KEGG   DRUG: Pirfenidone
Entry
D01583                      Drug                                   
Name
Pirfenidone (JAN/USAN/INN);
Esbriet (TN)
Product
  Generic
Formula
C12H11NO
Exact mass
185.0841
Mol weight
185.2218
Structure
Class
Immunological agent
 DG02019  Interleukin inhibitor
Metabolizing enzyme substrate
 DG01892  CYP1A2 substrate
 DG01642  CYP2C9 substrate
 DG01639  CYP2C19 substrate
 DG01644  CYP2D6 substrate
 DG02855  CYP2E1 substrate
Remark
Therapeutic category: 3999
ATC code: L04AX05
Product: D01583<JP/US>
Efficacy
Analgesic, Antifibrotic, Anti-inflammatory, Antipyretic
  Disease
Idiopathic pulmonary fibrosis [DS:H01299]
Comment
Phenylpyridine derivative
Target
TNF (TNFA, TNFSF2) [HSA:7124] [KO:K03156]
IL1 [HSA:3552 3553] [KO:K04383 K04519]
IL6 [HSA:3569] [KO:K05405]
CCL2 [HSA:6347] [KO:K14624]
IL10 [HSA:3586] [KO:K05443]
  Pathway
hsa04060  Cytokine-cytokine receptor interaction
hsa04218  Cellular senescence
hsa04350  TGF-beta signaling pathway
hsa04640  Hematopoietic cell lineage
hsa04668  TNF signaling pathway
Metabolism
Enzyme: CYP1A2 [HSA:1544]; CYP2C9 [HSA:1559], CYP2C19 [HSA:1557], CYP2D6 [HSA:1565], CYP2E1 [HSA:1571]
Interaction
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
  L04 IMMUNOSUPPRESSANTS
   L04A IMMUNOSUPPRESSANTS
    L04AX Other immunosuppressants
     L04AX05 Pirfenidone
      D01583  Pirfenidone (JAN/USAN/INN) <JP/US>
USP drug classification [BR:br08302]
 Respiratory Tract/Pulmonary Agents
  Pulmonary Fibrosis Agents
   Pirfenidone
    D01583  Pirfenidone (JAN/USAN/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 3  Agents affecting metabolism
  39  Other agents affecting metabolism
   399  Miscellaneous
    3999  Others
     D01583  Pirfenidone (JAN/USAN/INN)
Drug groups [BR:br08330]
 Immunological agent
  DG02019  Interleukin inhibitor
   D01583  Pirfenidone
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   D01583  Pirfenidone
  DG01642  CYP2C9 substrate
   D01583  Pirfenidone
  DG01639  CYP2C19 substrate
   D01583  Pirfenidone
  DG01644  CYP2D6 substrate
   D01583  Pirfenidone
  DG02855  CYP2E1 substrate
   D01583  Pirfenidone
Drug classes [BR:br08332]
 Immunological agent
  DG02019  Interleukin inhibitor
   D01583  Pirfenidone
Target-based classification of drugs [BR:br08310]
 Cytokines and receptors
  Cytokines
   Interleukins
    IL1
     D01583  Pirfenidone (JAN/USAN/INN) <JP/US>
    IL6
     D01583  Pirfenidone (JAN/USAN/INN) <JP/US>
    IL10
     D01583  Pirfenidone (JAN/USAN/INN) <JP/US>
   Chemokines
    CCL2
     D01583  Pirfenidone (JAN/USAN/INN) <JP/US>
   Tumor necrosis factors
    TNF (TNFA, TNFSF2)
     D01583  Pirfenidone (JAN/USAN/INN) <JP/US>
New drug approvals in the USA [br08319.html]
 New molecular entities and new therapeutic biological products
  D01583
New drug approvals in Europe [br08329.html]
 European public assessment reports (EPAR) authorised medicine
  D01583
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D01583
New drug approvals in the USA, Europe and Japan [br08328.html]
 Approval dates by FDA, EMA and PMDA
  D01583
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D01583
Other DBs
CAS: 53179-13-8
PubChem: 7848646
ChEBI: 32016
LigandBox: D01583
NIKKAJI: J10.084F
KCF data

ATOM        14
            1   C8x C    27.6234  -19.5554
            2   C8x C    27.6234  -18.1551
            3   C8y C    26.4078  -17.4550
            4   C8x C    25.1992  -18.1551
            5   N4y N    25.1992  -19.5554
            6   C8y C    26.4078  -20.2556
            7   C1a C    26.4061  -16.0546
            8   O5x O    26.4061  -21.6559
            9   C8y C    23.9862  -20.2547
            10  C8x C    22.7759  -19.5520
            11  C8x C    21.5627  -20.2512
            12  C8x C    21.5617  -21.6515
            13  C8x C    22.7739  -22.3527
            14  C8x C    23.9872  -21.6533
BOND        15
            1     3   7 1
            2     1   2 2
            3     6   8 2
            4     2   3 1
            5     5   9 1
            6     3   4 2
            7     4   5 1
            8     5   6 1
            9     6   1 1
            10    9  10 2
            11   10  11 1
            12   11  12 2
            13   12  13 1
            14   13  14 2
            15   14   9 1

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