Afatinib dimaleate


Entry
D09733                      Drug                                   
Name
Afatinib dimaleate (USAN);
Afatinib maleate (JAN);
Gilotrif (TN);
Giotrif (TN)
Product
GILOTRIF (Boehringer Ingelheim Pharmaceuticals)
Formula
C24H25ClFN5O3. (C4H4O4)2
Exact mass
717.1849
Mol weight
718.0827
Structure
Class
Antineoplastic
 DG01918  Tyrosine kinase inhibitor
  DG01917  Receptor tyrosine kinase inhibitor
   DG03162  EGFR inhibitor
Transporter substrate
 DG01665  ABCB1 substrate
Remark
Therapeutic category: 4291
ATC code: L01EB03
Chemical structure group: DG00717
Product (DG00717): D09733<JP/US>
Efficacy
Antineoplastic, Receptor tyrosine kinase inhibitor
  Disease
Non-small cell lung cancer (EGFR mutation positive) [DS:H00014]
Target
EGFR* [HSA_VAR:1956v2] [HSA:1956] [KO:K04361]
ERBB2 (HER2, CD340) [HSA:2064] [KO:K05083]
ERBB4 (HER4) [HSA:2066] [KO:K05085]
  Network
N10005  First/second-generation tyrosine kinase inhibitor to EGFR mutation
  Pathway
hsa04010  MAPK signaling pathway
hsa04012  ErbB signaling pathway
hsa05200  Pathways in cancer
hsa05223  Non-small cell lung cancer
Metabolism
Transporter: ABCB1 [HSA:5243]
Interaction
Structure map
map07045  Antineoplastics - protein kinase inhibitors
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
  L01 ANTINEOPLASTIC AGENTS
   L01E PROTEIN KINASE INHIBITORS
    L01EB Epidermal growth factor receptor (EGFR) tyrosine kinase inhibitors
     L01EB03 Afatinib
      D09733  Afatinib dimaleate (USAN) <JP/US>
USP drug classification [BR:br08302]
 Antineoplastics
  Molecular Target Inhibitors
   Afatinib
    D09733  Afatinib dimaleate (USAN)
Therapeutic category of drugs in Japan [BR:br08301]
 4  Agents affecting cellular function
  42  Antineoplastics
   429  Miscellaneous
    4291  Other Antitumors
     D09733  Afatinib dimaleate (USAN); Afatinib maleate (JAN)
Drug groups [BR:br08330]
 Antineoplastic
  DG01918  Tyrosine kinase inhibitor
   DG01917  Receptor tyrosine kinase inhibitor
    DG03162  EGFR inhibitor
     DG00717  Afatinib
      D09733  Afatinib dimaleate
 Transporter substrate
  DG01665  ABCB1 substrate
   DG00717  Afatinib
    D09733  Afatinib dimaleate
Drug classes [BR:br08332]
 Antineoplastic
  DG03162  EGFR inhibitor
   D09733  Afatinib dimaleate
Target-based classification of drugs [BR:br08310]
 Protein kinases
  Receptor tyrosine kinases (RTK)
   EGFR family
    EGFR* [HSA_VAR:1956v2]
     D09733  Afatinib dimaleate (USAN) <JP/US>
    ERBB2 (HER2, CD340)
     D09733  Afatinib dimaleate (USAN) <JP/US>
    ERBB4 (HER4)
     D09733  Afatinib dimaleate (USAN) <JP/US>
New drug approvals in the USA [br08319.html]
 New molecular entities and new therapeutic biological products
  D09733
New drug approvals in Europe [br08329.html]
 European public assessment reports (EPAR) authorised medicine
  D09733
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D09733
New drug approvals in the USA, Europe and Japan [br08328.html]
 Approval dates by FDA, EMA and PMDA
  D09733
Drug metabolizing enzymes and transporters [br08309.html]
 Drug transporters
  D09733
Pharmacogenomic biomarkers [br08341.html]
 Somatic variations in targeted cancer therapies
  D09733
Drug groups [BR:br08330]
 Antineoplastic
  DG01918  Tyrosine kinase inhibitor
   DG01917  Receptor tyrosine kinase inhibitor
    DG03162  EGFR inhibitor
     DG00717  Afatinib
 Transporter substrate
  DG01665  ABCB1 substrate
   DG00717  Afatinib
Other DBs
PubChem: 124490473
ChEBI: 76003
LigandBox: D09733
KCF data

ATOM        50
            1   C8x C    14.1460  -17.3152
            2   N5x N    14.1460  -18.7173
            3   C8y C    15.4079  -19.4184
            4   C8y C    16.5997  -18.7173
            5   C8y C    16.5997  -17.3152
            6   N5x N    15.4079  -16.6142
            7   C8x C    17.7915  -19.4184
            8   C8y C    18.9833  -18.7173
            9   C8y C    18.9833  -17.3152
            10  C8x C    17.7915  -16.6142
            11  N1b N    15.4079  -20.8205
            12  N1b N    20.2452  -19.7689
            13  C5a C    21.4370  -19.0679
            14  C2b C    22.6288  -19.7689
            15  C2b C    23.8907  -19.0679
            16  C8y C    16.5997  -21.5216
            17  C8x C    16.5997  -22.8536
            18  C8y C    17.7915  -23.5547
            19  C8y C    18.9833  -22.8536
            20  C8x C    18.9833  -21.5216
            21  C8x C    17.7915  -20.8205
            22  X   F    20.2452  -23.5547
            23  X   Cl   17.7915  -25.0269
            24  O5a O    21.4370  -17.6657
            25  C1b C    25.0826  -19.7689
            26  N1c N    26.2744  -19.1380
            27  C1a C    27.5363  -19.8390
            28  C1a C    26.2744  -17.7359
            29  O2a O    19.9648  -16.3337
            30  C1y C    21.3669  -16.3337
            31  C1x C    22.1381  -17.4554
            32  C1x C    23.4701  -17.0348
            33  O2x O    23.4701  -15.6327
            34  C1x C    22.1381  -15.2120
            35  C2b C    34.1937  -18.4360
            36  C2b C    35.5959  -18.4360
            37  C6a C    33.4927  -19.6502
            38  O6a O    32.0907  -19.6502
            39  O6a O    34.1841  -20.8475
            40  C6a C    36.2969  -19.6502
            41  O6a O    37.6988  -19.6502
            42  O6a O    35.6055  -20.8475
            43  C2b C    34.1937  -18.4360
            44  C2b C    35.5959  -18.4360
            45  C6a C    36.2969  -19.6502
            46  O6a O    37.6988  -19.6502
            47  O6a O    35.6055  -20.8475
            48  C6a C    33.4927  -19.6502
            49  O6a O    32.0907  -19.6502
            50  O6a O    34.1841  -20.8475
BOND        51
            1     1   2 1
            2     2   3 2
            3     3   4 1
            4     4   5 1
            5     5   6 1
            6     1   6 2
            7     4   7 2
            8     7   8 1
            9     8   9 2
            10    9  10 1
            11    5  10 2
            12    3  11 1
            13    8  12 1
            14   12  13 1
            15   13  14 1
            16   14  15 2
            17   11  16 1
            18   16  17 2
            19   17  18 1
            20   18  19 2
            21   19  20 1
            22   20  21 2
            23   16  21 1
            24   19  22 1
            25   18  23 1
            26   13  24 2
            27   15  25 1
            28   25  26 1
            29   26  27 1
            30   26  28 1
            31    9  29 1
            32   30  29 1 #Down
            33   30  31 1
            34   31  32 1
            35   32  33 1
            36   33  34 1
            37   30  34 1
            38   35  36 2
            39   35  37 1
            40   37  38 1
            41   37  39 2
            42   36  40 1
            43   40  41 2
            44   40  42 1
            45   43  44 2
            46   43  48 1
            47   48  49 1
            48   48  50 2
            49   44  45 1
            50   45  46 2
            51   45  47 1
BRACKET     1    30.4500  -22.4000   30.4500  -17.5000
            1    38.6400  -17.5000   38.6400  -22.4000
            1  2
 ORIGINAL  1   35  36  40  41  42  37  38  39
 REPEAT    1   43  44  45  46  47  48  49  50