atropine   

GtoPdb Ligand ID: 320

Synonyms: Atropen® | hyoscyamine
atropine is an approved drug (FDA (1973))
Comment: Atropine is a muscarinic acetylcholine receptor (mAChR) antagonist.
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: atropine

2D Structure
Click here for structure editor
Physico-chemical Properties
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
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
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
[(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate
Synonyms
Atropen® | hyoscyamine
Comments
Atropine is a muscarinic acetylcholine receptor (mAChR) antagonist.
Database Links
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
Search Google for chemical match using the InChIKey RKUNBYITZUJHSG-SPUOUPEWSA-N
Search Google for chemicals with the same backbone RKUNBYITZUJHSG
Search UniChem for chemical match using the InChIKey RKUNBYITZUJHSG-SPUOUPEWSA-N
Search UniChem for chemicals with the same backbone RKUNBYITZUJHSG
Wikipedia Atropine