AKR1C3 inhibitor CRT0083914 Small Molecule (Tool Compound)
Invented by Dr Laurent Rigoreau from Cancer Research Horizons
Invented at Cancer Research Horizons
- Datasheet
- References (2)
- Inventor Info
Info
Catalogue Number | 151879 |
Antigen/Gene or Protein Targets | AKR1C3 |
Type | Inhibitor |
Relevance | CRT0083914 is a novel non-carboxylate inhibitors of the aldo-ketoreductase enzyme AKR1C3, which is a target of interest in breast and prostate cancer and also some leukaemias. |
On Target IC50 | IC50 = 94 nM |
Selectivity | Displays much weaker inhibitory activity against AKR1C1, AKR1C2 and AKR1C4 (IC50 >30 µM). |
Molecular Formula | C16H22N2O3S |
lUPAC | 1-[4-(2-Methyl-piperidine-1-sulfonyl)-phenyl]-pyrrolidin-2-one |
Molecular Weight (g/mol) | 322.43 |
Research Area | Cell Signaling & Signal Transduction, Metabolism, Neurobiology |
Notes | CRT0083914: a series of (piperidinosulfonamidophenyl)pyrrolidin-2-ones as potent (<100 nM) and isoform-selective non-carboxylate inhibitors of AKR1C3. Structure–activity relationships identified the sulfonamide was critical, and a crystal structure showed the 2-pyrrolidinone does not interact directly with residues in the oxyanion hole. Variations in the position, co-planarity or electronic nature of the pyrrolidinone ring severely diminished activity, as did altering the size or polarity of the piperidino ring. There was a broad correlation between the enzyme potencies of the compounds and their effectiveness at inhibiting AKR1C3 activity in cells. |
References: 2 entries
Heinrich et al. 2013. Eur J Med Chem. 62:738-44. PMID: 23454516.
Synthesis and structure-activity relationships for 1-(4-(piperidin-1-ylsulfonyl)phenyl)pyrrolidin-2-ones as novel non-carboxylate inhibitors of the aldo-keto reductase enzyme AKR1C3.
Europe PMC ID: 23454516
Add a reference
References: 2 entries
Heinrich et al. 2013. Eur J Med Chem. 62:738-44. PMID: 23454516.
Synthesis and structure-activity relationships for 1-(4-(piperidin-1-ylsulfonyl)phenyl)pyrrolidin-2-ones as novel non-carboxylate inhibitors of the aldo-keto reductase enzyme AKR1C3.
Add a reference