Meropenem sodiumProduct ingredient for Meropenem

Name
Meropenem sodium
Drug Entry
Meropenem

Meropenem is a broad-spectrum carbapenem antibiotic. It is active against Gram-positive and Gram-negative bacteria. Meropenem exerts its action by penetrating bacterial cells readily and interfering with the synthesis of vital cell wall components, which leads to cell death.

In August 2017, a combination antibacterial therapy under the market name vabomere was approved for treatment of adult patients with complicated urinary tract infections (cUTI). Vabomere consists of meropenem and Vaborbactam and is intravenously admininstered. The treatment aims to resolve infection-related symptoms and achieve negative urine culture, where the infections are proven or strongly suspected to be caused by susceptible bacteria.

Accession Number
DBSALT002981
Structure
Synonyms
Not Available
UNII
Not Available
CAS Number
211238-34-5
Weight
Average: 406.45
Monoisotopic: 406.14071279
Chemical Formula
C17H25N3NaO5S
InChI Key
UBQRNADYCUXRBD-NACOAMSHSA-N
InChI
InChI=1S/C17H25N3O5S.Na/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);/q;+1/t7-,8-,9+,10+,11-,12-;/m1./s1
IUPAC Name
sodium (4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
SMILES
[Na+].[H][C@]1([C@@H](C)O)C(=O)N2C(C(O)=O)=C(S[C@@H]3CN[C@@H](C3)C(=O)N(C)C)[C@H](C)[C@]12[H]
Not Available
Predicted Properties
PropertyValueSource
Water Solubility5.63 mg/mLALOGPS
logP-0.69ALOGPS
logP-4.4Chemaxon
logS-1.8ALOGPS
pKa (Strongest Acidic)3.28Chemaxon
pKa (Strongest Basic)9.39Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area110.18 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity97.89 m3·mol-1Chemaxon
Polarizability39.29 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon