acamprosate   Click here for help

GtoPdb Ligand ID: 7106

Synonyms: Campral®
Approved drug
acamprosate is an approved drug (FDA (2004))
Compound class: Synthetic organic
Comment: Acamprosate is a NMDA glutamate receptor antagonist and a positive allosteric modulator of GABAA receptors.
Marketed formulations contain acamprosate calcium (PubChem CID 155434).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 95.34
Molecular weight 181.04
XLogP -0.63
No. Lipinski's rules broken 0
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Canonical SMILES CC(=NCCCS(=O)(=O)O)O
Isomeric SMILES CC(=NCCCS(=O)(=O)O)O
InChI InChI=1S/C5H11NO4S/c1-5(7)6-3-2-4-11(8,9)10/h2-4H2,1H3,(H,6,7)(H,8,9,10)
1. De Witte P, Littleton J, Parot P, Koob G. (2005)
Neuroprotective and abstinence-promoting effects of acamprosate: elucidating the mechanism of action.
CNS Drugs, 19 (6): 517-37. [PMID:15963001]
2. Erickson CA, Mullett JE, McDougle CJ. (2010)
Brief report: acamprosate in fragile X syndrome.
J Autism Dev Disord, 40 (11): 1412-6. [PMID:20213249]
3. Erickson CA, Wink LK, Ray B, Early MC, Stiegelmeyer E, Mathieu-Frasier L, Patrick V, Lahiri DK, McDougle CJ. (2013)
Impact of acamprosate on behavior and brain-derived neurotrophic factor: an open-label study in youth with fragile X syndrome.
Psychopharmacology (Berl.), 228 (1): 75-84. [PMID:23436129]