atropine   Click here for help

GtoPdb Ligand ID: 320

Synonyms: Atropen® | hyoscyamine
Approved drug
atropine is an approved drug (FDA (1973))
Comment: Atropine is a muscarinic acetylcholine receptor (mAChR) antagonist.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 49.77
Molecular weight 289.17
XLogP 1.83
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC(c1ccccc1)C(=O)OC1CC2CCC(C1)N2C
Isomeric SMILES OCC(c1ccccc1)C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)N2C
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?
InChI Key RKUNBYITZUJHSG-SPUOUPEWSA-N
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (1973))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate
Synonyms Click here for help
Atropen® | hyoscyamine
Database Links Click here for help
CAS Registry No. 51-55-8 (source: Scifinder)
ChEBI CHEBI:16684
ChEMBL Ligand CHEMBL517712
DrugBank Ligand DB00572
DrugCentral Ligand 260
GtoPdb PubChem SID 135652667
PubChem CID 174174
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Wikipedia Atropine