IUPAC name
(1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2S)-3-hydroxy-2-phenylpropanoate
SMILES
CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)[C@H](CO)C1=CC=CC=C1
Compound class
Anti-Arrhythmia Agents; Bronchodilator Agents; Muscarinic Antagonists; Parasympatholytics; Adjuvants, Anesthesia; Mydriatics; Antispasmodics; Alimentary Tract and Metabolism; Drugs for Functional Gastrointestinal Disorders; Belladonna Alkaloids, Tertiary Amines; Belladonna and Derivatives, Plain;
Therapeutic area
For treatment of bladder spasms, peptic ulcer disease, diverticulitis, colic, irritable bowel syndrome, cystitis, and pancreatitis. Also used to treat certain heart conditions, to control the symptoms of Parkinson's disease and rhinitis.
Common name
Hyoscyamine
IUPAC name
(1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2S)-3-hydroxy-2-phenylpropanoate
SMILES
CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)[C@H](CO)C1=CC=CC=C1
INCHI
InChI=1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16-/m1/s1
FORMULA
C17H23NO3
Common name
Hyoscyamine
IUPAC name
(1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl (2S)-3-hydroxy-2-phenylpropanoate
Molecular weight
289.369
clogP
2.033
clogS
-2.173
HBond Acceptor
4
HBond Donor
1
Total Polar Surface Area
49.77
Number of Rings
3
Rotatable Bond
5
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00004 | acetic acid |
|
CC(=O)O | 0.0687 |
| FDBF00005 | benzene |
|
c1ccccc1 | 0.2824 |
| 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 |
| FDBF00734 | (2S)-3-hydroxy-2-phenyl-propanoic acid |
|
C(O)C(C(=O)O)c1ccccc1 | 0.0010 |
| FDBF00919 | [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] acetate |
|
O(C(=O)C)C1CC2CCC(C1)N2C | 0.0007 |
