5-chloro-N-ethyl-4-hydroxy-1-methyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide

• ChemBase ID: 70528
• Molecular Formular: C19H17ClN2O3
• Molecular Mass: 356.80288
• Monoisotopic Mass: 356.09277009
• SMILES: n1(c(=O)c(c(c2c(cccc12)Cl)O)C(=O)N(c1ccccc1)CC)C
• Canonical SMILES: CCN(C(=O)c1c(O)c2c(Cl)cccc2n(c1=O)C)c1ccccc1
• InChI: InChI=1S/C19H17ClN2O3/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
• InChIKey: GKWPCEFFIHSJOE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-N-ethyl-4-hydroxy-1-methyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide
• IUPAC Traditional name: laquinimod
• Synonyms: 5-Chloro-N-ethyl-4-hydroxy-1-methyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide; Laquinimod; Laquinimod (ABR-215062)

Database IDs

• CAS Number: 248281-84-7; 248282-07-7
• PubChem SID: 162036243
• PubChem CID: 216469; 54677946
• CHEMBL: 66092
• Chemspider ID: 11444966
• Unique Ingredient Identifier: 908SY76S4G
• Wikipedia Title: Laquinimod

CALCULATED PROPERTIES

• Acid pKa: 5.020428
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.952158
• LogD (pH = 7.4): 0.3046486
• Log P: 2.5541253
• Molar Refractivity: 97.3083 cm^3
• Polarizability: 36.80993 Å^3
• Polar Surface Area: 60.85 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Pharmacology Properties

• Target: Others

Product Information

• Purity: 95+%; 97%
• Salt Data: Free Base