ipratropium

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Ligands
ipratropium

Ligand id: 325

Name: ipratropium

Structure and Physico-chemical Properties

2D Structure

Calculated Physico-chemical Properties
Hydrogen bond acceptors	3
Hydrogen bond donors	1
Rotatable bonds	6
Topological polar surface area	46.53
Molecular weight	332.22
XLogP	4.23
No. Lipinski's rules broken	0

Molecular properties generated using the CDK

Classification
Compound class	Synthetic organic
Approved drug?	Yes (source: FDA (1986))

IUPAC Name
(8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenylpropanoate

IUPAC Name

(8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl) 3-hydroxy-2-phenylpropanoate

International Nonproprietary Names
INN number	INN
3263	ipratropium bromide

Synonyms
Atrovent®
Ipraxa®

Synonyms

Atrovent®

Ipraxa®

Database Links
CAS Registry No.	60205-81-4
ChEBI	CHEBI:5956
ChEMBL Ligand	ChEMBL1615433
DrugBank Ligand	DB00332
PharmGKB Drug	PA450082
PubChem CID	3746
Search Google for chemical match using the InChIKey	OEXHQOGQTVQTAT-UHFFFAOYSA-N
Search Google for chemicals with the same backbone	OEXHQOGQTVQTAT
Search PubMed clinical trials	ipratropium bromide
Search PubMed titles	ipratropium bromide
Search PubMed titles/abstracts	ipratropium bromide
Wikipedia	Ipratropium

Comments
The approved drug and INN-assigned compound is ipratropium bromide, and is a racemic mixture of two enantiomers. We depict the non-bromide parent compound, and our structure does not specify stereochemistry and represents the mixture. The PubChem and ChEMBL entries linked to above also show the non-isomeric structure. The PubChem entries which represent the two enatiomers found in the racemate are CID 657309 and CID 43232. Bioactivity data on PubChem is split between the parent compound and the bromide form. Our references specify bioactivity data for the parent compound.

Comments

The approved drug and INN-assigned compound is ipratropium bromide, and is a racemic mixture of two enantiomers. We depict the non-bromide parent compound, and our structure does not specify stereochemistry and represents the mixture. The PubChem and ChEMBL entries linked to above also show the non-isomeric structure. The PubChem entries which represent the two enatiomers found in the racemate are CID 657309 and CID 43232. Bioactivity data on PubChem is split between the parent compound and the bromide form. Our references specify bioactivity data for the parent compound.