General Information of Drug (ID: DR2661)
Drug Name
Cefpodoxime
Synonyms
Cefpodoxim acid; Cefpodoxima; Cefpodoxima [Spanish]; Cefpodoxime (INN); Cefpodoxime [INN:BAN]; Cefpodoximum; Cefpodoximum [Latin]; Epoxim; Epoxim (TN); RU 51807; Vantin (TN); (6R,7R)-7-({(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(methyloxy)imino]acetyl}amino)-3-[(methyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-[[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 7-{[(2-amino-1,3-thiazol-4-yl)(methoxyimino)acetyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; CPDX
Indication Bronchitis [ICD11: CA20] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 427.5 Topological Polar Surface Area 210
Heavy Atom Count 28 Rotatable Bond Count 7
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 11
Cross-matching ID
PubChem CID
6335986
PubChem SID
10314 ; 7978883 ; 14832042 ; 14880676 ; 23947634 ; 42980683 ; 46504897 ; 48415725 ; 49835234 ; 51091954 ; 79167407 ; 87305645 ; 96099266 ; 103639168 ; 104133802 ; 114466102 ; 124766016 ; 134337752 ; 135013061 ; 137002897 ; 138999736 ; 140396441 ; 160964685 ; 163409420 ; 163847698 ; 175268415 ; 179151199 ; 196378890 ; 226414761 ; 241157558 ; 252347160
ChEBI ID
CHEBI:3504
CAS Number
82619-04-3
TTD Drug ID
D0W6CA
Formula
C15H17N5O6S2
Canonical SMILES
COCC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)O
InChI
1S/C15H17N5O6S2/c1-25-3-6-4-27-13-9(12(22)20(13)10(6)14(23)24)18-11(21)8(19-26-2)7-5-28-15(16)17-7/h5,9,13H,3-4H2,1-2H3,(H2,16,17)(H,18,21)(H,23,24)/b19-8-/t9-,13-/m1/s1
InChIKey
WYUSVOMTXWRGEK-HBWVYFAYSA-N
The Predicted Metabolic Roadmap of This Drug
The Full List of Predicted Drug Metabolites (PDM) of This Drug
PDM Name PDM ID PubChem ID Reaction PDM Level Biosystem
Cefpodoxime M1 PDM007144 N. A. Hydrolysis - Hydrolysis of cyclic tertiary carboxamide 1 Human
Cefpodoxime M2 PDM007145 N. A. Conjugation - Glycine conjugation 1 Human
Cefpodoxime M3 PDM007146 N. A. Conjugation - O-Glucuronidation of aliphatic acid 1 Human
Cefpodoxime M4 PDM007147 N. A. Conjugation - Glucuronidation of primary aromatic amine 1 Human
Cefpodoxime M5 PDM007148 N. A. Conjugation - Carnitine conjugation 1 Human
Cefpodoxime M6 PDM007149 N. A. Reduction - Reduction of alpha,beta-unsaturated carbon-carbon double bond adjacent to electron withdrawing group 1 Gut microbial environment
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Beta-lactamase (blaB) DME1320 Citrobacter amalonaticus
A0A3Q9VXP1_CITAM
3.5.2.6
[2]
Beta-lactamase (blaB) DME2024 Citrobacter braakii
K0GG60_CITBR
3.5.2.6
[2]
References
1 Cefpodoxime was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Low-virulence Citrobacter species encode resistance to multiple antimicrobials. Antimicrob Agents Chemother. 2002 Nov;46(11):3555-60.

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