(3R)-3-cyclopentyl-7-[(4-methylpiperazin-1-yl)sulfonyl]-3,4-dihydro-2H-1$l^{6},2-benzothiazine-1,1-dione

• ChemBase ID: 5928
• Molecular Formular: C18H27N3O4S2
• Molecular Mass: 413.55468
• Monoisotopic Mass: 413.14429836
• SMILES: C1CCCC1[C@H]1Cc2c(S(=O)(=O)N1)cc(cc2)S(=O)(=O)N1CCN(C)CC1
• Canonical SMILES: CN1CCN(CC1)S(=O)(=O)c1ccc2c(c1)S(=O)(=O)N[C@H](C2)C1CCCC1
• InChI: InChI=1S/C18H27N3O4S2/c1-20-8-10-21(11-9-20)27(24,25)16-7-6-15-12-17(14-4-2-3-5-14)19-26(22,23)18(15)13-16/h6-7,13-14,17,19H,2-5,8-12H2,1H3/t17-/m1/s1
• InChIKey: QZBQVXXESPXFPZ-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-cyclopentyl-7-[(4-methylpiperazin-1-yl)sulfonyl]-3,4-dihydro-2H-1$l^{6},2-benzothiazine-1,1-dione
• IUPAC Traditional name: (3R)-3-cyclopentyl-7-(4-methylpiperazin-1-ylsulfonyl)-3,4-dihydro-2H-1$l^{6},2-benzothiazine-1,1-dione
• Synonyms: (3R)-3-cyclopentyl-7-[(4-methylpiperazin-1-yl)sulfonyl]-3,4-dihydro-2H-1,2-benzothiazine 1,1-dioxide

Database IDs

• PubChem SID: 99444775; 160969353
• PubChem CID: 44129630

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.56616
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.92237395
• LogD (pH = 7.4): 1.4564724
• Log P: 1.4728253
• Molar Refractivity: 105.2378 cm^3
• Polarizability: 42.35887 Å^3
• Polar Surface Area: 86.79 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.77
• LOG S: -3.24
• Solubility (Water): 2.41e-01 g/l

DETAILS

DrugBank - DB08304

Drug information: experimental