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

• ChemBase ID: 5111
• Molecular Formular: C11H14BNO6
• Molecular Mass: 267.04296
• Monoisotopic Mass: 267.09141757
• SMILES: C([C@H](NC(=O)C)B(O)O)c1cccc(C(=O)O)c1O
• Canonical SMILES: CC(=O)N[C@H](B(O)O)Cc1cccc(c1O)C(=O)O
• InChI: InChI=1S/C11H14BNO6/c1-6(14)13-9(12(18)19)5-7-3-2-4-8(10(7)15)11(16)17/h2-4,9,15,18-19H,5H2,1H3,(H,13,14)(H,16,17)/t9-/m0/s1
• InChIKey: MSRKDROGGGBNIX-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2R)-2-(dihydroxyboranyl)-2-acetamidoethyl]-2-hydroxybenzoic acid
• IUPAC Traditional name: 3-[(2R)-2-(dihydroxyboranyl)-2-acetamidoethyl]-2-hydroxybenzoic acid
• Synonyms: 1(R)-1-ACETAMIDO-2-(3-CARBOXY-2-HYDROXYPHENYL)ETHYL BORONIC ACID

Database IDs

• PubChem SID: 99443935; 160968541
• PubChem CID: 5287794

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.7587004
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.4452255
• LogD (pH = 7.4): -2.3861651
• Log P: 1.2497
• Molar Refractivity: 61.6552 cm^3
• Polarizability: 25.181978 Å^3
• Polar Surface Area: 127.09 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.16
• LOG S: -2.59
• Solubility (Water): 6.80e-01 g/l

DETAILS

DrugBank - DB07464

Drug information: experimental