[(1S)-1-acetamido-2-(naphthalen-1-yl)ethyl]boronic acid

• ChemBase ID: 6175
• Molecular Formular: C14H16BNO3
• Molecular Mass: 257.09274
• Monoisotopic Mass: 257.12232378
• SMILES: c1(c2c(ccc1)cccc2)C[C@@H](NC(=O)C)B(O)O
• Canonical SMILES: CC(=O)N[C@@H](B(O)O)Cc1cccc2c1cccc2
• InChI: InChI=1S/C14H16BNO3/c1-10(17)16-14(15(18)19)9-12-7-4-6-11-5-2-3-8-13(11)12/h2-8,14,18-19H,9H2,1H3,(H,16,17)/t14-/m1/s1
• InChIKey: LVTLNDJMGVBXSL-CQSZACIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S)-1-acetamido-2-(naphthalen-1-yl)ethyl]boronic acid
• IUPAC Traditional name: (1S)-1-acetamido-2-(naphthalen-1-yl)ethylboronic acid
• Synonyms: D-1-NAPHTHYL-2-ACETAMIDO-ETHANE BORONIC ACID

Database IDs

• PubChem SID: 160969600; 99445037
• PubChem CID: 10634872; 46937161

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.756584
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.3704
• LogD (pH = 7.4): 2.3704
• Log P: 2.3704
• Molar Refractivity: 68.8683 cm^3
• Polarizability: 29.642593 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.35
• LOG S: -3.82
• Solubility (Water): 4.46e-02 g/l

DETAILS

DrugBank - DB08566

Drug information: experimental