KEGG   DRUG: Ciprofloxacin hydrochloride
Entry
D02216                      Drug                                   
Name
Ciprofloxacin hydrochloride (USP);
Ciprofloxacin hydrochloride hydrate (JP18);
Ciloxan (TN);
Cipro (TN);
Proquin XR (TN)
Product
  Generic
CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (A-S Medication Solutions), CIPROFLOXACIN (Actavis Pharma), CIPROFLOXACIN (Advanced Rx Pharmacy of Tennessee), CIPROFLOXACIN (American Health Packaging), CIPROFLOXACIN (Amneal Pharmaceuticals NY LLC), CIPROFLOXACIN (Aphena Pharma Solutions - Tennessee), CIPROFLOXACIN (Aphena Pharma Solutions - Tennessee), CIPROFLOXACIN (Aphena Pharma Solutions - Tennessee), CIPROFLOXACIN (Asclemed USA), CIPROFLOXACIN (Asclemed USA), CIPROFLOXACIN (Asclemed USA), CIPROFLOXACIN (Aurobindo Pharma Limited), CIPROFLOXACIN (Aurobindo Pharma Limited), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (Bryant Ranch Prepack), CIPROFLOXACIN (CHARTWELL GOVERNMENTAL & SPECIALTY RX LLC), CIPROFLOXACIN (Cardinal Health 107), CIPROFLOXACIN (Carlsbad Technology), CIPROFLOXACIN (Chartwell RX), CIPROFLOXACIN (Chartwell RX), CIPROFLOXACIN (DIRECT RX), CIPROFLOXACIN (DIRECT RX), CIPROFLOXACIN (DRUG OCEAN LLC), CIPROFLOXACIN (Denton Pharma), CIPROFLOXACIN (Denton Pharma), CIPROFLOXACIN (Denton Pharma), CIPROFLOXACIN (Direct Rx), CIPROFLOXACIN (DirectRx), CIPROFLOXACIN (DirectRx), CIPROFLOXACIN (Direct_Rx), CIPROFLOXACIN (Direct_Rx), CIPROFLOXACIN (Dr. Reddy's Laboratories Limited), CIPROFLOXACIN (Golden State Medical Supply), CIPROFLOXACIN (Golden State Medical Supply), CIPROFLOXACIN (Hikma Pharmaceuticals USA), CIPROFLOXACIN (Leading Pharma), CIPROFLOXACIN (Major Pharmaceuticals), CIPROFLOXACIN (Major Pharmaceuticals), CIPROFLOXACIN (Major Pharmaceuticals), CIPROFLOXACIN (McKesson Corporation dba SKY Packaging), CIPROFLOXACIN (Mckesson Corporation DBA SKY Packaginng), CIPROFLOXACIN (Medsource Pharmaceuticals), CIPROFLOXACIN (Medsource Pharmaceuticals), CIPROFLOXACIN (Medsource Pharmaceuticals), CIPROFLOXACIN (Medsource Pharmaceuticals), CIPROFLOXACIN (Medsource Pharmaceuticals), CIPROFLOXACIN (Method Pharmaceuticals), CIPROFLOXACIN (NCS HealthCare of KY), CIPROFLOXACIN (NorthStar Rx LLC), CIPROFLOXACIN (Northwind Pharmaceuticals), CIPROFLOXACIN (Northwind Pharmaceuticals), CIPROFLOXACIN (Northwind Pharmaceuticals), CIPROFLOXACIN (Northwind Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (NuCare Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PD-Rx Pharmaceuticals), CIPROFLOXACIN (PharmPak), CIPROFLOXACIN (PharmPak), CIPROFLOXACIN (Pharmasource Meds), CIPROFLOXACIN (Pharmasource Meds), CIPROFLOXACIN (Preferred Pharmaceuticals), CIPROFLOXACIN (Preferred Pharmaceuticals), 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 (Proficient Rx LP), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (Proficient Rx LP), CIPROFLOXACIN (QPharma), CIPROFLOXACIN (QPharma), CIPROFLOXACIN (QPharma), CIPROFLOXACIN (Quality Care Products), CIPROFLOXACIN (Quality Care Products), CIPROFLOXACIN (Quality Care Products), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (REMEDYREPACK), CIPROFLOXACIN (RPK Pharmaceuticals), CIPROFLOXACIN (RPK Pharmaceuticals), CIPROFLOXACIN (RPK Pharmaceuticals), CIPROFLOXACIN (RPK Pharmaceuticals), CIPROFLOXACIN (RPK Pharmaceuticals), CIPROFLOXACIN (RPK Pharmaceuticals), CIPROFLOXACIN (RPK Pharmaceuticals), CIPROFLOXACIN (RPK Pharmaceuticals), CIPROFLOXACIN (RPK Pharmaceuticals), CIPROFLOXACIN (RPK Pharmaceuticals), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN (RedPharm Drug), CIPROFLOXACIN (Rising Pharma Holdings), CIPROFLOXACIN (ST. MARY'S MEDICAL PARK PHARMACY), CIPROFLOXACIN (Solco Healthcare US), CIPROFLOXACIN (St Mary's Medical Park Pharmacy), CIPROFLOXACIN (St. Mary's Medical Park Pharmacy), CIPROFLOXACIN (Yiling Pharmaceutical), CIPROFLOXACIN (direct rx), CIPROFLOXACIN (medsource pharmaceuticals), CIPROFLOXACIN HCL (Advanced Rx Pharmacy of Tennessee), CIPROFLOXACIN HCL (Advanced Rx Pharmacy of Tennessee), CIPROFLOXACIN HCL OPHTHALMIC (Altaire Pharmaceuticals), CIPROFLOXACIN HYDROCHLORIDE (A-S Medication Solutions), CIPROFLOXACIN HYDROCHLORIDE (NuCare Pharmaceuticals), CIPROFLOXACIN HYDROCHLORIDE (NuCare Pharmaceuticals), CIPROFLOXACIN HYDROCHLORIDE (NuCare Pharmaceuticals), CIPROFLOXACIN HYDROCHLORIDE (Preferred Pharmaceuticals), CIPROFLOXACIN HYDROCHLORIDE (Proficient Rx LP), CIPROFLOXACIN HYDROCHLORIDE (REMEDYREPACK), CIPROFLOXACIN HYDROCHLORIDE (RPK Pharmaceuticals), CIPROFLOXACIN HYDROCHLORIDE (Sandoz), CIPROFLOXACIN HYDROCHLORIDE (medsource pharmaceuticals)
Formula
C17H18FN3O3. HCl. H2O
Exact mass
385.1205
Mol weight
385.8177
Structure
Simcomp
Class
Antibacterial
 DG01550  Quinolone
  DG01549  Fluoroquinolone
Metabolizing enzyme inhibitor
 DG01634  CYP1A2 inhibitor
Remark
Same as: C13993
Therapeutic category: 6241
ATC code: J01MA02 S01AE03 S02AA15 S03AA07
Chemical structure group: DG00617
Product (DG00617): D00186<JP/US> D02216<JP/US>
Product (mixture): D10296<US> D11089<US> D11582<US>
Efficacy
Antibacterial, Nucleic acid biosynthesis inhibitor
  Disease
Typhoid fever [DS:H00111]
Gonorrhea [DS:H00315]
Anthrax [DS:H00328]
Plague [DS:H00297]
Uncomplicated urinary tract infections [DS:H01176]
Target
DNA gyrase [KO:K02469 K02470]
Interaction
CYP inhibition: CYP1A2 [HSA:1544]
Structure map
map07014  Quinolones
Other map
map04976  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) <JP/US>
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01A ANTIINFECTIVES
    S01AE Fluoroquinolones
     S01AE03 Ciprofloxacin
      D02216  Ciprofloxacin hydrochloride (USP) <JP/US>
  S02 OTOLOGICALS
   S02A ANTIINFECTIVES
    S02AA Antiinfectives
     S02AA15 Ciprofloxacin
      D02216  Ciprofloxacin hydrochloride (USP) <JP/US>
  S03 OPHTHALMOLOGICAL AND OTOLOGICAL PREPARATIONS
   S03A ANTIINFECTIVES
    S03AA Antiinfectives
     S03AA07 Ciprofloxacin
      D02216  Ciprofloxacin hydrochloride (USP) <JP/US>
USP drug classification [BR:br08302]
 Antibacterials
  Quinolones
   Ciprofloxacin
    D02216  Ciprofloxacin hydrochloride (USP)
 Ophthalmic Agents
  Ophthalmic Anti-Infectives
   Antibacterials, Ophthalmic
    Ciprofloxacin
     D02216  Ciprofloxacin hydrochloride (USP)
 Otic Agents
  Otic Anti-Infectives
   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 (JP18)
Drug groups [BR:br08330]
 Antibacterial
  DG01550  Quinolone
   DG01549  Fluoroquinolone
    DG00617  Ciprofloxacin
     D02216  Ciprofloxacin hydrochloride
 Metabolizing enzyme inhibitor
  DG01634  CYP1A2 inhibitor
   DG00617  Ciprofloxacin
    D02216  Ciprofloxacin hydrochloride
Drug classes [BR:br08332]
 Antibacterial
  DG01549  Fluoroquinolone
   D02216  Ciprofloxacin hydrochloride
Antimicrobials [BR:br08307]
 Antibacterials
  Nucleic acid synthesis inhibitor
   Fluoroquinolone
    D02216  Ciprofloxacin hydrochloride (USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D02216  Ciprofloxacin hydrochloride hydrate
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D02216
Drug groups [BR:br08330]
 Antibacterial
  DG01550  Quinolone
   DG01549  Fluoroquinolone
    DG00617  Ciprofloxacin
 Metabolizing enzyme inhibitor
  DG01634  CYP1A2 inhibitor
   DG00617  Ciprofloxacin
Antimicrobials abbreviations [BR:br08327]
 Antibacterials
  Nucleic acid synthesis inhibitor
   Fluoroquinolone
    DG00617  Ciprofloxacin
Other DBs
CAS: 86393-32-0
PubChem: 7849275
ChEBI: 59936
LigandBox: D02216
NIKKAJI: J245.528E
KCF data

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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