Analysis data for probe SR-302 and control SR-301
SR-302
| 1H-NMR (300 MHz, DMSO-d6, 300 K) | Mixture of diastereomers: δ = 9.47 (d, 3J = 7.0 Hz, 1H, NHCHCO), 9.09 (t, 3J = 6.1 Hz, 1H, NHCH2CAr), 8.40 (s, 1H, CH-2 imidazo[1,2-a]pyridine), 8.31 (d, 3J = 8.0 Hz, 1H, CH-5 imidazo[1,2-a]pyridine), 8.00 (d, 3J = 7.5 Hz, 1H, NHCH piperidine), 7.85 (d, 3J = 8.3 Hz, 2H, H-3-, H-5-benzyl), 7.72 (d, 3J = 9.0 Hz, 1H, CH-8 imidazo[1,2-a]pyridine), 7.51–7.31 (m, 3H, H-2-, H-6-benzyl, CH-6 imidazo[1,2-a]pyridine), 7.12 (td, 3J = 6.9, 1.3 Hz, 1H, CH-7 imidazo[1,2-a]pyridine), 4.57 (d, 3J = 6.1 Hz, 2H, CH2 benzyl), 4.45–4.33 (m, 1H, NHCHCO), 3.79–3.65 (m, 1H, CH piperidine), 3.53–3.37 (m, 1H, CHAHB-2 piperidine), 3.36–3.25 (m, 1H, CHAHB-2 piperidine), 2.85 (s, 3H, CH3), 2.83–2.70 (m, 1H, CHAHB-6 piperidine), 2.59–2.41 (m, 1H,CHAHB-6 piperidine), 1.88–1.31 (m, 11H, CH2-4-, CH2-5-piperidine, NHCHCH2, H-2eq-, H-3eq-, H-4eq-, H-5eq-, H-6eq-cyclohexyl), 1.29–1.00 (m, 6H, H-1-, H-3ax-, H-4ax-, H-5ax-cyclohexyl, NHCHCH2CH2), 0.93–0.71 (m, 2H, H-2ax-, H-6ax-cyclohexyl) ppm |
| 13C-NMR (75 MHz, DMSO-d6, 300 K) | Mixture of diastereomers: δ = 171.7, 166.1, 160.2, 146.9, 143.0, 136.9, 132.8, 127.6 (2x), 127.0, 126.9, 118.0, 117.3, 113.9, 107.0, 53.6, 53.4, 49.4, 45.4, 45.2, 45.1, 41.6, 36.8, 34.4, 34.3, 33.3, 32.9, 32.7, 29.4, 28.6, 26.1 (2x), 25.8, 23.0 ppm |
| MS (ESI neg.) | m/z (%) = 667.29 (100) ([M+EtOH-H]-, calcd. 667.32), 621.30 (94) ([M-H]-, calcd. 621.28), 361.24 (48) ([Mfr.+EtOH+H]-, calcd. 361.24) |
| HRMS (FTMS + p MALDI) | m/z 645.2801 [M+Na]+, calcd. for [C32H42N7NaO5S]+ = 645.2835 |
SR-301
| 1H-NMR (400 MHz, DMSO-d6, 300 K) | Mixture of diastereomers/ rotamers: δ = 9.77–9.63 (m, 1H, NH) 8.56–8.39 (m, 2H, NHCHCO, CH pyrimidine), 8.22–8.09 (m, 3H, NHCH piperidine, H-3-, H-5-benzyl), 7.72–7.60 (m, 2H, H-2-, H-6-phenyl), 7.58–7.39 (m, 3H, H-3-, H-4, H-5-phenyl), 7.32 (d, 2H, 3J = 7.5 Hz, H-2-, H-6-benzyl), 4.84 (d, 3J = 5.6 Hz, 2H, CH2), 3.89–3.10 (m, 4H, CH piperidine, CH2-2 piperidine, NHCHCO), 2.95–2.79 (m, 5H, CH3, CH2-6-piperidine), 1.87–1.38 (m, 12H, CH2-4-, CH2-5-piperidine, NHCHCH2, H-1-, H-2eq-, H-3eq-, H-4eq-, H-5eq-, H-6eq-cyclohexyl), 1.30–1.03 (m, 5H, H-3ax-, H-4ax-, H-5ax-cyclohexyl, NHCHCH2CH2), 0.94–0.76 (m, 2H, H-2ax-, H-6ax-cyclohexyl) |
| MS (ESI pos.) | m/z (%) = 696.30 (100) ([M+Na]+, calcd. 696.31) |
| HRMS (FTMS + p MALDI) | m/z 696.3054 [M+Na]+, calcd. for [C34H43N9NaO4S]+ = 696.3056 |