1-{[(propan-2-yloxy)carbonyl]oxy}ethyl (6R,7R)-7-[(2Z)-2-(methoxyimino)-2-{2-[({4-[(1Z)-(methoxyimino)({[(6R,7R)-3-(methoxymethyl)-8-oxo-2-[(1-{[(propan-2-yloxy)carbonyl]oxy}ethoxy)carbonyl]-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl]carbamoyl})methyl]-1,3-thiazol-2-yl}carbamoyl)amino]-1,3-thiazol-4-yl}acetamido]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

• ChemBase ID: 163929
• Molecular Formular: C43H52N10O19S4
• Molecular Mass: 1141.18858
• Monoisotopic Mass: 1140.22930349
• SMILES: S1[C@H]2N(C(=C(C1)COC)C(=O)OC(OC(=O)OC(C)C)C)C(=O)[C@H]2NC(=O)/C(=N\OC)/c1nc(sc1)NC(=O)Nc1scc(/C(=N/OC)/C(=O)N[C@H]2[C@H]3SCC(=C(N3C2=O)C(=O)OC(OC(=O)OC(C)C)C)COC)n1
• Canonical SMILES: COCC1=C(C(=O)OC(OC(=O)OC(C)C)C)N2[C@H](SC1)[C@@H](C2=O)NC(=O)/C(=N\OC)/c1csc(n1)NC(=O)Nc1scc(n1)/C(=N/OC)/C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)OC(OC(=O)OC(C)C)C)COC
• InChI: InChI=1S/C43H52N10O19S4/c1-17(2)67-42(61)71-19(5)69-37(58)29-21(11-63-7)13-73-35-27(33(56)52(29)35)46-31(54)25(50-65-9)23-15-75-40(44-23)48-39(60)49-41-45-24(16-76-41)26(51-66-10)32(55)47-28-34(57)53-30(22(12-64-8)14-74-36(28)53)38(59)70-20(6)72-43(62)68-18(3)4/h15-20,27-28,35-36H,11-14H2,1-10H3,(H,46,54)(H,47,55)(H2,44,45,48,49,60)/b50-25-,51-26-/t19?,20?,27-,28-,35-,36-/m1/s1
• InChIKey: YLZQFCHCIOUKRP-OVBYXRNMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[(propan-2-yloxy)carbonyl]oxy}ethyl (6R,7R)-7-[(2Z)-2-(methoxyimino)-2-{2-[({4-[(1Z)-(methoxyimino)({[(6R,7R)-3-(methoxymethyl)-8-oxo-2-[(1-{[(propan-2-yloxy)carbonyl]oxy}ethoxy)carbonyl]-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl]carbamoyl})methyl]-1,3-thiazol-2-yl}carbamoyl)amino]-1,3-thiazol-4-yl}acetamido]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• IUPAC Traditional name: 1-[(isopropoxycarbonyl)oxy]ethyl (6R,7R)-7-[(2Z)-2-{2-[({4-[(1Z)-{[(6R,7R)-2-({1-[(isopropoxycarbonyl)oxy]ethoxy}carbonyl)-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl]carbamoyl}(methoxyimino)methyl]-1,3-thiazol-2-yl}carbamoyl)amino]-1,3-thiazol-4-yl}-2-(methoxyimino)acetamido]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• Synonyms: Cefpodoxime Proxetil Dimer Impurity 1

Database IDs

• PubChem SID: 162258064
• PubChem CID: 71314616

CALCULATED PROPERTIES

• Acid pKa: 9.65404
• H Acceptors: 19
• H Donor: 4
• LogD (pH = 5.5): 3.4996917
• LogD (pH = 7.4): 3.4974544
• Log P: 3.4997203
• Molar Refractivity: 267.2634 cm^3
• Polarizability: 103.08843 Å^3
• Polar Surface Area: 351.03 Å^2
• Rotatable Bonds: 28
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C243870

A dimer impurity of the antibacterial Cefpodoxime Proxetil (C243870).