GSK6853 | GSK-6853 | CAS#1910124-24-1 | BRPF1 Bromodomain inhibitor

MedKoo Cat#: 406745 | Name: GSK6853

Description:

WARNING: This product is for research use only, not for human or veterinary use.

GSK6853 is a potent (300 pM), soluble, cell active (20 nM), and highly selective inhibitor of the BRPF1 bromodomain, and demonstrated properties suitable for cellular and in vivo studies. The BRPF (Bromodomain and PHD Fingercontaining) protein family are important scaffolding proteins for assembly of MYST histone acetyltransferase complexes. BRPF1 (bromodomain and PHD finger containing protein 1) is involved in the epigenetic regulation of gene expression and have been implicated in human cancer.

Chemical Structure

GSK6853

CAS#1910124-24-1

Theoretical Analysis

MedKoo Cat#: 406745

Name: GSK6853

CAS#: 1910124-24-1

Chemical Formula: C22H27N5O3

Exact Mass: 409.2114

Molecular Weight: 409.49

Elemental Analysis: C, 64.53; H, 6.65; N, 17.10; O, 11.72

Price and Availability

Size	Price	Availability
50mg	USD 450.00	2 Weeks
100mg	USD 750.00	2 Weeks
200mg	USD 1,250.00	2 Weeks
500mg	USD 2,650.00	2 Weeks
1g	USD 4,250.00	2 Weeks

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Related CAS #

No Data

Synonym

GSK6853; GSK 6853; GSK-6853.

IUPAC/Chemical Name

(R)-N-(1,3-dimethyl-6-(2-methylpiperazin-1-yl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)-2-methoxybenzamide

InChi Key

FQWDVNSBYDXPIO-CQSZACIVSA-N

InChi Code

InChI=1S/C22H27N5O3/c1-14-13-23-9-10-27(14)17-12-19-18(25(2)22(29)26(19)3)11-16(17)24-21(28)15-7-5-6-8-20(15)30-4/h5-8,11-12,14,23H,9-10,13H2,1-4H3,(H,24,28)/t14-/m1/s1

SMILES Code

O=C(NC1=C(N2[C@H](C)CNCC2)C=C(N3C)C(N(C)C3=O)=C1)C4=CC=CC=C4OC

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO, not in water

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

GSK6853 is a potent and selective inhibitor of the BRPF1 bromodomain.

In vitro activity:

Compounds 34 and 38 were assessed in a cellular protein interaction assay measuring the displacement of NanoLuc-tagged BRPF1 bromodomain from Halo-tagged histone H3.3 to demonstrate cell permeability and disruption of chromatin binding (Supplementary Methods, Supporting Information). Compound 34 exhibited potent inhibition (Figure S7) with pIC50 7.7, a 50-fold improvement over 1. Reference: ACS Med Chem Lett. 2016 May 9;7(6):552-7. https://pubmed.ncbi.nlm.nih.gov/27326325/

In vivo activity:

To assess the suitability of compound 34 for in vivo studies, its DMPK characteristics were determined in male CD1 mice via iv, po, and ip administration. The results indicate that the ip route of administration would be suitable for dosing this molecule in potential PK/PD models. In order to be able to compare biochemical potency measurements to free blood concentrations, the fraction unbound (fub) in the CD1 mouse was also determined with a resulting value of 7.9% (Table 7 and Table S4). Reference: ACS Med Chem Lett. 2016 May 9;7(6):552-7. https://pubmed.ncbi.nlm.nih.gov/27326325/

	Solvent	mg/mL	mM
Solubility
	DMF	30.0	73.26
	DMSO	43.0	104.98
	Ethanol	55.5	135.53
	Ethanol:PBS (pH 7.2) (1:1)	0.5	1.22

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 409.49 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Bamborough P, Barnett HA, Becher I, Bird MJ, Chung CW, Craggs PD, Demont EH, Diallo H, Fallon DJ, Gordon LJ, Grandi P, Hobbs CI, Hooper-Greenhill E, Jones EJ, Law RP, Le Gall A, Lugo D, Michon AM, Mitchell DJ, Prinjha RK, Sheppard RJ, Watson AJ, Watson RJ. GSK6853, a Chemical Probe for Inhibition of the BRPF1 Bromodomain. ACS Med Chem Lett. 2016 May 9;7(6):552-7. doi: 10.1021/acsmedchemlett.6b00092. PMID: 27326325; PMCID: PMC4904261.

In vitro protocol:

In vivo protocol:

GSK6853, a Chemical Probe for Inhibition of the BRPF1 Bromodomain Paul Bamborough, Heather A. Barnett, Isabelle Becher, Mark J. Bird, Chun-wa Chung, Peter D. Craggs, Emmanuel H. Demont, Hawa Diallo, David J. Fallon, Laurie J. Gordon, Paola Grandi, Clare I. Hobbs, Edward Hooper-Greenhill, Emma J. Jones, Robert P. Law, Armelle Le Gall, David Lugo, Anne-Marie Michon, Darren J. Mitchell, Rab K. Prinjha, Robert J. Sheppard, Allan J. B. Watson, and Robert J. Watson Publication Date (Web): May 9, 2016 (Featured Letter) DOI: 10.1021/acsmedchemlett.6b00092