Detailed information for compound 411951

Basic information

Technical information
  • TDR Targets ID: 411951
  • Name: 2,4-dichloro-N-[1-[4-[(2S)-2,6-diaminohexanoy l]piperazine-1-carbonyl]cyclopentyl]-3-[(2,4- dimethylquinolin-8-yl)oxymethyl]benzenesulfon amide
  • MW: 719.721 | Formula: C34H44Cl2N6O5S
  • H donors: 3 H acceptors: 5 LogP: 3.76 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 2
  • SMILES: NCCCC[C@@H](C(=O)N1CCN(CC1)C(=O)C1(CCCC1)NS(=O)(=O)c1ccc(c(c1Cl)COc1cccc2c1nc(C)cc2C)Cl)N
  • InChi: 1S/C34H44Cl2N6O5S/c1-22-20-23(2)39-31-24(22)8-7-10-28(31)47-21-25-26(35)11-12-29(30(25)36)48(45,46)40-34(13-4-5-14-34)33(44)42-18-16-41(17-19-42)32(43)27(38)9-3-6-15-37/h7-8,10-12,20,27,40H,3-6,9,13-19,21,37-38H2,1-2H3/t27-/m0/s1
  • InChiKey: MIBABLYTRRUIAX-MHZLTWQESA-N  


Substructure search Similarity search

Network

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Synonyms

  • 2,4-dichloro-N-[1-[4-[(2S)-2,6-diaminohexanoyl]piperazine-1-carbonyl]cyclopentyl]-3-[(2,4-dimethyl-8-quinolyl)oxymethyl]benzenesulfonamide
  • 2,4-dichloro-N-[1-[[4-[(2S)-2,6-diamino-1-oxohexyl]-1-piperazinyl]-oxomethyl]cyclopentyl]-3-[(2,4-dimethyl-8-quinolyl)oxymethyl]benzenesulfonamide
  • N-[1-[4-[(2S)-2,6-bis(azanyl)hexanoyl]piperazin-1-yl]carbonylcyclopentyl]-2,4-dichloro-3-[(2,4-dimethylquinolin-8-yl)oxymethyl]benzenesulfonamide
  • 2,4-dichloro-N-[1-[4-[(2S)-2,6-diaminohexanoyl]piperazin-1-yl]carbonylcyclopentyl]-3-[(2,4-dimethylquinolin-8-yl)oxymethyl]benzenesulfonamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens bradykinin receptor B2 Starlite/ChEMBL References
Homo sapiens bradykinin receptor B1 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 granulosus pyroglutamylated rfamide peptide receptor bradykinin receptor B2 391 aa 354 aa 19.2 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Leishmania major regulatory subunit of protein kinase a-like protein 0.0031 0.005 0.5
Entamoeba histolytica kinesin, putative 0.0171 0.1132 0.5
Echinococcus multilocularis potassium:sodium hyperpolarization activated 0.0047 0.0171 0.0171
Schistosoma mansoni voltage-gated potassium channel 0.0068 0.034 0.0391
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0047 0.0171 0.0197
Loa Loa (eye worm) cAMP-dependent protein kinase regulatory subunit 0.0031 0.005 0.0307
Echinococcus multilocularis kinesin family 1 0.1313 1 1
Mycobacterium ulcerans hypothetical protein 0.0031 0.005 0.5
Echinococcus granulosus voltage gated potassium channel 0.0068 0.034 0.034
Schistosoma mansoni voltage-gated potassium channel 0.0068 0.034 0.0391
Echinococcus granulosus hyperpolarization activated cyclic 0.0047 0.0171 0.0171
Leishmania major hypothetical protein, conserved 0.0031 0.005 0.5
Echinococcus granulosus cyclic nucleotide gated cation channel 0.0047 0.0171 0.0171
Loa Loa (eye worm) voltage and ligand gated potassium channel 0.0236 0.1642 1
Trypanosoma cruzi regulatory subunit of protein kinase a-like protein, putative 0.0031 0.005 0.5
Trypanosoma cruzi regulatory subunit of protein kinase a-like protein, putative 0.0031 0.005 0.5
Trypanosoma cruzi hypothetical protein, conserved 0.0031 0.005 0.5
Chlamydia trachomatis cAMP-dependent protein kinase regulatory subunit 0.0031 0.005 0.5
Treponema pallidum cyclic nucleotide binding protein 0.0031 0.005 0.5
Mycobacterium ulcerans hypothetical protein 0.0031 0.005 0.5
Mycobacterium ulcerans hypothetical protein 0.0031 0.005 0.5
Leishmania major protein kinase A regulatory subunit, putative 0.0031 0.005 0.5
Echinococcus granulosus cAMP dependent protein kinase regulatory 0.0031 0.005 0.005
Echinococcus multilocularis cGMP dependent protein kinase 1 0.0031 0.005 0.005
Leishmania major protein kinase, putative 0.0031 0.005 0.5
Trypanosoma cruzi cAMP binding protein, putative 0.0031 0.005 0.5
Echinococcus granulosus cAMP dependent protein kinase type I beta 0.0031 0.005 0.005
Leishmania major protein kinase, putative 0.0031 0.005 0.5
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0047 0.0171 0.0197
Schistosoma mansoni serine/threonine protein kinase 0.0031 0.005 0.0058
Mycobacterium tuberculosis Conserved hypothetical protein 0.0031 0.005 0.5
Schistosoma mansoni camp-dependent protein kinase type I-beta regulatory subunit 0.0031 0.005 0.0058
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0047 0.0171 0.082
Echinococcus granulosus cyclic nucleotide gated cation channel alpha 3 0.0047 0.0171 0.0171
Trypanosoma brucei cyclic nucleotide-binding domain containing protein, putative 0.0031 0.005 0.5
Schistosoma mansoni similar to Protein C20orf152 homolog 0.0031 0.005 0.0058
Trypanosoma brucei cAMP response protein 1, putative 0.0031 0.005 0.5
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0236 0.1642 0.1642
Echinococcus granulosus cyclic nucleotide gated cation channel 0.0047 0.0171 0.0171
Loa Loa (eye worm) cyclic-nucleotide gated cation channel 0.0047 0.0171 0.1041
Trypanosoma brucei cAMP binding protein, putative 0.0031 0.005 0.5
Schistosoma mansoni camp-dependent protein kinase type II-alpha regulatory subunit 0.0031 0.005 0.0058
Echinococcus multilocularis cAMP dependent protein kinase type I beta 0.0031 0.005 0.005
Echinococcus multilocularis cyclic nucleotide gated cation channel 0.0047 0.0171 0.0171
Mycobacterium ulcerans regulatory protein 0.0031 0.005 0.5
Loa Loa (eye worm) hypothetical protein 0.0047 0.0171 0.1041
Echinococcus multilocularis cyclic nucleotide gated cation channel alpha 3 0.0047 0.0171 0.0171
Loa Loa (eye worm) hypothetical protein 0.0068 0.034 0.2067
Echinococcus multilocularis patatin phospholipase domain containing protein 0.0031 0.005 0.005
Schistosoma mansoni voltage-gated potassium channel 0.0258 0.1811 0.2087
Loa Loa (eye worm) hypothetical protein 0.0031 0.005 0.0307
Schistosoma mansoni voltage-gated potassium channel 0.0258 0.1811 0.2087
Schistosoma mansoni hypothetical protein 0.1142 0.8676 1
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0236 0.1642 0.1642
Schistosoma mansoni cyclic nucleotide-gated ion channel 0.0031 0.005 0.0058
Brugia malayi Hypothetical UPF0028 protein ZK370.4 in chromosome III, putative 0.0031 0.005 0.0307
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0221 0.1522 1
Brugia malayi N-terminal motif family protein 0.0031 0.005 0.0307
Echinococcus granulosus cGMP dependent protein kinase 1 0.0031 0.005 0.005
Schistosoma mansoni kinesin eg-5 0.0171 0.1132 0.1305
Brugia malayi Voltage-gated potassium channel, EAG (KCNH1)-related. C. elegans egl-2 ortholog 0.0068 0.034 0.2067
Schistosoma mansoni 60S ribosomal protein L21 0.0037 0.0097 0.0112
Mycobacterium tuberculosis Probable conserved transmembrane protein 0.0031 0.005 0.5
Treponema pallidum cyclic nucleotide binding protein 0.0031 0.005 0.5
Brugia malayi cAMP-dependent protein kinase regulatory chain, putative 0.0031 0.005 0.0307
Echinococcus granulosus potassium voltage gated channel subfamily H 0.0068 0.034 0.034
Echinococcus multilocularis cyclic nucleotide gated cation channel 0.0031 0.005 0.005
Trypanosoma cruzi cAMP response protein 1 0.0031 0.005 0.5
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0047 0.0171 0.0197
Echinococcus multilocularis cyclic nucleotide gated cation channel 0.0031 0.005 0.005
Echinococcus multilocularis hyperpolarization activated cyclic 0.0047 0.0171 0.0171
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0221 0.1522 1
Trypanosoma cruzi protein kinase A regulatory subunit 0.0031 0.005 0.5
Plasmodium vivax kinesin-5 0.0171 0.1132 1
Schistosoma mansoni serine/threonine protein kinase 0.0031 0.005 0.0058
Trypanosoma cruzi cAMP response protein 1, putative 0.0031 0.005 0.5
Brugia malayi Egg laying defective protein 4 0.0031 0.005 0.0307
Echinococcus granulosus cAMP dependent protein kinase type II regulatory 0.0031 0.005 0.005
Loa Loa (eye worm) hypothetical protein 0.0205 0.14 0.8525
Schistosoma mansoni neuropathy target esterase/swiss cheese-related protein 0.0031 0.005 0.0058
Loa Loa (eye worm) cyclic-nucleotide gated cation channel 0.0047 0.0171 0.1041
Treponema pallidum catabolite gene activator 0.0031 0.005 0.5
Mycobacterium tuberculosis Probable glutamine-transport ATP-binding protein ABC transporter GlnQ 0.0031 0.005 0.5
Echinococcus multilocularis voltage gated potassium channel 0.0068 0.034 0.034
Trypanosoma brucei protein kinase A regulatory subunit 0.0031 0.005 0.5
Mycobacterium tuberculosis Probable transcriptional regulatory protein Cmr 0.0031 0.005 0.5
Onchocerca volvulus Rap guanine nucleotide exchange factor 1 homolog 0.0031 0.005 1
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0031 0.005 0.0058
Trypanosoma cruzi cyclic nucleotide-binding domain containing protein, putative 0.0031 0.005 0.5
Giardia lamblia Kinesin-5 0.0171 0.1132 1
Echinococcus granulosus hyperpolarization activated cyclic 0.0047 0.0171 0.0171
Echinococcus multilocularis cAMP dependent protein kinase regulatory 0.0031 0.005 0.005
Schistosoma mansoni hypothetical protein 0.0031 0.005 0.0058
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0047 0.0171 0.0197
Schistosoma mansoni serine/threonine protein kinase 0.0031 0.005 0.0058
Treponema pallidum catabolite gene activator (Crp) 0.0031 0.005 0.5
Echinococcus multilocularis potassium voltage gated channel subfamily H 0.0068 0.034 0.034
Onchocerca volvulus 0.0031 0.005 1
Plasmodium falciparum kinesin-5 0.0171 0.1132 1
Loa Loa (eye worm) kinesin-like protein KLP2 0.0171 0.1132 0.6893
Echinococcus multilocularis cGMP dependent protein kinase 1 0.0031 0.005 0.005
Trypanosoma brucei cyclic nucleotide-binding domain containing protein, putative 0.0031 0.005 0.5
Mycobacterium leprae Conserved hypothetical protein 0.0031 0.005 0.5
Mycobacterium ulcerans transcriptional regulatory protein 0.0031 0.005 0.5
Schistosoma mansoni camp-dependent protein kinase type I-beta regulatory subunit 0.0031 0.005 0.0058
Echinococcus multilocularis cAMP dependent protein kinase type II regulatory 0.0031 0.005 0.005
Mycobacterium ulcerans transmembrane transport protein 0.0031 0.005 0.5
Mycobacterium tuberculosis Probable conserved transmembrane transport protein 0.0031 0.005 0.5
Trichomonas vaginalis voltage and ligand gated potassium channel, putative 0.0047 0.0171 0.082
Leishmania major hypothetical protein, unknown function 0.0031 0.005 0.5
Echinococcus granulosus cGMP dependent protein kinase 1 0.0031 0.005 0.005
Loa Loa (eye worm) hypothetical protein 0.0031 0.005 0.0307
Trypanosoma cruzi Flagellar Member 6 0.0031 0.005 0.5
Echinococcus granulosus cyclic nucleotide gated cation channel 0.0031 0.005 0.005
Echinococcus multilocularis expressed conserved protein 0.0031 0.005 0.005
Mycobacterium ulcerans hypothetical protein 0.0031 0.005 0.5
Leishmania major cyclic nucleotide-binding protein-like protein 0.0031 0.005 0.5
Echinococcus granulosus patatin phospholipase domain containing protein 0.0031 0.005 0.005
Brugia malayi Kinesin motor domain containing protein 0.0171 0.1132 0.6893
Brugia malayi Cyclic-nucleotide gated cation channel 0.0047 0.0171 0.1041
Schistosoma mansoni camp-dependent rap1 guanine-nucleotide exchange factor 0.0031 0.005 0.0058
Echinococcus multilocularis hyperpolarization activated cyclic 0.0047 0.0171 0.0171
Schistosoma mansoni camp-dependent protein kinase type II regulatory subunit 0.0031 0.005 0.0058
Brugia malayi Voltage-gated potassium channel, HERG (KCNH2)-related. C. elegans unc-103 ortholog 0.0236 0.1642 1
Schistosoma mansoni cyclic-nucleotide-gated cation channel 0.0031 0.005 0.0058
Schistosoma mansoni neuropathy target esterase/swiss cheese-related protein 0.0031 0.005 0.0058
Toxoplasma gondii kinesin motor domain-containing protein 0.0171 0.1132 1
Schistosoma mansoni voltage-gated potassium channel 0.0037 0.0097 0.0112
Brugia malayi Cyclic-nucleotide gated cation channel, C. elegans tax-4 ortholog 0.0031 0.005 0.0307
Echinococcus granulosus cGMP dependent protein kinase 0.0031 0.005 0.005
Mycobacterium tuberculosis Conserved hypothetical protein 0.0031 0.005 0.5
Schistosoma mansoni voltage-gated potassium channel 0.0047 0.0171 0.0197
Schistosoma mansoni hyperpolarization activated cyclic nucleotide-gated potassium channel 0.0047 0.0171 0.0197
Loa Loa (eye worm) AGC/PKG protein kinase 0.0031 0.005 0.0307
Leishmania major hypothetical protein, conserved 0.0031 0.005 0.5
Echinococcus granulosus potassium:sodium hyperpolarization activated 0.0047 0.0171 0.0171
Trypanosoma brucei Flagellar Member 6 0.0031 0.005 0.5
Leishmania major hypothetical protein, conserved 0.0031 0.005 0.5
Mycobacterium tuberculosis Conserved protein 0.0031 0.005 0.5
Onchocerca volvulus 0.0031 0.005 1
Schistosoma mansoni camp-dependent protein kinase regulatory chain 0.0031 0.005 0.0058

Activities

Activity type Activity value Assay description Source Reference
Kd (functional) = 8.7 Antagonist potency at human bradykinin B2 receptor assessed as effect on inositol monophosphate accumulation in CHOdhfr- cells ChEMBL. 17266207
Ki (binding) = -9.5 Displacement of [3H]BK from human bradykinin B2 receptor transfected in CHO cells ChEMBL. 17266207
Ki (binding) < -5 Binding affinity to human bradykinin B1 receptor ChEMBL. 17266207
Log Ki (binding) < 5 Binding affinity to human bradykinin B1 receptor ChEMBL. 17266207
Log Ki (binding) = 9.5 Displacement of [3H]BK from human bradykinin B2 receptor transfected in CHO cells ChEMBL. 17266207
pA2 (functional) = 8.7 Antagonist potency at human bradykinin B2 receptor assessed as effect on inositol monophosphate accumulation in CHOdhfr- cells ChEMBL. 17266207

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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