(2S)-2-amino-3-{3-oxo-2H,3H,6H,7H,8H-cyclohepta[d][1,2]oxazol-4-yl}propanoic acid

• ChemBase ID: 3771
• Molecular Formular: C11H14N2O4
• Molecular Mass: 238.23986
• Monoisotopic Mass: 238.09535694
• SMILES: N[C@@H](CC1=CCCCc2c1c(=O)[nH]o2)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CC1=CCCCc2c1c(=O)[nH]o2)N
• InChI: InChI=1S/C11H14N2O4/c12-7(11(15)16)5-6-3-1-2-4-8-9(6)10(14)13-17-8/h3,7H,1-2,4-5,12H2,(H,13,14)(H,15,16)/t7-/m0/s1
• InChIKey: HJEPOXZLPHUVFE-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-{3-oxo-2H,3H,6H,7H,8H-cyclohepta[d][1,2]oxazol-4-yl}propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-{3-oxo-2H,6H,7H,8H-cyclohepta[d][1,2]oxazol-4-yl}propanoic acid
• Synonyms: 2-Amino-3-(3-Hydroxy-7,8-Dihydro-6h-Cyclohepta[D]-4-Isoxazolyl)Propionic Acid

Database IDs

• PubChem SID: 46507460; 160967208
• PubChem CID: 5288598

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.0544991
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.6126559
• LogD (pH = 7.4): -2.9816785
• Log P: -2.606794
• Molar Refractivity: 60.5926 cm^3
• Polarizability: 23.076048 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.77
• LOG S: -1.74
• Solubility (Water): 4.36e+00 g/l

DETAILS

DrugBank - DB04152

Drug information: experimental