(2S)-2-amino-3-({[(1S)-2-(4-chlorophenyl)-1-acetamidoethyl](hydroxy)boranyl}oxy)propanoic acid

• ChemBase ID: 2289
• Molecular Formular: C13H18BClN2O5
• Molecular Mass: 328.55642
• Monoisotopic Mass: 328.09972977
• SMILES: CC(=O)N[C@H](Cc1ccc(Cl)cc1)B(O)OC[C@H](N)C(=O)O
• Canonical SMILES: OB([C@@H](Cc1ccc(cc1)Cl)NC(=O)C)OC[C@@H](C(=O)O)N
• InChI: InChI=1S/C13H18BClN2O5/c1-8(18)17-12(6-9-2-4-10(15)5-3-9)14(21)22-7-11(16)13(19)20/h2-5,11-12,21H,6-7,16H2,1H3,(H,17,18)(H,19,20)/t11-,12+/m0/s1
• InChIKey: SYOBDAQMODZRCT-NWDGAFQWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-({[(1S)-2-(4-chlorophenyl)-1-acetamidoethyl](hydroxy)boranyl}oxy)propanoic acid
• IUPAC Traditional name: (2S)-2-amino-3-({[(1S)-2-(4-chlorophenyl)-1-acetamidoethyl](hydroxy)boranyl}oxy)propanoic acid
• Synonyms: D-Para-Chlorophenyl-1-Acteamidoboronic Acid Alanine

Database IDs

• PubChem SID: 46506797; 160965742
• PubChem CID: 17753903; 70789220

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7144516
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.2627031
• LogD (pH = 7.4): -1.2865916
• Log P: -1.2626036
• Molar Refractivity: 75.4849 cm^3
• Polarizability: 31.727911 Å^3
• Polar Surface Area: 121.88 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.79
• LOG S: -3.15
• Solubility (Water): 2.58e-01 g/l

DETAILS

DrugBank - DB02560

Drug information: experimental