YW3-56 (hydrochloride), Catalog: B2858

Alternate Names N-[(1S)-4-[(2-chloro-1-iminoethyl)amino]-1-[[(phenylmethyl)amino]carbonyl]butyl]-6-(dimethylamino)-2-naphthalenecarboxamide, monohydrochloride

Formulation A solution in methanol

Molecular Formula C₂₇H₃₂ClN₅O₂.HCl

Molecular Weight 530.49

Purity ≥ 80%

SMILES CN(C)C1=CC=C2C(C=CC(C(N[C@@H](CCCNC(CCl)=N)C(NCC3=CC=CC=C3)=O)=O)=C2)=C1.Cl

InChi InChI=1S/C27H32ClN5O2.ClH/c1-33(2)23-13-12-20-15-22(11-10-21(20)16-23)26(34)32-24(9-6-14-30-25(29)17-28)27(35) 31-18-19-7-4-3-5-8-19;/h3-5,7-8,10-13,15-16,24H,6,9,14,17-18H2,1-2H3,(H2,29,30)(H,31,35)(H,32,34);1H/t24-;/m0./s1

InChi Key DBGNVJZDXMWWQR-JIDHJSLPSA-N

Storage Conditions -20ºC

Shipping Conditions Gel Pack

USAGE For Research Use Only! Not For Use in Humans.

Handling Do not take it internally. Wear a glove and mask when handling the product. Protect from air and moisture.

YW3-56 is an inhibitor of protein arginine deiminases PAD2 and PAD4 which convert protein arginine residues to citrulline. The IC₅₀ for inhibition of PAD4 and PAD2 is about 1–2 μM and 0.5–1 μM respectively. YW3-56 inhibits the growth of osteosarcoma U2OS cells with an IC₅₀ of 2.5 μM. YW3-56 induces p53 target genes SESN2 and DDIT4 which repress mTORC1 kinase activity. It perturbs autophagy and inhibits the growth of triple-negative breast cancer xenograft tumors in mice. It is a small-molecule inhibitor of eukaryotic translation initiation factor 4E (eIF4E), a protein involved in the regulation of mRNA translation and protein synthesis. It specifically targets and inhibits the activity of the eIF4E protein. By doing so, it disrupts the translation initiation complex, which is necessary for the synthesis of specific proteins involved in cancer cell growth and survival.