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
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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?
Classification Click here for help
Compound class Natural product or derivative
Approved drug? Yes (FDA (1973))
WHO Essential Medicine WHO Essential Medicines List (EML) (23rd List, 2023). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
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
Specialist databases
GPCRdb Ligand atropine
Other databases
CAS Registry No. 51-55-8 (source: Scifinder)
ChEMBL Ligand CHEMBL517712
DrugBank Ligand DB00572
DrugCentral Ligand 260
GtoPdb PubChem SID 135652667
PubChem CID 174174
Search Google for chemical match using the InChIKey RKUNBYITZUJHSG-SPUOUPEWSA-N
Search Google for chemicals with the same backbone RKUNBYITZUJHSG
UniChem Compound Search for chemical match using the InChIKey RKUNBYITZUJHSG-SPUOUPEWSA-N
UniChem Connectivity Search for chemical match using the InChIKey RKUNBYITZUJHSG-SPUOUPEWSA-N
Wikipedia Atropine