Table 1 Comparison of frequency (in %) of FGs identified by checkmol [6] and by the presented algorithm
From: An algorithm to identify functional groups in organic molecules
Functional group | Checkmol | This study | Functional group | Checkmol | This study |
|---|---|---|---|---|---|
Secondary amidea | 33.34 | 33.21 | Lactam | 6.16 | 4.65 |
Alkyl aryl ether | 28.27 | 28.93 | Urea | 5.94 | 4.49 |
Aryl chloride | 18.13 | 18.17 | Sec. aliphatic/aromatic amine | 5.90 | 6.08 |
Tert. aliphatic amine | 17.89 | 17.90 | Sec. aliphatic amine | 5.72 | 5.77 |
Tertiary amidea | 15.99 | 14.75 | Prim. aromatic amine | 5.50 | 5.52 |
Aryl fluoride | 12.37 | 12.38 | Carbonitrile | 4.84 | 4.18 |
Oxoarene | 11.61 | 13.64 | Hydrazine derivative | 4.45 | 4.32 |
Alcohol | 11.64 | 10.23 | Sec. aromatic amine | 4.34 | 4.41 |
Sulfonamide | 11.28 | 9.81 | Prim. aliphatic amine | 4.14 | 4.18 |
Tert. aliphatic/aromatic amine | 10.90 | 10.96 | Aryl bromide | 4.02 | 4.03 |
Carboxylic acid | 9.93 | 9.39 | Primary amide | 3.48 | 3.36 |
Phenol/hydroxyarene | 9.52 | 9.58 | Nitro compound | 3.40 | 3.36 |
Dialkyl ether | 8.65 | 9.42 | Urethane | 3.33 | 3.03 |
Alkene | 8.63 | 4.46 | Sulfone | 2.98 | 2.89 |
Carboxlic acid ester | 8.47 | 7.45 | Diaryl ether | 2.87 | 2.81 |
Ketone | 7.82 | 5.31 | Acetal | 2.26 | 2.17 |
Thioether | 7.51 | 7.52 | Guanidine | 2.21 | 1.59 |