NP-MRD: Showing NP-Card for 1-[(2r,3s,4r,5r)-5-{[({[(2r,3s,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-(c-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium (NP0277072)

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Record Information

Version

2.0

Created at

2022-09-09 01:31:42 UTC

Updated at

2022-09-09 01:31:42 UTC

NP-MRD ID

NP0277072

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-[(2r,3s,4r,5r)-5-{[({[(2r,3s,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-(c-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium

Description

1-[(2R,3S,4R,5R)-5-({[({[(2R,3S,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-3-(C-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium 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. Based on a literature review very few articles have been published on 1-[(2R,3S,4R,5R)-5-({[({[(2R,3S,4S,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-3-(C-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092203312D          

 44 48  0  0  1  0            999 V2000
   -2.9157  -13.3296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032  -12.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6782  -12.6151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9157  -11.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7407  -11.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1532  -11.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7407  -10.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9157  -10.4717    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.5032   -9.7573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8387   -9.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257   -8.4516    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3119   -7.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -7.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -6.3257    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102   -6.2394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5512   -6.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -5.5052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -5.0203    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646   -5.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344   -4.3528    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.4820   -4.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  1  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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    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
    1.3687   -2.8174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1937   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5112   -8.8641    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7575   -8.5285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6827   -9.6710    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1307  -10.2841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032  -11.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 29 35  1  0  0  0  0
 26 35  1  0  0  0  0
 25 36  1  0  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
 23 38  1  0  0  0  0
 38 39  1  6  0  0  0
 11 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
  9 42  1  0  0  0  0
 42 43  1  6  0  0  0
  8 44  2  0  0  0  0
  4 44  1  0  0  0  0
M  CHG  2   8   1  20  -1
M  END

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
   11.0839    1.3358    2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3496    0.7915    1.6270 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5505    0.3525    0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0761   -0.3708   -0.3061 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1244    0.5657    0.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5756    1.2727    1.8577 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2001    1.4561    1.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4335    0.9312    0.8836 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9492    0.2353   -0.1393 N   0  0  0  0  0  4  0  0  0  0  0  0
    6.1088   -0.2986   -1.1681 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8467    0.2892   -1.1934 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518   -0.5419   -2.0388 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6767   -0.3016   -2.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1404   -0.4815   -0.8185 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4692   -0.2234   -0.7979 P   0  0  2  0  0  5  0  0  0  0  0  0
   -0.2884   -1.5082   -0.5590 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0565    0.4423   -2.3191 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0858    0.9137    0.3614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3563    0.2351    1.8415 P   0  0  2  0  0  5  0  0  0  0  0  0
    0.6499    0.6589    2.8603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2942   -1.4473    1.6879 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.9309    0.6603    2.2776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8043    0.5674    1.1982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2058    0.9369    1.5468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9772    0.7998    0.3789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2722    0.6306    0.8028 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1132    0.1134   -0.2358 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9914   -1.0124   -0.9411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9907   -1.1477   -1.8333 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7903   -0.0774   -1.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9446    0.2704   -2.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5240   -0.5227   -3.4049 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5269    1.4286   -2.0166 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0239    2.2190   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8819    1.8638   -0.3965 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2438    0.7138   -0.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1501   -0.3448    1.9655 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1505   -1.6517    1.5375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8409    0.0726    2.5885 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1653    0.8379    3.7326 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4126   -1.9085   -1.4337 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5745   -2.0578   -0.3463 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8223   -1.7617   -0.9092 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8928   -2.0825    0.4328 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2746    0.0563   -0.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7308   -1.3372   -0.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1600    1.7122    2.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7785    2.0144    2.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3603    1.1002    0.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6243   -0.2123   -2.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6030   -0.5620   -3.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2448   -0.9820   -2.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5074    0.7310   -2.4628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4607    1.2654   -2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4864    1.1807    0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7915   -0.4866    0.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3184    1.9959    1.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6486    1.6090    1.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1719   -1.7288   -0.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3008   -0.4194   -4.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2348   -1.2845   -3.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4725    3.1530   -0.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0285   -0.1166    2.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2421   -2.0454    1.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2198   -0.7729    2.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5591    1.6282    3.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3126   -2.6867   -2.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9235   -1.4480    0.3725 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5477   -2.3999   -1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3544   -2.8848    0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7492   -0.5001   -0.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
 32 31  1  0
 31 30  2  0
 30 29  1  0
 29 28  2  0
 28 27  1  0
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 19  1  0
 19 21  1  6
 19 20  2  0
 19 18  1  0
 15 18  1  1
 15 17  1  0
 15 16  2  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10 43  1  0
 43 44  1  0
 43 41  1  0
 41 42  1  0
 10  9  1  0
  9 45  2  0
 45  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
 24 39  1  0
 39 40  1  0
 39 37  1  0
 37 38  1  0
 27 36  1  0
 36 35  2  0
 35 34  1  0
 34 33  2  0
 33 31  1  0
 36 30  1  0
 37 26  1  0
 41 12  1  0
  8  9  1  0
 32 60  1  0
 32 61  1  0
 28 59  1  0
 26 58  1  1
 24 57  1  1
 23 55  1  0
 23 56  1  0
 17 54  1  0
 13 52  1  0
 13 53  1  0
 12 51  1  6
 10 50  1  6
 43 69  1  6
 44 70  1  0
 41 67  1  6
 42 68  1  0
 45 71  1  0
  6 47  1  0
  7 48  1  0
  8 49  1  0
  4 46  1  0
  2  1  1  0
 39 65  1  1
 40 66  1  0
 37 63  1  1
 38 64  1  0
 34 62  1  0
M  CHG  2   9   1  21  -1
M  END


  Mrv1652309092203312D          

 44 48  0  0  1  0            999 V2000
   -2.9157  -13.3296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032  -12.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6782  -12.6151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9157  -11.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7407  -11.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1532  -11.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7407  -10.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9157  -10.4717    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.5032   -9.7573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8387   -9.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257   -8.4516    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3119   -7.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -7.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -6.3257    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102   -6.2394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5512   -6.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -5.5052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -5.0203    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646   -5.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344   -4.3528    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.4820   -4.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  1  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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    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
    1.3687   -2.8174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1937   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1387   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5112   -8.8641    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7575   -8.5285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6827   -9.6710    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1307  -10.2841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5032  -11.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 29 35  1  0  0  0  0
 26 35  1  0  0  0  0
 25 36  1  0  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
 23 38  1  0  0  0  0
 38 39  1  6  0  0  0
 11 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
  9 42  1  0  0  0  0
 42 43  1  6  0  0  0
  8 44  2  0  0  0  0
  4 44  1  0  0  0  0
M  CHG  2   8   1  20  -1
M  END
> <DATABASE_ID>
NP0277072

> <DATABASE_NAME>
NP-MRD

> <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)=N)[C@@H](O)[C@@H]3O)C2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13+,14-,15+,16+,20-,21-/m1/s1

> <INCHI_KEY>
BAWFJGJZGIEFAR-ZRZUFYBISA-N

> <FORMULA>
C21H27N7O14P2

> <MOLECULAR_WEIGHT>
663.43

> <EXACT_MASS>
663.109122573

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
57.517608383704655

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
-10.450079715707798

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.176049383409452

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.853072495787548

> <JCHEM_PKA_STRONGEST_BASIC>
6.3824332101115315

> <JCHEM_POLAR_SURFACE_AREA>
322.0800000000001

> <JCHEM_REFRACTIVITY>
151.8118

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  N   UNK     0      -5.443 -24.882   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -4.673 -23.548   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.133 -23.548   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -5.443 -22.215   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.983 -22.215   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.753 -20.881   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.983 -19.547   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -5.443 -19.547   0.000  0.00  0.00           N+1
HETATM    9  C   UNK     0      -4.673 -18.214   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.299 -16.807   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -4.155 -15.776   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.316 -14.245   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.070 -13.339   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0      -3.231 -11.808   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      -1.699 -11.647   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -4.762 -11.969   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -3.392 -10.276   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      -2.146  -9.371   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      -1.241 -10.617   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.051  -8.125   0.000  0.00  0.00           O-1
HETATM   21  O   UNK     0      -0.900  -8.466   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.061  -6.934   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.185  -6.029   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.185  -4.489   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       4.924   1.777   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       6.258  -0.533   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       4.924  -2.843   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.555  -5.259   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       4.095  -5.259   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       1.650  -6.505   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       2.126  -7.970   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -2.821 -16.546   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -1.414 -15.920   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -3.141 -18.053   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -2.111 -19.197   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -4.673 -20.881   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   44                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   44                                                  
CONECT    9    8   10   42                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   40                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   38                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   36                                                  
CONECT   26   25   27   35                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   35                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   29   26                                                  
CONECT   36   25   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   23   39                                                  
CONECT   39   38                                                            
CONECT   40   11   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40    9   43                                                  
CONECT   43   42                                                            
CONECT   44    8    4                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₇N₇O₁₄P₂

Average Mass

663.4300 Da

Monoisotopic Mass

663.10912 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

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)=N)[C@@H](O)[C@@H]3O)C2=NC=N1

InChI Identifier

InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13+,14-,15+,16+,20-,21-/m1/s1

InChI Key

BAWFJGJZGIEFAR-ZRZUFYBISA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Nicotinamide-nucleotide
Pyridine nucleotide
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Organic pyrophosphate
Monosaccharide phosphate
6-aminopurine
Purine
Nicotinamide
Imidazopyrimidine
Monoalkyl phosphate
Aminopyrimidine
Imidolactam
Alkyl phosphate
Pyrimidine
Pyridinium
Pyridine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic zwitterion
Primary amine
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	-10	ChemAxon
pKa (Strongest Acidic)	1.85	ChemAxon
pKa (Strongest Basic)	6.38	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	322.08 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	151.81 m³·mol⁻¹	ChemAxon
Polarizability	57.52 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163190097

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-[(2r,3s,4r,5r)-5-{[({[(2r,3s,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-(c-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium (NP0277072)

MOL for NP0277072 (1-[(2r,3s,4r,5r)-5-{[({[(2r,3s,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-(c-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium)

3D MOL for NP0277072 (1-[(2r,3s,4r,5r)-5-{[({[(2r,3s,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-(c-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium)

3D SDF for NP0277072 (1-[(2r,3s,4r,5r)-5-{[({[(2r,3s,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-(c-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium)

3D-SDF for NP0277072 (1-[(2r,3s,4r,5r)-5-{[({[(2r,3s,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-(c-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium)

PDB for NP0277072 (1-[(2r,3s,4r,5r)-5-{[({[(2r,3s,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-(c-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium)

3D PDB for NP0277072 (1-[(2r,3s,4r,5r)-5-{[({[(2r,3s,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-(c-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium)

SMILES for NP0277072 (1-[(2r,3s,4r,5r)-5-{[({[(2r,3s,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-(c-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium)

INCHI for NP0277072 (1-[(2r,3s,4r,5r)-5-{[({[(2r,3s,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-(c-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium)

Structure for NP0277072 (1-[(2r,3s,4r,5r)-5-{[({[(2r,3s,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-(c-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium)

3D Structure for NP0277072 (1-[(2r,3s,4r,5r)-5-{[({[(2r,3s,4s,5r)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-(c-hydroxycarbonimidoyl)-1λ⁵-pyridin-1-ylium)