promethazine   

GtoPdb Ligand ID: 7282

Synonyms: Phenergan® | Sominex®
promethazine is an approved drug (FDA (1951))
Compound class: Synthetic organic
Comment: This drug is a first-generation antihistamine with strong sedative and weak antipsychotic effects. Additional properties include antiemetic and anticholinergic actions.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 31.78
Molecular weight 284.13
XLogP 4.4
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CN(C(CN1c2ccccc2Sc2c1cccc2)C)C
Isomeric SMILES CN(C(CN1c2ccccc2Sc2c1cccc2)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
InChI Key PWWVAXIEGOYWEE-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1951))
IUPAC Name
dimethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]amine
International Nonproprietary Names
INN number INN
516 promethazine
Synonyms
Phenergan® | Sominex®
Database Links
CAS Registry No. 60-87-7
ChEMBL Ligand CHEMBL643
DrugBank Ligand DB01069
DrugCentral Ligand 2286
GtoPdb PubChem SID 178103856
PubChem CID 4927
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Wikipedia Promethazine