(Z)-N-[(6R,7R)-3-(chloromethyl)-2-{[(4-methoxyphenyl)methoxy]carbonyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl]-2-phenylethenimidic acid

• ChemBase ID: 286740
• Molecular Formular: C24H23ClN2O5S
• Molecular Mass: 486.96782
• Monoisotopic Mass: 486.10162053
• SMILES: COc1ccc(cc1)COC(=O)C1=C(CCl)CS[C@@H]2[C@@H](C(=O)N12)/N=C(/Cc1ccccc1)\O
• Canonical SMILES: ClCC1=C(C(=O)OCc2ccc(cc2)OC)N2[C@H](SC1)[C@@H](C2=O)/N=C(/Cc1ccccc1)\O
• InChI: InChI=1S/C24H23ClN2O5S/c1-31-18-9-7-16(8-10-18)13-32-24(30)21-17(12-25)14-33-23-20(22(29)27(21)23)26-19(28)11-15-5-3-2-4-6-15/h2-10,20,23H,11-14H2,1H3,(H,26,28)/t20-,23-/m1/s1
• InChIKey: KFCMZNUGNLCSJQ-NFBKMPQASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (Z)-N-[(6R,7R)-3-(chloromethyl)-2-{[(4-methoxyphenyl)methoxy]carbonyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl]-2-phenylethenimidic acid
• IUPAC Traditional name: (Z)-N-[(6R,7R)-3-(chloromethyl)-2-{[(4-methoxyphenyl)methoxy]carbonyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl]-2-phenylethenimidic acid
• Synonyms: 4-Methoxybenzyl 3-chloromethyl-7-(2-phenylacetamido)-3-cephem-4-carboxylate

Database IDs

• CAS Number: 104146-10-3
• MDL Number: MFCD00191253
• PubChem SID: 180672271
• PubChem CID: 10874591

CALCULATED PROPERTIES

• Acid pKa: 4.928179
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.1076994
• LogD (pH = 7.4): 1.345367
• Log P: 3.7824914
• Molar Refractivity: 127.1702 cm^3
• Polarizability: 49.074093 Å^3
• Polar Surface Area: 88.43 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%