Detailed information for compound 505736

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 447.508 | Formula: C20H25N5O5S
  • H donors: 3 H acceptors: 4 LogP: 2.51 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN(C(=O)c1cccc(c1O)NC1=NS(=O)(=O)N=C1N[C@H](C(C)(C)C)c1ccco1)C
  • InChi: 1S/C20H25N5O5S/c1-20(2,3)16(14-10-7-11-30-14)22-18-17(23-31(28,29)24-18)21-13-9-6-8-12(15(13)26)19(27)25(4)5/h6-11,16,26H,1-5H3,(H,21,23)(H,22,24)/t16-/m0/s1
  • InChiKey: BDLSEEFGQREQHH-INIZCTEOSA-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
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
Trichomonas vaginalis DNA helicase recq, putative 0.0026 0.0528 0.0528
Trypanosoma cruzi DNA polymerase kappa, putative 0.0086 0.4126 0.4126
Trichomonas vaginalis DNA polymerase IV / kappa, putative 0.0086 0.4126 0.4126
Trypanosoma brucei DNA polymerase kappa, putative 0.0046 0.1751 0.1751
Leishmania major PAS-domain containing phosphoglycerate kinase, putative 0.0067 0.301 0.301
Trypanosoma cruzi transcription factor btf3, putative 0.0038 0.1225 0.1225
Giardia lamblia Sgs1 DNA helicase, putative 0.002 0.0171 0.0171
Echinococcus multilocularis disco interacting protein 2 0.0042 0.1456 0.1456
Trypanosoma cruzi phosphoglycerate kinase, putative 0.0184 1 1
Echinococcus multilocularis 26S proteasome regulatory subunit N11 0.0023 0.0328 0.0328
Loa Loa (eye worm) hypothetical protein 0.002 0.0171 0.0171
Entamoeba histolytica recQ family helicase, putative 0.0026 0.0528 0.0297
Echinococcus granulosus terminal deoxycytidyl transferase rev1 0.0057 0.24 0.24
Brugia malayi Phosphoglycerate kinase 0.0067 0.301 0.2889
Plasmodium vivax ADP-dependent DNA helicase RecQ, putative 0.0033 0.0946 0.0923
Leishmania major modification methylase-like protein 0.0021 0.0238 0.0238
Trypanosoma brucei DNA polymerase kappa, putative 0.0086 0.4126 0.4126
Loa Loa (eye worm) jmjC domain-containing protein 0.0038 0.1246 0.1246
Trichomonas vaginalis phosphoglycerate kinase, putative 0.0184 1 1
Brugia malayi CXXC zinc finger family protein 0.0036 0.113 0.0976
Mycobacterium ulcerans DNA polymerase IV 0.0086 0.4126 0.4111
Echinococcus multilocularis PHD finger protein rhinoceros 0.0031 0.0848 0.0848
Mycobacterium ulcerans phosphoglycerate kinase 0.0184 1 1
Schistosoma mansoni DNA polymerase eta 0.0085 0.4053 0.4038
Brugia malayi polk-prov protein 0.0046 0.1751 0.1607
Plasmodium falciparum phosphoglycerate kinase 0.0184 1 1
Trypanosoma brucei cytosine-specific DNA methylase, putative 0.0021 0.0238 0.0238
Plasmodium vivax basic transcription factor 3b, putative 0.0038 0.1225 0.1203
Schistosoma mansoni DNA (cytosine-5)-methyltransferase 0.0021 0.0238 0.0213
Onchocerca volvulus 0.0036 0.113 0.4646
Treponema pallidum phosphoglycerate kinase 0.0184 1 0.5
Giardia lamblia DNA damage repair protein 0.0018 0.0025 0.0025
Echinococcus granulosus peregrin 0.0031 0.0848 0.0848
Giardia lamblia PHD finger protein 15 0.0031 0.0848 0.0848
Leishmania major DNA polymerase kappa, putative 0.0018 0.0025 0.0025
Trypanosoma brucei phosphoglycerate kinase, putative 0.0067 0.301 0.301
Trypanosoma cruzi phosphoglycerate kinase, putative 0.0067 0.301 0.301
Brugia malayi Bromodomain containing protein 0.0031 0.0848 0.0689
Trypanosoma brucei phosphoglycerate kinase 0.0184 1 1
Brugia malayi ImpB/MucB/SamB family protein 0.0057 0.24 0.2268
Schistosoma mansoni disco-interacting protein 2 (dip2) 0.0042 0.1456 0.1434
Giardia lamblia DINP protein human, muc B family 0.0064 0.2828 0.2828
Schistosoma mansoni DNA helicase recq1 0.002 0.0171 0.0146
Schistosoma mansoni rab geranylgeranyl transferase alpha subunit 0.0057 0.24 0.2381
Giardia lamblia Phosphoglycerate kinase 0.0184 1 1
Trypanosoma brucei transcription factor BTF3, putative 0.0038 0.1225 0.1225
Schistosoma mansoni cpg binding protein 0.0036 0.113 0.1108
Trypanosoma brucei DNA polymerase kappa, putative 0.0047 0.1759 0.1759
Echinococcus granulosus phosphoglycerate kinase 1 0.0184 1 1
Toxoplasma gondii BRCA1 C Terminus (BRCT) domain-containing protein 0.0025 0.0453 0.0429
Trypanosoma cruzi transcription factor btf3, putative 0.0038 0.1225 0.1225
Toxoplasma gondii NAC domain-containing protein 0.0038 0.1225 0.1203
Toxoplasma gondii ImpB/MucB/SamB family protein 0.0045 0.1678 0.1657
Trypanosoma brucei DNA polymerase kappa, putative 0.0086 0.4126 0.4126
Trichomonas vaginalis DNA helicase recq, putative 0.0049 0.1899 0.1899
Trypanosoma brucei DNA polymerase kappa, putative 0.0086 0.4126 0.4126
Toxoplasma gondii phosphoglycerate kinase PGKI 0.0184 1 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0086 0.4126 0.4126
Echinococcus granulosus lysine specific demethylase 5A 0.0038 0.1246 0.1246
Trypanosoma brucei unspecified product 0.0079 0.3697 0.3697
Brugia malayi jmjC domain containing protein 0.0038 0.1246 0.1094
Trypanosoma brucei DNA polymerase kappa, putative 0.0086 0.4126 0.4126
Entamoeba histolytica hypothetical protein 0.0038 0.1225 0.1011
Trichomonas vaginalis phosphoglycerate kinase, putative 0.0184 1 1
Mycobacterium leprae Probable phosphoglycerate kinase Pgk 0.0184 1 0.5
Trypanosoma cruzi ATP-dependent DEAD/H DNA helicase recQ, putative 0.0026 0.0528 0.0528
Schistosoma mansoni phosphoglycerate kinase 0.0184 1 1
Loa Loa (eye worm) ATP-dependent DNA helicase 0.002 0.0171 0.0171
Mycobacterium tuberculosis Probable phosphoglycerate kinase Pgk 0.0184 1 1
Loa Loa (eye worm) hypothetical protein 0.0184 1 1
Trypanosoma brucei chrX additional, unordered contigs 0.0018 0.0025 0.0025
Trypanosoma brucei phosphoglycerate kinase 0.0067 0.301 0.301
Trypanosoma brucei DNA damage repair protein, putative 0.0018 0.0025 0.0025
Trypanosoma brucei DNA polymerase kappa, putative 0.0046 0.1751 0.1751
Trypanosoma cruzi phosphoglycerate kinase, putative 0.0067 0.301 0.301
Trypanosoma brucei hypothetical protein, conserved 0.0018 0.0025 0.0025
Trypanosoma cruzi hypothetical protein, conserved 0.0018 0.0025 0.0025
Toxoplasma gondii PHD-finger domain-containing protein 0.0031 0.0848 0.0825
Echinococcus granulosus transcription factor btf3 0.0038 0.1225 0.1225
Toxoplasma gondii C-5 cytosine-specific DNA methylase superfamily protein 0.0021 0.0238 0.0213
Schistosoma mansoni jumonji domain containing protein 0.0082 0.3879 0.3863
Trypanosoma brucei DNA polymerase kappa, putative 0.0086 0.4126 0.4126
Wolbachia endosymbiont of Brugia malayi phosphoglycerate kinase 0.0184 1 0.5
Trypanosoma brucei ATP-dependent DEAD/H DNA helicase recQ, putative 0.0026 0.0528 0.0528
Loa Loa (eye worm) hypothetical protein 0.0042 0.1456 0.1456
Echinococcus multilocularis dna polymerase eta 0.0085 0.4053 0.4053
Echinococcus granulosus DNA methyltransferase 2, putative 0.0021 0.0238 0.0238
Plasmodium falciparum ATP-dependent DNA helicase Q1 0.002 0.0171 0.0146
Chlamydia trachomatis phosphoglycerate kinase 0.0184 1 0.5
Brugia malayi 26S proteasome regulatory subunit rpn11 0.0023 0.0328 0.016
Echinococcus granulosus 26S proteasome regulatory subunit N11 0.0023 0.0328 0.0328
Entamoeba histolytica transcription factor BTF3, putative 0.0038 0.1225 0.1011
Plasmodium falciparum phd finger protein, putative 0.0031 0.0848 0.0825
Toxoplasma gondii hypothetical protein 0.0091 0.4447 0.4433
Plasmodium falciparum ADP-dependent DNA helicase RecQ 0.0043 0.1541 0.152
Echinococcus multilocularis terminal deoxycytidyl transferase rev1 0.0057 0.24 0.24
Trypanosoma cruzi DNA polymerase kappa, putative 0.0086 0.4126 0.4126
Trypanosoma cruzi phosphoglycerate kinase, putative 0.0184 1 1
Toxoplasma gondii proteasome regulatory subunit 0.0023 0.0328 0.0303
Loa Loa (eye worm) hypothetical protein 0.0149 0.7902 0.7902
Trypanosoma cruzi PAS-domain containing phosphoglycerate kinase, putative 0.0067 0.301 0.301
Brugia malayi Hypothetical 35.8 kDa protein F37A4.5 in chromosome III 0.0023 0.0328 0.016
Leishmania major DNA polymerase eta, putative 0.0045 0.1678 0.1678
Plasmodium falciparum DNA (cytosine-5)-methyltransferase 0.0021 0.0238 0.0213
Echinococcus granulosus dna polymerase eta 0.0085 0.4053 0.4053
Trypanosoma brucei DNA polymerase kappa, putative 0.0086 0.4126 0.4126
Entamoeba histolytica phosphoglycerate kinase, putative 0.0184 1 1
Echinococcus multilocularis transcription factor btf3 0.0038 0.1225 0.1225
Trypanosoma brucei DNA damage repair protein, putative 0.0018 0.0025 0.0025
Echinococcus granulosus dna polymerase kappa 0.0086 0.4126 0.4126
Schistosoma mansoni hypothetical protein 0.0031 0.0848 0.0825
Schistosoma mansoni jumonji/arid domain-containing protein 0.0038 0.1246 0.1224
Echinococcus granulosus bloom syndrome protein 0.0049 0.1899 0.1899
Trypanosoma brucei hypothetical protein, conserved 0.0018 0.0025 0.0025
Echinococcus multilocularis dna polymerase kappa 0.0086 0.4126 0.4126
Leishmania major DNA polymerase eta, putative 0.0085 0.4053 0.4053
Echinococcus multilocularis phosphoglycerate kinase 1 0.0184 1 1
Trypanosoma cruzi DNA damage repair protein, putative 0.0018 0.0025 0.0025
Plasmodium vivax hypothetical protein, conserved 0.0031 0.0848 0.0825
Toxoplasma gondii PHD-finger domain-containing protein 0.0031 0.0848 0.0825
Trypanosoma cruzi DNA polymerase kappa, putative 0.0086 0.4126 0.4126
Schistosoma mansoni blooms syndrome DNA helicase 0.0039 0.128 0.1258
Echinococcus granulosus ATP dependent DNA helicase Q1 0.002 0.0171 0.0171
Schistosoma mansoni transcription factor btf3 0.0038 0.1225 0.1203
Loa Loa (eye worm) hypothetical protein 0.0031 0.0848 0.0848
Trypanosoma brucei DNA polymerase kappa, putative 0.0086 0.4126 0.4126
Brugia malayi beta-NAC-like protein 0.0038 0.1225 0.1072
Leishmania major ATP-dependent DEAD/H DNA helicase recQ, putative 0.0026 0.0528 0.0528
Trypanosoma cruzi 3-phosphoglycerate kinase, glycosomal 0.0067 0.301 0.301
Plasmodium falciparum 26S proteasome regulatory subunit RPN11, putative 0.0023 0.0328 0.0303
Echinococcus multilocularis Transcription factor, JmjC domain containing protein 0.0103 0.5152 0.5152
Brugia malayi ImpB/MucB/SamB family protein 0.0085 0.4053 0.395
Trypanosoma brucei unspecified product 0.0039 0.1331 0.1331
Trypanosoma cruzi DNA polymerase eta, putative 0.0045 0.1678 0.1678
Leishmania major DNA polymerase kappa, putative 0.0064 0.2828 0.2828
Plasmodium vivax phosphoglycerate kinase, putative 0.0184 1 1
Trypanosoma cruzi PAS-domain containing phosphoglycerate kinase, putative 0.0067 0.301 0.301
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein 0.002 0.0171 0.0146
Trypanosoma cruzi DNA damage repair protein, putative 0.0018 0.0025 0.0025
Loa Loa (eye worm) ImpB/MucB/SamB family protein 0.0057 0.24 0.24
Loa Loa (eye worm) hypothetical protein 0.0046 0.1751 0.1751
Entamoeba histolytica deoxycytidyl transferase, putative 0.0057 0.24 0.2215
Leishmania major DNA polymerase kappa, putative,DNA polymerase IV, putative 0.0064 0.2828 0.2828
Loa Loa (eye worm) hypothetical protein 0.0085 0.4053 0.4053
Trypanosoma brucei DNA polymerase IV, putative 0.0079 0.3697 0.3697
Trichomonas vaginalis conserved hypothetical protein 0.0038 0.1225 0.1225
Trichomonas vaginalis conserved hypothetical protein 0.0038 0.1225 0.1225
Trypanosoma cruzi DNA polymerase eta, putative 0.0085 0.4053 0.4053
Plasmodium falciparum basic transcription factor 3b, putative 0.0038 0.1225 0.1203
Trypanosoma brucei DNA polymerase kappa, putative 0.0047 0.1759 0.1759
Brugia malayi Bloom's syndrome protein homolog 0.0049 0.1899 0.1758
Trypanosoma brucei DNA polymerase IV, putative 0.0086 0.4126 0.4126
Mycobacterium ulcerans DNA polymerase IV 0.0086 0.4126 0.4111
Schistosoma mansoni cpg binding protein 0.0036 0.113 0.1108
Echinococcus granulosus jumonji domain containing protein 0.0044 0.1589 0.1589
Toxoplasma gondii phosphoglycerate kinase PGKII 0.0184 1 1
Echinococcus multilocularis cpg binding protein 0.0036 0.113 0.113
Echinococcus multilocularis jumonji domain containing protein 0.0044 0.1589 0.1589
Trypanosoma cruzi hypothetical protein, conserved 0.0018 0.0025 0.0025
Entamoeba histolytica 26S proteasome non-ATPase regulatory subunit 14, putative 0.0023 0.0328 0.0092
Trypanosoma brucei DNA polymerase eta, putative 0.0085 0.4053 0.4053
Echinococcus granulosus cpg binding protein 0.0036 0.113 0.113
Echinococcus multilocularis ATP dependent DNA helicase Q1 0.002 0.0171 0.0171
Schistosoma mansoni jumonji/arid domain-containing protein 0.0038 0.1246 0.1224
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein 0.0033 0.0922 0.0899
Echinococcus granulosus ATP dependent DNA helicase Q5 0.002 0.0171 0.0171
Schistosoma mansoni bromodomain-containing nuclear protein 1 brd1 0.0031 0.0848 0.0825
Trypanosoma brucei DNA polymerase kappa, putative 0.0086 0.4126 0.4126
Loa Loa (eye worm) jmjC domain-containing protein 0.0065 0.2862 0.2862
Leishmania major phosphoglycerate kinase C, glycosomal 0.0184 1 1
Echinococcus granulosus PHD finger protein rhinoceros 0.0031 0.0848 0.0848
Plasmodium vivax DNA (cytosine-5)-methyltransferase, putative 0.0021 0.0238 0.0213
Leishmania major DNA damage repair protein, putative 0.0018 0.0025 0.0025
Loa Loa (eye worm) RecQ helicase 0.0049 0.1899 0.1899
Leishmania major phosphoglycerate kinase B, cytosolic 0.0184 1 1
Brugia malayi jmjC domain containing protein 0.0103 0.5152 0.5068
Schistosoma mansoni DNA helicase recq5 0.002 0.0171 0.0146
Mycobacterium tuberculosis Possible DNA-damage-inducible protein P DinP (DNA polymerase V) (pol IV 2) (DNA nucleotidyltransferase (DNA-directed)) 0.0064 0.2828 0.0563
Leishmania major basic transcription factor 3a, putative 0.0038 0.1225 0.1225
Schistosoma mansoni cpg binding protein 0.0036 0.113 0.1108
Plasmodium falciparum conserved Plasmodium protein, unknown function 0.0091 0.4447 0.4433
Loa Loa (eye worm) hypothetical protein 0.0054 0.22 0.22
Loa Loa (eye worm) CXXC zinc finger family protein 0.0036 0.113 0.113
Schistosoma mansoni terminal deoxycytidyl transferase 0.0057 0.24 0.2381
Loa Loa (eye worm) PHD-finger family protein 0.0031 0.0848 0.0848
Toxoplasma gondii DNA methyltransferase 2, putative 0.0021 0.0238 0.0213
Plasmodium vivax 26S proteasome regulatory subunit RPN11, putative 0.0023 0.0328 0.0303
Echinococcus multilocularis DNA methyltransferase 2, putative 0.0021 0.0238 0.0238
Toxoplasma gondii ATP-dependent DNA helicase, RecQ family protein 0.002 0.0171 0.0146
Trypanosoma brucei unspecified product 0.0039 0.1331 0.1331
Brugia malayi Disco-interacting protein 2 homolog 0.0042 0.1456 0.1307
Echinococcus multilocularis peregrin 0.0031 0.0848 0.0848
Loa Loa (eye worm) 26S proteasome regulatory subunit rpn11 0.0023 0.0328 0.0328
Echinococcus multilocularis ATP dependent DNA helicase Q5 0.002 0.0171 0.0171
Trypanosoma brucei DNA polymerase IV, putative 0.0086 0.4126 0.4126
Trichomonas vaginalis conserved hypothetical protein 0.0038 0.1225 0.1225
Trypanosoma cruzi DNA polymerase kappa, putative 0.0086 0.4126 0.4126
Echinococcus multilocularis lysine specific demethylase 5A 0.0038 0.1246 0.1246
Brugia malayi PHD-finger family protein 0.0031 0.0848 0.0689
Echinococcus granulosus disco interacting protein 2 0.0042 0.1456 0.1456
Echinococcus multilocularis bloom syndrome protein 0.0049 0.1899 0.1899
Loa Loa (eye worm) ICD-1 protein 0.0038 0.1225 0.1225
Onchocerca volvulus 0.0042 0.1456 1
Trypanosoma brucei DNA polymerase kappa, putative 0.0047 0.1759 0.1759
Trichomonas vaginalis DNA helicase recq1, putative 0.0049 0.1899 0.1899
Trichomonas vaginalis DNA polymerase eta, putative 0.0086 0.4126 0.4126
Schistosoma mansoni phosphoglycerate kinase 0.0184 1 1
Trypanosoma brucei phosphoglycerate kinase 0.0184 1 1
Echinococcus granulosus Transcription factor JmjC domain containing protein 0.0103 0.5152 0.5152
Trypanosoma brucei DNA polymerase kappa, putative 0.0064 0.2828 0.2828

Activities

Activity type Activity value Assay description Source Reference
Activity (functional) = 3 % Antagonist activity at CXCR1/CXCR2 in human PMN cells assessed as inhibition of GROalpha-mediated myeloperoxidase release at 1 uM ChEMBL. 18006311
Activity (functional) = 3 % Antagonist activity at CXCR1/CXCR2 in human PMN cells assessed as inhibition of GROalpha-mediated myeloperoxidase release at 1 uM ChEMBL. 18006311
IC50 (functional) Antagonist activity at CXCR1/CXCR2 in human PMN cells assessed as inhibition of IL8-mediated myeloperoxidase release ChEMBL. 18006311
IC50 (functional) 0 Antagonist activity at CXCR1/CXCR2 in human PMN cells assessed as inhibition of IL8-mediated myeloperoxidase release ChEMBL. 18006311
Ki (binding) = 11 nM Binding affinity to CXCR2 (unknown origin) ChEMBL. 18006311
Ki (binding) = 11 nM Binding affinity to CXCR2 (unknown origin) ChEMBL. 18006311
Ki (binding) = 61 nM Binding affinity to CXCR1 (unknown origin) ChEMBL. 18006311
Ki (binding) = 61 nM Binding affinity to CXCR1 (unknown origin) ChEMBL. 18006311

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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