Table 1. Structures and Activities of Select Analogs.
| entry | R | R′ | Z | n | ring | 17b |
|---|---|---|---|---|---|---|
| 2 | Me | 4-Cl | - | - | - | 0.31 |
| 3 | Me | 4-Cl | - | - | - | |
| 6a | Me | 4-Br | - | - | - | 0.36 |
| 6l | Me | 4-Cl-3-F | - | - | - | 0.58 |
| 6r | Et | 4-Cl-3-F | - | - | - | 0.35 |
| 6x | Ph | 4-Cl-3-F | - | - | - | 0.45 |
| 7a | Me | - | - | - | - | 0.08 |
| 8a | Me | - | - | - | - | 0.07 |
| 9 | - | - | - | - | 0.21 | |
| 11a | Me | - | CH2 | 0 | No | 0.36 |
| 11e | Me | - | O | 1 | No | 0.28 |
| 11l | Me | - | NH | 1 | No | 0.10 |
| 11p | Me | - | CH2 | 1 | Yes | 0.24 |
| 11t | Me | - | CH2 | 1 | No | 0.42 |
| 13 | - | - | - | - | - | 0.48 |
| (+)-13 | - | - | - | - | - | 0.58 |
| (−)-13 | - | - | - | - | - | 0.28 |
| 16a | Me | - | - | - | - | 0.50 |
| 16b | Et | - | - | - | - | 0.53 |
| 16d | nPr | - | - | - | - | 0.51 |
| 16e | iBu | - | - | - | - | 0.62 |
| 17d | nPr | H | - | - | - | 0.55 |
| 17f | (CH2)2NH3+ | H | - | - | - | 0.58 |
| 17g | (CH2)3NH3+ | H | - | - | - | 0.25 |
| 18b | nPr | - | - | - | - | 0.85 |
| 20 | (CH2)2NH3+ | - | - | - | - | 0.07 |
| 21a | nPr | - | - | - | - | 0.11 |
| 21b | (CH2)2NH3+ | - | - | - | - | 0.06 |
| 21c | (CH2)2NH3+ | - | - | - | - | 0.06 |
a
17b binding measured by CBE assay normalized to BNM-III-170 (17b binding in the presence of BNM-III-170 = 1 and in the absence of CD4mc is <0.05). See Supporting Information for assay details and an extended Table containing all analogs.