3-[4-hydroxy-1-(3-methylbutyl)-2-oxo-1,2-dihydroquinolin-3-yl]-4H-1$l^{6},2,4-benzothiadiazine-1,1-dione

• ChemBase ID: 4926
• Molecular Formular: C21H21N3O4S
• Molecular Mass: 411.47414
• Monoisotopic Mass: 411.12527717
• SMILES: c12ccccc1S(=O)(=O)N=C(N2)c1c(c2c(n(c1=O)CCC(C)C)cccc2)O
• Canonical SMILES: CC(CCn1c(=O)c(C2=NS(=O)(=O)c3c(N2)cccc3)c(c2c1cccc2)O)C
• InChI: InChI=1S/C21H21N3O4S/c1-13(2)11-12-24-16-9-5-3-7-14(16)19(25)18(21(24)26)20-22-15-8-4-6-10-17(15)29(27,28)23-20/h3-10,13,25H,11-12H2,1-2H3,(H,22,23)
• InChIKey: MQFPIRFODWNQIO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[4-hydroxy-1-(3-methylbutyl)-2-oxo-1,2-dihydroquinolin-3-yl]-4H-1$l^{6},2,4-benzothiadiazine-1,1-dione
• IUPAC Traditional name: 3-[4-hydroxy-1-(3-methylbutyl)-2-oxoquinolin-3-yl]-4H-1$l^{6},2,4-benzothiadiazine-1,1-dione
• Synonyms: 3-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1-(3-methylbutyl)quinolin-2(1H)-one

Database IDs

• PubChem SID: 160968358; 99443746
• PubChem CID: 16001653

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.4647045
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 2.4803805
• LogD (pH = 7.4): 1.542717
• Log P: 2.5256102
• Molar Refractivity: 112.1762 cm^3
• Polarizability: 42.690166 Å^3
• Polar Surface Area: 99.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.64
• LOG S: -4.02
• Solubility (Water): 3.92e-02 g/l

DETAILS

DrugBank - DB07275

Drug information: experimental