ipratropium

Ligand id: 325

Name: ipratropium

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View more information in the IUPHAR Pharmacology Education Project: 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 (FDA (1986))
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®
Database Links
CAS Registry No. 60205-81-4
ChEBI CHEBI:5956
ChEMBL Ligand ChEMBL1615433
DrugBank Ligand DB00332
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
Search UniChem for chemical match using the InChIKey OEXHQOGQTVQTAT-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone OEXHQOGQTVQTAT
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.