Detailed information for compound 1487172

Basic information

Technical information
  • TDR Targets ID: 1487172
  • Name: N-[(Z)-1-(1-ethylindol-3-yl)-3-morpholin-4-yl -3-oxoprop-1-en-2-yl]-4-methoxybenzamide
  • MW: 433.5 | Formula: C25H27N3O4
  • H donors: 1 H acceptors: 2 LogP: 2.83 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1)C(=O)N/C(=C\c1cn(c2c1cccc2)CC)/C(=O)N1CCOCC1
  • InChi: 1S/C25H27N3O4/c1-3-27-17-19(21-6-4-5-7-23(21)27)16-22(25(30)28-12-14-32-15-13-28)26-24(29)18-8-10-20(31-2)11-9-18/h4-11,16-17H,3,12-15H2,1-2H3,(H,26,29)/b22-16-
  • InChiKey: HYKAZFBLEYYXAO-JWGURIENSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • N-[(Z)-2-(1-ethylindol-3-yl)-1-(morpholine-4-carbonyl)vinyl]-4-methoxy-benzamide
  • N-[(Z)-2-(1-ethyl-3-indolyl)-1-(morpholino-oxomethyl)vinyl]-4-methoxybenzamide
  • N-[(Z)-1-(1-ethylindol-3-yl)-3-morpholin-4-yl-3-oxo-prop-1-en-2-yl]-4-methoxy-benzamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens SMAD family member 2 Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) MH2 domain-containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Brugia malayi MH2 domain containing protein Get druggable targets OG5_131716 All targets in OG5_131716
Loa Loa (eye worm) transcription factor SMAD2 Get druggable targets OG5_131716 All targets in OG5_131716

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Brugia malayi MH2 domain containing protein SMAD family member 2 467 aa 405 aa 31.6 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0289 0.2196 0.6565
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 0.0143 0.0612 0.0612
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0289 0.2196 0.6565
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0289 0.2196 0.6565
Schistosoma mansoni cathepsin F (C01 family) 0.0203 0.1266 0.1266
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0289 0.2196 0.6565
Schistosoma mansoni cathepsin F (C01 family) 0.0289 0.2196 0.2196
Leishmania major cathepsin L-like protease 0.0289 0.2196 0.6565
Loa Loa (eye worm) hypothetical protein 0.0203 0.1266 0.1266
Brugia malayi Cathepsin L-like precursor 0.0203 0.1266 0.1266
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0289 0.2196 0.6565
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0289 0.2196 0.6565
Onchocerca volvulus Cathepsin F homolog 0.0289 0.2196 1
Entamoeba histolytica cysteine proteinase 2 0.0163 0.0832 0.1388
Entamoeba histolytica cysteine protease, putative 0.0163 0.0832 0.1388
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0289 0.2196 0.6565
Loa Loa (eye worm) papain family cysteine protease containing protein 0.0289 0.2196 0.2196
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0289 0.2196 0.6565
Echinococcus multilocularis cathepsin L cysteine protease 0.0289 0.2196 0.1687
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0289 0.2196 0.6565
Entamoeba histolytica cysteine proteinase, putative 0.0289 0.2196 1
Onchocerca volvulus 0.0289 0.2196 1
Brugia malayi Papain family cysteine protease containing protein 0.0289 0.2196 0.2196
Brugia malayi Cathepsin L-like cysteine proteinase 0.0203 0.1266 0.1266
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0366 0.3025 0.3025
Onchocerca volvulus 0.0289 0.2196 1
Entamoeba histolytica cysteine protease, putative 0.0163 0.0832 0.1388
Leishmania major cysteine peptidase A (CPA) 0.0289 0.2196 0.6565
Trypanosoma cruzi cysteine protease, putative 0.0163 0.0832 0.0832
Trypanosoma cruzi cysteine proteinase, putative 0.0163 0.0832 0.0832
Onchocerca volvulus Cathepsin L homolog 0.0289 0.2196 1
Brugia malayi Cathepsin L-like precursor 0.0289 0.2196 0.2196
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase 0.0366 0.3025 1
Echinococcus granulosus cathepsin l1 0.0289 0.2196 0.1687
Leishmania major cathepsin L-like protease 0.0289 0.2196 0.6565
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0289 0.2196 0.6565
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0289 0.2196 0.6565
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0289 0.2196 0.6565
Mycobacterium tuberculosis Probable cold-shock DeaD-box protein A homolog DeaD (ATP-dependent RNA helicase dead homolog) 0.0143 0.0612 0.5
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0289 0.2196 0.6565
Schistosoma mansoni cathepsin F (C01 family) 0.0289 0.2196 0.2196
Onchocerca volvulus 0.0289 0.2196 1
Trypanosoma cruzi Eukaryotic initiation factor 4A-1 0.0143 0.0612 0.0612
Loa Loa (eye worm) hypothetical protein 0.0203 0.1266 0.1266
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0163 0.0832 0.0911
Leishmania major cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like 0.0366 0.3025 1
Loa Loa (eye worm) hypothetical protein 0.0203 0.1266 0.1266
Schistosoma mansoni DEAD box ATP-dependent RNA helicase 0.0143 0.0612 0.0612
Treponema pallidum ATP-dependent RNA helicase 0.0143 0.0612 0.5
Echinococcus multilocularis cathepsin b 0.1012 1 1
Trypanosoma cruzi cysteine peptidase, putative 0.0289 0.2196 0.2196
Plasmodium vivax vivapain-3 0.0163 0.0832 0.3787
Plasmodium falciparum cysteine proteinase falcipain 2b 0.0289 0.2196 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0289 0.2196 0.6565
Echinococcus granulosus cathepsin b 0.1012 1 1
Loa Loa (eye worm) hypothetical protein 0.1012 1 1
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0163 0.0832 0.0832
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0163 0.0832 0.0832
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.1012 1 1
Entamoeba histolytica cysteine proteinase, putative 0.0289 0.2196 1
Entamoeba histolytica cysteine protease, putative 0.0163 0.0832 0.1388
Entamoeba histolytica cysteine protease, putative 0.0163 0.0832 0.1388
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0289 0.2196 0.1687
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0289 0.2196 0.6565
Plasmodium falciparum cysteine proteinase falcipain 2a 0.0289 0.2196 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0203 0.1266 0.271
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0135 0.0524 0.0524
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0289 0.2196 0.6565
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0366 0.3025 0.3025
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0163 0.0832 0.0911
Entamoeba histolytica cysteine protease, putative 0.0163 0.0832 0.1388
Leishmania major cathepsin L-like protease 0.0289 0.2196 0.6565
Echinococcus multilocularis cysteine protease 0.0289 0.2196 0.1687
Loa Loa (eye worm) hypothetical protein 0.0135 0.0524 0.0524
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0289 0.2196 0.6565
Brugia malayi Trypsin family protein 0.0135 0.0524 0.0524
Onchocerca volvulus 0.0203 0.1266 0.5446
Trypanosoma cruzi cysteine proteinase, putative 0.0163 0.0832 0.0832
Echinococcus granulosus cathepsin L cysteine protease 0.0163 0.0832 0.0234
Brugia malayi Cathepsin L-like precursor 0.0289 0.2196 0.2196
Entamoeba histolytica cysteine protease, putative 0.0163 0.0832 0.1388
Giardia lamblia Cathepsin B precursor 0.0366 0.3025 1
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0203 0.1266 0.1266
Trypanosoma cruzi cysteine peptidase, putative 0.0289 0.2196 0.2196
Onchocerca volvulus Cathepsin L homolog 0.0289 0.2196 1
Plasmodium vivax vivapain-2 0.0289 0.2196 1
Brugia malayi Cathepsin L-like precursor 0.0289 0.2196 0.2196
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0289 0.2196 0.6565
Brugia malayi Papain family cysteine protease containing protein 0.0163 0.0832 0.0832
Entamoeba histolytica cysteine proteinase, putative 0.0163 0.0832 0.1388
Entamoeba histolytica cysteine protease, putative 0.0289 0.2196 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0163 0.0832 0.0911
Brugia malayi Papain family cysteine protease containing protein 0.0163 0.0832 0.0832
Onchocerca volvulus Eukaryotic initiation factor 4A homolog 0.0143 0.0612 0.2244
Brugia malayi MH2 domain containing protein 0.0144 0.0628 0.0628
Echinococcus multilocularis cathepsin L cysteine protease 0.0289 0.2196 0.1687
Trypanosoma cruzi cysteine peptidase (N-terminal), putative 0.0163 0.0832 0.0832
Echinococcus granulosus cathepsin l1 0.0203 0.1266 0.0697
Entamoeba histolytica cysteine protease, putative 0.0163 0.0832 0.1388
Brugia malayi Cathepsin L-like precursor 0.0289 0.2196 0.2196
Giardia lamblia Cathepsin B precursor 0.0366 0.3025 1
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0135 0.0524 0.0524
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0289 0.2196 0.6565
Trypanosoma cruzi cysteine peptidase, putative 0.0289 0.2196 0.2196
Loa Loa (eye worm) hypothetical protein 0.0135 0.0524 0.0524
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0289 0.2196 0.6565
Schistosoma mansoni DEAD box ATP-dependent RNA helicase 0.0143 0.0612 0.0612
Brugia malayi Cathepsin L-like precursor 0.0289 0.2196 0.2196
Plasmodium vivax RNA helicase-1, putative 0.0143 0.0612 0.2786
Leishmania major cathepsin L-like protease 0.0289 0.2196 0.6565
Echinococcus granulosus cysteine protease 0.0163 0.0832 0.0234
Entamoeba histolytica cysteine protease, putative 0.0163 0.0832 0.1388
Giardia lamblia Cathepsin B precursor 0.0366 0.3025 1
Leishmania major cathepsin L-like protease 0.0289 0.2196 0.6565
Brugia malayi cathepsin L-like precursor 0.0203 0.1266 0.1266
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0163 0.0832 0.0911
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.0289 0.2196 0.2196
Brugia malayi Cathepsin L-like precursor 0.0289 0.2196 0.2196
Toxoplasma gondii cathepsin B 0.0366 0.3025 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0203 0.1266 0.271
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0289 0.2196 0.6565
Entamoeba histolytica cysteine proteinase, putative 0.0203 0.1266 0.4128
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0289 0.2196 0.6565
Onchocerca volvulus 0.0289 0.2196 1
Toxoplasma gondii cathepsin CPL 0.0289 0.2196 0.6565
Entamoeba histolytica cysteine protease, putative 0.0163 0.0832 0.1388
Trypanosoma brucei cysteine peptidase C (CPC) 0.0366 0.3025 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0289 0.2196 0.6565
Entamoeba histolytica cysteine proteinase, putative 0.0163 0.0832 0.1388
Trypanosoma cruzi cysteine peptidase, putative 0.0163 0.0832 0.0832
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0289 0.2196 0.6565
Entamoeba histolytica cysteine protease, putative 0.0163 0.0832 0.1388
Echinococcus granulosus cathepsin L cysteine proteinase 0.0289 0.2196 0.1687
Loa Loa (eye worm) ctsf protein 0.0289 0.2196 0.2196
Plasmodium vivax vivapain-1 0.0163 0.0832 0.3787
Schistosoma mansoni SmCB2 peptidase (C01 family) 0.1012 1 1
Entamoeba histolytica cysteine protease, putative 0.0163 0.0832 0.1388
Trypanosoma cruzi cysteine peptidase, putative 0.0289 0.2196 0.2196
Trypanosoma cruzi cruzipain precursor, putative 0.0289 0.2196 0.2196
Plasmodium falciparum cysteine proteinase falcipain 3 0.0289 0.2196 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0289 0.2196 0.6565
Loa Loa (eye worm) MH2 domain-containing protein 0.0144 0.0628 0.0628
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0289 0.2196 0.1687
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0289 0.2196 0.6565
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0289 0.2196 0.6565
Brugia malayi Cathepsin L-like precursor 0.0203 0.1266 0.1266
Echinococcus multilocularis cathepsin L 0.0163 0.0832 0.0234
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0289 0.2196 0.6565
Echinococcus granulosus cathepsin l cysteine peptidase 0.0289 0.2196 0.1687
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0289 0.2196 0.6565
Loa Loa (eye worm) hypothetical protein 0.0289 0.2196 0.2196
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0163 0.0832 0.0832
Entamoeba histolytica cysteine proteinase, putative 0.0163 0.0832 0.1388
Echinococcus multilocularis cathepsin b 0.1012 1 1
Brugia malayi eukaryotic initiation factor 4A 0.0143 0.0612 0.0612
Echinococcus granulosus cathepsin b 0.1012 1 1
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.1012 1 1
Plasmodium falciparum cysteine proteinase falcipain 1 0.0163 0.0832 0.1388
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0289 0.2196 0.6565
Entamoeba histolytica cysteine proteinase, putative 0.0163 0.0832 0.1388
Entamoeba histolytica cysteine protease, putative 0.0163 0.0832 0.1388
Loa Loa (eye worm) fibroinase 0.0289 0.2196 0.2196
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.1012 1 1
Loa Loa (eye worm) hypothetical protein 0.0143 0.0612 0.0612
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0289 0.2196 0.6565
Loa Loa (eye worm) transcription factor SMAD2 0.0144 0.0628 0.0628
Plasmodium vivax vivapain-2 0.0289 0.2196 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0289 0.2196 0.6565
Echinococcus granulosus cathepsin L 0.0163 0.0832 0.0234
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0289 0.2196 0.6565
Leishmania major cathepsin L-like protease 0.0289 0.2196 0.6565
Loa Loa (eye worm) cathepsin B 0.0366 0.3025 0.3025
Plasmodium vivax unspecified product 0.0163 0.0832 0.3787
Onchocerca volvulus 0.0289 0.2196 1
Onchocerca volvulus 0.0135 0.0524 0.1813
Leishmania major cathepsin L-like protease 0.0289 0.2196 0.6565
Echinococcus multilocularis cysteine protease 0.0289 0.2196 0.1687
Loa Loa (eye worm) cysteine protease 0.0289 0.2196 0.2196
Entamoeba histolytica cysteine protease, putative 0.0163 0.0832 0.1388
Onchocerca volvulus 0.0289 0.2196 1
Entamoeba histolytica cysteine proteinase 1, putative 0.0163 0.0832 0.1388
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0289 0.2196 0.6565
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0289 0.2196 0.6565
Onchocerca volvulus 0.0289 0.2196 1
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.1012 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0289 0.2196 0.6565
Leishmania major cathepsin L-like protease 0.0289 0.2196 0.6565

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 0.0828 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 48 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 6.3096 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588856, AID588860] ChEMBL. No reference
Potency (functional) 11.6891 uM PUBCHEM_BIOASSAY: Primary qHTS for delayed death inhibitors of the malarial parasite plastid, 96 hour incubation. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488745, AID488752, AID488774, AID504848, AID504850] ChEMBL. No reference
Potency (functional) 25.929 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 89.1251 uM PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of BAZ2B. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID504391] ChEMBL. No reference
Potency (functional) 100 uM PUBCHEM_BIOASSAY: Inhibitors of TCP-1 ring complex (TRiC) of Methanococcus maripaludis (MmCpn): qHTS. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID488991] ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Plasmodium falciparum ChEMBL23

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

No literature references available for this target.

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