(2Z)-2-(methoxyimino)-2-{2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl}acetic acid

• ChemBase ID: 179301
• Molecular Formular: C25H21N3O3S
• Molecular Mass: 443.51754
• Monoisotopic Mass: 443.13036255
• SMILES: c1(scc(n1)/C(=N/OC)/C(=O)O)NC(c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: CO/N=C(/c1csc(n1)NC(c1ccccc1)(c1ccccc1)c1ccccc1)\C(=O)O
• InChI: InChI=1S/C25H21N3O3S/c1-31-28-22(23(29)30)21-17-32-24(26-21)27-25(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-17H,1H3,(H,26,27)(H,29,30)/b28-22-
• InChIKey: PKPGSMOHYWOGJR-SLMZUGIISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-2-(methoxyimino)-2-{2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl}acetic acid
• IUPAC Traditional name: (2Z)-(methoxyimino)({2-[(triphenylmethyl)amino]-1,3-thiazol-4-yl})acetic acid
• Synonyms: 2-[(Z)-Methoxyimino]-2-[2-(tritylamino)thiazol-4-yl]acetic Acid; (αZ)-α-(Methoxyimino)-2-[(triphenylmethyl)amino]-4-thiazoleacetic Acid; (Z)-2-(2-Tritylaminothiazol-4-yl)-2-methoxyiminoacetic Acid

Database IDs

• CAS Number: 64485-90-1
• PubChem SID: 164235211
• PubChem CID: 5928144

CALCULATED PROPERTIES

• Acid pKa: 2.341947
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 3.764231
• LogD (pH = 7.4): 2.762167
• Log P: 5.0880547
• Molar Refractivity: 126.1134 cm^3
• Polarizability: 47.29615 Å^3
• Polar Surface Area: 83.81 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - T887000

Intermediate in the preparation of Cephalosporin derivatives.

REFERENCES

• Tsushima, M., et al.: Bioorg. Med. Chem., 6, 1641 (1998)
• Lee, C., et al.: J. Antibiot., 53, 1305 (1998)