Ligand Data

Ligand

id 1477
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