MiMeDB: Showing metabocard for 4-Glutathionyl cyclophosphamide (MMDBc0030016)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:50:46 UTC

Update Date

2024-04-30 19:44:00 UTC

Metabolite ID

MMDBc0030016

Metabolite Identification

Common Name

4-Glutathionyl cyclophosphamide

Description

4-glutathionyl cyclophosphamide belongs to the class of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (inferred from compound structure)

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

Structure #1
  Mrv0541 02241206592D          

 34 34  0  0  0  0            999 V2000
    4.9285    8.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2965    7.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9510    5.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875    2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0625    2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000    3.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375    2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7263    5.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9707    8.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4005    5.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7852    8.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0325    6.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4397    6.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3190    4.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955    8.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8893    7.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4172    9.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625    2.3582    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4750    3.0727    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0100    9.1923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1140    7.6014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8078    6.2246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623    4.0693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8250    3.0727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150    6.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    8.1657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0522    9.5085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5212    7.8495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2739   10.2529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1924    9.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8695    3.2569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8695    4.3175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375    3.7872    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.5438    5.1640    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 11  1  0  0  0  0
  2 13  1  0  0  0  0
  3  8  1  0  0  0  0
  3 14  1  0  0  0  0
  4  6  1  0  0  0  0
  4 18  1  0  0  0  0
  5  7  1  0  0  0  0
  5 19  1  0  0  0  0
  6 24  1  0  0  0  0
  7 24  1  0  0  0  0
  8 32  1  0  0  0  0
  9 15  1  0  0  0  0
 21  9  1  4  0  0  0
 10 12  1  0  0  0  0
 10 34  1  0  0  0  0
 11 17  1  0  0  0  0
 11 20  1  0  0  0  0
 12 16  1  0  0  0  0
 22 12  1  4  0  0  0
 13 22  2  0  0  0  0
 13 25  1  0  0  0  0
 14 23  1  0  0  0  0
 14 34  1  0  0  0  0
 15 26  2  0  0  0  0
 15 27  1  0  0  0  0
 16 21  2  0  0  0  0
 16 28  1  0  0  0  0
 17 29  2  0  0  0  0
 17 30  1  0  0  0  0
 23 33  1  0  0  0  0
 24 33  1  0  0  0  0
 31 33  2  0  0  0  0
 32 33  1  0  0  0  0
M  END

HMDB0060387
     RDKit          3D
4-Glutathionyl cyclophosphamide
 64 64  0  0  0  0  0  0  0  0999 V2000
   -5.3487    0.4683    1.1408 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0365    1.6757    0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9271    2.4543    1.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6563    1.6133    1.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1942    1.2364   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9993    2.2820   -1.1201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.0372   -0.5326 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1038   -1.1467    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0224   -1.6149    1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5660   -2.0288    0.4778 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5751   -0.7420   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2497   -0.1726   -1.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5884    1.3160   -1.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5840    1.5653   -0.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7753    0.3959   -0.7266 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1276    0.2691   -2.1673 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2108    0.7247    0.1876 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5306   -0.3723    1.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0089   -0.3208    1.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9433   -0.4550   -0.1529 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.3164    2.0108    0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375    3.0739   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2878    4.6504    0.5224 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0214   -1.1288   -0.1934 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5429   -2.2899   -0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7692   -2.3247   -1.3013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6772   -3.2301   -0.8749 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247   -4.3486   -1.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0009   -5.6273   -0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2704   -6.7150   -1.5216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6694   -5.5885    0.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2211    2.5846    0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3237    2.2991    0.9276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1413    3.7943   -0.2947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4027    0.3594    1.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0070    0.5762    2.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7110    1.3859   -0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7459    3.3902    0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2796    2.6725    2.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8716    2.2408    1.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877    0.7258    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3185    2.2437   -2.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0208   -1.0382    0.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9763   -0.8654    1.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341   -2.5424    1.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6393    0.1489    0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8868   -0.6694   -2.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2330   -0.3782   -1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9977    1.6374   -2.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6813    1.8554   -1.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9585   -0.3675    2.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2933   -1.3308    0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3213    0.5983    1.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3154   -1.2098    1.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3625    2.1425    1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6104    2.1930    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9247    2.9770   -1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1864    3.0478   -0.8346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3169   -1.3653    0.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8424   -2.2949   -2.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2186   -4.3878   -2.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0192   -4.1902   -2.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3549   -5.9362    1.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7496    4.0357   -1.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  1  0
 22 23  1  0
 15 24  1  0
  8 25  1  0
 25 26  1  0
 25 27  2  3
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
  2 32  1  0
 32 33  2  0
 32 34  1  0
 24 11  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  6 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 24 59  1  0
 26 60  1  0
 28 61  1  0
 28 62  1  0
 31 63  1  0
 34 64  1  0
M  END

Structure #1
  Mrv0541 02241206592D          

 34 34  0  0  0  0            999 V2000
    4.9285    8.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2965    7.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9510    5.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875    2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0625    2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000    3.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375    2.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7263    5.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9707    8.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4005    5.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7852    8.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0325    6.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4397    6.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3190    4.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955    8.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8893    7.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4172    9.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625    2.3582    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4750    3.0727    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0100    9.1923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1140    7.6014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8078    6.2246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4623    4.0693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8250    3.0727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2150    6.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5635    8.1657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0522    9.5085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5212    7.8495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2739   10.2529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1924    9.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8695    3.2569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8695    4.3175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2375    3.7872    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.5438    5.1640    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 11  1  0  0  0  0
  2 13  1  0  0  0  0
  3  8  1  0  0  0  0
  3 14  1  0  0  0  0
  4  6  1  0  0  0  0
  4 18  1  0  0  0  0
  5  7  1  0  0  0  0
  5 19  1  0  0  0  0
  6 24  1  0  0  0  0
  7 24  1  0  0  0  0
  8 32  1  0  0  0  0
  9 15  1  0  0  0  0
 21  9  1  4  0  0  0
 10 12  1  0  0  0  0
 10 34  1  0  0  0  0
 11 17  1  0  0  0  0
 11 20  1  0  0  0  0
 12 16  1  0  0  0  0
 22 12  1  4  0  0  0
 13 22  2  0  0  0  0
 13 25  1  0  0  0  0
 14 23  1  0  0  0  0
 14 34  1  0  0  0  0
 15 26  2  0  0  0  0
 15 27  1  0  0  0  0
 16 21  2  0  0  0  0
 16 28  1  0  0  0  0
 17 29  2  0  0  0  0
 17 30  1  0  0  0  0
 23 33  1  0  0  0  0
 24 33  1  0  0  0  0
 31 33  2  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030016

> <DATABASE_NAME>
MIME

> <SMILES>
NC(CCC(O)=NC(CSC1CCOP(=O)(N1)N(CCCl)CCCl)C(O)=NCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H30Cl2N5O8PS/c18-4-6-24(7-5-19)33(31)23-14(3-8-32-33)34-10-12(16(28)21-9-15(26)27)22-13(25)2-1-11(20)17(29)30/h11-12,14H,1-10,20H2,(H,21,28)(H,22,25)(H,23,31)(H,26,27)(H,29,30)

> <INCHI_KEY>
CXEDBYAXQXFDHD-UHFFFAOYSA-N

> <FORMULA>
C17H30Cl2N5O8PS

> <MOLECULAR_WEIGHT>
566.394

> <EXACT_MASS>
565.092975577

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
52.986728614895824

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-{[2-({2-[bis(2-chloroethyl)amino]-2-oxo-1,3,2λ⁵-oxazaphosphinan-4-yl}sulfanyl)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid

> <ALOGPS_LOGP>
-1.70

> <JCHEM_LOGP>
-2.769134570686334

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.8868592547197314

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8950479424658644

> <JCHEM_PKA_STRONGEST_BASIC>
9.535799536795711

> <JCHEM_POLAR_SURFACE_AREA>
207.36999999999998

> <JCHEM_REFRACTIVITY>
125.88339999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.85e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
C17H30cl2N5O8PS

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060387
     RDKit          3D
4-Glutathionyl cyclophosphamide
 64 64  0  0  0  0  0  0  0  0999 V2000
   -5.3487    0.4683    1.1408 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0365    1.6757    0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9271    2.4543    1.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6563    1.6133    1.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1942    1.2364   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9993    2.2820   -1.1201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.0372   -0.5326 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1038   -1.1467    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0224   -1.6149    1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5660   -2.0288    0.4778 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5751   -0.7420   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2497   -0.1726   -1.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5884    1.3160   -1.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5840    1.5653   -0.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7753    0.3959   -0.7266 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1276    0.2691   -2.1673 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2108    0.7247    0.1876 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5306   -0.3723    1.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0089   -0.3208    1.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9433   -0.4550   -0.1529 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.3164    2.0108    0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375    3.0739   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2878    4.6504    0.5224 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0214   -1.1288   -0.1934 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5429   -2.2899   -0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7692   -2.3247   -1.3013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6772   -3.2301   -0.8749 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247   -4.3486   -1.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0009   -5.6273   -0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2704   -6.7150   -1.5216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6694   -5.5885    0.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2211    2.5846    0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3237    2.2991    0.9276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1413    3.7943   -0.2947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4027    0.3594    1.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0070    0.5762    2.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7110    1.3859   -0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7459    3.3902    0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2796    2.6725    2.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8716    2.2408    1.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877    0.7258    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3185    2.2437   -2.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0208   -1.0382    0.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9763   -0.8654    1.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341   -2.5424    1.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6393    0.1489    0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8868   -0.6694   -2.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2330   -0.3782   -1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9977    1.6374   -2.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6813    1.8554   -1.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9585   -0.3675    2.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2933   -1.3308    0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3213    0.5983    1.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3154   -1.2098    1.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3625    2.1425    1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6104    2.1930    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9247    2.9770   -1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1864    3.0478   -0.8346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3169   -1.3653    0.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8424   -2.2949   -2.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2186   -4.3878   -2.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0192   -4.1902   -2.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3549   -5.9362    1.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7496    4.0357   -1.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  1  0
 22 23  1  0
 15 24  1  0
  8 25  1  0
 25 26  1  0
 25 27  2  3
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
  2 32  1  0
 32 33  2  0
 32 34  1  0
 24 11  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  6 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 24 59  1  0
 26 60  1  0
 28 61  1  0
 28 62  1  0
 31 63  1  0
 34 64  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       9.200  15.116   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.020  14.126   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.375  10.103   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.830   4.402   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.450   4.402   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.600   5.736   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.910   4.402   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.822   9.576   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.679  15.706   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.481  11.156   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.932  16.632   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.661  12.146   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.287  12.609   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.195   9.113   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.232  16.233   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.393  13.663   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.112  17.622   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       3.290   4.402   0.000  0.00  0.00          Cl+0
HETATM   19 Cl   UNK     0      10.220   5.736   0.000  0.00  0.00          Cl+0
HETATM   20  N   UNK     0       7.485  17.159   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       3.946  14.189   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       7.108  11.619   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       6.463   7.596   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       7.140   5.736   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0       9.735  12.082   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.052  15.243   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.964  17.749   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.573  14.652   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.845  19.139   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      11.559  17.095   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       9.090   6.080   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.090   8.059   0.000  0.00  0.00           O+0
HETATM   33  P   UNK     0       7.910   7.069   0.000  0.00  0.00           P+0
HETATM   34  S   UNK     0       4.748   9.639   0.000  0.00  0.00           S+0
CONECT    1    2   11                                                       
CONECT    2    1   13                                                       
CONECT    3    8   14                                                       
CONECT    4    6   18                                                       
CONECT    5    7   19                                                       
CONECT    6    4   24                                                       
CONECT    7    5   24                                                       
CONECT    8    3   32                                                       
CONECT    9   15   21                                                       
CONECT   10   12   34                                                       
CONECT   11    1   17   20                                                  
CONECT   12   10   16   22                                                  
CONECT   13    2   22   25                                                  
CONECT   14    3   23   34                                                  
CONECT   15    9   26   27                                                  
CONECT   16   12   21   28                                                  
CONECT   17   11   29   30                                                  
CONECT   18    4                                                            
CONECT   19    5                                                            
CONECT   20   11                                                            
CONECT   21    9   16                                                       
CONECT   22   12   13                                                       
CONECT   23   14   33                                                       
CONECT   24    6    7   33                                                  
CONECT   25   13                                                            
CONECT   26   15                                                            
CONECT   27   15                                                            
CONECT   28   16                                                            
CONECT   29   17                                                            
CONECT   30   17                                                            
CONECT   31   33                                                            
CONECT   32    8   33                                                       
CONECT   33   23   24   31   32                                             
CONECT   34   10   14                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   68    0
END

COMPND    HMDB0060387
HETATM    1  N1  UNL     1      -5.349   0.468   1.141  1.00  0.00           N  
HETATM    2  C1  UNL     1      -5.037   1.676   0.417  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.927   2.454   1.083  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.656   1.613   1.146  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.194   1.236  -0.205  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.999   2.282  -1.120  1.00  0.00           O  
HETATM    7  N2  UNL     1      -1.981   0.037  -0.533  1.00  0.00           N  
HETATM    8  C5  UNL     1      -2.104  -1.147   0.195  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.022  -1.615   1.079  1.00  0.00           C  
HETATM   10  S1  UNL     1       0.566  -2.029   0.478  1.00  0.00           S  
HETATM   11  C7  UNL     1       1.575  -0.742  -0.118  1.00  0.00           C  
HETATM   12  C8  UNL     1       1.250  -0.173  -1.453  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.588   1.316  -1.449  1.00  0.00           C  
HETATM   14  O2  UNL     1       2.584   1.565  -0.480  1.00  0.00           O  
HETATM   15  P1  UNL     1       3.775   0.396  -0.727  1.00  0.00           P  
HETATM   16  O3  UNL     1       4.128   0.269  -2.167  1.00  0.00           O  
HETATM   17  N3  UNL     1       5.211   0.725   0.188  1.00  0.00           N  
HETATM   18  C10 UNL     1       5.531  -0.372   1.081  1.00  0.00           C  
HETATM   19  C11 UNL     1       7.009  -0.321   1.375  1.00  0.00           C  
HETATM   20 CL1  UNL     1       7.943  -0.455  -0.153  1.00  0.00          CL  
HETATM   21  C12 UNL     1       5.316   2.011   0.755  1.00  0.00           C  
HETATM   22  C13 UNL     1       5.137   3.074  -0.297  1.00  0.00           C  
HETATM   23 CL2  UNL     1       5.288   4.650   0.522  1.00  0.00          CL  
HETATM   24  N4  UNL     1       3.021  -1.129  -0.193  1.00  0.00           N  
HETATM   25  C14 UNL     1      -2.543  -2.290  -0.706  1.00  0.00           C  
HETATM   26  O4  UNL     1      -3.769  -2.325  -1.301  1.00  0.00           O  
HETATM   27  N5  UNL     1      -1.677  -3.230  -0.875  1.00  0.00           N  
HETATM   28  C15 UNL     1      -2.025  -4.349  -1.716  1.00  0.00           C  
HETATM   29  C16 UNL     1      -2.001  -5.627  -0.971  1.00  0.00           C  
HETATM   30  O5  UNL     1      -2.270  -6.715  -1.522  1.00  0.00           O  
HETATM   31  O6  UNL     1      -1.669  -5.588   0.363  1.00  0.00           O  
HETATM   32  C17 UNL     1      -6.221   2.585   0.373  1.00  0.00           C  
HETATM   33  O7  UNL     1      -7.324   2.299   0.928  1.00  0.00           O  
HETATM   34  O8  UNL     1      -6.141   3.794  -0.295  1.00  0.00           O  
HETATM   35  H1  UNL     1      -6.403   0.359   1.141  1.00  0.00           H  
HETATM   36  H2  UNL     1      -5.007   0.576   2.139  1.00  0.00           H  
HETATM   37  H3  UNL     1      -4.711   1.386  -0.609  1.00  0.00           H  
HETATM   38  H4  UNL     1      -3.746   3.390   0.550  1.00  0.00           H  
HETATM   39  H5  UNL     1      -4.280   2.672   2.109  1.00  0.00           H  
HETATM   40  H6  UNL     1      -1.872   2.241   1.641  1.00  0.00           H  
HETATM   41  H7  UNL     1      -2.788   0.726   1.770  1.00  0.00           H  
HETATM   42  H8  UNL     1      -2.319   2.244  -2.077  1.00  0.00           H  
HETATM   43  H9  UNL     1      -3.021  -1.038   0.870  1.00  0.00           H  
HETATM   44  H10 UNL     1      -0.976  -0.865   1.957  1.00  0.00           H  
HETATM   45  H11 UNL     1      -1.434  -2.542   1.614  1.00  0.00           H  
HETATM   46  H12 UNL     1       1.639   0.149   0.587  1.00  0.00           H  
HETATM   47  H13 UNL     1       1.887  -0.669  -2.259  1.00  0.00           H  
HETATM   48  H14 UNL     1       0.233  -0.378  -1.759  1.00  0.00           H  
HETATM   49  H15 UNL     1       1.998   1.637  -2.425  1.00  0.00           H  
HETATM   50  H16 UNL     1       0.681   1.855  -1.145  1.00  0.00           H  
HETATM   51  H17 UNL     1       4.958  -0.368   2.024  1.00  0.00           H  
HETATM   52  H18 UNL     1       5.293  -1.331   0.560  1.00  0.00           H  
HETATM   53  H19 UNL     1       7.321   0.598   1.877  1.00  0.00           H  
HETATM   54  H20 UNL     1       7.315  -1.210   1.996  1.00  0.00           H  
HETATM   55  H21 UNL     1       6.362   2.142   1.162  1.00  0.00           H  
HETATM   56  H22 UNL     1       4.610   2.193   1.610  1.00  0.00           H  
HETATM   57  H23 UNL     1       5.925   2.977  -1.099  1.00  0.00           H  
HETATM   58  H24 UNL     1       4.186   3.048  -0.835  1.00  0.00           H  
HETATM   59  H25 UNL     1       3.317  -1.365   0.780  1.00  0.00           H  
HETATM   60  H26 UNL     1      -3.842  -2.295  -2.317  1.00  0.00           H  
HETATM   61  H27 UNL     1      -1.219  -4.388  -2.508  1.00  0.00           H  
HETATM   62  H28 UNL     1      -3.019  -4.190  -2.168  1.00  0.00           H  
HETATM   63  H29 UNL     1      -2.355  -5.936   1.021  1.00  0.00           H  
HETATM   64  H30 UNL     1      -6.750   4.036  -1.048  1.00  0.00           H  
CONECT    1    2   35   36
CONECT    2    3   32   37
CONECT    3    4   38   39
CONECT    4    5   40   41
CONECT    5    6    7    7
CONECT    6   42
CONECT    7    8
CONECT    8    9   25   43
CONECT    9   10   44   45
CONECT   10   11
CONECT   11   12   24   46
CONECT   12   13   47   48
CONECT   13   14   49   50
CONECT   14   15
CONECT   15   16   16   17   24
CONECT   17   18   21
CONECT   18   19   51   52
CONECT   19   20   53   54
CONECT   21   22   55   56
CONECT   22   23   57   58
CONECT   24   59
CONECT   25   26   27   27
CONECT   26   60
CONECT   27   28
CONECT   28   29   61   62
CONECT   29   30   30   31
CONECT   31   63
CONECT   32   33   33   34
CONECT   34   64
END

HMDB0060387
     RDKit          3D
4-Glutathionyl cyclophosphamide
 64 64  0  0  0  0  0  0  0  0999 V2000
   -5.3487    0.4683    1.1408 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0365    1.6757    0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9271    2.4543    1.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6563    1.6133    1.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1942    1.2364   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9993    2.2820   -1.1201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.0372   -0.5326 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1038   -1.1467    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0224   -1.6149    1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5660   -2.0288    0.4778 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5751   -0.7420   -0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2497   -0.1726   -1.4532 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5884    1.3160   -1.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5840    1.5653   -0.4804 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7753    0.3959   -0.7266 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1276    0.2691   -2.1673 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2108    0.7247    0.1876 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5306   -0.3723    1.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0089   -0.3208    1.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9433   -0.4550   -0.1529 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.3164    2.0108    0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375    3.0739   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2878    4.6504    0.5224 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0214   -1.1288   -0.1934 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5429   -2.2899   -0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7692   -2.3247   -1.3013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6772   -3.2301   -0.8749 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0247   -4.3486   -1.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0009   -5.6273   -0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2704   -6.7150   -1.5216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6694   -5.5885    0.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2211    2.5846    0.3725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3237    2.2991    0.9276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1413    3.7943   -0.2947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4027    0.3594    1.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0070    0.5762    2.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7110    1.3859   -0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7459    3.3902    0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2796    2.6725    2.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8716    2.2408    1.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7877    0.7258    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3185    2.2437   -2.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0208   -1.0382    0.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9763   -0.8654    1.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4341   -2.5424    1.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6393    0.1489    0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8868   -0.6694   -2.2591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2330   -0.3782   -1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9977    1.6374   -2.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6813    1.8554   -1.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9585   -0.3675    2.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2933   -1.3308    0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3213    0.5983    1.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3154   -1.2098    1.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3625    2.1425    1.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6104    2.1930    1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9247    2.9770   -1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1864    3.0478   -0.8346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3169   -1.3653    0.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8424   -2.2949   -2.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2186   -4.3878   -2.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0192   -4.1902   -2.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3549   -5.9362    1.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7496    4.0357   -1.0479 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  1  0
 22 23  1  0
 15 24  1  0
  8 25  1  0
 25 26  1  0
 25 27  2  3
 27 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
  2 32  1  0
 32 33  2  0
 32 34  1  0
 24 11  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  0
  3 39  1  0
  4 40  1  0
  4 41  1  0
  6 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 24 59  1  0
 26 60  1  0
 28 61  1  0
 28 62  1  0
 31 63  1  0
 34 64  1  0
M  END

Synonyms

Not Available

Molecular Formula

C₁₇H₃₀Cl₂N₅O₈PS

Average Mass

566.394

Monoisotopic Mass

565.092975577

IUPAC Name

2-amino-4-{[2-({2-[bis(2-chloroethyl)amino]-2-oxo-1,3,2λ⁵-oxazaphosphinan-4-yl}sulfanyl)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid

Traditional Name

C17H30cl2N5O8PS

CAS Registry Number

Not Available

SMILES

NC(CCC(O)=NC(CSC1CCOP(=O)(N1)N(CCCl)CCCl)C(O)=NCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C17H30Cl2N5O8PS/c18-4-6-24(7-5-19)33(31)23-14(3-8-32-33)34-10-12(16(28)21-9-15(26)27)22-13(25)2-1-11(20)17(29)30/h11-12,14H,1-10,20H2,(H,21,28)(H,22,25)(H,23,31)(H,26,27)(H,29,30)

InChI Key

CXEDBYAXQXFDHD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Gamma-glutamyl alpha peptide
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Nitrogen mustard
Phosphoric monoester diamide
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Organic phosphoric acid derivative
Oxazaphosphinane
Fatty acyl
Organic phosphoric acid amide
Fatty acid
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Dialkylthioether
Sulfenyl compound
Thioether
Organoheterocyclic compound
Carboxylic acid
Oxacycle
Azacycle
Organonitrogen compound
Alkyl halide
Primary aliphatic amine
Organopnictogen compound
Alkyl chloride
Primary amine
Organic oxide
Carbonyl group
Organooxygen compound
Amine
Hydrocarbon derivative
Organic oxygen compound
Organosulfur compound
Organohalogen compound
Organic nitrogen compound
Organochloride
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

peptide (CHEBI:1831 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-2.8	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	1.9	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	207.37 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	125.88 m³·mol⁻¹	ChemAxon
Polarizability	52.99 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9440780000-72a130ffdc0663407ea5	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-06y6-5051192000-85c6673bb5eb4869b5f4	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("4-Glutathionyl cyclophosphamide,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fk9-3139020000-046b94793b5ffdc91fef	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006x-9724100000-8aaf34c2e69014649e08	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9130000000-3b7c56c19d5091ab9e50	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0zgj-0212590000-d3604655628d2a5897dc	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9016000000-bf78140826d14fe805c3	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9841000000-f940fa82fb8f8898fd89	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kr-0001960000-dca074efa713b2affcfa	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03ki-1036920000-4965fe95e9631cf5a4dd	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kr-9005200000-ddb699d034625c7b8bf2	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03dj-1000190000-8abecb432b7850e834a8	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-024i-4922220000-411f179e15245039ed8a	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9820100000-30f2da94e763624e1fab	2021-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Kidney
Liver

Tissue Locations

Kidney
Liver

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192428	Glutathione S-transferase Mu 2	Enzyme	P28161	Homo sapiens
MMDBp0192431	Glutathione S-transferase Mu 1	Enzyme	P09488	Homo sapiens
MMDBp0192433	Glutathione S-transferase kappa 1	Enzyme	Q9Y2Q3	Homo sapiens
MMDBp0192434	Microsomal glutathione S-transferase 3	Enzyme	O14880	Homo sapiens
MMDBp0192435	Glutathione S-transferase Mu 3	Enzyme	P21266	Homo sapiens
MMDBp0192436	Glutathione S-transferase A1	Enzyme	P08263	Homo sapiens
MMDBp0192438	Microsomal glutathione S-transferase 1	Enzyme	P10620	Homo sapiens
MMDBp0192439	Glutathione S-transferase Mu 4	Enzyme	Q03013	Homo sapiens
MMDBp0192440	Glutathione S-transferase Mu 5	Enzyme	P46439	Homo sapiens
MMDBp0192441	Microsomal glutathione S-transferase 2	Enzyme	Q99735	Homo sapiens
MMDBp0192442	Glutathione S-transferase omega-1	Enzyme	P78417	Homo sapiens
MMDBp0192443	Glutathione S-transferase A5	Enzyme	Q7RTV2	Homo sapiens
MMDBp0192444	Glutathione S-transferase A2	Enzyme	P09210	Homo sapiens
MMDBp0192446	Glutathione S-transferase A3	Enzyme	Q16772	Homo sapiens
MMDBp0192447	Glutathione S-transferase A4	Enzyme	O15217	Homo sapiens
MMDBp0192451	Glutathione S-transferase omega-2	Enzyme	Q9H4Y5	Homo sapiens
MMDBp0192452	Glutathione S-transferase theta-1	Unknown	P30711	Homo sapiens
MMDBp0192454	Glutathione S-transferase P	Enzyme	P09211	Homo sapiens
MMDBp0196825	Glutathione S-transferase theta-2B	Unknown	P0CG30

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Kidney	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0060387

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C11583

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

443288

PDB ID

Not Available

ChEBI ID

1831

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Showing metabocard for 4-Glutathionyl cyclophosphamide (MMDBc0030016)

MOL for #<Metabolite:0x00005634c2b7b1d0>

3D MOL for #<Metabolite:0x00005634c2b7b1d0>

3D SDF for #<Metabolite:0x00005634c2b7b1d0>

3D-SDF for #<Metabolite:0x00005634c2b7b1d0>

PDB for #<Metabolite:0x00005634c2b7b1d0>

3D PDB for #<Metabolite:0x00005634c2b7b1d0>

SMILES for #<Metabolite:0x00005634c2b7b1d0>

INCHI for #<Metabolite:0x00005634c2b7b1d0>

Structure for #<Metabolite:0x00005634c2b7b1d0>

3D Structure for #<Metabolite:0x00005634c2b7b1d0>