3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; trifluoroacetic acid

• ChemBase ID: 62485
• Molecular Formular: C12H13F3N2O7S
• Molecular Mass: 386.3010296
• Monoisotopic Mass: 386.03955643
• SMILES: N12C(=O)C(C1SCC(=C2C(=O)O)COC(=O)C)N.O=C(O)C(F)(F)F
• Canonical SMILES: OC(=O)C(F)(F)F.CC(=O)OCC1=C(C(=O)O)N2C(SC1)C(C2=O)N
• InChI: InChI=1S/C10H12N2O5S.C2HF3O2/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16;3-2(4,5)1(6)7/h6,9H,2-3,11H2,1H3,(H,15,16);(H,6,7)
• InChIKey: KAEJNMULVBKGJZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; trifluoroacetic acid
• IUPAC Traditional name: 7-aminocephalosporanic acid; trifluoroacetic acid
• Synonyms: 3-Acetoxymethyl-7-amino-8-oxo-5-thia-1-aza-bicyclo[4.2.0]-oct-2-ene-2-carboxylic acid trifluoroacetic acid salt

Database IDs

• MDL Number: MFCD06799613
• PubChem SID: 162028224
• PubChem CID: 45074788

CALCULATED PROPERTIES

• Acid pKa: 3.4190428
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.8121455
• LogD (pH = 7.4): -4.088983
• Log P: -3.8148885
• Molar Refractivity: 62.7384 cm^3
• Polarizability: 24.72692 Å^3
• Polar Surface Area: 109.93 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false