KEGG   DRUG: D08435Help
Entry
D08435                      Drug                                   

Name
Propafenone (INN);
Propafenon hexal (TN)
Formula
C21H27NO3
Exact mass
341.1991
Mol weight
341.444
Structure
Mol fileKCF fileDB searchJmolKegDraw
Activity
Antiarrhythmic
Remark
Same as: 
ATC code: 
Drug group: 
Comment
Class I antiarrhythmic agent (Ic)
Target
voltage-gated sodium channel (SCN1A) blocker [HSA:6323] [KO:K04833];
voltage-gated sodium channel (SCN2A) blocker [HSA:6326] [KO:K04834];
voltage-gated sodium channel (SCN3A) blocker [HSA:6328] [KO:K04836];
voltage-gated sodium channel (SCN4A) blocker [HSA:6329] [KO:K04837];
voltage-gated sodium channel (SCN5A) blocker [HSA:6331] [KO:K04838];
voltage-gated sodium channel (SCN8A) blocker [HSA:6334] [KO:K04840];
voltage-gated sodium channel (SCN9A) blocker [HSA:6335] [KO:K04841];
beta1-adrenergic receptor antagonist [HSA:153] [KO:K04141]
  Pathway
hsa04261  Adrenergic signaling in cardiomyocytes  
 
Metabolism
Enzyme: CYP1A2 [HSA:1544], CYP2D6 [HSA:1565], CYP3A4 [HSA:1576]
Interaction
Genomic biomarker: CYP2D6 [HSA:1565]
CYP inhibition: CYP1A2 [HSA:1544], CYP2D6 [HSA:1565]
Transporter inhibition: ABCB1 [HSA:5243]
Drug interaction
Structure map
Antiarrhythmic drugs
Sodium channel blocking drugs
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C01 CARDIAC THERAPY
   C01B ANTIARRHYTHMICS, CLASS I AND III
    C01BC Antiarrhythmics, class Ic
     C01BC03 Propafenone
      D08435  Propafenone (INN)
USP drug classification [BR:br08302]
 Cardiovascular Agents
  Antiarrhythmics
   Propafenone
    D08435  Propafenone (INN)
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated cation channels
   Na+ channel, SCN alpha, NaV1.x
    voltage-gated sodium channel (SCN1A)
     Propafenone
      D08435  Propafenone (INN)
    voltage-gated sodium channel (SCN2A)
     Propafenone
      D08435  Propafenone (INN)
    voltage-gated sodium channel (SCN3A)
     Propafenone
      D08435  Propafenone (INN)
    voltage-gated sodium channel (SCN4A)
     Propafenone
      D08435  Propafenone (INN)
    voltage-gated sodium channel (SCN5A)
     Propafenone
      D08435  Propafenone (INN)
    voltage-gated sodium channel (SCN8A)
     Propafenone
      D08435  Propafenone (INN)
    voltage-gated sodium channel (SCN9A)
     Propafenone
      D08435  Propafenone (INN)
   K+ channel, KCNA, Kv1.x (Shaker)
    voltage-gated potassium channel (KCNA5)
     Propafenone
      D08435  Propafenone (INN)
   K+ channel, KCNK, K2px.x
    voltage-gated potassium channel (KCNK5)
     Propafenone
      D08435  Propafenone (INN)
Cytochrome P450 interactions [BR:br08309]
 Substrates
  CYP1A2
   Propafenone
    D08435  Propafenone (INN)
  CYP2D6
   Propafenone
    D08435  Propafenone (INN)
  CYP3A4
   Propafenone
    D08435  Propafenone (INN)
 Inhbitors
  CYP1A2
   Propafenone
    D08435  Propafenone (INN)
  CYP2D6
   Propafenone
    D08435  Propafenone (INN)
BRITE hierarchy
Other DBs
CAS: 
54063-53-5
PubChem: 
DrugBank: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        25
            1   C8y C    27.2300  -18.2700
            2   C8y C    27.2300  -19.6700
            3   O2a O    25.9700  -17.5700
            4   C8x C    28.4200  -17.5700
            5   C5a C    25.9700  -20.3700
            6   C8x C    28.4200  -20.3700
            7   C1b C    25.9700  -16.1700
            8   C8x C    29.6100  -18.2700
            9   C1b C    24.7800  -19.6700
            10  O5a O    25.9700  -21.7700
            11  C8x C    29.6100  -19.6700
            12  C1c C    24.7800  -15.4700
            13  C1b C    23.5900  -20.4400
            14  C1b C    23.5900  -16.1700
            15  O1a O    24.7800  -14.0700
            16  C8y C    22.4000  -19.7400
            17  N1b N    22.4000  -15.4700
            18  C8x C    22.4000  -18.3400
            19  C8x C    21.1400  -20.4400
            20  C1b C    21.1400  -16.2400
            21  C8x C    21.1400  -17.6400
            22  C8x C    19.9500  -19.7400
            23  C1b C    19.9500  -15.5400
            24  C8x C    19.9500  -18.3400
            25  C1a C    18.7600  -16.2400
BOND        26
            1     1   2 1
            2     1   3 1
            3     1   4 2
            4     2   5 1
            5     2   6 2
            6     3   7 1
            7     4   8 1
            8     5   9 1
            9     5  10 2
            10    6  11 1
            11    7  12 1
            12    9  13 1
            13   12  14 1
            14   12  15 1
            15   13  16 1
            16   14  17 1
            17   16  18 2
            18   16  19 1
            19   17  20 1
            20   18  21 1
            21   19  22 2
            22   20  23 1
            23   21  24 2
            24   23  25 1
            25    8  11 2
            26   22  24 1

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