KEGG   DRUG: Quinidine phenylethylbarbiturateHelp
Entry
D08459                      Drug                                   

Name
Quinidine phenylethylbarbiturate;
Quinidine 5-ethyl 5-phenyl barbiturate;
Natisedine (TN)
Formula
C20H24N2O2. C12H12N2O3
Exact mass
556.2686
Mol weight
556.652
Structure
Mol fileKCF fileDB searchJmolKegDraw
Class
Cardiovascular agent
 DG01653  Antiarrhythmics
  DG01652  Class I antiarrhythmic agent
   DG01649  Class Ia antiarrhythmic agent
Cyp substrate
 DG01633  CYP3A substrate
Cyp inhibitor
 DG01645  CYP2D6 inhibitor
Remark
ATC code: 
Chemical group: 
Activity
Antiarrhythmic, Antimalarial, Sodium channel blocker
Target
SCN1A [HSA:6323] [KO:K04833];
SCN2A [HSA:6326] [KO:K04834];
SCN3A [HSA:6328] [KO:K04836];
SCN4A [HSA:6329] [KO:K04837];
SCN5A [HSA:6331] [KO:K04838];
SCN8A [HSA:6334] [KO:K04840];
SCN9A [HSA:6335] [KO:K04841]
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Transporter: SLC22A1 [HSA:6580], SLC22A3 [HSA:6581]
Interaction
Genomic biomarker: CYP2D6 [HSA:1565]
CYP inhibition: CYP2D6 [HSA:1565]
Transporter inhibition: SLC22A2 [HSA:6582], SLC22A1 [HSA:6580], SLC47A1 [HSA:55244], SCL47A2 [HSA:146802], ABCB1 [HSA:5243]
Drug interaction
Structure map
Quinolines
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
    C01BA Antiarrhythmics, class Ia
     C01BA01 Quinidine
      D08459  Quinidine phenylethylbarbiturate
USP drug classification [BR:br08302]
 Cardiovascular Agents
  Antiarrhythmics
   Quinidine
    D08459  Quinidine phenylethylbarbiturate
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated cation channels
   Na+ channel, SCN alpha, NaV1.x
    voltage-gated sodium channel (SCN1A)
     Quinidine
      D08459  Quinidine phenylethylbarbiturate
    voltage-gated sodium channel (SCN2A)
     Quinidine
      D08459  Quinidine phenylethylbarbiturate
    voltage-gated sodium channel (SCN3A)
     Quinidine
      D08459  Quinidine phenylethylbarbiturate
    voltage-gated sodium channel (SCN4A)
     Quinidine
      D08459  Quinidine phenylethylbarbiturate
    voltage-gated sodium channel (SCN5A)
     Quinidine
      D08459  Quinidine phenylethylbarbiturate
    voltage-gated sodium channel (SCN8A)
     Quinidine
      D08459  Quinidine phenylethylbarbiturate
    voltage-gated sodium channel (SCN9A)
     Quinidine
      D08459  Quinidine phenylethylbarbiturate
Cytochrome P450 interactions [BR:br08309]
 CYP inhbitors
  CYP2D6
   Quinidine
    D08459  Quinidine phenylethylbarbiturate
 CYP substrates
  CYP3A4
   Quinidine
    D08459  Quinidine phenylethylbarbiturate
  CYP3A
   Quinidine
    D08459  Quinidine phenylethylbarbiturate
 Transporter inhibitors
  ABCB1
   Quinidine
    D08459  Quinidine phenylethylbarbiturate
  SLC22A1
   Quinidine
    D08459  Quinidine phenylethylbarbiturate
  SLC22A2
   Quinidine
    D08459  Quinidine phenylethylbarbiturate
  MATE1
   Quinidine
    D08459  Quinidine phenylethylbarbiturate
  MATE2
   Quinidine
    D08459  Quinidine phenylethylbarbiturate
 Transporter substrates
  ABCB1
   Quinidine
    D08459  Quinidine phenylethylbarbiturate
  SLC22A1
   Quinidine
    D08459  Quinidine phenylethylbarbiturate
  SLC22A3
   Quinidine
    D08459  Quinidine phenylethylbarbiturate
Phytochemicals used as drugs [BR:br08306]
 Alkaloids
  Alkaloids derived from tryptophan and anthranillic acid
   Quinoline alkaloids
    D08459  Quinidine phenylethylbarbiturate
BRITE hierarchy
Other DBs
CAS: 
1400-48-2
PubChem: 
LigandBox: 
KCF data Show

ATOM        41
            1   C1z C    27.8054  -23.3458
            2   C8y C    28.9932  -22.6471
            3   C5x C    26.5478  -22.6471
            4   C5x C    27.8054  -24.7432
            5   C1b C    28.9932  -24.0445
            6   C8x C    30.1810  -23.2759
            7   C8x C    28.9932  -21.2497
            8   N1x N    25.3600  -23.3458
            9   O5x O    26.5478  -21.2497
            10  N1x N    26.5478  -25.4419
            11  O5x O    28.9932  -25.4419
            12  C1a C    30.3906  -24.0445
            13  C8x C    31.4386  -22.5772
            14  C8x C    30.1810  -20.4811
            15  C5x C    25.3600  -24.7432
            16  C8x C    31.4386  -21.1798
            17  O5x O    24.1722  -25.4419
            18  C8y C    17.6045  -25.9310
            19  C8y C    18.8621  -25.2323
            20  C8y C    17.6045  -27.3283
            21  C8x C    16.4167  -25.2323
            22  C1c C    18.8621  -23.8349
            23  C8x C    20.0499  -25.9310
            24  C8x C    16.4167  -28.0270
            25  N5x N    18.7923  -28.0270
            26  C8y C    15.1590  -25.9310
            27  C1y C    20.0499  -23.1362
            28  O1a O    17.6045  -23.1362
            29  C8x C    20.0499  -27.3283
            30  C8x C    15.1590  -27.3283
            31  O2a O    13.9713  -25.2323
            32  N1y N    21.5172  -22.2279
            33  C1x C    19.3512  -22.0881
            34  C1a C    13.9713  -23.8349
            35  C1x C    21.5172  -20.9702
            36  C1x C    22.9844  -23.0663
            37  C1y C    20.7486  -21.2497
            38  C1y C    20.7486  -20.2715
            39  C1x C    22.2857  -21.9484
            40  C2b C    20.1896  -18.9440
            41  C2a C    21.0979  -17.8261
BOND        45
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     1   5 1
            5     2   6 2
            6     2   7 1
            7     3   8 1
            8     3   9 2
            9     4  10 1
            10    4  11 2
            11    5  12 1
            12    6  13 1
            13    7  14 2
            14    8  15 1
            15   13  16 2
            16   15  17 2
            17   10  15 1
            18   14  16 1
            19   18  19 1
            20   18  20 1
            21   18  21 2
            22   19  22 1
            23   19  23 2
            24   20  24 2
            25   20  25 1
            26   21  26 1
            27   22  27 1
            28   22  28 1 #Down
            29   23  29 1
            30   24  30 1
            31   26  31 1
            32   27  32 1
            33   27  33 1
            34   31  34 1
            35   32  35 1
            36   32  36 1
            37   33  37 1
            38   35  38 1
            39   36  39 1
            40   38  40 1 #Up
            41   40  41 2
            42   25  29 2
            43   26  30 2
            44   37  38 1
            45   37  39 1

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