1-{[(6R,7R)-7-[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-amido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidin-1-ium

• ChemBase ID: 163905
• Molecular Formular: C32H42N9O7S3+
• Molecular Mass: 760.92698
• Monoisotopic Mass: 760.23693273
• SMILES: N12[C@H](SCC(=C1C(=O)N[C@H]1[C@@H]3N(C1=O)C(=C(CS3)C[N+]1(CCCC1)C)C(=O)[O-])C[N+]1(CCCC1)C)[C@@H](C2=O)NC(=O)/C(=N\OC)/c1csc(n1)N
• Canonical SMILES: CO/N=C(/c1csc(n1)N)\C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])C[N+]1(C)CCCC1)C[N+]1(C)CCCC1
• InChI: InChI=1S/C32H41N9O7S3/c1-40(8-4-5-9-40)12-17-14-49-29-21(35-25(42)20(37-48-3)19-16-51-32(33)34-19)27(44)38(29)23(17)26(43)36-22-28(45)39-24(31(46)47)18(15-50-30(22)39)13-41(2)10-6-7-11-41/h16,21-22,29-30H,4-15H2,1-3H3,(H3-2,33,34,35,36,42,43,46,47)/p+1/b37-20-/t21-,22-,29-,30-/m1/s1
• InChIKey: MUXQKHHWKMMKIW-DRSCPLCZSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[(6R,7R)-7-[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-amido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidin-1-ium
• IUPAC Traditional name: 1-{[(6R,7R)-7-[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-amido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidin-1-ium
• Synonyms: (6R,7R)-7-[[[(6R,7R)-7-[[(2Z)-(2-Aminothiazol-4-yl)(methoxyimino)acetyl]amino]-3-[(1-methylpyrrolidinio)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-yl]carbonyl]amino]-3-[(1-methylpyrrolidinio)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; Cefepime NMP-ACA Impurity DISCONTINUED

Database IDs

• PubChem SID: 162258040
• PubChem CID: 71314606

CALCULATED PROPERTIES

• Acid pKa: 4.144216
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -8.462479
• LogD (pH = 7.4): -8.444942
• Log P: -8.859804
• Molar Refractivity: 227.5437 cm^3
• Polarizability: 73.76965 Å^3
• Polar Surface Area: 199.45 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C242760

Cefepime impurity.