KEGG   DRUG: Flurbiprofen axetil
Entry
D01475                      Drug                                   

Name
Flurbiprofen axetil (JAN);
FP 83;
Ropion (TN)
Formula
C19H19FO4
Exact mass
330.1267
Mol weight
330.3502
Structure
Class
Anti-inflammatory
 DG01908  Anti-inflammatory drug, propionic acid derivatives
 DG01504  Nonsteroidal anti-inflammatory drug (NSAID)
  DG01908  Anti-inflammatory drug, propionic acid derivatives
Metabolizing enzyme substrate
 DG01642  CYP2C9 substrate
Remark
Therapeutic category: 1149
ATC code: M01AE09 M02AA19 R02AX01 S01BC04
Chemical structure group: DG00755
Product (DG00755): D00330<JP/US> D01475<JP> D02290<US>
Efficacy
Analgesic, COX inhibitor
Comment
Propionic acid derivative
Active form of prodrug: Flurbiprofen [DR:D00330]
Target
PTGS1 (COX1) [HSA:5742] [KO:K00509]
PTGS2 (COX2) [HSA:5743] [KO:K11987]
  Pathway
hsa00590  Arachidonic acid metabolism
Metabolism
Enzyme: CYP2C9 [HSA:1559]
Interaction
Structure map
map07219  Cyclooxygenase inhibitors
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 M MUSCULO-SKELETAL SYSTEM
  M01 ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
   M01A ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
    M01AE Propionic acid derivatives
     M01AE09 Flurbiprofen
      D01475  Flurbiprofen axetil (JAN) <JP>
  M02 TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
   M02A TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
    M02AA Antiinflammatory preparations, non-steroids for topical use
     M02AA19 Flurbiprofen
      D01475  Flurbiprofen axetil (JAN) <JP>
 R RESPIRATORY SYSTEM
  R02 THROAT PREPARATIONS
   R02A THROAT PREPARATIONS
    R02AX Other throat preparetions
     R02AX01 Flurbiprofen
      D01475  Flurbiprofen axetil (JAN) <JP>
 S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01B ANTIINFLAMMATORY AGENTS
    S01BC Antiinflammatory agents, non-steroids
     S01BC04 Flurbiprofen
      D01475  Flurbiprofen axetil (JAN) <JP>
USP drug classification [BR:br08302]
 Analgesics
  Nonsteroidal Anti-inflammatory Drugs
   Flurbiprofen
    D01475  Flurbiprofen axetil (JAN)
 Ophthalmic Agents
  Ophthalmic Anti-inflammatories
   Nonsteroidal Anti-Inflammatory Drugs, Ophthalmic
    Flurbiprofen
     D01475  Flurbiprofen axetil (JAN)
Therapeutic category of drugs in Japan [BR:br08301]
 1  Agents affecting nervous system and sensory organs
  11  Agents affecting central nervous system
   114  Antipyretics and analgesics, anti-inflammatory agents
    1149  Others
     D01475  Flurbiprofen axetil (JAN)
Target-based classification of drugs [BR:br08310]
 Enzymes
  Oxidoreductases (EC1)
   Prostaglandin synthase
    PTGS1 (COX1)
     D01475  Flurbiprofen axetil (JAN) <JP>
    PTGS2 (COX2)
     D01475  Flurbiprofen axetil (JAN) <JP>
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D01475
Prodrugs [br08324.html]
 D01475
Other DBs
CAS: 91503-79-6
PubChem: 7848538
ChEBI: 31627
ChEMBL: CHEMBL3183067
DrugBank: DB00712
LigandBox: D01475
NIKKAJI: J228.162G
LinkDB
KCF data

ATOM        24
            1   C8x C    10.3600  -10.3600
            2   C8y C    10.3600   -8.9600
            3   C8x C     9.1000   -8.2600
            4   C8x C     7.9100   -8.9600
            5   C8x C     7.9100  -10.3600
            6   C8x C     9.1000  -11.0600
            7   C8y C    11.5500   -8.2600
            8   C8y C    12.7400   -8.9600
            9   C8x C    14.0000   -8.2600
            10  C8y C    14.0000   -6.8600
            11  C8x C    12.7400   -6.1600
            12  C8x C    11.5500   -6.8600
            13  X   F    12.7400  -10.3600
            14  C1c C    15.1900   -6.1600
            15  C7a C    16.3800   -6.8600
            16  C1a C    15.1900   -4.8300
            17  O6a O    16.3800   -8.2600
            18  O7a O    17.6400   -6.1600
            19  C1c C    18.8407   -6.8799
            20  O7a O    20.0646   -6.2000
            21  C7a C    21.2974   -6.9387
            22  C1a C    18.8178   -8.2599
            23  C1a C    22.5113   -6.2637
            24  O6a O    21.2747   -8.3300
BOND        25
            1     4   5 2
            2     5   6 1
            3     7   8 2
            4     8   9 1
            5     9  10 2
            6    10  11 1
            7    11  12 2
            8    12   7 1
            9     6   1 2
            10    8  13 1
            11   10  14 1
            12    2   7 1
            13   14  15 1
            14    1   2 1
            15   14  16 1
            16    2   3 2
            17   15  17 2
            18    3   4 1
            19   15  18 1
            20   18  19 1
            21   19  20 1
            22   20  21 1
            23   19  22 1
            24   21  23 1
            25   21  24 2

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