Table 7.
Signals for the calculated 1H NMR spectra of the ground states of the optimized structures of the keto-oxime, keto-hydroxylamine, and hydroxyl-oxime tautomers of molnupiravir, obtained by using the DFT/GIAO/B3LYP/6-311++G(2d,p) method (see Figure 3 for atoms labelling).
| Hydrogen | Keto-oxime | Keto-hydroxylamine | Hydroxyl-oxime |
|---|---|---|---|
| H1 | 2.74 | 2.90 | 2.33 |
| H2 | 5.47 | 6.24 | 2.87 |
| H3 | 7.54 | 6.35 | 4.89 |
| H4 | 5.29 | 7.88 | 6.82 |
| H5 | 4.59 | 4.61 | 4.54 |
| H6 | 5.39 | 5.55 | 5.59 |
| H7 | 3.82 | 3.77 | 3.82 |
| H8 | 4.40 | 4.38 | 4.35 |
| H9 | 7.07 | 7.80 | 6.51 |
| H10 | 5.39 | 5.24 | 5.84 |
| H11 | 3.54 | 3.53 | 3.59 |
| H12 | 3.96 | 3.95 | 4.05 |
| H13 | 2.41 | 2.38 | 2.46 |
| H14 | 0.96–1.06 | 1.02–1.06 | 1.03–1.06 |
| H15 | 0.96–1.06 | 0.94–0.95 | 1.03–1.06 |
| H16 | 0.96–1.06 | 0.94–0.95 | 0.96 |
| H17 | 1.59 | 1.60 | 1.62 |
| H18 | 0.73 | 0.71 | 0.76 |
| H19 | 0.96–1.06 | 1.02–1.06 | 1.03–1.06 |