PERPHENAZINE

Search structure
Trade Names:
Synonyms:
Status: Approved (1957)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N05AB03
UNII: FTA7XXY4EZ

Structure
InChI Key RGCVKNLCSQQDEP-UHFFFAOYSA-N
Smile OCCN1CCN(CCCN2c3ccccc3Sc3ccc(Cl)cc32)CC1
InChI
InChI=1S/C21H26ClN3OS/c22-17-6-7-21-19(16-17)25(18-4-1-2-5-20(18)27-21)9-3-8-23-10-12-24(13-11-23)14-15-26/h1-2,4-7,16,26H,3,8-15H2

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H26ClN3OS
Molecular Weight 403.98
AlogP 3.94
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 27.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST Dopamine D2 receptor antagonist
Primary Target
D2 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Aminoacyltransferase
- 13424-16156 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- 4490 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- 18500 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 21300 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 120 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 13900 - - -
Enzyme Hydrolase
- - - -
Enzyme Oxidoreductase
- 33 - - -
Enzyme Transferase
- - - - 3.47-3.518
Enzyme
- 13424-16156 - - 3.47-3.518
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - 10.02-36.55
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 4216 - 3454.1 -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Chemokine receptor CX3C chemokine receptor
- 2949.1 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) N-formyl methionyl peptide receptor N-formyl methionyl peptide receptor
- 4803.41 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Neuropeptide receptor
- 3217.72 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Carboxylic acid receptor Kynurenic acid receptor
- 5966.8 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR)
- 5164.56 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 2774.51 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 0.3 - - 99.5-100.2
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - 23 -
Membrane receptor Family A G protein-coupled receptor
- 0.3 - 23 99.5-100.2
Membrane receptor Family B G protein-coupled receptor Peptide receptor (family B GPCR) Glucagon-like receptor Glucagon-like peptide receptor
- 3931.05 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 113.26
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 34840 - - -
Transporter
- 1400 - - 113.26
Unclassified protein
- 6242.57 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Depressive Disorder 3 D003866 ClinicalTrials
Psychomotor Agitation 3 D011595 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Ischemic Stroke 2 D000083242 ClinicalTrials

Related Entries

MCS

Scaffolds

Mixture

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
24.89
Psychiatric disorders
20.68
General disorders and administration site conditions
11.83
Musculoskeletal and connective tissue disorders
6.67
Injury, poisoning and procedural complications
6.27
Cardiac disorders
4.8
Investigations
4.21
Skin and subcutaneous tissue disorders
3.18
Respiratory, thoracic and mediastinal disorders
2.9
Pregnancy, puerperium and perinatal conditions
2.06
Eye disorders
2.02

Cross References

Resources Reference
CAS NUMBER 58-39-9
ChEBI 8028
ChEMBL CHEMBL567
DrugBank DB00850
DrugCentral 2113
EPA CompTox DTXSID1023441
FDA SRS FTA7XXY4EZ
Human Metabolome Database HMDB14988
Guide to Pharmacology 209
KEGG C07427
PharmGKB PA450882
PubChem 4748
SureChEMBL SCHEMBL42125
ZINC ZINC000019228902
CONTENTS