Detailed information for compound 227448

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 497.583 | Formula: C27H35N3O6
  • H donors: 4 H acceptors: 5 LogP: 3.51 Rotable bonds: 17
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCC(C(=O)C(=O)NCC(c1ccccc1)O)NC(=O)C(NC(=O)OCc1ccccc1)CC(C)C
  • InChi: 1S/C27H35N3O6/c1-4-21(24(32)26(34)28-16-23(31)20-13-9-6-10-14-20)29-25(33)22(15-18(2)3)30-27(35)36-17-19-11-7-5-8-12-19/h5-14,18,21-23,31H,4,15-17H2,1-3H3,(H,28,34)(H,29,33)(H,30,35)
  • InChiKey: CZZWUFZBGQIPTE-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens calpain 2, (m/II) large subunit Starlite/ChEMBL References
Homo sapiens cathepsin B Starlite/ChEMBL References
Homo sapiens calpain 1, (mu/I) large subunit 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_127139 All targets in OG5_127139
Giardia lamblia Cathepsin B precursor Get druggable targets OG5_127800 All targets in OG5_127800
Toxoplasma gondii cathepsin B Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma mansoni cathepsin B-like peptidase (C01 family) Get druggable targets OG5_127800 All targets in OG5_127800
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus granulosus family C2 unassigned peptidase C02 family Get druggable targets OG5_127139 All targets in OG5_127139
Schistosoma mansoni cathepsin B-like peptidase (C01 family) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127139 All targets in OG5_127139
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Giardia lamblia Cathepsin B precursor Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma mansoni SmCB2 peptidase (C01 family) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Calpain-A, putative Get druggable targets OG5_127139 All targets in OG5_127139
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus granulosus cathepsin b Get druggable targets OG5_127800 All targets in OG5_127800
Leishmania infantum cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus multilocularis calpain A Get druggable targets OG5_127139 All targets in OG5_127139
Schistosoma mansoni family C2 unassigned peptidase (C02 family) Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus multilocularis cathepsin b Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma mansoni family C2 unassigned peptidase (C02 family) Get druggable targets OG5_127139 All targets in OG5_127139
Leishmania donovani cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma cruzi cysteine peptidase C (CPC), putative Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum ko:K08585 calpain, invertebrate, putative Get druggable targets OG5_127139 All targets in OG5_127139
Trypanosoma cruzi cysteine peptidase C (CPC), putative Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus multilocularis calpain family protein 1, d Get druggable targets OG5_127139 All targets in OG5_127139
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma mansoni family C2 unassigned peptidase (C02 family) Get druggable targets OG5_127139 All targets in OG5_127139
Schistosoma japonicum ko:K01363 cathepsin B [EC3.4.22.1], putative Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus multilocularis cathepsin b Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Neospora caninum Cathepsin B-like protease (Precursor), related Get druggable targets OG5_127800 All targets in OG5_127800
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127139 All targets in OG5_127139
Leishmania braziliensis cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Leishmania major cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma brucei cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Loa Loa (eye worm) cathepsin B Get druggable targets OG5_127800 All targets in OG5_127800
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_127139 All targets in OG5_127139
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Brugia malayi calpain family protein 1 Get druggable targets OG5_127139 All targets in OG5_127139
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Loa Loa (eye worm) calpain family protein 1 Get druggable targets OG5_127139 All targets in OG5_127139
Onchocerca volvulus Get druggable targets OG5_127139 All targets in OG5_127139
Loa Loa (eye worm) calpain family protein 1 Get druggable targets OG5_127139 All targets in OG5_127139
Schistosoma mansoni cathepsin B-like peptidase (C01 family) Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Calpain-1 catalytic subunit, putative Get druggable targets OG5_127139 All targets in OG5_127139
Echinococcus granulosus calpain A Get druggable targets OG5_127139 All targets in OG5_127139
Brugia malayi calpain family protein 1 Get druggable targets OG5_127139 All targets in OG5_127139
Trypanosoma brucei gambiense cysteine peptidase C (CPC), putative,CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like, putative Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus granulosus cathepsin b Get druggable targets OG5_127800 All targets in OG5_127800
Brugia malayi cathepsin B-like cysteine proteinase Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma mansoni cathepsin B-like peptidase (C01 family) Get druggable targets OG5_127800 All targets in OG5_127800
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
Leishmania mexicana cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Schistosoma japonicum Cathepsin B-like cysteine proteinase precursor, putative Get druggable targets OG5_127800 All targets in OG5_127800
Giardia lamblia Cathepsin B precursor Get druggable targets OG5_127800 All targets in OG5_127800
Echinococcus multilocularis family C2 unassigned peptidase (C02 family) Get druggable targets OG5_127139 All targets in OG5_127139
Trypanosoma congolense cysteine peptidase C (CPC) Get druggable targets OG5_127800 All targets in OG5_127800
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus calpain A calpain 2, (m/II) large subunit 622 aa 663 aa 31.2 %
Plasmodium falciparum dipeptidyl aminopeptidase 1 cathepsin B 339 aa 368 aa 26.9 %
Echinococcus granulosus calpain A calpain 1, (mu/I) large subunit 714 aa 753 aa 31.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0166 1 1
Schistosoma mansoni SmCB2 peptidase (C01 family) 0.0166 1 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C2, putative 0.005 0.2301 0.8724
Echinococcus granulosus cathepsin b 0.0166 1 1
Plasmodium vivax calpain, putative 0.005 0.2301 0.5
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.005 0.2301 0.8724
Giardia lamblia Cathepsin B precursor 0.0055 0.2637 0.5
Echinococcus multilocularis cathepsin b 0.0166 1 1
Echinococcus multilocularis family C2 unassigned peptidase (C02 family) 0.0138 0.8127 0.7568
Loa Loa (eye worm) hypothetical protein 0.0132 0.7732 0.7732
Brugia malayi calpain 7 0.005 0.2301 0.2301
Giardia lamblia Cathepsin B precursor 0.0055 0.2637 0.5
Trypanosoma brucei calpain-like protein, putative 0.005 0.2301 0.8724
Leishmania major calpain, putative,cysteine peptidase, Clan CA, family C2, putative 0.005 0.2301 0.8724
Brugia malayi calpain family protein 1 0.0132 0.7732 0.7732
Trypanosoma brucei calpain-like protein, putative 0.005 0.2301 0.8724
Loa Loa (eye worm) hypothetical protein 0.0082 0.4442 0.4442
Echinococcus multilocularis retinoic acid receptor rxr beta a retinoic acid receptor rxr alpha a retinoic acid receptor rxr alpha 0.0104 0.5908 0.4685
Leishmania major cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like 0.0055 0.2637 1
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0138 0.8127 0.8127
Trypanosoma brucei antigen, putative 0.005 0.2301 0.8724
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0138 0.8127 0.8127
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase 0.0055 0.2637 1
Echinococcus multilocularis cathepsin b 0.0166 1 1
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.005 0.2301 0.2301
Loa Loa (eye worm) hypothetical protein 0.0117 0.6743 0.6743
Loa Loa (eye worm) calpain family protein 1 0.0097 0.5431 0.5431
Schistosoma mansoni calpain-7 (C02 family) 0.005 0.2301 0.2301
Loa Loa (eye worm) hypothetical protein 0.0166 1 1
Leishmania major kinesin, putative 0.0035 0.1312 0.4974
Onchocerca volvulus 0.0082 0.4442 0.5
Schistosoma mansoni calpain-7 (C02 family) 0.005 0.2301 0.2301
Schistosoma mansoni family C2 unassigned peptidase (C02 family) 0.0132 0.7732 0.7732
Echinococcus multilocularis calpain family protein 1, d 0.0097 0.5431 0.4066
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0166 1 1
Brugia malayi calpain 5 0.0035 0.1312 0.1312
Loa Loa (eye worm) calpain 5 0.0035 0.1312 0.1312
Loa Loa (eye worm) calpain family protein 1 0.0132 0.7732 0.7732
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0166 1 1
Trypanosoma cruzi kinesin, putative 0.0035 0.1312 0.1312
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.005 0.2301 0.2301
Schistosoma mansoni retinoic acid receptor RXR 0.0112 0.643 0.643
Loa Loa (eye worm) cathepsin B 0.0055 0.2637 0.2637
Entamoeba histolytica calpain large subunit domain III containing protein 0.0035 0.1312 1
Entamoeba histolytica protein kinase, putative 0.0035 0.1312 1
Toxoplasma gondii cathepsin B 0.0055 0.2637 1
Plasmodium falciparum calpain 0.0015 0 0.5
Trypanosoma brucei calpain-like cysteine peptidase, putative 0.005 0.2301 0.8724
Trypanosoma cruzi calpain cysteine peptidase, putative 0.005 0.2301 0.2301
Schistosoma mansoni calpain C (C02 family) 0.005 0.2301 0.2301
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.005 0.2301 0.2301
Echinococcus granulosus calpain A 0.0138 0.8127 0.7568
Trypanosoma brucei kinesin, putative 0.0035 0.1312 0.4974
Giardia lamblia Cathepsin B precursor 0.0055 0.2637 0.5
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0055 0.2637 0.2637
Brugia malayi calpain family protein 1 0.0132 0.7732 0.7732
Loa Loa (eye worm) calpain 0.005 0.2301 0.2301
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.005 0.2301 0.2301
Trypanosoma cruzi kinesin, putative 0.0035 0.1312 0.1312
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.005 0.2301 0.2301
Echinococcus granulosus cathepsin b 0.0166 1 1
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.005 0.2301 0.2301
Loa Loa (eye worm) hypothetical protein 0.0097 0.5431 0.5431
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0166 1 1
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.005 0.2301 0.2301
Trypanosoma brucei calpain-like protein, putative 0.005 0.2301 0.8724
Schistosoma mansoni calpain (C02 family) 0.005 0.2301 0.2301
Leishmania major calpain-like cysteine peptidase, putative,cysteine peptidase, Clan CA, family C2, putative 0.005 0.2301 0.8724
Trypanosoma brucei calpain-like protein, putative 0.005 0.2301 0.8724
Trypanosoma cruzi cysteine peptidase, Clan CA, family C2, putative 0.005 0.2301 0.2301
Echinococcus granulosus family C2 unassigned peptidase C02 family 0.0138 0.8127 0.7568
Echinococcus granulosus retinoic acid receptor rxr beta a 0.0112 0.643 0.5364
Schistosoma mansoni Mername-AA248 (C02 family) 0.005 0.2301 0.2301
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0055 0.2637 0.2637
Trypanosoma cruzi calpain-like cysteine peptidase, putative 0.005 0.2301 0.2301
Echinococcus multilocularis calpain A 0.0138 0.8127 0.7568
Trypanosoma brucei cysteine peptidase C (CPC) 0.0055 0.2637 1

Activities

Activity type Activity value Assay description Source Reference
IC (functional) = 69 uM Platelet membrane permeability. ChEMBL. 8831774
Ki (binding) = 0.015 nM Compound was evaluated for the inhibition of Cysteine protease Calpain 2 ChEMBL. 8831774
Ki (binding) = 0.37 nM Inhibition of human cathepsin B ChEMBL. 8831774
Ki (binding) = 1.1 nM Inhibition of the cysteine protease human Calpain 1 ChEMBL. 8831774
Ki (binding) = 0.015 uM Compound was evaluated for the inhibition of Cysteine protease Calpain 2 ChEMBL. 8831774
Ki (binding) = 0.37 uM Inhibition of human cathepsin B ChEMBL. 8831774
Ki (binding) = 1.1 uM Inhibition of the cysteine protease human Calpain 1 ChEMBL. 8831774

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.