Table 2.
Selected bond lengths (Å) in the optimized structures of the keto-oxime, keto-hydroxylamine, and hydroxyl-oxime tautomers of molnupiravir, obtained by using the DFT/B3LYP/6-311++G(d,p) method.
| Bond | Keto-oxime | Keto-hydroxylamine | Hydroxyl-oxime |
|---|---|---|---|
| C1–C4 | 1.525 | 1.526 | 1.529 |
| C1–C9 | 1.528 | 1.527 | 1.527 |
| C2–C3 | 1.551 | 1.551 | 1.546 |
| C3–C4 | 1.539 | 1.540 | 1.538 |
| C6–C7 | 1.344 | 1.358 | 1.341 |
| C7–C8 | 1.443 | 1.426 | 1.451 |
| C10–C11 | 1.528 | 1.528 | 1.527 |
| C11–C12 | 1.544 | 1.544 | 1.544 |
| C11–C13 | 1.534 | 1.534 | 1.534 |
| C1–O1 | 1.451 | 1.452 | 1.452 |
| C2–O1 | 1.409 | 1.411 | 1.409 |
| C3–O3 | 1.405 | 1.403 | 1.413 |
| C4–O2 | 1.416 | 1.415 | 1.416 |
| C5–O4 | 1.228 | 1.229 | 1.359 |
| C9–O6 | 1.432 | 1.431 | 1.430 |
| C10–O6 | 1.369 | 1.369 | 1.371 |
| C10–O7 | 1.200 | 1.200 | 1.200 |
| C5–N1 | 1.384 | 1.422 | 1.365 |
| C5–N2 | 1.373 | 1.358 | 1.281 |
| C6–N1 | 1.395 | 1.363 | 1.409 |
| C8–N2 | 1.396 | 1.323 | 1.407 |
| C8–N3 | 1.289 | 1.359 | 1.291 |
| N3–O5 | 1.421 | 1.398 | 1.389 |