse transcriptase, putative	0.01	0.0498	0.0784
Loa Loa (eye worm)	GTP-binding regulatory protein Gs alpha-S chain	0.0046	0.0143	0.0225
Trypanosoma cruzi	DNA topoisomerase II, putative	0.0177	0.1013	0.2147
Loa Loa (eye worm)	hypothetical protein	0.0087	0.0413	0.0651
Toxoplasma gondii	RNA-directed DNA polymerase	0.01	0.0498	0.0784
Schistosoma mansoni	DNA topoisomerase type I	0.0734	0.4717	0.4683
Toxoplasma gondii	ATPase/histidine kinase/DNA gyrase B/HSP90 domain-containing protein	0.0065	0.0265	0.0418
Brugia malayi	GTP-binding regulatory protein Gs alpha-S chain, putative	0.0046	0.0143	0.0225
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.0143	0.008
Trypanosoma brucei	DNA topoisomerase IB, large subunit	0.0734	0.4717	1
Schistosoma mansoni	DNA topoisomerase II	0.0197	0.1145	0.1088
Mycobacterium ulcerans	DNA gyrase subunit B	0.0065	0.0265	1
Brugia malayi	RNA recognition motif domain containing protein	0.0064	0.026	0.0408
Brugia malayi	DNA gyrase/topoisomerase IV, A subunit family protein	0.0197	0.1145	0.1801
Loa Loa (eye worm)	TOPoisomerase family member	0.0197	0.1145	0.1801
Trypanosoma cruzi	telomerase reverse transcriptase, putative	0.01	0.0498	0.1057
Brugia malayi	Corticotropin releasing factor receptor 2 precursor, putative	0.005	0.0169	0.0266
Leishmania major	DNA topoisomerase IB, large subunit	0.0734	0.4717	1
Schistosoma mansoni	hypothetical protein	0.0049	0.016	0.0097
Plasmodium vivax	DNA gyrase subunit A, putative	0.0036	0.0073	0.0115
Loa Loa (eye worm)	TAR-binding protein	0.0064	0.026	0.0408
Schistosoma mansoni	tar DNA-binding protein	0.0064	0.026	0.0198
Entamoeba histolytica	DNA topoisomerase II, putative	0.0197	0.1145	0.5
Brugia malayi	RNA binding protein	0.0064	0.026	0.0408
Chlamydia trachomatis	DNA gyrase subunit B	0.0107	0.0545	1
Schistosoma mansoni	Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein)	0.0046	0.0143	0.008
Schistosoma mansoni	hypothetical protein	0.0171	0.0972	0.0915
Loa Loa (eye worm)	RNA recognition domain-containing protein domain-containing protein	0.0064	0.026	0.0408

Activities

Activity type	Activity value	Assay description	Source	Reference
Ki (binding)	> 250 nM	Binding affinfity against human immunodeficiency virus (HIV) protease	ChEMBL.	15713418
Ki (binding)	> 250 nM	Binding affinfity against human immunodeficiency virus (HIV) protease	ChEMBL.	15713418
Ki (binding)	> 300 nM	Inhibitory activity against HIV-1 protease	ChEMBL.	14643311
Ki (binding)	> 300 nM	Inhibitory activity against HIV-1 protease	ChEMBL.	14643311

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: CHEMBL133083
PubChem: 513409

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 234361