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Ipratropium

Athanor · official

C20H30NO3+ · 332.5 g/mol

IUPAC name: [(1R,5S)-8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate

Also called Atrovent, muscarinic antagonist, anticholinergic bronchodilator, ipratropium bromide

Drugs
Open in Athanor
The structure of Ipratropium
Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name
[(1R,5S)-8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate
Synonyms
Atrovent, muscarinic antagonist, anticholinergic bronchodilator
+ 39 more

ipratropium bromide, Ipratropium ion, Ipratropium cation, N-Isopropylatropine, [(1S,5R)-8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate, (3-endo,8-syn)-3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8-isopropyl-8-methyl-8-azoniabicyclo[3.2.1]octane, GR88G0I6UL, Ipatropium Bromide, Ipratropium, exo-, Ipratropium, anti-, Ipratropium, exo,anti-, ZEN3TX7PXM, IPRATROPIUM [VANDF], SCHEMBL3125, HGQ623MT4H, IPRATROPIUM [WHO-DD], 9TY76QB93Q, CHEBI:5956, orb1740455, SCHEMBL7862886, CHEMBL1621597, CHEMBL1740585, DTXSID9048437, SCHEMBL19665229, SCHEMBL19665230, SCHEMBL29904484, BDBM228865, HMS2089K19, (3-endo,8-syn)-3-(3-Hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-8-(1-methylethyl)-8-azoniabicyclo[3.2.1]octane, (endo,syn)-(+-)-3-(3-Hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-8-(1-methylethyl)-8-azoniabicyclo(3.2.1)octane, US9333195, IPRATROPIUM, BDBM50021892, BDBM50581210, DB00332, NCGC00022819-04, NCGC00089786-02, Ipratropium Related Compound B [USP-RS], PD039288, NS00007222

Molecular formula
C20H30NO3+
Empirical formula
C20H30NO3
Molecular weight
332.5 g/mol
Exact mass
332.22257
CAS number
22254-24-6
PubChem CID
657309
Canonical SMILES
CC(C)[N+]1(C2CCC1CC(C2)OC(=O)C(CO)C3=CC=CC=C3)C
Isomeric SMILES
CC(C)[N+]1([C@@H]2CC[C@H]1CC(C2)OC(=O)C(CO)C3=CC=CC=C3)C
InChI
InChI=1S/C20H30NO3/c1-14(2)21(3)16-9-10-17(21)12-18(11-16)24-20(23)19(13-22)15-7-5-4-6-8-15/h4-8,14,16-19,22H,9-13H2,1-3H3/q+1/t16-,17+,18?,19?,21?
InChIKey
OEXHQOGQTVQTAT-BZQJJPTISA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
24
Rings
3
Aromatic rings
1
Fraction sp³ carbons (Fsp3)
0.65
H-bond donors
1
H-bond acceptors
3
Rotatable bonds
5 computed here · PubChem 6
TPSA (Ų)
46.5
Formal charge
1
XLogP3
2.6 PubChem
Complexity
430 PubChem
Stereocenters
3 defined, 2 undefinedCIP: N4: undefined · C6: S · C9: R · C11: r · C16: undefined
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C72.25%
  • H9.10%
  • N4.21%
  • O14.44%

Isotope pattern

100%332.22322%333.2263.0%334.229335.231

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
2.85 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-3.55 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
4.8 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 332.46
  • log P ≤ 5 (Crippen): 2.85
  • H-bond donors ≤ 5: 1
  • H-bond acceptors ≤ 10: 3

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

No GHS hazard classification was found in the sources.

Safety data sheets on the supplier’s page: Alfa Chemistry, Mcule, BenchChem.

Always read the supplier’s safety data sheet before working with it.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  2. ·Literature on PubChem

Data last updated 2026-10-14.