Entry

D00749                      Drug

Name

Leflunomide (JAN/USP/INN);
Arava (TN)

Product

ARAVA (sanofi-aventis U.S. LLC)

Generic

LEFLUNOMIDE (A-S Medication Solutions), LEFLUNOMIDE (Alembic Pharmaceuticals), LEFLUNOMIDE (Alembic Pharmaceuticals Limited), LEFLUNOMIDE (Apotex Corp.), LEFLUNOMIDE (Aurobindo Pharma Limited), LEFLUNOMIDE (AvKARE), LEFLUNOMIDE (AvPAK), LEFLUNOMIDE (Burel Pharmaceuticals), LEFLUNOMIDE (Cadila Healthcare Limited), LEFLUNOMIDE (Heritage Pharmaceuticals Inc. d/b/a Avet Pharmaceuticals), LEFLUNOMIDE (KVK-Tech), LEFLUNOMIDE (Lupin Pharmaceuticals), LEFLUNOMIDE (REMEDYREPACK), LEFLUNOMIDE (Winthrop U.S.), LEFLUNOMIDE (Zydus Pharmaceuticals (USA))

Formula

C12H9F3N2O2

Exact mass

270.0616

Mol weight

270.2073

Structure

Simcomp

Class

Anti-inflammatory
DG01985  Disease modifying anti-rheumatic drug (DMARD)
Metabolizing enzyme substrate
DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Metabolizing enzyme inhibitor
DG01643  CYP2C9 inhibitor

Remark

Same as:

C07905

Therapeutic category:

3999

ATC code:

L04AA13

Product:

D00749<JP/US>

Efficacy

Antirheumatic, Dihydroorotate dehydrogenase inhibitor

Disease

Active rheumatoid arthritis [DS:H00630]

Comment

Antineoplastic (blocks PDGF receptor function, inhibiting the growth and survival of human tumor cells when administered intravenously), Used in the treatment of rheumatoid arthritis when administered orally

Target

DHODH [HSA:1723] [KO:K00254]

Pathway

hsa00240

Pyrimidine metabolism

Metabolism

Enzyme: CYP3A4 [HSA:1576]

Interaction

CYP inhibition: CYP2C9 [HSA:1559]

Structure map

map07046

Immunosuppressive agents

map07050

Antirheumatics - DMARDs and biological agents

Brite

Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
  L04 IMMUNOSUPPRESSANTS
   L04A IMMUNOSUPPRESSANTS
    L04AA Selective immunosuppressants
     L04AA13 Leflunomide
      D00749  Leflunomide (JAN/USP/INN) <JP/US>
USP drug classification [BR:br08302]
Immunological Agents
  Immunosuppressants
   Antimetabolites, Antiproliferative
    Leflunomide
     D00749  Leflunomide (JAN/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
3  Agents affecting metabolism
  39  Other agents affecting metabolism
   399  Miscellaneous
    3999  Others
     D00749  Leflunomide (JAN/USP/INN)
Drug groups [BR:br08330]
Anti-inflammatory
  DG01985  Disease modifying anti-rheumatic drug (DMARD)
   D00749  Leflunomide
Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    D00749  Leflunomide
Metabolizing enzyme inhibitor
  DG01643  CYP2C9 inhibitor
   D00749  Leflunomide
Drug classes [BR:br08332]
Antirheumatic agent
  DG01985  Disease modifying anti-rheumatic drug (DMARD)
   D00749  Leflunomide
Target-based classification of drugs [BR:br08310]
Enzymes
  Oxidoreductases (EC1)
   Dehydrogenases
    DHODH
     D00749  Leflunomide (JAN/USP/INN) <JP/US>
New drug approvals in Europe [br08329.html]
European public assessment reports (EPAR) authorised medicine
  D00749
New drug approvals in Japan [br08318.html]
Drugs with new active ingredients
  D00749
Drug metabolizing enzymes and transporters [br08309.html]
Drug metabolizing enzymes
  D00749

Other DBs

CAS:	75706-12-6

PubChem:

7847814

ChEBI:

6402

LigandBox:

D00749

NIKKAJI:

J227.599F

KCF data

ATOM        19
            1   C8y C    22.4985  -19.9460
            2   C5a C    23.7261  -19.2621
            3   C8y C    22.4985  -21.3488
            4   C8x C    21.1659  -19.5077
            5   N1b N    24.9360  -19.9577
            6   O5a O    23.7261  -17.8652
            7   O2x O    21.1601  -21.7813
            8   C1a C    23.6268  -22.1788
            9   N5x N    20.3360  -20.6415
            10  C8y C    26.1460  -19.2621
            11  C8x C    26.1460  -17.8592
            12  C8x C    27.3617  -19.9577
            13  C8x C    27.3617  -17.1637
            14  C8x C    28.5657  -19.2621
            15  C8y C    28.5657  -17.8592
            16  C1d C    29.7756  -17.1580
            17  X   F    30.9798  -16.4506
            18  X   F    29.0684  -15.9421
            19  X   F    30.4653  -18.3677
BOND        20
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     2   5 1
            5     2   6 2
            6     3   7 1
            7     3   8 1
            8     4   9 2
            9     5  10 1
            10   10  11 2
            11   10  12 1
            12   11  13 1
            13   12  14 2
            14   13  15 2
            15   15  16 1
            16   16  17 1
            17   16  18 1
            18   16  19 1
            19    7   9 1
            20   14  15 1