5-[(2S)-4-benzyl-5-oxomorpholin-2-yl]-1-methyl-1,3-dihydro-2$l^{6},1-benzothiazole-2,2-dione

• ChemBase ID: 1878
• Molecular Formular: C19H20N2O4S
• Molecular Mass: 372.4381
• Monoisotopic Mass: 372.11437813
• SMILES: c12c(cc(cc2)[C@H]2CN(Cc3ccccc3)C(=O)CO2)CS(=O)(=O)N1C
• Canonical SMILES: O=C1CO[C@H](CN1Cc1ccccc1)c1ccc2c(c1)CS(=O)(=O)N2C
• InChI: InChI=1S/C19H20N2O4S/c1-20-17-8-7-15(9-16(17)13-26(20,23)24)18-11-21(19(22)12-25-18)10-14-5-3-2-4-6-14/h2-9,18H,10-13H2,1H3/t18-/m1/s1
• InChIKey: CIUMOGWIMXNXSQ-GOSISDBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2S)-4-benzyl-5-oxomorpholin-2-yl]-1-methyl-1,3-dihydro-2$l^{6},1-benzothiazole-2,2-dione
• IUPAC Traditional name: 5-[(2S)-4-benzyl-5-oxomorpholin-2-yl]-1-methyl-3H-2$l^{6},1-benzothiazole-2,2-dione
• Synonyms: (6R)-4-BENZYL-6-(1-METHYL-2,2-DIOXIDO-1,3-DIHYDRO-2,1-BENZISOTHIAZOL-5-YL)MORPHOLIN-3-ONE; 2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl) ethyl-4-(4'-ethoxy [1,1'-biphenyl]-4-yl)-4-oxobutanoic acid; CP-271485

Database IDs

• PubChem SID: 160965333; 46507727
• PubChem CID: 448940

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.8587475
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.0803623
• LogD (pH = 7.4): 1.0803609
• Log P: 1.0803624
• Molar Refractivity: 97.8974 cm^3
• Polarizability: 38.566845 Å^3
• Polar Surface Area: 66.92 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.58
• LOG S: -3.62
• Solubility (Water): 8.92e-02 g/l

DETAILS

DrugBank - DB02118

Drug information: experimental