2-[(4R)-4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid

• ChemBase ID: 4149
• Molecular Formular: C17H17N3O3
• Molecular Mass: 311.33518
• Monoisotopic Mass: 311.12699142
• SMILES: CC(C)[C@@]1(C)N=C(NC1=O)c1nc2ccccc2cc1C(=O)O
• Canonical SMILES: CC([C@@]1(C)N=C(NC1=O)c1nc2ccccc2cc1C(=O)O)C
• InChI: InChI=1S/C17H17N3O3/c1-9(2)17(3)16(23)19-14(20-17)13-11(15(21)22)8-10-6-4-5-7-12(10)18-13/h4-9H,1-3H3,(H,21,22)(H,19,20,23)/t17-/m1/s1
• InChIKey: CABMTIJINOIHOD-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4R)-4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid
• IUPAC Traditional name: @imazaquin
• Synonyms: IMAZAQUIN

Database IDs

• PubChem SID: 160967581; 46507198
• PubChem CID: 909781

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.6689467
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.0024773
• LogD (pH = 7.4): -0.48096457
• Log P: 2.726477
• Molar Refractivity: 84.1053 cm^3
• Polarizability: 33.360676 Å^3
• Polar Surface Area: 91.65 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.58
• LOG S: -3.71
• Solubility (Water): 6.04e-02 g/l

DETAILS

DrugBank - DB04582

Drug information: experimental