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

• ChemBase ID: 3712
• Molecular Formular: C11H12N2O5S4
• Molecular Mass: 380.48338
• Monoisotopic Mass: 379.96290549
• SMILES: c1(S(=O)(=O)N)cc2[C@@H](O)CN(Cc3cccs3)S(=O)(=O)c2s1
• Canonical SMILES: O[C@H]1CN(Cc2cccs2)S(=O)(=O)c2c1cc(s2)S(=O)(=O)N
• InChI: InChI=1S/C11H12N2O5S4/c12-21(15,16)10-4-8-9(14)6-13(5-7-2-1-3-19-7)22(17,18)11(8)20-10/h1-4,9,14H,5-6H2,(H2,12,15,16)/t9-/m0/s1
• InChIKey: HHPUQNGRNUOYCD-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-hydroxy-1,1-dioxo-2-(thiophen-2-ylmethyl)-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-1,1-dioxo-2-(thiophen-2-ylmethyl)-3H,4H-1$l^{6},7,2-thieno[3,2-e][1$l^{6},2]thiazine-6-sulfonamide
• Synonyms: AL5300

Database IDs

• PubChem SID: 160967150; 46509167
• PubChem CID: 4369103

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.158726
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.502497
• LogD (pH = 7.4): 0.44211176
• Log P: 0.50334024
• Molar Refractivity: 81.6124 cm^3
• Polarizability: 33.56088 Å^3
• Polar Surface Area: 117.77 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.27
• LOG S: -2.61
• Solubility (Water): 9.29e-01 g/l

DETAILS

DrugBank - DB04089

Drug information: experimental