LCR

(2-{4-[(R)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid

Created:	2015-09-16
Last modified:	2020-06-05

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1 entries where LCR is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	52
Chiral Atom Count	1
Bond Count	54
Aromatic Bond Count	12

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Chemical Component Summary
Name	(2-{4-[(R)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid
Synonyms	R-levocetirizine
Systematic Name (OpenEye OEToolkits)	2-[2-[4-[(R)-(4-chlorophenyl)-phenyl-methyl]piperazin-1-yl]ethoxy]ethanoic acid
Formula	C₂₁ H₂₅ Cl N₂ O₃
Molecular Weight	388.888
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C(O)COCCN1CCN(CC1)C(c2ccccc2)c3ccc(Cl)cc3
SMILES	CACTVS	3.385	OC(=O)COCCN1CCN(CC1)[CH](c2ccccc2)c3ccc(Cl)cc3
SMILES	OpenEye OEToolkits	1.9.2	c1ccc(cc1)C(c2ccc(cc2)Cl)N3CCN(CC3)CCOCC(=O)O
Canonical SMILES	CACTVS	3.385	OC(=O)COCCN1CCN(CC1)[C@H](c2ccccc2)c3ccc(Cl)cc3
Canonical SMILES	OpenEye OEToolkits	1.9.2	c1ccc(cc1)[C@H](c2ccc(cc2)Cl)N3CCN(CC3)CCOCC(=O)O
InChI	InChI	1.03	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)/t21-/m1/s1
InChIKey	InChI	1.03	ZKLPARSLTMPFCP-OAQYLSRUSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

DrugBank ID	DB06282
Name	Levocetirizine
Groups	approved
Description	Levocetirizine is a selective histamine H<sub>1</sub> antagonist used to treat a variety of allergic symptoms.[A181748,A181790,L7694] It is the R enantiomer of [cetirizine].[L7694] Levocetirizine has greater affinity for the histamine H<sub>1</sub> receptor than cetirizine.[L7694] Levocetirizine was granted FDA approval in 1995.[L7694]
Synonyms	2-(2-{4-[(R)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid Levocetirizina Levocetirizine dihydrochloride Levocetirizine
Brand Names	Allergy Relief Childrens Xyzal Allergy DG Health Allergy Relief Xyzal Levocetirizine Dihydrochloride 2% / Mupirocin 2% / Triamcinolone Acetonide 0.025% Imiquimod 5% / Levocetirizine Dihydrochloride 1% / Niacinamide 2% Allery Relief 24HR Levocetirizine dihydrochloride Good Sense Levocetirizine Levocetirizine Basic Care Allergy Relief 24HR Allergy Relief Curist Allergy Relief Imiquimod 5% / Levocetirizine Dihydrochloride 1% / Tretinoin 0.05% Allergy Relief 24HR Clobetasol Propionate 0.05% / Levocetirizine Dihydrochloride 2% AlloPAX Nazirex Compounding Kit Levocetirizine Dihydrochloride Hydrocortisone 2.5% / Levocetirizine Dihydrochloride 2% Xyzal Allergy 24HR Topcare All Day Allergy
Indication	Levocetirizine is indicated to treat symptoms of perennial allergic rhinitis and uncomplicated skin manifestations of chronic idiopathic urticaria.[L7694] It is also used over the counter for a variety of mild allergy symptoms.[A181748]
Categories	Antihistamines for Systemic Use Central Nervous System Depressants Cytochrome P-450 CYP3A Substrates Cytochrome P-450 CYP3A4 Substrates Cytochrome P-450 Substrates Drugs that are Mainly Renally Excreted Histamine Agents Histamine Antagonists Histamine H1 Antagonists Histamine H1 Antagonists, Non-Sedating Neurotransmitter Agents Piperazine Derivatives Piperazines Potential QTc-Prolonging Agents QTc Prolonging Agents
ATC-Code	R06AE09
CAS number	130018-77-8

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

Name	Target Sequence	Pharmacological Action	Actions
Histamine H1 receptor	MSLPNSSCLLEDKMCEGNKTTMASPQLMPLVVVLSTICLVTVGLNLLVLY...	unknown	antagonist,inhibitor
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	substrate
Albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	binder
Solute carrier family 22 member 11	MAFSKLLEQAGGVGLFQTLQVLTFILPCLMIPSQMLLENFSAAIPGHRCW...	unknown	substrate

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682