potassium (2R)-2-{[(2E)-4-ethoxy-4-oxobut-2-en-2-yl]amino}-2-(2H5)phenylacetate

• ChemBase ID: 176576
• Molecular Formular: C14H16KNO4
• Molecular Mass: 301.37944
• Monoisotopic Mass: 301.07163968
• SMILES: c1cccc(c1)[C@@H](N/C(=C/C(=O)OCC)/C)C(=O)[O-].[K+]
• Canonical SMILES: CCOC(=O)/C=C(/N[C@H](c1ccccc1)C(=O)[O-])\C.[K+]
• InChI: InChI=1S/C14H17NO4.K/c1-3-19-12(16)9-10(2)15-13(14(17)18)11-7-5-4-6-8-11;/h4-9,13,15H,3H2,1-2H3,(H,17,18);/q;+1/p-1/b10-9+;/t13-;/m1./s1
• InChIKey: QMWWAEFYIXXXQW-VMEHJNRZSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium (2R)-2-{[(2E)-4-ethoxy-4-oxobut-2-en-2-yl]amino}-2-(^2H₅)phenylacetate
• IUPAC Traditional name: potassium (2R)-2-{[(2E)-4-ethoxy-4-oxobut-2-en-2-yl]amino}-2-(^2H₅)phenylacetate
• Synonyms: (E)-Ethyl 2-[N-(D-(-)-Phenylglycine-d5)]but-2-enoate Potassium Salt; 2-[N-(D-(-)-Phenylglycine-d5) Ethyl trans-Crotonate Potassium Salt; 2-[N-(D-Phenylglycine-d5)]crotonic Acid Ethyl Ester Potassium Salt

Database IDs

• PubChem SID: 164232486
• PubChem CID: 71751626

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.5533932
• LogD (pH = 7.4): -1.1273519
• Log P: 1.5949416
• Molar Refractivity: 82.3176 cm^3
• Polarizability: 27.159779 Å^3
• Polar Surface Area: 78.46 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true
• Acid pKa: 4.319435

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - P327152

Intermediate in the preparation of labelled Cephalexin.