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

• ChemBase ID: 5902
• Molecular Formular: C21H18FN3O4S
• Molecular Mass: 427.4487232
• Monoisotopic Mass: 427.10020529
• SMILES: c12c(cccc1)N=C(c1c(c3cc(F)ccc3n(CCC3CC3)c1=O)O)NS2(=O)=O
• Canonical SMILES: Fc1ccc2c(c1)c(O)c(c(=O)n2CCC1CC1)C1=Nc2ccccc2S(=O)(=O)N1
• InChI: InChI=1S/C21H18FN3O4S/c22-13-7-8-16-14(11-13)19(26)18(21(27)25(16)10-9-12-5-6-12)20-23-15-3-1-2-4-17(15)30(28,29)24-20/h1-4,7-8,11-12,26H,5-6,9-10H2,(H,23,24)
• InChIKey: QEMCDXCXSVPAAB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[1-(2-cyclopropylethyl)-6-fluoro-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl]-2H-1$l^{6},2,4-benzothiadiazine-1,1-dione
• IUPAC Traditional name: 3-[1-(2-cyclopropylethyl)-6-fluoro-4-hydroxy-2-oxoquinolin-3-yl]-2H-1$l^{6},2,4-benzothiadiazine-1,1-dione
• Synonyms: 1-(2-CYCLOPROPYLETHYL)-3-(1,1-DIOXIDO-2H-1,2,4-BENZOTHIADIAZIN-3-YL)-6-FLUORO-4-HYDROXYQUINOLIN-2(1H)-ONE

Database IDs

• PubChem SID: 160969328; 99444749
• PubChem CID: 5273394

CALCULATED PROPERTIES

JChem

• Acid pKa: 5.744411
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.1399302
• LogD (pH = 7.4): 0.41889602
• Log P: 2.3369753
• Molar Refractivity: 111.0238 cm^3
• Polarizability: 41.674446 Å^3
• Polar Surface Area: 99.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.45
• LOG S: -4.32
• Solubility (Water): 2.05e-02 g/l

DETAILS

DrugBank - DB08278

Drug information: experimental