Recognition of Cellular Proteins Targeted by DicarboximidesPull-Down Assay To identify cellular focuses on for the test dicarboximides, we have synthesized a biotinylated derivative of 6a. (4C-12, 12), 127.1 (4C-17, 17), 126.6 (2C-18, 18), 126.4 (2C-14, 14), 65.1 Daphnetin (C-10), 62.9 (2C-1, 7), 52.9 (2C-2, 6). High Resolution Mass Spectrometry (HRMS, (D1) M.W. = 523.6203; C36H29NO3; Daphnetin Yield: 52%; white powder, m.p. 229C230 C (from MeOH); 1H-NMR (300MHz, CDCl3, /ppm): 7.70 (4H, m, H-aromatic), 7.28 (6H, m, H-aromatic), 6.93 (6H, m, H-aromatic), 6.55 (4H, m, H-aromatic), 4.18 (2H, = 9.0, C10-H), 3.07 (1H, m, C20-H), 2.64 (2H, m, C21-H), 2.34 (1H, d, = 9.0, C10-H); 13C NMR (CDCl3, 75 MHz) (ppm): 176.4 (2C-3, 5), 145.1 (2C-11, 11), 139.7 (2C-15, 15), 134.2 (2C-8, 9), 129.4 (4C-13, 13), 129.1 (4C-16, 16), 127.8 (4C-12, 12), 127.2 (4C-17, 17), 126.7 (2C-18, 18), 126.5 (2C-14, 14), 65.2 (C-10), 63.0 (2C-1, 7), 52.1 (2C-2, 6), 51.8 (C-20), 48.2 (C-19), 45.3 (C-21); HRMS ((6a) M.W. = 540.6508 (free amine); C36H32N2O3; Yield: 34%; oil; 1H-NMR (300 MHz, CDCl3, /ppm): 7.70 (4H, m, H-aromatic), 7.25 (5H, m, H-aromatic), 6.89 (7H, PIK3R1 m, H-aromatic), 6.56 (4H, m, H-aromatic), 4.17 (2H, m, C2-H, C6-H), 3.80 (1H, m, C20-H), 3.57 (2H, m, C19-H), 3.16 (1H, m, C10-H), 2.78 (1H, m, C21-H), 2.62 (1H, m, C21-H), 2.34 (1H, m, C10-H); 13C NMR (CDCl3, 75 MHz) (ppm): 177.1 (C-3/(6b) M.W. = 766.3188; C46H46N4O5S; Yield: 54,5%; oil; 1H-NMR (300 MHz, CDCl3, /ppm): 7.66 (4H, m, H-aromatic), 7.26 (4H, m, H-aromatic), 7.14 (2H, m, H-aromatic), 6.94 (2H, m, H-aromatic), 6.84 (4H, m, H-aromatic), 6.52 (4H, m, H-aromatic), 6.31 (1H, m, NH-biot), 5.01 (1H, m, NH-biot), 4.34 (1H, m, C28-H), 4.16 (3H, m, C29-H, C19-H), 4.00 (1H, m, C20-H), 3.52 (3H, m, C27-H, C30-H), 3.32 (1H, m, C2-H), 3.06 (2H, m, C21-H), 2.73 (1H, m, C10-H), 2.54 (1H, m, C6-H), 2.30 (1H, m, C10-H), 2.17 (2H, m, C23-H), 1.61 (4H, m, C24-H, C26-H), 1.39 (2H, m, C25-H). 13C NMR (CDCl3, 75 MHz) (ppm): 177.2 (C-3/(A1) M.W. = 358.1205; C23H18O4; Yield: 60%; white powder, m.p. 188C190 C; 1H-NMR (300 MHz, CDCl3, /ppm): 11.10 (1H, s, -NH), 7.19 (6H, m, H-aromatic), 6.97 (4H, m, H-aromatic), 3.49 (2H, s, C2-H, C6-H), 1.58(6H, s, -CH3); 13C NMR (CDCl3, 75 MHz) (ppm): 197.5 (C-10), 169.6 (2C-3, 5), 142.5 (2C-8, 9), 132.0 (2C-12, 12), 129.5 (4C-14, 14), 128.2 (2C-15, 15), 128.1 (4C-13, 13), 56.5 (2C-1, 7), 49.0 (2C-2, 6), 11.8 (2C-11, 11); HRMS ((B1) M.W. = 386.4397; C25H22O4; Yield: 75%; white powder, m.p. 146C147 C; 1H NMR (300 MHz, DMSO-d6+ TMS, /ppm): 7.20 (6H, m, H-aromatic), 6.97 (4H, m, H-aromatic), 4.02 (2H, s, C2-H, C6-H), 2.09 ( 2H, m, -CH2-), 1.88 ( 2H, m, -CH2-), 0.87 (6H, = 7.5, -CH3); 13C NMR (DMSO, 75 MHz) (ppm): 197.0 (C-10), 171.3 (2C-3, 5), 142.4 (2C-8, 9), 133.0 (2C-13, 13), 129.0 (4C-15, 15), 128.1 (2C-16, 16), 127.7 (4C-14, 14), 59.3 (2C-1, 7), 45.5 (2C-2, 6), 18.5 (2C-11, 11) 8.8 (2C-12, 12); HRMS ((C1) M.W. = 482.5253; C33H22O4; Yield: 65%; white powder, m.p. 216C218 C; 1H-NMR (300 Daphnetin MHz, CDCl3, /ppm): 7.64 (2H, m, H-aromatic), 7.40 (4H, m, H-aromatic), 7.24 (2H, m, H-aromatic), 6.93 (2H, m, H-aromatic), 6.91 (4H, m, H-aromatic), 6.74 (4H, m, H-aromatic), 4.46 (2H, s, C2-H, C6-H); 13C NMR (CDCl3, 75 MHz) (ppm): 194.1 (C-10), 169.1 (2C-3, 5), 142.3 (2C-8, 9), 132.0 (4C-11, 11, 15, 15), 131.5 (4C-16, 16), 130.1 (4C-17, 17), 130.0 (4C-13, 13), 128.4 (2C-18, 18), 128.2 (4C-12, 12), 127.9 (2C-14, 14), 65.0 (2C-1, 7), 46.6 (2C-2, 6); HRMS ((7) M.W. = 468.3467; C28H24N2O5; Yield: 30%; white powder, m.p. 217C218 C; 1H-NMR (300 MHz, DMSO-d6+ TMS, /ppm): 11.10 (1H, s, -NH), 7.19 (6H, m, H-aromatic), 7.01 (2H, m, H-aromatic), 6.91 (2H, m, H-aromatic), 5.01 (1H, Daphnetin m, C3-H), 3.64 (2H, m, C2-H, C6-H), 2.85 (1 H, m, C5-H), 2.56 (1.