Detailed information for compound 1526431

Basic information

Technical information
  • TDR Targets ID: 1526431
  • Name: N-[2-(cyclopentylamino)-1-(4-methoxyphenyl)-2 -oxoethyl]-N-(3,5-dimethoxyphenyl)prop-2-ynam ide
  • MW: 436.5 | Formula: C25H28N2O5
  • H donors: 1 H acceptors: 2 LogP: 3.98 Rotable bonds: 10
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1)C(N(c1cc(OC)cc(c1)OC)C(=O)C#C)C(=O)NC1CCCC1
  • InChi: 1S/C25H28N2O5/c1-5-23(28)27(19-14-21(31-3)16-22(15-19)32-4)24(17-10-12-20(30-2)13-11-17)25(29)26-18-8-6-7-9-18/h1,10-16,18,24H,6-9H2,2-4H3,(H,26,29)
  • InChiKey: QMLIJVGFMVPOGG-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[2-(cyclopentylamino)-1-(4-methoxyphenyl)-2-oxo-ethyl]-N-(3,5-dimethoxyphenyl)prop-2-ynamide
  • N-[2-(cyclopentylamino)-2-keto-1-(4-methoxyphenyl)ethyl]-N-(3,5-dimethoxyphenyl)propiolamide
  • ASN 06088480

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Onchocerca volvulus 0.0144 0.0539 0.478
Brugia malayi fructose-bisphosphate aldolase 2 0.0263 0.11 0.11
Brugia malayi 1-phosphatidylinositol-4,5-bisphosphate phosphodiesterase beta 4 0.0105 0.0357 0.0357
Schistosoma mansoni ryanodine receptor related 0.1169 0.5345 0.6251
Loa Loa (eye worm) cytohesin 3 0.0099 0.0328 0.0366
Brugia malayi Phosphatidylinositol-specific phospholipase C, X domain containing protein 0.0045 0.0076 0.0076
Trypanosoma cruzi inositol-1,4,5-trisphosphate (IP3) 5-phosphatase, putative 0.0089 0.0283 0.0442
Loa Loa (eye worm) hypothetical protein 0.0089 0.0283 0.0301
Echinococcus granulosus fructose bisphosphate aldolase class I 0.0263 0.11 0.2538
Schistosoma mansoni inositol 145-trisphosphate receptor 0.1829 0.8439 1
Trypanosoma cruzi fructose-bisphosphate aldolase, glycosomal, putative 0.0263 0.11 0.2298
Brugia malayi phospholipase C homolog 0.0079 0.0235 0.0235
Loa Loa (eye worm) Plcb4 protein 0.0105 0.0357 0.0408
Loa Loa (eye worm) hypothetical protein 0.1326 0.6082 0.8725
Loa Loa (eye worm) thioredoxin reductase 0.0069 0.0187 0.0161
Schistosoma mansoni stromal cell-derived factor 2 precursor-like protein 0.0183 0.0724 0.0651
Trypanosoma cruzi fructose-bisphosphate aldolase, glycosomal, putative 0.0263 0.11 0.2298
Schistosoma mansoni phospholipase C beta 0.0105 0.0357 0.0206
Entamoeba histolytica MIR domain protein 0.0183 0.0724 0.5
Trypanosoma brucei fructose-bisphosphate aldolase, glycosomal, putative 0.0263 0.11 0.2298
Trypanosoma cruzi inositol-1,4,5-trisphosphate (IP3) 5-phosphatase, putative 0.0089 0.0283 0.0442
Trypanosoma brucei inositol 1,4,5-trisphosphate receptor 0.0986 0.4486 1
Echinococcus multilocularis fructose bisphosphate aldolase class I 0.0263 0.11 0.2538
Schistosoma mansoni guanyl-nucleotide exchange factor 0.0099 0.0328 0.0171
Toxoplasma gondii fructose-1,6-bisphosphate aldolase 0.0263 0.11 1
Plasmodium vivax glutathione reductase, putative 0.0069 0.0187 0.1081
Loa Loa (eye worm) phosphatidylinositol-specific phospholipase C 0.0048 0.0089 0.0018
Schistosoma mansoni phospholipase C-like protein 2 plc-L2 0.0172 0.0673 0.059
Plasmodium vivax thioredoxin reductase, putative 0.0069 0.0187 0.1081
Schistosoma mansoni phospholipase C-like protein 2 plc-L2 0.0079 0.0235 0.0058
Loa Loa (eye worm) hypothetical protein 0.0144 0.0539 0.0672
Echinococcus granulosus fructose 16 bisphosphate aldolase 0.0263 0.11 0.2538
Echinococcus granulosus ryanodine receptor 44f 0.0836 0.3784 1
Trichomonas vaginalis mannosyltransferase 1, putative 0.0183 0.0724 0.5
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0069 0.0187 0.5
Echinococcus granulosus ryanodine receptor 44f 0.0649 0.2906 0.756
Leishmania major trypanothione reductase 0.0069 0.0187 0.0377
Plasmodium falciparum glutathione reductase 0.0069 0.0187 0.1081
Echinococcus multilocularis fructose 1,6 bisphosphate aldolase 0.0263 0.11 0.2538
Echinococcus granulosus fructose 16 bisphosphate aldolase 0.0263 0.11 0.2538
Echinococcus multilocularis fructose 1,6 bisphosphate aldolase 0.0263 0.11 0.2538
Leishmania major phospholipase c-like protein 0.0048 0.0089 0.0043
Trypanosoma brucei trypanothione reductase 0.0069 0.0187 0.0223
Echinococcus multilocularis fructose 1,6 bisphosphate aldolase 0.0263 0.11 0.2538
Loa Loa (eye worm) fructose-bisphosphate aldolase 2 0.0263 0.11 0.1487
Onchocerca volvulus 0.0183 0.0724 1
Plasmodium vivax fructose 1,6-bisphosphate aldolase, putative 0.0263 0.11 1
Schistosoma mansoni ryanodine receptor 1 skeletal muscle 0.0316 0.1345 0.1404
Trypanosoma cruzi fructose-bisphosphate aldolase, glycosomal, putative 0.0263 0.11 0.2298
Echinococcus multilocularis 1 phosphatidylinositol 4,5 bisphosphate 0.0108 0.0369 0.0508
Leishmania major fructose-1,6-bisphosphate aldolase 0.0263 0.11 0.3492
Echinococcus multilocularis ryanodine receptor 44f 0.0836 0.3784 1
Loa Loa (eye worm) MIR domain-containing protein 0.0183 0.0724 0.0941
Loa Loa (eye worm) hypothetical protein 0.0108 0.0369 0.0426
Loa Loa (eye worm) glutathione reductase 0.0069 0.0187 0.0161
Leishmania major hypothetical protein, conserved 0.067 0.3007 1
Plasmodium falciparum thioredoxin reductase 0.0069 0.0187 0.1081
Trypanosoma cruzi fructose-bisphosphate aldolase, glycosomal, putative 0.0263 0.11 0.2298
Schistosoma mansoni fructose 16-bisphosphate aldolase 0.0263 0.11 0.1106
Plasmodium falciparum fructose-bisphosphate aldolase 0.0263 0.11 1
Loa Loa (eye worm) hypothetical protein 0.0836 0.3784 0.5387
Loa Loa (eye worm) hypothetical protein 0.1492 0.6859 0.9853
Echinococcus multilocularis cytohesin 1 0.0099 0.0328 0.0392
Schistosoma mansoni fructose 16-bisphosphate aldolase 0.0263 0.11 0.1106
Loa Loa (eye worm) ryanodine receptor 0.0316 0.1345 0.1844
Trypanosoma cruzi trypanothione reductase, putative 0.0069 0.0187 0.0223
Toxoplasma gondii fructose-1,6-bisphosphate aldolase 0.0263 0.11 1
Echinococcus granulosus fructose 16 bisphosphate aldolase 0.0263 0.11 0.2538
Echinococcus granulosus 1-Phosphatidylinositol-4,5-bisphosphate phosphodiesterase beta-4 0.0108 0.0369 0.0508
Brugia malayi Thioredoxin reductase 0.0069 0.0187 0.0187
Echinococcus multilocularis stromal cell derived factor 2 0.0183 0.0724 0.1494
Trypanosoma brucei inositol-1,4,5-trisphosphate (IP3) 5-phosphatase, putative 0.0093 0.0303 0.0486
Loa Loa (eye worm) fructose-bisphosphate aldolase 1 0.0263 0.11 0.1487
Trypanosoma cruzi inositol 1,4,5-trisphosphate receptor, putative 0.0986 0.4486 1
Echinococcus granulosus stromal cell derived factor 2 0.0183 0.0724 0.1494
Echinococcus granulosus cytohesin 1 0.0099 0.0328 0.0392
Brugia malayi Variant SH3 domain containing protein 0.0051 0.0103 0.0103
Brugia malayi Phosphatidylinositol-specific phospholipase C, X domain containing protein 0.0048 0.0089 0.0089
Loa Loa (eye worm) variant SH3 domain-containing protein 0.0051 0.0103 0.0039
Loa Loa (eye worm) hypothetical protein 0.0089 0.0283 0.0301
Loa Loa (eye worm) hypothetical protein 0.0089 0.0283 0.0301
Toxoplasma gondii fructose-bisphosphate aldolase, putative 0.0263 0.11 1
Schistosoma mansoni inositol 145-trisphosphate receptor 0.1326 0.6082 0.7143
Brugia malayi Cytohesin 3 0.0099 0.0328 0.0328
Echinococcus multilocularis ryanodine receptor 44f 0.0649 0.2906 0.756
Brugia malayi MIR domain containing protein 0.0183 0.0724 0.0724
Toxoplasma gondii thioredoxin reductase 0.0069 0.0187 0.0969
Brugia malayi Ryanodine Receptor TM 4-6 family protein 0.1169 0.5345 0.5345
Brugia malayi glutathione reductase 0.0069 0.0187 0.0187
Loa Loa (eye worm) hypothetical protein 0.1514 0.6959 1
Leishmania major inositol-1,4,5-trisphosphate (IP3) 5-phosphatase, putative 0.0089 0.0283 0.0707
Brugia malayi fructose-bisphosphate aldolase 1 0.0263 0.11 0.11
Loa Loa (eye worm) hypothetical protein 0.0251 0.1043 0.1404

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) = 0.3 uM Cytotoxicity against human NCI/ADR-RES cells after 72 hrs by MTT assay ChEMBL. 21443194
IC50 (functional) = 1.9 uM Cytotoxicity against human 5637 cells after 72 hrs by MTT assay ChEMBL. 21443194
IC50 (functional) = 2.1 uM Cytotoxicity against human HT-29 cells after 72 hrs by MTT assay ChEMBL. 21443194
IC50 (functional) = 2.3 uM Cytotoxicity against human HEY cells after 72 hrs by MTT assay ChEMBL. 21443194
IC50 (functional) = 2.4 uM Cytotoxicity against human MDA-MB-435 cells after 72 hrs by MTT assay ChEMBL. 21443194
IC50 (functional) = 15 uM Cytotoxicity against human HCT116 cells expressing p53 after 72 hrs by MTT assay ChEMBL. 21443194
IC50 (functional) > 20 uM Cytotoxicity against p53 deficient human HCT116 cells expressing p53 after 72 hrs by MTT assay ChEMBL. 21443194
IC50 (functional) > 20 uM Cytotoxicity against human UM-UC-3 cells after 72 hrs by MTT assay ChEMBL. 21443194

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 21443194

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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