Detailed information for compound 410325

Basic information

Technical information
  • TDR Targets ID: 410325
  • Name: 2-hydroxy-N,N-dimethyl-3-[[2-[[(1R)-2-methyl- 1-(5-methylfuran-2-yl)propyl]amino]-3,4-dioxo cyclobuten-1-yl]amino]benzamide
  • MW: 411.451 | Formula: C22H25N3O5
  • H donors: 3 H acceptors: 4 LogP: 3.53 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: CC([C@H](c1ccc(o1)C)NC1=C(C(=O)C1=O)Nc1cccc(c1O)C(=O)N(C)C)C
  • InChi: 1S/C22H25N3O5/c1-11(2)16(15-10-9-12(3)30-15)24-18-17(20(27)21(18)28)23-14-8-6-7-13(19(14)26)22(29)25(4)5/h6-11,16,23-24,26H,1-5H3/t16-/m1/s1
  • InChiKey: QPGNAJBQDXRPEA-MRXNPFEDSA-N  

Network

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Synonyms

  • 2-hydroxy-N,N-dimethyl-3-[[2-[[(1R)-2-methyl-1-(5-methyl-2-furyl)propyl]amino]-3,4-dioxo-cyclobuten-1-yl]amino]benzamide
  • 2-hydroxy-N,N-dimethyl-3-[[2-[[(1R)-2-methyl-1-(5-methyl-2-furyl)propyl]amino]-3,4-dioxo-1-cyclobutenyl]amino]benzamide
  • 2-hydroxy-N,N-dimethyl-3-[[2-[[(1R)-2-methyl-1-(5-methylfuran-2-yl)propyl]amino]-3,4-dioxo-cyclobuten-1-yl]amino]benzamide
  • 3-[[3,4-diketo-2-[[(1R)-2-methyl-1-(5-methyl-2-furyl)propyl]amino]cyclobuten-1-yl]amino]-2-hydroxy-N,N-dimethyl-benzamide
  • 2-hydroxy-N,N-dimethyl-3-[[2-[[(1R)-2-methyl-1-(5-methylfuran-2-yl)propyl]amino]-3,4-dioxo-1-cyclobutenyl]amino]benzamide
  • 3-[[3,4-diketo-2-[[(1R)-2-methyl-1-(5-methyl-2-furyl)propyl]amino]-1-cyclobutenyl]amino]-2-hydroxy-N,N-dimethyl-benzamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens chemokine (C-X-C motif) receptor 2 Starlite/ChEMBL References
Homo sapiens chemokine (C-X-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
No druggable targets predicted by sequence similarity

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Schistosoma mansoni cercarial elastase (S01 family) 0.035 0.0806 0.0604
Echinococcus multilocularis tissue type plasminogen activator 0.0479 0.1529 0.3257
Echinococcus multilocularis enteropeptidase 0.035 0.0806 0.1718
Schistosoma mansoni notch 0.0272 0.0372 0.016
Brugia malayi Trypsin family protein 0.035 0.0806 0.0451
Schistosoma mansoni hypothetical protein 0.0272 0.0372 0.016
Loa Loa (eye worm) low-density lipoprotein receptor repeat class B containing protein 0.0637 0.2406 0.2113
Echinococcus granulosus protein jagged 1 0.0272 0.0372 0.035
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.035 0.0806 0.0604
Schistosoma mansoni hypothetical protein 0.0272 0.0372 0.016
Onchocerca volvulus 0.035 0.0806 0.0451
Brugia malayi Trypsin family protein 0.035 0.0806 0.0451
Loa Loa (eye worm) hypothetical protein 0.0637 0.2406 0.2113
Brugia malayi Calcium binding EGF domain containing protein 0.0637 0.2406 0.2113
Loa Loa (eye worm) hypothetical protein 0.0704 0.278 0.2501
Echinococcus multilocularis fibropellin Ia 0.0272 0.0372 0.0792
Schistosoma mansoni cercarial elastase (S01 family) 0.035 0.0806 0.0604
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.035 0.0806 0.0604
Echinococcus multilocularis slit 2 protein 0.0272 0.0372 0.0792
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.1999 1 1
Schistosoma mansoni subfamily M12A unassigned peptidase (M12 family) 0.0637 0.2406 0.2239
Loa Loa (eye worm) hypothetical protein 0.1999 1 1
Echinococcus multilocularis neural cadherin 0.0272 0.0372 0.0792
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.1999 1 1
Echinococcus multilocularis neurogenic locus protein delta 0.0272 0.0372 0.0792
Loa Loa (eye worm) hypothetical protein 0.1999 1 1
Loa Loa (eye worm) multiple epidermal growth factor-like domains 6 0.0637 0.2406 0.2113
Echinococcus multilocularis Coagulation factor 5 8 type, C terminal 0.0244 0.0215 0.0458
Echinococcus granulosus subfamily S1A unassigned peptidase S01 family 0.035 0.0806 0.132
Loa Loa (eye worm) TK/ROR protein kinase 0.0479 0.1529 0.1202
Echinococcus multilocularis laminin 0.0637 0.2406 0.5125
Schistosoma mansoni hypothetical protein 0.0272 0.0372 0.016
Echinococcus granulosus neurogenic locus notch protein 0.0272 0.0372 0.035
Echinococcus multilocularis fibrillin 1 0.0637 0.2406 0.5125
Echinococcus granulosus neurogenic locus notch protein 4 0.0272 0.0372 0.035
Echinococcus granulosus neurogenic locus protein delta 0.0272 0.0372 0.035
Echinococcus granulosus glycoprotein Antigen 5 0.035 0.0806 0.132
Loa Loa (eye worm) hypothetical protein 0.0643 0.2442 0.2151
Schistosoma mansoni cercarial elastase (S01 family) 0.035 0.0806 0.0604
Echinococcus granulosus enteropeptidase 0.035 0.0806 0.132
Toxoplasma gondii calcium binding egf domain-containing protein 0.0637 0.2406 0.7922
Brugia malayi hypothetical protein 0.035 0.0806 0.0451
Toxoplasma gondii PAN domain-containing protein 0.0732 0.294 1
Brugia malayi Low-density lipoprotein receptor repeat class B containing protein 0.0637 0.2406 0.2113
Mycobacterium ulcerans hypothetical protein 0.035 0.0806 0.5
Echinococcus granulosus fibropellin Ia 0.0272 0.0372 0.035
Onchocerca volvulus 0.035 0.0806 0.0451
Onchocerca volvulus 0.035 0.0806 0.0451
Echinococcus granulosus neurogenic locus notch protein 0.0272 0.0372 0.035
Brugia malayi Kringle domain containing protein 0.0479 0.1529 0.1202
Schistosoma mansoni cell polarity protein 0.0272 0.0372 0.016
Schistosoma mansoni hypothetical protein 0.0272 0.0372 0.016
Echinococcus multilocularis Tolloid protein 1 0.0637 0.2406 0.5125
Schistosoma mansoni hypothetical protein 0.0272 0.0372 0.016
Loa Loa (eye worm) hypothetical protein 0.035 0.0806 0.0451
Loa Loa (eye worm) bone morphogenetic protein 1b 0.0637 0.2406 0.2113
Toxoplasma gondii calcium binding egf domain-containing protein 0.0637 0.2406 0.7922
Schistosoma mansoni septate junction protein 0.031 0.0587 0.038
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.035 0.0806 0.0604
Echinococcus granulosus protein jagged 2 0.0272 0.0372 0.035
Schistosoma mansoni notch 0.0272 0.0372 0.016
Loa Loa (eye worm) hypothetical protein 0.035 0.0806 0.0451
Schistosoma mansoni slit 0.0272 0.0372 0.016
Schistosoma mansoni cercarial elastase (S01 family) 0.035 0.0806 0.0604
Schistosoma mansoni notch 0.0272 0.0372 0.016
Echinococcus granulosus Peptidase S1 S6 chymotrypsin Hap 0.035 0.0806 0.132
Brugia malayi Trypsin family protein 0.035 0.0806 0.0451
Leishmania major hypothetical protein, conserved 0.0479 0.1529 0.5
Schistosoma mansoni aminopeptidase PILS (M01 family) 0.035 0.0806 0.0604
Echinococcus granulosus tissue type plasminogen activator 0.0479 0.1529 0.2934
Loa Loa (eye worm) hypothetical protein 0.035 0.0806 0.0451
Onchocerca volvulus 0.0479 0.1529 0.1202
Schistosoma mansoni hypothetical protein 0.035 0.0806 0.0604
Echinococcus multilocularis protein jagged 1 0.0272 0.0372 0.0792
Schistosoma mansoni notch 0.0272 0.0372 0.016
Echinococcus multilocularis Peptidase S1 S6, chymotrypsin Hap 0.035 0.0806 0.1718
Echinococcus multilocularis neurogenic locus notch protein 0.0272 0.0372 0.0792
Onchocerca volvulus 0.035 0.0806 0.0451
Loa Loa (eye worm) hypothetical protein 0.0675 0.2621 0.2336
Echinococcus multilocularis protein jagged 1 0.0272 0.0372 0.0792
Toxoplasma gondii kringle domain-containing protein 0.0479 0.1529 0.4507
Schistosoma mansoni cercarial elastase (S01 family) 0.035 0.0806 0.0604
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.035 0.0806 0.0604
Brugia malayi Protein kinase domain containing protein 0.0479 0.1529 0.1202
Loa Loa (eye worm) hypothetical protein 0.0479 0.1529 0.1202
Loa Loa (eye worm) hypothetical protein 0.0637 0.2406 0.2113
Echinococcus granulosus Mastin 0.035 0.0806 0.132
Onchocerca volvulus 0.035 0.0806 0.0451
Onchocerca volvulus 0.1649 0.805 0.7975
Schistosoma mansoni cercarial elastase (S01 family) 0.035 0.0806 0.0604
Echinococcus multilocularis neurogenic locus protein delta 0.0272 0.0372 0.0792
Schistosoma mansoni hypothetical protein 0.0272 0.0372 0.016
Echinococcus multilocularis glycoprotein Antigen 5 0.035 0.0806 0.1718
Echinococcus granulosus neural cadherin 0.0272 0.0372 0.035
Loa Loa (eye worm) hypothetical protein 0.0637 0.2406 0.2113
Onchocerca volvulus Arrow homolog 0.0637 0.2406 0.2113
Schistosoma mansoni notch 0.0272 0.0372 0.016
Loa Loa (eye worm) hypothetical protein 0.035 0.0806 0.0451
Loa Loa (eye worm) hypothetical protein 0.1213 0.5617 0.5448
Onchocerca volvulus 0.1999 1 1
Echinococcus granulosus transmembrane protease serine 3 0.035 0.0806 0.132
Entamoeba histolytica hypothetical protein 0.1092 0.4945 0.5
Schistosoma mansoni Pro-neuregulin-4 membrane-bound isoform (Pro-NRG4) [Contains: Neuregulin-4 (NRG-4)] 0.0272 0.0372 0.016
Loa Loa (eye worm) hypothetical protein 0.035 0.0806 0.0451
Trypanosoma cruzi hypothetical protein, conserved 0.1092 0.4945 1
Echinococcus multilocularis neurogenic locus notch protein 0.0272 0.0372 0.0792
Brugia malayi Trypsin-like protease protein 5 0.035 0.0806 0.0451
Echinococcus granulosus tm gpcr rhodopsin 0.1047 0.4695 1
Schistosoma mansoni laminin gamma-3 chain 0.0272 0.0372 0.016
Echinococcus granulosus slit 2 protein 0.0272 0.0372 0.035
Loa Loa (eye worm) hypothetical protein 0.0637 0.2406 0.2113
Schistosoma mansoni hypothetical protein 0.0479 0.1529 0.1343
Echinococcus granulosus protein jagged 1 0.0272 0.0372 0.035
Schistosoma mansoni hypothetical protein 0.035 0.0806 0.0604
Echinococcus granulosus laminin 0.0637 0.2406 0.4891
Brugia malayi gamma-aminobutyric-acid receptor beta subunit precursor 0.0704 0.278 0.2501
Schistosoma mansoni hypothetical protein 0.0272 0.0372 0.016
Echinococcus multilocularis transmembrane protease serine 3 0.035 0.0806 0.1718
Brugia malayi Fibulin-1 precursor 0.0637 0.2406 0.2113
Schistosoma mansoni egf-like domain protein 0.0637 0.2406 0.2239
Trypanosoma cruzi hypothetical protein, conserved 0.1092 0.4945 1
Echinococcus multilocularis protein jagged 2 0.0272 0.0372 0.0792
Brugia malayi Chymotrypsin-like protease CTRL-1 precursor 0.035 0.0806 0.0451
Schistosoma mansoni cercarial elastase (S01 family) 0.035 0.0806 0.0604
Plasmodium falciparum cysteine repeat modular protein 1 0.0479 0.1529 0.5
Schistosoma mansoni cercarial elastase (S01 family) 0.035 0.0806 0.0604
Echinococcus multilocularis Mastin 0.035 0.0806 0.1718
Loa Loa (eye worm) trypsin family protein 0.035 0.0806 0.0451
Echinococcus multilocularis neurogenic locus notch protein 4 0.0272 0.0372 0.0792
Plasmodium vivax cysteine repeat modular protein 1, putative 0.0479 0.1529 0.5
Echinococcus granulosus delta-like protein 1 0.0272 0.0372 0.035
Echinococcus multilocularis tm gpcr rhodopsin gpcr rhodopsin superfamily 0.1047 0.4695 1
Schistosoma mansoni cercarial elastase (S01 family) 0.035 0.0806 0.0604
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.035 0.0806 0.0604
Echinococcus granulosus Tolloid protein 1 0.0637 0.2406 0.4891
Echinococcus multilocularis subfamily S1A unassigned peptidase (S01 family) 0.035 0.0806 0.1718
Echinococcus multilocularis fat cadherin tumor suppressor 0.0272 0.0372 0.0792
Echinococcus multilocularis notch 0.0272 0.0372 0.0792
Echinococcus granulosus protein jagged 2 0.0272 0.0372 0.035
Toxoplasma gondii PAN domain-containing protein 0.0732 0.294 1
Giardia lamblia High cysteine protein 0.0272 0.0372 0.5
Schistosoma mansoni cercarial elastase (S01 family) 0.035 0.0806 0.0604
Echinococcus granulosus notch 0.0272 0.0372 0.035
Schistosoma mansoni notch 0.0272 0.0372 0.016
Schistosoma mansoni cercarial elastase (S01 family) 0.035 0.0806 0.0604

Activities

Activity type Activity value Assay description Source Reference
AUC (ADMET) = 3.2 uM.hr AUC (0-6h) in rat at 10 mg/kg, po ChEMBL. 17181143
IC50 (binding) = 6.2 nM Displacement of [125I]hCXCL8 from human CXCR2 receptor expressed in BaF3 cells ChEMBL. 17181143
IC50 (binding) = 6.2 nM Displacement of [125I]hCXCL8 from human CXCR2 receptor expressed in BaF3 cells ChEMBL. 17181143
IC50 (binding) = 34 nM Displacement of [125I]hCXCL8 from human CXCR1 receptor expressed in BaF3 cells ChEMBL. 17181143
IC50 (binding) = 34 nM Displacement of [125I]hCXCL8 from human CXCR1 receptor expressed in BaF3 cells ChEMBL. 17181143

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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