Detailed information for compound 78278

Basic information

Technical information
  • TDR Targets ID: 78278
  • Name: (2R)-2-[1,1-dioxo-7-(4-phenylphenoxy)-4,5-dih ydro-3H-benzo[f][1,2,5]thiadiazepin-2-yl]-N-h ydroxypropanamide
  • MW: 453.511 | Formula: C23H23N3O5S
  • H donors: 3 H acceptors: 4 LogP: 3.24 Rotable bonds: 6
    Rule of 5 violations (Lipinski): 1
  • SMILES: ONC(=O)[C@H](N1CCNc2c(S1(=O)=O)ccc(c2)Oc1ccc(cc1)c1ccccc1)C
  • InChi: 1S/C23H23N3O5S/c1-16(23(27)25-28)26-14-13-24-21-15-20(11-12-22(21)32(26,29)30)31-19-9-7-18(8-10-19)17-5-3-2-4-6-17/h2-12,15-16,24,28H,13-14H2,1H3,(H,25,27)/t16-/m1/s1
  • InChiKey: ZZFYPMWQKLOJIR-MRXNPFEDSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2R)-2-[1,1-dioxo-7-(4-phenylphenoxy)-4,5-dihydro-3H-benzo[f][1,2,5]thiadiazepin-2-yl]propanehydroxamic acid
  • (2R)-2-[1,1-dioxo-7-(4-phenylphenoxy)-4,5-dihydro-3H-benzo[f][1,2,5]thiadiazepin-2-yl]-N-hydroxy-propanamide
  • (2R)-2-[1,1-diketo-7-(4-phenylphenoxy)-4,5-dihydro-3H-benzo[f][1,2,5]thiadiazepin-2-yl]propanehydroxamic acid

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase) Starlite/ChEMBL References
Homo sapiens ADAM metallopeptidase domain 17 Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 1 (interstitial collagenase) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 2 (gelatinase A, 72kDa gelatinase, 72kDa type IV collagenase) 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
Echinococcus granulosus 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 granulosus 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
Schistosoma japonicum ko:K06059 a disintegrin and metalloproteinase domain 17, putative 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
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
Schistosoma mansoni matrix metallopeptidase-7 (M10 family) 0.0068 0.0036 0.2021
Mycobacterium tuberculosis N-acetyl-1-D-myo-inosityl-2-amino-2-deoxy-alpha-D-glucopyranoside deacetylase MshB (GlcNAc-Ins deacetylase) 0.6581 0.6036 0.6016
Treponema pallidum DNA-directed RNA polymerase subunit beta 0.0568 0.0496 0.5
Leishmania major N-acetyl-D-acetylglucosaminylphosphatidylinositol deacetylase 0.0217 0.0173 1
Brugia malayi Matrixin family protein 0.0165 0.0125 0.7247
Echinococcus granulosus adam 17 protease 0.0245 0.0199 0.9834
Brugia malayi Hemopexin family protein 0.0097 0.0062 0.3605
Trypanosoma brucei N-acetyl-D-glucosaminylphosphatidylinositol de-N-acetylase 0.0217 0.0173 1
Plasmodium falciparum DNA-directed RNA polymerase subunit beta, putative 0.0154 0.0115 0.6657
Mycobacterium ulcerans integral membrane indolylacetylinositol arabinosyltransferase EmbB 1.0884 1 1
Mycobacterium tuberculosis Integral membrane indolylacetylinositol arabinosyltransferase EmbC (arabinosylindolylacetylinositol synthase) 1.0884 1 1
Mycobacterium ulcerans integral membrane indolylacetylinositol arabinosyltransferase EmbC 1.0884 1 1
Schistosoma mansoni matrix metallopeptidase-9 (M10 family) 0.01 0.0065 0.3652
Echinococcus multilocularis adam 17 protease 0.0223 0.0178 0.8822
Echinococcus multilocularis a disintegrin and metalloproteinase with 0.0105 0.007 0.3462
Mycobacterium tuberculosis Integral membrane indolylacetylinositol arabinosyltransferase EmbB (arabinosylindolylacetylinositol synthase) 1.0884 1 1
Mycobacterium tuberculosis Conserved hypothetical protein 0.0217 0.0173 0.0124
Plasmodium vivax N-acetylglucosaminylphosphatidylinositol deacetylase, putative 0.0217 0.0173 1
Brugia malayi Matrixin family protein 0.0068 0.0036 0.2083
Brugia malayi hypothetical protein 0.0039 0.0009 0.0504
Mycobacterium ulcerans integral membrane indolylacetylinositol arabinosyltransferase EmbA 1.0884 1 1
Echinococcus multilocularis N acetylglucosaminyl phosphatidylinositol 0.0217 0.0173 0.856
Brugia malayi Matrixin family protein 0.0068 0.0036 0.2083
Entamoeba histolytica glucosamine-6-phosphate isomerase, putative 0.0217 0.0173 1
Schistosoma mansoni ADAM17 peptidase (M12 family) 0.0223 0.0178 1
Echinococcus granulosus a disintegrin and metalloproteinase with 0.0105 0.007 0.3462
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) 0.0249 0.0202 1
Schistosoma mansoni hypothetical protein 0.0097 0.0062 0.3498
Chlamydia trachomatis DNA-directed RNA polymerase subunit beta 0.0568 0.0496 0.5
Plasmodium falciparum N-acetylglucosaminylphosphatidylinositol deacetylase, putative 0.0217 0.0173 1
Giardia lamblia Glucosamine-6-phosphate isomerase, putative 0.0217 0.0173 1
Entamoeba histolytica N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase, putative 0.0217 0.0173 1
Mycobacterium leprae DNA-DIRECTED RNA POLYMERASE (BETA CHAIN) RPOB (TRANSCRIPTASE BETA CHAIN) (RNA POLYMERASE BETA SUBUNIT) 0.0568 0.0496 0.0449
Loa Loa (eye worm) matrixin family protein 0.0165 0.0125 0.3101
Loa Loa (eye worm) hypothetical protein 0.0068 0.0036 0.0891
Loa Loa (eye worm) matrixin family protein 0.0152 0.0113 0.2789
Onchocerca volvulus 0.0097 0.0062 0.3431
Brugia malayi Matrixin family protein 0.0068 0.0036 0.2083
Brugia malayi Uncharacterized LmbE-like protein, COG2120 containing protein 0.0217 0.0173 1
Trypanosoma cruzi N-Acetyl-D-glucosaminylphosphatidylinositol de-N-acetylase, putative 0.0217 0.0173 1
Loa Loa (eye worm) matrix metalloproteinase 0.0068 0.0036 0.0891
Mycobacterium ulcerans N-acetyl-1-D-myo-inosityl-2-amino-2-deoxy-alpha-D-glucopyranoside deacetylase MshB 0.6581 0.6036 0.6016
Schistosoma mansoni adam (A disintegrin and metalloprotease 0.0039 0.0009 0.0489
Loa Loa (eye worm) hypothetical protein 0.0068 0.0036 0.0891
Onchocerca volvulus Matrilysin homolog 0.0152 0.0113 1
Loa Loa (eye worm) hypothetical protein 0.0468 0.0405 1
Mycobacterium leprae N-Acetyl-1-D-myo-Inosityl-2-Amino-2-Deoxy-alpha-D-Glucopyranoside Deacetylase MshB (GlcNAc-Ins deacetylase) 0.6581 0.6036 0.6016
Echinococcus multilocularis Blood coagulation inhibitor, Disintegrin 0.014 0.0102 0.5038
Mycobacterium leprae Probable integral membrane indolylacetylinositol arabinosyltransferase EmbC (arabinosylindolylacetylinositol synthase) 1.0884 1 1
Brugia malayi Matrix metalloprotease, N-terminal domain containing protein 0.0083 0.005 0.2877
Echinococcus granulosus matrix metallopeptidase 7 M10 family 0.0249 0.0202 1
Mycobacterium leprae Probable integral membrane indolylacetylinositol arabinosyltransferase EmbB (arabinosylindolylacetylinositol synthase) 1.0884 1 1
Echinococcus multilocularis adam 0.0039 0.0009 0.0431
Toxoplasma gondii N-acetylglucosaminylphosphatidylinositol deacetylase 0.0217 0.0173 1
Trichomonas vaginalis glucosamine-6-phosphate isomerase, putative 0.0217 0.0173 1
Mycobacterium leprae Mycothiol conjugate amidase Mca (Mycothiol S-conjugate amidase) 0.0217 0.0173 0.0124
Echinococcus granulosus adam 0.0039 0.0009 0.0431
Trypanosoma cruzi N-Acetyl-D-glucosaminylphosphatidylinositol de-N-acetylase, putative 0.0217 0.0173 1
Loa Loa (eye worm) hypothetical protein 0.0083 0.005 0.1231
Mycobacterium tuberculosis DNA-directed RNA polymerase (beta chain) RpoB (transcriptase beta chain) (RNA polymerase beta subunit) 0.0139 0.0101 0.0051
Loa Loa (eye worm) phosphatidylinositol glycan anchor biosynthesis protein 0.0217 0.0173 0.4278
Wolbachia endosymbiont of Brugia malayi DNA-directed RNA polymerase subunit beta/beta' 0.0568 0.0496 0.5
Mycobacterium ulcerans mycothiol conjugate amidase Mca 0.0217 0.0173 0.0124
Loa Loa (eye worm) hypothetical protein 0.0068 0.0036 0.0891
Schistosoma mansoni N-acetylglucosaminyl-phosphatidylinositol de-n-acetylase 0.0217 0.0173 0.9703
Echinococcus granulosus Blood coagulation inhibitor Disintegrin 0.014 0.0102 0.5038
Mycobacterium tuberculosis Integral membrane indolylacetylinositol arabinosyltransferase EmbA (arabinosylindolylacetylinositol synthase) 1.0884 1 1
Schistosoma mansoni ADAMTS5 peptidase (M12 family) 0.0105 0.007 0.3924
Onchocerca volvulus Matrix metalloproteinase homolog 0.0152 0.0113 1
Brugia malayi Matrixin family protein 0.0068 0.0036 0.2083
Echinococcus granulosus N acetylglucosaminyl phosphatidylinositol 0.0217 0.0173 0.856
Mycobacterium ulcerans DNA-directed RNA polymerase subunit beta 0.0568 0.0496 0.0449
Brugia malayi metalloprotease disintegrin 16 with thrombospondin type I motif 0.0105 0.007 0.4044

Activities

Activity type Activity value Assay description Source Reference
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) > 1000 nM In vitro inhibitory activity against porcine tumor necrosis factor alpha converting enzyme (pTACE) ChEMBL. 12723945
Ki (binding) > 1000 nM In vitro inhibitory activity against porcine tumor necrosis factor alpha converting enzyme (pTACE) ChEMBL. 12723945
Ki (binding) = 2019 nM In vitro inhibitory activity against broad spectrum matrix metalloproteinase-1(MMP-1) ChEMBL. 12723945
Ki (binding) = 2019 nM In vitro inhibitory activity against broad spectrum matrix metalloproteinase-1(MMP-1) ChEMBL. 12723945
NT (functional) In vitro ability compound to suppress the formation of TNF-aplha in human whole blood assay (WBA); NT means not tested ChEMBL. 12723945
NT (functional) Ability to suppress the formation of TNF-aplha in human peripheral blood mononuclear cell assay(PBMC). ChEMBL. 12723945
NT (functional) 0 Ability to suppress the formation of TNF-aplha in human peripheral blood mononuclear cell assay(PBMC). ChEMBL. 12723945
NT (functional) 0 In vitro ability compound to suppress the formation of TNF-aplha in human whole blood assay (WBA); NT means not tested 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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