Detailed information for compound 59731

Basic information

Technical information
  • TDR Targets ID: 59731
  • Name: 1-[2-[3-(benzimidazol-1-yl)propoxy]-6-(dimeth ylamino)phenyl]-3-pentylurea
  • MW: 423.551 | Formula: C24H33N5O2
  • H donors: 2 H acceptors: 2 LogP: 4.32 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 1
  • SMILES: CCCCCNC(=O)Nc1c(OCCCn2cnc3c2cccc3)cccc1N(C)C
  • InChi: 1S/C24H33N5O2/c1-4-5-8-15-25-24(30)27-23-21(28(2)3)13-9-14-22(23)31-17-10-16-29-18-26-19-11-6-7-12-20(19)29/h6-7,9,11-14,18H,4-5,8,10,15-17H2,1-3H3,(H2,25,27,30)
  • InChiKey: AFXKWXLBLYFGRF-UHFFFAOYSA-N  

Network

Hover on a compound node to display the structore

Synonyms

  • 1-[2-[3-(benzimidazol-1-yl)propoxy]-6-(dimethylamino)phenyl]-3-pentyl-urea
  • 1-[2-[3-(1-benzimidazolyl)propoxy]-6-(dimethylamino)phenyl]-3-pentylurea
  • 1-amyl-3-[2-[3-(benzimidazol-1-yl)propoxy]-6-(dimethylamino)phenyl]urea
  • 3-[2-[3-(benzimidazol-1-yl)propoxy]-6-dimethylaminophenyl]-1-pentylurea
  • 3-[2-[3-(benzimidazol-1-yl)propoxy]-6-dimethylamino-phenyl]-1-pentyl-urea
  • 3-[2-[3-(1-benzimidazolyl)propoxy]-6-dimethylaminophenyl]-1-pentylurea
  • 1-amyl-3-[2-[3-(benzimidazol-1-yl)propoxy]-6-dimethylamino-phenyl]urea

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Oryctolagus cuniculus Acyl-CoA:cholesterol acyltransferase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Schistosoma japonicum ko:K00637 sterol O-acyltransferase [EC2.3.1.26], putative Get druggable targets OG5_133487 All targets in OG5_133487
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133487 All targets in OG5_133487
Echinococcus multilocularis sterol O acyltransferase 1 Get druggable targets OG5_133487 All targets in OG5_133487
Schistosoma mansoni sterol O-acyltransferase 1 Get druggable targets OG5_133487 All targets in OG5_133487
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133487 All targets in OG5_133487
Echinococcus granulosus sterol O acyltransferase 1 Get druggable targets OG5_133487 All targets in OG5_133487

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Dictyostelium discoideum diacylglycerol O-acyltransferase 1 Acyl-CoA:cholesterol acyltransferase   305 aa 278 aa 21.9 %
Neospora caninum sterol O-acyltransferase, putative Acyl-CoA:cholesterol acyltransferase   305 aa 258 aa 20.2 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Onchocerca volvulus 0.0056 0.1282 1
Entamoeba histolytica cysteine protease, putative 0.0031 0.023 0.0392
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0056 0.1282 0.2191
Entamoeba histolytica cysteine protease, putative 0.0031 0.023 0.0392
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.006 0.145 0.2476
Schistosoma mansoni sterol O-acyltransferase 1 0.0264 1 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0056 0.1282 0.2191
Echinococcus multilocularis cathepsin L cysteine protease 0.0056 0.1282 0.1282
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0056 0.1282 0.2191
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0056 0.1282 0.2191
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0056 0.1282 0.2191
Leishmania major cathepsin L-like protease 0.0056 0.1282 0.2191
Onchocerca volvulus 0.0039 0.0565 0.4403
Entamoeba histolytica cysteine protease, putative 0.0031 0.023 0.0392
Echinococcus multilocularis cathepsin L cysteine protease 0.0056 0.1282 0.1282
Toxoplasma gondii proteasome subunit beta type, putative 0.0165 0.5853 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0056 0.1282 0.2191
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0056 0.1282 0.2191
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0056 0.1282 0.2191
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0163 0.5777 0.5777
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0056 0.1282 0.2191
Echinococcus multilocularis cathepsin b 0.0163 0.5777 0.5777
Leishmania major cathepsin L-like protease 0.0056 0.1282 0.2191
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0165 0.5853 1
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0056 0.1282 0.2191
Trypanosoma cruzi cysteine peptidase, putative 0.0031 0.023 0.0392
Onchocerca volvulus Cathepsin L homolog 0.0056 0.1282 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0056 0.1282 0.2191
Entamoeba histolytica cysteine proteinase 1, putative 0.0031 0.023 0.0392
Plasmodium falciparum cysteine proteinase falcipain 3 0.0056 0.1282 0.2191
Trypanosoma cruzi cysteine peptidase, putative 0.0056 0.1282 0.2191
Echinococcus granulosus cathepsin b 0.0163 0.5777 0.5777
Entamoeba histolytica cysteine proteinase 2 0.0031 0.023 0.0392
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0056 0.1282 0.2191
Trypanosoma cruzi cysteine proteinase, putative 0.0031 0.023 0.0392
Echinococcus granulosus cathepsin l cysteine peptidase 0.0056 0.1282 0.1282
Echinococcus granulosus cathepsin L cysteine protease 0.0031 0.023 0.023
Schistosoma mansoni SmCB2 peptidase (C01 family) 0.0163 0.5777 0.5777
Plasmodium falciparum proteasome subunit beta type-5 0.0165 0.5853 1
Entamoeba histolytica cysteine proteinase, putative 0.0031 0.023 0.0392
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0031 0.023 0.023
Brugia malayi Cathepsin L-like precursor 0.0056 0.1282 0.2191
Echinococcus granulosus proteasome prosome macropain 0.0165 0.5853 0.5853
Entamoeba histolytica cysteine proteinase, putative 0.0031 0.023 0.0392
Toxoplasma gondii cathepsin B 0.006 0.145 0.2476
Trypanosoma brucei cysteine peptidase C (CPC) 0.006 0.145 0.2476
Trypanosoma cruzi cysteine peptidase, putative 0.0056 0.1282 0.2191
Onchocerca volvulus 0.0056 0.1282 1
Echinococcus multilocularis cathepsin b 0.0163 0.5777 0.5777
Entamoeba histolytica cysteine protease, putative 0.0031 0.023 0.0392
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0039 0.0565 0.0965
Trypanosoma brucei proteasome subunit beta type-5, putative 0.0165 0.5853 1
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0031 0.023 0.023
Echinococcus multilocularis cysteine protease 0.0056 0.1282 0.1282
Onchocerca volvulus 0.0056 0.1282 1
Trypanosoma cruzi proteasome subunit beta type-5, putative 0.0165 0.5853 1
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0163 0.5777 0.5777
Giardia lamblia Proteasome subunit beta type 5 precursor 0.0165 0.5853 1
Brugia malayi Papain family cysteine protease containing protein 0.0031 0.023 0.0392
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0056 0.1282 0.2191
Entamoeba histolytica cysteine protease, putative 0.0031 0.023 0.0392
Echinococcus granulosus cathepsin L 0.0031 0.023 0.023
Brugia malayi cathepsin L-like precursor 0.0039 0.0565 0.0965
Loa Loa (eye worm) cysteine protease 0.0056 0.1282 0.1282
Onchocerca volvulus Cathepsin L homolog 0.0056 0.1282 1
Leishmania major cysteine peptidase C (CPC),CPC cysteine peptidase, Clan CA, family C1, Cathepsin B-like 0.006 0.145 0.2476
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0056 0.1282 0.2191
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0056 0.1282 0.2191
Loa Loa (eye worm) ctsf protein 0.0056 0.1282 0.1282
Loa Loa (eye worm) hypothetical protein 0.0264 1 1
Loa Loa (eye worm) fibroinase 0.0056 0.1282 0.1282
Entamoeba histolytica cysteine protease, putative 0.0031 0.023 0.0392
Echinococcus multilocularis cathepsin L 0.0031 0.023 0.023
Plasmodium vivax vivapain-2 0.0056 0.1282 0.2191
Toxoplasma gondii cathepsin CPL 0.0056 0.1282 0.2191
Plasmodium vivax unspecified product 0.0031 0.023 0.0392
Entamoeba histolytica cysteine protease, putative 0.0031 0.023 0.0392
Entamoeba histolytica cysteine proteinase, putative 0.0031 0.023 0.0392
Brugia malayi Cathepsin L-like precursor 0.0056 0.1282 0.2191
Entamoeba histolytica cysteine proteinase, putative 0.0031 0.023 0.0392
Leishmania major cathepsin L-like protease 0.0056 0.1282 0.2191
Trichomonas vaginalis Family T1, proteasome beta subunit, threonine peptidase 0.0165 0.5853 1
Leishmania major cathepsin L-like protease 0.0056 0.1282 0.2191
Brugia malayi Cathepsin L-like precursor 0.0039 0.0565 0.0965
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0056 0.1282 0.2191
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0056 0.1282 0.2191
Entamoeba histolytica cysteine proteinase, putative 0.0056 0.1282 0.2191
Echinococcus granulosus cathepsin l1 0.0039 0.0565 0.0565
Brugia malayi Papain family cysteine protease containing protein 0.0056 0.1282 0.2191
Echinococcus multilocularis sterol O acyltransferase 1 0.0264 1 1
Entamoeba histolytica cysteine protease, putative 0.0031 0.023 0.0392
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0056 0.1282 0.2191
Loa Loa (eye worm) hypothetical protein 0.0238 0.8918 0.8918
Leishmania major proteasome beta 5 subunit, putative 0.0165 0.5853 1
Leishmania major cathepsin L-like protease 0.0056 0.1282 0.2191
Brugia malayi Cathepsin L-like precursor 0.0039 0.0565 0.0965
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0056 0.1282 0.2191
Entamoeba histolytica proteasome subunit beta type 5 precursor, putative 0.0165 0.5853 1
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0056 0.1282 0.2191
Loa Loa (eye worm) hypothetical protein 0.0039 0.0565 0.0565
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0056 0.1282 0.2191
Loa Loa (eye worm) proteasome A-type and B-type family protein 0.0165 0.5853 0.5853
Trichomonas vaginalis Clan CA, family C1, cathepsin B-like cysteine peptidase 0.006 0.145 0.2476
Onchocerca volvulus 0.0056 0.1282 1
Loa Loa (eye worm) hypothetical protein 0.0056 0.1282 0.1282
Mycobacterium leprae proteasome (beta subunit) PrcB 0.0165 0.5853 0.5
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0031 0.023 0.0392
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0056 0.1282 0.2191
Brugia malayi Cathepsin L-like precursor 0.0056 0.1282 0.2191
Brugia malayi Cathepsin L-like precursor 0.0056 0.1282 0.2191
Schistosoma mansoni cathepsin F (C01 family) 0.0056 0.1282 0.1282
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0056 0.1282 0.1282
Echinococcus granulosus cathepsin b 0.0163 0.5777 0.5777
Trichomonas vaginalis Clan CA, family C1, papain-like cysteine peptidase 0.0056 0.1282 0.2191
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0056 0.1282 0.2191
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0039 0.0565 0.0965
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.0163 0.5777 0.5777
Echinococcus granulosus cathepsin l1 0.0056 0.1282 0.1282
Plasmodium vivax vivapain-3 0.0031 0.023 0.0392
Schistosoma mansoni cathepsin F (C01 family) 0.0039 0.0565 0.0565
Loa Loa (eye worm) hypothetical protein 0.0039 0.0565 0.0565
Trypanosoma cruzi cysteine protease, putative 0.0031 0.023 0.0392
Schistosoma mansoni cathepsin F (C01 family) 0.0056 0.1282 0.1282
Leishmania major cysteine peptidase A (CPA) 0.0056 0.1282 0.2191
Mycobacterium ulcerans proteasome PrcB 0.0165 0.5853 0.5
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0056 0.1282 0.2191
Trypanosoma cruzi cruzipain precursor, putative 0.0056 0.1282 0.2191
Brugia malayi Cathepsin L-like precursor 0.0056 0.1282 0.2191
Plasmodium vivax vivapain-2 0.0056 0.1282 0.2191
Entamoeba histolytica cysteine proteinase, putative 0.0039 0.0565 0.0965
Brugia malayi Cathepsin L-like precursor 0.0056 0.1282 0.2191
Plasmodium falciparum cysteine proteinase falcipain 2a 0.0056 0.1282 0.2191
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0056 0.1282 0.2191
Treponema pallidum alginate O-acetylation protein (algI) 0.0026 0 0.5
Loa Loa (eye worm) hypothetical protein 0.0039 0.0565 0.0565
Leishmania major cathepsin L-like protease 0.0056 0.1282 0.2191
Trypanosoma cruzi cysteine peptidase, putative 0.0056 0.1282 0.2191
Trypanosoma cruzi cysteine peptidase (N-terminal), putative 0.0031 0.023 0.0392
Entamoeba histolytica cysteine proteinase, putative 0.0056 0.1282 0.2191
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0056 0.1282 0.2191
Entamoeba histolytica cysteine protease, putative 0.0031 0.023 0.0392
Trypanosoma cruzi cysteine peptidase C (CPC), putative 0.0163 0.5777 0.9869
Loa Loa (eye worm) Papain cysteine protease/cathepsin propeptide inhibitor-containing protein 0.0056 0.1282 0.1282
Loa Loa (eye worm) cathepsin B 0.006 0.145 0.145
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0056 0.1282 0.2191
Schistosoma mansoni proteasome catalytic subunit 3 (T01 family) 0.0165 0.5853 0.5853
Brugia malayi Papain family cysteine protease containing protein 0.0031 0.023 0.0392
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0031 0.023 0.0392
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0056 0.1282 0.2191
Onchocerca volvulus 0.0056 0.1282 1
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0031 0.023 0.0392
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0056 0.1282 0.2191
Echinococcus granulosus cathepsin L cysteine proteinase 0.0056 0.1282 0.1282
Entamoeba histolytica cysteine protease, putative 0.0031 0.023 0.0392
Brugia malayi Cathepsin L-like cysteine proteinase 0.0039 0.0565 0.0965
Echinococcus multilocularis proteasome (prosome, macropain) 0.0165 0.5853 0.5853
Entamoeba histolytica cysteine protease, putative 0.0056 0.1282 0.2191
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0056 0.1282 0.2191
Plasmodium vivax proteasome subunit beta type-5, putative 0.0165 0.5853 1
Echinococcus granulosus cysteine protease 0.0031 0.023 0.023
Trypanosoma cruzi cysteine peptidase, putative 0.0056 0.1282 0.2191
Loa Loa (eye worm) papain family cysteine protease containing protein 0.0056 0.1282 0.1282
Trypanosoma cruzi cysteine peptidase, clan CA, family C1, cathepsin L-like, putative 0.0039 0.0565 0.0965
Trypanosoma cruzi cysteine proteinase, putative 0.0031 0.023 0.0392
Trichomonas vaginalis Clan CA, family C1, cathepsin L or K-like cysteine peptidase 0.0056 0.1282 0.2191
Brugia malayi Proteasome A-type and B-type family protein 0.0165 0.5853 1
Entamoeba histolytica cysteine protease, putative 0.0031 0.023 0.0392
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0056 0.1282 0.2191
Entamoeba histolytica cysteine protease, putative 0.0031 0.023 0.0392
Plasmodium falciparum cysteine proteinase falcipain 2b 0.0056 0.1282 0.2191
Onchocerca volvulus Cathepsin F homolog 0.0056 0.1282 1
Plasmodium vivax vivapain-1 0.0031 0.023 0.0392
Echinococcus multilocularis cysteine protease 0.0056 0.1282 0.1282
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0056 0.1282 0.2191
Trichomonas vaginalis Clan CA, family C1, cathepsin L-like cysteine peptidase 0.0056 0.1282 0.2191
Mycobacterium tuberculosis Proteasome beta subunit PrcB; assembles with alpha subunit PrcA. 0.0165 0.5853 0.5
Leishmania major cathepsin L-like protease 0.0056 0.1282 0.2191
Schistosoma mansoni cathepsin B-like peptidase (C01 family) 0.006 0.145 0.145
Onchocerca volvulus 0.0056 0.1282 1
Schistosoma mansoni SmCL2-like peptidase (C01 family) 0.0031 0.023 0.023
Brugia malayi cathepsin B-like cysteine proteinase 0.0163 0.5777 0.9869
Entamoeba histolytica cysteine protease, putative 0.0031 0.023 0.0392
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0056 0.1282 0.2191
Trypanosoma brucei cysteine peptidase, Clan CA, family C1, Cathepsin L-like 0.0031 0.023 0.0392
Leishmania major cathepsin L-like protease 0.0056 0.1282 0.2191
Onchocerca volvulus 0.0056 0.1282 1
Plasmodium falciparum cysteine proteinase falcipain 1 0.0031 0.023 0.0392
Loa Loa (eye worm) hypothetical protein 0.0163 0.5777 0.5777
Echinococcus multilocularis cathepsin l cysteine peptidase 0.0056 0.1282 0.1282

Activities

Activity type Activity value Assay description Source Reference
Cholesterol reduction (functional) = -12 % Tested for cholesterol lowering activity in rats after a dose of 10 mg/kg once a day for 5 days ChEMBL. 8496930
IC50 (binding) = 0.18 uM Tested for inhibition against acyl coenzyme A:cholesterol acyltransferase from rabbit intestine microsomes. ChEMBL. 8496930
IC50 (binding) = 0.18 uM Tested for inhibition against acyl coenzyme A:cholesterol acyltransferase from rabbit intestine microsomes. ChEMBL. 8496930
IC50 (binding) = 0.62 uM Tested for inhibition against acyl coenzyme A:cholesterol acyltransferase from rabbit aorta homogenate. ChEMBL. 8496930
IC50 (binding) = 0.62 uM Tested for inhibition against acyl coenzyme A:cholesterol acyltransferase from rabbit aorta homogenate. ChEMBL. 8496930

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.