cetirizine   

GtoPdb Ligand ID: 1222

Synonyms: Reactine® | Zyrtec®
cetirizine is an approved drug (FDA (1995))
Compound class: Synthetic organic
Comment: Cetirizine( hydrochloride) is an orally active and selective histamine H1 receptor antagonist. The approved drug is a racemic mixture of two enantiomers, (S)-cetirizine and (R)-cetirizine, each of which are listed on Guide to PHARMACOLOGY with activity data. The structure shown here does not specify stereochemistry and represents the mixture.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 53.01
Molecular weight 388.16
XLogP 2.81
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(=O)COCCN1CCN(CC1)C(c1ccc(cc1)Cl)c1ccccc1
Isomeric SMILES OC(=O)COCCN1CCN(CC1)C(c1ccc(cc1)Cl)c1ccccc1
InChI InChI=1S/C21H25ClN2O3/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)24-12-10-23(11-13-24)14-15-27-16-20(25)26/h1-9,21H,10-16H2,(H,25,26)
InChI Key ZKLPARSLTMPFCP-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1995))
IUPAC Name
2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]acetic acid
International Nonproprietary Names
INN number INN
5520 cetirizine
Synonyms
Reactine® | Zyrtec®
Database Links
BindingDB Ligand 22890
CAS Registry No. 83881-51-0
ChEBI CHEBI:3561
ChEMBL Ligand CHEMBL1000
DrugBank Ligand DB00341
DrugCentral Ligand 581
GtoPdb PubChem SID 135650064
PubChem CID 2678
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Wikipedia Cetirizine