Detailed information for compound 324695

Basic information

Technical information
  • TDR Targets ID: 324695
  • Name: 1-[3-(4-methoxyphenyl)-4-oxo-1H-indeno[1,2-c] pyrazol-5-yl]-3-[(3-nitrobenzoyl)amino]urea
  • MW: 498.447 | Formula: C25H18N6O6
  • H donors: 4 H acceptors: 6 LogP: 3.57 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 1
  • SMILES: COc1ccc(cc1)c1[nH]nc2c1C(=O)c1c2cccc1NC(=O)NNC(=O)c1cccc(c1)[N+](=O)[O-]
  • InChi: 1S/C25H18N6O6/c1-37-16-10-8-13(9-11-16)21-20-22(28-27-21)17-6-3-7-18(19(17)23(20)32)26-25(34)30-29-24(33)14-4-2-5-15(12-14)31(35)36/h2-12H,1H3,(H,27,28)(H,29,33)(H2,26,30,34)
  • InChiKey: OSCCTZDFBLPFFT-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • 1-[3-(4-methoxyphenyl)-4-oxo-1H-indeno[1,2-c]pyrazol-5-yl]-3-[[(3-nitrophenyl)-oxomethyl]amino]urea
  • 1-[3-(4-methoxyphenyl)-4-oxo-1H-indeno[1,2-c]pyrazol-5-yl]-3-[(3-nitrophenyl)carbonylamino]urea
  • 1-[4-keto-3-(4-methoxyphenyl)-1H-indeno[1,2-c]pyrazol-5-yl]-3-[(3-nitrobenzoyl)amino]urea
  • 1-[3-(4-methoxyphenyl)-4-oxo-1H-indeno[2,1-d]pyrazol-5-yl]-3-[(3-nitrobenzoyl)amino]urea
  • 1-[3-(4-methoxyphenyl)-4-oxo-1H-indeno[2,1-d]pyrazol-5-yl]-3-[[(3-nitrophenyl)-oxomethyl]amino]urea
  • 1-[4-keto-3-(4-methoxyphenyl)-1H-indeno[2,1-d]pyrazol-5-yl]-3-[(3-nitrobenzoyl)amino]urea
  • 1-[3-(4-methoxyphenyl)-4-oxo-1H-indeno[2,1-d]pyrazol-5-yl]-3-[(3-nitrophenyl)carbonylamino]urea
  • acylsemicarbazide deriv. 3d

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cyclin E2 Starlite/ChEMBL References
Homo sapiens cyclin D1 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
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0031 0.016 0.0288
Trichomonas vaginalis aldo-keto reductase, putative 0.0031 0.016 0.0528
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0031 0.016 0.0288
Brugia malayi hypothetical protein 0.0064 0.077 0.1121
Brugia malayi Cyclin, N-terminal domain containing protein 0.0043 0.0374 0.0544
Entamoeba histolytica aldose reductase, putative 0.0031 0.016 0.2765
Trypanosoma cruzi aldo-keto reductase 0.0031 0.016 0.2765
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0031 0.016 0.0288
Loa Loa (eye worm) hypothetical protein 0.0043 0.0374 0.0544
Loa Loa (eye worm) TK/EGFR protein kinase 0.0311 0.5297 0.7711
Entamoeba histolytica cyclin, putative 0.0043 0.0374 0.6465
Trichomonas vaginalis aldo-keto reductase, putative 0.0031 0.016 0.0528
Schistosoma mansoni hypothetical protein 0.0173 0.2752 0.4949
Plasmodium falciparum importin beta, putative 0.0031 0.0148 0.3949
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0031 0.016 0.0288
Entamoeba histolytica hypothetical protein, conserved 0.0054 0.0579 1
Leishmania major cyclin 0.0043 0.0374 0.1234
Trichomonas vaginalis aldo-keto reductase, putative 0.0031 0.016 0.0528
Entamoeba histolytica aldose reductase, putative 0.0031 0.016 0.2765
Loa Loa (eye worm) hypothetical protein 0.0031 0.016 0.0233
Echinococcus granulosus cyclins 0.0043 0.0374 0.0673
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0031 0.016 0.0288
Schistosoma mansoni tyrosine kinase 0.0311 0.5297 0.9527
Giardia lamblia Cyclin A 0.0043 0.0374 1
Schistosoma mansoni cyclin B 0.0043 0.0374 0.0673
Trichomonas vaginalis cyclin B, putative 0.0043 0.0374 0.1234
Toxoplasma gondii hypothetical protein 0.0033 0.0184 1
Echinococcus granulosus hypothetical protein 0.0031 0.016 0.0288
Echinococcus multilocularis epidermal growth factor receptor 0.0311 0.5297 0.9527
Loa Loa (eye worm) hypothetical protein 0.0043 0.0374 0.0544
Echinococcus granulosus cyclin B 0.0043 0.0374 0.0673
Echinococcus multilocularis epidermal growth factor receptor 0.0167 0.2656 0.4776
Echinococcus granulosus cyclin B3 1 0.0043 0.0374 0.0673
Echinococcus granulosus jun protein 0.0082 0.1093 0.1966
Trypanosoma brucei importin beta-1 subunit, putative 0.0031 0.0148 0.3949
Wolbachia endosymbiont of Brugia malayi O-methyltransferase 0.0059 0.0669 0.5
Brugia malayi Cyclin, N-terminal domain containing protein 0.0043 0.0374 0.0544
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0031 0.016 0.0288
Schistosoma mansoni tyrosine kinase 0.0167 0.2656 0.4776
Trichomonas vaginalis conserved hypothetical protein 0.0188 0.3031 1
Plasmodium falciparum cyclin 0.0043 0.0374 1
Loa Loa (eye worm) hypothetical protein 0.0059 0.0669 0.0974
Leishmania major aldo-keto reductase-like protein 0.0031 0.016 0.0528
Trichomonas vaginalis aldo/keto reductase, putative 0.0031 0.016 0.0528
Leishmania major importin beta-1 subunit, putative 0.0025 0.0042 0.0138
Echinococcus multilocularis insulin growth factor 1 receptor beta 0.01 0.1413 0.254
Echinococcus granulosus insulin receptor 0.01 0.1413 0.254
Schistosoma mansoni hypothetical protein 0.0326 0.556 1
Echinococcus multilocularis aldo keto reductase 0.0031 0.016 0.0288
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0031 0.016 0.0288
Brugia malayi Cyclin, N-terminal domain containing protein 0.0043 0.0374 0.0544
Trichomonas vaginalis cyclin D, putative 0.0043 0.0374 0.1234
Schistosoma mansoni hypothetical protein 0.0067 0.0811 0.1459
Echinococcus multilocularis cyclins 0.0043 0.0374 0.0673
Echinococcus granulosus aldo keto reductase 0.0031 0.016 0.0288
Mycobacterium ulcerans methyltransferase 0.0059 0.0669 0.0517
Loa Loa (eye worm) oxidoreductase 0.0031 0.016 0.0233
Onchocerca volvulus 0.0059 0.0669 0.0759
Trichomonas vaginalis aldo-keto reductase, putative 0.0031 0.016 0.0528
Trichomonas vaginalis cyclin B, putative 0.0043 0.0374 0.1234
Trypanosoma cruzi cyclin, putative 0.0043 0.0374 0.6465
Brugia malayi O-methyltransferase family protein 0.0059 0.0669 0.0974
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0031 0.016 0.0233
Echinococcus granulosus geminin 0.0173 0.2752 0.4949
Schistosoma mansoni tyrosine kinase 0.01 0.1413 0.254
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0031 0.016 0.0288
Schistosoma mansoni o-methyltransferase 0.0059 0.0669 0.1203
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0031 0.016 0.0288
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0031 0.016 0.0288
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0326 0.556 0.8094
Brugia malayi Protein-tyrosine phosphatase containing protein 0.0397 0.687 1
Trichomonas vaginalis cyclin A, putative 0.0043 0.0374 0.1234
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0031 0.016 0.0288
Echinococcus multilocularis snurportin 1 0.0326 0.556 1
Leishmania major prostaglandin f2-alpha synthase/D-arabinose dehydrogenase 0.0031 0.016 0.0528
Trypanosoma brucei prostaglandin f synthase 0.0031 0.016 0.4277
Schistosoma mansoni o-methyltransferase 0.0059 0.0669 0.1203
Echinococcus granulosus importin subunit beta 1 0.0031 0.0148 0.0266
Brugia malayi Furin-like cysteine rich region family protein 0.0311 0.5297 0.7711
Giardia lamblia Aldose reductase 0.0031 0.016 0.4277
Loa Loa (eye worm) hypothetical protein 0.0031 0.0148 0.0215
Trichomonas vaginalis cyclin D, putative 0.0043 0.0374 0.1234
Loa Loa (eye worm) oxidoreductase 0.0031 0.016 0.0233
Toxoplasma gondii aldose reductase, putative 0.0031 0.016 0.8674
Echinococcus granulosus cyclins 0.0043 0.0374 0.0673
Entamoeba histolytica cyclin family protein 0.0043 0.0374 0.6465
Echinococcus multilocularis cyclins 0.0043 0.0374 0.0673
Brugia malayi O-methyltransferase family protein 0.0059 0.0669 0.0974
Trichomonas vaginalis aldo-keto reductase, putative 0.0031 0.016 0.0528
Leishmania major phosphoinositide phosphatase 0.0188 0.3031 1
Giardia lamblia Aldose reductase 0.0031 0.016 0.4277
Echinococcus granulosus Basic leucine zipper bZIP transcription factor 0.0082 0.1093 0.1966
Plasmodium vivax importin-beta 2, putative 0.0031 0.0148 1
Onchocerca volvulus 0.0043 0.0374 0.0319
Trichomonas vaginalis cyclins, putative 0.0043 0.0374 0.1234
Schistosoma mansoni jun-related protein 0.0067 0.0811 0.1459
Onchocerca volvulus 0.0064 0.077 0.0909
Trichomonas vaginalis aldo-keto reductase, putative 0.0031 0.016 0.0528
Trypanosoma cruzi aldo/keto reductase, putative 0.0031 0.016 0.2765
Schistosoma mansoni tyrosine kinase 0.0166 0.2623 0.4718
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0031 0.016 0.0233
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0031 0.016 0.0528
Schistosoma mansoni aldo-keto reductase 0.0031 0.016 0.0288
Echinococcus multilocularis cyclins 0.0043 0.0374 0.0673
Onchocerca volvulus 0.0059 0.0669 0.0759
Schistosoma mansoni importin beta-1 0.0031 0.0148 0.0266
Echinococcus granulosus snurportin 1 0.0326 0.556 1
Trichomonas vaginalis cyclin B3, putative 0.0043 0.0374 0.1234
Trichomonas vaginalis cyclin B, putative 0.0043 0.0374 0.1234
Trichomonas vaginalis importin beta-1, putative 0.0025 0.0042 0.0138
Trichomonas vaginalis aldo/keto reductase, putative 0.0031 0.016 0.0528
Schistosoma mansoni tyrosine kinase 0.0166 0.2623 0.4718
Trichomonas vaginalis aldo/keto reductase, putative 0.0031 0.016 0.0528
Trypanosoma cruzi tyrosine phosphatase, putative 0.0054 0.0579 1
Echinococcus granulosus cyclins 0.0043 0.0374 0.0673
Echinococcus granulosus epidermal growth factor receptor 0.0167 0.2656 0.4776
Echinococcus granulosus insulin growth factor 1 receptor beta 0.01 0.1413 0.254
Trichomonas vaginalis cyclins, putative 0.0043 0.0374 0.1234
Giardia lamblia Hypothetical protein 0.0043 0.0374 1
Trypanosoma cruzi cyclin 6, putative 0.0043 0.0374 0.6465
Schistosoma mansoni cyclins 0.0043 0.0374 0.0673
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0025 0.0042 0.0138
Brugia malayi O-methyltransferase 0.0059 0.0669 0.0974
Schistosoma mansoni pol-related 0.0031 0.016 0.0288
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0031 0.016 0.0288
Entamoeba histolytica cyclin, putative 0.0043 0.0374 0.6465
Echinococcus multilocularis G2:mitotic specific cyclin B3 0.0043 0.0374 0.0673
Trichomonas vaginalis conserved hypothetical protein 0.0043 0.0374 0.1234
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0031 0.016 0.0288
Trichomonas vaginalis cyclins, putative 0.0043 0.0374 0.1234
Echinococcus multilocularis cyclin B 0.0043 0.0374 0.0673
Brugia malayi bZIP transcription factor family protein 0.0082 0.1093 0.1591
Trichomonas vaginalis cyclin B, putative 0.0043 0.0374 0.1234
Brugia malayi RNA, U transporter 1 0.0087 0.1179 0.1716
Brugia malayi O-methyltransferase family protein 0.0059 0.0669 0.0974
Echinococcus multilocularis 0.0096 0.1355 0.2437
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0031 0.016 0.0288
Loa Loa (eye worm) cyclin domain-containing protein 0.0043 0.0374 0.0544
Schistosoma mansoni aldo-keto reductase 0.0031 0.016 0.0288
Echinococcus granulosus cyclins 0.0043 0.0374 0.0673
Trypanosoma cruzi importin beta-1 subunit, putative 0.0025 0.0042 0.0724
Mycobacterium tuberculosis Probable methyltransferase 0.0059 0.0669 0.0581
Mycobacterium ulcerans phosphotyrosine protein phosphatase PtpB 0.0188 0.3031 0.2918
Trichomonas vaginalis aldo-keto reductase, putative 0.0031 0.016 0.0528
Trypanosoma brucei aldo-keto reductase, putative 0.0031 0.016 0.4277
Echinococcus multilocularis cyclin b3 0.0043 0.0374 0.0673
Trichomonas vaginalis aldo-keto reductase, putative 0.0031 0.016 0.0528
Echinococcus multilocularis aldo keto reductase 0.0031 0.016 0.0288
Trichomonas vaginalis aldo-keto reductase, putative 0.0031 0.016 0.0528
Echinococcus multilocularis importin subunit beta 1 0.0031 0.0148 0.0266
Schistosoma mansoni o-methyltransferase 0.0059 0.0669 0.1203
Brugia malayi Protein kinase domain containing protein 0.01 0.1413 0.2056
Echinococcus multilocularis cyclins 0.0043 0.0374 0.0673
Echinococcus granulosus epidermal growth factor receptor 0.0311 0.5297 0.9527
Loa Loa (eye worm) TK/INSR protein kinase 0.01 0.1413 0.2056
Entamoeba histolytica phosphatidylinositol-3,4,5-trisphosphate 3-phosphatase, putative 0.0054 0.0579 1
Trichomonas vaginalis cyclins, putative 0.0043 0.0374 0.1234
Leishmania major hypothetical protein, unknown function 0.0054 0.0579 0.1909
Trypanosoma brucei importin beta-1 subunit, putative 0.0031 0.0148 0.3949
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0031 0.016 0.0528
Schistosoma mansoni o-methyltransferase 0.0059 0.0669 0.1203
Trypanosoma cruzi CYC2-like cyclin, putative 0.0043 0.0374 0.6465
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription factor 0.0082 0.1093 0.1966
Trichomonas vaginalis aldo-keto reductase, putative 0.0031 0.016 0.0528
Trichomonas vaginalis Importin beta-1 subunit, putative 0.0025 0.0042 0.0138
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0031 0.016 0.0233
Trypanosoma brucei mitotic cyclin 6 0.0043 0.0374 1
Mycobacterium tuberculosis Phosphotyrosine protein phosphatase PTPB (protein-tyrosine-phosphatase) (PTPase) 0.0188 0.3031 0.3278
Echinococcus granulosus cyclin b3 0.0043 0.0374 0.0673
Trichomonas vaginalis dihydrodiol dehydrogenase, putative 0.0031 0.016 0.0528
Loa Loa (eye worm) oxidoreductase 0.0031 0.016 0.0233
Trichomonas vaginalis aldo-keto reductase, putative 0.0031 0.016 0.0528
Entamoeba histolytica hypothetical protein 0.0025 0.0042 0.0724
Trichomonas vaginalis cyclin B, putative 0.0043 0.0374 0.1234
Loa Loa (eye worm) oxidoreductase 0.0031 0.016 0.0233
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0031 0.016 0.0288
Mycobacterium tuberculosis Probable catechol-O-methyltransferase 0.0509 0.8919 1
Entamoeba histolytica cyclin family protein 0.0043 0.0374 0.6465
Schistosoma mansoni tyrosine kinase 0.0167 0.2656 0.4776
Onchocerca volvulus 0.0397 0.687 1
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0031 0.016 0.0288
Onchocerca volvulus 0.0397 0.687 1
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0031 0.016 0.0288
Toxoplasma gondii HEAT repeat-containing protein 0.0031 0.0148 0.8008
Loa Loa (eye worm) protein-tyrosine phosphatase 0.0397 0.687 1
Echinococcus multilocularis cyclins 0.0043 0.0374 0.0673
Echinococcus granulosus melanoma receptor tyrosine protein kinase 0.0167 0.2656 0.4776
Echinococcus multilocularis jun protein 0.0082 0.1093 0.1966
Loa Loa (eye worm) oxidoreductase 0.0031 0.016 0.0233
Echinococcus granulosus G2:mitotic specific cyclin B3 0.0043 0.0374 0.0673
Schistosoma mansoni tyrosine kinase 0.01 0.1413 0.254
Echinococcus granulosus aldo keto reductase 0.0031 0.016 0.0288
Trypanosoma cruzi cyclin, putative 0.0043 0.0374 0.6465
Echinococcus multilocularis geminin 0.0173 0.2752 0.4949
Echinococcus multilocularis cyclins 0.0043 0.0374 0.0673
Echinococcus multilocularis aldo keto reductase 0.0031 0.016 0.0288
Brugia malayi Importin beta-1 subunit 0.0031 0.0148 0.0215
Echinococcus multilocularis cyclin B3 1 0.0043 0.0374 0.0673
Loa Loa (eye worm) hypothetical protein 0.008 0.1052 0.1531
Mycobacterium leprae PROBABLE METHYLTRANSFERASE 0.0059 0.0669 1
Entamoeba histolytica aldose reductase, putative 0.0031 0.016 0.2765
Echinococcus granulosus aldo keto reductase 0.0031 0.016 0.0288
Leishmania major CYC2-like cyclin, putative,cyclin 6, putative 0.0043 0.0374 0.1234
Brugia malayi oxidoreductase, aldo/keto reductase family protein 0.0031 0.016 0.0233
Trichomonas vaginalis cyclins, putative 0.0043 0.0374 0.1234
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0031 0.016 0.0288
Echinococcus granulosus aldo keto reductase family 1 member B4 0.0031 0.016 0.0288
Leishmania major aldehyde reductase, putative,oxidoreductase, putative 0.0031 0.016 0.0528
Schistosoma mansoni hypothetical protein 0.0173 0.2752 0.4949
Echinococcus granulosus cyclins 0.0043 0.0374 0.0673
Giardia lamblia G2/mitotic-specific cyclin B 0.0043 0.0374 1
Loa Loa (eye worm) O-methyltransferase 0.0059 0.0669 0.0974
Schistosoma mansoni cyclin B3 0.0043 0.0374 0.0673
Echinococcus multilocularis cyclins 0.0043 0.0374 0.0673
Leishmania major prostaglandin f synthase, putative 0.0031 0.016 0.0528
Schistosoma mansoni tyrosine kinase 0.0166 0.2623 0.4718
Echinococcus multilocularis aldo keto reductase family 1, member B4 0.0031 0.016 0.0288
Echinococcus multilocularis insulin receptor 0.01 0.1413 0.254
Trichomonas vaginalis aldo-keto reductase, putative 0.0031 0.016 0.0528
Echinococcus multilocularis aldo keto reductase 0.0031 0.016 0.0288

Activities

Activity type Activity value Assay description Source Reference
IC50 (functional) 0 uM inhibitory concentration against human colon cancer HCT116 cell line; NT=Not tested ChEMBL. 15482910
IC50 (binding) = 0.01 uM Inhibitory concentration against Cyclin dependant kinase 4-cyclinD1 ChEMBL. 15482910
IC50 (binding) = 0.01 uM Inhibitory concentration against Cyclin dependant kinase 4-cyclinD1 ChEMBL. 15482910
IC50 (binding) = 0.02 uM Inhibitory concentration against Cyclin dependant kinase 2-cyclinE ChEMBL. 15482910
IC50 (binding) = 0.02 uM Inhibitory concentration against Cyclin dependant kinase 2-cyclinE ChEMBL. 15482910

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.