KEGG   DRUG: Cefuroxime axetil
Entry
D00914                      Drug                                   
Name
Cefuroxime axetil (JP18/USP/INN);
Ceftin (TN)
Product
  Generic
Formula
C20H22N4O10S
Exact mass
510.1057
Mol weight
510.4745
Structure
Simcomp
Class
Antibacterial
 DG01710  beta-Lactam antibiotic
  DG01714  Cephalosporin skeleton group
   DG01488  Cephem
 DG01775  Second-generation cephalosporin
 DG01804  Oxyimino beta-lactam
Remark
Same as: C08107
Therapeutic category: 6132
ATC code: J01DC02 S01AA27
Chemical structure group: DG00558
Product (DG00558): D00914<JP/US> D00915<US>
Efficacy
Antibacterial, Cell wall biosynthesis inhibitor
  Disease
Uncomplicated urinary tract infections [DS:H01176]
Gonorrhea [DS:H00315]
Lyme disease [DS:H00353]
Comment
Active form of prodrug: Cefuroxime [DR:D00262]
Target
penicillin binding protein
  Pathway
ko00550  Peptidoglycan biosynthesis
Interaction
Structure map
map07012  Cephalosporins - parenteral agents
map07013  Cephalosporins - oral agents
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J01 ANTIBACTERIALS FOR SYSTEMIC USE
   J01D OTHER BETA-LACTAM ANTIBACTERIALS
    J01DC Second-generation cephalosporins
     J01DC02 Cefuroxime
      D00914  Cefuroxime axetil (JP18/USP/INN) <JP/US>
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01A ANTIINFECTIVES
    S01AA Antibiotics
     S01AA27 Cefuroxime
      D00914  Cefuroxime axetil (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Antibacterials
  Beta-lactam, Cephalosporins
   Cefuroxime
    D00914  Cefuroxime axetil (JP18/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 6  Agents against pathologic organisms and parasites
  61  Antibiotics
   613  Acting mainly on gram-positive and gram-negative bacteria
    6132  Cephem antibioitics
     D00914  Cefuroxime axetil (JP18/USP/INN)
Drug groups [BR:br08330]
 Antibacterial
  DG01710  beta-Lactam antibiotic
   DG01714  Cephalosporin skeleton group
    DG01488  Cephem
     DG00558  Cefuroxime
      D00914  Cefuroxime axetil
  DG01775  Second-generation cephalosporin
   DG00558  Cefuroxime
    D00914  Cefuroxime axetil
  DG01804  Oxyimino beta-lactam
   DG00558  Cefuroxime
    D00914  Cefuroxime axetil
Drug classes [BR:br08332]
 Antibacterial
  DG01488  Cephem
   D00914  Cefuroxime axetil
Antimicrobials [BR:br08307]
 Antibacterials
  Cell wall biosynthesis inhibitor, beta-lactam
   Second-generation cephalosporin
    D00914  Cefuroxime axetil (JP18/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00914  Cefuroxime axetil
Prodrugs [br08324.html]
 D00914
Drug groups [BR:br08330]
 Antibacterial
  DG01710  beta-Lactam antibiotic
   DG01714  Cephalosporin skeleton group
    DG01488  Cephem
     DG00558  Cefuroxime
  DG01775  Second-generation cephalosporin
   DG00558  Cefuroxime
  DG01804  Oxyimino beta-lactam
   DG00558  Cefuroxime
Antimicrobials abbreviations [BR:br08327]
 Antibacterials
  Cell wall biosynthesis inhibitor, beta-lactam
   Second-generation cephalosporin
    DG00558  Cefuroxime
Other DBs
CAS: 64544-07-6
PubChem: 7847977
ChEBI: 3516
LigandBox: D00914
NIKKAJI: J111.110H
KCF data

ATOM        35
            1   C1y C    32.4830  -17.3815
            2   N1y N    32.4830  -18.7522
            3   C2y C    33.6704  -19.4375
            4   C2y C    34.8574  -18.7522
            5   C1x C    34.8574  -17.3815
            6   S2x S    33.6704  -16.6961
            7   C1y C    31.1122  -17.3815
            8   C5x C    31.1122  -18.7522
            9   N1b N    29.9252  -16.6961
            10  C5a C    28.7380  -17.3815
            11  O5a O    28.7380  -18.7522
            12  O5x O    29.9252  -19.4375
            13  C2c C    27.5508  -16.6961
            14  C1b C    36.0626  -19.4485
            15  C7a C    33.6704  -21.8391
            16  O7a O    32.4665  -22.5342
            17  O6a O    34.8407  -22.5150
            18  C8y C    26.3447  -17.3929
            19  O2x O    25.2137  -16.5965
            20  C8x C    24.1023  -17.4263
            21  C8x C    24.5479  -18.7397
            22  C8x C    25.9347  -18.7220
            23  N2b N    27.5507  -15.3044
            24  O7a O    37.2666  -18.7539
            25  C7a C    38.4302  -19.4263
            26  N1a N    39.6019  -18.7501
            27  O6a O    38.4298  -20.8040
            28  C1c C    31.2867  -21.8527
            29  O7a O    30.1305  -22.5200
            30  C7a C    28.9560  -21.8415
            31  C1a C    27.7902  -22.5142
            32  C1a C    31.2864  -20.4575
            33  O6a O    28.9562  -20.4574
            34  O2a O    28.7734  -14.5979
            35  C1a C    28.7734  -13.1979
BOND        37
            1     1   2 1
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     5   6 1
            6     1   6 1
            7     1   7 1
            8     7   8 1
            9     2   8 1
            10    7   9 1 #Up
            11    9  10 1
            12   10  11 2
            13    8  12 2
            14   10  13 1
            15    4  14 1
            16    3  15 1
            17   15  16 1
            18   15  17 2
            19   13  18 1
            20   18  19 1
            21   19  20 1
            22   20  21 2
            23   21  22 1
            24   18  22 2
            25   13  23 2
            26   14  24 1
            27   24  25 1
            28   25  26 1
            29   25  27 2
            30   16  28 1
            31   28  29 1
            32   29  30 1
            33   30  31 1
            34   28  32 1
            35   30  33 2
            36   23  34 1
            37   34  35 1

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