(5R,6S)-6-[(1S)-1-hydroxyethyl]-3-[(2-methanimidamidoethyl)sulfanyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

• ChemBase ID: 81849
• Molecular Formular: C12H17N3O4S
• Molecular Mass: 299.34608
• Monoisotopic Mass: 299.09397704
• SMILES: N12[C@@H]([C@H](C1=O)[C@H](C)O)CC(=C2C(=O)O)SCCNC=N
• Canonical SMILES: C[C@@H]([C@@H]1[C@H]2CC(=C(N2C1=O)C(=O)O)SCCNC=N)O
• InChI: InChI=1S/C12H17N3O4S/c1-6(16)9-7-4-8(20-3-2-14-5-13)10(12(18)19)15(7)11(9)17/h5-7,9,16H,2-4H2,1H3,(H2,13,14)(H,18,19)/t6-,7+,9+/m0/s1
• InChIKey: ZSKVGTPCRGIANV-LKEWCRSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,6S)-6-[(1S)-1-hydroxyethyl]-3-[(2-methanimidamidoethyl)sulfanyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• IUPAC Traditional name: (5R,6S)-6-[(1S)-1-hydroxyethyl]-3-[(2-methanimidamidoethyl)sulfanyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• Synonyms: (5R,6S)-3-{[2-(Carbonoimidoylamino)ethyl]sulphanyl}-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid; Imipenem

Database IDs

• CAS Number: 64221-86-9
• MDL Number: MFCD00864955
• PubChem SID: 162068968
• PubChem CID: 47317

CALCULATED PROPERTIES

• Acid pKa: 3.9336088
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.8067136
• LogD (pH = 7.4): -3.7972186
• Log P: -3.7971773
• Molar Refractivity: 86.1362 cm^3
• Polarizability: 28.549414 Å^3
• Polar Surface Area: 113.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Irritant/Keep Cold