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olopatadine   Click here for help

GtoPdb Ligand ID: 7249

Synonyms: ALO-4943A | KW-4679 | Opatanol® | Patanol® | Pazeo®
Approved drug Immunopharmacology Ligand
olopatadine is an approved drug (FDA (1996), EMA (2002))
Compound class: Synthetic organic
Comment: Olopatadine is an antihistamine.
Marketed formulations may contain olopatadine hydrochloride (PubChem CID 5282402).
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View more information in the IUPHAR Pharmacology Education Project: olopatadine

2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Click here for structure editor
Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 49.77
Molecular weight 337.17
XLogP 3.42
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES CN(CCC=C1c2cc(ccc2OCc2c1cccc2)CC(=O)O)C
Isomeric SMILES CN(CC/C=C/1\c2cc(ccc2OCc2c1cccc2)CC(=O)O)C
InChI InChI=1S/C21H23NO3/c1-22(2)11-5-8-18-17-7-4-3-6-16(17)14-25-20-10-9-15(12-19(18)20)13-21(23)24/h3-4,6-10,12H,5,11,13-14H2,1-2H3,(H,23,24)/b18-8-
InChI Key JBIMVDZLSHOPLA-LSCVHKIXSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. EU EMA (2002)  |  US FDA (1996)
IUPAC Name Click here for help
2-[(11Z)-11-[3-(dimethylamino)propylidene]-6H-benzo[c][1]benzoxepin-2-yl]acetic acid
International Nonproprietary Names Click here for help
INN number INN
7257 olopatadine
Synonyms Click here for help
ALO-4943A | KW-4679 | Opatanol® | Patanol® | Pazeo®
Database Links Click here for help
CAS Registry No. 113806-05-6
ChEMBL Ligand CHEMBL1189432
DrugBank Ligand DB00768
DrugCentral Ligand 1986
GtoPdb PubChem SID 178103823
PubChem CID 5281071
Search Google for chemical match using the InChIKey JBIMVDZLSHOPLA-LSCVHKIXSA-N
Search Google for chemicals with the same backbone JBIMVDZLSHOPLA
Search PubMed clinical trials olopatadine
Search PubMed titles olopatadine
Search PubMed titles/abstracts olopatadine
UniChem Compound Search for chemical match using the InChIKey JBIMVDZLSHOPLA-LSCVHKIXSA-N
UniChem Connectivity Search for chemical match using the InChIKey JBIMVDZLSHOPLA-LSCVHKIXSA-N
Wikipedia Olopatadine