Detailed information for compound 1779427

Basic information

Technical information
  • TDR Targets ID: 1779427
  • Name: [2-[(2S)-3-(5-chlorospiro[3H-1-benzofuran-2,4 '-piperidine]-1'-yl)-2-hydroxypropoxy]-4-hydr oxyphenyl]-[(3S)-3-hydroxypyrrolidin-1-yl]met hanone
  • MW: 502.987 | Formula: C26H31ClN2O6
  • H donors: 3 H acceptors: 4 LogP: 2.63 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 2
  • SMILES: O[C@@H](CN1CCC2(CC1)Cc1c(O2)ccc(c1)Cl)COc1cc(O)ccc1C(=O)N1CC[C@@H](C1)O
  • InChi: 1S/C26H31ClN2O6/c27-18-1-4-23-17(11-18)13-26(35-23)6-9-28(10-7-26)14-21(32)16-34-24-12-19(30)2-3-22(24)25(33)29-8-5-20(31)15-29/h1-4,11-12,20-21,30-32H,5-10,13-16H2/t20-,21-/m0/s1
  • InChiKey: JDTCZRQCZFSKET-SFTDATJTSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • [2-[(2S)-3-(5-chlorospiro[3H-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxy-propoxy]-4-hydroxy-phenyl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone
  • [2-[(2S)-3-(5-chloro-1'-spiro[3H-benzofuran-2,4'-piperidine]yl)-2-hydroxypropoxy]-4-hydroxyphenyl]-[(3S)-3-hydroxy-1-pyrrolidinyl]methanone
  • [2-[(2S)-3-(5-chlorospiro[3H-1-benzofuran-2,4'-piperidine]-1'-yl)-2-hydroxy-propoxy]-4-hydroxy-phenyl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Rattus norvegicus C-C chemokine receptor type 1 Starlite/ChEMBL References
Homo sapiens chemokine (C-C motif) receptor 1 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
Loa Loa (eye worm) hypothetical protein C-C chemokine receptor type 1   355 aa 285 aa 23.9 %
Brugia malayi putative neuropeptide receptor NPR1 C-C chemokine receptor type 1   355 aa 293 aa 24.6 %
Onchocerca volvulus C-C chemokine receptor type 1   355 aa 302 aa 23.5 %
Onchocerca volvulus C-C chemokine receptor type 1   355 aa 298 aa 23.5 %
Echinococcus multilocularis allatostatin A receptor C-C chemokine receptor type 1   355 aa 303 aa 25.7 %
Echinococcus granulosus neuropeptide receptor C-C chemokine receptor type 1   355 aa 298 aa 29.5 %
Schistosoma mansoni adenoreceptor C-C chemokine receptor type 1   355 aa 321 aa 21.8 %
Schistosoma mansoni opsin-like receptor C-C chemokine receptor type 1   355 aa 315 aa 24.1 %
Brugia malayi hypothetical protein chemokine (C-C motif) receptor 1 355 aa 289 aa 21.8 %
Schistosoma japonicum ko:K04134 cholinergic receptor, invertebrate, putative C-C chemokine receptor type 1   355 aa 328 aa 24.4 %
Echinococcus multilocularis pyroglutamylated rfamide peptide receptor C-C chemokine receptor type 1   355 aa 361 aa 21.3 %
Loa Loa (eye worm) hypothetical protein C-C chemokine receptor type 1   355 aa 335 aa 24.2 %
Schistosoma japonicum Rhodopsin, putative C-C chemokine receptor type 1   355 aa 328 aa 24.4 %
Loa Loa (eye worm) neuropeptide F receptor C-C chemokine receptor type 1   355 aa 346 aa 21.4 %
Echinococcus granulosus pyroglutamylated rfamide peptide receptor C-C chemokine receptor type 1   355 aa 363 aa 20.9 %
Schistosoma mansoni peptide (allatostatin)-like receptor C-C chemokine receptor type 1   355 aa 320 aa 22.2 %
Schistosoma japonicum ko:K04209 neuropeptide Y receptor, invertebrate, putative C-C chemokine receptor type 1   355 aa 302 aa 25.5 %
Onchocerca volvulus C-C chemokine receptor type 1   355 aa 330 aa 24.2 %
Echinococcus granulosus allatostatin A receptor C-C chemokine receptor type 1   355 aa 302 aa 25.8 %
Echinococcus multilocularis neuropeptide receptor C-C chemokine receptor type 1   355 aa 301 aa 30.2 %
Schistosoma mansoni neuropeptide F-like receptor C-C chemokine receptor type 1   355 aa 298 aa 23.5 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Possible cytochrome P450 135A1 Cyp135A1 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 140A5 Cyp140A5 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 125A7 Cyp125A7 0.0011 0.5 0.5
Echinococcus granulosus cytochrome P450 2K1 0.0011 0.5 0.5
Leishmania major lanosterol 14-alpha-demethylase, putative 0.0011 0.5 0.5
Mycobacterium tuberculosis Possible cytochrome P450 135B1 Cyp135B1 0.0011 0.5 0.5
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 143A3 Cyp143A3 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 0.0011 0.5 0.5
Trypanosoma cruzi cytochrome P450, putative 0.0011 0.5 0.5
Trypanosoma cruzi cytochrome p450-like protein, putative 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 124A1, Cyp124A1 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 136A2 Cyp136A2 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 123 Cyp123 0.0011 0.5 0.5
Trypanosoma cruzi Lanosterol 14-alpha demethylase 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 143 Cyp143 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 123A3 Cyp123A3 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 139 Cyp139 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 141 Cyp141 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 144 Cyp144 0.0011 0.5 0.5
Schistosoma mansoni hypothetical protein 0.0011 0.5 0.5
Brugia malayi Cytochrome P450 family protein 0.0011 0.5 0.5
Trypanosoma brucei Lanosterol 14-alpha demethylase 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 128 Cyp128 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 monooxygenase 142 Cyp142 0.0011 0.5 0.5
Schistosoma mansoni cytochrome P450 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 51B1 Cyp51B1 0.0011 0.5 0.5
Brugia malayi Cytochrome P450 family protein 0.0011 0.5 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 124 Cyp124 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 189A7 Cyp189A7 0.0011 0.5 0.5
Toxoplasma gondii cytochrome p450 superfamily protein 0.0011 0.5 0.5
Leishmania major cytochrome p450-like protein 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 140 Cyp140 0.0011 0.5 0.5
Mycobacterium leprae Conserved hypothetical protein 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 188A3 Cyp188A3 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 108B4 Cyp108B4 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 125 Cyp125 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 187A5 Cyp187A5 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 105Q4 Cyp105Q4 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 126A3 Cyp126A3 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 187A4 Cyp187A4 0.0011 0.5 0.5
Leishmania major cytochrome p450-like protein 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 130 Cyp130 0.0011 0.5 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.0011 0.5 0.5
Leishmania major cytochrome p450-like protein 0.0011 0.5 0.5
Brugia malayi Cytochrome P450 family protein 0.0011 0.5 0.5
Trypanosoma cruzi cytochrome P450, putative 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 150A6 Cyp150A6 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 132 Cyp132 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 137 Cyp137 0.0011 0.5 0.5
Loa Loa (eye worm) CYP4Cod1 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 144A4 Cyp144A4 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 142A3 Cyp142A3 0.0011 0.5 0.5
Trypanosoma brucei cytochrome P450, putative 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 143A4 Cyp143A4 0.0011 0.5 0.5
Echinococcus multilocularis 0.0011 0.5 0.5
Brugia malayi cytochrome P450 0.0011 0.5 0.5
Mycobacterium tuberculosis Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM) 0.0011 0.5 0.5
Mycobacterium leprae putative cytochrome p450 0.0011 0.5 0.5
Mycobacterium tuberculosis Cytochrome P450 121 Cyp121 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome P450 191A3 Cyp191A3 0.0011 0.5 0.5
Mycobacterium ulcerans cytochrome p450 150 cyp150 0.0011 0.5 0.5
Mycobacterium tuberculosis Possible cytochrome P450 126 Cyp126 0.0011 0.5 0.5
Mycobacterium tuberculosis Probable cytochrome P450 138 Cyp138 0.0011 0.5 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.0011 0.5 0.5
Loa Loa (eye worm) cytochrome P450 0.0011 0.5 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.0019 uM Antagonist activity at CCR1 in human THP1 cells assessed as inhibition of MIP-1alpha-induced chemotaxis after 2 hrs by fluorescence assay ChEMBL. 23659855
IC50 (binding) = 14 uM Antagonist activity at rat CCR1 ChEMBL. 23659855
IC50 (binding) = 22.7 uM Inhibition of human ERG expressed in HEK cells by ion flux electrophysiology method ChEMBL. 23659855
permeability (ADMET) = 0.8 ucm/s Permeability across human Caco2 cell membrane ChEMBL. 23659855

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.