1-{[(6R,7R)-2-carboxylato-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-5H,6H,7H-cyclopenta[b]pyridin-1-ium

• ChemBase ID: 796666
• Molecular Formular: C22H22N6O5S2
• Molecular Mass: 514.57728
• Monoisotopic Mass: 514.10930983
• SMILES: CO/N=C(\C(=N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)[O-])C[n+]1cccc2c1CCC2)O)/c1csc(=N)[nH]1
• Canonical SMILES: CO/N=C(/c1csc(=N)[nH]1)\C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])C[n+]1cccc2c1CCC2)O
• InChI: InChI=1S/C22H22N6O5S2/c1-33-26-15(13-10-35-22(23)24-13)18(29)25-16-19(30)28-17(21(31)32)12(9-34-20(16)28)8-27-7-3-5-11-4-2-6-14(11)27/h3,5,7,10,16,20H,2,4,6,8-9H2,1H3,(H3-,23,24,25,29,31,32)/b26-15-/t16-,20-/m1/s1
• InChIKey: DKOQGJHPHLTOJR-WHRDSVKCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[(6R,7R)-2-carboxylato-7-{[(2Z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-5H,6H,7H-cyclopenta[b]pyridin-1-ium
• IUPAC Traditional name: metran
• Synonyms: CefpiroMe sulfate

Database IDs

• CAS Number: 98753-19-6

CALCULATED PROPERTIES

• Acid pKa: 2.7851765
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -5.713697
• LogD (pH = 7.4): -6.1956544
• Log P: -4.4659286
• Molar Refractivity: 154.6067 cm^3
• Polarizability: 49.786083 Å^3
• Polar Surface Area: 154.38 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Purity: 97%