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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 08:25:36 UTC

Update Date

2021-09-24 08:25:36 UTC

HMDB ID

HMDB0304259

Secondary Accession Numbers

None

Metabolite Identification

Common Name

ADP-alpha-D-glucose

Description

[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonate belongs to the class of organic compounds known as purine nucleotide sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group. Based on a literature review very few articles have been published on [5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonate.

Structure

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


  Mrv1533005141521412D          

 38 41  0  0  0  0            999 V2000
    3.4753    7.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0274    7.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8343    7.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3864    6.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1314    5.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3245    5.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7724    6.3552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0695    4.9574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2625    4.7859    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    4.6144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2006    3.8298    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9457    3.0451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687    1.4216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    1.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    2.3190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    0.5241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9853    3.5748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4160    4.0847    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.4341    3.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0910    5.5929    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.6835    5.3005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1933    6.8697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0893    8.0959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684    7.5813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 21 30  1  0  0  0  0
 22 28  2  0  0  0  0
 11 31  2  0  0  0  0
 11 32  1  0  0  0  0
  9 33  2  0  0  0  0
  9 34  1  0  0  0  0
  5 35  1  0  0  0  0
  4 36  1  0  0  0  0
  3 37  1  0  0  0  0
  1 38  1  0  0  0  0
M  CHG  2  32  -1  34  -1
M  END

HMDB0304259
     RDKit          3D
ADP-alpha-D-glucose
 61 64  0  0  0  0  0  0  0  0999 V2000
   -9.4414    2.3563    0.4710 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4956    1.8627   -0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5856    2.2133   -1.7764 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6921    1.7458   -2.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7220    0.9404   -2.2387 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5754    0.5516   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4886    1.0280   -0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1542    0.5219    1.1578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0635   -0.2483    1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7009   -0.2342   -0.2932 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6091   -0.9006   -0.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358   -0.1758   -0.7220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7665   -0.7671    0.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3191   -0.3442    0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6101   -0.9289    1.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075   -0.4397    1.3537 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.8358   -1.5656    1.9459 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523    0.9742    2.2414 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.4722   -0.2706   -0.2529 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220   -1.1802   -0.6468 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.5959   -2.5971   -0.1519 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9711   -1.1593   -2.3456 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.2313   -0.6174    0.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8253    0.3090   -0.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9409    1.5656   -0.1507 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7707    1.6192    0.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7471    2.7944    0.8017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9840    3.9462    0.7272 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4959    0.3635    1.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5853    0.6821    2.0646 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0319   -0.3650    0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0758   -1.7174    0.3455 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2052   -0.1119   -1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1966   -1.2405   -1.9717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212   -2.2385   -0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6652   -3.0306    1.1060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3713   -2.2967   -0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2220   -2.7013    0.5717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2124    3.1361    1.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3814    1.9293    0.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7157    1.9952   -3.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5966   -0.7700    1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7901   -0.9608   -2.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2782   -0.5143    1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2513    0.7522    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8671   -0.6980   -0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2172    0.4346   -1.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1382    1.8800    1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3843    2.8159    1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254    2.6520   -0.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1968    4.4433   -0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8508   -0.3156    1.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3471    0.9134    1.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0687   -0.0390   -0.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1821   -2.0836    0.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6197    0.7352   -1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1467   -2.0801   -1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2763   -2.4868   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2800   -3.8885    0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4722   -3.0517   -1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6632   -3.1420    1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 13 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
  7  2  1  0
 37 11  1  0
 10  6  1  0
 33 24  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  9 42  1  0
 11 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 24 47  1  0
 26 48  1  0
 27 49  1  0
 27 50  1  0
 28 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  0
 32 55  1  0
 33 56  1  0
 34 57  1  0
 35 58  1  0
 36 59  1  0
 37 60  1  0
 38 61  1  0
M  CHG  2  18  -1  22  -1
M  END


  Mrv1533005141521412D          

 38 41  0  0  0  0            999 V2000
    3.4753    7.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0274    7.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8343    7.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3864    6.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1314    5.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3245    5.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7724    6.3552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0695    4.9574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2625    4.7859    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    4.6144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2006    3.8298    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9457    3.0451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687    1.4216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    1.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    2.3190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    0.5241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9853    3.5748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4160    4.0847    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.4341    3.9789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0910    5.5929    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.6835    5.3005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1933    6.8697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0893    8.0959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684    7.5813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 21 30  1  0  0  0  0
 22 28  2  0  0  0  0
 11 31  2  0  0  0  0
 11 32  1  0  0  0  0
  9 33  2  0  0  0  0
  9 34  1  0  0  0  0
  5 35  1  0  0  0  0
  4 36  1  0  0  0  0
  3 37  1  0  0  0  0
  1 38  1  0  0  0  0
M  CHG  2  32  -1  34  -1
M  END
> <DATABASE_ID>
HMDB0304259

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC=NC2=C1N=CN2C1OC(COP([O-])(=O)OP([O-])(=O)OC2OC(CO)C(O)C(O)C2O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/p-2

> <INCHI_KEY>
WFPZSXYXPSUOPY-UHFFFAOYSA-L

> <FORMULA>
C16H23N5O15P2

> <MOLECULAR_WEIGHT>
587.329

> <EXACT_MASS>
587.067686216

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
49.188160440365074

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonate

> <ALOGPS_LOGP>
-1.71

> <JCHEM_LOGP>
-7.041611504016205

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.169920125048029

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7323588232641853

> <JCHEM_PKA_STRONGEST_BASIC>
4.994916173020849

> <JCHEM_POLAR_SURFACE_AREA>
317.4100000000001

> <JCHEM_REFRACTIVITY>
114.84239999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxyphosphonate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304259
     RDKit          3D
ADP-alpha-D-glucose
 61 64  0  0  0  0  0  0  0  0999 V2000
   -9.4414    2.3563    0.4710 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4956    1.8627   -0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5856    2.2133   -1.7764 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6921    1.7458   -2.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7220    0.9404   -2.2387 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5754    0.5516   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4886    1.0280   -0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1542    0.5219    1.1578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0635   -0.2483    1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7009   -0.2342   -0.2932 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6091   -0.9006   -0.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358   -0.1758   -0.7220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7665   -0.7671    0.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3191   -0.3442    0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6101   -0.9289    1.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075   -0.4397    1.3537 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.8358   -1.5656    1.9459 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523    0.9742    2.2414 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.4722   -0.2706   -0.2529 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220   -1.1802   -0.6468 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.5959   -2.5971   -0.1519 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9711   -1.1593   -2.3456 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.2313   -0.6174    0.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8253    0.3090   -0.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9409    1.5656   -0.1507 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7707    1.6192    0.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7471    2.7944    0.8017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9840    3.9462    0.7272 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4959    0.3635    1.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5853    0.6821    2.0646 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0319   -0.3650    0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0758   -1.7174    0.3455 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2052   -0.1119   -1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1966   -1.2405   -1.9717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212   -2.2385   -0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6652   -3.0306    1.1060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3713   -2.2967   -0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2220   -2.7013    0.5717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2124    3.1361    1.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3814    1.9293    0.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7157    1.9952   -3.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5966   -0.7700    1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7901   -0.9608   -2.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2782   -0.5143    1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2513    0.7522    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8671   -0.6980   -0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2172    0.4346   -1.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1382    1.8800    1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3843    2.8159    1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254    2.6520   -0.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1968    4.4433   -0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8508   -0.3156    1.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3471    0.9134    1.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0687   -0.0390   -0.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1821   -2.0836    0.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6197    0.7352   -1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1467   -2.0801   -1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2763   -2.4868   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2800   -3.8885    0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4722   -3.0517   -1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6632   -3.1420    1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 13 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
  7  2  1  0
 37 11  1  0
 10  6  1  0
 33 24  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  9 42  1  0
 11 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 24 47  1  0
 26 48  1  0
 27 49  1  0
 27 50  1  0
 28 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  0
 32 55  1  0
 33 56  1  0
 34 57  1  0
 35 58  1  0
 36 59  1  0
 37 60  1  0
 38 61  1  0
M  CHG  2  18  -1  22  -1
M  END

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       6.487  14.472   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.518  13.328   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.024  13.648   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.055  12.503   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.579  11.039   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.072  10.719   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.042  11.863   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       7.596   9.254   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0       6.090   8.934   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0       4.584   8.614   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0       4.108   7.149   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0       3.632   5.684   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.126   5.364   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.650   3.899   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.555   2.654   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.185   1.884   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.185   3.424   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.061   4.329   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.061   0.978   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       4.924   0.237   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       6.258  -2.073   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       4.924  -4.383   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.572   6.673   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       2.643   7.625   0.000  0.00  0.00           O-1
HETATM   33  O   UNK     0       6.410   7.427   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       5.770  10.440   0.000  0.00  0.00           O-1
HETATM   35  O   UNK     0      10.609   9.894   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      11.561  12.824   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       9.500  15.112   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       4.981  14.152   0.000  0.00  0.00           O+0
CONECT    1    2   38                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4   37                                                  
CONECT    4    3    5   36                                                  
CONECT    5    4    6   35                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   33   34                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   31   32                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   14   19                                                  
CONECT   19   18                                                            
CONECT   20   17                                                            
CONECT   21   16   22   30                                                  
CONECT   22   21   23   28                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   22                                                  
CONECT   29   28   30                                                       
CONECT   30   29   21                                                       
CONECT   31   11                                                            
CONECT   32   11                                                            
CONECT   33    9                                                            
CONECT   34    9                                                            
CONECT   35    5                                                            
CONECT   36    4                                                            
CONECT   37    3                                                            
CONECT   38    1                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

COMPND    HMDB0304259
HETATM    1  N1  UNL     1      -9.441   2.356   0.471  1.00  0.00           N  
HETATM    2  C1  UNL     1      -8.496   1.863  -0.466  1.00  0.00           C  
HETATM    3  N2  UNL     1      -8.586   2.213  -1.776  1.00  0.00           N  
HETATM    4  C2  UNL     1      -7.692   1.746  -2.656  1.00  0.00           C  
HETATM    5  N3  UNL     1      -6.722   0.940  -2.239  1.00  0.00           N  
HETATM    6  C3  UNL     1      -6.575   0.552  -0.945  1.00  0.00           C  
HETATM    7  C4  UNL     1      -7.489   1.028  -0.039  1.00  0.00           C  
HETATM    8  N4  UNL     1      -7.154   0.522   1.158  1.00  0.00           N  
HETATM    9  C5  UNL     1      -6.063  -0.248   1.003  1.00  0.00           C  
HETATM   10  N5  UNL     1      -5.701  -0.234  -0.293  1.00  0.00           N  
HETATM   11  C6  UNL     1      -4.609  -0.901  -0.924  1.00  0.00           C  
HETATM   12  O1  UNL     1      -3.436  -0.176  -0.722  1.00  0.00           O  
HETATM   13  C7  UNL     1      -2.767  -0.767   0.320  1.00  0.00           C  
HETATM   14  C8  UNL     1      -1.319  -0.344   0.323  1.00  0.00           C  
HETATM   15  O2  UNL     1      -0.610  -0.929   1.372  1.00  0.00           O  
HETATM   16  P1  UNL     1       1.008  -0.440   1.354  1.00  0.00           P  
HETATM   17  O3  UNL     1       1.836  -1.566   1.946  1.00  0.00           O  
HETATM   18  O4  UNL     1       1.252   0.974   2.241  1.00  0.00           O1-
HETATM   19  O5  UNL     1       1.472  -0.271  -0.253  1.00  0.00           O  
HETATM   20  P2  UNL     1       2.822  -1.180  -0.647  1.00  0.00           P  
HETATM   21  O6  UNL     1       2.596  -2.597  -0.152  1.00  0.00           O  
HETATM   22  O7  UNL     1       2.971  -1.159  -2.346  1.00  0.00           O1-
HETATM   23  O8  UNL     1       4.231  -0.617   0.087  1.00  0.00           O  
HETATM   24  C9  UNL     1       4.825   0.309  -0.725  1.00  0.00           C  
HETATM   25  O9  UNL     1       4.941   1.566  -0.151  1.00  0.00           O  
HETATM   26  C10 UNL     1       5.771   1.619   0.930  1.00  0.00           C  
HETATM   27  C11 UNL     1       6.747   2.794   0.802  1.00  0.00           C  
HETATM   28  O10 UNL     1       5.984   3.946   0.727  1.00  0.00           O  
HETATM   29  C12 UNL     1       6.496   0.363   1.253  1.00  0.00           C  
HETATM   30  O11 UNL     1       7.585   0.682   2.065  1.00  0.00           O  
HETATM   31  C13 UNL     1       7.032  -0.365   0.048  1.00  0.00           C  
HETATM   32  O12 UNL     1       7.076  -1.717   0.345  1.00  0.00           O  
HETATM   33  C14 UNL     1       6.205  -0.112  -1.189  1.00  0.00           C  
HETATM   34  O13 UNL     1       6.197  -1.241  -1.972  1.00  0.00           O  
HETATM   35  C15 UNL     1      -2.921  -2.239  -0.002  1.00  0.00           C  
HETATM   36  O14 UNL     1      -2.665  -3.031   1.106  1.00  0.00           O  
HETATM   37  C16 UNL     1      -4.371  -2.297  -0.436  1.00  0.00           C  
HETATM   38  O15 UNL     1      -5.222  -2.701   0.572  1.00  0.00           O  
HETATM   39  H1  UNL     1      -9.212   3.136   1.111  1.00  0.00           H  
HETATM   40  H2  UNL     1     -10.381   1.929   0.518  1.00  0.00           H  
HETATM   41  H3  UNL     1      -7.716   1.995  -3.725  1.00  0.00           H  
HETATM   42  H4  UNL     1      -5.597  -0.770   1.825  1.00  0.00           H  
HETATM   43  H5  UNL     1      -4.790  -0.961  -2.015  1.00  0.00           H  
HETATM   44  H6  UNL     1      -3.278  -0.514   1.264  1.00  0.00           H  
HETATM   45  H7  UNL     1      -1.251   0.752   0.448  1.00  0.00           H  
HETATM   46  H8  UNL     1      -0.867  -0.698  -0.610  1.00  0.00           H  
HETATM   47  H9  UNL     1       4.217   0.435  -1.641  1.00  0.00           H  
HETATM   48  H10 UNL     1       5.138   1.880   1.829  1.00  0.00           H  
HETATM   49  H11 UNL     1       7.384   2.816   1.712  1.00  0.00           H  
HETATM   50  H12 UNL     1       7.425   2.652  -0.056  1.00  0.00           H  
HETATM   51  H13 UNL     1       6.197   4.443  -0.117  1.00  0.00           H  
HETATM   52  H14 UNL     1       5.851  -0.316   1.859  1.00  0.00           H  
HETATM   53  H15 UNL     1       8.347   0.913   1.473  1.00  0.00           H  
HETATM   54  H16 UNL     1       8.069  -0.039  -0.165  1.00  0.00           H  
HETATM   55  H17 UNL     1       6.182  -2.084   0.580  1.00  0.00           H  
HETATM   56  H18 UNL     1       6.620   0.735  -1.774  1.00  0.00           H  
HETATM   57  H19 UNL     1       6.147  -2.080  -1.474  1.00  0.00           H  
HETATM   58  H20 UNL     1      -2.276  -2.487  -0.866  1.00  0.00           H  
HETATM   59  H21 UNL     1      -2.280  -3.888   0.804  1.00  0.00           H  
HETATM   60  H22 UNL     1      -4.472  -3.052  -1.258  1.00  0.00           H  
HETATM   61  H23 UNL     1      -4.663  -3.142   1.274  1.00  0.00           H  
CONECT    1    2   39   40
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   41
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   42
CONECT   10   11
CONECT   11   12   37   43
CONECT   12   13
CONECT   13   14   35   44
CONECT   14   15   45   46
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   19   20
CONECT   20   21   21   22   23
CONECT   23   24
CONECT   24   25   33   47
CONECT   25   26
CONECT   26   27   29   48
CONECT   27   28   49   50
CONECT   28   51
CONECT   29   30   31   52
CONECT   30   53
CONECT   31   32   33   54
CONECT   32   55
CONECT   33   34   56
CONECT   34   57
CONECT   35   36   37   58
CONECT   36   59
CONECT   37   38   60
CONECT   38   61
END

HMDB0304259
     RDKit          3D
ADP-alpha-D-glucose
 61 64  0  0  0  0  0  0  0  0999 V2000
   -9.4414    2.3563    0.4710 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4956    1.8627   -0.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5856    2.2133   -1.7764 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6921    1.7458   -2.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7220    0.9404   -2.2387 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5754    0.5516   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4886    1.0280   -0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1542    0.5219    1.1578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0635   -0.2483    1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7009   -0.2342   -0.2932 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6091   -0.9006   -0.9242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358   -0.1758   -0.7220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7665   -0.7671    0.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3191   -0.3442    0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6101   -0.9289    1.3721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0075   -0.4397    1.3537 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.8358   -1.5656    1.9459 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523    0.9742    2.2414 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.4722   -0.2706   -0.2529 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8220   -1.1802   -0.6468 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.5959   -2.5971   -0.1519 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9711   -1.1593   -2.3456 O   0  0  0  0  0  1  0  0  0  0  0  0
    4.2313   -0.6174    0.0872 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8253    0.3090   -0.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9409    1.5656   -0.1507 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7707    1.6192    0.9303 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7471    2.7944    0.8017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9840    3.9462    0.7272 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4959    0.3635    1.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5853    0.6821    2.0646 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0319   -0.3650    0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0758   -1.7174    0.3455 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2052   -0.1119   -1.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1966   -1.2405   -1.9717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212   -2.2385   -0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6652   -3.0306    1.1060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3713   -2.2967   -0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2220   -2.7013    0.5717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2124    3.1361    1.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3814    1.9293    0.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7157    1.9952   -3.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5966   -0.7700    1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7901   -0.9608   -2.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2782   -0.5143    1.2636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2513    0.7522    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8671   -0.6980   -0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2172    0.4346   -1.6414 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1382    1.8800    1.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3843    2.8159    1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4254    2.6520   -0.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1968    4.4433   -0.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8508   -0.3156    1.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3471    0.9134    1.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0687   -0.0390   -0.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1821   -2.0836    0.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6197    0.7352   -1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1467   -2.0801   -1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2763   -2.4868   -0.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2800   -3.8885    0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4722   -3.0517   -1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6632   -3.1420    1.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 13 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
  7  2  1  0
 37 11  1  0
 10  6  1  0
 33 24  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  9 42  1  0
 11 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 24 47  1  0
 26 48  1  0
 27 49  1  0
 27 50  1  0
 28 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  0
 32 55  1  0
 33 56  1  0
 34 57  1  0
 35 58  1  0
 36 59  1  0
 37 60  1  0
 38 61  1  0
M  CHG  2  18  -1  22  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
[5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonic acid	Generator

Chemical Formula

C₁₆H₂₃N₅O₁₅P₂

Average Molecular Weight

587.329

Monoisotopic Molecular Weight

587.067686216

IUPAC Name

[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonate

Traditional Name

[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxyphosphonate

CAS Registry Number

Not Available

SMILES

NC1=NC=NC2=C1N=CN2C1OC(COP([O-])(=O)OP([O-])(=O)OC2OC(CO)C(O)C(O)C2O)C(O)C1O

InChI Identifier

InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/p-2

InChI Key

WFPZSXYXPSUOPY-UHFFFAOYSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleotide sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine nucleotide sugars

Direct Parent

Purine nucleotide sugars

Alternative Parents

Substituents

Purine nucleotide sugar
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Aminopyrimidine
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Imidolactam
Alkyl phosphate
Pyrimidine
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Polyol
Organoheterocyclic compound
Azacycle
Oxacycle
Organic oxide
Organic oxygen compound
Alcohol
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organonitrogen compound
Primary alcohol
Primary amine
Organooxygen compound
Organopnictogen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

an ADP-sugar (ADP-MANNOSE )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.7	ALOGPS
logP	-7	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	4.99	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	317.41 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	114.84 m³·mol⁻¹	ChemAxon
Polarizability	49.19 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	220.121	32859911
AllCCS	[M+H-H2O]+	218.738	32859911
AllCCS	[M+Na]+	221.716	32859911
AllCCS	[M+NH4]+	221.365	32859911
AllCCS	[M-H]-	205.105	32859911
AllCCS	[M+Na-2H]-	205.294	32859911
AllCCS	[M+HCOO]-	205.66	32859911
DeepCCS	[M+H]+	200.659	30932474
DeepCCS	[M-H]-	198.263	30932474
DeepCCS	[M-2H]-	231.146	30932474
DeepCCS	[M+Na]+	206.512	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030657

KNApSAcK ID

Not Available

Chemspider ID

21233875

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74427772

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for ADP-alpha-D-glucose (HMDB0304259)

MOL for HMDB0304259 (ADP-alpha-D-glucose)

3D MOL for HMDB0304259 (ADP-alpha-D-glucose)

3D SDF for HMDB0304259 (ADP-alpha-D-glucose)

3D-SDF for HMDB0304259 (ADP-alpha-D-glucose)

PDB for HMDB0304259 (ADP-alpha-D-glucose)

3D PDB for HMDB0304259 (ADP-alpha-D-glucose)

SMILES for HMDB0304259 (ADP-alpha-D-glucose)

INCHI for HMDB0304259 (ADP-alpha-D-glucose)

Structure for HMDB0304259 (ADP-alpha-D-glucose)

3D Structure for HMDB0304259 (ADP-alpha-D-glucose)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices