KEGG   DRUG: Benzylpenicillin
Entry
D02336                      Drug                                   
Name
Benzylpenicillin (INN);
Penicillin G
Formula
C16H18N2O4S
Exact mass
334.0987
Mol weight
334.3901
Structure
Simcomp
Source
Penicillium chrysogenum [TAX:5076]
Class
Antibacterial
 DG01710  beta-Lactam antibiotic
  DG01713  Penicillin skeleton group
   DG01480  Penicillin
 DG01778  beta-Lactamase sensitive penicillin
Transporter substrate
 DG02860  SLC22A8 substrate
Remark
Same as: C05551
ATC code: J01CE01 S01AA14
Chemical structure group: DG00534
Product (DG00534): D01053<JP/US> D02157<JP/US> D05408<US>
Efficacy
Antibacterial, Cell wall biosynthesis inhibitor
Target
penicillin binding protein
  Pathway
ko00550  Peptidoglycan biosynthesis
Metabolism
Transporter: SLC22A8 [HSA:9376]
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
    J01CE Beta-lactamase sensitive penicillins
     J01CE01 Benzylpenicillin
      D02336  Benzylpenicillin (INN)
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01A ANTIINFECTIVES
    S01AA Antibiotics
     S01AA14 Benzylpenicillin
      D02336  Benzylpenicillin (INN)
Drug groups [BR:br08330]
 Antibacterial
  DG01710  beta-Lactam antibiotic
   DG01713  Penicillin skeleton group
    DG01480  Penicillin
     DG00534  Benzylpenicillin
      D02336  Benzylpenicillin
  DG01778  beta-Lactamase sensitive penicillin
   DG00534  Benzylpenicillin
    D02336  Benzylpenicillin
 Transporter substrate
  DG02860  SLC22A8 substrate
   D02336  Benzylpenicillin
Antimicrobials [BR:br08307]
 Antibacterials
  Cell wall biosynthesis inhibitor, beta-lactam
   beta-Lactamase sensitive penicillin
    D02336  Benzylpenicillin (INN)
Drug metabolizing enzymes and transporters [br08309.html]
 Drug transporters
  D02336
Prodrugs [br08324.html]
 D02336
Drug groups [BR:br08330]
 Antibacterial
  DG01710  beta-Lactam antibiotic
   DG01713  Penicillin skeleton group
    DG01480  Penicillin
     DG00534  Benzylpenicillin
  DG01778  beta-Lactamase sensitive penicillin
   DG00534  Benzylpenicillin
Antimicrobials abbreviations [BR:br08327]
 Antibacterials
  Cell wall biosynthesis inhibitor, beta-lactam
   beta-Lactamase sensitive penicillin
    DG00534  Benzylpenicillin
Other DBs
CAS: 61-33-6
PubChem: 7849395
ChEBI: 18208
PDB-CCD: PNN[PDBj]
LigandBox: D02336
NIKKAJI: J2.342F
KCF data

ATOM        23
            1   C1y C    15.5849  -20.3259
            2   C5x C    15.5849  -21.7303
            3   N1y N    16.9893  -21.7303
            4   C1y C    16.9893  -20.3259
            5   C1y C    18.3234  -22.1515
            6   C1z C    19.1659  -21.0280
            7   S2x S    18.3234  -19.9045
            8   C1a C    20.1491  -22.0111
            9   C1a C    20.1491  -20.0449
            10  C6a C    18.8149  -23.4856
            11  O6a O    20.2192  -23.4856
            12  O6a O    17.9722  -24.6090
            13  N1b N    14.3912  -19.6237
            14  C5a C    13.1975  -20.3259
            15  O5x O    14.3912  -22.4324
            16  O5a O    13.1975  -21.7303
            17  C1b C    11.9784  -19.6286
            18  C8y C    10.7864  -20.3236
            19  C8x C     9.5732  -19.6232
            20  C8x C     8.3601  -20.3236
            21  C8x C     8.3601  -21.7244
            22  C8x C     9.5732  -22.4248
            23  C8x C    10.7864  -21.7244
BOND        25
            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   18  19 2
            21   19  20 1
            22   20  21 2
            23   21  22 1
            24   22  23 2
            25   18  23 1

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