(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(pyridin-4-ylsulfanyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium

• ChemBase ID: 131094
• Molecular Formular: C17H17N3NaO6S2
• Molecular Mass: 446.45315
• Monoisotopic Mass: 446.04564656
• SMILES: CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CSc2ccncc2)SC1)C(=O)O.[Na]
• Canonical SMILES: O=C(N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=O)C)CSc1ccncc1.[Na]
• InChI: InChI=1S/C17H17N3O6S2.Na/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11;/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25);/t13-,16-;/m1./s1
• InChIKey: FKAFVHOJYJGQLK-OALZAMAHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(pyridin-4-ylsulfanyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium
• IUPAC Traditional name: CEPR sodium
• Synonyms: Cephapirin sodium salt

Database IDs

• CAS Number: 24356-60-3
• EC Number: 246-194-2
• MDL Number: MFCD00056882
• PubChem SID: 162225372
• PubChem CID: 45155867

CALCULATED PROPERTIES

• Acid pKa: 3.540687
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -2.5915926
• LogD (pH = 7.4): -4.131089
• Log P: -2.0011034
• Molar Refractivity: 102.4307 cm^3
• Polarizability: 39.824234 Å^3
• Polar Surface Area: 125.9 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: XI0382000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 36/37/38-42/43
• Safety Statements: 26-36