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

• ChemBase ID: 166698
• Molecular Formular: C15H18F3N5O7S
• Molecular Mass: 469.3929296
• Monoisotopic Mass: 469.0879036
• SMILES: C(=N\OC(C)(C)C(=O)O)(\C(=O)N[C@@H]1C(=O)N[C@H]1C)/c1csc(n1)N.C(F)(F)(F)C(=O)O
• Canonical SMILES: OC(=O)C(F)(F)F.C[C@@H]1NC(=O)[C@H]1NC(=O)/C(=N\OC(C(=O)O)(C)C)/c1csc(n1)N
• InChI: InChI=1S/C13H17N5O5S.C2HF3O2/c1-5-7(9(19)15-5)17-10(20)8(6-4-24-12(14)16-6)18-23-13(2,3)11(21)22;3-2(4,5)1(6)7/h4-5,7H,1-3H3,(H2,14,16)(H,15,19)(H,17,20)(H,21,22);(H,6,7)/b18-8-;/t5-,7-;/m0./s1
• InChIKey: AIJPQIJBIFKMOA-UFSPSXAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(Z)-[(2-amino-1,3-thiazol-4-yl)({[(2S,3S)-2-methyl-4-oxoazetidin-3-yl]carbamoyl})methylidene]amino]oxy}-2-methylpropanoic acid; trifluoroacetic acid
• IUPAC Traditional name: 2-{[(Z)-[(2-amino-1,3-thiazol-4-yl)({[(2S,3S)-2-methyl-4-oxoazetidin-3-yl]carbamoyl})methylidene]amino]oxy}-2-methylpropanoic acid; trifluoroacetic acid
• Synonyms: [2S-[2α,3β(Z)]]-2-[[[1-(2-Amino-4-thiazolyl)-2-[(2-methyl-4-oxo-3-azetidinyl)amino]-2-oxoethylidene]amino]oxy]-2-methylpropanoic Acid Trifluoroacetic Acid; Desulfo Aztreonam Trifluoroacetic Acid (50% Contains Unknown Inorganic Salts)

Database IDs

• PubChem SID: 162260831
• PubChem CID: 71315832

CALCULATED PROPERTIES

• Acid pKa: 3.2670577
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -1.9756012
• LogD (pH = 7.4): -3.3467827
• Log P: -0.9553653
• Molar Refractivity: 82.5791 cm^3
• Polarizability: 31.596998 Å^3
• Polar Surface Area: 156.0 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D297900

Aztreonam (A965200) related compound.