Cefuroxime axetilProduct ingredient for Cefuroxime

Name
Cefuroxime axetil
Drug Entry
Cefuroxime

Broad-spectrum cephalosporin antibiotic resistant to beta-lactamase. It has been proposed for infections with gram-negative and gram-positive organisms, gonorrhea, and haemophilus.

Accession Number
DBSALT001355
Structure
Synonyms
Not Available
UNII
Z49QDT0J8Z
CAS Number
64544-07-6
Weight
Average: 510.47
Monoisotopic: 510.105664098
Chemical Formula
C20H22N4O10S
InChI Key
KEJCWVGMRLCZQQ-YJBYXUATSA-N
InChI
InChI=1S/C20H22N4O10S/c1-9(25)33-10(2)34-19(28)15-11(7-32-20(21)29)8-35-18-14(17(27)24(15)18)22-16(26)13(23-30-3)12-5-4-6-31-12/h4-6,10,14,18H,7-8H2,1-3H3,(H2,21,29)(H,22,26)/b23-13-/t10?,14-,18-/m1/s1
IUPAC Name
1-[(6R,7R)-3-[(carbamoyloxy)methyl]-7-[(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbonyloxy]ethyl acetate
SMILES
CO\N=C(/C(=O)N[C@H]1[C@H]2SCC(COC(N)=O)=C(N2C1=O)C(=O)OC(C)OC(C)=O)C1=CC=CO1
KEGG Compound
C08107
ChemSpider
4882027
BindingDB
50248197
ChEBI
3516
ChEMBL
CHEMBL1095930
Wikipedia
Cefuroxime_axetil
Predicted Properties
PropertyValueSource
Water Solubility0.147 mg/mLALOGPS
logP0.55ALOGPS
logP-0.43Chemaxon
logS-3.5ALOGPS
pKa (Strongest Acidic)10.92Chemaxon
pKa (Strongest Basic)-1.2Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area189.06 Å2Chemaxon
Rotatable Bond Count12Chemaxon
Refractivity117.03 m3·mol-1Chemaxon
Polarizability47.39 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon