KEGG   DRUG: Methotrexate sodiumHelp
Entry
D02115                      Drug                                   

Name
Methotrexate sodium;
Trexall (TN)
Product
  Generic
Formula
C20H21N8O5. Na
Exact mass
476.1533
Mol weight
476.4211
Structure
Mol fileKCF fileDB searchJmolKegDraw
Simcomp SIMCOMP
Class
Antineoplastic
 DG01930  Dihydrofolate reductase inhibitor, antineoplastic
 DG01978  Folic acid analog
  DG01930  Dihydrofolate reductase inhibitor, antineoplastic
 DG02018  Antimetabolite
  DG01978  Folic acid analog
   DG01930  Dihydrofolate reductase inhibitor, antineoplastic
Anti-inflammatory
 DG01985  Disease modifying anti-rheumatic drugs (DMARDs)
Transporter substrate
 DG01913  BCRP substrate
Remark
ATC code: 
Chemical structure group: 
Product in DG00681: 
D00142<JP/US> D02115<US>
Efficacy
Antineoplastic, Antimetabolite
  Disease
Choriocarcinoma [DS:H00028]
Breast cancer [DS:H00031]
Mycosis fungoides [DS:H01463]
Lung cancer [DS:H00013 H00014]
Psoriasis [DS:H01656]
Rheumatoid arthritis [DS:H00630]
Juvenile rheumatoid arthritis [DS:H01672]
Target
DHFR [HSA:1719 200895] [KO:K00287]
  Pathway
One carbon pool by folate
Folate biosynthesis
Metabolic pathways
Metabolism
Transporter: SLC22A6 [HSA:9356], SLC22A8 [HSA:9376], SLCO1A2 [HSA:6579], ABCG2 [HSA:9429], ABCC2 [HSA:1244], ABCC3 [HSA:8714], ABCC4 [HSA:10257]
Interaction
Drug interaction
Structure map
Antineoplastics - antimetabolic agents
Immunosuppressive agents
Antirheumatics - DMARDs and biological agents
Other map
Bile secretion
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
  L01 ANTINEOPLASTIC AGENTS
   L01B ANTIMETABOLITES
    L01BA Folic acid analogues
     L01BA01 Methotrexate
      D02115  Methotrexate sodium
  L04 IMMUNOSUPPRESSANTS
   L04A IMMUNOSUPPRESSANTS
    L04AX Other immunosuppressants
     L04AX03 Methotrexate
      D02115  Methotrexate sodium
USP drug classification [BR:br08302]
 Immunological Agents
  Immune Suppressants
   Methotrexate
    D02115  Methotrexate sodium
Target-based classification of drugs [BR:br08310]
 Enzymes
  Oxidoreductases
   dihydrofolate reductase
    Methotrexate
     D02115  Methotrexate sodium
Antineoplastics [br08340.html]
 D02115
Drug classes of therapeutic agents [br08360.html]
 Antirheumatic and antigout agents
  D02115
BRITE hierarchy
Other DBs
CAS: 
15475-56-6
PubChem: 
DrugBank: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        34
            1   C8y C    23.0300  -14.3500
            2   N5x N    23.0300  -15.7500
            3   C8y C    24.2900  -16.4500
            4   C8y C    25.4800  -15.7500
            5   C8y C    25.4800  -14.3500
            6   N5x N    24.2900  -13.6500
            7   N5x N    26.7400  -16.4500
            8   C8y C    27.9300  -15.7500
            9   C8x C    27.9300  -14.3500
            10  N5x N    26.7400  -13.6500
            11  N1a N    21.8400  -13.6500
            12  N1a N    24.2900  -17.8500
            13  C1b C    29.1200  -16.4500
            14  N1c N    30.3100  -15.7500
            15  C8y C    31.5000  -16.4500
            16  C1a C    30.3100  -14.3500
            17  C8x C    31.5000  -17.8500
            18  C8x C    32.7600  -18.5500
            19  C8y C    33.9500  -17.8500
            20  C8x C    33.9500  -16.4500
            21  C8x C    32.7600  -15.7500
            22  C5a C    35.1400  -18.5500
            23  N1b N    36.4000  -17.8500
            24  O5a O    35.1400  -19.9500
            25  C1c C    37.5900  -18.5500
            26  C1b C    38.7800  -17.8500
            27  C1b C    39.9700  -18.5500
            28  C6a C    41.1600  -17.8500
            29  O6a O    42.3500  -18.5500 #-
            30  C6a C    37.5900  -19.9500
            31  O6a O    38.7800  -20.6500
            32  O6a O    36.3300  -20.6500
            33  O6a O    41.1600  -16.4500
            34  Z   Na   43.9600  -18.6200 #+
BOND        35
            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     4   7 1
            8     7   8 2
            9     8   9 1
            10    9  10 2
            11    5  10 1
            12    1  11 1
            13    3  12 1
            14    8  13 1
            15   13  14 1
            16   14  15 1
            17   14  16 1
            18   15  17 2
            19   17  18 1
            20   18  19 2
            21   19  20 1
            22   20  21 2
            23   15  21 1
            24   19  22 1
            25   22  23 1
            26   22  24 2
            27   23  25 1
            28   25  26 1
            29   26  27 1
            30   27  28 1
            31   28  29 1
            32   25  30 1 #Up
            33   30  31 1
            34   30  32 2
            35   28  33 2

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