Detailed information for compound 14668
Basic information
Technical information
- TDR Targets ID: 14668
- Name: 3-[(R)-[3-[(E)-2-(7-chloroquinolin-2-yl)ethen yl]phenyl]-[3-(dimethylamino)-3-oxopropyl]sul fanylmethyl]sulfanylpropanoic acid
- MW: 515.087 | Formula: C26H27ClN2O3S2
-
H donors: 1
H acceptors: 4
LogP: 5.28
Rotable bonds: 12
Rule of 5 violations (Lipinski): 2 - SMILES: OC(=O)CCS[C@H](c1cccc(c1)/C=C/c1ccc2c(n1)cc(cc2)Cl)SCCC(=O)N(C)C
- InChi: 1S/C26H27ClN2O3S2/c1-29(2)24(30)12-14-33-26(34-15-13-25(31)32)20-5-3-4-18(16-20)6-10-22-11-8-19-7-9-21(27)17-23(19)28-22/h3-11,16-17,26H,12-15H2,1-2H3,(H,31,32)/b10-6+/t26-/m1/s1
- InChiKey: AXUZQJFHDNNPFG-LHAVAQOQSA-N
Network
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Synonyms
- 3-[(R)-[3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl]-[3-(dimethylamino)-3-oxo-propyl]sulfanyl-methyl]sulfanylpropanoic acid
- 3-[[(R)-[3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl]-[[3-(dimethylamino)-3-oxopropyl]thio]methyl]thio]propanoic acid
- 3-[(R)-[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-[3-(dimethylamino)-3-oxo-propyl]sulfanyl-methyl]sulfanylpropanoic acid
- 3-[[(R)-[3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl]-[[3-(dimethylamino)-3-keto-propyl]thio]methyl]thio]propionic acid
- verlukast
- 3-[(R)-[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-(3-dimethylamino-3-oxopropyl)sulfanylmethyl]sulfanylpropanoic acid
- 3-[(R)-[3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl]-(3-dimethylamino-3-oxo-propyl)sulfanyl-methyl]sulfanylpropanoic acid
- 3-[[(R)-[3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl]-[(3-dimethylamino-3-oxopropyl)thio]methyl]thio]propanoic acid
- 3-[[(R)-[3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl]-[(3-dimethylamino-3-keto-propyl)thio]methyl]thio]propionic acid
- 3-[(R)-[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-(3-dimethylamino-3-oxo-propyl)sulfanyl-methyl]sulfanylpropanoic acid
- D02384
- Verlukast (USAN)
Targets
Known targets for this compound
| Species | Target name | Source | Bibliographic reference |
|---|---|---|---|
| Homo sapiens | cysteinyl leukotriene receptor 1 | Starlite/ChEMBL | References |
| Homo sapiens | ATP-binding cassette, sub-family C (CFTR/MRP), member 1 | Starlite/ChEMBL | References |
| Cavia porcellus | Cysteinyl leukotriene receptor 1 | Starlite/ChEMBL | References |
Predicted pathogen targets for this compound
By orthology
By sequence similarity to non orthologous known druggable targets
Obtained from network model
Ranking Plot
Putative Targets List
| Species | Potential target | Raw | Global | Species |
|---|---|---|---|---|
| Loa Loa (eye worm) | hypothetical protein | 0.0017 | 0.0016 | 0.0015 |
| Loa Loa (eye worm) | RNA binding protein | 0.0069 | 0.0232 | 0.0232 |
| Toxoplasma gondii | cytidine and deoxycytidylate deaminase zinc-binding region domain-containing protein | 0.0021 | 0.0034 | 0.0018 |
| Wolbachia endosymbiont of Brugia malayi | pyrimidine deaminase and reductase | 0.0021 | 0.0034 | 0.5 |
| Echinococcus multilocularis | multidrug resistance associated protein 1 | 0.0017 | 0.0017 | 0.0093 |
| Onchocerca volvulus | 0.044 | 0.177 | 1 | |
| Brugia malayi | Cytidine and deoxycytidylate deaminase zinc-binding region family protein | 0.0021 | 0.0034 | 0.0102 |
| Trichomonas vaginalis | cytidine deaminase, putative | 0.044 | 0.177 | 1 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0069 | 0.0232 | 1 |
| Brugia malayi | dCMP deaminase | 0.0021 | 0.0034 | 0.0102 |
| Loa Loa (eye worm) | TAR-binding protein | 0.0069 | 0.0232 | 0.0232 |
| Mycobacterium leprae | PROBABLE CYTIDINE DEAMINASE CDD (CYTIDINE AMINOHYDROLASE) (CYTIDINE NUCLEOSIDE DEAMINASE) | 0.044 | 0.177 | 1 |
| Onchocerca volvulus | 0.044 | 0.177 | 1 | |
| Loa Loa (eye worm) | ABC transporter transmembrane region family protein | 0.0017 | 0.0017 | 0.0016 |
| Giardia lamblia | Cytidine deaminase | 0.044 | 0.177 | 1 |
| Trypanosoma cruzi | multidrug resistance protein E, putative | 0.0017 | 0.0017 | 0.0093 |
| Plasmodium falciparum | cytidine and deoxycytidylate deaminase, putative | 0.0021 | 0.0034 | 0.5 |
| Trypanosoma cruzi | multidrug resistance-associated protein, putative | 0.0017 | 0.0017 | 0.0093 |
| Toxoplasma gondii | CMP/dCMP deaminase, zinc-binding, putative | 0.0021 | 0.0034 | 0.0018 |
| Giardia lamblia | ABC transporter, putative | 0.0017 | 0.0017 | 0.0003 |
| Trypanosoma brucei | tRNA-specific adenosine deaminase | 0.0021 | 0.0034 | 0.0102 |
| Echinococcus multilocularis | tar DNA binding protein | 0.0069 | 0.0232 | 0.1313 |
| Echinococcus multilocularis | tRNA specific adenosine deaminase 2 | 0.0021 | 0.0034 | 0.0194 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0069 | 0.0232 | 1 |
| Loa Loa (eye worm) | inward rectifying k channel family protein 1 | 0.2423 | 1 | 1 |
| Giardia lamblia | Multidrug resistance-associated protein 1 | 0.0017 | 0.0017 | 0.0003 |
| Loa Loa (eye worm) | dCMP deaminase | 0.0021 | 0.0034 | 0.0034 |
| Brugia malayi | cytidine deaminase, identical | 0.044 | 0.177 | 1 |
| Entamoeba histolytica | hypothetical protein, conserved | 0.0021 | 0.0034 | 0.0102 |
| Entamoeba histolytica | cytidine/deoxycytidylate deaminase family protein | 0.0021 | 0.0034 | 0.0102 |
| Schistosoma mansoni | cytidine/deoxycytidylate deaminase-related | 0.0021 | 0.0034 | 0.0829 |
| Echinococcus multilocularis | deoxycytidylate deaminase | 0.0021 | 0.0034 | 0.0194 |
| Mycobacterium tuberculosis | Probable cytidine deaminase Cdd (cytidine aminohydrolase) (cytidine nucleoside deaminase) | 0.044 | 0.177 | 1 |
| Echinococcus granulosus | cytidine deaminase | 0.044 | 0.177 | 1 |
| Plasmodium falciparum | cytidine deaminase, putative | 0.0021 | 0.0034 | 0.5 |
| Trypanosoma brucei | cytidine deaminase | 0.044 | 0.177 | 1 |
| Brugia malayi | RNA binding protein | 0.0069 | 0.0232 | 0.1231 |
| Loa Loa (eye worm) | hypothetical protein | 0.2423 | 1 | 1 |
| Trypanosoma cruzi | hypothetical protein, conserved | 0.0021 | 0.0034 | 0.0194 |
| Trichomonas vaginalis | cytidine deaminase, putative | 0.044 | 0.177 | 1 |
| Schistosoma mansoni | dCTP deaminase | 0.0021 | 0.0034 | 0.0829 |
| Toxoplasma gondii | hypothetical protein | 0.2423 | 1 | 1 |
| Echinococcus granulosus | multidrug resistance associated protein 7 | 0.0017 | 0.0017 | 0.0093 |
| Loa Loa (eye worm) | hypothetical protein | 0.0017 | 0.0017 | 0.0016 |
| Trypanosoma cruzi | cytidine deaminase-like protein, putative | 0.044 | 0.177 | 1 |
| Loa Loa (eye worm) | RNA recognition domain-containing protein domain-containing protein | 0.0069 | 0.0232 | 0.0232 |
| Plasmodium vivax | cytidine and deoxycytidylate deaminase, putative | 0.0021 | 0.0034 | 0.5 |
| Brugia malayi | TAR-binding protein | 0.0069 | 0.0232 | 0.1231 |
| Giardia lamblia | Multidrug resistance-associated protein 1 | 0.0017 | 0.0017 | 0.0003 |
| Trypanosoma cruzi | multidrug resistance-associated protein, putative | 0.0017 | 0.0017 | 0.0093 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0069 | 0.0232 | 1 |
| Entamoeba histolytica | cytidine deaminase, putative | 0.044 | 0.177 | 1 |
| Echinococcus granulosus | multidrug resistance associated protein 1 | 0.0017 | 0.0017 | 0.0093 |
| Loa Loa (eye worm) | tRNA-specific adenosine deaminase 2 | 0.0021 | 0.0034 | 0.0034 |
| Leishmania major | deaminase, putative | 0.0021 | 0.0034 | 0.0102 |
| Giardia lamblia | MRP-like ABC transporter | 0.0017 | 0.0017 | 0.0003 |
| Brugia malayi | RNA recognition motif domain containing protein | 0.0069 | 0.0232 | 0.1231 |
| Trypanosoma brucei | tRNA-sepcific adenosine deaminase | 0.0021 | 0.0034 | 0.0102 |
| Toxoplasma gondii | cytidine and deoxycytidylate deaminase zinc-binding region domain-containing protein | 0.0021 | 0.0034 | 0.0018 |
| Loa Loa (eye worm) | hypothetical protein | 0.2423 | 1 | 1 |
| Brugia malayi | tRNA-specific adenosine deaminase 2 | 0.0021 | 0.0034 | 0.0102 |
| Giardia lamblia | Cytosine deaminase, putative | 0.0021 | 0.0034 | 0.0105 |
| Echinococcus multilocularis | cytidine and deoxycytidylate deaminase | 0.0021 | 0.0034 | 0.0194 |
| Echinococcus granulosus | tar DNA binding protein | 0.0069 | 0.0232 | 0.1313 |
| Loa Loa (eye worm) | hypothetical protein | 0.0017 | 0.0017 | 0.0016 |
| Chlamydia trachomatis | bifunctional diaminohydroxyphosphoribosylaminopyrimidine deaminase/5-amino-6-(5-phosphoribosylamino) uracil reductase | 0.0021 | 0.0034 | 0.5 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0069 | 0.0232 | 1 |
| Trypanosoma cruzi | cytidine deaminase-like protein | 0.044 | 0.177 | 1 |
| Schistosoma mansoni | cytidine/deoxycytidylate deaminase-related | 0.0021 | 0.0034 | 0.0829 |
| Toxoplasma gondii | cytidine and deoxycytidylate deaminase zinc-binding region domain-containing protein | 0.044 | 0.177 | 0.1756 |
| Schistosoma mansoni | tar DNA-binding protein | 0.0069 | 0.0232 | 1 |
| Echinococcus granulosus | cytidine and deoxycytidylate deaminase | 0.0021 | 0.0034 | 0.0194 |
| Echinococcus multilocularis | multidrug resistance associated protein 7 | 0.0017 | 0.0017 | 0.0093 |
| Leishmania major | cytidine deaminase-like protein | 0.044 | 0.177 | 1 |
| Treponema pallidum | deoxycytidylate deaminase | 0.0021 | 0.0034 | 0.5 |
| Echinococcus multilocularis | cytidine deaminase | 0.044 | 0.177 | 1 |
| Echinococcus granulosus | tRNA specific adenosine deaminase 2 | 0.0021 | 0.0034 | 0.0194 |
| Schistosoma mansoni | deoxycytidylate deaminase | 0.0021 | 0.0034 | 0.0829 |
| Echinococcus granulosus | deoxycytidylate deaminase | 0.0021 | 0.0034 | 0.0194 |
| Loa Loa (eye worm) | hypothetical protein | 0.0021 | 0.0034 | 0.0034 |
| Leishmania major | hypothetical protein, conserved | 0.0021 | 0.0034 | 0.0102 |
| Mycobacterium ulcerans | cytidine deaminase | 0.044 | 0.177 | 1 |
Activities
| Activity type | Activity value | Assay description | Source | Reference |
|---|---|---|---|---|
| -Log KB (functional) | = 8.7 | Antagonist activity of LTD4-induced contractions of isolated guinea pig trachea | ChEMBL. | 2170650 |
| Activity (functional) | In vitro antagonistic activity of the compound was determined against leukotriene D4 receptor; A - Active | ChEMBL. | No reference | |
| Activity (functional) | In vivo antagonistic activity of the compound was determined against leukotriene D4 receptor; A - Active | ChEMBL. | No reference | |
| Activity (functional) | 0 | In vitro antagonistic activity of the compound was determined against leukotriene D4 receptor; A - Active | ChEMBL. | No reference |
| Activity (functional) | 0 | In vivo antagonistic activity of the compound was determined against leukotriene D4 receptor; A - Active | ChEMBL. | No reference |
| Cdyn (functional) | = 56 % | Compound was evaluated in vitro for its inhibition of peptidoleukoteriene -induced reduction in dynamic compliance in conscious squirrel monkey at a dose of 0.1 mg/Kg | ChEMBL. | No reference |
| Clearance (ADMET) | = 1.2 ml min-1 kg-1 | The apparent total plasma clearance of the compound was determined in monkey | ChEMBL. | No reference |
| ED50 (functional) | = 0.028 mg kg-1 | Tested for antigen-induced dyspnea in hyperactive rats | ChEMBL. | 2170650 |
| ED50 (functional) | = 2.8 ug kg-1 | Effective dose of the compound was determined in guinea pig on intravenous administration | ChEMBL. | No reference |
| FACO Activity (functional) | = 62 % | The compound was tested for average percentage increase of fatty acyl Co-A oxidase activity after 4 days of dosing in mice at 400 mg/kg peroral administration | ChEMBL. | No reference |
| IC50 (binding) | = 3.1 nM | Displacement of [3H]LTD4 from LTD4 receptor in guinea pig lung membrane | LITERATURE. | 27299736 |
| IC50 (binding) | = 3.2 nM | Binding affinity against Cysteinyl leukotriene D4 receptor from guinea pig lung membrane | ChEMBL. | 2170650 |
| IC50 (binding) | = 3.2 nM | Binding affinity against Cysteinyl leukotriene D4 receptor from guinea pig lung membrane | ChEMBL. | 2170650 |
| IC50 (binding) | = 3.9 nM | Inhibition of [3H]-LTD4 binding on guinea-pig lung membranes | ChEMBL. | No reference |
| IC50 (binding) | = 3.9 nM | Inhibitory concentration against [3H]-Leukotriene D4 binding to guinea-pig lung membranes was determined | ChEMBL. | No reference |
| IC50 (binding) | = 3.9 nM | Inhibition of [3H]-LTD4 binding on guinea-pig lung membranes | ChEMBL. | No reference |
| IC50 (binding) | = 8 nM | In vitro inhibitory activity against Cysteinyl leukotriene D4 receptor from human lung membrane | ChEMBL. | 2170650 |
| IC50 (binding) | = 8 nM | In vitro inhibitory activity against Cysteinyl leukotriene D4 receptor from human lung membrane | ChEMBL. | 2170650 |
| IC50 (binding) | = 2.8 uM | Inhibition of MRP1 expressed in MDCK cells assessed as calcein AM accumulation after 30 mins by fluorescence assay | ChEMBL. | 22112208 |
| Inhibition (functional) | = 60 % | Inhibition of Leukotriene D4 induced bronchoconstriction in squirrel monkey, 4 h pretreatment, 0.1 mg/kg peroral administration | ChEMBL. | No reference |
| pA2 (functional) | = 8.8 | Inhibition of Leukotriene D4 induced contraction of guinea-pig trachea was determined | ChEMBL. | No reference |
| PEI (functional) | = 65 | Compound was evaluated in vitro for its effect on peroximal enzyme induction (PEI) over control animals (mice) after 4 days dosing at 400 mg/Kg perorally | ChEMBL. | No reference |
| PEI (functional) | = 65 | Compound was evaluated in vitro for its effect on peroximal enzyme induction (PEI) over control animals (mice) after 4 days dosing at 400 mg/Kg perorally | ChEMBL. | No reference |
| pKb (functional) | = 8.9 | Inhibition of LTD4-induced contraction of guinea-pig tracheal chains | ChEMBL. | No reference |
| RL (functional) | = 59 % | Inhibition of LTD4-induced broncoconstriction in conscious squirrel monkey | ChEMBL. | No reference |
| Weight (functional) | = 0 % | Compound was evaluated in vitro for its effect on the liver weight in mice after 4 days dosing at 400 mg/Kg perorally | ChEMBL. | No reference |
| Weight (functional) | = 0 % | Compound was evaluated in vitro for its effect on the liver weight in mice after 4 days dosing at 400 mg/Kg perorally | 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
- Search by CAS
- ChEMBL: CHEMBL280481
- PubChem: 6509849
Bibliographic References
2 literature references were collected for this gene.
If you have references for this compound, please enter them in a user comment (below) or Contact us.