Detailed information for compound 326828

Basic information

Technical information
  • TDR Targets ID: 326828
  • Name: 1-[(2,4-dihydroxybenzoyl)amino]-3-[3-(4-metho xyphenyl)-4-oxo-1H-indeno[1,2-c]pyrazol-5-yl] urea
  • MW: 485.448 | Formula: C25H19N5O6
  • H donors: 6 H acceptors: 6 LogP: 3.59 Rotable bonds: 8
    Rule of 5 violations (Lipinski): 2
  • SMILES: COc1ccc(cc1)c1[nH]nc2c1C(=O)c1c2cccc1NC(=O)NNC(=O)c1ccc(cc1O)O
  • InChi: 1S/C25H19N5O6/c1-36-14-8-5-12(6-9-14)21-20-22(28-27-21)16-3-2-4-17(19(16)23(20)33)26-25(35)30-29-24(34)15-10-7-13(31)11-18(15)32/h2-11,31-32H,1H3,(H,27,28)(H,29,34)(H2,26,30,35)
  • InChiKey: XKCYSUHMKZRHEL-UHFFFAOYSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

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

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens cyclin D1 Starlite/ChEMBL References
Homo sapiens cyclin E2 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 fructose-bisphosphate aldolase, putative 0.0315 0.4033 1
Plasmodium vivax glyceraldehyde-3-phosphate dehydrogenase, putative 0.0073 0.0666 1
Chlamydia trachomatis glyceraldehyde-3-phosphate dehydrogenase 0.0073 0.0666 0.5
Treponema pallidum fructose-bisphosphate aldolase 0.0315 0.4033 1
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, cytosolic, putative 0.0073 0.0666 1
Loa Loa (eye worm) hypothetical protein 0.0043 0.0245 0.0432
Plasmodium falciparum cyclin 0.0043 0.0245 0.0642
Brugia malayi Glyceraldehyde 3-phosphate dehydrogenase 0.0073 0.0666 0.1656
Brugia malayi NNMT/PNMT/TEMT family protein 0.028 0.3538 1
Trypanosoma brucei glyceraldehyde 3-phosphate dehydrogenase, cytosolic 0.0073 0.0666 1
Loa Loa (eye worm) glyceraldehyde-3-phosphate dehydrogenase 0.005 0.0351 0.074
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, putative 0.0073 0.0666 1
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0093 0.0943 0.3002
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0093 0.0943 0.5267
Echinococcus multilocularis glyceraldehyde 3 phosphate dehydrogenase 0.0048 0.0315 0.0221
Trypanosoma brucei glyceraldehyde-3-phosphate dehydrogenase, putative 0.0048 0.0315 0.2193
Wolbachia endosymbiont of Brugia malayi glyceraldehyde-3-phosphate dehydrogenase, GapA 0.0073 0.0666 0.5
Mycobacterium tuberculosis Probable oxidoreductase 0.0103 0.1087 0.3462
Brugia malayi Cyclin, N-terminal domain containing protein 0.0043 0.0245 0.0432
Echinococcus multilocularis cyclin B3 1 0.0043 0.0245 0.015
Trypanosoma brucei mitotic cyclin 6 0.0043 0.0245 0.0642
Entamoeba histolytica glyceraldehyde-3-phosphate dehydrogenase, putative 0.0073 0.0666 0.1112
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, putative 0.0073 0.0666 1
Echinococcus multilocularis cyclin b3 0.0043 0.0245 0.015
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.0041 0.0216 0.0688
Schistosoma mansoni glyceraldehyde-3-phosphate dehydrogenase (phosphorylating) 0.0073 0.0666 0.0575
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative 0.0073 0.0666 0.1112
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4033 1
Echinococcus multilocularis cyclins 0.0043 0.0245 0.015
Echinococcus multilocularis glyceraldehyde 3 phosphate dehydrogenase 0.0073 0.0666 0.0575
Echinococcus multilocularis cyclins 0.0043 0.0245 0.015
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4033 1
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0093 0.0943 0.3002
Entamoeba histolytica glyceraldehyde-3-phosphate dehydrogenase, putative 0.0073 0.0666 0.1112
Echinococcus granulosus cyclin B3 1 0.0043 0.0245 0.0166
Brugia malayi Thioredoxin reductase 0.0041 0.0216 0.0348
Onchocerca volvulus 0.0255 0.3202 1
Loa Loa (eye worm) glyceraldehyde 3-phosphate dehydrogenase 0.0048 0.0315 0.0636
Leishmania major CYC2-like cyclin, putative,cyclin 6, putative 0.0043 0.0245 0.0642
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0103 0.1087 0.3462
Toxoplasma gondii glyceraldehyde-3-phosphate dehydrogenase GAPDH1 0.0073 0.0666 1
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0315 0.4033 1
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative 0.0073 0.0666 0.1112
Loa Loa (eye worm) NNMT/PNMT/TEMT family protein 0.028 0.3538 1
Giardia lamblia Fructose-bisphosphate aldolase 0.0315 0.4033 1
Brugia malayi Cyclin, N-terminal domain containing protein 0.0043 0.0245 0.0432
Echinococcus multilocularis cyclins 0.0043 0.0245 0.015
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative 0.0073 0.0666 0.1112
Echinococcus granulosus cyclin B 0.0043 0.0245 0.0166
Schistosoma mansoni glyceraldehyde-3-phosphate dehydrogenase (phosphorylating) 0.0073 0.0666 0.0575
Loa Loa (eye worm) thioredoxin reductase 0.0041 0.0216 0.0348
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative 0.0048 0.0315 0.0186
Echinococcus multilocularis thioredoxin glutathione reductase 0.0041 0.0224 0.0128
Trichomonas vaginalis set domain proteins, putative 0.0255 0.3202 0.7806
Mycobacterium tuberculosis Probable fructose-bisphosphate aldolase Fba 0.0154 0.179 0.57
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, cytosolic, putative 0.0073 0.0666 1
Loa Loa (eye worm) glyceraldehyde 3-phosphate dehydrogenase 0.0048 0.0315 0.0636
Trypanosoma brucei glyceraldehyde 3-phosphate dehydrogenase, glycosomal 0.0073 0.0666 1
Echinococcus granulosus glyceraldehyde 3 phosphate dehydrogenase 0.0048 0.0315 0.0237
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0103 0.1087 0.6074
Onchocerca volvulus 0.0043 0.0245 0.0478
Mycobacterium tuberculosis Probable reductase 0.0093 0.0943 0.3002
Schistosoma mansoni microtubule-associated protein tau 0.0744 1 1
Mycobacterium tuberculosis Probable dehydrogenase 0.0093 0.0943 0.3002
Toxoplasma gondii hypothetical protein 0.0033 0.0101 0.0082
Giardia lamblia Glyceraldehyde 3-phosphate dehydrogenase 0.0048 0.0315 0.0184
Mycobacterium ulcerans fructose-bisphosphate aldolase 0.0154 0.179 0.4543
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0103 0.1087 0.3462
Echinococcus multilocularis cyclins 0.0043 0.0245 0.015
Brugia malayi 4-aminobutyrate aminotransferase, mitochondrial precursor 0.0251 0.3141 0.8845
Loa Loa (eye worm) hypothetical protein 0.0048 0.0315 0.0636
Echinococcus multilocularis cyclins 0.0043 0.0245 0.015
Schistosoma mansoni glyceraldehyde-3-phosphate dehydrogenase (phosphorylating) 0.0073 0.0666 0.0575
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0093 0.0943 0.3002
Leishmania major cyclin 0.0043 0.0245 0.0642
Mycobacterium leprae Probable fructose bisphosphate aldolase Fba 0.0154 0.179 1
Loa Loa (eye worm) pre-SET domain-containing protein family protein 0.0224 0.277 0.777
Echinococcus granulosus glyceraldehyde 3 phosphate dehydrogenase 0.0073 0.0666 0.0591
Echinococcus granulosus cyclin b3 0.0043 0.0245 0.0166
Loa Loa (eye worm) hypothetical protein 0.028 0.3538 1
Entamoeba histolytica glyceraldehyde-3-phosphate dehydrogenase, putative 0.0073 0.0666 0.1112
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative 0.0048 0.0315 0.0186
Loa Loa (eye worm) glyceraldehyde-3-phosphate dehydrogenase 0.005 0.0351 0.074
Echinococcus multilocularis glyceraldehyde 3 phosphate dehydrogenase 0.0073 0.0666 0.0575
Echinococcus granulosus thioredoxin glutathione reductase 0.0041 0.0224 0.0145
Echinococcus granulosus cyclins 0.0043 0.0245 0.0166
Plasmodium vivax glutathione reductase, putative 0.0041 0.0216 0.21
Schistosoma mansoni glyceraldehyde-3-phosphate dehydrogenase (phosphorylating) 0.0073 0.0666 0.0575
Brugia malayi Cyclin, N-terminal domain containing protein 0.0043 0.0245 0.0432
Echinococcus granulosus G2:mitotic specific cyclin B3 0.0043 0.0245 0.0166
Schistosoma mansoni cyclin B3 0.0043 0.0245 0.015
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, putative 0.0073 0.0666 1
Plasmodium vivax thioredoxin reductase, putative 0.0041 0.0216 0.21
Brugia malayi glutathione reductase 0.0041 0.0216 0.0348
Echinococcus granulosus histone lysine methyltransferase setb 0.0032 0.0096 0.0017
Loa Loa (eye worm) cyclin domain-containing protein 0.0043 0.0245 0.0432
Schistosoma mansoni cyclins 0.0043 0.0245 0.015
Leishmania major glyceraldehyde 3-phosphate dehydrogenase, glycosomal 0.0073 0.0666 1
Trypanosoma cruzi glyceraldehyde-3-phosphate dehydrogenase, putative 0.0048 0.0315 0.2193
Mycobacterium tuberculosis Probable L-lysine-epsilon aminotransferase Lat (L-lysine aminotransferase) (lysine 6-aminotransferase) 0.0251 0.3141 1
Echinococcus multilocularis microtubule associated protein 2 0.0744 1 1
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, cytosolic, putative 0.0073 0.0666 1
Trypanosoma cruzi glyceraldehyde-3-phosphate dehydrogenase, putative 0.0048 0.0315 0.2193
Echinococcus multilocularis cyclin B 0.0043 0.0245 0.015
Giardia lamblia Glyceraldehyde 3-phosphate dehydrogenase 0.0073 0.0666 0.1112
Entamoeba histolytica fructose-1,6-bisphosphate aldolase, putative 0.0315 0.4033 1
Trypanosoma cruzi cyclin 6, putative 0.0043 0.0245 0.0642
Schistosoma mansoni cyclin B 0.0043 0.0245 0.015
Echinococcus granulosus glyceraldehyde 3 phosphate dehydrogenase 0.0073 0.0666 0.0591
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4033 1
Leishmania major glyceraldehyde-3-phosphate dehydrogenase-like protein 0.0048 0.0315 0.2193
Echinococcus granulosus cyclins 0.0043 0.0245 0.0166
Trypanosoma cruzi cyclin, putative 0.0043 0.0245 0.0642
Echinococcus multilocularis cyclins 0.0043 0.0245 0.015
Plasmodium falciparum glyceraldehyde-3-phosphate dehydrogenase 0.0073 0.0666 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4033 1
Echinococcus granulosus cyclins 0.0043 0.0245 0.0166
Loa Loa (eye worm) hypothetical protein 0.0043 0.0245 0.0432
Echinococcus multilocularis G2:mitotic specific cyclin B3 0.0043 0.0245 0.015
Toxoplasma gondii thioredoxin reductase 0.0041 0.0216 0.21
Brugia malayi Pre-SET motif family protein 0.0224 0.277 0.777
Loa Loa (eye worm) hypothetical protein 0.028 0.3538 1
Trypanosoma cruzi cyclin, putative 0.0043 0.0245 0.0642
Toxoplasma gondii glyceraldehyde-3-phosphate dehydrogenase GAPDH2 0.0073 0.0666 1
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative 0.0073 0.0666 0.1112
Loa Loa (eye worm) glutathione reductase 0.0041 0.0216 0.0348
Leishmania major glyceraldehyde 3-phosphate dehydrogenase, glycosomal 0.0073 0.0666 1
Echinococcus granulosus cyclins 0.0043 0.0245 0.0166
Mycobacterium ulcerans L-lysine aminotransferase 0.0251 0.3141 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4033 1
Trypanosoma cruzi CYC2-like cyclin, putative 0.0043 0.0245 0.0642
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4033 1
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0093 0.0943 0.3002
Echinococcus multilocularis cyclins 0.0043 0.0245 0.015
Trichomonas vaginalis glyceraldehyde 3-phosphate dehydrogenase, putative 0.0073 0.0666 0.1112
Trypanosoma cruzi glyceraldehyde 3-phosphate dehydrogenase, putative 0.0073 0.0666 1
Trypanosoma brucei glyceraldehyde 3-phosphate dehydrogenase, glycosomal 0.0073 0.0666 1
Trichomonas vaginalis fructose-bisphosphate aldolase, putative 0.0315 0.4033 1
Echinococcus granulosus cyclins 0.0043 0.0245 0.0166

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.01 uM Inhibitory concentration against Cyclin dependant kinase 2-cyclinE 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 2-cyclinE ChEMBL. 15482910
IC50 (binding) = 0.01 uM Inhibitory concentration against Cyclin dependant kinase 4-cyclinD1 ChEMBL. 15482910
IC50 (functional) = 0.25 uM Inhibitory concentration against human colon cancer HCT116 cell line ChEMBL. 15482910
IC50 (functional) = 0.25 uM Inhibitory concentration against human colon cancer HCT116 cell line ChEMBL. 15482910

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 15482910

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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