dihydroergotamine


SMILES CN1C[C@@H](C[C@H]2[C@H]1Cc1c[nH]c3c1c2ccc3)C(=O)N[C@]1(C)O[C@@]2(N(C1=O)[C@@H](Cc1ccccc1)C(=O)N1[C@H]2CCC1)O
InChIKey LUZRJRNZXALNLM-JGRZULCMSA-N

Chemical properties

Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 4
Molecular weight (Da) 583.3

Drug properties

Molecular type Small molecule
Physiological/Surrogate Surrogate
Approved drug Yes

Database connections

Structure pdb 4IAQ
Ligand site mutations 5-HT1B

Sankey plot

Bioactivities

Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 8.0 8.6 9.2 Guide to Pharmacology
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 9.2 9.55 9.9 Guide to Pharmacology
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 5.6 5.6 5.6 Guide to Pharmacology
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pKi 6.6 6.85 7.1 Guide to Pharmacology
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 8.0 8.0 8.0 Guide to Pharmacology
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKi 7.9 8.1 8.3 Guide to Pharmacology
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 6.8 6.8 6.8 Guide to Pharmacology
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 9.42 9.42 9.42 ChEMBL
α1B ADA1B Rat Adrenoceptors A pKi 8.35 8.35 8.35 ChEMBL
5-HT4 5HT4R Guinea pig 5-Hydroxytryptamine A pKi 6.8 6.8 6.8 ChEMBL
α1A ADA1A Rat Adrenoceptors A pKi 8.69 8.69 8.69 ChEMBL
α1D ADA1D Human Adrenoceptors A pKi 7.85 7.85 7.85 ChEMBL
α2B ADA2B Human Adrenoceptors A pKi 8.75 8.75 8.75 ChEMBL
α2C ADA2C Human Adrenoceptors A pKi 8.82 8.82 8.82 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 9.42 9.42 9.42 ChEMBL
α2A ADA2A Human Adrenoceptors A pKi 9.41 9.41 9.41 ChEMBL
D1 DRD1 Human Dopamine A pKi 5.92 5.92 5.92 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 8.83 8.83 8.83 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.36 8.36 8.36 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 7.33 7.33 7.33 ChEMBL
D3 DRD3 Human Dopamine A pKi 8.74 8.74 8.74 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 8.64 8.64 8.64 ChEMBL
D2 DRD2 Human Dopamine A pKi 8.53 8.53 8.53 ChEMBL
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 8.04 8.04 8.04 Drug Central
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 8.0 8.0 8.0 Drug Central
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 8.25 8.25 8.25 Drug Central
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pKi 8.15 8.15 8.15 Drug Central
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.08 8.08 8.08 Drug Central
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 8.14 8.14 8.14 Drug Central
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 8.05 8.05 8.05 Drug Central
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 8.1 8.1 8.1 Drug Central
α1D ADA1D Human Adrenoceptors A pKi 8.06 8.06 8.06 Drug Central
α2A ADA2A Human Adrenoceptors A pKi 8.03 8.03 8.03 Drug Central
α2B ADA2B Human Adrenoceptors A pKi 8.06 8.06 8.06 Drug Central
α2C ADA2C Human Adrenoceptors A pKi 8.05 8.05 8.05 Drug Central
D1 DRD1 Human Dopamine A pKi 8.23 8.23 8.23 Drug Central
D2 DRD2 Human Dopamine A pKi 8.07 8.07 8.07 Drug Central
5-HT6 5HT6R Rat 5-Hydroxytryptamine A pKi 8.08 8.08 8.08 Drug Central
5-HT4 5HT4R Guinea pig 5-Hydroxytryptamine A pKi 8.17 8.17 8.17 Drug Central
α1B ADA1B Rat Adrenoceptors A pKi 8.08 8.08 8.08 Drug Central
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 8.03 8.03 8.03 Drug Central
5-HT7 5HT7R Rat 5-Hydroxytryptamine A pKi 8.17 8.17 8.17 Drug Central
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 8.03 8.03 8.03 Drug Central
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 8.06 8.06 8.06 Drug Central
D3 DRD3 Human Dopamine A pKi 8.06 8.06 8.06 Drug Central
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pIC50 9.07 9.07 9.07 ChEMBL
α1B ADA1B Rat Adrenoceptors A pIC50 8.09 8.09 8.09 ChEMBL
5-HT4 5HT4R Guinea pig 5-Hydroxytryptamine A pIC50 6.03 6.03 6.03 ChEMBL
α1A ADA1A Rat Adrenoceptors A pIC50 8.3 8.3 8.3 ChEMBL
α1D ADA1D Human Adrenoceptors A pIC50 7.54 7.54 7.54 ChEMBL
α2B ADA2B Human Adrenoceptors A pIC50 8.41 8.41 8.41 ChEMBL
α2C ADA2C Human Adrenoceptors A pIC50 8.0 8.0 8.0 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pIC50 9.18 9.18 9.18 ChEMBL
α2A ADA2A Human Adrenoceptors A pIC50 8.99 8.99 8.99 ChEMBL
D1 DRD1 Human Dopamine A pIC50 5.62 5.62 5.62 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pIC50 8.49 8.49 8.49 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pIC50 8.17 8.17 8.17 ChEMBL
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pIC50 7.05 7.05 7.05 ChEMBL
D3 DRD3 Human Dopamine A pIC50 8.27 8.27 8.27 ChEMBL
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pIC50 8.1 8.1 8.1 ChEMBL
D2 DRD2 Human Dopamine A pIC50 8.05 8.05 8.05 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pIC50 8.04 8.04 8.04 Drug Central
α1A ADA1A Rat Adrenoceptors A pIC50 8.08 8.08 8.08 Drug Central
CCK2 GASR Mouse Cholecystokinin A pIC50 8.33 8.33 8.33 Drug Central
NPS NPSR1 Human Neuropeptide S A Potency 5.0 5.0 5.0 ChEMBL
CCK2 GASR Mouse Cholecystokinin A pIC50 4.64 4.64 4.64 ChEMBL