Cefpodoxime proxetilProduct ingredient for Cefpodoxime

Name
Cefpodoxime proxetil
Drug Entry
Cefpodoxime

Cefpodoxime is an oral third generation cephalosporin antibiotic with effectiveness against most Gram positive and Gram negative bacteria. Commonly used to treat acute otitis media, pharyngitis, and sinusitis, cefpodoxime proxetil is a prodrug which is absorbed and de-esterified by the intestinal mucosa to Cefpodoxime.

Accession Number
DBSALT001354
Structure
Synonyms
Not Available
UNII
2TB00A1Z7N
CAS Number
87239-81-4
Weight
Average: 557.59
Monoisotopic: 557.125019817
Chemical Formula
C21H27N5O9S2
InChI Key
LTINZAODLRIQIX-FBXRGJNPSA-N
InChI
InChI=1S/C21H27N5O9S2/c1-9(2)33-21(30)35-10(3)34-19(29)15-11(6-31-4)7-36-18-14(17(28)26(15)18)24-16(27)13(25-32-5)12-8-37-20(22)23-12/h8-10,14,18H,6-7H2,1-5H3,(H2,22,23)(H,24,27)/b25-13-/t10?,14-,18-/m1/s1
IUPAC Name
(2Z)-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)-N-[(6R,7R)-3-(methoxymethyl)-8-oxo-2-[(1-{[(propan-2-yloxy)carbonyl]oxy}ethoxy)carbonyl]-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl]ethanimidic acid
SMILES
[H]C(C)(OC(=O)OC(C)C)OC(=O)C1=C(COC)CS[C@@]2([H])N1C(=O)[C@@]2([H])N=C(O)C(=N/OC)\C1=CSC(=N)N1
KEGG Compound
C08115
ChemSpider
5014485
BindingDB
50248233
ChEBI
3505
ChEMBL
CHEMBL1201016
Wikipedia
Cefpodoxime
Predicted Properties
PropertyValueSource
Water Solubility0.103 mg/mLALOGPS
logP1.7ALOGPS
logP2.17Chemaxon
logS-3.7ALOGPS
pKa (Strongest Acidic)3.73Chemaxon
pKa (Strongest Basic)0.72Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count11Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area181.43 Å2Chemaxon
Rotatable Bond Count13Chemaxon
Refractivity144.67 m3·mol-1Chemaxon
Polarizability55.21 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon