Detailed information for compound 2006866
Basic information
Technical information
- Name: Unnamed compound
- MW: 428.526 | Formula: C26H28N4O2
-
H donors: 2
H acceptors: 3
LogP: 2.91
Rotable bonds: 6
Rule of 5 violations (Lipinski): 1 - SMILES: N#C[C@H](Cc1ccc(cc1)c1ccc2c(c1)N(C)C(=O)C2)NC(=O)[C@H]1N[C@@H]2CC[C@H]1CC2
- InChi: 1S/C26H28N4O2/c1-30-23-13-19(6-7-20(23)14-24(30)31)17-4-2-16(3-5-17)12-22(15-27)29-26(32)25-18-8-10-21(28-25)11-9-18/h2-7,13,18,21-22,25,28H,8-12,14H2,1H3,(H,29,32)/t18-,21+,22-,25-/m0/s1
- InChiKey: GGTCSHNAVPBGDV-DHDULZGNSA-N
Network
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Synonyms
No synonyms found for this compound
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Homo sapiens | cathepsin C | Starlite/ChEMBL | No references |
| Homo sapiens | cathepsin K | Starlite/ChEMBL | No references |
Predicted pathogen targets for this compound
By orthology
By sequence similarity to non orthologous known druggable targets
| Species | Potential target | Known druggable target | Length | Alignment span | Identity |
|---|---|---|---|---|---|
| Plasmodium vivax | dipeptidyl aminopeptidase 3, putative | cathepsin C | 141 aa | 152 aa | 22.4 % |
| Plasmodium falciparum | cysteine proteinase falcipain 1 | cathepsin K | 329 aa | 349 aa | 33.2 % |
Obtained from network model
Ranking Plot
Putative Targets List
| Species | Potential target | Raw | Global | Species |
|---|---|---|---|---|
| Brugia malayi | Cathepsin L-like precursor | 0.0018 | 0.0188 | 0.3182 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L or K-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Trichomonas vaginalis | Clan CA, family C1, papain-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Brugia malayi | Cathepsin L-like precursor | 0.0027 | 0.0591 | 1 |
| Onchocerca volvulus | 0.0027 | 0.0591 | 1 | |
| Loa Loa (eye worm) | ctsf protein | 0.0027 | 0.0591 | 1 |
| Loa Loa (eye worm) | Papain cysteine protease/cathepsin propeptide inhibitor-containing protein | 0.0027 | 0.0591 | 1 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Echinococcus granulosus | cathepsin l1 | 0.0018 | 0.0188 | 0.3182 |
| Trichomonas vaginalis | Clan CA, family C1, papain-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Brugia malayi | Cathepsin L-like cysteine proteinase | 0.0018 | 0.0188 | 0.3182 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Brugia malayi | Cathepsin L-like precursor | 0.0027 | 0.0591 | 1 |
| Schistosoma mansoni | cathepsin F (C01 family) | 0.0018 | 0.0188 | 0.0188 |
| Echinococcus multilocularis | cathepsin l cysteine peptidase | 0.0027 | 0.0591 | 1 |
| Leishmania major | cathepsin L-like protease | 0.0027 | 0.0591 | 0.5 |
| Brugia malayi | Cathepsin L-like precursor | 0.0027 | 0.0591 | 1 |
| Trypanosoma cruzi | cysteine peptidase, putative | 0.0027 | 0.0591 | 1 |
| Onchocerca volvulus | Cathepsin L homolog | 0.0027 | 0.0591 | 1 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin B-like cysteine peptidase | 0.0148 | 0.6053 | 1 |
| Plasmodium falciparum | cysteine proteinase falcipain 2b | 0.0027 | 0.0591 | 0.0591 |
| Trypanosoma brucei | cysteine peptidase, Clan CA, family C1, Cathepsin L-like | 0.0027 | 0.0591 | 1 |
| Trypanosoma cruzi | cysteine peptidase, clan CA, family C1, cathepsin L-like, putative | 0.0018 | 0.0188 | 0.3182 |
| Onchocerca volvulus | 0.0027 | 0.0591 | 1 | |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Echinococcus multilocularis | cathepsin L cysteine protease | 0.0027 | 0.0591 | 1 |
| Plasmodium vivax | dipeptidyl aminopeptidase 3, putative | 0.0092 | 0.3544 | 0.3544 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L or K-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Loa Loa (eye worm) | cysteine protease | 0.0027 | 0.0591 | 1 |
| Plasmodium falciparum | cysteine proteinase falcipain 2a | 0.0027 | 0.0591 | 0.0591 |
| Plasmodium falciparum | cysteine proteinase falcipain 3 | 0.0027 | 0.0591 | 0.0591 |
| Schistosoma mansoni | dipeptidyl-peptidase I (C01 family) | 0.0235 | 1 | 1 |
| Trypanosoma cruzi | cysteine peptidase, putative | 0.0027 | 0.0591 | 1 |
| Trypanosoma brucei | cysteine peptidase, Clan CA, family C1, Cathepsin L-like | 0.0027 | 0.0591 | 1 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Plasmodium vivax | dipeptidyl aminopeptidase 1, putative | 0.0235 | 1 | 1 |
| Onchocerca volvulus | 0.0027 | 0.0591 | 1 | |
| Trypanosoma brucei | cysteine peptidase, Clan CA, family C1, Cathepsin L-like | 0.0027 | 0.0591 | 1 |
| Brugia malayi | Cathepsin L-like precursor | 0.0027 | 0.0591 | 1 |
| Trypanosoma brucei | cysteine peptidase, Clan CA, family C1, Cathepsin L-like | 0.0027 | 0.0591 | 1 |
| Plasmodium vivax | dipeptidyl aminopeptidase 2, putative | 0.0235 | 1 | 1 |
| Plasmodium falciparum | dipeptidyl aminopeptidase 1 | 0.0235 | 1 | 1 |
| Trypanosoma brucei | cysteine peptidase, Clan CA, family C1, Cathepsin L-like | 0.0027 | 0.0591 | 1 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Trichomonas vaginalis | Clan CA, family C1, papain-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Trypanosoma brucei | cysteine peptidase, Clan CA, family C1, Cathepsin L-like | 0.0027 | 0.0591 | 1 |
| Toxoplasma gondii | cathepsin CPC1 | 0.0235 | 1 | 1 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0018 | 0.0188 | 0.0311 |
| Trypanosoma brucei | cysteine peptidase, Clan CA, family C1, Cathepsin L-like | 0.0027 | 0.0591 | 1 |
| Onchocerca volvulus | 0.0027 | 0.0591 | 1 | |
| Brugia malayi | cathepsin L-like precursor | 0.0018 | 0.0188 | 0.3182 |
| Trypanosoma brucei | cysteine peptidase, Clan CA, family C1, Cathepsin L-like | 0.0027 | 0.0591 | 1 |
| Echinococcus multilocularis | cathepsin l cysteine peptidase | 0.0027 | 0.0591 | 1 |
| Loa Loa (eye worm) | papain family cysteine protease containing protein | 0.0027 | 0.0591 | 1 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Trypanosoma cruzi | cruzipain precursor, putative | 0.0027 | 0.0591 | 1 |
| Echinococcus multilocularis | cathepsin L cysteine protease | 0.0027 | 0.0591 | 1 |
| Schistosoma mansoni | cathepsin F (C01 family) | 0.0027 | 0.0591 | 0.0591 |
| Trichomonas vaginalis | Clan CA, family C1, papain-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0018 | 0.0188 | 0.0311 |
| Toxoplasma gondii | cathepsin CPC2 | 0.0092 | 0.3544 | 0.3139 |
| Trypanosoma cruzi | cysteine peptidase, putative | 0.0027 | 0.0591 | 1 |
| Loa Loa (eye worm) | hypothetical protein | 0.0027 | 0.0591 | 1 |
| Echinococcus granulosus | cathepsin l1 | 0.0027 | 0.0591 | 1 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Plasmodium vivax | vivapain-2 | 0.0027 | 0.0591 | 0.0591 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Echinococcus multilocularis | cysteine protease | 0.0027 | 0.0591 | 1 |
| Brugia malayi | Papain family cysteine protease containing protein | 0.0027 | 0.0591 | 1 |
| Leishmania major | cathepsin L-like protease | 0.0027 | 0.0591 | 0.5 |
| Brugia malayi | Cathepsin L-like precursor | 0.0027 | 0.0591 | 1 |
| Leishmania major | cathepsin L-like protease | 0.0027 | 0.0591 | 0.5 |
| Loa Loa (eye worm) | fibroinase | 0.0027 | 0.0591 | 1 |
| Onchocerca volvulus | Cathepsin F homolog | 0.0027 | 0.0591 | 1 |
| Trichomonas vaginalis | Clan CA, family C1, papain-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Trypanosoma brucei | cysteine peptidase, Clan CA, family C1, Cathepsin L-like | 0.0027 | 0.0591 | 1 |
| Plasmodium falciparum | dipeptidyl aminopeptidase 3 | 0.0092 | 0.3544 | 0.3544 |
| Onchocerca volvulus | Cathepsin L homolog | 0.0027 | 0.0591 | 1 |
| Brugia malayi | Cathepsin L-like precursor | 0.0027 | 0.0591 | 1 |
| Entamoeba histolytica | cysteine proteinase, putative | 0.0027 | 0.0591 | 1 |
| Leishmania major | cathepsin L-like protease | 0.0027 | 0.0591 | 0.5 |
| Trichomonas vaginalis | Clan CA, family C1, papain-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Schistosoma mansoni | cathepsin F (C01 family) | 0.0027 | 0.0591 | 0.0591 |
| Entamoeba histolytica | cysteine proteinase, putative | 0.0018 | 0.0188 | 0.3182 |
| Leishmania major | cysteine peptidase A (CPA) | 0.0027 | 0.0591 | 0.5 |
| Trichomonas vaginalis | Clan CA, family C1, papain-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Onchocerca volvulus | 0.0027 | 0.0591 | 1 | |
| Echinococcus granulosus | cathepsin L cysteine proteinase | 0.0027 | 0.0591 | 1 |
| Trypanosoma brucei | cysteine peptidase, Clan CA, family C1, Cathepsin L-like | 0.0027 | 0.0591 | 1 |
| Entamoeba histolytica | cysteine proteinase, putative | 0.0027 | 0.0591 | 1 |
| Trypanosoma brucei | cysteine peptidase, Clan CA, family C1, Cathepsin L-like | 0.0027 | 0.0591 | 1 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Plasmodium falciparum | dipeptidyl aminopeptidase 2 | 0.0235 | 1 | 1 |
| Plasmodium vivax | vivapain-2 | 0.0027 | 0.0591 | 0.0591 |
| Brugia malayi | Cathepsin L-like precursor | 0.0018 | 0.0188 | 0.3182 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Onchocerca volvulus | 0.0027 | 0.0591 | 1 | |
| Leishmania major | cathepsin L-like protease | 0.0027 | 0.0591 | 0.5 |
| Trichomonas vaginalis | Clan CA, family C1, papain-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Onchocerca volvulus | 0.0027 | 0.0591 | 1 | |
| Trichomonas vaginalis | Clan CA, family C1, papain-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Leishmania major | cathepsin L-like protease | 0.0027 | 0.0591 | 0.5 |
| Trypanosoma cruzi | cysteine peptidase, putative | 0.0027 | 0.0591 | 1 |
| Echinococcus multilocularis | cysteine protease | 0.0027 | 0.0591 | 1 |
| Toxoplasma gondii | preprocathepsin c precursor, putative | 0.0235 | 1 | 1 |
| Leishmania major | cathepsin L-like protease | 0.0027 | 0.0591 | 0.5 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Echinococcus granulosus | cathepsin l cysteine peptidase | 0.0027 | 0.0591 | 1 |
| Trichomonas vaginalis | Clan CA, family C1, cathepsin L-like cysteine peptidase | 0.0027 | 0.0591 | 0.0976 |
| Entamoeba histolytica | cysteine protease, putative | 0.0027 | 0.0591 | 1 |
| Leishmania major | cathepsin L-like protease | 0.0027 | 0.0591 | 0.5 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| IC50 (binding) | = 32.2 nM | BindingDB_Patents: Inhibition Assay. The following buffers were used: MES buffer: 25 mM MES, 50 mM NaCl, 5 mM DTT, adjusted to pH 6.0, containing 0.1% BSA; TAGZyme Buffer: 20 mM NaH2P04, 150 mM NaCl adjusted to pH 6.0 with HC1Assay conditions: The recombinant human DPPI was diluted in TAGZyme buffer to 1 U/ml (38.1 ug/ml, respectively), and then activated by mixing in a 1 :2 ratio with a Cysteamine aqueous solution ( 2mM) and incubating for 5 min at room temperature.Five uL test compound (final concentration 0.1 nM to 100 uM) in aqua bidest (containing 4% DMSO, final DMSO concentration 1%) were mixed with 10 uM of DPPI in MES buffer (final concentration 0.0125 ng/uL) and incubated for 10 min. Then, 5 uL of substrate in MES buffer (final concentration 50 uM) were added. The microtiter plates were then incubated at room temperature for 30 min. Then, the reaction was stopped by adding 10 uL of Gly-Phe-DMK in MES-buffer (final concentration 1 uM). | ChEMBL. | No reference |
| IC50 (binding) | = 32.2 nM | BindingDB_Patents: Inhibition Assay. The recombinant human DPPI was diluted in TAGZyme buffer to 1 U/ml (38.1 ug/ml, respectively), and then activated by mixing in a 1:2 ratio with a Cysteamine aqueous solution (2 mM) and incubating for 5 min at room temperature.Five uL test compound (final concentration 0.1 nM to 100 uM) in aqua bidest (containing 4% DMSO, final DMSO concentration 1%) were mixed with 10 uL of DPPI in MES buffer (final concentration 0.0125 ng/uL) and incubated for 10 min. Then, 5 uL of substrate in MES buffer (final concentration 50 uM) were added. The microtiter plates were then incubated at room temperature for 30 min. Then, the reaction was stopped by adding 10 uL of Gly-Phe-DMK in MES-buffer (final concentration 1 uM). The fluorescence in the wells was determined using a Molecular Devices SpectraMax M5 Fluorescence Reader (Ex 360 nm, Em 460 nm) or an Envision Fluorescence Reader (Ex 355 nm, Em 460 nm). | ChEMBL. | No reference |
| IC50 (binding) | = 6300 nM | BindingDB_Patents: Inhibition Assay. The following buffers were used: Activation buffer: 32.5 mM sodium acetate, adjusted to pH 3.5 with HCl; Assay buffer: 150 mM sodium acetate, 4mM EDTA, 20 mM L-Cysteine, adjusted to pH 5.5 with HCl,Assay conditions: To activate the proenzyme, 5 uLprocathepsin K were mixed with 1 ul activation buffer, and incubated at room temperature for 30 min. 5 uL test compound (final concentration 0.1 nM to 100 uM) in aqua bidest (containing 4% DMSO, final DMSO concentration 1%) were mixed with 10 uL of Cathepsin K in assay buffer (final concentration 2 ng/uL) and incubated for 10 min. Then 5 uL of substrate in assay buffer (final concentration 12.5 uM) were added. The plates were then incubated at room temperature for 60min. Then, the reaction was stopped by adding 10 uL of E64 in assay buffer (final concentration 1 uM). The fluorescence in the wells was determined using a Molecular Devices SpectraMax M5 Fluorescence Reader. | ChEMBL. | No reference |
| IC50 (binding) | = 6300 nM | BindingDB_Patents: Inhibition Assay. To activate the proenzyme, 5 ul procathepsin K were mixed with 1 ul activation buffer, and incubated at room temperature for 30 min.5 uL test compound (final concentration 0.1 nM to 100 uM) in aqua bidest (containing 4% DMSO, final DMSO concentration 1%) were mixed with 10 uL of Cathepsin K in assay buffer (final concentration 2 ng/uL) and incubated for 10 min. Then 5 uL of substrate in assay buffer (final concentration 12.5 uM) were added. The plates were then incubated at room temperature for 60 min. Then, the reaction was stopped by adding 10 uL of E64 in assay buffer (final concentration 1 uM). The fluorescence in the wells was determined using a Molecular Devices SpectraMax M5 Fluorescence Reader (Ex 360 nm, Em 460 nm).Each assay microtiter plate contains wells with vehicle controls (1% DMSO in bidest) as reference for non-inhibited enzyme activity (100% Ctl; high values) and wells with inhibitor (E64 in bidest+1% DMSO. | ChEMBL. | No reference |
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.
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
No external resources registered for this compound
Bibliographic References
No literature references available for this target.
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