[(R)-phenyl[2-(thiophen-2-yl)acetamido]methyl]boronic acid

• ChemBase ID: 6162
• Molecular Formular: C13H14BNO3S
• Molecular Mass: 275.13116
• Monoisotopic Mass: 275.07874471
• SMILES: c1ccsc1CC(=O)N[C@H](B(O)O)c1ccccc1
• Canonical SMILES: O=C(N[C@@H](c1ccccc1)B(O)O)Cc1cccs1
• InChI: InChI=1S/C13H14BNO3S/c16-12(9-11-7-4-8-19-11)15-13(14(17)18)10-5-2-1-3-6-10/h1-8,13,17-18H,9H2,(H,15,16)/t13-/m0/s1
• InChIKey: LGJCDEZMANATFA-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(R)-phenyl[2-(thiophen-2-yl)acetamido]methyl]boronic acid
• IUPAC Traditional name: (R)-phenyl[2-(thiophen-2-yl)acetamido]methylboronic acid
• Synonyms: (1R)-1-(2-THIENYLACETYLAMINO)-1-PHENYLMETHYLBORONIC ACID

Database IDs

• PubChem SID: 99445023; 160969587
• PubChem CID: 5289378

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.723657
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.7845
• LogD (pH = 7.4): 2.784498
• Log P: 2.7845
• Molar Refractivity: 69.2749 cm^3
• Polarizability: 28.53631 Å^3
• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.78
• LOG S: -3.87
• Solubility (Water): 3.73e-02 g/l

DETAILS

DrugBank - DB08552

Drug information: experimental