Acamprosate calciumProduct ingredient for Acamprosate

Name
Acamprosate calcium
Drug Entry
Acamprosate

Alcohol use disorder is responsible for a large worldwide burden of morbidity, premature mortality, and economic consequences resulting from accidents, violence, incarceration, decreased productivity, and increased healthcare spending.8

Acamprosate, also known by the brand name Campral, is a drug used for the maintenance of alcohol abstinence. It is a structural analogue of the neurotransmitter γ-aminobutyric acid (GABA).12 Acamprosate is the first medication specifically formulated for the maintenance of alcohol abstinence in ethanol-dependent patients after alcohol detoxification4, unlike naltrexone and disulfiram. It was first approved by the FDA in 2004 and initially marketed by Forest Laboratories.13

Accession Number
DBSALT000002
Structure
Thumb
Synonyms
Not Available
UNII
59375N1D0U
CAS Number
77337-73-6
Weight
Average: 400.482
Monoisotopic: 400.028698161
Chemical Formula
C10H20CaN2O8S2
InChI Key
BUVGWDNTAWHSKI-UHFFFAOYSA-L
InChI
InChI=1S/2C5H11NO4S.Ca/c2*1-5(7)6-3-2-4-11(8,9)10;/h2*2-4H2,1H3,(H,6,7)(H,8,9,10);/q;;+2/p-2
IUPAC Name
calcium N-(3-sulfopropyl)ethanimidic acid N-(3-sulfonatopropyl)ethanecarboximidate
SMILES
[Ca++].CC(O)=NCCCS(O)(=O)=O.CC([O-])=NCCCS([O-])(=O)=O
PubChem Compound
155434
ChemSpider
136929
ChEBI
51042
ChEMBL
CHEMBL2068724
Wikipedia
Acamprosate
Predicted Properties
PropertyValueSource
Water Solubility1.97 mg/mLALOGPS
logP0.8ALOGPS
logP-2.3ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)-1.2ChemAxon
pKa (Strongest Basic)4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area92.62 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity48.86 m3·mol-1ChemAxon
Polarizability16.5 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon