3-[(2R)-2-(dihydroxyboranyl)-2-acetamidoethyl]benzoic acid

• ChemBase ID: 2342
• Molecular Formular: C11H14BNO5
• Molecular Mass: 251.04356
• Monoisotopic Mass: 251.09650295
• SMILES: C([C@H](NC(=O)C)B(O)O)c1cccc(C(=O)O)c1
• Canonical SMILES: CC(=O)N[C@H](B(O)O)Cc1cccc(c1)C(=O)O
• InChI: InChI=1S/C11H14BNO5/c1-7(14)13-10(12(17)18)6-8-3-2-4-9(5-8)11(15)16/h2-5,10,17-18H,6H2,1H3,(H,13,14)(H,15,16)/t10-/m0/s1
• InChIKey: OBZSRKUYUGJGIM-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2R)-2-(dihydroxyboranyl)-2-acetamidoethyl]benzoic acid
• IUPAC Traditional name: 3-[(2R)-2-(dihydroxyboranyl)-2-acetamidoethyl]benzoic acid
• Synonyms: 1(R)-1-Acetamido-2-(3-Carboxyphenyl)Ethyl Boronic Acid

Database IDs

• PubChem SID: 160965793; 46505534
• PubChem CID: 5287795

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.0442877
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.5839868
• LogD (pH = 7.4): -2.3036523
• Log P: 0.8841
• Molar Refractivity: 59.6743 cm^3
• Polarizability: 24.519035 Å^3
• Polar Surface Area: 106.86 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.02
• LOG S: -2.71
• Solubility (Water): 4.91e-01 g/l

DETAILS

DrugBank - DB02614

Drug information: experimental