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

Chemical properties

Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 4
Molecular weight (Da) 581.3

Drug properties

Molecular type Small molecule
Endogenous/Surrogate Surrogate
Approved drug Yes

Database connections

Structure pdb 4IAR 4IB4 4NC3 6BQG 5TUD 7C61
Ligand site mutations 5-HT1B 5-HT2A 5-HT2B 5-HT2C 5-HT6

Bioactivities

Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT1B 5HT1B Mouse 5-Hydroxytryptamine A pKi 8.4 8.4 8.4 Guide to Pharmacology
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 6.33 6.33 6.33 ChEMBL
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 6.46 6.46 6.46 ChEMBL
D2 DRD2 Human Dopamine A pKi 7.23 7.56 8.22 ChEMBL
D3 DRD3 Human Dopamine A pKi 8.36 8.82 9.18 ChEMBL
D3 DRD3 Rat Dopamine A pKi 8.68 8.81 8.87 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 5.98 5.98 5.98 ChEMBL
D2 DRD2 Rat Dopamine A pKi 6.82 7.68 9.15 ChEMBL
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
D2 DRD2 Human Dopamine A pEC50 7.38 7.68 7.98 ChEMBL
D3 DRD3 Human Dopamine A pEC50 8.91 9.38 9.85 ChEMBL
D2 DRD2 Rat Dopamine A pIC50 8.4 8.4 8.4 ChEMBL