Ligand Data
Ligand
| Name | ergotamine |
| SMILES | O=C([C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)N[C@]1(C)O[C@@]2(N(C1=O)[C@@H](Cc1ccccc1)C(=O)N1[C@H]2CCC1)O |
| InChIKey | XCGSFFUVFURLIX-VFGNJEKYSA-N |
| Type | small-molecule |
| External Links | |
| Structure pdb | 4IAR 4IB4 4NC3 6BQG 5TUD 7C61 |
| Ligand site mutations | 5-HT1B 5-HT2A 5-HT2B 5-HT2C 5-HT6 |
Structure
Properties
| Hydrogen bond acceptors | 6 |
| Hydrogen bond donors | 3 |
| Rotatable bonds | 4 |
| Molecular weight | 581.3 |
Bioactivity
| Receptor | Affinity (nM) | Potency (nM) | ||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| GTP | Uniprot | Species | Family | Class | Min | Avg | Max | Min | Avg | Max |
| CCK1 | CCKAR | Mouse | Cholecystokinin | A (Rhodopsin) | 34000 | 34000 | 34000 | |||
| CCK2 | GASR | Mouse | Cholecystokinin | A (Rhodopsin) | 17000 | 17000 | 17000 | |||
| 5-HT5A | 5HT5A | Human | 5-Hydroxytryptamine | A (Rhodopsin) | 14.0 | 16.9 | 22.0 | |||
| 5-HT1B | 5HT1B | Rat | 5-Hydroxytryptamine | A (Rhodopsin) | 0.1 | 0.1 | 0.2 | |||
| α1B | ADA1B | Rat | Adrenoceptors | A (Rhodopsin) | 4.5 | 6.4 | 8.2 | |||
| 5-HT1B | 5HT1B | Human | 5-Hydroxytryptamine | A (Rhodopsin) | 3.0 | 3.1 | 3.1 | |||
| 5-HT1D | 5HT1D | Human | 5-Hydroxytryptamine | A (Rhodopsin) | 2.2 | 3.8 | 6.0 | |||
| 5-HT4 | 5HT4R | Guinea pig | 5-Hydroxytryptamine | A (Rhodopsin) | 264 | 924 | 1584 | |||
| α2B | ADA2B | Human | Adrenoceptors | A (Rhodopsin) | 1.8 | 2.8 | 3.8 | |||
| α1A | ADA1A | Rat | Adrenoceptors | A (Rhodopsin) | 3.3 | 5.7 | 8.1 | |||
| α2C | ADA2C | Human | Adrenoceptors | A (Rhodopsin) | 1.8 | 6.9 | 12.0 | |||
| α2A | ADA2A | Human | Adrenoceptors | A (Rhodopsin) | 0.8 | 1.5 | 2.1 | |||
| α1D | ADA1D | Human | Adrenoceptors | A (Rhodopsin) | 24.0 | 36.5 | 49.0 | |||
| β1 | ADRB1 | Human | Adrenoceptors | A (Rhodopsin) | 2392 | 3267 | 4142 | |||
| 5-HT2B | 5HT2B | Human | 5-Hydroxytryptamine | A (Rhodopsin) | 2.2 | 2.8 | 3.5 | |||
| D1 | DRD1 | Human | Dopamine | A (Rhodopsin) | 864 | 1296 | 1728 | |||
| β2 | ADRB2 | Human | Adrenoceptors | A (Rhodopsin) | 1898 | 2330 | 2761 | |||
| 5-HT1A | 5HT1A | Rat | 5-Hydroxytryptamine | A (Rhodopsin) | 0.4 | 0.6 | 0.8 | |||
| 5-HT6 | 5HT6R | Human | 5-Hydroxytryptamine | A (Rhodopsin) | 0.9 | 1.5 | 2.0 | |||
| 5-HT2C | 5HT2C | Human | 5-Hydroxytryptamine | A (Rhodopsin) | 29.0 | 42.5 | 56.0 | |||
| 5-HT2A | 5HT2A | Human | 5-Hydroxytryptamine | A (Rhodopsin) | 1.9 | 4.2 | 6.5 | |||
| D3 | DRD3 | Human | Dopamine | A (Rhodopsin) | 1.5 | 2.9 | 4.3 | |||
| D2 | DRD2 | Human | Dopamine | A (Rhodopsin) | 1.4 | 2.9 | 4.3 | |||