(2s,5s)-2-methyl-5-[4-({[(2r,5r)-2-carboxy-2-methyl-1,3-dioxan-5-yl]oxy}carbonyl)piperazine-1-carbonyloxy]-1,3-dioxane-2-carboxylic acid

• ChemBase ID: 5222
• Molecular Formular: C18H26N2O12
• Molecular Mass: 462.40524
• Monoisotopic Mass: 462.14857428
• SMILES: OC(=O)[C@@]1(OC[C@@H](CO1)OC(=O)N1CCN(CC1)C(=O)O[C@H]1CO[C@](OC1)(C)C(=O)O)C
• Canonical SMILES: O=C(N1CCN(CC1)C(=O)O[C@@H]1CO[C@@](OC1)(C)C(=O)O)O[C@@H]1CO[C@](OC1)(C)C(=O)O
• InChI: InChI=1S/C18H26N2O12/c1-17(13(21)22)27-7-11(8-28-17)31-15(25)19-3-5-20(6-4-19)16(26)32-12-9-29-18(2,14(23)24)30-10-12/h11-12H,3-10H2,1-2H3,(H,21,22)(H,23,24)/t11-,12-,17-,18+
• InChIKey: GNQQJZKGGHOMBD-CCNNFCOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2s,5s)-2-methyl-5-[4-({[(2r,5r)-2-carboxy-2-methyl-1,3-dioxan-5-yl]oxy}carbonyl)piperazine-1-carbonyloxy]-1,3-dioxane-2-carboxylic acid
• IUPAC Traditional name: (2s,5s)-2-methyl-5-[4-({[(2r,5r)-2-carboxy-2-methyl-1,3-dioxan-5-yl]oxy}carbonyl)piperazine-1-carbonyloxy]-1,3-dioxane-2-carboxylic acid
• Synonyms: BIS-1,2-{[(Z)-2CARBOXY-2-METHYL-1,3-DIOXANE]-5-YLOXYCARBONYL}-PIPERAZINE

Database IDs

• PubChem SID: 99444051; 160968651
• PubChem CID: 4369594

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.6214154
• H Acceptors: 10
• H Donor: 2
• LogD (pH = 5.5): -5.0345755
• LogD (pH = 7.4): -6.935363
• Log P: 0.03084729
• Molar Refractivity: 99.3926 cm^3
• Polarizability: 39.90231 Å^3
• Polar Surface Area: 170.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.88
• LOG S: -1.4
• Solubility (Water): 1.83e+01 g/l

DETAILS

DrugBank - DB07580

Drug information: experimental