Detailed information for compound 144133

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 444.501 | Formula: C22H24N2O6S
  • H donors: 4 H acceptors: 6 LogP: 2.31 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: Oc1ccc(cc1)C[C@@H](C(=O)NCC(=O)N1[C@@H](CC[C@@H]1c1ccc(cc1)O)C(=O)O)S
  • InChi: 1S/C22H24N2O6S/c25-15-5-1-13(2-6-15)11-19(31)21(28)23-12-20(27)24-17(9-10-18(24)22(29)30)14-3-7-16(26)8-4-14/h1-8,17-19,25-26,31H,9-12H2,(H,23,28)(H,29,30)/t17-,18+,19+/m1/s1
  • InChiKey: IEHAKPYPXNBWGS-QYZOEREBSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Oryctolagus cuniculus Neprilysin Starlite/ChEMBL References
Rattus norvegicus Angiotensin-converting enzyme Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Brugia malayi Peptidase family M13 containing protein Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) peptidase family M13 containing protein Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Neospora caninum hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Mycobacterium ulcerans zinc metalloprotease Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Echinococcus multilocularis endothelin converting enzyme 1 Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) peptidase family M13 containing protein Get druggable targets OG5_127344 All targets in OG5_127344
Brugia malayi Hypothetical zinc metalloproteinase T16A9.4 Get druggable targets OG5_127344 All targets in OG5_127344
Mycobacterium tuberculosis Probable zinc metalloprotease Zmp1 Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Mycobacterium leprae probable zinc metalloprotease Get druggable targets OG5_127344 All targets in OG5_127344
Onchocerca volvulus Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Brugia malayi Angiotensin-converting enzyme family protein Get druggable targets OG5_131988 All targets in OG5_131988
Toxoplasma gondii peptidase family M13 protein Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) angiotensin-converting enzyme family protein Get druggable targets OG5_131988 All targets in OG5_131988
Schistosoma japonicum ko:K01415 endothelin-converting enzyme [EC3.4.24.71], putative Get druggable targets OG5_127344 All targets in OG5_127344
Echinococcus granulosus endothelin converting enzyme 1 Get druggable targets OG5_127344 All targets in OG5_127344
Schistosoma japonicum IPR000718,Peptidase M13, neprilysin,domain-containing Get druggable targets OG5_127344 All targets in OG5_127344
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127344 All targets in OG5_127344
Schistosoma mansoni family M13 unassigned peptidase (M13 family) Get druggable targets OG5_127344 All targets in OG5_127344
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma japonicum Endothelin-converting enzyme 2, putative Neprilysin   750 aa 787 aa 21.2 %
Onchocerca volvulus Neprilysin   750 aa 682 aa 31.4 %
Onchocerca volvulus Neprilysin   750 aa 713 aa 33.7 %
Schistosoma mansoni family M13 non-peptidase homologue (M13 family) Neprilysin   750 aa 773 aa 20.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni family M13 unassigned peptidase (M13 family) 0.0114 0.1268 0.3106
Loa Loa (eye worm) hypothetical protein 0.0025 0.0118 0.0125
Loa Loa (eye worm) hypothetical protein 0.0121 0.1357 0.1439
Schistosoma mansoni family M13 unassigned peptidase (M13 family) 0.0028 0.0159 0.0388
Loa Loa (eye worm) hypothetical protein 0.0033 0.023 0.0244
Schistosoma mansoni hypothetical protein 0.003 0.0184 0.0451
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.0118 1
Onchocerca volvulus Huntingtin homolog 0.0121 0.1357 1
Echinococcus granulosus endothelin converting enzyme 1 0.0114 0.1268 0.3106
Entamoeba histolytica hypothetical protein 0.0035 0.0254 0.5
Loa Loa (eye worm) hypothetical protein 0.0056 0.0528 0.056
Loa Loa (eye worm) hypothetical protein 0.0086 0.0911 0.0966
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0049 0.0428 0.0454
Trypanosoma brucei PAB1-binding protein , putative 0.0025 0.0118 1
Schistosoma mansoni hypothetical protein 0.003 0.0184 0.0451
Echinococcus multilocularis geminin 0.0333 0.4084 0.4084
Toxoplasma gondii LsmAD domain-containing protein 0.0025 0.0118 0.0933
Loa Loa (eye worm) zinc finger protein 0.0302 0.3691 0.3913
Echinococcus granulosus zinc finger transcription factor gli2 0.0302 0.3691 0.9036
Onchocerca volvulus Huntingtin homolog 0.0121 0.1357 1
Schistosoma mansoni family M13 unassigned peptidase (M13 family) 0.0058 0.0542 0.1326
Loa Loa (eye worm) peptidase family M13 containing protein 0.0084 0.0886 0.0939
Schistosoma mansoni family M13 unassigned peptidase (M13 family) 0.0058 0.0542 0.1326
Brugia malayi Angiotensin-converting enzyme family protein 0.0749 0.9433 1
Loa Loa (eye worm) hypothetical protein 0.0086 0.0911 0.0966
Schistosoma mansoni transcription factor LCR-F1 0.0035 0.0254 0.0621
Schistosoma mansoni hypothetical protein 0.003 0.0184 0.0451
Trypanosoma cruzi PAB1-binding protein , putative 0.0025 0.0118 1
Wolbachia endosymbiont of Brugia malayi ATP synthase F0F1 subunit A 0.0214 0.2559 0.5
Loa Loa (eye worm) hypothetical protein 0.0086 0.0911 0.0966
Brugia malayi hypothetical protein 0.0016 0.0006 0.0006
Toxoplasma gondii peptidase family M13 protein 0.0114 0.1268 1
Entamoeba histolytica hypothetical protein 0.0035 0.0254 0.5
Brugia malayi Zinc finger, C2H2 type family protein 0.0302 0.3691 0.3913
Loa Loa (eye worm) hypothetical protein 0.0114 0.1268 0.1345
Mycobacterium ulcerans F0F1 ATP synthase subunit A 0.0214 0.2559 1
Loa Loa (eye worm) hypothetical protein 0.0084 0.0886 0.0939
Loa Loa (eye worm) hypothetical protein 0.0086 0.0911 0.0966
Schistosoma mansoni family M13 unassigned peptidase (M13 family) 0.003 0.0184 0.0451
Mycobacterium tuberculosis Probable ATP synthase a chain AtpB (protein 6) 0.0214 0.2559 1
Entamoeba histolytica hypothetical protein 0.0035 0.0254 0.5
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0035 0.0254 0.0621
Brugia malayi hypothetical protein 0.0035 0.0254 0.0269
Brugia malayi latrophilin 2 splice variant baaae 0.0033 0.023 0.0244
Loa Loa (eye worm) zinc metallopeptidase 4 0.0028 0.0159 0.0168
Loa Loa (eye worm) hypothetical protein 0.0086 0.0911 0.0966
Schistosoma mansoni endothelin-converting enzyme-related 0.0028 0.0159 0.0388
Loa Loa (eye worm) peptidase family M13 containing protein 0.0084 0.0886 0.0939
Schistosoma mansoni hypothetical protein 0.0051 0.0458 0.1122
Loa Loa (eye worm) hypothetical protein 0.0114 0.1268 0.1345
Brugia malayi peptidase family M13 containing protein 0.0028 0.0159 0.0168
Plasmodium vivax ataxin-2 like protein, putative 0.0025 0.0118 1
Brugia malayi Hypothetical zinc metalloproteinase T16A9.4 0.0114 0.1268 0.1345
Mycobacterium leprae PROBABLE ATP SYNTHASE A CHAIN ATPB (PROTEIN 6) 0.0214 0.2559 1
Leishmania major hypothetical protein, conserved 0.0025 0.0118 1
Loa Loa (eye worm) hypothetical protein 0.0084 0.0886 0.0939
Schistosoma mansoni family M13 non-peptidase homologue (M13 family) 0.0058 0.0542 0.1326
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0035 0.0254 0.0254
Echinococcus multilocularis endothelin converting enzyme 1 0.0114 0.1268 0.1268
Loa Loa (eye worm) hypothetical protein 0.0114 0.1268 0.1345
Schistosoma mansoni hypothetical protein 0.003 0.0184 0.0451
Loa Loa (eye worm) hypothetical protein 0.0084 0.0886 0.0939
Schistosoma mansoni family M13 non-peptidase homologue (M13 family) 0.0028 0.0159 0.0388
Schistosoma mansoni neprilysin-2 (M13 family) 0.0058 0.0542 0.1326
Schistosoma mansoni family M13 unassigned peptidase (M13 family) 0.0028 0.0159 0.0388
Schistosoma mansoni hypothetical protein 0.003 0.0184 0.0451
Loa Loa (eye worm) hypothetical protein 0.0121 0.1357 0.1439
Schistosoma mansoni hypothetical protein 0.0333 0.4084 1
Schistosoma mansoni endothelin-converting enzyme-like 1 (damage-induced neuronal endopeptidase) 0.0028 0.0159 0.0388
Loa Loa (eye worm) angiotensin-converting enzyme family protein 0.0749 0.9433 1
Entamoeba histolytica hypothetical protein 0.0035 0.0254 0.5
Echinococcus multilocularis zinc finger transcription factor gli2 0.0302 0.3691 0.3691
Loa Loa (eye worm) hypothetical protein 0.0049 0.0428 0.0454
Loa Loa (eye worm) hypothetical protein 0.0086 0.0911 0.0966
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0118 1
Brugia malayi Peptidase family M13 containing protein 0.0114 0.1268 0.1345
Schistosoma mansoni family M13 unassigned peptidase (M13 family) 0.0028 0.0159 0.0388
Brugia malayi hypothetical protein 0.0025 0.0118 0.0125
Brugia malayi hypothetical protein 0.0121 0.1357 0.1439
Mycobacterium tuberculosis Probable zinc metalloprotease Zmp1 0.0114 0.1268 0.4958
Schistosoma mansoni hypothetical protein 0.003 0.0184 0.0451
Brugia malayi Calcitonin receptor-like protein seb-1 0.0049 0.0428 0.0454
Echinococcus granulosus geminin 0.0333 0.4084 1
Schistosoma mansoni Nep2 peptidase (M13 family) 0.0058 0.0542 0.1326
Schistosoma mansoni hypothetical protein 0.0333 0.4084 1
Schistosoma mansoni hypothetical protein 0.0035 0.0254 0.0621
Plasmodium falciparum ataxin-2 like protein, putative 0.0025 0.0118 1
Schistosoma mansoni neprilysin 0.003 0.0184 0.0451
Schistosoma mansoni hypothetical protein 0.0033 0.023 0.0563
Brugia malayi Corticotropin releasing factor receptor 2 precursor, putative 0.0049 0.0428 0.0454
Loa Loa (eye worm) hypothetical protein 0.0084 0.0886 0.0939
Schistosoma mansoni ATP synthase F0 subunit 6 0.0214 0.2559 0.6264

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.46 nM In vitro inhibition of rat angiotensin I converting enzyme ChEMBL. 8691458
IC50 (binding) = 0.46 nM In vitro inhibition of rat angiotensin I converting enzyme ChEMBL. 8691458
IC50 (binding) = 6.36 nM In vitro inhibition of neutral endopeptidase ChEMBL. 8691458
IC50 (binding) = 6.36 nM In vitro inhibition of neutral endopeptidase ChEMBL. 8691458
Inhibition (binding) % In vivo percent inhibition activity against lung Angiotensin I converting enzyme 2 hr after oral administration of a dose of 2.6 x 10e-5 mol/kg ChEMBL. 8691458
Inhibition (binding) ND 0 % In vivo percent inhibition activity against lung Angiotensin I converting enzyme 2 hr after oral administration of a dose of 2.6 x 10e-5 mol/kg ChEMBL. 8691458
Inhibition (binding) = 25 % In vivo percent inhibition activity against kidney Neutral endopeptidase 2 hr after oral administration of a dose of 2.6 x 10e-5 mol/kg ChEMBL. 8691458
Inhibition (binding) = 25 % In vivo percent inhibition activity against kidney Neutral endopeptidase 2 hr after oral administration of a dose of 2.6 x 10e-5 mol/kg ChEMBL. 8691458

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

Bibliographic References

1 literature reference was collected for this gene.

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