KEGG   DRUG: Sorafenib tosylateHelp
Entry
D06272                      Drug                                   

Name
Sorafenib tosylate (USAN);
Sorafenib tosilate (JAN);
Nexavar (TN)
Product
Formula
C21H16ClF3N4O3. C7H8O3S
Exact mass
636.1057
Mol weight
637.0266
Structure
Mol fileKCF fileDB searchJmolKegDraw
Class
Antineoplastic
 DG01918  Tyrosine kinase inhibitor
  DG01917  Receptor tyrosine kinase inhibitor
Cyp substrate
 DG01633  CYP3A4 substrate
Remark
Therapeutic category: 
ATC code: 
Chemical group: 
Activity
Antineoplastic, Tyrosine kinase inhibitor
  Disease
Hepatocellular carcinoma [DS:H00048]
Renal cell carcinoma [DS:H00021]
Thyroid carcinoma [DS:H00032]
Target
BRAF kinase [HSA:673] [KO:K04365];
FLT3 kinase [HSA:2322] [KO:K05092];
PDGFRB tyrosine kinase [HSA:5159] [KO:K05089];
VEGFR2 tyrosine kinase [HSA:3791] [KO:K05098];
VEGFR3 tyrosine kinase [HSA:2324] [KO:K05097];
KIT tyrosine kinase [HSA:3815] [KO:K05091]
  Pathway
MAPK signaling pathway
ErbB signaling pathway
Calcium signaling pathway
Cytokine-cytokine receptor interaction
mTOR signaling pathway
VEGF signaling pathway
Natural killer cell mediated cytotoxicity
Pathways in cancer
Renal cell carcinoma
Metabolism
Enzyme: CYP3A4 [HSA:1576], UGT1A9 [HSA:54600]
Interaction
CYP inhibition: CYP2B6 [HSA:1555], CYP2C9 [HSA:1559], CYP2C8 [HSA:1558]
UGT inhibition: UGT1A1 [HSA:54658], UGT1A9 [HSA:54600]
Drug interaction
Structure map
Antineoplastics - protein kinases inhibitors
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
  L01 ANTINEOPLASTIC AGENTS
   L01X OTHER ANTINEOPLASTIC AGENTS
    L01XE Protein kinase inhibitors
     L01XE05 Sorafenib
      D06272  Sorafenib tosylate (USAN)
USP drug classification [BR:br08302]
 Antineoplastics
  Molecular Target Inhibitors
   Sorafenib
    D06272  Sorafenib tosylate (USAN)
Therapeutic category of drugs in Japan [BR:br08301]
 4  Agents affecting cellular function
  42  Antineoplastics
   429  Miscellaneous
    4291  Other Antitumors
     D06272  Sorafenib tosylate (USAN); Sorafenib tosilate (JAN)
Target-based classification of drugs [BR:br08310]
 Cytokine receptors
  Receptor tyrosine kinase
   RTK class III (PDGF receptor family)
    PDGFRB tyrosine kinase
     Sorafenib
      D06272  Sorafenib tosylate (USAN)
    c-KIT tyrosine kinase
     Sorafenib
      D06272  Sorafenib tosylate (USAN)
    Fms-related tyrosine kinase 3
     Sorafenib
      D06272  Sorafenib tosylate (USAN)
   RTK class V (VEGF receptor family)
    VEGFR2 tyrosine kinase
     Sorafenib
      D06272  Sorafenib tosylate (USAN)
    VEGFR3 tyrosine kinase
     Sorafenib
      D06272  Sorafenib tosylate (USAN)
 Protein kinases
  Serine/threonine protein kinases: TKL group
   RAF family
    BRAF
     Sorafenib
      D06272  Sorafenib tosylate (USAN)
Cytochrome P450 interactions [BR:br08309]
 CYP substrates
  CYP2B6
   Sorafenib
    D06272  Sorafenib tosylate (USAN)
  CYP2C8
   Sorafenib
    D06272  Sorafenib tosylate (USAN)
  CYP2C9
   Sorafenib
    D06272  Sorafenib tosylate (USAN)
  CYP3A4
   Sorafenib
    D06272  Sorafenib tosylate (USAN)
Antineoplastics [br08340.html]
 D06272
New drug approvals in the USA [br08319.html]
 New Molecular Entity and New Therapeutic Biological Product Approvals
  D06272
Orphan drugs in the USA [br08355.html]
 Orphan drugs in the USA
  D06272
BRITE hierarchy
Other DBs
CAS: 
475207-59-1
PubChem: 
DrugBank: 
LigandBox: 
KCF data Show

ATOM        43
            1   C8y C    41.3134  -16.2561
            2   C8x C    40.1203  -16.9579
            3   C8x C    42.5767  -16.9579
            4   S4a S    41.3134  -14.8525
            5   C8x C    40.1203  -18.3616
            6   C8x C    42.5767  -18.3616
            7   O1d O    39.9098  -14.8525
            8   O1d O    42.7170  -14.8525
            9   O1d O    41.3134  -13.5191
            10  C8y C    41.3134  -19.0634
            11  C1a C    41.2961  -20.4669
            12  C8x C    34.7102  -17.2381
            13  C8y C    34.7102  -18.6418
            14  C8x C    35.9257  -19.3436
            15  C8x C    37.1414  -18.6418
            16  C8y C    37.1414  -17.2381
            17  C8y C    35.9257  -16.5363
            18  X   Cl   38.3757  -16.5253
            19  C1d C    35.9257  -15.1329
            20  X   F    35.9383  -13.7295
            21  N1b N    33.4946  -19.3436
            22  C5a C    32.2961  -18.6514
            23  N1b N    31.1056  -19.3387
            24  O5a O    32.2960  -17.2384
            25  C8y C    29.9113  -18.6489
            26  C8x C    29.9113  -17.2383
            27  C8x C    28.6958  -16.5365
            28  C8y C    27.4802  -17.2383
            29  C8x C    27.4801  -18.6488
            30  C8x C    28.6957  -19.3507
            31  O2a O    26.2656  -16.5369
            32  C8y C    25.0675  -17.2288
            33  C8x C    23.8769  -16.5413
            34  C8y C    22.6613  -17.2431
            35  N5x N    22.6613  -18.6468
            36  C8x C    23.8519  -19.3342
            37  C8x C    25.0675  -18.6324
            38  C5a C    21.4269  -16.5303
            39  N1b N    20.2231  -17.2254
            40  O5a O    21.4271  -15.1328
            41  C1a C    19.0354  -16.5396
            42  X   F    34.5100  -15.1267
            43  X   F    37.3099  -15.1389
BOND        45
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     2   5 2
            5     3   6 1
            6     4   7 2
            7     4   8 2
            8     4   9 1
            9     5  10 1
            10    6  10 2
            11   10  11 1
            12   12  13 2
            13   13  14 1
            14   14  15 2
            15   15  16 1
            16   16  17 2
            17   12  17 1
            18   16  18 1
            19   17  19 1
            20   19  20 1
            21   13  21 1
            22   21  22 1
            23   22  23 1
            24   22  24 2
            25   23  25 1
            26   25  26 2
            27   26  27 1
            28   27  28 2
            29   28  29 1
            30   29  30 2
            31   25  30 1
            32   28  31 1
            33   31  32 1
            34   32  33 2
            35   33  34 1
            36   34  35 2
            37   35  36 1
            38   36  37 2
            39   32  37 1
            40   34  38 1
            41   38  39 1
            42   38  40 2
            43   39  41 1
            44   19  42 1
            45   19  43 1

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