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
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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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1956))
IUPAC Name Click here for help
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
Specialist databases
GPCRdb Ligand hydroxyzine
Other databases
CAS Registry No. 68-88-2
DrugBank Ligand DB00557
DrugCentral Ligand 1400
GtoPdb PubChem SID 178103774
PubChem CID 3658
Search Google for chemical match using the InChIKey ZQDWXGKKHFNSQK-UHFFFAOYSA-N
Search Google for chemicals with the same backbone ZQDWXGKKHFNSQK
Search PubMed clinical trials hydroxyzine
Search PubMed titles hydroxyzine
Search PubMed titles/abstracts hydroxyzine
UniChem Compound Search for chemical match using the InChIKey ZQDWXGKKHFNSQK-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZQDWXGKKHFNSQK-UHFFFAOYSA-N
Wikipedia Hydroxyzine