2-{[(Z)-[1-(2-amino-1,3-thiazol-4-yl)-2-oxo-2-(3-oxopropanamido)ethylidene]amino]oxy}-2-methylpropanoic acid

• ChemBase ID: 160502
• Molecular Formular: C12H14N4O6S
• Molecular Mass: 342.32776
• Monoisotopic Mass: 342.06340519
• SMILES: n1c(csc1N)/C(=N/OC(C)(C)C(=O)O)/C(=O)NC(=O)CC=O
• Canonical SMILES: O=CCC(=O)NC(=O)/C(=N\OC(C(=O)O)(C)C)/c1csc(n1)N
• InChI: InChI=1S/C12H14N4O6S/c1-12(2,10(20)21)22-16-8(6-5-23-11(13)14-6)9(19)15-7(18)3-4-17/h4-5H,3H2,1-2H3,(H2,13,14)(H,20,21)(H,15,18,19)/b16-8-
• InChIKey: GIDLWSFTLBQTOV-PXNMLYILSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(Z)-[1-(2-amino-1,3-thiazol-4-yl)-2-oxo-2-(3-oxopropanamido)ethylidene]amino]oxy}-2-methylpropanoic acid
• IUPAC Traditional name: 2-{[(Z)-[1-(2-amino-1,3-thiazol-4-yl)-2-oxo-2-(3-oxopropanamido)ethylidene]amino]oxy}-2-methylpropanoic acid
• Synonyms: 2-[[(Z)-[1-(2-Amino-4-thiazolyl)-2-oxo-2-[(1,3-dioxopropyl)amino]ethylidene]amino]oxy]-2-methylpropanoic Acid; (Z)-2-[[[1-(2-Amino-4-thiazolyl)-2-oxo-2-[(1,3-dioxopropyl)amino]ethylidene]amino]oxy]-2-methylpropanoic Acid

Database IDs

• PubChem SID: 162254637
• PubChem CID: 71313359

CALCULATED PROPERTIES

• Acid pKa: -0.4699487
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -1.7891786
• LogD (pH = 7.4): -3.2315967
• Log P: -0.68237203
• Molar Refractivity: 77.6684 cm^3
• Polarizability: 29.48871 Å^3
• Polar Surface Area: 161.04 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A630365

(Z)-2-[[[1-(2-Amino-4-thiazolyl)-2-oxo-2-[(1,3-dioxopropyl)amino]ethylidene]amino]oxy]-2-methylpropanoic acid is an impurity of Ceftazidime (C244100). Ceftazidime impurity F.