rivastigmine   Click here for help

GtoPdb Ligand ID: 6602

Synonyms: Ena 713 free base | Exelon®
Approved drug
rivastigmine is an approved drug (FDA (2000), EMA (1998))
Compound class: Synthetic organic
Comment: Marketed formulations may contain rivastigmine hydrogen tartrate (PubChem CID 14254240).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 32.78
Molecular weight 250.17
XLogP 2.29
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCN(C(=O)Oc1cccc(c1)C(N(C)C)C)C
Isomeric SMILES CCN(C(=O)Oc1cccc(c1)[C@@H](N(C)C)C)C
InChI InChI=1S/C14H22N2O2/c1-6-16(5)14(17)18-13-9-7-8-12(10-13)11(2)15(3)4/h7-11H,6H2,1-5H3/t11-/m0/s1
InChI Key XSVMFMHYUFZWBK-NSHDSACASA-N
References
1. Birks J, McGuinness B, Craig D. (2013)
Rivastigmine for vascular cognitive impairment.
Cochrane Database Syst Rev, 5: CD004744. [PMID:23728651]
2. Henderson EJ, Lord SR, Brodie MA, Gaunt DM, Lawrence AD, Close JCT, Whone AL, Ben-Shlomo Y. (2016)
Rivastigmine for gait stability in patients with Parkinson's disease (ReSPonD): a randomised, double-blind, placebo-controlled, phase 2 trial.
The Lancet Neurology, Online First.
3. Luo W, Yu QS, Kulkarni SS, Parrish DA, Holloway HW, Tweedie D, Shafferman A, Lahiri DK, Brossi A, Greig NH. (2006)
Inhibition of human acetyl- and butyrylcholinesterase by novel carbamates of (-)- and (+)-tetrahydrofurobenzofuran and methanobenzodioxepine.
J Med Chem, 49 (7): 2174-85. [PMID:16570913]