sodium (6R,7R)-3-[(acetyloxy)methyl]-7-[(2E)-2-(2-amino-1,3-thiazol-5-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

• ChemBase ID: 184458
• Molecular Formular: C16H16N5NaO7S2
• Molecular Mass: 477.44731
• Monoisotopic Mass: 477.03888416
• SMILES: N12C(=O)[C@H]([C@H]1SCC(=C2C(=O)[O-])COC(=O)C)NC(=O)/C(=N\OC)/c1sc(nc1)N.[Na+]
• Canonical SMILES: CO/N=C(/c1cnc(s1)N)\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])COC(=O)C.[Na+]
• InChI: InChI=1S/C16H17N5O7S2.Na/c1-6(22)28-4-7-5-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-3-18-16(17)30-8;/h3,10,14H,4-5H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26);/q;+1/p-1/b20-9-;/t10-,14-;/m1./s1
• InChIKey: ACMYWROHQZYEHT-JUZDKLSSSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (6R,7R)-3-[(acetyloxy)methyl]-7-[(2E)-2-(2-amino-1,3-thiazol-5-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• IUPAC Traditional name: sodium (6R,7R)-3-[(acetyloxy)methyl]-7-[(2E)-2-(2-amino-1,3-thiazol-5-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Database IDs

• PubChem SID: 164240368
• PubChem CID: 23704765

CALCULATED PROPERTIES

• Acid pKa: 3.0130048
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): -3.1663702
• LogD (pH = 7.4): -4.404885
• Log P: -2.1266022
• Molar Refractivity: 116.1015 cm^3
• Polarizability: 39.96421 Å^3
• Polar Surface Area: 176.34 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

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