potassium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[2-(2H5)phenyl(2H2)acetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

• ChemBase ID: 161901
• Molecular Formular: C16H17KN2O4S
• Molecular Mass: 372.48048
• Monoisotopic Mass: 372.05460971
• SMILES: [C@H]1(C(=O)N2[C@@H]1SC([C@@H]2C(=O)[O-])(C)C)NC(=O)Cc1ccccc1.[K+]
• Canonical SMILES: O=C(Cc1ccccc1)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)[O-])(C)C.[K+]
• InChI: InChI=1S/C16H18N2O4S.K/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);/q;+1/p-1/t11-,12+,14-;/m1./s1
• InChIKey: IYNDLOXRXUOGIU-LQDWTQKMSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[2-(^2H₅)phenyl(^2H₂)acetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• IUPAC Traditional name: potassium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[2-(^2H₅)phenyl(^2H₂)acetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• Synonyms: (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(2-phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid-d7 Potassium Salt; Penicillin G-d7 Potassium Salt; Benzylpenicillin-d7 Potassium; Cosmopen-d7; Cristapen-d7; Crytapen-d7; Eskacillin-d7; Falapen-d7; Hipercilina-d7; Hyasorb-d7; Hylenta-d7; Monopen-d7; NSC 131815-d7; Notaral-d7; Pentids-d7; Potassium 6-(Phenylacetamido)penicillanate-d7; Potassium Benzylpenicillin-d7; Potassium Benzylpenicillinate-d7; Potassium Penicillin G-d7; Scotcil-d7; Tabilin-d7; Benzyl Penicillinate-d7 Potassium Salt

Database IDs

• CAS Number: 352323-25-2
• PubChem SID: 162256036
• PubChem CID: 71313914

CALCULATED PROPERTIES

• Acid pKa: 3.5292811
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.8828292
• LogD (pH = 7.4): -2.2857618
• Log P: 1.080678
• Molar Refractivity: 95.3649 cm^3
• Polarizability: 33.256413 Å^3
• Polar Surface Area: 89.54 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 218-220°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, Store under Inert atmosphere -20°C Freezer

DETAILS

Toronto Research Chemicals - B288600

Labelled Penicillin G (B288601). An antibiotic substance produced by Penicillium sp. Antibacterial.

REFERENCES

• Fleming, A., et al.: Br. J. Exp. Pathol., 10, 226 (1929)
• Clutterbuck, P.W., et al.: Biochem. J., et al.: 26, 1907 (1929)
• Chain, E., et al.: Lancet, 2, 226 (1929)