Detailed information for compound 301736

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 552.611 | Formula: C27H38F2N4O6
  • H donors: 3 H acceptors: 5 LogP: 3.62 Rotable bonds: 16
    Rule of 5 violations (Lipinski): 2
  • SMILES: CNC(=O)C(C(=O)C(Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](C(C)C)NC(=O)OC(C)(C)C)(F)F
  • InChi: 1S/C27H38F2N4O6/c1-16(2)20(32-25(38)39-26(3,4)5)23(36)33-14-10-13-19(33)22(35)31-18(15-17-11-8-7-9-12-17)21(34)27(28,29)24(37)30-6/h7-9,11-12,16,18-20H,10,13-15H2,1-6H3,(H,30,37)(H,31,35)(H,32,38)/t18?,19-,20-/m0/s1
  • InChiKey: YUQCCSCQUXMGFY-YPJRHXLCSA-N  


Substructure search Similarity search

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Bos taurus Alpha-chymotrypsin Starlite/ChEMBL References
Homo sapiens chymase 1, mast cell Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus multilocularis enteropeptidase Alpha-chymotrypsin   245 aa 279 aa 27.2 %
Onchocerca volvulus Alpha-chymotrypsin   245 aa 237 aa 23.6 %
Drosophila melanogaster Jonah 66Ci Alpha-chymotrypsin   245 aa 231 aa 31.6 %
Drosophila melanogaster Jonah 65Aii Alpha-chymotrypsin   245 aa 234 aa 31.2 %
Loa Loa (eye worm) hypothetical protein Alpha-chymotrypsin   245 aa 252 aa 21.8 %
Schistosoma mansoni cercarial elastase (S01 family) Alpha-chymotrypsin   245 aa 218 aa 22.9 %
Onchocerca volvulus Alpha-chymotrypsin   245 aa 250 aa 25.2 %
Schistosoma japonicum Transmembrane protease, serine 9, putative Alpha-chymotrypsin   245 aa 231 aa 22.5 %
Drosophila melanogaster CG3916 gene product from transcript CG3916-RA Alpha-chymotrypsin   245 aa 235 aa 35.3 %
Drosophila melanogaster CG30323 gene product from transcript CG30323-RB Alpha-chymotrypsin   245 aa 218 aa 21.6 %
Echinococcus granulosus Mastin Alpha-chymotrypsin   245 aa 302 aa 26.2 %
Echinococcus granulosus transmembrane protease serine 3 Alpha-chymotrypsin   245 aa 270 aa 31.9 %
Echinococcus multilocularis glycoprotein Antigen 5 Alpha-chymotrypsin   245 aa 296 aa 23.0 %
Drosophila melanogaster CG9733 gene product from transcript CG9733-RB Alpha-chymotrypsin   245 aa 261 aa 29.1 %
Schistosoma japonicum ko:K01346 pancreatic elastase II [EC3.4.21.71], putative Alpha-chymotrypsin   245 aa 314 aa 24.5 %
Drosophila melanogaster CG33458 gene product from transcript CG33458-RA Alpha-chymotrypsin   245 aa 255 aa 27.1 %
Drosophila melanogaster CG32277 gene product from transcript CG32277-RA Alpha-chymotrypsin   245 aa 237 aa 27.0 %
Brugia malayi Trypsin family protein Alpha-chymotrypsin   245 aa 245 aa 24.5 %
Drosophila melanogaster CG31326 gene product from transcript CG31326-RA Alpha-chymotrypsin   245 aa 270 aa 25.9 %
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Alpha-chymotrypsin   245 aa 300 aa 25.7 %
Drosophila melanogaster CG17239 gene product from transcript CG17239-RB Alpha-chymotrypsin   245 aa 225 aa 32.9 %
Schistosoma mansoni aminopeptidase PILS (M01 family) Alpha-chymotrypsin   245 aa 300 aa 23.3 %
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Alpha-chymotrypsin   245 aa 239 aa 36.8 %
Drosophila melanogaster CG31267 gene product from transcript CG31267-RA Alpha-chymotrypsin   245 aa 235 aa 31.5 %
Echinococcus multilocularis transmembrane protease serine 3 Alpha-chymotrypsin   245 aa 266 aa 32.7 %
Schistosoma japonicum Enteropeptidase, putative Alpha-chymotrypsin   245 aa 268 aa 23.9 %
Drosophila melanogaster CG30083 gene product from transcript CG30083-RB Alpha-chymotrypsin   245 aa 246 aa 29.7 %
Drosophila melanogaster CG34436 gene product from transcript CG34436-RA Alpha-chymotrypsin   245 aa 244 aa 24.6 %
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative Alpha-chymotrypsin   245 aa 239 aa 33.5 %
Drosophila melanogaster CG3505 gene product from transcript CG3505-RA Alpha-chymotrypsin   245 aa 252 aa 28.2 %
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) Alpha-chymotrypsin   245 aa 300 aa 27.7 %
Brugia malayi Trypsin family protein chymase 1, mast cell 247 aa 295 aa 24.1 %
Schistosoma mansoni cercarial elastase (S01 family) Alpha-chymotrypsin   245 aa 237 aa 24.5 %
Drosophila melanogaster CG9673 gene product from transcript CG9673-RB Alpha-chymotrypsin   245 aa 243 aa 25.9 %
Onchocerca volvulus Alpha-chymotrypsin   245 aa 240 aa 27.5 %
Drosophila melanogaster CG10405 gene product from transcript CG10405-RB Alpha-chymotrypsin   245 aa 237 aa 31.6 %
Drosophila melanogaster CG33465 gene product from transcript CG33465-RC Alpha-chymotrypsin   245 aa 221 aa 19.0 %
Schistosoma mansoni cercarial elastase (S01 family) Alpha-chymotrypsin   245 aa 213 aa 26.8 %
Drosophila melanogaster CG11313 gene product from transcript CG11313-RC Alpha-chymotrypsin   245 aa 255 aa 29.0 %
Brugia malayi Trypsin family protein Alpha-chymotrypsin   245 aa 249 aa 25.7 %
Drosophila melanogaster CG30287 gene product from transcript CG30287-RA Alpha-chymotrypsin   245 aa 247 aa 32.0 %
Schistosoma japonicum ko:K09637 transmembrane protease, serine 6, putative Alpha-chymotrypsin   245 aa 240 aa 30.4 %
Loa Loa (eye worm) hypothetical protein Alpha-chymotrypsin   245 aa 287 aa 21.6 %
Onchocerca volvulus Alpha-chymotrypsin   245 aa 251 aa 22.3 %
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family Alpha-chymotrypsin   245 aa 300 aa 27.3 %
Drosophila melanogaster CG5909 gene product from transcript CG5909-RA Alpha-chymotrypsin   245 aa 259 aa 29.3 %
Drosophila melanogaster CG30288 gene product from transcript CG30288-RC Alpha-chymotrypsin   245 aa 236 aa 30.1 %
Echinococcus granulosus glycoprotein Antigen 5 Alpha-chymotrypsin   245 aa 297 aa 22.2 %
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative Alpha-chymotrypsin   245 aa 225 aa 32.4 %
Echinococcus multilocularis Mastin Alpha-chymotrypsin   245 aa 302 aa 26.2 %
Drosophila melanogaster CG13744 gene product from transcript CG13744-RA Alpha-chymotrypsin   245 aa 265 aa 34.0 %
Drosophila melanogaster betaTrypsin Alpha-chymotrypsin   245 aa 239 aa 40.6 %
Drosophila melanogaster CG4815 gene product from transcript CG4815-RA Alpha-chymotrypsin   245 aa 216 aa 24.1 %
Echinococcus granulosus enteropeptidase Alpha-chymotrypsin   245 aa 279 aa 26.5 %
Drosophila melanogaster Spatzle-Processing Enzyme Alpha-chymotrypsin   245 aa 275 aa 29.1 %
Drosophila melanogaster Jonah 65Aiii Alpha-chymotrypsin   245 aa 232 aa 32.8 %
Schistosoma mansoni cercarial elastase (S01 family) Alpha-chymotrypsin   245 aa 213 aa 26.8 %
Brugia malayi Trypsin family protein Alpha-chymotrypsin   245 aa 256 aa 21.5 %
Drosophila melanogaster Jonah 99Ci Alpha-chymotrypsin   245 aa 234 aa 29.5 %
Drosophila melanogaster CG31220 gene product from transcript CG31220-RB Alpha-chymotrypsin   245 aa 268 aa 23.9 %
Drosophila melanogaster Trypsin 29F Alpha-chymotrypsin   245 aa 238 aa 38.2 %
Drosophila melanogaster CG18180 gene product from transcript CG18180-RA Alpha-chymotrypsin   245 aa 232 aa 31.0 %
Drosophila melanogaster CG18420 gene product from transcript CG18420-RA Alpha-chymotrypsin   245 aa 233 aa 26.2 %
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Alpha-chymotrypsin   245 aa 247 aa 31.6 %
Drosophila melanogaster CG14990 gene product from transcript CG14990-RA Alpha-chymotrypsin   245 aa 245 aa 29.0 %
Drosophila melanogaster CG4914 gene product from transcript CG4914-RA Alpha-chymotrypsin   245 aa 238 aa 34.9 %
Schistosoma japonicum Cercarial protease precursor (EC 3.4.21.-) (Cercarial elastase), putative Alpha-chymotrypsin   245 aa 220 aa 20.9 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Probable lipase LipH 0.0303 0.0161 1
Mycobacterium tuberculosis Probable esterase LipC 0.0303 0.0161 1
Loa Loa (eye worm) hypothetical protein 0.0026 0.0006 0.0006
Trypanosoma cruzi Isoprenylcysteine alpha-carbonyl methylesterase, putative 0.0303 0.0161 0.5
Loa Loa (eye worm) hypothetical protein 0.002 0.0003 0.0003
Mycobacterium tuberculosis Probable chain -fatty-acid-CoA ligase FadD13 (fatty-acyl-CoA synthetase) 0.0026 0.0006 0.027
Trypanosoma brucei Isoprenylcysteine alpha-carbonyl methylesterase, putative 0.0303 0.0161 0.5
Brugia malayi AMP-binding enzyme family protein 0.0026 0.0006 0.0394
Trichomonas vaginalis conserved hypothetical protein 0.0303 0.0161 0.5
Loa Loa (eye worm) acetylcholinesterase 1 0.0073 0.0033 0.0033
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0073 0.0033 0.0033
Echinococcus multilocularis acetylcholinesterase 0.0073 0.0033 0.0033
Brugia malayi Carboxylesterase family protein 0.0073 0.0033 0.2018
Entamoeba histolytica acyl-CoA synthetase, putative 0.0026 0.0006 0.5
Trichomonas vaginalis Esterase, putative 0.0303 0.0161 0.5
Trichomonas vaginalis Esterase, putative 0.0303 0.0161 0.5
Leishmania major ecotin, putative 0.0303 0.0161 1
Mycobacterium ulcerans hypothetical protein 0.0026 0.0006 0.0394
Mycobacterium tuberculosis Possible esterase LipW 0.0303 0.0161 1
Mycobacterium ulcerans long-chain fatty-acid CoA ligase 0.0026 0.0006 0.0394
Loa Loa (eye worm) hypothetical protein 0.0026 0.0006 0.0006
Onchocerca volvulus 0.0026 0.0006 0.0394
Mycobacterium ulcerans esterase LipC 0.0303 0.0161 1
Loa Loa (eye worm) hypothetical protein 1.7882 1 1
Mycobacterium ulcerans esterase LipW 0.0303 0.0161 1
Mycobacterium ulcerans fatty-acid-CoA ligase 0.0026 0.0006 0.0394
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0303 0.0161 0.0161
Mycobacterium tuberculosis Possible lipase LipU 0.0303 0.0161 1
Brugia malayi aryl-acylamidase 0.0303 0.0161 1
Chlamydia trachomatis acylglycerophosphoethanolamine acyltransferase 0.002 0.0003 0.5
Echinococcus multilocularis carboxylesterase 5A 0.0073 0.0033 0.0033
Mycobacterium ulcerans long-chain-fatty-acid--CoA ligase 0.0026 0.0006 0.0394
Mycobacterium tuberculosis Fatty-acid-AMP ligase FadD30 (fatty-acid-AMP synthetase) (fatty-acid-AMP synthase) 0.002 0.0003 0.0038
Loa Loa (eye worm) ammd protein 0.0303 0.0161 0.0161
Mycobacterium ulcerans lipase LipU 0.0303 0.0161 1
Echinococcus multilocularis atpase aaa+ type core atpase aaa type core 0.0895 0.0493 0.0493
Mycobacterium ulcerans long-chain-fatty-acid-CoA ligase 0.0026 0.0006 0.0394
Trypanosoma cruzi serine peptidase, Clan SC, Family S9D 0.0303 0.0161 0.5
Mycobacterium leprae Possible lipase LipU 0.0303 0.0161 1
Schistosoma mansoni hormone-sensitive lipase (S09 family) 1.7882 1 1
Mycobacterium ulcerans fatty-acid-CoA ligase 0.002 0.0003 0.0164
Mycobacterium ulcerans acyl-CoA synthetase 0.0026 0.0006 0.0394
Echinococcus multilocularis hormone sensitive lipase 1.7882 1 1
Echinococcus granulosus acetylcholinesterase 0.0073 0.0033 0.0033
Echinococcus multilocularis acetylcholinesterase 0.0073 0.0033 0.0033
Loa Loa (eye worm) hypothetical protein 0.002 0.0003 0.0003
Mycobacterium tuberculosis Probable esterase LipO 0.0303 0.0161 1
Trichomonas vaginalis Esterase, putative 0.0303 0.0161 0.5
Loa Loa (eye worm) aryl-acylamidase 0.0303 0.0161 0.0161
Loa Loa (eye worm) carboxylesterase 0.0073 0.0033 0.0033
Leishmania major hypothetical protein, conserved 0.0303 0.0161 1
Mycobacterium tuberculosis Putative acetyl hydrolase MbtJ 0.0303 0.0161 1
Mycobacterium ulcerans membrane-bound esterase LipM 0.0303 0.0161 1
Echinococcus granulosus carboxylesterase 5A 0.0073 0.0033 0.0033
Plasmodium vivax acyl-CoA synthetase, putative 0.002 0.0003 0.5
Mycobacterium tuberculosis Probable fatty-acid-CoA ligase FadD2 (fatty-acid-CoA synthetase) (fatty-acid-CoA synthase) 0.0026 0.0006 0.027
Trypanosoma cruzi Alpha/beta hydrolase domain-containing protein 0.0303 0.0161 0.5
Mycobacterium tuberculosis Probable acetyl-hydrolase/esterase LipR 0.0303 0.0161 1
Mycobacterium ulcerans lipase LipH 0.0303 0.0161 1
Mycobacterium ulcerans lipase LipI 0.0303 0.0161 1
Loa Loa (eye worm) hypothetical protein 0.002 0.0003 0.0003
Brugia malayi AMP-binding enzyme family protein 0.0026 0.0006 0.0394
Mycobacterium ulcerans acyl-CoA synthetase 0.0026 0.0006 0.0394
Entamoeba histolytica acyl-coA synthetase, putative 0.0026 0.0006 0.5
Mycobacterium ulcerans acyl-CoA synthetase 0.0026 0.0006 0.0394
Toxoplasma gondii alpha/beta hydrolase fold domain-containing protein 0.0303 0.0161 0.5
Mycobacterium ulcerans carboxylesterase LipQ 0.0303 0.0161 1
Echinococcus granulosus acetylcholinesterase 0.0073 0.0033 0.0033
Trypanosoma cruzi Isoprenylcysteine alpha-carbonyl methylesterase, putative 0.0303 0.0161 0.5
Onchocerca volvulus 0.0303 0.0161 1
Loa Loa (eye worm) hypothetical protein 0.002 0.0003 0.0003
Brugia malayi Carboxylesterase family protein 0.0073 0.0033 0.2018
Brugia malayi AMP-binding enzyme family protein 0.0026 0.0006 0.0394
Schistosoma mansoni hormone-sensitive lipase (S09 family) 1.7882 1 1
Plasmodium falciparum acyl-CoA synthetase 0.002 0.0003 0.5
Treponema pallidum N-acetylphosphinothricin-tripetide-deacetylase 0.0303 0.0161 0.5
Mycobacterium ulcerans lipase/esterase LipN 0.0303 0.0161 1
Mycobacterium ulcerans hypothetical protein 0.0303 0.0161 1
Loa Loa (eye worm) hypothetical protein 0.0026 0.0006 0.0006
Mycobacterium ulcerans esterase/lipase 0.0303 0.0161 1
Mycobacterium tuberculosis Probable carboxylesterase LipQ 0.0303 0.0161 1
Loa Loa (eye worm) hypothetical protein 0.002 0.0003 0.0003
Toxoplasma gondii alpha/beta hydrolase fold domain-containing protein 0.0303 0.0161 0.5
Mycobacterium tuberculosis Probable esterase LipM 0.0303 0.0161 1
Schistosoma mansoni hormone-sensitive lipase (S09 family) 1.7882 1 1
Mycobacterium tuberculosis Probable non lipolytic carboxylesterase NlhH 0.0303 0.0161 1
Loa Loa (eye worm) hypothetical protein 0.0073 0.0033 0.0033
Entamoeba histolytica acyl-CoA synthetase, putative 0.0026 0.0006 0.5
Mycobacterium ulcerans lipase LipU 0.0303 0.0161 1
Mycobacterium tuberculosis Probable esterase/lipase LipF 0.0303 0.0161 1
Mycobacterium tuberculosis Probable lipase/esterase LipN 0.0303 0.0161 1
Loa Loa (eye worm) hypothetical protein 0.0073 0.0033 0.0033
Mycobacterium ulcerans acetyl hydrolase MbtJ 0.0303 0.0161 1
Mycobacterium ulcerans esterase LipO 0.0303 0.0161 1

Activities

Activity type Activity value Assay description Source Reference
Ki (binding) = 28.7 nM Compound was evaluated for inhibitory activity against human heart chymase (HHC) ChEMBL. 9871511
Ki (binding) = 28.7 nM Compound was evaluated for inhibitory activity against human heart chymase (HHC) ChEMBL. 9871511
Ki (binding) = 1070 nM Compound was evaluated for inhibitory activity against Chymotrypsinogen ChEMBL. 9871511
Ki (binding) = 1070 nM Compound was evaluated for inhibitory activity against Chymotrypsinogen ChEMBL. 9871511
Ratio (binding) = 37 Selectivity ratio of Bovine chymotrypsin (BCT - Ki) to human heart chymase (HHC - Ki) ChEMBL. 9871511

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.

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