(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[2-(tert-butoxy)-2-oxoethoxy]imino}acetic acid

• ChemBase ID: 160500
• Molecular Formular: C11H15N3O5S
• Molecular Mass: 301.3189
• Monoisotopic Mass: 301.0732416
• SMILES: c1(/C(=N/OCC(=O)OC(C)(C)C)/C(=O)O)nc(sc1)N
• Canonical SMILES: O=C(OC(C)(C)C)CO/N=C(/c1csc(n1)N)\C(=O)O
• InChI: InChI=1S/C11H15N3O5S/c1-11(2,3)19-7(15)4-18-14-8(9(16)17)6-5-20-10(12)13-6/h5H,4H2,1-3H3,(H2,12,13)(H,16,17)/b14-8-
• InChIKey: XSQPXYAKVKORFJ-ZSOIEALJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[2-(tert-butoxy)-2-oxoethoxy]imino}acetic acid
• IUPAC Traditional name: (2Z)-(2-amino-1,3-thiazol-4-yl)({[2-(tert-butoxy)-2-oxoethoxy]imino})acetic acid
• Synonyms: (αZ)-2-Amino-α-[[2-(1,1-dimethylethoxy)-2-oxoethoxy]imino]-4-thiazoleacetic Acid; (Z)-2-(2-Aminothiazol-4-yl)-2-(tert-butoxycarbonylmethoxyimino)acetic Acid

Database IDs

• CAS Number: 74440-02-1
• PubChem SID: 162254635
• PubChem CID: 10870340

CALCULATED PROPERTIES

• Acid pKa: 2.2592404
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -1.0430584
• LogD (pH = 7.4): -2.0218909
• Log P: 0.29526663
• Molar Refractivity: 70.2291 cm^3
• Polarizability: 26.930319 Å^3
• Polar Surface Area: 124.1 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - A630355

A cephalosporin derivatives.

REFERENCES

• Kume, M., et al.: Chem. Pharm. Bull., 41, 758 (1993)
• Lee, C., et al.: Bioorg. Med. Chem. Lett., 10, 2123 (1993)
• Yoshida, Y., et al.: Bioorg. Med. Chem., 2317 (1993)