KEGG   DRUG: Ciprofloxacin hydrochlorideHelp
Entry
D02216                      Drug                                   

Name
Ciprofloxacin hydrochloride (USP);
Ciprofloxacin hydrochloride hydrate (JP17);
CPFX;
Ciloxan (TN);
Cipro (TN);
Proquin XR (TN)
Product
  Generic
CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions LLC), CIPROFLOXACIN (Actavis Pharma), CIPROFLOXACIN (Aidarex Pharmaceuticals LLC), CIPROFLOXACIN (Aphena Pharma Solutions - New Jersey), CIPROFLOXACIN (Aphena Pharma Solutions - Tennessee), CIPROFLOXACIN (Apotheca), CIPROFLOXACIN (Aurolife Pharma LLC), CIPROFLOXACIN (AvKARE), CIPROFLOXACIN (Blenheim Pharmacal), CIPROFLOXACIN (Blenheim Pharmacal), CIPROFLOXACIN (Blenheim Pharmacal), CIPROFLOXACIN (Blenheim Pharmacal), CIPROFLOXACIN (Blenheim Pharmacal), CIPROFLOXACIN (Blenheim Pharmacal), CIPROFLOXACIN (Blenheim Pharmacal), CIPROFLOXACIN (Blenheim Pharmacal), CIPROFLOXACIN (Blenheim Pharmacal), CIPROFLOXACIN (Blenheim Pharmacal), CIPROFLOXACIN (Blenheim Pharmacal), CIPROFLOXACIN (Blu Pharmaceuticals), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Cardinal Health), CIPROFLOXACIN (Cardinal Health), CIPROFLOXACIN (Clinical Solutions Wholesale), CIPROFLOXACIN (Clinical Solutions Wholesale), CIPROFLOXACIN (Clinical Solutions Wholesale), CIPROFLOXACIN (Direct Rx), CIPROFLOXACIN (Direct Rx), CIPROFLOXACIN (Direct Rx), CIPROFLOXACIN (Dr. Reddy's Laboratories Limited), CIPROFLOXACIN (Golden State Medical Supply), CIPROFLOXACIN (H.J. Harkins Company), CIPROFLOXACIN (HHS/Program Support Center/Supply Service Center), CIPROFLOXACIN (Hi-Tech Pharmacal), CIPROFLOXACIN (Hikma Pharmaceutical), CIPROFLOXACIN (KAISER FOUNDATION HOSPITALS), CIPROFLOXACIN (KAISER FOUNDATION HOSPITALS), CIPROFLOXACIN (Lake Erie Medical DBA Quality Care Products LLC), CIPROFLOXACIN (Lake Erie Medical DBA Quality Care Products LLC), CIPROFLOXACIN (Lake Erie Medical DBA Quality Care Products LLC), CIPROFLOXACIN (Lake Erie Medical DBA Quality Care Products LLC), CIPROFLOXACIN (Lake Erie Medical DBA Quality Care Products LLC), CIPROFLOXACIN (Legacy Pharmaceutical Packaging), CIPROFLOXACIN (Life Line Home Care Services), CIPROFLOXACIN (Major Pharmaceuticals), CIPROFLOXACIN (Medsource Pharmaceuticals), CIPROFLOXACIN (Medsource Pharmaceuticals), CIPROFLOXACIN (Mylan Institutional), CIPROFLOXACIN (Mylan Pharmaceuticals), CIPROFLOXACIN (Northwind Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (Pack Pharmaceuticals), CIPROFLOXACIN (PharmaForce), CIPROFLOXACIN (Physicians Total Care), CIPROFLOXACIN (Preferred Pharmaceuticals), CIPROFLOXACIN (Preferred Pharmaceuticals), CIPROFLOXACIN (Preferred Pharmaceuticals), CIPROFLOXACIN (Preferred Pharmaceuticals), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (Ranbaxy Pharmaceuticals), CIPROFLOXACIN (ReadyMeds), CIPROFLOXACIN (Rebel Distributors Corp), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN (Rising Pharmaceuticals), CIPROFLOXACIN (STAT RX USA LLC), CIPROFLOXACIN (St Marys Medical Park Pharmacy), CIPROFLOXACIN (State of Florida DOH Central Pharmacy), CIPROFLOXACIN (Teva Pharmaceuticals USA), CIPROFLOXACIN (Unit Dose Services), CIPROFLOXACIN (Unit Dose Services), CIPROFLOXACIN (Unit Dose Services), CIPROFLOXACIN (West-Ward Pharmaceuticals Corp), CIPROFLOXACIN (West-ward Pharmaceutical Corp), CIPROFLOXACIN (Akorn), CIPROFLOXACIN (American Health Packaging), CIPROFLOXACIN (Apotex Corp), CIPROFLOXACIN HYDROCHLORIDE (Apothecary Shop Wholesale), CIPROFLOXACIN (Aurobindo Pharma Limited), CIPROFLOXACIN (Bausch & Lomb Incorporated), CIPROFLOXACIN HYDROCHLORIDE (Blenheim Pharmacal), CIPROFLOXACIN (Cardinal Health), CIPROFLOXACIN HYDROCHLORIDE (Cardinal Health), CIPROFLOXACIN (Carlsbad Technology), CIPROFLOXACIN (H.J. Harkins Company), CIPROFLOXACIN (HHS/Program Support Center/Supply Service Center), CIPROFLOXACIN (HHS/Program Support Center/Supply Service Center), CIPROFLOXACIN (HHS/Program Support Center/Supply Service Center), CIPROFLOXACIN (Henry Schein), CIPROFLOXACIN HYDROCHLORIDE (KAISER FOUNDATION HOSPITALS), CIPROFLOXACIN (Lake Erie Medical DBA Quality Care Products LLC), CIPROFLOXACIN (Lake Erie Medical DBA Quality Care Products LLC), CIPROFLOXACIN (Lake Erie Medical DBA Quality Care Products LLC), CIPROFLOXACIN (McKesson Packaging Services a business unit of McKesson Corporation), CIPROFLOXACIN (McKesson Packaging Services a business unit of McKesson Corporation), CIPROFLOXACIN HYDROCHLORIDE (MedVantx), CIPROFLOXACIN (MedVantx), CIPROFLOXACIN (Medsource Pharmaceuticals), CIPROFLOXACIN (NorthStar Rx LLC), CIPROFLOXACIN (PACK Pharmaceuticals), CIPROFLOXACIN (Physicians Total Care), CIPROFLOXACIN (Preferred Pharmaceuticals), CIPROFLOXACIN (Preferred Pharmaceuticals), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN (Rebel Distributors Corp), CIPROFLOXACIN (Rebel Distributors Corp.), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN HYDROCHLORIDE (STAT Rx USA LLC), CIPROFLOXACIN HYDROCHLORIDE (Sandoz), CIPROFLOXACIN HYDROCHLORIDE (State of Florida DOH Central Pharmacy), CIPROFLOXACIN (State of Florida DOH Central Pharmacy), CIPROFLOXACIN HYDROCHLORIDE (Testpak Holding Company), CIPROFLOXACIN (Unit Dose Services), CIPROFLOXACIN HYDROCHLORIDE (RedPharm Drug)
Formula
C17H18FN3O3. HCl. H2O
Exact mass
385.1205
Mol weight
385.8177
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
      D02216  Ciprofloxacin hydrochloride (USP)
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01A ANTIINFECTIVES
    S01AE Fluoroquinolones
     S01AE03 Ciprofloxacin
      D02216  Ciprofloxacin hydrochloride (USP)
  S02 OTOLOGICALS
   S02A ANTIINFECTIVES
    S02AA Antiinfectives
     S02AA15 Ciprofloxacin
      D02216  Ciprofloxacin hydrochloride (USP)
  S03 OPHTHALMOLOGICAL AND OTOLOGICAL PREPARATIONS
   S03A ANTIINFECTIVES
    S03AA Antiinfectives
     S03AA07 Ciprofloxacin
      D02216  Ciprofloxacin hydrochloride (USP)
USP drug classification [BR:br08302]
 Antibacterials
  Quinolones
   Ciprofloxacin
    D02216  Ciprofloxacin hydrochloride (USP)
Therapeutic category of drugs in Japan [BR:br08301]
 6  Agents against pathologic organisms and parasites
  62  Chemotherapeutics
   624  Synthetic antibacterials
    6241  Pyridonecarboxylic acids
     D02216  Ciprofloxacin hydrochloride (USP); Ciprofloxacin hydrochloride hydrate (JP17)
Antiinfectives [BR:br08307]
 Antibacterials
  Nucleic acid synthesis inhibitor
   type II topoisomerase (DNA gyrase, topoisomerase IV) inhibitor
    Fluoroquinolones
     Ciprofloxacin
      D02216  Ciprofloxacin hydrochloride (USP)
Cytochrome P450 interactions [BR:br08309]
 CYP inhbitors
  CYP1A2
   Ciprofloxacin
    D02216  Ciprofloxacin hydrochloride (USP)
  CYP3A4
   Ciprofloxacin
    D02216  Ciprofloxacin hydrochloride (USP)
  CYP3A5
   Ciprofloxacin
    D02216  Ciprofloxacin hydrochloride (USP)
  CYP3A7
   Ciprofloxacin
    D02216  Ciprofloxacin hydrochloride (USP)
  CYP3A
   Ciprofloxacin
    D02216  Ciprofloxacin hydrochloride (USP)
 CYP substrates
  CYP1A2
   Ciprofloxacin
    D02216  Ciprofloxacin hydrochloride (USP)
  CYP3A4
   Ciprofloxacin
    D02216  Ciprofloxacin hydrochloride (USP)
 Transporter substrates
  OAT1
   Ciprofloxacin
    D02216  Ciprofloxacin hydrochloride (USP)
  OAT3
   Ciprofloxacin
    D02216  Ciprofloxacin hydrochloride (USP)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D02216  Ciprofloxacin hydrochloride hydrate
Antibacterials [br08350.html]
 D02216
BRITE hierarchy
Other DBs
CAS: 
86393-32-0
PubChem: 
DrugBank: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        26
            1   C8y C    21.5369  -16.2638
            2   N4y N    22.7985  -16.9648
            3   C8y C    21.5369  -14.8622
            4   C8x C    20.3688  -16.9648
            5   C1y C    22.7984  -18.3665
            6   C8x C    23.9665  -16.2171
            7   C8y C    22.7518  -14.1613
            8   C8x C    20.3221  -14.1613
            9   C8y C    19.1539  -16.2638
            10  C1x C    23.4993  -19.5812
            11  C1x C    22.0975  -19.5812
            12  C8y C    23.9665  -14.8622
            13  O5x O    22.7518  -12.7596
            14  C8y C    19.1539  -14.8622
            15  C6a C    25.1813  -14.1613
            16  X   F    17.8924  -14.1613
            17  O6a O    26.3962  -14.8622
            18  O6a O    25.1813  -12.7596
            19  N1y N    17.9391  -17.0115
            20  C1x C    16.7243  -16.3106
            21  C1x C    15.5094  -17.0115
            22  N1x N    15.5094  -18.4132
            23  C1x C    16.7243  -19.1140
            24  C1x C    17.9391  -18.3665
            25  X   Cl   30.1710  -15.3771
            26  O0  O    33.2977  -15.4005
BOND        27
            1     3   7 1
            2     3   8 1
            3     4   9 2
            4     5  10 1
            5     5  11 1
            6     6  12 2
            7     7  13 2
            8     8  14 2
            9    12  15 1
            10   14  16 1
            11   15  17 1
            12   15  18 2
            13    7  12 1
            14    9  14 1
            15   10  11 1
            16    9  19 1
            17    1   2 1
            18    1   3 2
            19    1   4 1
            20   19  20 1
            21   20  21 1
            22   21  22 1
            23   22  23 1
            24   23  24 1
            25   24  19 1
            26    2   5 1
            27    2   6 1

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