tert-butyl 2-{[(Z)-[(2-amino-1,3-thiazol-4-yl)({[(2S,3S)-2-methyl-4-oxoazetidin-3-yl]carbamoyl})methylidene]amino]oxy}-2-methylpropanoate

• ChemBase ID: 166699
• Molecular Formular: C17H25N5O5S
• Molecular Mass: 411.4759
• Monoisotopic Mass: 411.15763993
• SMILES: C(=N\OC(C(=O)OC(C)(C)C)(C)C)(\C(=O)N[C@@H]1C(=O)N[C@H]1C)/c1csc(n1)N
• Canonical SMILES: C[C@@H]1NC(=O)[C@H]1NC(=O)/C(=N\OC(C(=O)OC(C)(C)C)(C)C)/c1csc(n1)N
• InChI: InChI=1S/C17H25N5O5S/c1-8-10(12(23)19-8)21-13(24)11(9-7-28-15(18)20-9)22-27-17(5,6)14(25)26-16(2,3)4/h7-8,10H,1-6H3,(H2,18,20)(H,19,23)(H,21,24)/b22-11-/t8-,10-/m0/s1
• InChIKey: HVHMZQNNQSYOLY-RQBCRACVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2-{[(Z)-[(2-amino-1,3-thiazol-4-yl)({[(2S,3S)-2-methyl-4-oxoazetidin-3-yl]carbamoyl})methylidene]amino]oxy}-2-methylpropanoate
• IUPAC Traditional name: tert-butyl 2-{[(Z)-[(2-amino-1,3-thiazol-4-yl)({[(2S,3S)-2-methyl-4-oxoazetidin-3-yl]carbamoyl})methylidene]amino]oxy}-2-methylpropanoate
• 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 tert-Butyl Ester; Desulfo Aztreonam tert-Butyl Ester

Database IDs

• PubChem SID: 162260832
• PubChem CID: 71315834

CALCULATED PROPERTIES

• Acid pKa: 11.3515215
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 1.2024001
• LogD (pH = 7.4): 1.2253743
• Log P: 1.2257189
• Molar Refractivity: 101.1538 cm^3
• Polarizability: 39.094444 Å^3
• Polar Surface Area: 145.0 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: White Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D297905

Aztreonam (A965200) related compound.