Ertapenem sodiumProduct ingredient for Ertapenem

Name
Ertapenem sodium
Drug Entry
Ertapenem

Ertapenem is a 1-β methyl-carbapenem that is structurally related to beta-lactam antibiotics.5 It was first authorized for use in the US in November 2001 and in Europe in April 2002.1 Shown to be effective against a wide range of Gram-positive and Gram-negative aerobic and anaerobic bacteria, ertapenem is used to treat various bacterial infections.

Accession Number
DBSALT001460
Structure
Synonyms
Not Available
External IDs
L-749345 / MK-0826 / MK-826
UNII
2T90KE67L0
CAS Number
153773-82-1
Weight
Average: 497.5
Monoisotopic: 497.12326558
Chemical Formula
C22H24N3NaO7S
InChI Key
ZXNAQFZBWUNWJM-HRXMHBOMSA-M
InChI
InChI=1S/C22H25N3O7S.Na/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30;/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32);/q;+1/p-1/t9-,10-,13+,14+,15-,16-;/m1./s1
IUPAC Name
sodium (2S,4S)-4-{[(4R,5S,6S)-2-carboxy-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]sulfanyl}-2-[(3-carboxyphenyl)carbamoyl]pyrrolidin-1-ium
SMILES
[Na+].[H][C@]12[C@@H](C)C(S[C@]3([H])C[NH2+][C@@]([H])(C3)C(=O)NC3=CC=CC(=C3)C([O-])=O)=C(N1C(=O)[C@]2([H])[C@@H](C)O)C([O-])=O
KEGG Drug
D04049
ChemSpider
132760
ChEBI
60070
ChEMBL
CHEMBL1232
Wikipedia
Ertapenem
Predicted Properties
PropertyValueSource
Water Solubility0.0271 mg/mLALOGPS
logP0.68ALOGPS
logP-3.2Chemaxon
logS-4.3ALOGPS
pKa (Strongest Acidic)3.22Chemaxon
pKa (Strongest Basic)9.03Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area166.51 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity154.89 m3·mol-1Chemaxon
Polarizability46.2 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon