IUPAC name
(1R,3R,5S,8R)-3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8-methyl-8-(propan-2-yl)-8-azabicyclo[3.2.1]octan-8-ium bromide
SMILES
[Br-].[H][C@]12CC[C@]([H])(C[C@@H](C1)OC(=O)C(CO)C1=CC=CC=C1)[N@+]2(C)C(C)C
Compound class
Bronchodilator Agents; Muscarinic Antagonists; Cholinergic Antagonists; Antispasmodics; Respiratory System; Drugs for Obstructive Airway Diseases; Nasal Preparations; Adrenergics, Inhalants; Anticholinergics; CYP2D6 Inducers; CYP2D6 Inducers (strong); CYP3A4 Inhibitors;
Therapeutic area
For maintenance treatment of bronchospasm associated with chronic obstructive pulmonary disease, including chronic bronchitis and emphysema.
Common name
Ipratropium bromide
IUPAC name
(1R,3R,5S,8R)-3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8-methyl-8-(propan-2-yl)-8-azabicyclo[3.2.1]octan-8-ium bromide
SMILES
[Br-].[H][C@]12CC[C@]([H])(C[C@@H](C1)OC(=O)C(CO)C1=CC=CC=C1)[N@+]2(C)C(C)C
INCHI
InChI=1S/C20H30NO3.BrH/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;1H/q+1;/p-1/t16-,17+,18+,19?,21+;
FORMULA
C20H30BrNO3
Common name
Ipratropium bromide
IUPAC name
(1R,3R,5S,8R)-3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8-methyl-8-(propan-2-yl)-8-azabicyclo[3.2.1]octan-8-ium bromide
Molecular weight
332.457
clogP
0.276
clogS
-3.693
HBond Acceptor
3
HBond Donor
1
Total Polar Surface Area
46.53
Number of Rings
3
Rotatable Bond
6
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00004 | acetic acid |
|
CC(=O)O | 0.0687 |
| FDBF00005 | benzene |
|
c1ccccc1 | 0.2824 |
| FDBF00007 | propane |
|
C(C)C | 0.2412 |
| FDBF00149 | 3-hydroxypropanoic acid |
|
C(O)CC(=O)O | 0.0038 |
| FDBF00506 | (1S,5R)-8-methyl-8-azabicyclo[3.2.1]octane |
|
C12CCCC(N1C)CC2 | 0.0024 |
| FDBF00731 | 2-phenylacetic acid |
|
OC(=O)Cc1ccccc1 | 0.0024 |
| FDBF00732 | [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] acetate |
|
C1CC2CC(CC1N2C)OC(=O)C | 0.0003 |
| FDBF00733 | (1S,5R)-8-isopropyl-8-methyl-8λ4-azabicyclo[3.2.1]octane |
|
CC(C)[N]1(C2CCC1CCC2)C | 0.0003 |
| FDBF00734 | (2S)-3-hydroxy-2-phenyl-propanoic acid |
|
C(O)C(C(=O)O)c1ccccc1 | 0.0010 |
| FDBF00735 | [(1R,5S)-8-isopropyl-8-methyl-8λ4-azabicyclo[3.2.1]octan-3-yl] acetate |
|
CC(C)[N]1(C2CCC1CC(C2)OC(=O)C)C | 0.0003 |
