(6R,7R)-3-[(carbamoyloxy)methyl]-7-[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

• ChemBase ID: 262558
• Molecular Formular: C16H16N4O8S
• Molecular Mass: 424.38524
• Monoisotopic Mass: 424.06888449
• SMILES: N12C(=O)[C@H]([C@H]1SCC(=C2C(=O)O)COC(=O)N)NC(=O)/C(=N\OC)/c1occc1
• Canonical SMILES: CO/N=C(\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=O)N)/c1ccco1
• InChI: InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)/b19-9-/t10-,14-/m1/s1
• InChIKey: JFPVXVDWJQMJEE-IZRZKJBUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R,7R)-3-[(carbamoyloxy)methyl]-7-[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• IUPAC Traditional name: sharox
• Synonyms: (6R,7R)-3-[(carbamoyloxy)methyl]-7-[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Database IDs

• MDL Number: MFCD00864889
• PubChem SID: 164318468
• PubChem CID: 5479529

CALCULATED PROPERTIES

• Acid pKa: 3.14945
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -3.2276237
• LogD (pH = 7.4): -4.356998
• Log P: -0.9029735
• Molar Refractivity: 97.1658 cm^3
• Polarizability: 37.301525 Å^3
• Polar Surface Area: 173.76 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 176 - 178°C
• Hydrophobicity(logP): 0.429

Product Information

• Purity: 95%