Table S6.
Summary of molecular framework generated from inactive DPP4 inhibitors
| Number | SMILES | Member size |
|---|---|---|
| 1 | C1CCCC1 | 43 |
| 2 | C1CCCCC1 | 32 |
| 3 | C(CCCC1CCCCC1)CCC1CCCCC1 | 29 |
| 4 | C(CCC1CCCCC1)CC1CCCC1 | 24 |
| 5 | C1C(CC2CCCCC12)C1CCCCC1 | 20 |
| 6 | C(CC1CCCC1)CC1CCCCC1 | 20 |
| 7 | C1CC2CCCCC2C1 | 18 |
| 8 | C1CCC2CCCCC2C1 | 15 |
| 9 | C1CCC(CC1)C1CCCC(C1)C1CCCCC1 | 14 |
| 10 | C1CCC(CC1)C1CCCCC1 | 12 |
| 11 | C(CC1CC2CCCCC2C1)C1CCC(CC2CCCC2)C1 | 12 |
| 12 | C(CCC1CCC(CC1)C(C1CCCCC1)C1CCCCC1)CC1CC2CCCCC2C1 | 9 |
| 13 | C(CCC1CCCC2CCCCC12)CC1CCCC1 | 9 |
| 14 | C(CC1CCCCC1)CC1CCCCC1 | 8 |
| 15 | C | 8 |
| 16 | C(CC1CCCC1)CC12CC3CC(CC(C3)C1)C2 | 8 |
| 17 | C(CCC1CCCCC1)CC1CCCCC1 | 8 |
| 18 | C(C(CC1CCCCC1)C1CCCC1)C1CCCCC1 | 7 |
| 19 | C1CCC(CC1)C1CCCC2CCCCC12 | 7 |
| 20 | C(C1CCCC1)C1CCCC1 | 6 |
| 21 | C(CC1CCCCC1)C1CCCC1 | 6 |
| 22 | C(C(CC1CCCCC1)C1CCC2CCCCC12)C1CCCCC1 | 6 |
| 23 | C(CCC1CCCCC1)CCC1CCCCC1 | 6 |
| 24 | C(CCC1CCCC1)CCC1CCCCC1 | 6 |
| 25 | C(C1CCCCC1)C1CCCC(C1)C1CCCCC1 | 6 |
| 26 | C(C1CCCC1)C1CCCC(C1)C1CCCCC1 | 6 |
| 27 | C(CC1CCCCC1)C1CCCCC1 | 5 |
| 28 | C1CCC(CC1)C1CCC2CCCCC2C1 | 5 |
| 29 | C(CC1CCCC1)CC1CCCC1 | 4 |
| 30 | C(C(CC1CCCCC1)C1CCCC1CC1CCCC1)C1CCCCC1 | 4 |
| 31 | C(C1CCCCC1)C1CCCCC1 | 4 |
| 32 | C(CCC1CCC2CCCC2C1)CC1CCCCC1 | 4 |
| 33 | C(CC1CCC(CC1)C1CCCCC1)C1CCC(CC2CCCC2)C1 | 3 |
| 34 | C(CC1CCCCC1)CC1CCCC(C1)C(CCC1CCCCC1)C1CCCCC1 | 3 |
| 35 | C(CCC1CCC(CC2CCCCC2)CC1)CC1CC2CCCCC2C1 | 3 |
| 36 | C(CCCC1CCCCC1)CCC1CCCC1 | 3 |
| 37 | C1CCCCCC1 | 3 |
| 38 | C(CC1CCCCC1)C(C1CCCCC1)C1CCCCC1CCC1CCCCC1 | 3 |
| 39 | C(CCC1CCC(CCCC2CCCCC2)CC1CC1CCCCC1)CC1CCCCC1 | 3 |
| 40 | C(CC1CCCC(C1)C1CCCCC1)C1CC1 | 3 |
| 41 | C1CCC1 | 3 |
| 42 | C(CC1CCC2CCCC2C1)C1CCC(CC2CCCC2)C1 | 3 |
| 43 | C(CC1CCCC1)CC1CCC(C1)C1CCCCC1 | 3 |
| 44 | C(CCC1CCCCC1)CC1CCCC1CC1CCCC1 | 3 |
| 45 | C(CCC1CCC2CCCC2C1)CC1CCCC1 | 3 |
| 46 | C(CC1CCC2CCCCC2C1)C1CCCCC1 | 3 |
| 47 | C(CCC1CCCC1)CC1CCCC1 | 2 |
| 48 | C(CCC(C1CCCCC1)C1CCCCC1)CCC1CC2CCCCC2C1 | 2 |
| 49 | C1C2CC(CCC2C2CCC3C(CCC4CCCCC34)C12)C1CCCCC1 | 2 |
| 50 | C1CCC(CC1)C1CCC2C(CCC3CCCCC23)C1 | 2 |
| 51 | C(CC1CCCCC1)C1CCC(CC2CC3CCCCC3C2)C1 | 2 |
| 52 | C1CC2CCC(CC2C1)C1CCCCC1 | 2 |
| 53 | C(CCCC1CCCCC1)CCC1CC2CCCCC2C1C(CC1CCCCC1)CC1CCCCC1 | 2 |
| 54 | C(C1CCC(CC2CCC3CCCCC3C2)C1)C1CC2CCCCC2C1 | 2 |
| 55 | C(CC1CCCC2CCCCC12)C1CCC(CC2CC3CCCCC3C2)C1 | 2 |
| 56 | C(CCC1CCCC1)CCC1CCC(C1)C1CCCCC1 | 2 |
| 57 | C(CC1CCCCC1)CC1CCC(CC2CCCCC2)CC1 | 2 |
| 58 | C(CC1CCCC1CC1CCCC1)CC1CCCCC1 | 2 |
| 59 | C(CCC1CCC2CCCCC2C1)CC1CC2CCCCC2C1 | 2 |
| 60 | C(CC1CCCCC1)CC12CC3CC(CC(C3)C1)C2 | 2 |
| 61 | C(CCC1CCCCC1)CC(CC1CCCCC1)CC1CCCCC1 | 2 |
| 62 | C(CCC1CCC(CC2CCC3CCCCC3C2)CC1)CC1CC2CCCCC2C1 | 1 |
| 63 | C(CCC1CCC(CC2CCC(CC2)C2CCCCC2)CC1)CC1CC2CCCCC2C1 | 1 |
| 64 | C(CCC1CCC(CC2CCCC(C2)C2CCCCC2)CC1)CC1CC2CCCCC2C1 | 1 |
| 65 | C(CCC1CC2CC1CC2C(C1CCCCC1)C1CCCCC1)CC1CC2CCCCC2C1 | 1 |
| 66 | C(CCC1CCCC(CC1)C(C1CCCCC1)C1CCCCC1)CC1CC2CCCCC2C1 | 1 |
| 67 | C(CCC1CCC(CC(C2CCCCC2)C2CCCCC2)CC1)CC1CC2CCCCC2C1 | 1 |
| 68 | C(CC1CCCCC1)C1CC2CCCCC2C1 | 1 |
| 69 | C(CCC1CCC(CC2C3CCCCC3C3CCCCC23)CC1)CC1CC2CCCCC2C1 | 1 |
| 70 | C(CCC1CCC(CC1)C1CCCCC1)CC1CC2CCCCC2C1 | 1 |
| 71 | C(CC1CCC2C1CCC1C2CCC2CCCCC12)CC1CCCCC1 | 1 |
| 72 | C(CC1CCC(CC2CCCC2)C1)CC1CCCCC1 | 1 |
| 73 | C(CC1CCCC1)CC1CCC(CC2CCCCC2)CC1 | 1 |
| 74 | C(CC1CCCCC1)C1CCC(CC2CCCC2)C1 | 1 |
| 75 | C(CC1CCCCC1)CC1CCC(CCCC2CCCCC2)CC1 | 1 |
| 76 | C(CC1CCC(CC2CCCC2)C1)C1CCCC1 | 1 |
| 77 | C1CC2CCC3C(CCC4CCCCC34)C2C1 | 1 |
| 78 | C(CC1CCCCC1)C1CC2CCC3C(CCC4CCCCC34)C2C1 | 1 |
| 79 | C(CCC1CCCC(C1)C1CCCCC1)CC1CCCCC1 | 1 |
| 80 | C(CC1CCCCC1)CC1CCCC(C1)C1CCCCC1 | 1 |
| 81 | C(CC1CCCC(C1)C1CCCCC1)C1CCCC1 | 1 |
| 82 | C(CCC1CCC(CC1)C1CCCC1)CC1CCCC1 | 1 |
| 83 | C(CCC1CCCC(C1)C1CCCCC1)CC1CCCC1 | 1 |
| 84 | C(CCC1CCC2CCCCC2C1)CC1CCCC1 | 1 |
| 85 | C(CCC1CCCC1)CCC1CCC(CC1)C(C1CCCCC1)C1CCCCC1 | 1 |
| 86 | C(CCC1CCCC1)CCC1CCCC1 | 1 |
| 87 | C(CCC1CCCC(CC2CCCC2)C1)CC1CCCC1 | 1 |
| 88 | C(CCCC1CCCC1)CCCC1CCC(CC1)C(C1CCCCC1)C1CCCCC1 | 1 |
| 89 | C1CCC(C1)C1CCCCC1 | 1 |
| 90 | C(CCC1CCCC2CCCCC12)CC1CCCCC1 | 1 |
| 91 | C(CCCCC1CCCC1)CCCCC1CCCCC1 | 1 |
| 92 | C(CCCCC1CCCC1)CCCC(C1CCCCC1)C1CCCCC1 | 1 |
| 93 | C(CCCC1CCCC1)CCCC1CCC(CC2CCCCC2)CC1 | 1 |
| 94 | C(CC1CCC2CCCCC12)CC1CCC2CCCCC2C1 | 1 |
| 95 | C(CCC1CCC(C1)C(C1CCCCC1)C1CCCCC1)CCC1CC2CCCCC2C1 | 1 |
| 96 | C(C1CCCC1)C1CCC2CCCCC2C1 | 1 |
| 97 | C(CCC1CC2CCCCC2C1)CCC1CCC(CC1)C(C1CCCCC1)C1CCCCC1 | 1 |
| 98 | C(CCC1CCCC1CCC(C1CCCCC1)C1CCCCC1)CC1CC2CCCCC2C1 | 1 |
| 99 | C(CCC1CC2CCCCC2C1)CCC1CCC(CC2CCCCC2)CC1 | 1 |
| 100 | C1CC2CCC(CC2C1)C1CCCC(C1)C1CCCCC1 | 1 |
| 101 | C(CC1CCC(CC1)C1CCC(CC1)C1CCCC1)C1CCCCC1 | 1 |
| 102 | C(CCC1CCCC1)CC(C1CCCCC1)C1CCCCC1 | 1 |
| 103 | C(CCC1CCCC1CC1CCC(CC1)C(C1CCCCC1)C1CCCCC1)CC1CC2C1CCCC2C1 | 1 |
| 104 | C(CCC1CC2CCCCC2C1)CCC12CC3CC(CC(C3)C1)C2 | 1 |
| 105 | C(C1CCCC1)C1CCCC1CC1CC2CCCCC2C1 | 1 |
| 106 | C(CC1CCC1)CC12CC3CC(CC(C3)C1)C2 | 1 |
| 107 | C(CC1CCCC1)CC1CCCC1C(CC1CCCCC1)CC1CCCCC1 | 1 |
| 108 | C(CC1CCCCC1)C(C1CCCCC1)C1CCC(CCC2CCCCC2)CC1 | 1 |
| 109 | C(CC1CCCCC1)C(C1CCCCC1)C1CCC2CC(CCC2C1)C1CCCCC1 | 1 |
| 110 | C(CC1CCCC1)CC1CC2CCCCC2C1 | 1 |
| 111 | C(CCCC1CCCC1)CCCC1CCCCC1 | 1 |
| 112 | C(C1CCCCC1)C1CCC2CCC(CC2C1)C1CCCCC1 | 1 |
| 113 | C(CCCCCC1CCCCC1)CCCCC1CC2CCCCC2C1 | 1 |
| 114 | C(CC1CCCC1C(CC1CCCCC1)CC1CCCCC1)CC1CCCCC1 | 1 |
| 115 | C(C(CC1CCCCC1)C1CCCCC1)C1CCCC1 | 1 |
| 116 | C(CC1CCC2CCCCC2C1)CC12CC3CC(CC(C3)C1)C2 | 1 |
| 117 | C(CCC1CCCC1)CC(C(CC1CCCCC1)CC1CCCCC1)C1CCCCC1 | 1 |
| 118 | C(CC1CCCCC1)CC1CCC(CCCC2CCCCC2)C(CC2CCCCC2)C1 | 1 |
| 119 | C(CC1CCCC1)CC1CCCC1C1CCCCC1 | 1 |
| 120 | C(CCCCC1CCCCC1)CCCC1CCCCC1 | 1 |
| 121 | C(CCCC1CCCCC1CCC1CCCCC1)CCC1CCCCC1 | 1 |
| 122 | C(CCCC1CCC2CCCCC2C1)CCC1CCCCC1 | 1 |
| 123 | C1CC2CCCC2C1 | 1 |
| 124 | C(CCCC1CCCCC1)CCCC1CCCCC1 | 1 |
| 125 | C(CCCC1CCC(CCC2CCCCC2)CC1)CCC1CCCCC1 | 1 |
| 126 | C(CCCC1CCCC2CCCCC12)CCC1CCCCC1 | 1 |
| 127 | C1CCC(CC1)C(C1CCCCC1)C1CCCCC1 | 1 |
| 128 | C(C1CCCCC1)C1CCC(CC1)C1CCCCC1 | 1 |
| 129 | C(CCCCC1CCCCC1)CCCC1CC2CCCCC2C1 | 1 |
| 130 | C(CC1CCCC(CC2CC3CCCCC3CC2C2CCCCC2)C1)C1CCCCC1 | 1 |
| 131 | C(C1CCCC1)C1CC2CCCC2C1 | 1 |
| 132 | C(CC1CCC2CCCCC2C1)C1CCCC1 | 1 |
| 133 | C(CC1CC2CCCCC2C1)CC1CCC2CCCCC2C1 | 1 |
| 134 | C(CCC1CCCCC1)CC1CC2CCCCC2C1 | 1 |
| 135 | C(CC1CC2CCCC2C1)CC1CCCCC1 | 1 |
| 136 | C(CC1CCC2CCCCC2C1)C1CCC(CC2CCCC2)C1 | 1 |
| 137 | C(CCC1CCCCCC1)CC1CCCCC1 | 1 |
| 138 | C(CC1CCCCC1)C1CCC(C1C1CCCCC1)C1CCCCC1 | 1 |
| 139 | C1CCC(C1)C1CCC2C(CCC3CCCCC23)C1 | 1 |
| 140 | C(CC1CCCC1)CC1CCC(CCCC2CCCCC2)CC1 | 1 |
| 141 | C(CC1C2CC(CC12)C1CCCCC1)CC1CCCC1 | 1 |
| 142 | C(CC1CCCCC1C1CCCCC1)C1CCCC1CC1CCCC1 | 1 |
| 143 | C(C1CCCC1)C1CCCC1C1CC2CCCCC2C2CCCCC2C1 | 1 |
| 144 | C(CCCC1CC2CCCCC2C1)CCC(C1CCC2CCCCC2C1)C1CCC2CCCC1C2C1 | 1 |
| 145 | C(CCCC1CC2CCCCC2C1)CCC(CC1CCCCC1)CC1CCCCC1 | 1 |
| 146 | C(CCCC1CC2CCCCC2C1)CCCC1CCC2CCCCC2C1 | 1 |
| 147 | C(C1CCCC1)C1CC2CCCCC2C1 | 1 |
| 148 | C(CCCCC(CCCCC1CCCCC1)CC1CCCC1)CCCCC1CCCCC1 | 1 |
| 149 | C(CCCCCC1CCCC2CCCCC12)CCCCC1CCCCC1 | 1 |
| 150 | C(CCCCCC1CCCCC1)CCCCC1CCCC1 | 1 |
| 151 | C(C(CC1CCCCC1)C1CCC(CC2CC3CCCCC3C2)C1)C1CCCCC1 | 1 |
| 152 | C(CC1CCCC1)CC1CCC2CCCCC12 | 1 |
Abbreviation: SMILEs, simplified molecular-input line-entry system.