PROCHLORPERAZINE

Search structure
Trade Names:
Synonyms:
Status: Approved (1956)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N05AB04
UNII: YHP6YLT61T

Structure
InChI Key WIKYUJGCLQQFNW-UHFFFAOYSA-N
Smile CN1CCN(CCCN2c3ccccc3Sc3ccc(Cl)cc32)CC1
InChI
InChI=1S/C20H24ClN3S/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)25-20-8-7-16(21)15-18(20)24/h2-3,5-8,15H,4,9-14H2,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H24ClN3S
Molecular Weight 373.95
AlogP 4.58
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 4.0
Polar Surface Area 9.72
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 25.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST Dopamine D2 receptor antagonist
Primary Target
D2 receptor
D3 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A2
- 2000 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 300 - - -
Enzyme Hydrolase
- - - - 8.144-16.97
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- 5684 - - -
Enzyme Oxidoreductase
- 7500 - - -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 1848.1 - 1514.1 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- 1013 - 1107 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 10 - 12 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 11 - 3.608 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 24 - 2.794 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 102 - 1205 -
Membrane receptor
- 10 - 1107 -
Other cytosolic protein
- 3773.28 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 1169 - 1379 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 49600 - - 66.5
Transporter
- 1169 - 1379 66.5

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Genital Neoplasms, Female 3 D005833 ClinicalTrials
Nausea 3 D009325 ClinicalTrials
Headache 3 D006261 ClinicalTrials
Nausea 3 D009325 ClinicalTrials
Migraine Disorders 3 D008881 ClinicalTrials
Cardiotoxicity 1 D066126 ClinicalTrials
Multiple Myeloma 1 D009101 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
28.3
Immune system disorders
13.21
Psychiatric disorders
13.21
General disorders and administration site conditions
9.43
Gastrointestinal disorders
7.55
Vascular disorders
7.55
Cardiac disorders
5.66
Injury, poisoning and procedural complications
3.77
Musculoskeletal and connective tissue disorders
3.77

Cross References

Resources Reference
CAS NUMBER 58-38-8
ChEBI 8435
ChEMBL CHEMBL728
DrugBank DB00433
DrugCentral 2274
EPA CompTox DTXSID7023514
FDA SRS YHP6YLT61T
Human Metabolome Database HMDB14577
Guide to Pharmacology 7279
KEGG C07403
PDB P77
PharmGKB PA451114
PubChem 4917
SureChEMBL SCHEMBL18429
ZINC ZINC000019796018
CONTENTS