(2R,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

• ChemBase ID: 85787
• Molecular Formular: C8H12N2O3S
• Molecular Mass: 216.25748
• Monoisotopic Mass: 216.05686325
• SMILES: N12[C@@H]([C@@H](C1=O)N)SC([C@H]2C(=O)O)(C)C
• Canonical SMILES: OC(=O)[C@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N
• InChI: InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4-,6-/m1/s1
• InChIKey: NGHVIOIJCVXTGV-ZMIZWQJLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• IUPAC Traditional name: (2R,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• Synonyms: 6-Aminopenicillanic acid; (2S,5R,6R)-6-Amino-2,2-dimethyl-5-oxoperhydroazeto[2,1-b][1,3]thiazole-3-carboxylic acid 98%

Database IDs

• CAS Number: 551-16-6
• MDL Number: MFCD00005176
• PubChem SID: 162072903
• PubChem CID: 6101751

CALCULATED PROPERTIES

• Acid pKa: 3.415152
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.8350077
• LogD (pH = 7.4): -3.1041005
• Log P: -2.8378367
• Molar Refractivity: 50.3621 cm^3
• Polarizability: 20.43413 Å^3
• Polar Surface Area: 83.63 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 198-200(dec.)°C

Safety Information

• Storage Warning: Harmful