(6R,7R)-3-methyl-5,8-dioxo-7-(2-phenylacetamido)-5λ4-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

• ChemBase ID: 185865
• Molecular Formular: C16H16N2O5S
• Molecular Mass: 348.37364
• Monoisotopic Mass: 348.07799262
• SMILES: N12[C@@H]([C@@H](C1=O)NC(=O)Cc1ccccc1)S(=O)CC(=C2C(=O)O)C
• Canonical SMILES: O=C(Cc1ccccc1)N[C@@H]1C(=O)N2[C@@H]1S(=O)CC(=C2C(=O)O)C
• InChI: InChI=1S/C16H16N2O5S/c1-9-8-24(23)15-12(14(20)18(15)13(9)16(21)22)17-11(19)7-10-5-3-2-4-6-10/h2-6,12,15H,7-8H2,1H3,(H,17,19)(H,21,22)/t12-,15-,24?/m1/s1
• InChIKey: PHIMLNXVWFHTLQ-LCCRGGACSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R,7R)-3-methyl-5,8-dioxo-7-(2-phenylacetamido)-5λ^4-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• IUPAC Traditional name: (6R,7R)-3-methyl-5,8-dioxo-7-(2-phenylacetamido)-5λ^4-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Database IDs

• PubChem SID: 164241775
• PubChem CID: 6353509

CALCULATED PROPERTIES

• Acid pKa: 3.4387972
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.8671584
• LogD (pH = 7.4): -4.2095213
• Log P: -0.81672835
• Molar Refractivity: 87.5036 cm^3
• Polarizability: 33.692726 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: 2 Diastereomers 5:1
• Classification: Derivatives & analogs of Natural Compounds