Laquinimod sodiumProduct ingredient for Laquinimod

Name
Laquinimod sodium
Drug Entry
Laquinimod

Laquinimod is an immunomodulator developed by Active Biotech and produced by Teva Pharmaceutical Industries. It is currently under development in phase III trials for treatment of multiple sclerosis as an oral therapy, like fingolimod. It has been shown to reduce disease activity on magnetic resonance imaging and to be well tolerated orally.

Accession Number
DBSALT001816
Structure
Synonyms
Laquinimod sodium
External IDs
TV-5600
UNII
4H914M0CSP
CAS Number
248282-07-7
Weight
Average: 378.79
Monoisotopic: 378.0747144
Chemical Formula
C19H16ClN2NaO3
InChI Key
JWHPPWBIIQMBQC-UHFFFAOYSA-M
InChI
InChI=1S/C19H17ClN2O3.Na/c1-3-22(12-8-5-4-6-9-12)19(25)16-17(23)15-13(20)10-7-11-14(15)21(2)18(16)24;/h4-11,23H,3H2,1-2H3;/q;+1/p-1
IUPAC Name
sodium 5-chloro-3-[ethyl(phenyl)carbamoyl]-1-methyl-2-oxo-1,2-dihydroquinolin-4-olate
SMILES
[Na+].CCN(C(=O)C1=C([O-])C2=C(C=CC=C2Cl)N(C)C1=O)C1=CC=CC=C1
ChemSpider
28528059
ChEMBL
CHEMBL2103814
Predicted Properties
PropertyValueSource
Water Solubility0.0379 mg/mLALOGPS
logP3.38ALOGPS
logP2.55Chemaxon
logS-4ALOGPS
pKa (Strongest Acidic)5.02Chemaxon
pKa (Strongest Basic)-2.2Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area63.68 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity107.86 m3·mol-1Chemaxon
Polarizability35.55 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon