F-Amidine (trifluoroacetate salt)

F-amidine is an inhibitor of protein arginine deiminases (PADs) that is selective for PAD1 and PAD4 (IC50s = 29.5, 350, and 21.6 µM for PAD1, PAD3, and PAD4 in vitro, respectively). It irreversibly inactivates all four PAD subtypes (kinact/KI = 2,800, 380, 170, and 3,000 M-1min-1 by covalently modifying an active site cysteine that is important for its catalytic activity. F-amidine is cytotoxic to HL-60, MCF-7, and HT-29 cancer cell lines (IC50s = 0.5, 0.5 and 1 µM, respectively).Formal Name: N-[(1S)-1-(aminocarbonyl)-4-[(2-fluoro-1-iminoethyl)amino]butyl]-benzamide, 2,2,2-trifluoroacetate. CAS Number: 877617-46-4. Molecular Formula: C14H19FN4O2 . CF3COOH. Formula Weight: 408.4. Purity: >95%. Formulation: (Request formulation change), A solution in methanol. Solubility: DMF: 20 mg/ml, DMSO: 20 mg/ml, Ethanol: 30 mg/ml, PBS (pH 7.2): 10 mg/ml. SMILES: FC(F)(C(O)=O)F.NC([C@@H](NC(C1=CC=CC=C1)=O)CCCNC(CF)=N)=O. InChi Code: InChI=1S/C14H19FN4O2.C2HF3O2/c15-9-12(16)18-8-4-7-11(13(17)20)19-14(21)10-5-2-1-3-6-10,3-2(4,5)1(6)7/h1-3,5-6,11H,4,7-9H2,(H2,16,18)(H2,17,20)(H,19,21),(H,6,7)/t11-,/m0./s1. InChi Key: RJYLIKJNBRPBOO-MERQFXBCSA-N. License: Sold under license from the University of South Carolina under U.S. Patent No. 7,964,636.