Siponimod fumarate


Entry
D11072                      Drug                                   
Name
Siponimod fumarate (USAN);
Siponimod fumaric acid (JAN);
Mayzent (TN)
Product
MAYZENT (Novartis Pharmaceuticals Corporation)
Formula
(C29H35F3N2O3)2. C4H4O4
Exact mass
1148.5309
Mol weight
1149.2622
Structure
Class
Metabolizing enzyme substrate
 DG01642  CYP2C9 substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Remark
Therapeutic category: 3999
ATC code: L04AA42
Chemical structure group: DG03018
Product (DG03018): D11072<JP/US>
Efficacy
Immunomodulator, Sphingosine 1-phosphate receptor agonist
  Disease
Multiple sclerosis [DS:H01490]
Comment
Treatment of secondary progressive multiple sclerosis
Target
S1PR1 [HSA:1901] [KO:K04288]
S1PR5 [HSA:53637] [KO:K04295]
  Pathway
hsa04071  Sphingolipid signaling pathway
hsa04080  Neuroactive ligand-receptor interaction
Metabolism
Enzyme: CYP2C9 [HSA:1559]; CYP3A4 [HSA:1576]
Interaction
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
  L04 IMMUNOSUPPRESSANTS
   L04A IMMUNOSUPPRESSANTS
    L04AA Selective immunosuppressants
     L04AA42 Siponimod
      D11072  Siponimod fumarate (USAN) <JP/US>
USP drug classification [BR:br08302]
 Central Nervous System Agents
  Multiple Sclerosis Agents
   Siponimod
    D11072  Siponimod fumarate (USAN)
Therapeutic category of drugs in Japan [BR:br08301]
 3  Agents affecting metabolism
  39  Other agents affecting metabolism
   399  Miscellaneous
    3999  Others
     D11072  Siponimod fumarate (USAN); Siponimod fumaric acid (JAN)
Drug groups [BR:br08330]
 Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   DG03018  Siponimod
    D11072  Siponimod fumarate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG03018  Siponimod
     D11072  Siponimod fumarate
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Sphingolipid
    S1PR1
     D11072  Siponimod fumarate (USAN) <JP/US>
    S1PR5
     D11072  Siponimod fumarate (USAN) <JP/US>
New drug approvals in the USA [br08319.html]
 New molecular entities and new therapeutic biological products
  D11072
New drug approvals in Europe [br08329.html]
 European public assessment reports (EPAR) authorised medicine
  D11072
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D11072
New drug approvals in the USA, Europe and Japan [br08328.html]
 Approval dates by FDA, EMA and PMDA
  D11072
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D11072
Drug groups [BR:br08330]
 Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   DG03018  Siponimod
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG03018  Siponimod
Other DBs
CAS: 1234627-85-0
PubChem: 375581019
KCF data

ATOM        82
            1   C8y C    10.9200  -18.6900
            2   C8x C    10.9200  -20.0900
            3   C8x C    12.1324  -20.7900
            4   C8y C    13.3449  -20.0900
            5   C8x C    13.3449  -18.6900
            6   C8y C    12.1324  -17.9900
            7   C1b C    12.1324  -16.5902
            8   C1a C    10.9032  -15.8803
            9   C1b C     9.7076  -17.9900
            10  N1y N     8.5121  -18.6804
            11  C1x C     7.1882  -18.3259
            12  C1y C     6.8337  -19.6498
            13  C1x C     8.1575  -20.0043
            14  C6a C     5.6327  -20.3437
            15  O6a O     4.4076  -19.6364
            16  O6a O     5.6336  -21.7696
            17  C2c C    14.5760  -20.8010
            18  N2b N    15.7812  -20.1053
            19  C1a C    14.5757  -22.1899
            20  O2a O    16.9635  -20.7881
            21  C1b C    18.1575  -20.0988
            22  C8y C    19.3454  -20.7848
            23  C8x C    19.3454  -22.1898
            24  C8x C    20.5578  -22.8898
            25  C8y C    21.7703  -22.1898
            26  C8y C    21.7703  -20.7848
            27  C8x C    20.5579  -20.0848
            28  C1y C    22.9826  -22.8898
            29  C1x C    22.9826  -24.2898
            30  C1x C    24.1950  -24.9898
            31  C1x C    25.4074  -24.2899
            32  C1x C    25.4074  -22.8898
            33  C1x C    24.1950  -22.1898
            34  C1d C    22.9803  -20.0863
            35  X   F    24.1927  -19.3863
            36  X   F    22.2803  -18.8738
            37  X   F    23.6803  -21.2987
            38  C6a C    29.4977  -20.6103
            39  C2b C    30.6847  -21.3086
            40  O6a O    28.2409  -21.3086
            41  O6a O    29.4977  -19.2139
            42  C2b C    31.8718  -20.6103
            43  C6a C    33.1286  -21.3086
            44  O6a O    34.3156  -20.6103
            45  O6a O    33.1286  -22.7051
            46  C8y C    10.9200  -18.6900
            47  C8x C    10.9200  -20.0900
            48  C8x C    12.1324  -20.7900
            49  C8y C    13.3449  -20.0900
            50  C8x C    13.3449  -18.6900
            51  C8y C    12.1324  -17.9900
            52  C1b C    12.1324  -16.5902
            53  C1a C    10.9032  -15.8803
            54  C2c C    14.5760  -20.8010
            55  N2b N    15.7812  -20.1053
            56  O2a O    16.9635  -20.7881
            57  C1b C    18.1575  -20.0988
            58  C8y C    19.3454  -20.7848
            59  C8x C    19.3454  -22.1898
            60  C8x C    20.5578  -22.8898
            61  C8y C    21.7703  -22.1898
            62  C8y C    21.7703  -20.7848
            63  C8x C    20.5579  -20.0848
            64  C1d C    22.9803  -20.0863
            65  X   F    24.1927  -19.3863
            66  X   F    22.2803  -18.8738
            67  X   F    23.6803  -21.2987
            68  C1y C    22.9826  -22.8898
            69  C1x C    22.9826  -24.2898
            70  C1x C    24.1950  -24.9898
            71  C1x C    25.4074  -24.2899
            72  C1x C    25.4074  -22.8898
            73  C1x C    24.1950  -22.1898
            74  C1a C    14.5757  -22.1899
            75  C1b C     9.7076  -17.9900
            76  N1y N     8.5121  -18.6804
            77  C1x C     7.1882  -18.3259
            78  C1y C     6.8337  -19.6498
            79  C1x C     8.1575  -20.0043
            80  C6a C     5.6327  -20.3437
            81  O6a O     4.4076  -19.6364
            82  O6a O     5.6336  -21.7696
BOND        87
            1    38  39 1
            2    38  40 1
            3    38  41 2
            4    39  42 2
            5    42  43 1
            6    43  44 1
            7    43  45 2
            8     1   2 2
            9     2   3 1
            10    3   4 2
            11    4   5 1
            12    5   6 2
            13    1   6 1
            14    6   7 1
            15    7   8 1
            16    1   9 1
            17    9  10 1
            18   10  11 1
            19   11  12 1
            20   12  13 1
            21   10  13 1
            22   12  14 1
            23   14  15 1
            24   14  16 2
            25    4  17 1
            26   17  18 2
            27   17  19 1
            28   18  20 1
            29   20  21 1
            30   21  22 1
            31   22  23 2
            32   23  24 1
            33   24  25 2
            34   25  26 1
            35   26  27 2
            36   22  27 1
            37   25  28 1
            38   28  29 1
            39   29  30 1
            40   30  31 1
            41   31  32 1
            42   32  33 1
            43   28  33 1
            44   26  34 1
            45   34  35 1
            46   34  36 1
            47   34  37 1
            48   46  47 2
            49   47  48 1
            50   48  49 2
            51   49  50 1
            52   50  51 2
            53   46  51 1
            54   51  52 1
            55   52  53 1
            56   46  75 1
            57   75  76 1
            58   76  77 1
            59   77  78 1
            60   78  79 1
            61   76  79 1
            62   78  80 1
            63   80  81 1
            64   80  82 2
            65   49  54 1
            66   54  55 2
            67   54  74 1
            68   55  56 1
            69   56  57 1
            70   57  58 1
            71   58  59 2
            72   59  60 1
            73   60  61 2
            74   61  62 1
            75   62  63 2
            76   58  63 1
            77   61  68 1
            78   68  69 1
            79   69  70 1
            80   70  71 1
            81   71  72 1
            82   72  73 1
            83   68  73 1
            84   62  64 1
            85   64  65 1
            86   64  66 1
            87   64  67 1
BRACKET     1     2.8000  -25.6200    2.8000  -14.7000
            1    25.8300  -14.7000   25.8300  -25.6200
            1  2
 ORIGINAL  1    1   2   3   4   5   6   7   8  17  18  20  21  22  23  24  25
            1   26  27  34  35  36  37  28  29  30  31  32  33  19   9  10  11
            1   12  13  14  15  16
 REPEAT    1   46  47  48  49  50  51  52  53  54  55  56  57  58  59  60  61
            1   62  63  64  65  66  67  68  69  70  71  72  73  74  75  76  77
            1   78  79  80  81  82