3-{[5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

• ChemBase ID: 72649
• Molecular Formular: C17H25N3O5S
• Molecular Mass: 383.4625
• Monoisotopic Mass: 383.15149192
• SMILES: N12C(C(C1=O)C(C)O)C(C(=C2C(=O)O)SC1CC(NC1)C(=O)N(C)C)C
• Canonical SMILES: CC(C1C(=O)N2C1C(C)C(=C2C(=O)O)SC1CNC(C1)C(=O)N(C)C)O
• InChI: InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)
• InChIKey: DMJNNHOOLUXYBV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• IUPAC Traditional name: 3-{[5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• Synonyms: Merrem; Meronem; Meropenem

Database IDs

• CAS Number: 96036-03-2
• PubChem SID: 162037574
• PubChem CID: 3874387

CALCULATED PROPERTIES

• Acid pKa: 3.4704194
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -4.3561654
• LogD (pH = 7.4): -4.3568015
• Log P: -4.353987
• Molar Refractivity: 97.8862 cm^3
• Polarizability: 37.879482 Å^3
• Polar Surface Area: 110.18 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S1381

Research Area: Infection
Biological Activity:
Meropenem is an ultra-broad spectrum injectable antibiotic used to treat a wide variety of infections, including meningitis and pneumonia. It is a beta-lactam and belongs to the subgroup of carbapenem, similar to imipenem and ertapenem. [1]