Carbocisteine lysineProduct ingredient for Carbocisteine

Name
Carbocisteine lysine
Drug Entry
Carbocisteine

Dyspnea and cough are common symptoms of chronic obstructive pulmonary disease (COPD)11 and other respiratory conditions characterized by increased mucus production. Individuals with COPD have a greater risk of pulmonary infection due to the growth and accumulation of viruses and bacteria in thick bronchial mucus. Carbocisteine is a mucolytic drug that alleviates respiratory symptoms and infections by reducing the viscosity of mucus, allowing it to be expelled.16

Several licenses for this drug were withdrawn following serious and fatal paradoxical effects after carbocisteine therapy in children; respiratory dress, dyspnea, and cough aggravation were reported by physicians in France and Italy.3 Carbocisteine is currently not FDA or Health Canada approved, but is approved for use in Asia, Europe, and South America.

Accession Number
DBSALT003064
Structure
Synonyms
Carbocysteine lysine / Lysine carbocysteinate / Lysine carboxymethyl cysteinate
External IDs
256-425-9
UNII
1D1Y95PXXA
CAS Number
49673-81-6
Weight
Average: 325.38
Monoisotopic: 325.130756647
Chemical Formula
C11H23N3O6S
InChI Key
SAGXGPWVLUSDSQ-RVZXSAGBSA-N
InChI
InChI=1S/C6H14N2O2.C5H9NO4S/c7-4-2-1-3-5(8)6(9)10;6-3(5(9)10)1-11-2-4(7)8/h5H,1-4,7-8H2,(H,9,10);3H,1-2,6H2,(H,7,8)(H,9,10)/t5-;3-/m00/s1
IUPAC Name
(2R)-2-amino-3-[(carboxymethyl)sulfanyl]propanoic acid; (2S)-2,6-diaminohexanoic acid
SMILES
NCCCC[C@H](N)C(O)=O.N[C@@H](CSCC(O)=O)C(O)=O
ChemSpider
4954595
Predicted Properties
PropertyValueSource
Water Solubility21.6 mg/mLALOGPS
logP-3.2ALOGPS
logP-3.3Chemaxon
logS-0.92ALOGPS
pKa (Strongest Acidic)1.84Chemaxon
pKa (Strongest Basic)9.14Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area100.62 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity39.11 m3·mol-1Chemaxon
Polarizability16.72 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon