sodium (2S,5R,6R)-3,3-dimethyl-6-(5-methyl-3-phenyl-1,2-oxazole-4-amido)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

• ChemBase ID: 186157
• Molecular Formular: C19H18N3NaO5S
• Molecular Mass: 423.41809
• Monoisotopic Mass: 423.08648597
• SMILES: N12[C@@H]([C@@H](C1=O)NC(=O)c1c(noc1C)c1ccccc1)SC([C@@H]2C(=O)[O-])(C)C.[Na+]
• Canonical SMILES: [O-]C(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)NC(=O)c1c(C)onc1c1ccccc1.[Na+]
• InChI: InChI=1S/C19H19N3O5S.Na/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22;/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26);/q;+1/p-1/t13-,14+,17-;/m1./s1
• InChIKey: VDUVBBMAXXHEQP-SLINCCQESA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2S,5R,6R)-3,3-dimethyl-6-(5-methyl-3-phenyl-1,2-oxazole-4-amido)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• IUPAC Traditional name: sodium oxacillin(1-)

Database IDs

• PubChem SID: 164242067
• PubChem CID: 23667631

CALCULATED PROPERTIES

• Acid pKa: 3.7509665
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.05194399
• LogD (pH = 7.4): -1.5865542
• Log P: 1.697695
• Molar Refractivity: 112.6694 cm^3
• Polarizability: 39.886116 Å^3
• Polar Surface Area: 115.57 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Salt Data: Na+
• Classification: Derivatives & analogs of Natural Compounds