PROMETHAZINE

Search structure
Synonyms:
Status: Approved (1951)
Entry Type: Small molecule
Molecule Category: Parent
ATC: D04AA10
UNII: FF28EJQ494

Structure
InChI Key PWWVAXIEGOYWEE-UHFFFAOYSA-N
Smile CC(CN1c2ccccc2Sc2ccccc21)N(C)C
InChI
InChI=1S/C17H20N2S/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19/h4-11,13H,12H2,1-3H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H20N2S
Molecular Weight 284.43
AlogP 4.24
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 3.0
Polar Surface Area 6.48
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 20.0

Pharmacology

Primary Target
H1 receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 3400 - - -
Enzyme Hydrolase
- - - - 7.788-17.61
Enzyme Oxidoreductase
- 271000 - 216000 -
Enzyme Transferase
- - - - 22
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 18000 - - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 6900 - - 61
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- 14 - 1.057 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 183 - 21 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 100-779 - 1372 84
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 2.871-5.4 - 0.334 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 23-67 - 1128 -
Membrane receptor
- 100-779 - 0.334 84
Surface antigen
8000 - - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 4010-7590 - 2130 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 35100 - - 71.1
Transporter
- 4010-7590 - 2130 71.1
Unclassified protein
- 60000 50000 - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Anxiety 3 D001007 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Hyperemesis Gravidarum 3 D006939 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Migraine with Aura 3 D020325 ClinicalTrials
Vomiting 3 D014839 ClinicalTrials
Nausea 3 D009325 ClinicalTrials
Vertigo 3 D014717 ClinicalTrials
Depressive Disorder 3 D003866 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Migraine without Aura 3 D020326 ClinicalTrials
Motion Sickness 2 D009041 ClinicalTrials
Gastroparesis 2 D018589 ClinicalTrials
Crohn Disease 2 D003424 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 60-87-7
ChEBI 8461
ChEMBL CHEMBL643
DrugBank DB01069
DrugCentral 2286
EPA CompTox DTXSID7023518
FDA SRS FF28EJQ494
Human Metabolome Database HMDB15202
Guide to Pharmacology 7282
KEGG C07404
PharmGKB PA451128
PubChem 4927
SureChEMBL SCHEMBL4700
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