Table 3.
Types of binding interactions and energy scores (kcal/mol) for hybrids 10a–j and alogliptin at the DPP-4 active site.
| Compound No. | Types of Interactions | Energy Scores |
|---|---|---|
| 10a | - One hydrogen bonding interaction with Arg 125 (3.14 Å). | −8.68 |
| 10b | - One π-cation interaction with Lys 554 (4.06 Å) - One π-hydrogen bonding interaction with Trp 629 (4.23 Å). |
−9.12 |
| 10c | - Two hydrogen bonding interaction with Arg 125 and Tyr 547 (3.18 Å, 2.77 Å). - One π-hydrogen bonding interaction with His 126 (4.03 Å). |
−7.74 |
| 10d | - Three hydrogen bonding interaction with Arg 125 (2.85 Å, 3.01 Å, 3.22 Å). - One hydrogen bonding interaction with Tyr 457 (2.71 Å). - One π-hydrogen bonding interaction with Tyr 547 (4.20 Å). |
−8.14 |
| 10e | -Three hydrogen bonding interaction with Arg 125 (2.83 Å, 3.01 Å, 3.24 Å). - One hydrogen bonding interaction with Tyr 547 (2.73 Å). |
−8.15 |
| 10f | - One hydrogen bonding interaction with Asp 545 (3.14 Å). - One π-cation interaction with Lys 554 (4.87 Å). |
−7.74 |
| 10g | - Two hydrogen bonding interaction with Lys 554 and Glu 206 (2.97 Å and 3.09 Å). | −9.45 |
| 10h | - Two hydrogen bonding interaction with ASP 545 and VAL 546 (3.07 Å and 2.83 Å). | −9.32 |
| 10i | - Two hydrogen bonding interaction with Tyr 547 and Glu 206 (2.89 Å and 3.63 Å). - Two hydrogen bonding interaction with Arg 125 (3.34 Å and 2.91 Å). |
−8.50 |
| 10j | - Three hydrogen bonding interaction with Glu 205, Glu 206 and Tyr 631 (3.16 Å, 3.12 Å and 3.53 Å). - One H-π interaction with Trp 629 (4.33 Å). - One π-H interaction with Tyr 456 (4.21 Å). |
−7.72 |
| Alogliptin | - Five hydrogen bonding interaction with Glu 205, Glu 206, Tyr 631, Arg 125 (2.78 Å and 2.96 Å, 2.90 Å, 3.35 Å and 2.97 Å). - Three ionic bond with Glu 206 and Glu 205 (2.96 Å, 2.90 Å and 3.95 Å). |
−7.92 |