(2S)-2-amino-3-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl}propanoic acid

• ChemBase ID: 125960
• Molecular Formular: C12H21N3O8
• Molecular Mass: 335.31044
• Monoisotopic Mass: 335.13286465
• SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1NC(=O)C[C@@H](C(=O)O)N)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](NC(=O)C[C@@H](C(=O)O)N)[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
• InChI: InChI=1S/C12H21N3O8/c1-4(17)14-8-10(20)9(19)6(3-16)23-11(8)15-7(18)2-5(13)12(21)22/h5-6,8-11,16,19-20H,2-3,13H2,1H3,(H,14,17)(H,15,18)(H,21,22)/t5-,6+,8+,9+,10+,11+/m0/s1
• InChIKey: YTTRPBWEMMPYSW-HRRFRDKFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl}propanoic acid
• IUPAC Traditional name: acetylglucosaminylasparagine
• Synonyms: Aspartylglucosamine

Database IDs

• CAS Number: 2776-93-4
• PubChem SID: 162220303
• PubChem CID: 123826
• CHEBI ID: 58080
• Chemspider ID: 110370
• MeSH Name: N-acetylglucosaminylasparagine
• Wikipedia Title: Aspartylglucosamine

CALCULATED PROPERTIES

• Acid pKa: 1.5762091
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -6.7678638
• LogD (pH = 7.4): -6.8037004
• Log P: -6.767629
• Molar Refractivity: 72.015 cm^3
• Polarizability: 29.508318 Å^3
• Polar Surface Area: 191.44 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false