KEGG   DRUG: Ampicillin
Entry
D00204                      Drug                                   
Name
Ampicillin (USP/INN);
Anhydrous ampicillin (JP18);
Omnipen (TN)
Formula
C16H19N3O4S
Exact mass
349.1096
Mol weight
349.4048
Structure
Simcomp
Class
Antibacterial
 DG01710  beta-Lactam antibiotic
  DG01713  Penicillin skeleton group
   DG01480  Penicillin
 DG01780  Extended spectrum penicillin
Remark
Same as: C06574
ATC code: J01CA01 S01AA19
Chemical structure group: DG00517
Product (DG00517): D01251<JP/US> D02119<JP/US>
Efficacy
Antibacterial, Cell wall biosynthesis inhibitor
Target
penicillin binding protein
  Pathway
ko00550  Peptidoglycan biosynthesis
Interaction
Structure map
map07011  Penicillins
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J01 ANTIBACTERIALS FOR SYSTEMIC USE
   J01C BETA-LACTAM ANTIBACTERIALS, PENICILLINS
    J01CA Penicillins with extended spectrum
     J01CA01 Ampicillin
      D00204  Ampicillin (USP/INN)
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01A ANTIINFECTIVES
    S01AA Antibiotics
     S01AA19 Ampicillin
      D00204  Ampicillin (USP/INN)
Drug groups [BR:br08330]
 Antibacterial
  DG01710  beta-Lactam antibiotic
   DG01713  Penicillin skeleton group
    DG01480  Penicillin
     DG00517  Ampicillin
      D00204  Ampicillin
  DG01780  Extended spectrum penicillin
   DG00517  Ampicillin
    D00204  Ampicillin
Antimicrobials [BR:br08307]
 Antibacterials
  Cell wall biosynthesis inhibitor, beta-lactam
   Extended spectrum penicillin
    D00204  Ampicillin (USP/INN)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00204  Anhydrous ampicillin
Prodrugs [br08324.html]
 D00204
Drug groups [BR:br08330]
 Antibacterial
  DG01710  beta-Lactam antibiotic
   DG01713  Penicillin skeleton group
    DG01480  Penicillin
     DG00517  Ampicillin
  DG01780  Extended spectrum penicillin
   DG00517  Ampicillin
Antimicrobials abbreviations [BR:br08327]
 Antibacterials
  Cell wall biosynthesis inhibitor, beta-lactam
   Extended spectrum penicillin
    DG00517  Ampicillin
Other DBs
CAS: 69-53-4
PubChem: 7847272
ChEBI: 28971
PDB-CCD: AIC[PDBj]
LigandBox: D00204
NIKKAJI: J4.515B
KCF data

ATOM        24
            1   C1y C    28.4025  -14.8702
            2   C5x C    28.4025  -16.2751
            3   N1y N    29.8073  -16.2751
            4   C1y C    29.8073  -14.8702
            5   C1y C    31.1418  -16.6964
            6   C1z C    31.9845  -15.5725
            7   S2x S    31.1418  -14.4487
            8   C1a C    32.9680  -16.5559
            9   C1a C    32.9680  -14.5892
            10  C6a C    31.6334  -18.0309
            11  O6a O    33.0381  -18.0309
            12  O6a O    30.7905  -19.1546
            13  N1b N    27.2084  -14.1678
            14  C5a C    26.0144  -14.8702
            15  O5x O    27.2084  -16.9774
            16  O5a O    26.0144  -16.2751
            17  C1c C    24.7949  -14.1727
            18  C8y C    23.6026  -14.8679
            19  N1a N    24.7949  -12.7715
            20  C8x C    22.3890  -14.1673
            21  C8x C    21.1757  -14.8679
            22  C8x C    21.1757  -16.2692
            23  C8x C    22.3890  -16.9698
            24  C8x C    23.6026  -16.2692
BOND        26
            1     1   2 1
            2     2   3 1
            3     3   4 1
            4     1   4 1
            5     3   5 1
            6     5   6 1
            7     6   7 1
            8     4   7 1
            9     6   8 1
            10    6   9 1
            11    5  10 1 #Down
            12   10  11 1
            13   10  12 2
            14    1  13 1 #Up
            15   13  14 1
            16    2  15 2
            17   14  16 2
            18   14  17 1
            19   17  18 1
            20   17  19 1 #Up
            21   18  20 2
            22   20  21 1
            23   21  22 2
            24   22  23 1
            25   23  24 2
            26   18  24 1

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