Detailed information for compound 1268539

Basic information

Technical information
  • TDR Targets ID: 1268539
  • Name: N-[2-[(5Z)-2,4-dioxo-5-(thiophen-2-ylmethylid ene)-1,3-thiazolidin-3-yl]ethyl]-3-methyl-4-n itrobenzamide
  • MW: 417.459 | Formula: C18H15N3O5S2
  • H donors: 1 H acceptors: 5 LogP: 3.26 Rotable bonds: 7
    Rule of 5 violations (Lipinski): 1
  • SMILES: O=C(c1ccc(c(c1)C)[N+](=O)[O-])NCCN1C(=O)S/C(=C\c2cccs2)/C1=O
  • InChi: 1S/C18H15N3O5S2/c1-11-9-12(4-5-14(11)21(25)26)16(22)19-6-7-20-17(23)15(28-18(20)24)10-13-3-2-8-27-13/h2-5,8-10H,6-7H2,1H3,(H,19,22)/b15-10-
  • InChiKey: VCCMWXZYXPPIMA-GDNBJRDFSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • N-[2-[2,4-dioxo-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]-3-methyl-4-nitrobenzamide
  • N-[2-[(5Z)-2,4-dioxo-5-(2-thienylmethylene)thiazolidin-3-yl]ethyl]-3-methyl-4-nitro-benzamide
  • N-[2-[2,4-dioxo-5-(2-thienylmethylene)thiazolidin-3-yl]ethyl]-3-methyl-4-nitro-benzamide
  • N-[2-[2,4-dioxo-5-(2-thienylmethylene)-3-thiazolidinyl]ethyl]-3-methyl-4-nitrobenzamide
  • N-[2-[(5Z)-2,4-dioxo-5-(2-thienylmethylene)-3-thiazolidinyl]ethyl]-3-methyl-4-nitrobenzamide
  • N-[2-[2,4-diketo-5-(2-thienylmethylene)thiazolidin-3-yl]ethyl]-3-methyl-4-nitro-benzamide
  • N-[2-[(5Z)-2,4-diketo-5-(2-thienylmethylene)thiazolidin-3-yl]ethyl]-3-methyl-4-nitro-benzamide
  • N-[2-[2,4-dioxo-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]-3-methyl-4-nitro-benzamide
  • N-[2-[(5Z)-2,4-dioxo-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]-3-methyl-4-nitro-benzamide
  • SMR000260482
  • T5257203
  • MLS000391446

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens GNAS complex locus Starlite/ChEMBL No references
Mus musculus RAR-related orphan receptor gamma Starlite/ChEMBL No references
Homo sapiens microtubule-associated protein tau Starlite/ChEMBL No references

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma japonicum ko:K04632 guanine nucleotide binding protein (G protein), alpha stimulating, putative Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus granulosus microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
Echinococcus granulosus guanine nucleotide binding protein Gs subunit Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma japonicum ko:K04380 microtubule-associated protein tau, putative Get druggable targets OG5_133504 All targets in OG5_133504
Echinococcus multilocularis microtubule associated protein 2 Get druggable targets OG5_133504 All targets in OG5_133504
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit Get druggable targets OG5_131088 All targets in OG5_131088
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative Get druggable targets OG5_131088 All targets in OG5_131088
Schistosoma mansoni microtubule-associated protein tau Get druggable targets OG5_133504 All targets in OG5_133504
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) Get druggable targets OG5_131088 All targets in OG5_131088
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni GTP-binding protein alpha subunit gna GNAS complex locus 394 aa 450 aa 28.7 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Loa Loa (eye worm) hypothetical protein 0.0026 0.0086 0.0068
Brugia malayi Serine/threonine-protein kinase Pim-3 0.0341 0.3434 0.3422
Echinococcus granulosus rho-associated protein kinase 1 0.0313 0.3128 0.36
Echinococcus granulosus tyrosine protein kinase Lyn 0.0023 0.0055 0.0043
Entamoeba histolytica protein kinase domain containing protein 0.0106 0.0939 0.8065
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.0396 0.0438
Entamoeba histolytica serine/threonine protein kinase 6, putative 0.0124 0.1127 1
Giardia lamblia Kinase, CMGC GSK 0.0106 0.0939 0.7928
Giardia lamblia Kinase, CMGC GSK 0.0106 0.0939 0.7928
Echinococcus granulosus PAK box P21 Rho binding 0.0033 0.0159 0.0163
Schistosoma mansoni wiskott-aldrich syndrome protein 0.0033 0.0159 0.0183
Loa Loa (eye worm) hypothetical protein 0.0031 0.0139 0.0121
Entamoeba histolytica protein kinase, putative 0.0039 0.0222 0.0658
Echinococcus multilocularis serine:threonine protein kinase PAK 4 0.0358 0.3611 0.4159
Schistosoma mansoni glycogen synthase kinase 3-related (gsk3) (cmgc group III) 0.0106 0.0939 0.1085
Echinococcus multilocularis epidermal growth factor receptor 0.0174 0.1655 0.1895
Echinococcus granulosus serine:threonine protein kinase 12 B 0.0124 0.1127 0.1283
Echinococcus granulosus serine:threonine protein kinase PAK 3 0.0039 0.0222 0.0237
Schistosoma mansoni tyrosine kinase 0.0174 0.1655 0.1912
Echinococcus granulosus neural Wiskott Aldrich syndrome protein 0.0033 0.0159 0.0163
Onchocerca volvulus Serine\/threonine protein kinase homolog 0.0341 0.3434 1
Entamoeba histolytica protein kinase domain containing protein 0.0106 0.0939 0.8065
Trichomonas vaginalis STE family protein kinase 0.0039 0.0222 0.0658
Schistosoma mansoni serine/threonine protein kinase 0.0313 0.3128 0.3613
Echinococcus granulosus p21 activated protein kinase 1 Dpak1 0.0039 0.0222 0.0237
Echinococcus granulosus serine:threonine protein kinase PAK 4 0.0358 0.3611 0.4159
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0055 0.0396 0.0379
Loa Loa (eye worm) hypothetical protein 0.0033 0.0159 0.0141
Schistosoma mansoni Neurotrimin precursor (hNT) 0.002 0.0018 0.0021
Trichomonas vaginalis STE family protein kinase 0.0039 0.0222 0.0658
Echinococcus multilocularis microtubule associated protein 2 0.0833 0.8658 1
Brugia malayi WH1 domain containing protein 0.0033 0.0159 0.0141
Brugia malayi serine/threonine-protein kinase PAK 7 0.0391 0.3961 0.395
Echinococcus multilocularis serine:threonine protein kinase 12 B 0.0124 0.1127 0.1283
Loa Loa (eye worm) AGC/DMPK/ROCK protein kinase 0.096 1 1
Loa Loa (eye worm) CMGC/GSK protein kinase 0.0106 0.0939 0.0923
Echinococcus granulosus 3'partial|serine:threonine protein kinase PAK 2 0.0033 0.0159 0.0163
Loa Loa (eye worm) CAMK/PIM protein kinase 0.0341 0.3434 0.3422
Echinococcus granulosus microtubule associated protein 2 0.0833 0.8658 1
Trypanosoma cruzi mitogen-activated protein kinase 3, putative 0.037 0.3734 1
Entamoeba histolytica protein kinase, putative 0.0039 0.0222 0.0658
Entamoeba histolytica protein kinase domain containing protein 0.0124 0.1127 1
Onchocerca volvulus Tyrosine kinase homolog 0.0303 0.3024 0.8359
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0055 0.0396 0.0379
Echinococcus multilocularis serine:threonine protein kinase PAK 3 0.0039 0.0222 0.0237
Schistosoma mansoni protein kinase 0.0039 0.0222 0.0257
Brugia malayi serine/threonine protein kinase 6 0.0124 0.1127 0.1111
Echinococcus multilocularis epidermal growth factor receptor 0.0319 0.3201 0.3685
Echinococcus granulosus mitogen activated protein kinase 11 0.037 0.3734 0.4301
Trichomonas vaginalis CMGC family protein kinase 0.0106 0.0939 0.8065
Trichomonas vaginalis AGC family protein kinase 0.0124 0.1127 1
Brugia malayi Furin-like cysteine rich region family protein 0.0319 0.3201 0.3189
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0396 0.0457
Toxoplasma gondii aurora kinase 0.0124 0.1127 1
Echinococcus granulosus neuroglian 0.0025 0.0071 0.0062
Echinococcus granulosus glycogen synthase kinase 3 beta 0.0106 0.0939 0.1067
Schistosoma mansoni nephrin 0.0025 0.0071 0.0082
Schistosoma mansoni protein kinase 0.0039 0.0222 0.0257
Trichomonas vaginalis AGC family protein kinase 0.0124 0.1127 1
Trypanosoma brucei mitogen-activated protein kinase 3, putative 0.037 0.3734 1
Onchocerca volvulus 0.0307 0.3064 0.8519
Trichomonas vaginalis AGC family protein kinase 0.0124 0.1127 1
Onchocerca volvulus 0.0313 0.3128 0.8775
Echinococcus granulosus protein kinase shaggy 0.0106 0.0939 0.1067
Entamoeba histolytica protein kinase, putative 0.0124 0.1127 1
Schistosoma mansoni protein kinase 0.0039 0.0222 0.0257
Schistosoma mansoni tyrosine kinase 0.0105 0.0928 0.1071
Loa Loa (eye worm) AUR protein kinase 0.0124 0.1127 0.1111
Schistosoma mansoni cell adhesion molecule 0.0026 0.0086 0.0099
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.0174 0.1655 0.1895
Loa Loa (eye worm) AUR protein kinase 0.0124 0.1127 0.1111
Loa Loa (eye worm) TK/INSR protein kinase 0.0105 0.0928 0.0911
Echinococcus multilocularis insulin receptor 0.0105 0.0928 0.1053
Loa Loa (eye worm) TK/EGFR protein kinase 0.0319 0.3201 0.3189
Brugia malayi Protein kinase domain containing protein 0.0105 0.0928 0.0911
Echinococcus granulosus aurora kinase A 0.0124 0.1127 0.1283
Echinococcus multilocularis PAK box P21 Rho binding 0.0039 0.0222 0.0237
Entamoeba histolytica protein kinase, putative 0.0039 0.0222 0.0658
Brugia malayi Immunoglobulin I-set domain containing protein 0.0324 0.3248 0.3236
Brugia malayi serine/threonine-protein kinase 6 0.0124 0.1127 0.1111
Entamoeba histolytica p21-activated kinase 0.0039 0.0222 0.0658
Brugia malayi Protein kinase domain containing protein 0.0341 0.3434 0.3422
Giardia lamblia Aurora kinase 0.0124 0.1127 1
Loa Loa (eye worm) STE/STE20/PAKB protein kinase 0.0391 0.3961 0.395
Brugia malayi serine/threonine kinase 12 0.0124 0.1127 0.1111
Echinococcus multilocularis 0.0097 0.0844 0.0956
Loa Loa (eye worm) TK/KIN16 protein kinase 0.0324 0.3248 0.3236
Schistosoma mansoni protein kinase 0.0033 0.0159 0.0183
Echinococcus granulosus insulin growth factor 1 receptor beta 0.0105 0.0928 0.1053
Schistosoma mansoni protein kinase 0.0124 0.1127 0.1301
Echinococcus multilocularis aurora kinase A 0.0124 0.1127 0.1283
Schistosoma mansoni tyrosine kinase 0.0174 0.1655 0.1912
Schistosoma mansoni tyrosine kinase 0.0167 0.1586 0.1832
Schistosoma mansoni defective proboscis extension response (dpr)-related 0.002 0.0018 0.0021
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0055 0.0396 0.0438
Loa Loa (eye worm) AUR protein kinase 0.0124 0.1127 0.1111
Brugia malayi P21-Rho-binding domain containing protein 0.0033 0.0159 0.0141
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0396 0.0457
Entamoeba histolytica protein kinase , putative 0.0124 0.1127 1
Leishmania major mitogen-activated protein kinase 3, putative,map kinase 3, putative 0.037 0.3734 1
Echinococcus granulosus epidermal growth factor receptor 0.0174 0.1655 0.1895
Schistosoma mansoni hypothetical protein 0.0033 0.0159 0.0183
Echinococcus granulosus roundabout 2 0.0031 0.0139 0.014
Trypanosoma brucei aurora B kinase 0.0124 0.1127 0.067
Echinococcus multilocularis mitogen activated protein kinase 14 0.037 0.3734 0.4301
Schistosoma mansoni tyrosine kinase 0.0105 0.0928 0.1071
Schistosoma mansoni microtubule-associated protein tau 0.0833 0.8658 1
Echinococcus granulosus insulin receptor 0.0105 0.0928 0.1053
Schistosoma mansoni tyrosine kinase 0.0039 0.0228 0.0264
Echinococcus multilocularis mitogen activated protein kinase 14 0.037 0.3734 0.4301
Echinococcus granulosus neurotracting:lsamp:neurotrimin:obcam 0.0026 0.0086 0.0079
Schistosoma mansoni serine/threonine protein kinase 0.0039 0.0228 0.0264
Trypanosoma cruzi aurora B kinase, putative 0.0124 0.1127 0.067
Loa Loa (eye worm) P21-Rho-binding domain-containing protein 0.0033 0.0159 0.0141
Echinococcus multilocularis mitogen activated protein kinase 11 0.037 0.3734 0.4301
Echinococcus granulosus serine:threonine protein kinase PAK 3 0.0039 0.0222 0.0237
Entamoeba histolytica serine/threonine- protein kinase 6, putative 0.0124 0.1127 1
Schistosoma mansoni hypothetical protein 0.0033 0.0159 0.0183
Echinococcus granulosus proto oncogene serine:threonine protein kinase 0.0341 0.3434 0.3954
Schistosoma mansoni tyrosine kinase 0.0319 0.3201 0.3698
Loa Loa (eye worm) CMGC/GSK protein kinase 0.0106 0.0939 0.0923
Trichomonas vaginalis CMGC family protein kinase 0.0106 0.0939 0.8065
Schistosoma mansoni tyrosine kinase 0.0167 0.1586 0.1832
Brugia malayi intracellular kinase 0.0106 0.0939 0.0923
Entamoeba histolytica protein kinase, putative 0.0124 0.1127 1
Leishmania major protein kinase, putative 0.0124 0.1127 0.067
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.0105 0.0928 0.1053
Echinococcus granulosus epidermal growth factor receptor 0.0319 0.3201 0.3685
Echinococcus multilocularis rho associated protein kinase 0.0313 0.3128 0.36
Echinococcus granulosus mitogen activated protein kinase 14 0.037 0.3734 0.4301
Brugia malayi P21-Rho-binding domain containing protein 0.0033 0.0159 0.0141
Schistosoma mansoni hypothetical protein 0.0033 0.0159 0.0183
Echinococcus multilocularis roundabout 2 0.0031 0.0139 0.014
Schistosoma mansoni serine/threonine protein kinase 0.0341 0.3434 0.3966
Trypanosoma cruzi mitogen-activated protein kinase 3, putative 0.037 0.3734 1
Entamoeba histolytica serine/threonine- protein kinase 6 , putative 0.0124 0.1127 1
Trichomonas vaginalis STE family protein kinase 0.0039 0.0222 0.0658
Echinococcus multilocularis PAK box P21 Rho binding 0.0033 0.0159 0.0163
Echinococcus multilocularis glycogen synthase kinase 3 beta 0.0106 0.0939 0.1067
Echinococcus multilocularis mitogen activated protein kinase 11 0.037 0.3734 0.4301
Echinococcus multilocularis p21 activated protein kinase 1 Dpak1 0.0039 0.0222 0.0237
Loa Loa (eye worm) CAMK/PIM protein kinase 0.0341 0.3434 0.3422
Trichomonas vaginalis STE family protein kinase 0.0039 0.0222 0.0658
Onchocerca volvulus 0.0291 0.2902 0.7867
Loa Loa (eye worm) hypothetical protein 0.0031 0.0139 0.0121
Trichomonas vaginalis AGC family protein kinase 0.0124 0.1127 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.0396 0.0438
Echinococcus multilocularis neural Wiskott Aldrich syndrome protein 0.0033 0.0159 0.0163
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0055 0.0396 0.0457
Brugia malayi P38 map kinase family protein 2 0.037 0.3734 0.3723
Echinococcus multilocularis serine:threonine protein kinase PAK 3 0.0039 0.0222 0.0237
Trichomonas vaginalis STE family protein kinase 0.0039 0.0222 0.0658
Plasmodium falciparum serine/threonine protein kinase, putative 0.0124 0.1127 1
Schistosoma mansoni serine/threonine protein kinase 0.0124 0.1127 0.1301
Brugia malayi Protein kinase domain 0.0039 0.0222 0.0205
Plasmodium vivax serine/threonine protein kinase 6, putative 0.0124 0.1127 1
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0055 0.0396 0.0438
Schistosoma mansoni vesicular amine transporter 0.002 0.0018 0.0021
Loa Loa (eye worm) CMGC/MAPK/P38 protein kinase 0.037 0.3734 0.3723
Entamoeba histolytica protein kinase, putative 0.0106 0.0939 0.8065
Echinococcus multilocularis protein kinase shaggy 0.0106 0.0939 0.1067
Echinococcus multilocularis proto oncogene serine:threonine protein kinase 0.0341 0.3434 0.3954
Echinococcus granulosus twitchin 0.0031 0.0135 0.0135
Schistosoma mansoni tyrosine kinase 0.0167 0.1586 0.1832
Entamoeba histolytica protein kinase, putative 0.0039 0.0222 0.0658
Echinococcus multilocularis neuroglian 0.0025 0.0071 0.0062

Activities

Activity type Activity value Assay description Source Reference
Potency (functional) 1.9953 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of TGF-b: Cytotox Counterscreen. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588855, AID588860] ChEMBL. No reference
Potency (binding) = 5.0119 um PUBCHEM_BIOASSAY: qHTS for Inhibitors of Tau Fibril Formation, Thioflavin T Binding. (Class of assay: confirmatory) [Related pubchem assays: 596 ] ChEMBL. No reference
Potency (functional) 7.9433 uM PubChem BioAssay. qHTS for Agonist of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 19.9526 um PUBCHEM_BIOASSAY: VP16 counterscreen qHTS for inhibitors of ROR gamma transcriptional activity. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 20.5962 uM PubChem BioAssay. A quantitative high throughput screen for small molecules that induce DNA re-replication in MCF 10a normal breast cells. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) 25.1189 uM PubChem BioAssay. qHTS for Antagonists of gsp, the Etiologic Mutation Responsible for Fibrous Dysplasia/McCune-Albright Syndrome: qHTS. (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 35.4813 um PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors of Bacillus subtilis Sfp phosphopantetheinyl transferase (PPTase). (Class of assay: confirmatory) ChEMBL. No reference
Potency (functional) = 39.8107 um PUBCHEM_BIOASSAY: qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (without detergent). (Class of assay: confirmatory) [Related pubchem assays: 2158 (Confirmation qHTS Assay for Inhibitors of Cruzain), 2249 (Probe Development Summary of Promiscuous Inhibitors (Artifacts) of Cruzain), 2161 (qHTS Assay for Inhibitors of Papain: Counterscreen for Cruzain Assay), 1478 (qHTS Assay for Promiscuous and Specific Inhibitors of Cruzain (with detergent))] ChEMBL. No reference
Potency (functional) 56.2341 uM PUBCHEM_BIOASSAY: qHTS for Inhibitors of Polymerase Iota. (Class of assay: confirmatory) [Related pubchem assays (depositor defined):AID588623] ChEMBL. No reference
Potency (functional) 112.2018 uM PubChem BioAssay. qHTS of PTHR Inhibitors: Primary Screen. (Class of assay: confirmatory) ChEMBL. No reference

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23

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

No literature references available for this target.

If you have references for this compound, please enter them in a user comment (below) or Contact us.