Imipenem monohydrateProduct ingredient for Imipenem
- Name
- Imipenem monohydrate
- Drug Entry
- Imipenem
Imipenem is a semisynthetic thienamycin that has a wide spectrum of antibacterial activity against gram-negative and gram-positive aerobic and anaerobic bacteria, including many multiresistant strains.Label It is stable to many beta-lactamases. Similar compounds include meropenem, known for having greater activity against Gram negative bacteria, and the newer ertapenem which exhibits a longer half-life due to increased binding to plasma proteins.10 Imipenem is commonly used in combination with cilastatin and is now available in a triple-drug product with cilastatin and relebactam which was recently approved by the FDA. Imipenem was first approved by the FDA in November 1985 as the combination product Primaxin marketed by Merck & Co.14
- Accession Number
- DBSALT002429
- Structure
Structure for Imipenem monohydrate (DBSALT002429)
- Synonyms
- Imipenem / Imipenem hydrate
- External IDs
- MK-0787
- UNII
- 71OTZ9ZE0A
- CAS Number
- 74431-23-5
- Weight
- Average: 317.36
Monoisotopic: 317.104541898 - Chemical Formula
- C12H19N3O5S
- InChI Key
- GSOSVVULSKVSLQ-JJVRHELESA-N
- InChI
- InChI=1S/C12H17N3O4S.H2O/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);1H2/t6-,7-,9-;/m1./s1
- IUPAC Name
- (5R,6S)-6-[(1R)-1-hydroxyethyl]-3-[(2-methanimidamidoethyl)sulfanyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid hydrate
- SMILES
- O.[H][C@]12CC(SCCNC=N)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C(O)=O
- External Links
- ChemSpider
- 4445535
- ChEBI
- 51799
- ChEMBL
- CHEMBL43708
- Predicted Properties
Property Value Source Water Solubility 0.682 mg/mL ALOGPS logP -0.86 ALOGPS logP -3.8 Chemaxon logS -2.6 ALOGPS pKa (Strongest Acidic) 3.63 Chemaxon pKa (Strongest Basic) 11.8 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 113.72 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 86.14 m3·mol-1 Chemaxon Polarizability 30.81 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon