KEGG   DRUG: Canagliflozin
Entry
D09592                      Drug                                   
Name
Canagliflozin (USAN/INN);
Canagliflozin hydrate (JAN);
Invokana (TN)
Product
INVOKANA (A-S Medication Solutions), INVOKANA (A-S Medication Solutions), INVOKANA (A-S Medication Solutions), INVOKANA (A-S Medication Solutions), INVOKANA (Cardinal Health 107), INVOKANA (Janssen Pharmaceuticals)
Formula
(C24H25FO5S)2. H2O
Exact mass
906.2919
Mol weight
907.0467
Structure
Class
Antidiabetic agent
 DG02044  Hypoglycemic agent
  DG01794  SGLT2 inhibitor
Metabolizing enzyme substrate
 DG02924  UGT substrate
  DG03188  UGT1A9 substrate
  DG03189  UGT2B4 substrate
Transporter substrate
 DG01665  ABCB1 substrate
Transporter inhibitor
 DG01622  ABCB1 inhibitor
Remark
Therapeutic category: 3969
ATC code: A10BK02
Product: D09592<JP/US>
Product (mixture): D10587<US> D10897<JP>
Efficacy
Antidiabetic, SGLT-2 inhibitor
  Disease
Type 2 diabetes mellitus [DS:H00409]
Comment
Phlorizin derivative
Target
SLC5A2 (SGLT2) [HSA:6524] [KO:K14382]
Metabolism
Enzyme: UGT1A9 [HSA:54600], UGT2B4 [HSA:7363]
Transporter: ABCB1 [HSA:5243]
Interaction
Transporter inhibition: ABCB1 [HSA:5243]
Structure map
map07051  Antidiabetics
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 A ALIMENTARY TRACT AND METABOLISM
  A10 DRUGS USED IN DIABETES
   A10B BLOOD GLUCOSE LOWERING DRUGS, EXCL. INSULINS
    A10BK Sodium-glucose co-transporter 2 (SGLT2) inhibitors
     A10BK02 Canagliflozin
      D09592  Canagliflozin (USAN/INN) <JP/US>
USP drug classification [BR:br08302]
 Blood Glucose Regulators
  Antidiabetic Agents
   Sodium-Glucose Co-Transporter 2 (SGLT2) Inhbitor
    Canagliflozin
     D09592  Canagliflozin (USAN/INN)
 Cardiovascular Agents
  Sodium-Glucose Co-Transporter 2 Inhibitors (SGLT2i)
   Canagliflozin
    D09592  Canagliflozin (USAN/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 3  Agents affecting metabolism
  39  Other agents affecting metabolism
   396  Antidiabetic agents
    3969  Others
     D09592  Canagliflozin (USAN/INN); Canagliflozin hydrate (JAN)
Drug groups [BR:br08330]
 Antidiabetic agent
  DG02044  Hypoglycemic agent
   DG01794  SGLT2 inhibitor
    D09592  Canagliflozin
 Metabolizing enzyme substrate
  DG02924  UGT substrate
   DG03188  UGT1A9 substrate
    D09592  Canagliflozin
   DG03189  UGT2B4 substrate
    D09592  Canagliflozin
 Transporter substrate
  DG01665  ABCB1 substrate
   D09592  Canagliflozin
 Transporter inhibitor
  DG01622  ABCB1 inhibitor
   D09592  Canagliflozin
Drug classes [BR:br08332]
 Antidiabetic agent
  DG01794  SGLT2 inhibitor
   D09592  Canagliflozin
  DG02044  Hypoglycemic agent
   D09592  Canagliflozin
Target-based classification of drugs [BR:br08310]
 Transporters
  Solute carrier family
   SLC5
    SLC5A2 (SGLT2)
     D09592  Canagliflozin (USAN/INN) <JP/US>
New drug approvals in the USA [br08319.html]
 New molecular entities and new therapeutic biological products
  D09592
New drug approvals in Europe [br08329.html]
 European public assessment reports (EPAR) authorised medicine
  D09592
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D09592
New drug approvals in the USA, Europe and Japan [br08328.html]
 Approval dates by FDA, EMA and PMDA
  D09592
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D09592
 Drug transporters
  D09592
Other DBs
CAS: 928672-86-0
PubChem: 124490332
ChEBI: 73272
LigandBox: D09592
LinkDB
KCF data

ATOM        63
            1   O0  O    30.0300  -17.3600
            2   C1y C    10.6400  -14.8400
            3   C1y C    10.6400  -16.2400
            4   C1y C    11.8300  -16.9400
            5   C1y C    13.0900  -16.2400
            6   O2x O    13.0900  -14.8400
            7   C1y C    11.8300  -14.1400
            8   C1b C    11.8300  -12.7400
            9   O1a O     9.4500  -16.9400
            10  C8y C    14.2800  -16.9400
            11  O1a O    11.8300  -18.3400
            12  O1a O     9.4500  -14.1400
            13  O1a O    13.0200  -12.0400
            14  C8x C    14.2800  -18.3400
            15  C8x C    15.5400  -19.0400
            16  C8y C    16.7300  -18.3400
            17  C8y C    16.7300  -16.9400
            18  C8x C    15.5400  -16.2400
            19  C1a C    17.9200  -19.0400
            20  C1b C    17.9200  -16.2400
            21  C8y C    19.1100  -16.9400
            22  S2x S    19.6000  -18.2700
            23  C8y C    21.0000  -18.2700
            24  C8x C    21.4200  -16.9400
            25  C8x C    20.2300  -16.1000
            26  C8y C    22.1900  -18.9700
            27  C8x C    22.1900  -20.3700
            28  C8x C    23.4500  -21.0700
            29  C8y C    24.6400  -20.3700
            30  C8x C    24.6400  -18.9700
            31  C8x C    23.4500  -18.2700
            32  X   F    25.8300  -21.0700
            33  C1y C    10.6400  -14.8400
            34  C1y C    10.6400  -16.2400
            35  C1y C    11.8300  -16.9400
            36  C1y C    13.0900  -16.2400
            37  O2x O    13.0900  -14.8400
            38  C1y C    11.8300  -14.1400
            39  C1b C    11.8300  -12.7400
            40  O1a O    13.0200  -12.0400
            41  C8y C    14.2800  -16.9400
            42  C8x C    14.2800  -18.3400
            43  C8x C    15.5400  -19.0400
            44  C8y C    16.7300  -18.3400
            45  C8y C    16.7300  -16.9400
            46  C8x C    15.5400  -16.2400
            47  C1b C    17.9200  -16.2400
            48  C8y C    19.1100  -16.9400
            49  S2x S    19.6000  -18.2700
            50  C8y C    21.0000  -18.2700
            51  C8x C    21.4200  -16.9400
            52  C8x C    20.2300  -16.1000
            53  C8y C    22.1900  -18.9700
            54  C8x C    22.1900  -20.3700
            55  C8x C    23.4500  -21.0700
            56  C8y C    24.6400  -20.3700
            57  C8x C    24.6400  -18.9700
            58  C8x C    23.4500  -18.2700
            59  X   F    25.8300  -21.0700
            60  C1a C    17.9200  -19.0400
            61  O1a O    11.8300  -18.3400
            62  O1a O     9.4500  -16.9400
            63  O1a O     9.4500  -14.1400
BOND        68
            1     2   3 1
            2     3   4 1
            3     4   5 1
            4     5   6 1
            5     6   7 1
            6     2   7 1
            7     7   8 1 #Up
            8     3   9 1 #Up
            9     5  10 1 #Up
            10    4  11 1 #Down
            11    2  12 1 #Down
            12    8  13 1
            13   10  14 2
            14   14  15 1
            15   15  16 2
            16   16  17 1
            17   17  18 2
            18   10  18 1
            19   16  19 1
            20   17  20 1
            21   20  21 1
            22   21  22 1
            23   22  23 1
            24   23  24 2
            25   24  25 1
            26   21  25 2
            27   23  26 1
            28   26  27 2
            29   27  28 1
            30   28  29 2
            31   29  30 1
            32   30  31 2
            33   26  31 1
            34   29  32 1
            35   33  34 1
            36   34  35 1
            37   35  36 1
            38   36  37 1
            39   37  38 1
            40   33  38 1
            41   38  39 1 #Up
            42   34  62 1 #Up
            43   36  41 1 #Up
            44   35  61 1 #Down
            45   33  63 1 #Down
            46   39  40 1
            47   41  42 2
            48   42  43 1
            49   43  44 2
            50   44  45 1
            51   45  46 2
            52   41  46 1
            53   44  60 1
            54   45  47 1
            55   47  48 1
            56   48  49 1
            57   49  50 1
            58   50  51 2
            59   51  52 1
            60   48  52 2
            61   50  53 1
            62   53  54 2
            63   54  55 1
            64   55  56 2
            65   56  57 1
            66   57  58 2
            67   53  58 1
            68   56  59 1
BRACKET     1     7.5600  -21.7700    7.5600  -10.5700
            1    26.6700  -10.5700   26.6700  -21.7700
            1  2
 ORIGINAL  1    2   3   4   5   6   7   8  13  10  14  15  16  17  18  20  21
            1   22  23  24  25  26  27  28  29  30  31  32  19  11   9  12
 REPEAT    1   33  34  35  36  37  38  39  40  41  42  43  44  45  46  47  48
            1   49  50  51  52  53  54  55  56  57  58  59  60  61  62  63

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