KEGG   DRUG: CiprofloxacinHelp
Entry
D00186                      Drug                                   

Name
Ciprofloxacin (JP17/USP/INN);
CPFX;
Cipro (TN)
Product
  Generic
Formula
C17H18FN3O3
Exact mass
331.1332
Mol weight
331.3415
Structure
Mol fileKCF fileDB searchJmolKegDraw
Class
Antibacterial
 DG01550  Quinolone
  DG01549  Fluoroquinolone
Other
 DG01529  Topoisomerase inhibitor
  DG01528  Topoisomerase IV inhibitor
Cyp substrate
 DG01892  CYP1A2 substrate
Cyp inhibitor
 DG01634  CYP1A2 inhibitor
 DG01522  CYP3A4 inhibitor
 DG01915  CYP3A5 ihibitor
Remark
Same as: 
Therapeutic category: 
ATC code: 
Chemical group: 
Activity
Antibacterial, Nucleic acid biosynthesis inhibitor
Comment
Fluoroquinolones
Target
DNA gyrase [KO:K02469 K02470];
topoisomerase IV [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 (JP17/USP/INN)
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01A ANTIINFECTIVES
    S01AE Fluoroquinolones
     S01AE03 Ciprofloxacin
      D00186  Ciprofloxacin (JP17/USP/INN)
  S02 OTOLOGICALS
   S02A ANTIINFECTIVES
    S02AA Antiinfectives
     S02AA15 Ciprofloxacin
      D00186  Ciprofloxacin (JP17/USP/INN)
  S03 OPHTHALMOLOGICAL AND OTOLOGICAL PREPARATIONS
   S03A ANTIINFECTIVES
    S03AA Antiinfectives
     S03AA07 Ciprofloxacin
      D00186  Ciprofloxacin (JP17/USP/INN)
USP drug classification [BR:br08302]
 Antibacterials
  Quinolones
   Ciprofloxacin
    D00186  Ciprofloxacin (JP17/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 (JP17/USP/INN)
Antiinfectives [BR:br08307]
 Antibacterials
  Nucleic acid synthesis inhibitor
   type II topoisomerase (DNA gyrase, topoisomerase IV) inhibitor
    Fluoroquinolones
     Ciprofloxacin
      D00186  Ciprofloxacin (JP17/USP/INN)
Cytochrome P450 interactions [BR:br08309]
 CYP inhbitors
  CYP1A2
   Ciprofloxacin
    D00186  Ciprofloxacin (JP17/USP/INN)
  CYP3A4
   Ciprofloxacin
    D00186  Ciprofloxacin (JP17/USP/INN)
  CYP3A5
   Ciprofloxacin
    D00186  Ciprofloxacin (JP17/USP/INN)
  CYP3A7
   Ciprofloxacin
    D00186  Ciprofloxacin (JP17/USP/INN)
  CYP3A
   Ciprofloxacin
    D00186  Ciprofloxacin (JP17/USP/INN)
 CYP substrates
  CYP1A2
   Ciprofloxacin
    D00186  Ciprofloxacin (JP17/USP/INN)
  CYP3A4
   Ciprofloxacin
    D00186  Ciprofloxacin (JP17/USP/INN)
 Transporter substrates
  OAT1
   Ciprofloxacin
    D00186  Ciprofloxacin (JP17/USP/INN)
  OAT3
   Ciprofloxacin
    D00186  Ciprofloxacin (JP17/USP/INN)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00186  Ciprofloxacin
Antibacterials [br08350.html]
 D00186
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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