(2R,4R,5S,6S)-4-amino-6-(diethylcarbamoyl)-5-acetamidooxane-2-carboxylic acid

• ChemBase ID: 2260
• Molecular Formular: C13H23N3O5
• Molecular Mass: 301.33882
• Monoisotopic Mass: 301.16377085
• SMILES: CCN(CC)C(=O)[C@H]1O[C@H](C[C@@H](N)[C@@H]1NC(=O)C)C(=O)O
• Canonical SMILES: CCN(C(=O)[C@H]1O[C@H](C[C@H]([C@@H]1NC(=O)C)N)C(=O)O)CC
• InChI: InChI=1S/C13H23N3O5/c1-4-16(5-2)12(18)11-10(15-7(3)17)8(14)6-9(21-11)13(19)20/h8-11H,4-6,14H2,1-3H3,(H,15,17)(H,19,20)/t8-,9-,10+,11+/m1/s1
• InChIKey: BULFTXGJKXVMER-ZNSHCXBVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R,5S,6S)-4-amino-6-(diethylcarbamoyl)-5-acetamidooxane-2-carboxylic acid
• IUPAC Traditional name: (2R,4R,5S,6S)-4-amino-6-(diethylcarbamoyl)-5-acetamidooxane-2-carboxylic acid
• Synonyms: 5-N-Acetyl-4-Amino-6-Diethylcarboxamide-4,5-Dihydro-2h-Pyran-2-Carboxylic Acid

Database IDs

• PubChem SID: 46508969; 160965713
• PubChem CID: 46936417

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.6343741
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -4.1759744
• LogD (pH = 7.4): -4.1791043
• Log P: -4.1728697
• Molar Refractivity: 73.3653 cm^3
• Polarizability: 29.234056 Å^3
• Polar Surface Area: 121.96 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.93
• LOG S: -0.86
• Solubility (Water): 4.13e+01 g/l

DETAILS

DrugBank - DB02529

Drug information: experimental