911798

N-(4-Bromophenyl)-N-phenylacrylamide

≥95%

• Synonym(s): Electrophilic scout fragment, KB05, Scout fragment for targetable cysteine
• Empirical Formula (Hill Notation): C₁₅H₁₂BrNO
• CAS Number: 1956368-15-2
• Molecular Weight: 302.17
• MDL number: MFCD32695613
• UNSPSC Code: 12352200
• NACRES: NA.22
• eCl@ss: 32150313
• Assay: ≥95%
• Form: (Powder or crystals or solid or chunks)

Properties

• Quality Segment: 100
• assay: ≥95%
• form: (Powder or crystals or solid or chunks)
• technique(s): targeted protein degradation: suitable
• storage temp.: 2-8°C
• SMILES string: Brc1ccc(cc1)N(c2ccccc2)C(=O)C=C
• InChI: 1S/C15H12BrNO/c1-2-15(18)17(13-6-4-3-5-7-13)14-10-8-12(16)9-11-14/h2-11H,1H2
• InChI key: WFQQVUPOAKOTGT-UHFFFAOYSA-N

Description

Application

N-(4-Bromophenyl)-N-phenylacrylamide is a cysteine-reactive small-molecule fragment for chemoproteomic and ligandability studies for both traditionally druggable proteins as well as ″undruggable,″ or difficult-to-target, proteins. This fragment electrophile, or ″scout″ fragment, can be used alone in fragment-based covalent ligand discovery or incorporated into bifunctional tools such as electrophilic PROTAC^® molecules for targeted protein degradation as demonstrated by the Cravatt Lab for E3 ligase discovery.

Other Notes

Technology Spotlight: Proteomic Ligandability Assessment

Proteome-wide covalent ligand discovery in native biological systems

Electrophilic PROTACs that degrade nuclear proteins by engaging DCAF16

Legal Information

PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3