KEGG   DRUG: CyclophosphamideHelp
Entry
D00287                      Drug                                   

Name
Cyclophosphamide (USP);
Cyclophosphamide hydrate (JP17);
Cyclophosphamide tablets (JP17);
Cytoxan (TN);
Neosar (TN)
Product
  Generic
Formula
C7H15Cl2N2O2P. H2O
Exact mass
278.0354
Mol weight
279.1012
Structure
Mol fileKCF fileDB searchJmolKegDraw
Class
Antineoplastic
 DG01677  Alkylating agent
  DG01678  Nitrogen mustard analogue
   DG01720  Isophosphoramide mustard analogue
Cyp substrate
 DG01638  CYP2A6 substrate
 DG01633  CYP3A4 substrate
Remark
Same as: 
Therapeutic category: 
ATC code: 
Chemical group: 
Activity
Antineoplastic, Alkylating, Immunosuppressant
Comment
Active form of prodrug: Phosphoramide mustard [CPD:C07647]
Target
DNA
Metabolism
Enzyme: CYP2A6 [HSA:1548], CYP2B6 [HSA:1555], CYP2C8 [HSA:1558], CYP2C9 [HSA:1559], CYP3A4 [HSA:1576]
Interaction
Drug interaction
Structure map
Antineoplastics - alkylating agents
Immunosuppressive agents
Antirheumatics - DMARDs and biological agents
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
  L01 ANTINEOPLASTIC AGENTS
   L01A ALKYLATING AGENTS
    L01AA Nitrogen mustard analogues
     L01AA01 Cyclophosphamide
      D00287  Cyclophosphamide (USP)
USP drug classification [BR:br08302]
 Antineoplastics
  Alkylating Agents
   Cyclophosphamide
    D00287  Cyclophosphamide (USP)
Therapeutic category of drugs in Japan [BR:br08301]
 4  Agents affecting cellular function
  42  Antineoplastics
   421  Alkylating agents
    4211  Chlorethylamines
     D00287  Cyclophosphamide (USP); Cyclophosphamide hydrate (JP17); Cyclophosphamide tablets (JP17)
Cytochrome P450 interactions [BR:br08309]
 CYP substrates
  CYP2B6
   Cyclophosphamide
    D00287  Cyclophosphamide (USP)
  CYP2C8
   Cyclophosphamide
    D00287  Cyclophosphamide (USP)
  CYP2C9
   Cyclophosphamide
    D00287  Cyclophosphamide (USP)
  CYP3A4
   Cyclophosphamide
    D00287  Cyclophosphamide (USP)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00287  Cyclophosphamide hydrate
  D00287  Cyclophosphamide tablets
Antineoplastics [br08340.html]
 D00287
Antirheumatic and antigout drugs [br08366.html]
 Antirheumatic drugs
  D00287
BRITE hierarchy
Other DBs
CAS: 
6055-19-2
PubChem: 
DrugBank: 
LigandBox: 
NIKKAJI: 
KCF data Show

ATOM        15
            1   P1a P    22.9658  -14.9801
            2   N1c N    22.9715  -13.5156
            3   N1x N    24.0976  -15.6395
            4   O2x O    21.8279  -15.6395
            5   O3b O    21.6997  -14.2450
            6   C1b C    21.6646  -12.8388
            7   C1b C    24.2027  -12.7220
            8   C1x C    24.0976  -16.9523
            9   C1x C    21.8279  -16.9523
            10  C1b C    20.4335  -13.6264
            11  C1b C    25.5096  -13.3990
            12  C1x C    22.9658  -17.5999
            13  X   Cl   19.1265  -12.9613
            14  X   Cl   26.7467  -12.6054
            15  O0  O    27.7975  -15.3471
BOND        14
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     1   5 2
            5     2   6 1
            6     2   7 1
            7     3   8 1
            8     4   9 1
            9     6  10 1
            10    7  11 1
            11    8  12 1
            12   10  13 1
            13   11  14 1
            14    9  12 1

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