KEGG   DRUG: D00186Help
Entry
D00186                      Drug                                   

Name
Ciprofloxacin (JAN/USP/INN);
CPFX;
Cipro (TN)
Product
  Generic
Formula
C17H18FN3O3
Exact mass
331.1332
Mol weight
331.3415
Structure
Mol fileKCF fileDB searchJmolKegDraw
Activity
Antibacterial
Remark
Same as: 
Therapeutic category: 
ATC code: 
Drug group: 
Target
DNA gyrase inhibitor [KO:K02469 K02470];
topoisomerase IV inhibitor [KO:K02621 K02622]
Metabolism
Enzyme: CYP1A2 [HSA:1544]
Transporter: SLC22A6 [HSA:9356], SLC22A8 [HSA:9376]
Interaction
CYP inhibition: CYP1A2 [HSA:1544], CYP3A4 [HSA:1576], CYP3A5 [HSA:1577], CYP3A7 [HSA:1551]
Drug interaction
Structure map
Quinolones
Other map
Bile secretion
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 J ANTIINFECTIVES FOR SYSTEMIC USE
  J01 ANTIBACTERIALS FOR SYSTEMIC USE
   J01M QUINOLONE ANTIBACTERIALS
    J01MA Fluoroquinolones
     J01MA02 Ciprofloxacin
      D00186  Ciprofloxacin (JAN/USP/INN)
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01A ANTIINFECTIVES
    S01AE Fluoroquinolones
     S01AE03 Ciprofloxacin
      D00186  Ciprofloxacin (JAN/USP/INN)
  S02 OTOLOGICALS
   S02A ANTIINFECTIVES
    S02AA Antiinfectives
     S02AA15 Ciprofloxacin
      D00186  Ciprofloxacin (JAN/USP/INN)
  S03 OPHTHALMOLOGICAL AND OTOLOGICAL PREPARATIONS
   S03A ANTIINFECTIVES
    S03AA Antiinfectives
     S03AA07 Ciprofloxacin
      D00186  Ciprofloxacin (JAN/USP/INN)
USP drug classification [BR:br08302]
 Antibacterials
  Quinolones
   Ciprofloxacin
    D00186  Ciprofloxacin (JAN/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 6  Agents against pathologic organisms and parasites
  62  Chemotherapeutics
   624  Synthetic antibacterials
    6241  Pyridonecarboxylic acids
     D00186  Ciprofloxacin (JAN/USP/INN)
Antiinfectives [BR:br08307]
 Antibacterials
  Nucleic acid synthesis inhibitor
   type II topoisomerase (DNA gyrase, topoisomerase IV) inhibitor
    Fluoroquinolones
     Ciprofloxacin
      D00186  Ciprofloxacin (JAN/USP/INN)
Cytochrome P450 interactions [BR:br08309]
 Substrates
  CYP1A2
   Ciprofloxacin
    D00186  Ciprofloxacin (JAN/USP/INN)
  CYP3A4
   Ciprofloxacin
    D00186  Ciprofloxacin (JAN/USP/INN)
 Inhbitors
  CYP1A2
   Ciprofloxacin
    D00186  Ciprofloxacin (JAN/USP/INN)
  CYP3A4
   Ciprofloxacin
    D00186  Ciprofloxacin (JAN/USP/INN)
  CYP3A5
   Ciprofloxacin
    D00186  Ciprofloxacin (JAN/USP/INN)
  CYP3A7
   Ciprofloxacin
    D00186  Ciprofloxacin (JAN/USP/INN)
  CYP3A
   Ciprofloxacin
    D00186  Ciprofloxacin (JAN/USP/INN)
BRITE hierarchy
Other DBs
CAS: 
85721-33-1
PubChem: 
DrugBank: 
PDB-CCD: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        24
            1   C8y C    19.6700   -6.0900
            2   C8y C    19.6700   -7.4900
            3   C8x C    20.8600   -8.1900
            4   C8y C    22.1200   -7.4900
            5   C8y C    22.1200   -6.0900
            6   C8x C    20.8600   -5.3900
            7   N4y N    23.3100   -8.1900
            8   C8x C    24.5000   -7.4900
            9   C8y C    24.5000   -6.0900
            10  C8y C    23.3100   -5.3900
            11  N1y N    18.4800   -8.1900
            12  C1x C    17.2900   -7.4900
            13  C1x C    16.0300   -8.1900
            14  N1x N    16.0300   -9.5900
            15  C1x C    17.2200  -10.2900
            16  C1x C    18.4800   -9.5900
            17  X   F    18.4800   -5.3900
            18  O5x O    23.3100   -3.9900
            19  C6a C    25.6900   -5.3900
            20  O6a O    26.8800   -6.0900
            21  O6a O    25.6900   -3.9900
            22  C1y C    23.3100   -9.5900
            23  C1x C    24.0100  -10.7800
            24  C1x C    22.6100  -10.7800
BOND        27
            1     1   2 2
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     5   6 2
            6     1   6 1
            7     4   7 1
            8     7   8 1
            9     8   9 2
            10    9  10 1
            11    5  10 1
            12    2  11 1
            13   11  12 1
            14   12  13 1
            15   13  14 1
            16   14  15 1
            17   15  16 1
            18   11  16 1
            19    1  17 1
            20   10  18 2
            21    9  19 1
            22   19  20 1
            23   19  21 2
            24    7  22 1
            25   22  23 1
            26   22  24 1
            27   23  24 1

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