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
Endogenous/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
D2 DRD2 Human Dopamine A pKi 8.84 9.05 9.27 ChEMBL
5-HT2C K7GSR7 Pig 5-Hydroxytryptamine A pKi 5.59 6.17 6.76 PDSP Ki database
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
D3 DRD3 Human Dopamine A pKi 8.49 9.33 9.96 PDSP Ki database
5-HT1A 5HT1A Human 5-Hydroxytryptamine A pKi 5.55 6.38 6.84 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
D4 DRD4 Rat Dopamine A pKi 8.03 8.03 8.03 PDSP Ki database
D2 DRD2 Rat Dopamine A pKi 9.08 9.23 9.3 PDSP Ki database
α2C ADA2C Human Adrenoceptors A pKi 6.91 7.33 7.54 PDSP Ki database
α2A ADA2A Human Adrenoceptors A pKi 6.5 6.51 6.52 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
D3 DRD3 Rat Dopamine A pKi 8.52 9.12 9.7 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
D1 DRD1 Bovine Dopamine A pKi 6.47 6.84 7.74 PDSP Ki database
D2 DRD2 Bovine Dopamine A pKi 8.92 9.18 9.52 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-HT5A 5HT5A Human 5-Hydroxytryptamine A pKi 6.84 6.84 6.84 PDSP Ki database
5-HT7 5HT7R Human 5-Hydroxytryptamine A pKi 8.1 8.1 8.1 PDSP Ki database
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 5.14 5.4 5.66 PDSP Ki database
M3 ACM3 Human Acetylcholine (muscarinic) A pKi 5.84 5.84 5.84 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
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
β2 ADRB2 Human Adrenoceptors A pKi 5.0 5.0 5.0 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
EP4 PE2R4 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
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
M1 ACM1 Human Acetylcholine (muscarinic) A pKi 5.49 5.72 5.96 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-HT2B 5HT2B Human 5-Hydroxytryptamine A pKi 8.12 8.12 8.12 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
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
MC5 MC5R Human Melanocortin A pKi 8.3 8.3 8.3 Drug Central
δ OPRD Human Opioid A pKi 8.29 8.29 8.29 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
M2 ACM2 Human Acetylcholine (muscarinic) A pKi 8.25 8.25 8.25 Drug Central
α1B ADA1B Human Adrenoceptors A pKi 7.89 7.89 7.89 PDSP Ki database
β1 ADRB1 Human Adrenoceptors A pKi 5.0 5.0 5.0 PDSP Ki database
β3 ADRB3 Human Adrenoceptors A pKi 8.33 8.33 8.33 Drug Central
H2 HRH2 Human Histamine A pKi 6.25 6.25 6.25 PDSP Ki database
H3 HRH3 Human Histamine A pKi 6.0 6.0 6.0 PDSP Ki database
κ OPRK Human Opioid A pKi 8.3 8.3 8.3 Drug Central
5-HT1B 5HT1B Rat 5-Hydroxytryptamine A pKi 8.22 8.22 8.22 Drug Central
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