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

• ChemBase ID: 193607
• Molecular Formular: C16H25N3O8S
• Molecular Mass: 419.45
• Monoisotopic Mass: 419.13623578
• SMILES: N12[C@@H]([C@@H](C1=O)NC(=O)C(c1ccc(cc1)O)N)SC(C2C(=O)O)(C)C.O.O.O
• Canonical SMILES: O=C(C(c1ccc(cc1)O)N)N[C@@H]1C(=O)N2[C@@H]1SC(C2C(=O)O)(C)C.O.O.O
• InChI: InChI=1S/C16H19N3O5S.3H2O/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7;;;/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24);3*1H2/t9?,10-,11?,14-;;;/m1.../s1
• InChIKey: MQXQVCLAUDMCEF-UAPFEVIISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,6R)-6-[2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid trihydrate
• IUPAC Traditional name: (5R,6R)-6-[2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid trihydrate

Database IDs

• PubChem SID: 164249517
• PubChem CID: 15572033

CALCULATED PROPERTIES

• Acid pKa: 3.2314606
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.3092988
• LogD (pH = 7.4): -2.5697672
• Log P: -2.3101761
• Molar Refractivity: 89.5044 cm^3
• Polarizability: 35.524654 Å^3
• Polar Surface Area: 132.96 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Salt Data: 3 H2O
• Classification: Derivatives & analogs of Natural Compounds