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

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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