methyl (2S,3R)-2-[(2S,3R)-4-{[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl}-5-({[(2,2-dimethylpropanoyl)oxy]methoxy}carbonyl)-3-methyl-2,3-dihydro-1H-pyrrol-2-yl]-3-hydroxybutanoate

• ChemBase ID: 178106
• Molecular Formular: C23H35N3O7S2
• Molecular Mass: 529.6699
• Monoisotopic Mass: 529.19164248
• SMILES: [C@H]1(NC(=C([C@@H]1C)SC1CN(C1)C1=NCCS1)C(=O)OCOC(=O)C(C)(C)C)[C@@H]([C@H](O)C)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H]([C@@H]1NC(=C([C@@H]1C)SC1CN(C1)C1=NCCS1)C(=O)OCOC(=O)C(C)(C)C)[C@H](O)C
• InChI: InChI=1S/C23H35N3O7S2/c1-12-16(15(13(2)27)19(28)31-6)25-17(20(29)32-11-33-21(30)23(3,4)5)18(12)35-14-9-26(10-14)22-24-7-8-34-22/h12-16,25,27H,7-11H2,1-6H3/t12-,13-,15-,16-/m1/s1
• InChIKey: RCIMVZWCHLOZJH-RRCSTGOVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3R)-2-[(2S,3R)-4-{[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl}-5-({[(2,2-dimethylpropanoyl)oxy]methoxy}carbonyl)-3-methyl-2,3-dihydro-1H-pyrrol-2-yl]-3-hydroxybutanoate
• IUPAC Traditional name: methyl (2S,3R)-2-[(2S,3R)-4-{[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl}-5-({[(2,2-dimethylpropanoyl)oxy]methoxy}carbonyl)-3-methyl-2,3-dihydro-1H-pyrrol-2-yl]-3-hydroxybutanoate
• Synonyms: 4,7-seco-Tebipenemoic Acid Methyl Ester Pivoxil

Database IDs

• PubChem SID: 164234016
• PubChem CID: 71752337

CALCULATED PROPERTIES

• Acid pKa: 14.967507
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.0790795
• LogD (pH = 7.4): 1.8741044
• Log P: 1.9047939
• Molar Refractivity: 135.2734 cm^3
• Polarizability: 52.87399 Å^3
• Polar Surface Area: 126.76 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T012860

4,7-seco-Tebipenemoic Acid Methyl Ester Pivoxil is an impurity of Tebipenem Pivoxil (T012900).