yohimbine


SMILES COC(=O)[C@H]1[C@@H](O)CC[C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1
InChIKey BLGXFZZNTVWLAY-SCYLSFHTSA-N

Chemical properties

Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 1
Molecular weight (Da) 354.2

Drug properties

Molecular type Small molecule
Endogenous/Surrogate Surrogate
Approved drug Yes

Bioactivities

Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 7.3 7.3 7.3 Guide to Pharmacology
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 6.8 7.2 7.6 Guide to Pharmacology
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 7.2 7.45 7.7 Guide to Pharmacology
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pKi 7.0 7.0 7.0 Guide to Pharmacology
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 7.4 7.65 7.9 Guide to Pharmacology
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 5.3 5.3 5.3 Guide to Pharmacology
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 5.6 5.6 5.6 Guide to Pharmacology
α2A ADA2A Human Adrenoceptors A pKi 8.4 8.8 9.2 Guide to Pharmacology
α2C ADA2C Human Adrenoceptors A pKi 8.5 9.0 9.5 Guide to Pharmacology
5-HT1B 5HT1B Mouse 5-Hydroxytryptamine A pKi 8.3 8.3 8.3 Guide to Pharmacology
5-HT2B 5HT2B Rat 5-Hydroxytryptamine A pKi 7.3 7.3 7.3 Guide to Pharmacology
5-HT5A 5HT5A Mouse 5-Hydroxytryptamine A pKi 4.9 5.45 6.0 Guide to Pharmacology
α2A ADA2A Pig Adrenoceptors A pKi 8.36 8.36 8.36 ChEMBL
α2B ADA2B Rat Adrenoceptors A pKi 8.7 8.7 8.7 ChEMBL
α2A ADA2A Bovine Adrenoceptors A pKi 7.31 7.31 7.31 ChEMBL
α1A ADA1A Bovine Adrenoceptors A pKi 6.66 7.12 8.44 ChEMBL
D3 DRD3 Rat Dopamine A pKi 5.61 5.61 5.61 ChEMBL
α1D ADA1D Rat Adrenoceptors A pKi 7.28 7.28 7.28 ChEMBL
α1B ADA1B Rat Adrenoceptors A pKi 6.18 6.18 6.18 ChEMBL
α1B ADA1B Human Adrenoceptors A pKi 6.01 7.7 8.96 ChEMBL
α2B ADA2B Human Adrenoceptors A pKi 7.54 8.26 8.94 ChEMBL
α1A ADA1A Rat Adrenoceptors A pKi 6.3 6.3 6.3 ChEMBL
α2C ADA2C Human Adrenoceptors A pKi 8.29 8.92 9.3 ChEMBL
α1A ADA1A Human Adrenoceptors A pKd 6.4 6.4 6.4 ChEMBL
α1A ADA1A Human Adrenoceptors A pKi 5.98 5.98 5.98 ChEMBL
α2A ADA2A Human Adrenoceptors A pKi 8.12 8.66 9.38 ChEMBL
α1D ADA1D Human Adrenoceptors A pKi 6.3 7.21 8.8 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 7.33 7.33 7.33 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 7.14 7.14 7.14 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 6.11 6.11 6.11 ChEMBL
D2 DRD2 Human Dopamine A pKi 6.16 6.16 6.16 ChEMBL
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 6.54 7.29 7.7 PDSP Ki database
5-HT1D A0A4W2F4L6 Hybrid cattle 5-Hydroxytryptamine A pKi 7.1 7.13 7.23 PDSP Ki database
5-HT2A 5HT2A Human 5-Hydroxytryptamine A pKi 5.0 5.55 6.02 PDSP Ki database
5-HT2A 5HT2A Bovine 5-Hydroxytryptamine A pKi 5.74 5.74 5.74 PDSP Ki database
5-HT2A 5HT2A Pig 5-Hydroxytryptamine A pKi 5.32 5.32 5.32 PDSP Ki database
D1 DRD1 Human Dopamine A pKi 5.0 5.0 5.0 PDSP Ki database
D2 DRD2 Human Dopamine A pKi 6.4 6.47 6.55 PDSP Ki database
D3 DRD3 Human Dopamine A pKi 5.4 5.5 5.6 PDSP Ki database
5-HT2C 5HT2C Rat 5-Hydroxytryptamine A pKi 5.0 5.26 6.0 PDSP Ki database
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 6.8 7.57 8.3 PDSP Ki database
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 5.12 6.25 6.82 PDSP Ki database
5-HT1D 5HT1D Rat 5-Hydroxytryptamine A pKi 7.51 7.51 7.51 PDSP Ki database
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 6.4 7.2 7.88 PDSP Ki database
5-HT2C 5HT2C Human 5-Hydroxytryptamine A pKi 5.0 5.25 6.0 PDSP Ki database
5-HT5A 5HT5A Rat 5-Hydroxytryptamine A pKi 6.0 6.0 6.0 PDSP Ki database
5-HT2B 5HT2B Rat 5-Hydroxytryptamine A pKi 6.97 7.23 7.3 PDSP Ki database
α2B ADA2B Rat Adrenoceptors A pKi 7.77 8.59 9.0 PDSP Ki database
α2C ADA2C North American opossum Adrenoceptors A pKi 9.4 9.4 9.4 PDSP Ki database
α2A ADA2A Bovine Adrenoceptors A pKi 9.19 9.19 9.19 PDSP Ki database
α2A ADA2A Human Adrenoceptors A pKi 8.1 8.66 9.3 PDSP Ki database
α2B ADA2B Human Adrenoceptors A pKi 7.87 8.68 9.0 PDSP Ki database
α2C ADA2C Human Adrenoceptors A pKi 8.52 9.35 9.74 PDSP Ki database
α2C ADA2C Rat Adrenoceptors A pKi 7.97 9.14 9.74 PDSP Ki database
α1B ADA1B Mouse Adrenoceptors A pKi 6.17 6.17 6.17 PDSP Ki database
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 5.55 5.55 5.55 PDSP Ki database
5-HT5A 5HT5A Mouse 5-Hydroxytryptamine A pKi 5.0 5.8 6.2 PDSP Ki database
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 5.9 5.9 5.9 PDSP Ki database
5-HT1F 5HT1F Human 5-Hydroxytryptamine A pKi 7.04 7.04 7.04 PDSP Ki database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 5.9 6.46 7.3 PDSP Ki database
α1B ADA1B Human Adrenoceptors A pKi 5.62 6.21 6.8 PDSP Ki database
α1D ADA1D Human Adrenoceptors A pKi 5.5 6.25 6.8 PDSP Ki database
5-HT2C 5HT2C Dog 5-Hydroxytryptamine A pKi 6.0 6.0 6.0 PDSP Ki database
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pKi 5.81 6.2 6.9 PDSP Ki database
α2A ADA2A Rat Adrenoceptors A pKi 7.2 7.2 7.2 PDSP Ki database
5-HT1B 5HT1B Guinea pig 5-Hydroxytryptamine A pKi 7.3 7.3 7.3 PDSP Ki database
D2 DRD2 Rat Dopamine A pKi 6.3 6.55 6.8 PDSP Ki database
5-HT1D 5HT1D Dog 5-Hydroxytryptamine A pKi 7.49 7.49 7.49 PDSP Ki database
5-HT1B 5HT1B Mouse 5-Hydroxytryptamine A pKi 5.0 5.0 5.0 PDSP Ki database
5-HT1F 5HT1F Mouse 5-Hydroxytryptamine A pKi 7.2 7.2 7.2 PDSP Ki database
α2A ADA2A Mouse Adrenoceptors A pKi 7.21 7.21 7.21 PDSP Ki database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 8.14 8.14 8.14 Drug Central
5-HT1B 5HT1B Human 5-Hydroxytryptamine A pKi 8.12 8.12 8.12 Drug Central
5-HT1D 5HT1D Human 5-Hydroxytryptamine A pKi 8.11 8.11 8.11 Drug Central
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 8.23 8.23 8.23 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 8.1 8.1 8.1 Drug Central
5-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 8.28 8.28 8.28 Drug Central
5-HT6 5HT6R Human 5-Hydroxytryptamine A pKi 8.21 8.21 8.21 Drug Central
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 8.25 8.25 8.25 Drug Central
α1A ADA1A Human Adrenoceptors A pKd 8.19 8.19 8.19 Drug Central
α1B ADA1B Human Adrenoceptors A pKi 8.05 8.05 8.05 Drug Central
α1D ADA1D Human Adrenoceptors A pKi 8.06 8.06 8.06 Drug Central
α2B ADA2B Human Adrenoceptors A pKi 8.06 8.06 8.06 Drug Central
α2C ADA2C Human Adrenoceptors A pKi 8.03 8.03 8.03 Drug Central
D2 DRD2 Human Dopamine A pKi 8.21 8.21 8.21 Drug Central
D3 DRD3 Human Dopamine A pKi 8.25 8.25 8.25 Drug Central
α1B ADA1B Rat Adrenoceptors A pKi 8.21 8.21 8.21 Drug Central
D3 DRD3 Rat Dopamine A pKi 8.25 8.25 8.25 Drug Central
α1D ADA1D Rat Adrenoceptors A pKi 8.14 8.14 8.14 Drug Central
α2B ADA2B Rat Adrenoceptors A pKi 8.06 8.06 8.06 Drug Central
α2A ADA2A Pig Adrenoceptors A pKi 8.08 8.08 8.08 Drug Central
α2A ADA2A Bovine Adrenoceptors A pKi 8.14 8.14 8.14 Drug Central
5-HT1B 5HT1B Mouse 5-Hydroxytryptamine A pKi 8.08 8.08 8.08 Drug Central
5-HT2B 5HT2B Rat 5-Hydroxytryptamine A pKi 8.14 8.14 8.14 Drug Central
5-HT5A 5HT5A Mouse 5-Hydroxytryptamine A pKi 8.22 8.22 8.22 Drug Central
α1A ADA1A Bovine Adrenoceptors A pKi 8.07 8.07 8.07 Drug Central
5-HT1F 5HT1F Rat 5-Hydroxytryptamine A pKi 6.25 6.25 6.25 PDSP Ki database
5-HT1E 5HT1E Human 5-Hydroxytryptamine A pKi 5.9 5.9 5.9 Guide to Pharmacology
α2A ADA2A Human Adrenoceptors A pKi 8.03 8.03 8.03 Drug Central
α2B ADA2B Human Adrenoceptors A pKi 7.9 8.4 8.9 Guide to Pharmacology
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
5-HT1F 5HT1F Rat 5-Hydroxytryptamine A pIC50 6.2 6.2 6.2 Guide to Pharmacology
α1B ADA1B Rat Adrenoceptors A pIC50 5.92 5.92 5.92 ChEMBL
α2B ADA2B Human Adrenoceptors A pIC50 7.77 7.77 7.77 ChEMBL
α1A ADA1A Rat Adrenoceptors A pIC50 5.91 5.91 5.91 ChEMBL
α2C ADA2C Human Adrenoceptors A pIC50 7.44 7.51 7.57 ChEMBL
α2A ADA2A Human Adrenoceptors A pEC50 8.07 8.07 8.07 ChEMBL
α2A ADA2A Human Adrenoceptors A pIC50 8.08 8.24 8.44 ChEMBL
α1D ADA1D Human Adrenoceptors A pIC50 5.99 5.99 5.99 ChEMBL
5-HT2B 5HT2B Human 5-Hydroxytryptamine A pIC50 7.13 7.13 7.13 ChEMBL
D2 DRD2 Rat Dopamine A pIC50 5.95 5.95 5.95 ChEMBL
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pIC50 6.9 6.9 6.9 ChEMBL
5-HT6 5HT6R Human 5-Hydroxytryptamine A pIC50 5.77 5.77 5.77 ChEMBL
D2 DRD2 Human Dopamine A pIC50 5.69 5.69 5.69 ChEMBL
A3 AA3R Human Adenosine A pIC50 8.15 8.15 8.15 Drug Central
α1A ADA1A Rat Adrenoceptors A pIC50 8.23 8.23 8.23 Drug Central
5-HT1A 5HT1A Rat 5-Hydroxytryptamine A pIC50 8.16 8.16 8.16 Drug Central
5-HT1F 5HT1F Rat 5-Hydroxytryptamine A pIC50 8.21 8.21 8.21 Drug Central
D2 DRD2 Rat Dopamine A pIC50 8.23 8.23 8.23 Drug Central