Detailed information for compound 274516

Basic information

Technical information
  • TDR Targets ID: 274516
  • Name: N-(2-amino-2-oxoethyl)-9-[2-(dimethylamino)-4 -(methanesulfonamido)anilino]acridine-4-carbo xamide
  • MW: 506.577 | Formula: C25H26N6O4S
  • H donors: 4 H acceptors: 5 LogP: 2.38 Rotable bonds: 9
    Rule of 5 violations (Lipinski): 2
  • SMILES: NC(=O)CNC(=O)c1cccc2c1nc1ccccc1c2Nc1ccc(cc1N(C)C)NS(=O)(=O)C
  • InChi: 1S/C25H26N6O4S/c1-31(2)21-13-15(30-36(3,34)35)11-12-20(21)29-23-16-7-4-5-10-19(16)28-24-17(23)8-6-9-18(24)25(33)27-14-22(26)32/h4-13,30H,14H2,1-3H3,(H2,26,32)(H,27,33)(H,28,29)
  • InChiKey: VZLAJLDAKVXFNO-UHFFFAOYSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-(2-amino-2-oxo-ethyl)-9-[2-(dimethylamino)-4-(methanesulfonamido)anilino]acridine-4-carboxamide
  • N-(2-amino-2-oxoethyl)-9-[2-(dimethylamino)-4-(methanesulfonamido)anilino]-4-acridinecarboxamide
  • N-(2-azanyl-2-oxo-ethyl)-9-[[2-(dimethylamino)-4-(methylsulfonylamino)phenyl]amino]acridine-4-carboxamide
  • N-(2-amino-2-keto-ethyl)-9-[2-(dimethylamino)-4-(methanesulfonamido)anilino]acridine-4-carboxamide
  • N-(2-amino-2-oxoethyl)-9-[(2-dimethylamino-4-methanesulfonamidophenyl)amino]acridine-4-carboxamide
  • N-(2-amino-2-oxo-ethyl)-9-[(2-dimethylamino-4-methanesulfonamido-phenyl)amino]acridine-4-carboxamide
  • N-(2-amino-2-oxoethyl)-9-[(2-dimethylamino-4-methanesulfonamidophenyl)amino]-4-acridinecarboxamide
  • N-(2-amino-2-keto-ethyl)-9-[(2-dimethylamino-4-methanesulfonamido-phenyl)amino]acridine-4-carboxamide
  • N-(2-amino-2-oxo-ethyl)-9-[[2-dimethylamino-4-(methylsulfonylamino)phenyl]amino]acridine-4-carboxamide
  • 106521-52-2
  • 4-Acridinecarboxamide, N-(2-amino-2-oxoethyl)-9-((2-(dimethylamino)-4-((methylsulfonyl)amino)phenyl)amino)-
  • N-(2-Amino-2-oxoethyl)-9-((2-(dimethylamino)-4-((methylsulfonyl)amino)phenyl)amino)-4-acridinecarboxamide

Targets

Known targets for this compound

No curated genes were found associated with this compound

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
Loa Loa (eye worm) hypothetical protein 0.0882 1 1
Loa Loa (eye worm) LBP/BPI/CETP family domain-containing protein 0.0882 1 1
Onchocerca volvulus 0.0882 1 1
Brugia malayi LBP / BPI / CETP family, N-terminal domain containing protein 0.0882 1 1
Onchocerca volvulus 0.0882 1 1
Onchocerca volvulus 0.0882 1 1
Onchocerca volvulus 0.0882 1 1
Onchocerca volvulus 0.0882 1 1
Onchocerca volvulus 0.0882 1 1
Onchocerca volvulus 0.0882 1 1
Onchocerca volvulus 0.0882 1 1
Brugia malayi LBP / BPI / CETP family, C-terminal domain containing protein 0.0882 1 1

Activities

Activity type Activity value Assay description Source Reference
D50 (functional) = 60 mg kg-1 day-1 In vivo activity against P388 leukemia cells ChEMBL. 3560159
D50 (functional) = 60 mg kg-1 day-1 In vivo activity against P388 leukemia cells ChEMBL. 3560159
IC50 (functional) = 3700 nM In vitro inhibitory activity against Murine leukemia (L1210) ChEMBL. 3560159
IC50 (functional) = 3700 nM In vitro inhibitory activity against Murine leukemia (L1210) ChEMBL. 3560159
IC50 (functional) = 9400 nM In vitro for the inhibition of human colon tumor (HCT-8) cells. ChEMBL. 3560159
IC50 (functional) = 9400 nM In vitro for the inhibition of human colon tumor (HCT-8) cells. ChEMBL. 3560159
ILSmax (functional) 0 % In vivo antitumor activity against Lewis lung carcinoma cells expressed as percent increase in lifespanat an optimal dose of 150 mg/kg/day ip; Inactive ChEMBL. 3560159
ILSmax (functional) = 116 % In vivo antitumor activity against P388 cells expressed as percent increase in lifespan at an optimal dose of 150 mg/kg/day ip ChEMBL. 3560159
ILSmax (functional) = 116 % In vivo antitumor activity against P388 cells expressed as percent increase in lifespan at an optimal dose of 150 mg/kg/day ip ChEMBL. 3560159
Log K (binding) = 5.32 Binding constant (log K) for DNA by ethidium bromide displacement ChEMBL. 3560159
Ratio (functional) = 2.54 Ratio of IC50 of HCT-8 to IC50 of L1210 cell lines ChEMBL. 3560159

Phenotypes

Whole-cell/tissue/organism interactions

Species name Source Reference Is orphan
Homo sapiens ChEMBL23 3560159
Mus musculus ChEMBL23 3560159

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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