Table 1.
Representative Tautomeric Transform Reactions and Their SMIRKSa
| Rule number | Rule example Name | SMIRKS |
|---|---|---|
| PT_02_00 |
|
[O,S,Se,Te;X1:1]=[Cz1H0:2][C:5]=[C:6][CX4z0,NX3:3][#1:4]>>[#1:4][O,S,Se,Te;X2:1][Cz1:2]=[C:5][C:6]=[Cz0,N:3] |
| PT_03_00 |
|
[#1,a,O:5][NX2:1]=[Cz{1–2}:2][CX4R{0–2}:3][#1:4]>>[#1,a,O:5][NX3:1]([#1:4])[Cz:2]=[C:3] |
| PT_04_00 |
|
[Cz0R0X3:1]([C:5])=[C:2][Nz0:3][#1:4]>>[#1:4][Cz0R0X4:1]([C:5])[c:2]=[nz0:3] |
| PT_05_00 |
|
[#1:4][N:1][C;e6:2]=[O,NX2:3]>>[NX2,nX2:1]=[C,c;e6:2][O,N:3][#1:4] |
| PT_06_00 |
|
[CX{2–3}z{0–1},N,n,S,s,O,o,Se,Te:1]=[NX2,nX2,CX3,c,P,p:2][N,n,S,O,Se,Te:3][#1:4]>>[#1:4][CX4z{0–1},N,n,S,O,Se,Te:1][NX2,nX2,CX3z{0–1},c,P,p:2]=[N,n,S,s,O,o,Se,Te:3] |
| PT_07_00 |
|
[nX2,NX2,S,O,Se,Te:1]=[C,c,nX2,NX2:6][C,c:5]=[C,c,nX2:2][N,n,S,s,O,o,Se,Te:3][#1:4]>>[#1:4][N,n,S,O,Se,Te:1][C,c,nX2,NX2:6]=[C,c:5][C,c,nX2:2]=[NX2,S,O,Se,Te:3] |
| PT_08_00 |
|
[n,s,o:1]=[c,n:6][c:5]=[c,n:2][n,s,o:3][#1:4]>>[#1:4][n,s,o:1][c,n:6]=[c:5][c,n:2]=[n,s,o:3] |
| PT_09_00 |
|
[nX2,NX2,S,O,Se,Te,Cz0X3:1]=[c,C,NX2,nX2:6][C,c,NX2,nX2:5]=[C,c,NX2,nX2:2][C,c,NX2,nX2:7]=[C,c,NX2,nX2:8][N,n,S,s,O,o,Se,Te,CX4z0:3][#1:4]>>[#1:4][N,n,S,O,Se,Te,Cz0X4:1][C,c,NX2,nX2:6]=[C,c:5][C,c,NX2,nX2:2]=[C,c,NX2,nX2:7][C,c,NX2,nX2:8]=[NX2,S,O,Se,Te,CX3z0:3] |
| PT_10_00 |
|
[#1:1][n,N,O:2][c,nX2,C:3]=[c,nX2,C:4][c,nX2:5]=[c,nX2:6][c,nX2:7]=[c,nX2:8][c,nX2,C:9]=[n,N,O:10]>>[N,n,O:2]=[C,c,nX2:3][c,nX2:4]=[c,nX2:5][c,nX2:6]=[c,nX2:7][c,nX2:8]=[c,nX2:9][n,O:10][#1:1] |
| PT_11_00 |
|
[#1:1][n,N,O:2][c,nX2,C:3]=[c,nX2,C:4][c,nX2:5]=[c,C,nX2:6][c,C,nX2:7]=[c,C,nX2:8][c,nX2,C:9]=[c,C,nX2:10][c,C,nX2:11]=[nX2,NX2,O:12]>>[NX2,nX2,O:2]=[C,c,nX2:3][c,C,nX2:4]=[c,C,nX2:5][c,C,nX2:6]=[c,C,nX2:7][c,C,nX2:8]=[c,C,nX2:9][c,C,nX2:10]=[c,C,nX2:11][nX2,O:12][#1:1] |
| PT_11_01 |
|
[#1:1][n,N,O:2][c,nX2,C:3]=[c,nX2,C:4][c,nX2,C:5]=[c,nX2,C:6][c,nX2:7]=[c,C,nX2:8][c,C,nX2,NX2:9]=[c,C,nX2:10][c,nX2,C:11]=[c,C,nX2:12][c,C,nX2:13]=[nX2,NX2,O:14]>>[NX2,nX2,O:2]=[c,nX2,C:3][c,nX2,C:4]=[C,c,nX2:5][c,C,nX2:6]=[c,C,nX2,NX2:7][c,C,nX2:8]=[c,C,nX2,NX2:9][c,C,nX2:10]=[c,C,nX2:11][c,C,nX2:12]=[c,C,nX2:13][nX2,O:14][#1:1] |
| PT_11_02 |
|
[#1:1][n,N,O:2][c,nX2,C:3]=[c,nX2,C:4][c,nX2,C:5]=[c,nX2,C,NX2:6][c,nX2:7]=[c,C,nX2:8][c,C,nX2,NX2:9]=[c,C,nX2,NX2:10][c,nX2,C:11]=[c,C,nX2:12][c,C,nX2:13]=[c,C,nX2:14][c,C,nX2,NX2:15]=[nX2,NX2,O:16]>>[NX2,nX2,O:2]=[c,nX2,C:3][c,nX2,C:4]=[C,c,nX2:5][c,C,nX2,NX2:6]=[c,C,nX2,NX2:7][c,C,nX2:8]=[c,C,nX2,NX2:9][c,C,nX2,NX2:10]=[c,C,nX2:11][c,C,nX2:12]=[c,C,nX2:13][c,C,nX2:14]=[c,C,nX2,NX2:15][nX2,O,N:16][#1:1] |
| PT_11_03 |
|
[#1:1][n,N,O:2][c,nX2,C:3]=[c,nX2,C:4][c,nX2,C:5]=[c,nX2,C:6][c,nX2:7]=[c,C,nX2:8][c,C,nX2,NX2:9]=[c,C,nX2:10][c,nX2,C:11]=[c,C,nX2:12][c,C,nX2:13]=[c,C,nX2:14][c,C,nX2:15]=[c,C,nX2:16][c,C,nX2:17]=[nX2,NX2,O:18]>>[NX2,nX2,O:2]=[c,nX2,C:3][c,nX2,C:4]=[C,c,nX2:5][c,C,nX2:6]=[c,C,nX2,NX2:7][c,C,nX2:8]=[c,C,nX2,NX2:9][c,C,nX2:10]=[c,C,nX2:11][c,C,nX2:12]=[c,C,nX2:13][c,C,nX2:14]=[c,C,nX2:15][c,C,nX2:16]=[c,C,nX2:17][nX2,O:18][#1:1] |
| PT_11_04 |
|
[#1:1][n,N,O:2][c,nX2,C:3]=[c,nX2,C:4][c,nX2,C:5]=[c,nX2,C,NX2:6][c,nX2:7]=[c,C,nX2:8][c,C,nX2,NX2:9]=[c,C,nX2,NX2:10][c,nX2,C:11]=[c,C,nX2:12][c,C,nX2:13]=[c,C,nX2:14][c,C,nX2,NX2:15]=[c,C,nX2:16][c,C,nX2:17]=[c,C,nX2:18][c,C,nX2:19]=[nX2,NX2,O:20]>>[NX2,nX2,O:2]=[c,nX2,C:3][c,nX2,C:4]=[C,c,nX2:5][c,C,nX2,NX2:6]=[c,C,nX2,NX2:7][c,C,nX2:8]=[c,C,nX2,NX2:9][c,C,nX2,NX2:10]=[c,C,nX2:11][c,C,nX2:12]=[c,C,nX2:13][c,C,nX2:14]=[c,C,nX2,NX2:15][c,C,nX2:16]=[c,C,nX2:17][c,C,nX2:18]=[c,C,nX2:19][nX2,O:20][#1:1] |
| PT_12_00 |
|
[#1:1][O,S,N:2][c,C;z2;r5:3]=[C,c;r5:4][c,C;r5:5]>>[O,S,N:2]=[Cz2r5:3][C&r5R{0–2}:4]([#1:1])[C,c;r5:5] |
| PT_13_00 |
|
[O,S,Se,Te;X1:1]=[C:2]=[C:3][#1:4]>>[#1:4][O,S,Se,Te;X2:1][C:2]#[C:3] |
| PT_14_00 |
|
[#1:1][C:2][N+:3]([O−:5])=[O:4]>>[C:2]=[N+:3]([O−:5])[O:4][#1:1] |
| PT_15_00 |
|
[#1:1][C:2][N:3](=[O:5])=[O:4]>>[C:2]=[N:3](=[O:5])[O:4][#1:1] |
| PT_16_00 |
|
[#1:1][O;!R:2][N+0z1:3]=[CX3:4]>>[O;!R:2]=[N+0z1:3][CX4:4][#1:1] |
| PT_17_00 |
|
[#1:1][O:2][Nz1:3]=[C:4][C:5]=[C:6][C:7]=[O:8]>>[O:2]=[Nz1:3][c:4]=[c:5][c:6]=[c:7][O:8][#1:1] |
| PT_18_00 |
|
[#1:1][O:2][C:3]#[N:4]>>[O:2]=[C:3]=[N:4][#1:1] |
| PT_19_00 |
|
[#1:1][O,N:2][C:3]=[S,Se,Te:4]=[O:5]>>[O,N:2]=[C:3][S,Se,Te;v{2–4}:4][O:5][#1:1] |
| PT_20_00 |
|
[#1:1][C0:2]#[N0:3]>>[C−:2]#[N+:3][#1:1] |
| PT_21_00 |
|
[#1:1][O,NX3:2][P;v3:3]>>[O,NX2:2]=[P;v5:3][#1:1] |
| PT_22_00 |
|
[#1:1][CX4:2][NX2:3]=[CX3:4]>>[CX3:2]=[NX2:3][CX4:4][#1:1] |
| PT_23_00 |
|
[#1:1][O,S,NX3:2][cX3;z2;r5:3]=[c;r5:4][c;r5:5]=[c;z{1–2};r5;R{1–2}:6]>>[O,S,NX2:2]=[CX3;z2;r5:3][C;r5:4]=[C;r5:5][Cz{1–2};r5;R{1–2}:6][#1:1] |
| PT_24_00 |
|
[#1:1][OX2:2][N;z{1–2};X3!$(N=O);H0:3][CX3,c,n,NX2;r5:4]=[n,NX2,CX3;r5:5]>>[O&−:2][N+;z{1–2};X3;H0:3]=[c,CX3,n,NX2;r5:4][n,NX3,CX4;r5:5][#1:1] |
| PT_25_00 |
|
[#1:1][OX2:2][NX3r5:3][c,C;r5:4]=[c,C;r5:5][CX3,NX2r5:6]=[NX2:7]>>[O&−&H0:2][NX3z2&+;r5:3]=[c,C;r5:4][c,C;r5:5]=[CX3,NX2r5:6][NX3:7][#1:1] |
| PT_26_00 |
|
[#1:1][O:2][NX3r6:3][C;r6:4]=[C;r6:5][C;z1;r6:6]=[O,NX2,S:7]>>[O&−&H0:2][n&+,N&+;X3;z1;r6:3]=[c,C;r6:4][c,C;r6:5]=[c,C;z1;r6:6][O,NX3,S:7][#1:1] |
| PT_27_00 |
|
[#1:12][OX2,CX4:1][c:2]1=[cR{2−}a3:3]([c:4])[cR{2−}a3:6]([c:5])=[c:7][cR{2−}a3:8](=[c:9])[cR{2−}a3:11]1=[c:10]>>[#1:12][C:7]1[cR{2−}:6]([c:5])=[cR{2−}:3]([c:4])[C:2](=[O,CX3:1])[cR{2−}:11](=[c:10])[cR{2−}:8]1=[c:9] |
| PT_27_01 |
|
[#1:12][O:11][c:10]1=[c;a3;r5:9]([c,s;r5:6])[c;a3;r5:8]([c,s;r5:7])=[c:5][c;a3:4]([c,s:1])=[c;a3:3]1[c,s:2]>>[#1:12][C:5]1[c;a2:4]([c,s:1])=[c;a2:3]([c,s:2])[C:10](=[O:11])[c;a2;r5:9]([c,s;r5:6])=[c;a2;r5:8]1[c,s;r5:7] |
| PT_28_00 |
|
[#1:1][CX4:2][c;r6:3]=[c;r6:4][c;r6:5]=[c;r6:6][N+:7]([O−:9])=[O:8]>>[CX3:2]=[C;r6:3][C;r6:4]=[C;r6:5][C;r6:6]=[N+:7]([O−:9])[O:8][#1:1] |
| PT_29_00 |
|
[#1:1][CX4:2][c;r6:3]=[c;r6:4][NX3+:5]([O−:7])=[O:6]>>[CX3:2]=[C;r6:3][C;r6:4]=[NX3+:5]([O−:7])[O:6][#1:1] |
| PT_29_01 |
|
[#1:1][CX4:2][c;r6:3]=[c;r6:4][CX3:5]([#1:7])=[OX1:6]>>[CX3:2]=[C;r6:3][C;r6:4]=[CX3:5]([#1:7])[OX2:6][#1:1] |
| PT_30_00 |
|
[#1:1][N:2][N+:3]([O−:5])=[O:4]>>[N:2]=[N+:3]([O−:5])[O:4][#1:1] |
| PT_31_00 |
|
[#1:1][CX4z1:2]1[CX3:3]=[CX3:4][CX3:5]=[CX3;!a:6][SX4:7]1(=[O])(=[O])>>[CX3z1;!a:2]1=[CX3:3][CX3:4]=[CX3:5][CX4:6]([#1:1])[SX4:7]1(=[O])(=[O]) |
| PT_32_00 |
|
[#1:1][CX4;$([C][CX{3–4}]=,−[OX{1–2}]):2][CX2:3]#[NX1:4]>>[CX3;$([C][CX{3–4}]=,−[OX{1–2}]):2]=[C:3]=[NX2:4][#1:1] |
| PT_33_00 |
|
[#1:1][CX4:2][CX3:3]=[C;$([CX3][CX{2–3}]=,#[N,O]):4][CX2:5]#[NX1:6]>>[CX3:2]=[CX3:3][C;$([CX3][CX{2–3}]=,#[N,O]):4]=[C:5]=[NX2:6][#1:1] |
| PT_34_00 |
|
[#1:1][CX4:2][PX4:3]=[C;$([CX{2–3}z2]~[PX{3–4}]):4]>>[CX3:2]=[PX4:3][C;$([CX{3–4}z2]~[PX{3–4}]):4][#1:1] |
| PT_35_00 |
|
[Sv2X2:1][OX2:2][#1:3]>>[Sv4X3:1]([#1:3])=[OX1:2] |
| PT_36_00 |
|
[CX3:1]=[NX2:2][OX2:3][#1:4]>>[CX3:1]=[NX3+:2]([OX1−:3])[#1:4] |
| PT_37_00 |
|
[NX2:1]=[CX3z{2–3}:2][SX2:3][OX2:4][#1:5]>>[#1:5][NX3:1][CX3z{2–3}:2]=[SX2+:3][OX−:4] |
| PT_38_00 |
|
[#1:1][CX4;!a:2][CX3;!a:3]=[NX3+:4][SiX4−:5]([NX3:7])([NX3:8]=[O:6]>>[CX3;!a:2]=[CX3;!a:3][NX3:4][SiX4:5]([NX3:7])([NX3:8])[OX2:6][#1:1] |
| PT_39_00 |
|
[CX3,NX2:1]=[NX3+:2]([O−:3])[CX4:4][#1:5]>>[#1:5][CX4,NX3:1][NX3+:2]([O−:3])=[CX3:4] |
| PT_40_00 |
|
[#1:1][PX4:2]=[C;$([CX3][PX4+]):3][CX3z1:4]=[O:5]>>[PX3:2][C;$([CX3][PX4+]):3]=[CX3z1:4][OX2:5][#1:1] |
| PT_41_00 |
|
[#1:1][SX2,NX3,OX2;!R:2][CX3,c;r{5–6}:3]=[NX3+r{5–6}:4][OX1−:5]>>[SX1,NX2,OX1;!R:2]=[CX3,c;r{5–6}:3][NX3r{5–6}:4][OX2:5][#1:1] |
| PT_42_00 |
|
[#1:1][CX4:4]1[NX3,O,S,Se:5][CX3:6](=[O:7])[CX3:2]=[CX3;a0:3]1>>[#1:1][CX4:2]1[CX3;a0:3]=[CX3:4][NX3,O,S,Se:5][CX3:6]1=[O:7] |
| PT_43_00 |
|
[#1:1][CX4:2][c:5]1=[c:9]2[c:8]=[c:7][c:6]=[c:11][c:10]2=[c:4][#8:3]1>>[#1:1][CX4:4]1[#8:3][CX3:5](=[CX3!c:2])[c:9]2=[c:10]1[c:11]=[c:6][c:7]=[c:8]2 |
| PT_44_00 |
|
[#1:7][CX4;$([C][C]#[N]),$([C][C](=[O])[O]):6][c:5]1=[cR1:4][c:3]=[c:2][nX3:1]1>>[#1:7][CX4R1:4]1[CX3:3]=[CX3:2][NX3:1][CX3:5]1=[CX3;$([C][C]#[N]),$([C][C](=[O])[O]):6] |
| PT_45_00 |
|
[#1:1][CX4:2]([CH3:3])([CH3:4])[CX3R1r{5–8}!c;z0:5]=[CX3R1r{5–8}!c:6][CR{1−};!c:7]>>[CX3:2]([CH3:3])([CH3:4])=[CX3R1r{5–8};z0:5][CX4R1r{5–8}:6]([CR{1−}:7])[#1:1] |
| PT_46_00 |
|
[#1:8][CX4;$(C[S](=[O])[O]):7][C:1]1=[C:6][C:5]=[NX2+0:4][C:3]=[C:2]1>>[#1:8][N:4]1[C:3]=[C:2][C:1](=[CX3;$(C[S](=[O])[O]):7])[C:6]=[C:5]1 |
| PT_47_00 |
|
[#1:10][CX4:8]1[#7X2:9]=[CX3:7][c:6]2=[c:5]1[c:4]=[c:3][c:2]=[c:1]2>>[#1:10][#7X3:9]1[c:7]=[c:6]2[c:1]=[c:2][c:3]=[c:4][c:5]2=[c:8]1 |
| PT_48_00 |
|
[#1:12][OX2:10][c:2]1=[c:3][c:4]=[c:5][c:6]2=[c:1]1[C:8](=[O:11])[O:7][C:9]2>>[OX1:10]=[C:2]1[C:3]=[C:4][CX4:5]([#1:12])[C:6]2=[C:1]1[C:8](=[O:11])[O:7][C:9]2 |
| PT_49_00 |
|
[#1:9][OX2:8][NX3R1r5:1]([aR{1−}r{5−}:2])[cR1r5:5]=[cR1r5:4]([aR{1−}r{5−}:3])[CX3:6]=[O:7]>>[OX1−:8][NX3+R1r5:1]([a,AR{1−}r{5−}:2])=[CR1r5:5][CX3R1r5:4]([a,AR{1−}r{5−}:3])=[CX3:6][OX2:7][#1:9] |
| RC_03_00 |
|
[#1:1][O,N,S,Se,Te:2][#6R1;!c:3]1[*:4]~[*:7]~[R1:6][O,N,S,Se,Te;R:5]1>>[O,N,S,Se,Te:2]=[C;!R:3][R{0–1}:4]~[R{0–1}:7][!R:6][O,N,S,Se,Te:5][#1:1] |
| RC_03_03 |
|
[#1:1][OX2:2][BX3:3]([OX2])[cr6:4][cr6:5][CX3:6]=[OX1:7]>>[OX2:2]1[BX3:3]([OX2])[cr{5–6}:4][cr{5–6}:5][CX4:6]1[OX2:7][#1:1] |
| RC_03_04 |
|
[#1:1][OX2:2][CX4;!R:3][CX4:4][CX4:5][CX3;!c:6]=[CX3!c;$([C][CX3](=[OX1])[OX2]):7]>>[OX2:2]1[CX4:3][CX4:4][CX4:5][CX4:6]1[CX4;$([C][CX3](=[OX1])[OX2]):7][#1:1] |
| RC_04_01 |
|
[O,N,S,Se,Te:2]=[C;!R:3][!R:4]~[R{0–1}:7]~[R{0–1}:8]~[!R:6][O,N,S,Se,Te:5][#1:1]>>[#1:1][O,N,S,Se,Te:2][#6R1;!c:3]1[*;R1:4]~[*:7]~[*:8]~[R1:6][O,N,S,Se,Te;R:5]1 |
| RC_04_02 |
|
[O,N,S,Se,Te:2]=[C;!R:3][!R:4]~[!R:7]~[R{0–1}:8]~[R{0–1}:6][O,N,S,Se,Te;!R:5][#1:1]>>[#1:1][O,N,S,Se,Te:2][#6R1;!c:3]1[*;R1:4]~[*;R1:7]~[*:8]~[R:6][O,N,S,Se,Te;R1:5]1 |
| RC_04_04 |
|
[#1:1][NX3!R:2][SX4:3](=[O:4])(=[O:5])[c:6]=[c:7][NX3:8][CX3!c:9]=[CX3!c:10]>>[NX3:2]1[SX4:3](=[O:4])(=[O:5])[c:6]=[c:7][NX3:8][CX4:9]1[CX4:10][#1:1] |
| RC_09_00 |
|
[#1:1][N;R1;X3:3]1[!a:4]~[R:6][O,N,S,Se,Te;R:5][#6R;z2;X4:2]1>>[C;!R;z1;X3:2]=[N;!R,X2;+0:3][*:4]~[*:6][O,N,S,Se,Te;!R:5][#1:1] |
| RC_10_00 |
|
[#1:1][N;R1;X3:3]1[!a:4]~[*:7]~[*;R1:6][O,N,S,Se,Te;R:5][#6R;z2;X4:2]1>>[C;!R;z1;X3:2]=[N;!R;+0:3][R{0–1}:4]~[*;R{0–1}:7]~[!R:6][O,N,S,Se,Te:5][#1:1] |
| RC_12_00 |
|
[OX2;R:2]1[*R:3]~[*R:4][NX3:5]([#1:1])[PX5R;z2:6]1>>[#1:1][O;!R:2][*:3]~[*:4][NX2;!R;+0:5]=[PX4;!R;z1:6] |
| RC_13_00 |
|
[OX:2]=[CX2;z2:3]=[NX2;!R:4][c;R{0–1};!$(*=[#7,#8,#16]):5]~[c;R{0–1}:6]!:[C;R{0–1}:7][NX3;!R:8][#1:1]>>[O:2]=[CX3;z3;R:3]1[NX3;R:4]([#1:1])[c;R{1–2};!$(*=[#7,#8,#16]):5]~[c;R{1–3}:6]!:[C;R{1–2}:7][NX3;R:8]1 |
| RC_14_00 |
|
[#1:1][NX3:2][CX{2–3}:3][NX3:4][CX3;R1:5]1[SX2;R1:6][NX3;R1:7][CX3;R1:8](=[O:9])[NX2:10]=1>>[NX3;R:2]1[CX{2–3};R:3][NX3;R:4][CX3;R:5](=[NX2:10][CX3:8](=[O:9])[NX3:7][#1:1])[SX2;R1:6]1 |
| RC_15_00 |
|
[#1:1][NX3,OX2:2][CX4!R:3][CX4:4][CX4:5][CX3!c:6]=[NX3+:7][OX1−:8]>>[NX3,OX2:2]1[CX4:3][CX4:4][CX4:5][CX4:6]1[NX3:7][OX2:8][#1:1] |
| RC_16_00 |
|
[#1:1][OX2:2][CX4:3][PX3:4][CX4:5][OX2:6][BX3:7]>>[OX2:2]1[CX4:3][PX3:4][CX4:5][OX2:6][BX4−:7]1.[#1+:1] |
| RC_17_00 |
|
[OX2:2]1[CX4:3][PX4;$(P=[O,S,Se]):4][CX4:5][OX2:6][BX4−:7]1.[#1:1][NX4+:8]>>[#1:1][OX2:2][CX4:3][PX4;$(P=[O,S,Se]):4][CX4:5][OX2:6][BX4−:7][NX4+:8] |
| RC_18_00 |
|
[#1:1][OX2:2][CX4:3][c:4]=[c:5][P:6]=[OX1:7]>>[OX2:2]1[CX4:3][c:4]=[c:5][P:6]1[OX2:7][#1:1] |
| RC_19_00 |
|
[#1:1][CX4:2]([NX3+:3]([O−:5])=[O:4])[CX4:6][CX4:7][CX3:8]=[CX3:9]>>[CX3:2](=[NX3+:3]([O−:5])[O:4]1)[CX4:6][CX4:7][CX4:8]1[CX4:9][#1:1] |
| RC_20_00 |
|
[#1:1][OX2,NX3:2][CX4!R,CD4!R2:3][CX4:4][NX3+:5]([OX1−:7])=[CX3:6]>>[OX2,NX3:2]1[CX4:3][CX4:4][NX3:5]([OX2:7][#1:1])[CX4:6]1 |
| RC_21_00 |
|
[#1:1][CX4:2]([NX3+:3]([O−:5])=[O:4])[CX4:6][CX4:7][CX3:8]=[CX3:9]>>[CX4:2]1([NX3+:3]([O−:5])=[O:4])[CX4:6][CX4:7][CX4:8]1[CX4:9][#1:1] |
| RC_22_00 |
|
[#1:1][OX2:2][NX2:3]=[CX3:4][CX4:5][NX3+:6]([OX1−:7])=[CX3:8]>>[OX1−:2][NX3+:3]1=[CX3:4][CX4:5][NX3:6]([OX2:7][#1:1])[CX4:8]1 |
| RC_23_00 |
|
[#1:1][OX2:2][CX4:3][CX4:4][CX4:5][NX3+:6]([OX1−:7])=[CX3:8]>>[OX2:2]1[CX4:3][CX4:4][CX4:5][NX3:6]([OX2:7][#1:1])[CX4:8]1 |
| RC_24_00 |
|
[#1:12][O:10][C:9][cr6:6]=[cr6:1][PX3z0:7]>>[#1:12][PX5z1:7]1[O:10][C:9][cr{5–6}:6]=[cr{5–6}:1]1 |
| VT_01_00 |
|
[OX1:1]=[CX3R1:2][CX3R1:3]=[SX{1–2}z{0–1};!R:4]>>[OX2:1]1[c:2]=[c:3][SX{2–3}z{1–2}:4]1 |
| VT_01_01 |
|
[SX1:1]=[CX3:2][CX3:3]=[SX1]>>[SX2:1]1[C:2]=[C:3][SX2:4]1 |
| VT_02_00 |
|
[NX2,nX2:1]=[CX3,cz{2–3}:2][NX2z1:3]=[NX2z2+:4]=[NX1−:5]>>[NX3:1]1[Cz{2–3}:2]=[NX2z1:3][NX2z2:4]=[NX2z2:5]1 |
| VT_03_00 |
|
[SX1:1]=[Cz2X2:2]=[NX2:3][cr6:4]=[cr6:5][NX2:6]=[NX2:7]>>[SX1:1]=[Cz3X3:2]1[NX2:3]=[C:4][C:5]=[NX2:6][NX3:7]1 |
| VT_04_00 |
|
[NX3:1]1[N:2]=[CR2:3]2[C:4]=[C:5][C:6]=[CR2:7]2[N:8]=[N:9]1>>[NX2:1]=[NX2:2][C:3]1=[C:4][C:5]=[C:6][C:7]1=[NX2+:8]=[NX1−:9] |
| VT_05_00 |
|
[nX3;$([n][C]#[N]),$([n][N+](=[O])[O−]),$([n][SX4](=[O])=[O]):1]1[c:2]=[c:3][nX2:4]=[nX2:5]1>>[NX2;$([N][C]#[N]),$([N][N+](=[O])[O−]),$([N][SX4](=[O])=[O]):1]=[C:2][C:3]=[NX2+:4]=[NX1−:5] |
| VT_06_00 |
|
[CX4,OX2,NX3:1]1[CX4:2]2[CX3:3]=[CX3:4][CX3:5]=[CX3:6][CX4:7]21>>[CX4,OX2,NX3:1]1[CX3:2]=[CX3:3][CX3:4]=[CX3:5][CX3:6]=[CX3:7]1 |
| VT_07_00 |
|
[PX4:1]=[CX3:2][NX3:3][CX3:4]=[OX1:5]>>[PX5:1]1[CX3−:2][NX3+:3]=[CX3:4][OX2:5]1 |
| VT_08_00 |
|
[NX2:1]=[NX2:2][cr6:3][cr6:4][NX2+:5]#[NX1:6]>>[NX3+:1]1=[NX2:2][cr6:3][cr6:4][NX2:5]=[NX2:6]1 |
| VT_09_00 |
|
[NX3:10][Pv3:9]([NX3:11])[N:8]=[CX3:7][c:5]1=[N:4][c:3]=[c:2][c:1]=[c:6]1>>[NX3:10][Pv5:9]1([NX3:11])=[N:8][CX3:7]=[C:5]2[N:4]1[C:3]=[C:2][C:1]=[C:6]2 |
| VT_10_00 |
|
[NX2z1:9]=[NX2:8][c:6]1=[c:1]([c:2]=[c:3][c:4]=[c:5]1)[PX3:7]>>[PX4+:7]1[Nz2:9][N−:8][c:6]2=[c:1]1[c:2]=[c:3][c:4]=[c:5]2 |
a
Drawings shown are only an example molecule to which the rule can be applied. The actual rule is defined by the SMIRKS shown.