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 |
| Physiological/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-HT1E | 5HT1E | Human | 5-Hydroxytryptamine | A | pKi | 5.9 | 5.9 | 5.9 | 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 |
| α2B | ADA2B | Human | Adrenoceptors | A | pKi | 7.7 | 8.3 | 8.9 | 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 |
| α1A | ADA1A | Rat | Adrenoceptors | A | pKi | 6.3 | 6.3 | 6.3 | ChEMBL |
| α1D | ADA1D | Human | Adrenoceptors | A | pKi | 6.3 | 7.21 | 8.8 | ChEMBL |
| α2B | ADA2B | Human | Adrenoceptors | A | pKi | 7.54 | 8.26 | 8.94 | 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 |
| 5-HT1A | 5HT1A | Rat | 5-Hydroxytryptamine | A | pKi | 7.14 | 7.14 | 7.14 | ChEMBL |
| α2A | ADA2A | Human | Adrenoceptors | A | pKi | 8.12 | 8.66 | 9.38 | ChEMBL |
| 5-HT6 | 5HT6R | Human | 5-Hydroxytryptamine | A | pKi | 6.11 | 6.11 | 6.11 | ChEMBL |
| 5-HT2B | 5HT2B | Human | 5-Hydroxytryptamine | A | pKi | 7.33 | 7.33 | 7.33 | ChEMBL |
| D2 | DRD2 | Human | Dopamine | A | pKi | 6.16 | 6.16 | 6.16 | ChEMBL |
| 5-HT2C | K7GSR7 | Pig | 5-Hydroxytryptamine | A | pKi | 5.0 | 5.0 | 5.0 | PDSP Ki database |
| 5-HT1D | 5HT1D | Human | 5-Hydroxytryptamine | A | pKi | 6.54 | 7.29 | 7.7 | PDSP Ki database |
| 5-HT1D | F1MMU1 | Bovine | 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 | Rat | 5-Hydroxytryptamine | A | pKi | 5.0 | 5.68 | 6.18 | 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 |
| D3 | DRD3 | Human | Dopamine | A | pKi | 5.4 | 5.5 | 5.6 | PDSP Ki database |
| 5-HT1A | 5HT1A | Human | 5-Hydroxytryptamine | A | pKi | 5.9 | 6.46 | 7.3 | PDSP Ki database |
| 5-HT5A | 5HT5A | Mouse | 5-Hydroxytryptamine | A | pKi | 5.0 | 5.8 | 6.2 | 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-HT2B | 5HT2B | Human | 5-Hydroxytryptamine | A | pKi | 6.4 | 7.2 | 7.88 | PDSP Ki database |
| 5-HT2C | 5HT2C | Rat | 5-Hydroxytryptamine | A | pKi | 5.0 | 5.26 | 6.0 | PDSP Ki database |
| 5-HT2C | 5HT2C | Human | 5-Hydroxytryptamine | A | pKi | 5.0 | 5.4 | 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 |
| α2C | ADA2C | Human | Adrenoceptors | A | pKi | 8.52 | 9.47 | 9.74 | PDSP Ki database |
| α2A | ADA2A | Human | Adrenoceptors | A | pKi | 8.1 | 8.78 | 9.3 | PDSP Ki database |
| α2C | ADA2C | North American opossum | Adrenoceptors | A | pKi | 9.4 | 9.4 | 9.4 | PDSP Ki database |
| α2B | ADA2B | Human | Adrenoceptors | A | pKi | 7.87 | 8.68 | 9.0 | PDSP Ki database |
| α2B | ADA2B | Rat | Adrenoceptors | A | pKi | 7.77 | 8.59 | 9.0 | PDSP Ki database |
| α1B | ADA1B | Human | Adrenoceptors | A | pKi | 5.62 | 6.2 | 6.8 | 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 |
| α1D | ADA1D | Human | Adrenoceptors | A | pKi | 5.5 | 6.25 | 6.8 | PDSP Ki database |
| D2 | DRD2 | Human | Dopamine | A | pKi | 6.4 | 6.47 | 6.55 | 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-HT1D | 5HT1D | Rat | 5-Hydroxytryptamine | A | pKi | 7.51 | 7.51 | 7.51 | 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 |
| 5-HT1F | 5HT1F | Rat | 5-Hydroxytryptamine | A | pKi | 6.25 | 6.25 | 6.25 | PDSP Ki database |
| α2C | ADA2C | Rat | Adrenoceptors | A | pKi | 7.97 | 7.97 | 7.97 | 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-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 |
| 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 | 8.03 | 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 |
| 5-HT2A | 5HT2A | Rat | 5-Hydroxytryptamine | A | pKi | 8.24 | 8.24 | 8.24 | 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-HT1D | 5HT1D | Human | 5-Hydroxytryptamine | A | pKi | 7.2 | 7.45 | 7.7 | Guide to Pharmacology |
| 5-HT6 | 5HT6R | Human | 5-Hydroxytryptamine | A | pKi | 8.21 | 8.21 | 8.21 | Drug Central |
| 5-HT7 | 5HT7R | Human | 5-Hydroxytryptamine | A | pKi | 5.55 | 5.55 | 5.55 | PDSP Ki database |
| α2A | ADA2A | Human | Adrenoceptors | A | pKi | 8.4 | 8.8 | 9.2 | Guide to Pharmacology |
| α1B | ADA1B | Rat | Adrenoceptors | A | pKi | 8.21 | 8.21 | 8.21 | Drug Central |
| Receptor | Activity | Source | |||||||
|---|---|---|---|---|---|---|---|---|---|
| GTP | Uniprot | Species | Family | Class | Type | Min | Avg | Max | Database |
| α2C | ADA2C | Human | Adrenoceptors | A | pIC50 | 6.5 | 7.35 | 8.2 | Guide to Pharmacology |
| 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 |
| α1A | ADA1A | Rat | Adrenoceptors | A | pIC50 | 5.91 | 5.91 | 5.91 | ChEMBL |
| α1D | ADA1D | Human | Adrenoceptors | A | pIC50 | 5.99 | 5.99 | 5.99 | ChEMBL |
| α2B | ADA2B | Human | Adrenoceptors | A | pIC50 | 7.77 | 7.77 | 7.77 | ChEMBL |
| α2C | ADA2C | Human | Adrenoceptors | A | pIC50 | 7.44 | 7.51 | 7.57 | 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 |
| 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 |
| 5-HT6 | 5HT6R | Human | 5-Hydroxytryptamine | A | pIC50 | 5.77 | 5.77 | 5.77 | ChEMBL |
| 5-HT2B | 5HT2B | Human | 5-Hydroxytryptamine | A | pIC50 | 7.13 | 7.13 | 7.13 | 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 |
| 5-HT1A | 5HT1A | Rat | 5-Hydroxytryptamine | A | pIC50 | 8.16 | 8.16 | 8.16 | Drug Central |
| α1A | ADA1A | Rat | Adrenoceptors | A | pIC50 | 8.23 | 8.23 | 8.23 | 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 |