(4R)-4-hydroxy-2-(4-methoxyphenyl)-1,1-dioxo-2H,3H,4H-1$l^{6},7,2-thieno[3,2-e][1$l^{6},2]thiazine-6-sulfonamide

• ChemBase ID: 1731
• Molecular Formular: C13H14N2O6S3
• Molecular Mass: 390.45506
• Monoisotopic Mass: 390.00139918
• SMILES: c1(S(=O)(=O)N)cc2[C@@H](O)CN(c3ccc(cc3)OC)S(=O)(=O)c2s1
• Canonical SMILES: COc1ccc(cc1)N1C[C@H](O)c2c(S1(=O)=O)sc(c2)S(=O)(=O)N
• InChI: InChI=1S/C13H14N2O6S3/c1-21-9-4-2-8(3-5-9)15-7-11(16)10-6-12(23(14,17)18)22-13(10)24(15,19)20/h2-6,11,16H,7H2,1H3,(H2,14,17,18)/t11-/m0/s1
• InChIKey: ZWTSOJQGEWPWGO-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-hydroxy-2-(4-methoxyphenyl)-1,1-dioxo-2H,3H,4H-1$l^{6},7,2-thieno[3,2-e][1$l^{6},2]thiazine-6-sulfonamide
• IUPAC Traditional name: (4R)-4-hydroxy-2-(4-methoxyphenyl)-1,1-dioxo-3H,4H-1$l^{6},7,2-thieno[3,2-e][1$l^{6},2]thiazine-6-sulfonamide
• Synonyms: AL5424

Database IDs

• PubChem SID: 46507207; 160965187
• PubChem CID: 444612

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.142771
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.3653982
• LogD (pH = 7.4): 0.3029557
• Log P: 0.36627293
• Molar Refractivity: 86.3507 cm^3
• Polarizability: 35.506134 Å^3
• Polar Surface Area: 127.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.49
• LOG S: -2.88
• Solubility (Water): 5.19e-01 g/l

DETAILS

DrugBank - DB01964

Drug information: experimental