2-{[(Z)-[(2-amino-1,3-thiazol-4-yl)({[(dihydroxyboranyl)methyl]carbamoyl})methylidene]amino]oxy}-2-methylpropanoic acid

• ChemBase ID: 3662
• Molecular Formular: C10H15BN4O6S
• Molecular Mass: 330.1253
• Monoisotopic Mass: 330.08053562
• SMILES: B(O)(O)CNC(=O)/C(=N\OC(C)(C)C(=O)O)/c1csc(N)n1
• Canonical SMILES: OB(CNC(=O)/C(=N\OC(C(=O)O)(C)C)/c1csc(n1)N)O
• InChI: InChI=1S/C10H15BN4O6S/c1-10(2,8(17)18)21-15-6(5-3-22-9(12)14-5)7(16)13-4-11(19)20/h3,19-20H,4H2,1-2H3,(H2,12,14)(H,13,16)(H,17,18)/b15-6-
• InChIKey: ZECCQELUYUPTSB-UUASQNMZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(Z)-[(2-amino-1,3-thiazol-4-yl)({[(dihydroxyboranyl)methyl]carbamoyl})methylidene]amino]oxy}-2-methylpropanoic acid
• IUPAC Traditional name: 2-{[(Z)-[(2-amino-1,3-thiazol-4-yl)[(dihydroxyboranyl)methylcarbamoyl]methylidene]amino]oxy}-2-methylpropanoic acid
• Synonyms: Pinacol[[2-Amino-Alpha-(1-Carboxy-1-Methylethoxyimino)-4-Thiazoleacetyl]Amino]Methaneboronate

Database IDs

• PubChem SID: 160967100; 46505116
• PubChem CID: 5849540

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.74808
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -1.466581
• LogD (pH = 7.4): -2.8430068
• Log P: -0.06043166
• Molar Refractivity: 71.4337 cm^3
• Polarizability: 28.83196 Å^3
• Polar Surface Area: 167.36 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.16
• LOG S: -3.46
• Solubility (Water): 1.15e-01 g/l

DETAILS

DrugBank - DB04035

Drug information: experimental