Detailed information for compound 78674

Basic information

Technical information
  • TDR Targets ID: 78674
  • Name: (2R)-2-(1,1-dioxo-7-phenylmethoxy-4,5-dihydro -3H-benzo[f][1,2,5]thiadiazepin-2-yl)-N-hydro xy-4-methylpentanamide
  • MW: 433.521 | Formula: C21H27N3O5S
  • H donors: 3 H acceptors: 4 LogP: 2.87 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: ONC(=O)[C@H](N1CCNc2c(S1(=O)=O)ccc(c2)OCc1ccccc1)CC(C)C
  • InChi: 1S/C21H27N3O5S/c1-15(2)12-19(21(25)23-26)24-11-10-22-18-13-17(8-9-20(18)30(24,27)28)29-14-16-6-4-3-5-7-16/h3-9,13,15,19,22,26H,10-12,14H2,1-2H3,(H,23,25)/t19-/m1/s1
  • InChiKey: JRXNWTIRACLYGX-LJQANCHMSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2R)-2-(7-benzyloxy-1,1-dioxo-4,5-dihydro-3H-benzo[f][1,2,5]thiadiazepin-2-yl)-4-methyl-pentanehydroxamic acid
  • (2R)-2-(7-benzyloxy-1,1-dioxo-4,5-dihydro-3H-benzo[f][1,2,5]thiadiazepin-2-yl)-4-methylpentanehydroxamic acid
  • (2R)-2-(1,1-dioxo-7-phenylmethoxy-4,5-dihydro-3H-benzo[f][1,2,5]thiadiazepin-2-yl)-N-hydroxy-4-methyl-pentanamide
  • (2R)-2-(7-benzoxy-1,1-diketo-4,5-dihydro-3H-benzo[f][1,2,5]thiadiazepin-2-yl)-4-methyl-pentanehydroxamic acid
  • (2R)-2-[1,1-dioxo-7-(phenylmethoxy)-4,5-dihydro-3H-benzo[f][1,2,5]thiadiazepin-2-yl]-N-hydroxy-4-methylpentanamide
  • (2R)-2-[1,1-dioxo-7-(phenylmethoxy)-4,5-dihydro-3H-benzo[f][1,2,5]thiadiazepin-2-yl]-4-methyl-pentanehydroxamic acid
  • (2R)-2-[1,1-dioxo-7-(phenylmethoxy)-4,5-dihydro-3H-benzo[f][1,2,5]thiadiazepin-2-yl]-4-methylpentanehydroxamic acid
  • (2R)-2-[7-(benzyloxy)-1,1-diketo-4,5-dihydro-3H-benzo[f][1,2,5]thiadiazepin-2-yl]-4-methyl-pentanehydroxamic acid
  • (2R)-2-[1,1-dioxo-7-(phenylmethoxy)-4,5-dihydro-3H-benzo[f][1,2,5]thiadiazepin-2-yl]-N-hydroxy-4-methyl-pentanamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens matrix metallopeptidase 1 (interstitial collagenase) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 2 (gelatinase A, 72kDa gelatinase, 72kDa type IV collagenase) Starlite/ChEMBL References
Homo sapiens ADAM metallopeptidase domain 17 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis adam 17 protease Get druggable targets OG5_132656 All targets in OG5_132656
Schistosoma mansoni ADAM17 peptidase (M12 family) Get druggable targets OG5_132656 All targets in OG5_132656
Echinococcus multilocularis Blood coagulation inhibitor, Disintegrin Get druggable targets OG5_132656 All targets in OG5_132656
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_132656 All targets in OG5_132656
Echinococcus granulosus Blood coagulation inhibitor Disintegrin Get druggable targets OG5_132656 All targets in OG5_132656
Schistosoma japonicum ko:K06059 a disintegrin and metalloproteinase domain 17, putative Get druggable targets OG5_132656 All targets in OG5_132656
Echinococcus granulosus adam 17 protease Get druggable targets OG5_132656 All targets in OG5_132656
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi Matrixin family protein matrix metallopeptidase 1 (interstitial collagenase) 403 aa 401 aa 27.7 %
Brugia malayi Disintegrin family protein ADAM metallopeptidase domain 17 824 aa 724 aa 27.4 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus adam 17 protease 0.0245 0.1702 0.1702
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.0249 0.1761 0.1761
Loa Loa (eye worm) matrixin family protein 0.0165 0.0413 0.0432
Brugia malayi Matrixin family protein 0.0165 0.0413 1
Echinococcus multilocularis voltage dependent calcium channel subunit 0.0345 0.3315 0.3315
Echinococcus multilocularis voltage dependent calcium channel subunit 0.0758 1 1
Schistosoma mansoni ADAM17 peptidase (M12 family) 0.0223 0.1343 0.3424
Onchocerca volvulus Matrix metalloproteinase homolog 0.0152 0.0192 0.5
Echinococcus multilocularis adam 17 protease 0.0223 0.1343 0.1343
Schistosoma mansoni serine-rich repeat protein 0.0178 0.0618 0.0693
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0249 0.1761 0.1761
Loa Loa (eye worm) hypothetical protein 0.0468 0.5313 1
Schistosoma mansoni hypothetical protein 0.0178 0.0618 0.0693
Echinococcus granulosus voltage dependent calcium channel subunit 0.0345 0.3315 0.3315
Loa Loa (eye worm) hypothetical protein 0.0153 0.0207 0.0029
Schistosoma mansoni dihydropyridine-sensitive l-type calcium channel 0.0331 0.3087 1
Onchocerca volvulus Matrilysin homolog 0.0152 0.0192 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 0.35 uM Ability to suppress the formation of TNF-aplha in human peripheral blood mononuclear cell assay(PBMC) ChEMBL. 12723945
IC50 (functional) = 0.35 uM Ability to suppress the formation of TNF-aplha in human peripheral blood mononuclear cell assay(PBMC) ChEMBL. 12723945
Inhibition (functional) = 39 % Ability to suppress the formation of TNF-aplha in human whole blood assay (WBA) at a concentration of 10(microM) ChEMBL. 12723945
Inhibition (functional) = 39 % Ability to suppress the formation of TNF-aplha in human whole blood assay (WBA) at a concentration of 10(microM) ChEMBL. 12723945
Ki (binding) < 2.1 nM In vitro inhibitory activity against broad spectrum matrix metalloproteinase-9 (MMP-9) ChEMBL. 12723945
Ki (binding) < 2.1 nM In vitro inhibitory activity against broad spectrum matrix metalloproteinase-9 (MMP-9) ChEMBL. 12723945
Ki (binding) < 2.8 nM In vitro inhibitory activity against broad spectrum matrix metalloproteinase-2 (MMP-2) ChEMBL. 12723945
Ki (binding) < 2.8 nM In vitro inhibitory activity against broad spectrum matrix metalloproteinase-2 (MMP-2) ChEMBL. 12723945
Ki (binding) = 177 nM In vitro inhibitory activity against porcine tumor necrosis factor alpha converting enzyme (pTACE) ChEMBL. 12723945
Ki (binding) = 177 nM In vitro inhibitory activity against porcine tumor necrosis factor alpha converting enzyme (pTACE) ChEMBL. 12723945
Ki (binding) = 548 nM In vitro inhibitory activity against broad spectrum matrix metalloproteinase-1(MMP-1) ChEMBL. 12723945
Ki (binding) = 548 nM In vitro inhibitory activity against broad spectrum matrix metalloproteinase-1(MMP-1) ChEMBL. 12723945

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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