Table 3.
Physicochemical properties of 3-carboxamide tetramic acids.a,b
| MW | MSA | PSA | rel-PSA | c log P | c log D (7.4) | HD/HA | RB | |
| 2ac | 387 | 599 | 82.1 | 13.7 | 1.77 | 0.41 | 2/5 | 8 |
| 2bc | 302 | 462 | 69.6 | 15.1 | 1.85 | 0.64 | 2/3 | 7 |
| 2cc | 308 | 509 | 69.6 | 13.7 | 1.28 | −0.15 | 2/3 | 7 |
| 2dc | 310 | 540 | 69.6 | 12.9 | 1.69 | 0.23 | 2/3 | 11 |
| 2ec | 353 | 632 | 69.6 | 11.0 | 2.88 | 1.42 | 2/3 | 14 |
| 2f | 395 | 725 | 69.6 | 9.6 | 4.07 | 2.61 | 2/3 | 17 |
| 2g | 316 | 492 | 69.6 | 14.1 | 1.47 | −0.04 | 2/3 | 8 |
| 2h | 442 | 691 | 82.1 | 11.9 | 2.79 | 1.41 | 2/5 | 9 |
| 3a | 427 | 662 | 95.9 | 14.5 | 0.90 | −1.32 | 2/5 | 10 |
| 3b | 409 | 613 | 86.7 | 14.1 | 1.84 | −0.19 | 2/4 | 6 |
| 3c | 371 | 590 | 86.7 | 14.7 | 0.84 | −1.13 | 2/4 | 7 |
| 3d | 383 | 586 | 86.7 | 14.8 | 1.06 | −0.96 | 2/4 | 5 |
| 3e | 377 | 530 | 90.0 | 17.0 | 0.80 | −1.20 | 2/5 | 6 |
| 3f | 419 | 577 | 99.2 | 17.2 | 0.46 | −1.54 | 2/6 | 6 |
| 1c | 390 | 568 | 69.6 | 12.3 | 3.51 | 2.03 | 2/3 | 5 |
| 1d | 405 | 591 | 78.4 | 13.3 | 3.63 | 2.96 | 3/3 | 5 |
aMW; molecular weight, MSA; molecular surface area, PSA; polar surface area, %PAS; relative polar surface area = (PSA/MSA) × 100, c log P; calculated partition coefficient, c log D (7.4); calculated distribution coefficient at pH 7.4, HD; hydrogen-bond donor count, HA; hydrogen-bond acceptor count, RB; rotatable bond count. bTautomer A was selected for the calculation. cReported in our previous publication [10].