Vemurafenib

Entry

D09996                      Drug

Name

Vemurafenib (JAN/USAN/INN);
Zelboraf (TN)

Product

ZELBORAF (Genentech)

Formula

C23H18ClF2N3O3S

Exact mass

489.0725

Mol weight

489.9221

Structure

Class

Antineoplastic
DG03159  BRAF inhibitor
Metabolizing enzyme inhibitor
DG01634  CYP1A2 inhibitor
DG01643  CYP2C9 inhibitor
Metabolizing enzyme inducer
DG02853  CYP3A/CYP3A4 inducer
  DG01635  CYP3A4 inducer
Transporter inhibitor
DG01622  ABCB1 inhibitor

Remark

Therapeutic category:

4291

ATC code:

L01EC01

Product:

D09996<JP/US>

Efficacy

Antineoplastic, BRAF kinase inhibitor

Disease

Melanoma (BRAF mutation positive) [DS:H00038]
Erdheim-Chester disease (BRAF mutation positive) [DS:H02425]

Target

BRAF* [HSA_VAR:673v1] [HSA:673] [KO:K04365]

Network

N10007

Kinase inhibitor to BRAF mutation

Pathway

hsa04010

MAPK signaling pathway

hsa04012

ErbB signaling pathway

hsa05200

Pathways in cancer

hsa05218

Melanoma

Interaction

CYP inhibition: CYP1A2 [HSA:1544], CYP2C9 [HSA:1559]
CYP induction: CYP3A4 [HSA:1576]
Transporter inhibition: ABCB1 [HSA:5243]

Brite

Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
  L01 ANTINEOPLASTIC AGENTS
   L01E PROTEIN KINASE INHIBITORS
    L01EC B-Raf serine-threonine kinase (BRAF) inhibitors
     L01EC01 Vemurafenib
      D09996  Vemurafenib (JAN/USAN/INN) <JP/US>
USP drug classification [BR:br08302]
Antineoplastics
  Molecular Target Inhibitors
   Vemurafenib
    D09996  Vemurafenib (JAN/USAN/INN)
Therapeutic category of drugs in Japan [BR:br08301]
4  Agents affecting cellular function
  42  Antineoplastics
   429  Miscellaneous
    4291  Other Antitumors
     D09996  Vemurafenib (JAN/USAN/INN)
Drug groups [BR:br08330]
Antineoplastic
  DG03159  BRAF inhibitor
   D09996  Vemurafenib
Metabolizing enzyme inhibitor
  DG01634  CYP1A2 inhibitor
   D09996  Vemurafenib
  DG01643  CYP2C9 inhibitor
   D09996  Vemurafenib
Metabolizing enzyme inducer
  DG02853  CYP3A/CYP3A4 inducer
   DG01635  CYP3A4 inducer
    D09996  Vemurafenib
Transporter inhibitor
  DG01622  ABCB1 inhibitor
   D09996  Vemurafenib
Drug classes [BR:br08332]
Antineoplastic
  DG03159  BRAF inhibitor
   D09996  Vemurafenib
Target-based classification of drugs [BR:br08310]
Protein kinases
  Serine/threonine kinases
   TKL group
    BRAF* [HSA_VAR:673v1]
     D09996  Vemurafenib (JAN/USAN/INN) <JP/US>
New drug approvals in the USA [br08319.html]
New molecular entities and new therapeutic biological products
  D09996
New drug approvals in Europe [br08329.html]
European public assessment reports (EPAR) authorised medicine
  D09996
New drug approvals in Japan [br08318.html]
Drugs with new active ingredients
  D09996
New drug approvals in the USA, Europe and Japan [br08328.html]
Approval dates by FDA, EMA and PMDA
  D09996
Drug metabolizing enzymes and transporters [br08309.html]
Drug metabolizing enzymes
  D09996
Drug transporters
  D09996
Pharmacogenomic biomarkers [br08341.html]
Somatic variations in targeted cancer therapies
  D09996

Other DBs

CAS:	918504-65-1

PubChem:

135626717

ChEBI:

63637

PDB-CCD:

032[PDBj]

LigandBox:

D09996

KCF data

ATOM        33
            1   C8x C    14.3500  -17.7100
            2   C8y C    14.3500  -19.1100
            3   C8x C    15.5624  -19.8100
            4   C8x C    16.7749  -19.1100
            5   C8y C    16.7749  -17.7100
            6   C8x C    15.5624  -17.0100
            7   X   Cl   13.1376  -19.8100
            8   C8y C    18.0060  -16.9990
            9   C8x C    19.2112  -17.6947
            10  C8y C    20.4235  -16.9946
            11  C8y C    20.4235  -15.5946
            12  N5x N    19.2183  -14.8989
            13  C8x C    18.0059  -15.5990
            14  C8y C    21.7551  -17.4271
            15  C8x C    22.5779  -16.2945
            16  N4x N    21.7549  -15.1619
            17  C5a C    21.7551  -18.8271
            18  O5a O    20.5527  -19.5214
            19  C8y C    22.9799  -19.5343
            20  C8y C    22.9799  -20.9299
            21  C8y C    24.1923  -21.6299
            22  C8x C    25.4047  -20.9300
            23  C8x C    25.4048  -19.5344
            24  C8y C    24.1924  -18.8344
            25  X   F    24.1924  -17.4303
            26  X   F    21.7525  -21.6385
            27  N1b N    24.1922  -23.0297
            28  S4a S    25.4254  -23.7420
            29  C1b C    26.6314  -23.0458
            30  C1b C    27.8134  -23.7284
            31  C1a C    29.0075  -23.0389
            32  O3c O    24.4355  -24.7319
            33  O3c O    26.4154  -24.7319
BOND        36
            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     2   7 1
            8     5   8 1
            9     8   9 2
            10    9  10 1
            11   10  11 2
            12   11  12 1
            13   12  13 2
            14    8  13 1
            15   10  14 1
            16   14  15 2
            17   15  16 1
            18   11  16 1
            19   14  17 1
            20   17  18 2
            21   17  19 1
            22   19  20 2
            23   20  21 1
            24   21  22 2
            25   22  23 1
            26   23  24 2
            27   19  24 1
            28   24  25 1
            29   20  26 1
            30   21  27 1
            31   27  28 1
            32   28  29 1
            33   29  30 1
            34   30  31 1
            35   28  32 2
            36   28  33 2