MiMeDB: Showing metabocard for Nicotinic acid adenine dinucleotide (MMDBc0029580)

Plant

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:33:05 UTC

Update Date

2022-08-31 13:48:56 UTC

Metabolite ID

MMDBc0029580

Metabolite Identification

Common Name

Nicotinic acid adenine dinucleotide

Description

Nicotinic acid adenine dinucleotide phosphate, (NAADP), is a Ca2+-mobilizing second messenger synthesized in response to extracellular stimuli. NAADP binds to and opens Ca2+ channels on intracellular organelles, thereby increasing the intracellular Ca2+ concentration which, in turn, modulates a variety of cellular processes. Structurally, it is a dinucleotide that only differs from the house-keeping enzyme cofactor, NADP by a hydroxyl group (replacing the nicotinamide amino group) and yet this minor modification converts it into the most potent Ca2+-mobilizing second messenger yet described.

Structure

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


  Mrv1652305132017222D          

 44 48  0  0  0  0            999 V2000
10014.994110017.4800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10016.785710017.4718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.294010019.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.009410018.9212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.724810019.3353    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10019.448510018.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.312810020.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.138910020.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10020.161010019.3475    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10020.877710018.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.750010020.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10020.576110020.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10021.592310019.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.071310017.4862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10023.864110017.4943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.513910018.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10027.230610019.3599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.513910018.1217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10022.974410019.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10022.307010018.9440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10022.561910018.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10023.386910018.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10023.641810018.9440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10015.906210019.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.493710018.1455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10016.318710018.1455    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10016.573610018.9301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10025.790310020.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.075810020.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.361310020.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.361210019.3482    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
10025.075710018.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.790310019.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.858510020.0595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.218810019.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.411910019.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.156910018.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10012.708810018.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.516010018.2188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.770810019.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.524510019.3389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10014.438410020.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.631410020.3311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10015.238910018.9263    0.0000 C   0  0  2  0  0  0  0  0  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
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 20  1  0  0  0  0
 19 23  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 27  1  0  0  0  0
 25  1  1  1  0  0  0
 26  2  1  1  0  0  0
 27  3  1  6  0  0  0
 20 13  1  1  0  0  0
 21 14  1  6  0  0  0
 22 15  1  6  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 32 33  2  0  0  0  0
 33 28  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 23 31  1  1  0  0  0
 33 16  1  0  0  0  0
 35 36  2  0  0  0  0
 40 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 36 34  1  0  0  0  0
 42 43  2  0  0  0  0
 35 43  1  0  0  0  0
 41 42  1  0  0  0  0
 40 41  1  0  0  0  0
 44 41  1  6  0  0  0
 44 25  1  0  0  0  0
 24 44  1  0  0  0  0
M  CHG  1  31   1
M  END

HMDB0001179
     RDKit          3D
Nicotinic acid adenine dinucleotide
 71 75  0  0  0  0  0  0  0  0999 V2000
   10.2915    1.3659    2.3480 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0615    0.8421    1.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7455   -0.4431    2.0936 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6328   -1.0198    1.6037 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8289   -0.2766    0.8410 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0439    0.9773    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1862    1.5696    1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1949    2.8234    0.6040 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0753    3.0090   -0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3515    1.8796   -0.2330 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2154    1.5119   -1.0546 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0321    1.2378   -0.5342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8557   -0.1822   -0.5885 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1810   -0.5030    0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -0.3873    0.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844    0.8908    1.0191 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.0956    0.5960    2.1540 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116    2.3098    1.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    1.0939   -0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0685   -0.2810   -0.1142 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.0876    0.1527    0.9996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0743   -1.4913    0.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9451   -0.9277   -1.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2743   -0.4011   -1.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7958   -1.4539   -0.1404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7134   -0.7392    0.6143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8744   -1.4103    0.7045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9763   -0.4607    0.4887 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.1957   -0.8703    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2868   -0.0482    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0837    1.1870    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8081    1.5855   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6376    2.8928   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5181    3.3248   -1.1817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7568    3.7013   -1.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7525    0.7411   -0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9346   -2.4114   -0.4151 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5498   -3.5483    0.0200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4489   -2.6433   -0.6956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0977   -3.7619    0.1367 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8715   -0.8230   -1.3174 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3588   -1.4726   -2.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6877    0.3243   -1.9283 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3933    0.5618   -3.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3651    2.2069    2.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2136    0.8547    2.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3486   -2.0349    1.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8090    3.9418   -0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0990    2.3646   -1.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8980   -0.2389   -1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3780    0.2259    1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3881   -1.5173    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795    2.8388    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150   -2.1729   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7837   -0.4789   -2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1283    0.5796   -0.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737   -1.7998    0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9449   -1.8704    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2951   -1.8737    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2614   -0.3993    0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9238    1.8723   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4103    3.8320   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732    1.0589   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3958   -1.9488   -1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9527   -4.2650    0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2268   -2.8730   -1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2836   -3.4025    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925   -1.5960   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8566   -2.3019   -2.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7549    0.1862   -1.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4210   -0.2105   -3.8339 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
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 32 36  2  0
 27 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 13 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
  7  2  1  0
 43 11  1  0
 10  6  1  0
 39 25  1  0
 36 28  1  0
  1 45  1  0
  1 46  1  0
  4 47  1  0
  9 48  1  0
 11 49  1  6
 13 50  1  6
 14 51  1  0
 14 52  1  0
 18 53  1  0
 22 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  1
 27 58  1  1
 29 59  1  0
 30 60  1  0
 31 61  1  0
 35 62  1  0
 36 63  1  0
 37 64  1  6
 38 65  1  0
 39 66  1  6
 40 67  1  0
 41 68  1  1
 42 69  1  0
 43 70  1  6
 44 71  1  0
M  CHG  1  28   1
M  END


  Mrv1652305132017222D          

 44 48  0  0  0  0            999 V2000
10014.994110017.4800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10016.785710017.4718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.294010019.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10018.009410018.9212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.724810019.3353    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10019.448510018.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10018.312810020.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.138910020.0511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10020.161010019.3475    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10020.877710018.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10019.750010020.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10020.576110020.0635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10021.592310019.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10022.071310017.4862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10023.864110017.4943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.513910018.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10027.230610019.3599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10026.513910018.1217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10022.974410019.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10022.307010018.9440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10022.561910018.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10023.386910018.1594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10023.641810018.9440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10015.906210019.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10015.493710018.1455    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10016.318710018.1455    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10016.573610018.9301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10025.790310020.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.075810020.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.361310020.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10024.361210019.3482    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
10025.075710018.9357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10025.790310019.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.858510020.0595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.218810019.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.411910019.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.156910018.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10012.708810018.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.516010018.2188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.770810019.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.524510019.3389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10014.438410020.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.631410020.3311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10015.238910018.9263    0.0000 C   0  0  2  0  0  0  0  0  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
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 20  1  0  0  0  0
 19 23  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 27  1  0  0  0  0
 25  1  1  1  0  0  0
 26  2  1  1  0  0  0
 27  3  1  6  0  0  0
 20 13  1  1  0  0  0
 21 14  1  6  0  0  0
 22 15  1  6  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 32 33  2  0  0  0  0
 33 28  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 23 31  1  1  0  0  0
 33 16  1  0  0  0  0
 35 36  2  0  0  0  0
 40 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 36 34  1  0  0  0  0
 42 43  2  0  0  0  0
 35 43  1  0  0  0  0
 41 42  1  0  0  0  0
 40 41  1  0  0  0  0
 44 41  1  6  0  0  0
 44 25  1  0  0  0  0
 24 44  1  0  0  0  0
M  CHG  1  31   1
M  END
> <DATABASE_ID>
MMDBc0029580

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)[N+]4=CC=CC(=C4)C(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N6O15P2/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(31)14(29)11(41-20)6-39-44(36,37)42-43(34,35)38-5-10-13(28)15(30)19(40-10)26-3-1-2-9(4-26)21(32)33/h1-4,7-8,10-11,13-16,19-20,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,19-,20-/m1/s1

> <INCHI_KEY>
SENPVEZBRZQVST-HISDBWNOSA-O

> <FORMULA>
C21H27N6O15P2

> <MOLECULAR_WEIGHT>
665.4178

> <EXACT_MASS>
665.100962248

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
58.093266199583226

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R,3R,4S,5R)-5-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carboxy-1lambda5-pyridin-1-ylium

> <ALOGPS_LOGP>
-0.89

> <JCHEM_LOGP>
-9.090120671394176

> <ALOGPS_LOGS>
-2.57

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.67157044308834

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8026158196205277

> <JCHEM_PKA_STRONGEST_BASIC>
4.032732176587623

> <JCHEM_POLAR_SURFACE_AREA>
312.47

> <JCHEM_REFRACTIVITY>
140.17469999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.88e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carboxy-1lambda5-pyridin-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001179
     RDKit          3D
Nicotinic acid adenine dinucleotide
 71 75  0  0  0  0  0  0  0  0999 V2000
   10.2915    1.3659    2.3480 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0615    0.8421    1.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7455   -0.4431    2.0936 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6328   -1.0198    1.6037 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8289   -0.2766    0.8410 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0439    0.9773    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1862    1.5696    1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1949    2.8234    0.6040 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0753    3.0090   -0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3515    1.8796   -0.2330 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2154    1.5119   -1.0546 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0321    1.2378   -0.5342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8557   -0.1822   -0.5885 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1810   -0.5030    0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -0.3873    0.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844    0.8908    1.0191 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.0956    0.5960    2.1540 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116    2.3098    1.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    1.0939   -0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0685   -0.2810   -0.1142 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.0876    0.1527    0.9996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0743   -1.4913    0.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9451   -0.9277   -1.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2743   -0.4011   -1.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7958   -1.4539   -0.1404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7134   -0.7392    0.6143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8744   -1.4103    0.7045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9763   -0.4607    0.4887 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.1957   -0.8703    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2868   -0.0482    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0837    1.1870    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8081    1.5855   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6376    2.8928   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5181    3.3248   -1.1817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7568    3.7013   -1.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7525    0.7411   -0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9346   -2.4114   -0.4151 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5498   -3.5483    0.0200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4489   -2.6433   -0.6956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0977   -3.7619    0.1367 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8715   -0.8230   -1.3174 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3588   -1.4726   -2.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6877    0.3243   -1.9283 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3933    0.5618   -3.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3651    2.2069    2.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2136    0.8547    2.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3486   -2.0349    1.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8090    3.9418   -0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0990    2.3646   -1.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8980   -0.2389   -1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3780    0.2259    1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3881   -1.5173    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795    2.8388    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150   -2.1729   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7837   -0.4789   -2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1283    0.5796   -0.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737   -1.7998    0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9449   -1.8704    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2951   -1.8737    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2614   -0.3993    0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9238    1.8723   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4103    3.8320   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732    1.0589   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3958   -1.9488   -1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9527   -4.2650    0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2268   -2.8730   -1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2836   -3.4025    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925   -1.5960   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8566   -2.3019   -2.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7549    0.1862   -1.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4210   -0.2105   -3.8339 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
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 32 36  2  0
 27 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 13 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
  7  2  1  0
 43 11  1  0
 10  6  1  0
 39 25  1  0
 36 28  1  0
  1 45  1  0
  1 46  1  0
  4 47  1  0
  9 48  1  0
 11 49  1  6
 13 50  1  6
 14 51  1  0
 14 52  1  0
 18 53  1  0
 22 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  1
 27 58  1  1
 29 59  1  0
 30 60  1  0
 31 61  1  0
 35 62  1  0
 36 63  1  0
 37 64  1  6
 38 65  1  0
 39 66  1  6
 40 67  1  0
 41 68  1  1
 42 69  1  0
 43 70  1  6
 44 71  1  0
M  CHG  1  28   1
M  END

HEADER    PROTEIN                                 13-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-MAY-20         0                                  
HETATM    1  O   UNK     0    8694.6568699.296   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8698.0008699.281   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8698.9498702.759   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8700.2848701.986   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0    8701.6208702.759   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0    8702.9708702.013   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8700.8508704.095   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8702.3938704.095   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0    8704.3018702.782   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0    8705.6388702.013   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8703.5338704.118   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8705.0758704.118   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8706.9728702.782   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8707.8678699.307   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8711.2138699.323   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0    8716.1598702.036   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8717.4978702.805   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8716.1598700.494   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    8709.5528702.934   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8708.3068702.029   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8708.7828700.564   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8710.3228700.564   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8710.7988702.029   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0    8696.3588702.908   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0    8695.5888700.538   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8697.1288700.538   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8697.6048702.003   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8714.8088704.323   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8713.4758705.093   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8712.1418704.323   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0    8712.1418702.783   0.000  0.00  0.00           N+1
HETATM   32  C   UNK     0    8713.4758702.013   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8714.8088702.783   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0    8688.8038704.111   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0    8691.3428703.284   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0    8689.8368702.964   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0    8689.3608701.499   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0    8690.3908700.355   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0    8691.8968700.675   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0    8692.3728702.140   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0    8693.7798702.766   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0    8693.6188704.298   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0    8692.1128704.618   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0    8695.1138701.996   0.000  0.00  0.00           C+0
CONECT    1   25                                                            
CONECT    2   26                                                            
CONECT    3    4   27                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5    9                                                       
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9    6   10   11   12                                             
CONECT   10    9   13                                                       
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13   10   20                                                       
CONECT   14   21                                                            
CONECT   15   22                                                            
CONECT   16   17   18   33                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   20   23                                                       
CONECT   20   21   19   13                                                  
CONECT   21   20   22   14                                                  
CONECT   22   21   23   15                                                  
CONECT   23   22   19   31                                                  
CONECT   24   27   44                                                       
CONECT   25   26    1   44                                                  
CONECT   26   25   27    2                                                  
CONECT   27   26   24    3                                                  
CONECT   28   29   33                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   23                                                  
CONECT   32   33   31                                                       
CONECT   33   32   28   16                                                  
CONECT   34   36                                                            
CONECT   35   36   40   43                                                  
CONECT   36   35   37   34                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   35   39   41                                                  
CONECT   41   42   40   44                                                  
CONECT   42   43   41                                                       
CONECT   43   42   35                                                       
CONECT   44   41   25   24                                                  
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

COMPND    HMDB0001179
HETATM    1  N1  UNL     1      10.292   1.366   2.348  1.00  0.00           N  
HETATM    2  C1  UNL     1       9.061   0.842   1.847  1.00  0.00           C  
HETATM    3  N2  UNL     1       8.746  -0.443   2.094  1.00  0.00           N  
HETATM    4  C2  UNL     1       7.633  -1.020   1.604  1.00  0.00           C  
HETATM    5  N3  UNL     1       6.829  -0.277   0.841  1.00  0.00           N  
HETATM    6  C3  UNL     1       7.044   0.977   0.538  1.00  0.00           C  
HETATM    7  C4  UNL     1       8.186   1.570   1.048  1.00  0.00           C  
HETATM    8  N4  UNL     1       8.195   2.823   0.604  1.00  0.00           N  
HETATM    9  C5  UNL     1       7.075   3.009  -0.181  1.00  0.00           C  
HETATM   10  N5  UNL     1       6.352   1.880  -0.233  1.00  0.00           N  
HETATM   11  C6  UNL     1       5.215   1.512  -1.055  1.00  0.00           C  
HETATM   12  O1  UNL     1       4.032   1.238  -0.534  1.00  0.00           O  
HETATM   13  C7  UNL     1       3.856  -0.182  -0.589  1.00  0.00           C  
HETATM   14  C8  UNL     1       3.181  -0.503   0.700  1.00  0.00           C  
HETATM   15  O2  UNL     1       1.810  -0.387   0.422  1.00  0.00           O  
HETATM   16  P1  UNL     1       0.984   0.891   1.019  1.00  0.00           P  
HETATM   17  O3  UNL     1       0.096   0.596   2.154  1.00  0.00           O  
HETATM   18  O4  UNL     1       1.812   2.310   1.185  1.00  0.00           O  
HETATM   19  O5  UNL     1      -0.195   1.094  -0.373  1.00  0.00           O  
HETATM   20  P2  UNL     1      -1.068  -0.281  -0.114  1.00  0.00           P  
HETATM   21  O6  UNL     1      -2.088   0.153   1.000  1.00  0.00           O  
HETATM   22  O7  UNL     1      -0.074  -1.491   0.585  1.00  0.00           O  
HETATM   23  O8  UNL     1      -1.945  -0.928  -1.395  1.00  0.00           O  
HETATM   24  C9  UNL     1      -3.274  -0.401  -1.128  1.00  0.00           C  
HETATM   25  C10 UNL     1      -3.796  -1.454  -0.140  1.00  0.00           C  
HETATM   26  O9  UNL     1      -4.713  -0.739   0.614  1.00  0.00           O  
HETATM   27  C11 UNL     1      -5.874  -1.410   0.704  1.00  0.00           C  
HETATM   28  N6  UNL     1      -6.976  -0.461   0.489  1.00  0.00           N1+
HETATM   29  C12 UNL     1      -8.196  -0.870   0.846  1.00  0.00           C  
HETATM   30  C13 UNL     1      -9.287  -0.048   0.666  1.00  0.00           C  
HETATM   31  C14 UNL     1      -9.084   1.187   0.119  1.00  0.00           C  
HETATM   32  C15 UNL     1      -7.808   1.586  -0.244  1.00  0.00           C  
HETATM   33  C16 UNL     1      -7.638   2.893  -0.859  1.00  0.00           C  
HETATM   34  O10 UNL     1      -6.518   3.325  -1.182  1.00  0.00           O  
HETATM   35  O11 UNL     1      -8.757   3.701  -1.115  1.00  0.00           O  
HETATM   36  C17 UNL     1      -6.753   0.741  -0.050  1.00  0.00           C  
HETATM   37  C18 UNL     1      -5.935  -2.411  -0.415  1.00  0.00           C  
HETATM   38  O12 UNL     1      -6.550  -3.548   0.020  1.00  0.00           O  
HETATM   39  C19 UNL     1      -4.449  -2.643  -0.696  1.00  0.00           C  
HETATM   40  O13 UNL     1      -4.098  -3.762   0.137  1.00  0.00           O  
HETATM   41  C20 UNL     1       4.871  -0.823  -1.317  1.00  0.00           C  
HETATM   42  O14 UNL     1       4.359  -1.473  -2.518  1.00  0.00           O  
HETATM   43  C21 UNL     1       5.688   0.324  -1.928  1.00  0.00           C  
HETATM   44  O15 UNL     1       5.393   0.562  -3.245  1.00  0.00           O  
HETATM   45  H1  UNL     1      10.365   2.207   2.912  1.00  0.00           H  
HETATM   46  H2  UNL     1      11.214   0.855   2.105  1.00  0.00           H  
HETATM   47  H3  UNL     1       7.349  -2.035   1.791  1.00  0.00           H  
HETATM   48  H4  UNL     1       6.809   3.942  -0.683  1.00  0.00           H  
HETATM   49  H5  UNL     1       5.099   2.365  -1.785  1.00  0.00           H  
HETATM   50  H6  UNL     1       2.898  -0.239  -1.345  1.00  0.00           H  
HETATM   51  H7  UNL     1       3.378   0.226   1.520  1.00  0.00           H  
HETATM   52  H8  UNL     1       3.388  -1.517   1.031  1.00  0.00           H  
HETATM   53  H9  UNL     1       1.680   2.839   0.350  1.00  0.00           H  
HETATM   54  H10 UNL     1       0.015  -2.173  -0.137  1.00  0.00           H  
HETATM   55  H11 UNL     1      -3.784  -0.479  -2.103  1.00  0.00           H  
HETATM   56  H12 UNL     1      -3.128   0.580  -0.727  1.00  0.00           H  
HETATM   57  H13 UNL     1      -2.974  -1.800   0.521  1.00  0.00           H  
HETATM   58  H14 UNL     1      -5.945  -1.870   1.697  1.00  0.00           H  
HETATM   59  H15 UNL     1      -8.295  -1.874   1.267  1.00  0.00           H  
HETATM   60  H16 UNL     1     -10.261  -0.399   0.953  1.00  0.00           H  
HETATM   61  H17 UNL     1      -9.924   1.872  -0.028  1.00  0.00           H  
HETATM   62  H18 UNL     1      -9.410   3.832  -0.334  1.00  0.00           H  
HETATM   63  H19 UNL     1      -5.773   1.059  -0.316  1.00  0.00           H  
HETATM   64  H20 UNL     1      -6.396  -1.949  -1.319  1.00  0.00           H  
HETATM   65  H21 UNL     1      -5.953  -4.265   0.320  1.00  0.00           H  
HETATM   66  H22 UNL     1      -4.227  -2.873  -1.737  1.00  0.00           H  
HETATM   67  H23 UNL     1      -4.284  -3.402   1.064  1.00  0.00           H  
HETATM   68  H24 UNL     1       5.492  -1.596  -0.888  1.00  0.00           H  
HETATM   69  H25 UNL     1       4.857  -2.302  -2.700  1.00  0.00           H  
HETATM   70  H26 UNL     1       6.755   0.186  -1.725  1.00  0.00           H  
HETATM   71  H27 UNL     1       5.421  -0.211  -3.834  1.00  0.00           H  
CONECT    1    2   45   46
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   47
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   48
CONECT   10   11
CONECT   11   12   43   49
CONECT   12   13
CONECT   13   14   41   50
CONECT   14   15   51   52
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   53
CONECT   19   20
CONECT   20   21   21   22   23
CONECT   22   54
CONECT   23   24
CONECT   24   25   55   56
CONECT   25   26   39   57
CONECT   26   27
CONECT   27   28   37   58
CONECT   28   29   29   36
CONECT   29   30   59
CONECT   30   31   31   60
CONECT   31   32   61
CONECT   32   33   36   36
CONECT   33   34   34   35
CONECT   35   62
CONECT   36   63
CONECT   37   38   39   64
CONECT   38   65
CONECT   39   40   66
CONECT   40   67
CONECT   41   42   43   68
CONECT   42   69
CONECT   43   44   70
CONECT   44   71
END

HMDB0001179
     RDKit          3D
Nicotinic acid adenine dinucleotide
 71 75  0  0  0  0  0  0  0  0999 V2000
   10.2915    1.3659    2.3480 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0615    0.8421    1.8468 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7455   -0.4431    2.0936 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6328   -1.0198    1.6037 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8289   -0.2766    0.8410 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0439    0.9773    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1862    1.5696    1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1949    2.8234    0.6040 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0753    3.0090   -0.1814 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3515    1.8796   -0.2330 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2154    1.5119   -1.0546 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0321    1.2378   -0.5342 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8557   -0.1822   -0.5885 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1810   -0.5030    0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -0.3873    0.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844    0.8908    1.0191 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.0956    0.5960    2.1540 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116    2.3098    1.1848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1947    1.0939   -0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0685   -0.2810   -0.1142 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.0876    0.1527    0.9996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0743   -1.4913    0.5853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9451   -0.9277   -1.3947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2743   -0.4011   -1.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7958   -1.4539   -0.1404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7134   -0.7392    0.6143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8744   -1.4103    0.7045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9763   -0.4607    0.4887 N   0  0  0  0  0  4  0  0  0  0  0  0
   -8.1957   -0.8703    0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2868   -0.0482    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0837    1.1870    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8081    1.5855   -0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6376    2.8928   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5181    3.3248   -1.1817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7568    3.7013   -1.1149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7525    0.7411   -0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9346   -2.4114   -0.4151 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5498   -3.5483    0.0200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4489   -2.6433   -0.6956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0977   -3.7619    0.1367 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8715   -0.8230   -1.3174 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3588   -1.4726   -2.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6877    0.3243   -1.9283 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3933    0.5618   -3.2450 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3651    2.2069    2.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2136    0.8547    2.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3486   -2.0349    1.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8090    3.9418   -0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0990    2.3646   -1.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8980   -0.2389   -1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3780    0.2259    1.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3881   -1.5173    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795    2.8388    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0150   -2.1729   -0.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7837   -0.4789   -2.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1283    0.5796   -0.7271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737   -1.7998    0.5209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9449   -1.8704    1.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2951   -1.8737    1.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2614   -0.3993    0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9238    1.8723   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4103    3.8320   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7732    1.0589   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3958   -1.9488   -1.3190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9527   -4.2650    0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2268   -2.8730   -1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2836   -3.4025    1.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925   -1.5960   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8566   -2.3019   -2.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7549    0.1862   -1.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4210   -0.2105   -3.8339 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
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 32 36  2  0
 27 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 13 41  1  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
  7  2  1  0
 43 11  1  0
 10  6  1  0
 39 25  1  0
 36 28  1  0
  1 45  1  0
  1 46  1  0
  4 47  1  0
  9 48  1  0
 11 49  1  6
 13 50  1  6
 14 51  1  0
 14 52  1  0
 18 53  1  0
 22 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  1
 27 58  1  1
 29 59  1  0
 30 60  1  0
 31 61  1  0
 35 62  1  0
 36 63  1  0
 37 64  1  6
 38 65  1  0
 39 66  1  6
 40 67  1  0
 41 68  1  1
 42 69  1  0
 43 70  1  6
 44 71  1  0
M  CHG  1  28   1
M  END

Synonyms

Value	Source
Deamido-NAD	ChEBI
Deamido-nad+	ChEBI
Deamino-nad+	ChEBI
Nicotinate adenine dinucleotide	Generator
Deamidonicotinamide adenine dinucleoetide	HMDB
NAAD	HMDB
NaADN	HMDB
Adenine-nicotinic acid dinucleotide	HMDB
Deamidodiphosphopyridine nucleotide	HMDB
Desamido NAD	HMDB
Nicotinic acid-adenine dinucleotide	HMDB

Molecular Formula

C₂₁H₂₇N₆O₁₅P₂

Average Mass

665.4178

Monoisotopic Mass

665.100962248

IUPAC Name

1-[(2R,3R,4S,5R)-5-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-3-carboxy-1lambda5-pyridin-1-ylium

Traditional Name

1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carboxy-1lambda5-pyridin-1-ylium

CAS Registry Number

6450-77-7

SMILES

NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)[N+]4=CC=CC(=C4)C(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1

InChI Identifier

InChI=1S/C21H26N6O15P2/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(31)14(29)11(41-20)6-39-44(36,37)42-43(34,35)38-5-10-13(28)15(30)19(40-10)26-3-1-2-9(4-26)21(32)33/h1-4,7-8,10-11,13-16,19-20,28-31H,5-6H2,(H4-,22,23,24,32,33,34,35,36,37)/p+1/t10-,11-,13-,14-,15-,16-,19-,20-/m1/s1

InChI Key

SENPVEZBRZQVST-HISDBWNOSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

(5'->5')-dinucleotides

Sub Class

Not Available

Direct Parent

(5'->5')-dinucleotides

Alternative Parents

Substituents

(5'->5')-dinucleotide
Purine nucleotide sugar
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Nicotinic-acid-nucleotide
Pyridine nucleotide
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Pyridine carboxylic acid or derivatives
Pyridine carboxylic acid
Aminopyrimidine
Monoalkyl phosphate
Pyridinium
Pyridine
Organic phosphoric acid derivative
Alkyl phosphate
N-substituted imidazole
Pyrimidine
Imidolactam
Monosaccharide
Phosphoric acid ester
Tetrahydrofuran
Heteroaromatic compound
Azole
Imidazole
Vinylogous amide
Amino acid
Secondary alcohol
Amino acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Alcohol
Amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Primary amine
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

nicotinic acid dinucleotide (CHEBI:18304 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.88 g/L	ALOGPS
logP	-0.89	ALOGPS
logP	-9.1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	1.8	ChemAxon
pKa (Strongest Basic)	4.03	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	312.47 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	140.17 m³·mol⁻¹	ChemAxon
Polarizability	58.09 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Cytoplasm
Mitochondria
Nucleus

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191790	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	Unknown	P22413	Homo_sapiens
MMDBp0191865	Ectonucleotide pyrophosphatase/phosphodiesterase family member 3	Unknown	O14638	Homo_sapiens
MMDBp0192004	Nicotinamide mononucleotide adenylyltransferase 1	Unknown	Q9HAN9	Homo_sapiens
MMDBp0192005	Nicotinamide mononucleotide adenylyltransferase 3	Unknown	Q96T66	Homo_sapiens
MMDBp0192007	Nicotinamide mononucleotide adenylyltransferase 2	Unknown	Q9BZQ4	Homo_sapiens
MMDBp0193879	Glutamine-dependent NAD(+) synthetase	Unknown	Q6IA69	Homo_sapiens
MMDBp0194179	Peroxisomal NADH pyrophosphatase NUDT12	Unknown	Q9BQG2	Homo_sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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	402	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Lion ; Cattle ; River trout ; Turkey	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	491	Human feces; Human pleural fluid plaque; Pig ; Human ; Cattle ; Catfish	Metabolic reconstruction
Bacteria	Actinobacteria	167	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Cattle	Metabolic reconstruction
Bacteria	Verrucomicrobia	3	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	133	Human feces; Human appendix biopsy; Human	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	13	Human feces; Human ; Relapsing fever tick	Metabolic reconstruction
Archaea	Thaumarchaeota	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5	Human feces; Cattle ; Human	Metabolic reconstruction
Bacteria	Candidatus Melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	11	Human feces; Human	Metabolic reconstruction
Bacteria	Planctomycetes	2	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1	Human feces	Metabolic reconstruction
Archaea/Archaea	Crenarchaeota	6	Human feces	Metabolic reconstruction
Archaea/Archaea	Euryarchaeota	19	Human feces; Cattle ; Human	Metabolic reconstruction
Bacteria	Chlorobi	11
Bacteria	Deinococcus-Thermus	4
Bacteria	Thermotogae	8
Bacteria/NULL	Proteobacteria	2	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Lion ; Cattle ; River trout ; Turkey	Unknown; Metabolic reconstruction
Bacteria	Aquificae	2
Bacteria	Chloroflexi	7
Bacteria	Dictyoglomi	2
Bacteria	Elusimicrobia	1
Bacteria	Gemmatimonadetes	1
Bacteria	Cyanobacteria	5
Bacteria	Acidobacteria	1
Bacteria	nah	1
Eukaryota/Fungi	Ascomycota	3	Human feces	Unknown

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0001179

DrugBank ID

DB04099

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031057

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

4234

PubChem Compound

165491

PDB ID

Not Available

ChEBI ID

18304

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for Nicotinic acid adenine dinucleotide (MMDBc0029580)

MOL for #<Metabolite:0x0000560be2648680>

3D MOL for #<Metabolite:0x0000560be2648680>

3D SDF for #<Metabolite:0x0000560be2648680>

3D-SDF for #<Metabolite:0x0000560be2648680>

PDB for #<Metabolite:0x0000560be2648680>

3D PDB for #<Metabolite:0x0000560be2648680>

SMILES for #<Metabolite:0x0000560be2648680>

INCHI for #<Metabolite:0x0000560be2648680>

Structure for #<Metabolite:0x0000560be2648680>

3D Structure for #<Metabolite:0x0000560be2648680>