FLUPHENAZINE

Search structure
Synonyms:
Status: Approved (1959)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N05AB02
UNII: S79426A41Z

Structure
InChI Key PLDUPXSUYLZYBN-UHFFFAOYSA-N
Smile OCCN1CCN(CCCN2c3ccccc3Sc3ccc(C(F)(F)F)cc32)CC1
InChI
InChI=1S/C22H26F3N3OS/c23-22(24,25)17-6-7-21-19(16-17)28(18-4-1-2-5-20(18)30-21)9-3-8-26-10-12-27(13-11-26)14-15-29/h1-2,4-7,16,29H,3,8-15H2

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H26F3N3OS
Molecular Weight 437.53
AlogP 4.31
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 29.95
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 30.0

Pharmacology

Primary Target
D2 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- 15000 - - 4.238
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase EGFR family
- 19570 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- 7990 - - -
Enzyme Lyase
- 80 - - -
Enzyme Oxidoreductase
- 73700 - 21200 -
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- 5624 - - 27.64-86.58
Ion channel Voltage-gated ion channel Potassium channels Two-pore domain potassium channel
- 4700 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 5705.8 - 4674.6 -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 3700 - - 72.8
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Melanocortin receptor
- 9518 - 8929 -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Neurokinin receptor
- 22484 - 7495 -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
- 20745 - 8421 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- 2683 - 1002 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 154 - 13-81.6 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 0.594 - 0.202-3.21 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 1226 - 4.662-40 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 1644 - 1.458-30 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Adenosine receptor
- 11935 - 6746 -
Membrane receptor
- 0.594 - 0.202-3.21 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 3 Nuclear hormone receptor subfamily 3 group C Nuclear hormone receptor subfamily 3 group C member 4
- - - 800 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 1492 - 1631 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 110000 - - 61.9
Transporter Electrochemical transporter
- 110000 - 1631 61.9
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 5700-10400 - - -
Transporter Primary active transporter P-type ATPase Calcium ATPase
- 15000 - - -
Transporter
- 5700-10400 - 1631 61.9

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Schizophrenia 3 D012559 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt
Salt

Cross References

Resources Reference
CAS NUMBER 69-23-8
ChEBI 5123
ChEMBL CHEMBL726
DrugBank DB00623
DrugCentral 1212
EPA CompTox DTXSID2023068
FDA SRS S79426A41Z
Human Metabolome Database HMDB14761
Guide to Pharmacology 204
KEGG C07010
PharmGKB PA449676
PubChem 3372
SureChEMBL SCHEMBL19221
ZINC ZINC000019203912
CONTENTS