KEGG DRUG: Ajmaline

DRUG: Ajmaline

Entry

D00199                      Drug

Name

Ajmaline (JP18);
Ajimalin (TN)

Formula

C20H26N2O2

Exact mass

326.1994

Mol weight

326.4326

Structure

Simcomp

Source

Rauvolfia serpentina [TAX:4060]

Class

Cardiovascular agent
DG01653  Antiarrhythmics
  DG01652  Class I antiarrhythmic agent
   DG01649  Class Ia antiarrhythmic agent
Metabolizing enzyme substrate
DG01644  CYP2D6 substrate

Remark

Same as:

C06542

ATC code:

C01BA05

Efficacy

Antiarrhythmic, Sodium channel blocker

Comment

Indole alkaloid

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]
SCN10A [HSA:6336] [KO:K04842]
SCN11A [HSA:11280] [KO:K04843]

Pathway

hsa04261

Adrenergic signaling in cardiomyocytes

hsa04728

Dopaminergic synapse

Metabolism

Enzyme: CYP2D6 [HSA:1565]

Interaction

Structure map

map07231

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
     C01BA05 Ajmaline
      D00199  Ajmaline (JP18)
Drug groups [BR:br08330]
Cardiovascular agent
  DG01653  Antiarrhythmics
   DG01652  Class I antiarrhythmic agent
    DG01649  Class Ia antiarrhythmic agent
     D00199  Ajmaline
Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   D00199  Ajmaline
Target-based classification of drugs [BR:br08310]
Ion channels
  Voltage-gated ion channels
   Sodium channels
    SCN1A
     D00199  Ajmaline (JP18)
    SCN2A
     D00199  Ajmaline (JP18)
    SCN3A
     D00199  Ajmaline (JP18)
    SCN4A
     D00199  Ajmaline (JP18)
    SCN5A
     D00199  Ajmaline (JP18)
    SCN8A
     D00199  Ajmaline (JP18)
    SCN9A
     D00199  Ajmaline (JP18)
    SCN10A
     D00199  Ajmaline (JP18)
    SCN11A
     D00199  Ajmaline (JP18)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
Chemicals
  D00199  Ajmaline
  D00199  Ajmaline tablets
Drug metabolizing enzymes and transporters [br08309.html]
Drug metabolizing enzymes
  D00199

Other DBs

CAS:

4360-12-7

PubChem:

ChEBI:

LigandBox:

NIKKAJI:

KCF data

ATOM        24
            1   C8x C    20.0200  -16.5900
            2   C8x C    20.0200  -17.9900
            3   C8x C    21.2324  -18.6900
            4   C8y C    22.4449  -17.9900
            5   C8y C    22.4449  -16.5900
            6   C8x C    21.2324  -15.8900
            7   N1y N    23.7764  -18.4226
            8   C1y C    24.5993  -17.2900
            9   C1z C    23.7764  -16.1574
            10  C1y C    25.9916  -17.1437
            11  N1y N    26.5610  -15.8647
            12  C1y C    25.7381  -14.7321
            13  C1x C    24.3458  -14.8784
            14  C1x C    27.2706  -17.7131
            15  C1y C    27.8400  -16.4341
            16  C1y C    29.1794  -16.2051
            17  C1y C    27.9005  -15.6357
            18  C1b C    30.5794  -16.2051
            19  C1y C    26.5329  -12.8581
            20  O1a O    29.1532  -14.9290
            21  C1y C    23.8464  -12.8674
            22  C1a C    23.7764  -19.8226
            23  O1a O    22.8030  -11.8971
            24  C1a C    31.2973  -17.4482
BOND        29
            1     1   2 2
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     5   6 2
            6     1   6 1
            7     4   7 1
            8     7   8 1
            9     8   9 1
            10    5   9 1
            11    8  10 1
            12   10  11 1
            13   11  12 1
            14   12  13 1
            15    9  13 1
            16   10  14 1
            17   14  15 1
            18   15  16 1
            19   16  17 1
            20   11  17 1
            21   16  18 1 #Up
            22   12  19 1 #Up
            23   15  19 1 #Up
            24   17  20 1 #Down
            25    9  21 1 #Up
            26   21  19 1
            27    7  22 1
            28   21  23 1 #Down
            29   18  24 1

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