Table 1.
Substituents clustered according to their root atoms
| R | % | R—level2 | % | Attached to (%), the * represents any extension |
|---|---|---|---|---|
| R–C | 48.1 | R–C–C | 9.0 | N, n (36), C (29), O (16), c (10), X (4), C(=O)* (4) |
| R–C(–C)–C | 4.9 | C (39), N, n (37), c (11), O (8), C(=O)* (5), X (1) | ||
| R–C(=O)–N | 3.9 | C (50), c(34), N, n (13), O (2), C(=O)* (1) | ||
| R–C(=O)–C | 3.7 | N, n (76), c (9), O (9), C (6) | ||
| R–C–c | 2.9 | N, n (42), C (34), O (10), c (5), C(=O)* (4), X (4) | ||
| R–C–N | 2.8 | c (52), C (33), C(=O)* 14 | ||
| R–C(–C)–N | 2.4 | C(=O)* (53), C (32), c (15) | ||
| R–C(=O)-c | 2.0 | N, n (74), C (12), O (7), c (7) | ||
| R–C(–C)-O | 1.7 | C (69), c (12), N, n (9), C(=O)* (6), O (4) | ||
| R–C =C | 1.4 | c (43), C(=O)* (40), C (12), N, n (3), X (2) | ||
| R–C(–C)–c | 1.2 | N, n (71), C (11), c (6), O (6), C(=O)* (5) | ||
| R–C–C–O | 1.0 | C (64), c (20). C(=O)* (14) | ||
| R–c | 20.6 | R–c(:c):c | 10.9 | C (42), N, n (21), c (18), C(=O)* (8) O (6), X (5) |
| R–c(:n):c | 5.2 | C (30), N, n (28), c (22), C(=O)* (13), O (4), X (3) | ||
| R–c(:n):n | 1.9 | c (31), C (25), N, n (24), X (15), C(=O)* (4), O (2) | ||
| R–N | 19.6 | R–N–C | 8.7 | C(=O)* (34), C (34), c (32) |
| R–N(–C)–C | 4.7 | C (42), c (33), C(=O)* (25) | ||
| R-N–c | 3.1 | C(=O)* (58), c (28), C (13) | ||
| R–O | 6.1 | R–O–C | 4.0 | c (70), C(=O)* (17), C (14) |
| R–O–c | 1.8 | C (54), c (41), C(=O)* (5) | ||
| R–S | 3.2 | R–S–C | 1.0 | c (69), C (30) |
| R–n | 2.0 | R–n(:c):c | 1.1 | C (71), c (28), C(=O)* (1) |
The substituent substructures are shown in SMILES-like notation (atoms in uppercase are aliphatic, in lowercase aromatic, colon is an aromatic bond and the comma between atomic symbols a logical OR). Only substituent classes with more than 1% frequency are shown