(6R,7R)-7-[(2R)-2-amino-2-phenylacetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate

• ChemBase ID: 103103
• Molecular Formular: C16H19N3O5S
• Molecular Mass: 365.40416
• Monoisotopic Mass: 365.10454172
• SMILES: O=C1N2C(=C(CS[C@@H]2[C@@H]1NC(=O)[C@@H](c1ccccc1)N)C)C(=O)O.O
• Canonical SMILES: N[C@H](c1ccccc1)C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C.O
• InChI: InChI=1S/C16H17N3O4S.H2O/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9;/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23);1H2/t10-,11-,15-;/m1./s1
• InChIKey: AVGYWQBCYZHHPN-CYJZLJNKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R,7R)-7-[(2R)-2-amino-2-phenylacetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate
• IUPAC Traditional name: cephalexin hydrate
• Synonyms: (6R,7R)-7-((R)-2-amino-2-phenylacetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate; 7-(d-a-Aminophenylacetamido)desacetoxycephalosporanic acid; CEPHALEXIN MONOHYDRATE BP USP GRADE; CEPHALEXIN HYDRATE

Database IDs

• CAS Number: 15686-71-2; 23325-78-2
• EC Number: 239-773-6
• PubChem SID: 162090267
• PubChem CID: 62921

CALCULATED PROPERTIES

• Acid pKa: 3.4520106
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.1413963
• LogD (pH = 7.4): -2.3951817
• Log P: -2.145041
• Molar Refractivity: 88.9736 cm^3
• Polarizability: 34.625595 Å^3
• Polar Surface Area: 112.73 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C; 2-8°C, Desiccate
• RTECS: XI0350000

Product Information

• Grade: BP; USP
• Salt Data: H2O

DETAILS

MP Biomedicals - 02198666

Hydrate

MP Biomedicals - 02150585

Hydrate
White to light beige, crystalline powder
Meets B.P. and U.S.P. specifications
Minimum Activity: 95%

REFERENCES

• Barley, A., Hadley, A., Walker A., James, D.G., J. Post Grad Med. , 46 : 157-158, (1970).