fluphenazine
| SMILES | OCCN1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(cc2)C(F)(F)F |
| InChIKey | PLDUPXSUYLZYBN-UHFFFAOYSA-N |
Chemical properties
| Hydrogen bond acceptors | 5 |
| Hydrogen bond donors | 1 |
| Rotatable bonds | 6 |
| Molecular weight (Da) | 437.2 |
Drug properties
| Molecular type | Small molecule |
| Physiological/Surrogate | Surrogate |
| Approved drug | Yes |
Database connections
| Ligand site mutations | D2 |
Bioactivities
| Receptor | Activity | Source | |||||||
|---|---|---|---|---|---|---|---|---|---|
| GTP | Uniprot | Species | Family | Class | Type | Min | Avg | Max | Database |
| 5-HT2A | 5HT2A | Human | 5-Hydroxytryptamine | A | pKi | 7.5 | 7.5 | 7.5 | Guide to Pharmacology |
| 5-HT6 | 5HT6R | Human | 5-Hydroxytryptamine | A | pKi | 7.3 | 7.35 | 7.4 | Guide to Pharmacology |
| 5-HT7 | 5HT7R | Human | 5-Hydroxytryptamine | A | pKi | 7.9 | 7.9 | 7.9 | Guide to Pharmacology |
| D1 | DRD1 | Human | Dopamine | A | pKi | 7.7 | 7.7 | 7.7 | Guide to Pharmacology |
| D2 | DRD2 | Human | Dopamine | A | pKi | 8.84 | 8.84 | 8.84 | Guide to Pharmacology |
| D5 | DRD5 | Human | Dopamine | A | pKi | 7.9 | 7.9 | 7.9 | Guide to Pharmacology |
| H1 | HRH1 | Human | Histamine | A | pKi | 7.7 | 7.7 | 7.7 | Guide to Pharmacology |
| 5-HT6 | 5HT6R | Rat | 5-Hydroxytryptamine | A | pKi | 7.8 | 7.8 | 7.8 | Guide to Pharmacology |
| 5-HT7 | 5HT7R | Rat | 5-Hydroxytryptamine | A | pKi | 8.1 | 8.1 | 8.1 | Guide to Pharmacology |
| D5 | DRD5 | Human | Dopamine | A | pKi | 7.68 | 7.68 | 7.68 | ChEMBL |
| 5-HT1B | 5HT1B | Rat | 5-Hydroxytryptamine | A | pKi | 6.06 | 6.06 | 6.06 | ChEMBL |
| α1B | ADA1B | Rat | Adrenoceptors | A | pKi | 7.72 | 7.72 | 7.72 | ChEMBL |
| NK2 | NK2R | Human | Tachykinin | A | pKi | 5.12 | 5.12 | 5.12 | ChEMBL |
| α1A | ADA1A | Rat | Adrenoceptors | A | pKi | 8.02 | 8.02 | 8.02 | ChEMBL |
| α1D | ADA1D | Human | Adrenoceptors | A | pKi | 7.8 | 7.8 | 7.8 | ChEMBL |
| MC5 | MC5R | Human | Melanocortin | A | pKi | 5.05 | 5.05 | 5.05 | ChEMBL |
| α2B | ADA2B | Human | Adrenoceptors | A | pKi | 7.89 | 7.89 | 7.89 | ChEMBL |
| α2C | ADA2C | Human | Adrenoceptors | A | pKi | 7.66 | 7.66 | 7.66 | ChEMBL |
| H2 | HRH2 | Human | Histamine | A | pKi | 5.92 | 5.92 | 5.92 | ChEMBL |
| β3 | ADRB3 | Human | Adrenoceptors | A | pKi | 4.66 | 4.66 | 4.66 | ChEMBL |
| M4 | ACM4 | Human | Acetylcholine (muscarinic) | A | pKi | 6.32 | 6.32 | 6.32 | ChEMBL |
| H1 | HRH1 | Human | Histamine | A | pKi | 7.4 | 7.87 | 8.33 | ChEMBL |
| M3 | ACM3 | Human | Acetylcholine (muscarinic) | A | pKi | 6.0 | 6.0 | 6.0 | ChEMBL |
| D4 | DRD4 | Human | Dopamine | A | pKi | 5.69 | 5.69 | 5.69 | ChEMBL |
| 5-HT1A | 5HT1A | Rat | 5-Hydroxytryptamine | A | pKi | 6.03 | 6.03 | 6.03 | ChEMBL |
| α2A | ADA2A | Human | Adrenoceptors | A | pKi | 7.1 | 7.1 | 7.1 | ChEMBL |
| D1 | DRD1 | Human | Dopamine | A | pKi | 6.75 | 7.36 | 7.96 | ChEMBL |
| 5-HT6 | 5HT6R | Human | 5-Hydroxytryptamine | A | pKi | 7.62 | 7.62 | 7.62 | ChEMBL |
| 5-HT2B | 5HT2B | Human | 5-Hydroxytryptamine | A | pKi | 7.6 | 7.6 | 7.6 | ChEMBL |
| M2 | ACM2 | Human | Acetylcholine (muscarinic) | A | pKi | 5.58 | 5.58 | 5.58 | ChEMBL |
| 5-HT2C | 5HT2C | Human | 5-Hydroxytryptamine | A | pKi | 7.46 | 7.46 | 7.46 | ChEMBL |
| M1 | ACM1 | Human | Acetylcholine (muscarinic) | A | pKi | 6.19 | 6.19 | 6.19 | ChEMBL |
| D3 | DRD3 | Human | Dopamine | A | pKi | 8.49 | 9.09 | 9.7 | ChEMBL |
| 5-HT2A | 5HT2A | Human | 5-Hydroxytryptamine | A | pKi | 8.84 | 8.84 | 8.84 | ChEMBL |
| δ | OPRD | Human | Opioid | A | pKi | 5.07 | 5.07 | 5.07 | ChEMBL |
| A3 | AA3R | Human | Adenosine | A | pKi | 5.17 | 5.17 | 5.17 | ChEMBL |
| κ | OPRK | Human | Opioid | A | pKi | 5.0 | 5.0 | 5.0 | ChEMBL |
| μ | OPRM | Human | Opioid | A | pKi | 5.08 | 5.08 | 5.08 | ChEMBL |
| 5-HT2C | K7GSR7 | Pig | 5-Hydroxytryptamine | A | pKi | 5.59 | 6.17 | 6.76 | PDSP Ki database |
| D2 | DRD2 | Human | Dopamine | A | pKi | 8.84 | 9.05 | 9.27 | ChEMBL |
| 5-HT2A | 5HT2A | Rat | 5-Hydroxytryptamine | A | pKi | 7.6 | 8.07 | 8.6 | PDSP Ki database |
| 5-HT2A | 5HT2A | Human | 5-Hydroxytryptamine | A | pKi | 7.01 | 7.92 | 8.49 | PDSP Ki database |
| 5-HT2A | 5HT2A | Bovine | 5-Hydroxytryptamine | A | pKi | 7.8 | 7.8 | 7.8 | PDSP Ki database |
| 5-HT6 | 5HT6R | Rat | 5-Hydroxytryptamine | A | pKi | 7.77 | 7.79 | 7.8 | PDSP Ki database |
| 5-HT7 | 5HT7R | Rat | 5-Hydroxytryptamine | A | pKi | 8.1 | 8.1 | 8.1 | PDSP Ki database |
| D1 | DRD1 | Human | Dopamine | A | pKi | 6.75 | 7.56 | 8.15 | PDSP Ki database |
| D2 | DRD2 | Human | Dopamine | A | pKi | 8.72 | 9.22 | 9.7 | PDSP Ki database |
| 5-HT1A | 5HT1A | Human | 5-Hydroxytryptamine | A | pKi | 5.55 | 6.38 | 6.84 | PDSP Ki database |
| D3 | DRD3 | Human | Dopamine | A | pKi | 8.49 | 9.33 | 9.96 | PDSP Ki database |
| 5-HT2C | 5HT2C | Rat | 5-Hydroxytryptamine | A | pKi | 6.0 | 6.15 | 6.38 | PDSP Ki database |
| 5-HT6 | 5HT6R | Human | 5-Hydroxytryptamine | A | pKi | 7.42 | 7.45 | 7.55 | PDSP Ki database |
| D2 | DRD2 | Rat | Dopamine | A | pKi | 9.08 | 9.23 | 9.3 | PDSP Ki database |
| α2A | ADA2A | Human | Adrenoceptors | A | pKi | 6.5 | 6.51 | 6.52 | PDSP Ki database |
| α2C | ADA2C | Human | Adrenoceptors | A | pKi | 6.91 | 7.33 | 7.54 | PDSP Ki database |
| α2B | ADA2B | Rat | Adrenoceptors | A | pKi | 6.49 | 6.49 | 6.49 | PDSP Ki database |
| D4 | DRD4 | Human | Dopamine | A | pKi | 7.3 | 7.52 | 8.15 | PDSP Ki database |
| H1 | HRH1 | Human | Histamine | A | pKi | 7.15 | 7.56 | 8.14 | PDSP Ki database |
| H1 | HRH1 | Rat | Histamine | A | pKi | 7.17 | 7.17 | 7.17 | PDSP Ki database |
| D1 | DRD1 | Rat | Dopamine | A | pKi | 7.95 | 8.15 | 8.35 | PDSP Ki database |
| 5-HT2C | 5HT2C | Human | 5-Hydroxytryptamine | A | pKi | 5.86 | 6.05 | 6.24 | PDSP Ki database |
| D2 | DRD2 | Bovine | Dopamine | A | pKi | 8.92 | 9.18 | 9.52 | PDSP Ki database |
| D1 | DRD1 | Bovine | Dopamine | A | pKi | 6.47 | 6.84 | 7.74 | PDSP Ki database |
| D5 | DRD5 | Human | Dopamine | A | pKi | 7.68 | 7.82 | 7.92 | PDSP Ki database |
| 5-HT1B | 5HT1B | Human | 5-Hydroxytryptamine | A | pKi | 6.48 | 6.48 | 6.48 | PDSP Ki database |
| 5-HT1D | 5HT1D | Human | 5-Hydroxytryptamine | A | pKi | 6.48 | 6.48 | 6.48 | PDSP Ki database |
| 5-HT1E | 5HT1E | Human | 5-Hydroxytryptamine | A | pKi | 6.27 | 6.27 | 6.27 | PDSP Ki database |
| 5-HT7 | 5HT7R | Human | 5-Hydroxytryptamine | A | pKi | 8.1 | 8.1 | 8.1 | PDSP Ki database |
| M1 | ACM1 | Human | Acetylcholine (muscarinic) | A | pKi | 5.49 | 5.72 | 5.96 | PDSP Ki database |
| M2 | ACM2 | Human | Acetylcholine (muscarinic) | A | pKi | 5.14 | 5.4 | 5.66 | PDSP Ki database |
| M4 | ACM4 | Human | Acetylcholine (muscarinic) | A | pKi | 5.27 | 5.27 | 5.27 | PDSP Ki database |
| M5 | ACM5 | Human | Acetylcholine (muscarinic) | A | pKi | 6.45 | 6.45 | 6.45 | PDSP Ki database |
| α1B | ADA1B | Human | Adrenoceptors | A | pKi | 7.89 | 7.89 | 7.89 | PDSP Ki database |
| α1D | ADA1D | Human | Adrenoceptors | A | pKi | 8.19 | 8.19 | 8.19 | PDSP Ki database |
| α2B | ADA2B | Human | Adrenoceptors | A | pKi | 7.09 | 7.09 | 7.09 | PDSP Ki database |
| β1 | ADRB1 | Human | Adrenoceptors | A | pKi | 5.0 | 5.0 | 5.0 | PDSP Ki database |
| β2 | ADRB2 | Human | Adrenoceptors | A | pKi | 5.0 | 5.0 | 5.0 | PDSP Ki database |
| H2 | HRH2 | Human | Histamine | A | pKi | 6.25 | 6.25 | 6.25 | PDSP Ki database |
| H4 | HRH4 | Human | Histamine | A | pKi | 5.0 | 5.0 | 5.0 | PDSP Ki database |
| EP3 | PE2R3 | Human | Prostanoid | A | pKi | 5.0 | 5.0 | 5.0 | PDSP Ki database |
| CB1 | CNR1 | Rat | Cannabinoid | A | pKi | 5.0 | 5.0 | 5.0 | PDSP Ki database |
| H3 | HRH3 | Guinea pig | Histamine | A | pKi | 5.0 | 5.0 | 5.0 | PDSP Ki database |
| M3 | ACM3 | Human | Acetylcholine (muscarinic) | A | pKi | 5.84 | 5.84 | 5.84 | PDSP Ki database |
| D2 | DRD2 | Dog | Dopamine | A | pKi | 9.3 | 9.3 | 9.3 | PDSP Ki database |
| D2 | DRD2 | Mouse | Dopamine | A | pKi | 9.08 | 9.08 | 9.08 | PDSP Ki database |
| D1 | DRD1 | Mouse | Dopamine | A | pKi | 8.35 | 8.35 | 8.35 | PDSP Ki database |
| H3 | HRH3 | Human | Histamine | A | pKi | 6.0 | 6.0 | 6.0 | PDSP Ki database |
| M3 | ACM3 | Rat | Acetylcholine (muscarinic) | A | pKi | 5.84 | 5.84 | 5.84 | PDSP Ki database |
| H1 | HRH1 | Guinea pig | Histamine | A | pKi | 7.72 | 7.72 | 7.72 | PDSP Ki database |
| 5-HT1A | 5HT1A | Human | 5-Hydroxytryptamine | A | pKi | 8.17 | 8.17 | 8.17 | Drug Central |
| 5-HT1B | 5HT1B | Human | 5-Hydroxytryptamine | A | pKi | 8.19 | 8.19 | 8.19 | Drug Central |
| 5-HT1D | 5HT1D | Human | 5-Hydroxytryptamine | A | pKi | 8.19 | 8.19 | 8.19 | Drug Central |
| 5-HT1E | 5HT1E | Human | 5-Hydroxytryptamine | A | pKi | 8.2 | 8.2 | 8.2 | Drug Central |
| 5-HT2A | 5HT2A | Human | 5-Hydroxytryptamine | A | pKi | 8.09 | 8.09 | 8.09 | Drug Central |
| 5-HT2C | 5HT2C | Human | 5-Hydroxytryptamine | A | pKi | 8.13 | 8.13 | 8.13 | Drug Central |
| 5-HT5A | 5HT5A | Human | 5-Hydroxytryptamine | A | pKi | 8.17 | 8.17 | 8.17 | Drug Central |
| 5-HT6 | 5HT6R | Human | 5-Hydroxytryptamine | A | pKi | 8.13 | 8.13 | 8.13 | Drug Central |
| 5-HT7 | 5HT7R | Human | 5-Hydroxytryptamine | A | pKi | 8.09 | 8.09 | 8.09 | Drug Central |
| M1 | ACM1 | Human | Acetylcholine (muscarinic) | A | pKi | 8.22 | 8.22 | 8.22 | Drug Central |
| M2 | ACM2 | Human | Acetylcholine (muscarinic) | A | pKi | 8.25 | 8.25 | 8.25 | Drug Central |
| M3 | ACM3 | Human | Acetylcholine (muscarinic) | A | pKi | 8.22 | 8.22 | 8.22 | Drug Central |
| M4 | ACM4 | Human | Acetylcholine (muscarinic) | A | pKi | 8.2 | 8.2 | 8.2 | Drug Central |
| M5 | ACM5 | Human | Acetylcholine (muscarinic) | A | pKi | 8.19 | 8.19 | 8.19 | Drug Central |
| α1A | ADA1A | Human | Adrenoceptors | A | pKi | 8.09 | 8.09 | 8.09 | Drug Central |
| α1B | ADA1B | Human | Adrenoceptors | A | pKi | 8.1 | 8.1 | 8.1 | Drug Central |
| α1D | ADA1D | Human | Adrenoceptors | A | pKi | 8.1 | 8.1 | 8.1 | Drug Central |
| α2A | ADA2A | Human | Adrenoceptors | A | pKi | 8.19 | 8.19 | 8.19 | Drug Central |
| α2B | ADA2B | Human | Adrenoceptors | A | pKi | 8.15 | 8.15 | 8.15 | Drug Central |
| α2C | ADA2C | Human | Adrenoceptors | A | pKi | 8.12 | 8.12 | 8.12 | Drug Central |
| D1 | DRD1 | Human | Dopamine | A | pKi | 8.12 | 8.12 | 8.12 | Drug Central |
| D2 | DRD2 | Human | Dopamine | A | pKi | 8.03 | 8.03 | 8.03 | Drug Central |
| D3 | DRD3 | Human | Dopamine | A | pKi | 8.03 | 8.03 | 8.03 | Drug Central |
| D4 | DRD4 | Human | Dopamine | A | pKi | 8.12 | 8.12 | 8.12 | Drug Central |
| D5 | DRD5 | Human | Dopamine | A | pKi | 8.1 | 8.1 | 8.1 | Drug Central |
| H1 | HRH1 | Human | Histamine | A | pKi | 8.11 | 8.11 | 8.11 | Drug Central |
| H2 | HRH2 | Human | Histamine | A | pKi | 8.2 | 8.2 | 8.2 | Drug Central |
| δ | OPRD | Human | Opioid | A | pKi | 8.29 | 8.29 | 8.29 | Drug Central |
| κ | OPRK | Human | Opioid | A | pKi | 8.3 | 8.3 | 8.3 | Drug Central |
| μ | OPRM | Human | Opioid | A | pKi | 8.29 | 8.29 | 8.29 | Drug Central |
| NK2 | NK2R | Human | Tachykinin | A | pKi | 8.29 | 8.29 | 8.29 | Drug Central |
| A3 | AA3R | Human | Adenosine | A | pKi | 8.29 | 8.29 | 8.29 | Drug Central |
| 5-HT6 | 5HT6R | Rat | 5-Hydroxytryptamine | A | pKi | 8.11 | 8.11 | 8.11 | Drug Central |
| α1B | ADA1B | Rat | Adrenoceptors | A | pKi | 8.11 | 8.11 | 8.11 | Drug Central |
| 5-HT7 | 5HT7R | Rat | 5-Hydroxytryptamine | A | pKi | 8.09 | 8.09 | 8.09 | Drug Central |
| 5-HT2B | 5HT2B | Human | 5-Hydroxytryptamine | A | pKi | 8.12 | 8.12 | 8.12 | Drug Central |
| 5-HT5A | 5HT5A | Human | 5-Hydroxytryptamine | A | pKi | 6.84 | 6.84 | 6.84 | PDSP Ki database |
| β3 | ADRB3 | Human | Adrenoceptors | A | pKi | 8.33 | 8.33 | 8.33 | Drug Central |
| MC5 | MC5R | Human | Melanocortin | A | pKi | 8.3 | 8.3 | 8.3 | Drug Central |
| EP4 | PE2R4 | Human | Prostanoid | A | pKi | 5.0 | 5.0 | 5.0 | PDSP Ki database |
| 5-HT1B | 5HT1B | Rat | 5-Hydroxytryptamine | A | pKi | 8.22 | 8.22 | 8.22 | Drug Central |
| D4 | DRD4 | Rat | Dopamine | A | pKi | 8.03 | 8.03 | 8.03 | PDSP Ki database |
| Receptor | Activity | Source | |||||||
|---|---|---|---|---|---|---|---|---|---|
| GTP | Uniprot | Species | Family | Class | Type | Min | Avg | Max | Database |
| 5-HT1B | 5HT1B | Rat | 5-Hydroxytryptamine | A | pIC50 | 5.72 | 5.72 | 5.72 | ChEMBL |
| α1B | ADA1B | Rat | Adrenoceptors | A | pIC50 | 7.47 | 7.47 | 7.47 | ChEMBL |
| NK2 | NK2R | Human | Tachykinin | A | pIC50 | 4.65 | 4.65 | 4.65 | ChEMBL |
| α1A | ADA1A | Rat | Adrenoceptors | A | pIC50 | 7.62 | 7.62 | 7.62 | ChEMBL |
| M1 | ACM1 | Rat | Acetylcholine (muscarinic) | A | Potency | 5.1 | 5.12 | 5.15 | ChEMBL |
| α1D | ADA1D | Human | Adrenoceptors | A | pIC50 | 7.48 | 7.48 | 7.48 | ChEMBL |
| MC5 | MC5R | Human | Melanocortin | A | pIC50 | 5.02 | 5.02 | 5.02 | ChEMBL |
| α2B | ADA2B | Human | Adrenoceptors | A | pIC50 | 7.54 | 7.54 | 7.54 | ChEMBL |
| α2C | ADA2C | Human | Adrenoceptors | A | pIC50 | 6.81 | 6.81 | 6.81 | ChEMBL |
| H2 | HRH2 | Human | Histamine | A | pIC50 | 5.91 | 5.91 | 5.91 | ChEMBL |
| β3 | ADRB3 | Human | Adrenoceptors | A | pIC50 | 4.53 | 4.53 | 4.53 | ChEMBL |
| M4 | ACM4 | Human | Acetylcholine (muscarinic) | A | pIC50 | 5.46 | 5.46 | 5.46 | ChEMBL |
| H1 | HRH1 | Human | Histamine | A | pIC50 | 7.4 | 7.4 | 7.4 | ChEMBL |
| M3 | ACM3 | Human | Acetylcholine (muscarinic) | A | pIC50 | 5.33 | 5.33 | 5.33 | ChEMBL |
| D4 | DRD4 | Human | Dopamine | A | pIC50 | 5.23 | 5.23 | 5.23 | ChEMBL |
| 5-HT1A | 5HT1A | Rat | 5-Hydroxytryptamine | A | pIC50 | 5.78 | 5.78 | 5.78 | ChEMBL |
| α2A | ADA2A | Human | Adrenoceptors | A | pIC50 | 6.67 | 6.67 | 6.67 | ChEMBL |
| D1 | DRD1 | Human | Dopamine | A | pIC50 | 7.64 | 7.64 | 7.64 | ChEMBL |
| 5-HT6 | 5HT6R | Human | 5-Hydroxytryptamine | A | pIC50 | 7.28 | 7.28 | 7.28 | ChEMBL |
| 5-HT2B | 5HT2B | Human | 5-Hydroxytryptamine | A | pIC50 | 7.41 | 7.41 | 7.41 | ChEMBL |
| M2 | ACM2 | Human | Acetylcholine (muscarinic) | A | pIC50 | 5.13 | 5.13 | 5.13 | ChEMBL |
| 5-HT2C | 5HT2C | Human | 5-Hydroxytryptamine | A | pIC50 | 7.17 | 7.17 | 7.17 | ChEMBL |
| M1 | ACM1 | Human | Acetylcholine (muscarinic) | A | pIC50 | 5.57 | 5.57 | 5.57 | ChEMBL |
| D3 | DRD3 | Human | Dopamine | A | pIC50 | 9.23 | 9.23 | 9.23 | ChEMBL |
| 5-HT2A | 5HT2A | Human | 5-Hydroxytryptamine | A | pIC50 | 8.29 | 8.29 | 8.29 | ChEMBL |
| δ | OPRD | Human | Opioid | A | pIC50 | 4.62 | 4.62 | 4.62 | ChEMBL |
| A3 | AA3R | Human | Adenosine | A | pIC50 | 4.92 | 4.92 | 4.92 | ChEMBL |
| κ | OPRK | Human | Opioid | A | pIC50 | 4.61 | 4.61 | 4.61 | ChEMBL |
| μ | OPRM | Human | Opioid | A | pIC50 | 4.68 | 4.68 | 4.68 | ChEMBL |
| D2 | DRD2 | Human | Dopamine | A | pIC50 | 8.79 | 8.79 | 8.79 | ChEMBL |
| 5-HT1A | 5HT1A | Rat | 5-Hydroxytryptamine | A | pIC50 | 8.24 | 8.24 | 8.24 | Drug Central |
| α1A | ADA1A | Rat | Adrenoceptors | A | pIC50 | 8.12 | 8.12 | 8.12 | Drug Central |
| NPS | NPSR1 | Human | Neuropeptide S | A | Potency | 4.6 | 4.8 | 5.0 | ChEMBL |