Table 3 Examples of the expressions of detailed reaction SMARTS pattern for complex ring reactions

(Cyclization)

[C:1]([NH2])[C:2][C:3][C:4](=O)O

>>[C:1]1[C:2][C:3][C:4](=O)N1

(Ring opening)

[C:1][N:2]1[C:3][C:4][C:5][C:6][C:7]1

>>[C:1][N:2][C:3][C:4][C:5][C:6][C:7](=O)O

(Ring contraction)

[c:1]1[c:2][C:3]=[N:4][C:5](O)[C:6](=O)[N:7]1

>>[c:1]1[c:2][C:3]=[N:4][C:5](=O)[N:7]1.[C:6]

(Ring expansion)

[C:1]1[C:2][C:3][C:4][C:5]1(O)(C#C)

>>[C:1]1[C:2][C:3][C:4]C[C:5]1(O)