SML1984
GSK9311
≥98% (HPLC)
Synonym(s):
(R)-N-(1,3-Dimethyl-6-(2-methylpiperazin-1-yl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)-N-ethyl-2-methoxybenzamide, N-[2,3-Dihydro-1,3-dimethyl-6-[(2R)-2-methyl-1-piperazinyl]-2-oxo-1H-benzimidazol-5-yl]-N-ethyl-2-methoxybenzamide
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About This Item
Empirical Formula (Hill Notation):
C24H31N5O3
CAS Number:
Molecular Weight:
437.53
UNSPSC Code:
12352202
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
assay
≥98% (HPLC)
form
powder
optical activity
[α]/D 90 to 100°, c = 0.3 in methanol
color
white to beige
solubility
DMSO: 2 mg/mL, clear (warmed)
storage temp.
−20°C
SMILES string
O=C1N(C)C2=CC(N3CCNC[C@H]3C)=C(N(CC)C(C4=C(OC)C=CC=C4)=O)C=C2N1C
InChI key
WFXIHQFRQPGCCR-MRXNPFEDSA-N
Biochem/physiol Actions
GSK9311 is a negative control for the SGC epigenetic probe GSK6853. GSK9311 exhibits 125- and 185-fold reduced potency than its structural analog GSK6853 toward BRPF1 in cell-free and cell-based assays (pIC50 = 6.0/GSK9311 vs. 8.1/GSK6853 in ligand competition binding assay by TR-FRET; IC50 = 3.7 μM/GSK9311 vs. 20 nM/GSK6853 against NanoLuc-BRPF1 bromodomain interaction with Histone H3.3-HaloTag in HEK293 cells), and therefore serves as a good inactive control compound in BRPF1 inhibition studies employing GSK6853. For characterization details of the active probe, GSK6853, please visit the GSK6853 probe summary on the Structural Genomics Consortium (SGC) website.
GSK6853, the active probe, is available from Sigma. To learn more about and purchase GSK6853, click here.
To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc
GSK6853, the active probe, is available from Sigma. To learn more about and purchase GSK6853, click here.
To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc
Less potent control compound for GSK6853 in BRPF1 inhibition studies.
Features and Benefits
GSK9311 is the negative control for GSK6853, an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit sigma.com/SGC.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Paul Bamborough et al.
ACS medicinal chemistry letters, 7(6), 552-557 (2016-06-22)
The BRPF (Bromodomain and PHD Finger-containing) protein family are important scaffolding proteins for assembly of MYST histone acetyltransferase complexes. A selective benzimidazolone BRPF1 inhibitor showing micromolar activity in a cellular target engagement assay was recently described. Herein, we report the
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML1984-5MG | 04061832826400 |
| SML1984-25MG | 04061832826394 |