Table 1.
Centroids of most populated clusters of nonbasic ligands of 5-HT2A, 5-HT2B, and 5-HT2C receptors and their structurally related basic analogues. Compounds with overlapping cores for particular receptor subtypes share similar background color. The most basic part of each molecule is highlighted.
| 5-HT2A/Cluster 8 [37,38,39,40,41,43,45], (80 cmpds) | 5-HT2A/Cluster 7 [45], (34 cmpds) | ||
 pKa = 5.44 |
 pKa = 8.39 [43] |
 pKa = 1.29 |
 pKa = 9.68 [58] |
| 5-HT2A/Cluster 11 [26,50], (31 cmpds) | 5-HT2A/Cluster 9 [48], (20 cmpds) | ||
 pKa = 0.39 |
 pKa = 7.00 [59] |
 pKa = 4.23 |
 pKa = 6.96 [48] |
| 5-HT2A/Cluster 10 [23,26,49], (15 cmpds) | 5-HT2A/Cluster 15 [60], (9 cmpds) | ||
 pKa = 5.88 |
 pKa = 7.00 [59] |
 pKa = 5.90 |
 pKa = 7.33 [61] |
| 5-HT2A/Cluster 5 [62], (8 cmpds) | 5-HT2A/Cluster 14 [54], (4 cmpds) | ||
 pKa = 3.35 |
 pKa = 8.80 [62] |
 pKa = 9.33 |
 pKa = 9.55 [63] |
| 5-HT2B/Cluster 16 [33,34,35,36,37], (88 cmpds) | 5-HT2B/Cluster 1, 2 [55], (33 cmpds) | ||
 pKa = 5.44 |
 pKa = 8.48 [43] |
 pKa = 5.47 |
 pKa = 9.56 [64] |
| 5-HT2B/Cluster 22 [65] (20 cmpds) | 5-HT2B/Cluster 23 [53] (16 cmpds) | ||
 pKa = −4.71 |
 pKa = 1.73 |
||
| 5-HT2B/Cluster 18 [46] (8 cmpds) | 5-HT2B/Cluster 10 [66] (4 cmpds) | ||
 pKa = 5.05 |
 pKa = 1.58 |
||
| 5-HT2B/Cluster 13 [67] (4 cmpds) | 5-HT2B/Cluster 20 [57,62] (2 cmpds) | ||
 pKa = −4.56 |
 pKa = 3.66 |
 pKa = 9.75 [68] |
|
| 5-HT2C/Cluster 16 [37,38,39,40,41,42,43,45], (150 cmpds) | 5-HT2C/Cluster 15 [44,45,46,47], (46 cmpds) | ||
 pKa = 4.33 |
 pKa = 9.92 [54] |
 pKa = 1.29 |
 pKa = 10.04 [69] |
| 5-HT2C/Cluster 11 [23,49,50,59], (31 cmpds) | 5-HT2C/Cluster 14, 17 [54,55,56], (16 cmpds) | ||
 pKa = 0.36 |
 pKa = 7.00 [59] |
 pKa = 5.47 |
 pKa = 9.55 [70] |
| 5-HT2C/Cluster 2 [53,71], (15 cmpds) | 5-HT2C/Cluster 9 [51,52,72], (13 cmpds) | ||
 pKa = 1.73 |
 pKa = −1.44 |
 pKa = 9.78 [73] |
|
| 5-HT2C /Cluster 3 [62], (7 cmpds) | 5-HT2C /Cluster 4 [68], (1 cmpds) | ||
 pKa = 3.35 |
 pKa = 8.80 [62] |
 pKa = 5.71 |
 pKa = 9.85 [68] |