hydroxyzine   Click here for help

GtoPdb Ligand ID: 7199

Synonyms: Atarax® | hydroxyzine hydrochloride | hydroxyzine pamoate | Vistaril®
Approved drug Immunopharmacology Ligand
hydroxyzine is an approved drug (FDA (1956))
Compound class: Synthetic organic
Comment: Hydroxyzine is a first-generation diphenylmethane and piperazine class antihistamine. Second-generation antihistamine cetirizine is one of the metabolites of hydroxyzine, but cetirizine differs in that it appears not to cross the blood-brain barrier to any significant level.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 35.94
Molecular weight 374.18
XLogP 2.71
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCCOCCN1CCN(CC1)C(c1ccc(cc1)Cl)c1ccccc1
Isomeric SMILES OCCOCCN1CCN(CC1)C(c1ccc(cc1)Cl)c1ccccc1
InChI InChI=1S/C21H27ClN2O2/c22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25/h1-9,21,25H,10-17H2
InChI Key ZQDWXGKKHFNSQK-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1956))
IUPAC Name Click here for help
2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)ethan-1-ol
International Nonproprietary Names Click here for help
INN number INN
599 hydroxyzine
Synonyms Click here for help
Atarax® | hydroxyzine hydrochloride | hydroxyzine pamoate | Vistaril®
Database Links Click here for help
CAS Registry No. 68-88-2
ChEMBL Ligand CHEMBL896
DrugBank Ligand DB00557
DrugCentral Ligand 1400
GtoPdb PubChem SID 178103774
PubChem CID 3658
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Wikipedia Hydroxyzine