NP-MRD: Showing NP-Card for Phosphoribosyl-ATP (NP0054929)

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Record Information

Version

2.0

Created at

2022-04-28 01:07:50 UTC

Updated at

2022-04-28 01:07:50 UTC

NP-MRD ID

NP0054929

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phosphoribosyl-ATP

Description

{[(2R,3S,4S,5R)-5-{9-[(2R,3S,4R,5R)-3,4-dihydroxy-5-({[hydroxy({[hydroxy(phosphonooxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-2-yl]-6-imino-6,9-dihydro-1H-purin-1-yl}-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid belongs to the class of organic compounds known as purine ribonucleoside triphosphates. These are purine ribobucleotides with a triphosphate group linked to the ribose moiety. Phosphoribosyl-ATP is found in Arabidopsis thaliana and Escherichia coli. Based on a literature review very few articles have been published on {[(2R,3S,4S,5R)-5-{9-[(2R,3S,4R,5R)-3,4-dihydroxy-5-({[hydroxy({[hydroxy(phosphonooxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-2-yl]-6-imino-6,9-dihydro-1H-purin-1-yl}-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282203072D          

 44 47  0  0  1  0            999 V2000
    4.8204    2.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1530    3.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9600    3.3400    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3725    2.6255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1929    2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6779    3.2067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4983    3.1204    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.3188    3.0342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5846    3.9409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4121    2.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2955    4.0936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5399    3.7205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    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    0.6979    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
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220   -1.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894   -1.6433    0.0000 P   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4743   -0.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045   -2.3108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568   -2.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -1.7927    0.0000 P   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0749   -1.0390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -2.5464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1642   -1.4572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8316   -1.9421    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4991   -2.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3165   -1.2746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467   -2.6095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    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
  1  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  4 12  1  6  0  0  0
  3 13  1  1  0  0  0
  2 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 28  1  0  0  0  0
 27 29  1  1  0  0  0
 29 30  1  0  0  0  0
 31 30  1  1  0  0  0
 31 32  2  0  0  0  0
 31 33  1  6  0  0  0
 31 34  1  0  0  0  0
 35 34  1  6  0  0  0
 35 36  2  0  0  0  0
 35 37  1  1  0  0  0
 35 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 26 43  1  1  0  0  0
 25 44  1  1  0  0  0
M  END

     RDKit          3D

 69 72  0  0  0  0  0  0  0  0999 V2000
   -3.0739   -3.7138   -0.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5931   -2.8873   -0.9170 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0448   -1.7279   -1.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7069   -1.5343   -0.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7109   -2.3550   -0.3384 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4308   -1.6384   -0.2231 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1969   -0.3604   -0.5673 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1884    0.7206   -0.5705 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2379    0.4783   -1.4193 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3928    0.9530   -0.8664 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3324   -0.2350   -0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5389    0.2237   -0.0654 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5352   -1.1215    0.1647 P   0  0  1  0  0  5  0  0  0  0  0  0
    6.7918   -1.3662    1.6406 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8333   -2.5098   -0.4610 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0153   -0.7722   -0.5949 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3201   -1.2942    0.3172 P   0  0  2  0  0  5  0  0  0  0  0  0
   10.5119   -1.4459   -0.6091 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8973   -2.7745    1.0228 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6576   -0.1230    1.4771 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5423    1.3974    0.7411 P   0  0  2  0  0  5  0  0  0  0  0  0
    9.2782    1.2608   -0.7481 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9613    2.2593    0.9496 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2722    2.3016    1.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0799    1.6462    0.4309 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0470    1.4983    1.3941 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7712    0.9399    0.8114 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0346   -0.2342    1.4768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1059   -0.2922   -0.8983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8622    0.7463   -1.3152 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1720    0.5373   -1.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7608   -0.6666   -1.4573 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1876   -0.7861   -1.7762 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7739    0.4481   -1.7325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0369    0.3455   -1.2241 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2021    1.2168    0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5181    1.0798    0.4918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7487    2.0350    1.8607 P   0  0  1  0  0  5  0  0  0  0  0  0
   -9.8685    1.5295    2.7184 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3385    2.0169    2.7922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0285    3.6502    1.3994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3168   -1.0759   -0.8711 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.9845   -1.6799   -1.9611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9050   -1.6626   -0.7738 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3956   -1.4766    0.4933 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4063   -2.0129    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7163    1.6800   -0.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8900    1.6417   -1.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8472   -1.0050   -0.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1197   -3.3275    0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5522   -3.4427    0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5605    1.8824    1.6526 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8393    2.7054    0.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7161    2.2163    1.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1975    1.6516    1.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0019   -0.0514    2.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8053    1.3725   -1.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2335   -1.2117   -2.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7436    0.7336   -2.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4898    0.8849    0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0002    2.2676   -0.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3691    1.3207    3.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9541    3.6779    1.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.0968   -1.7242    1.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 10  1  0
 10 11  1  0
 11 12  1  0
 13 12  1  1
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 13 14  2  0
 13 16  1  0
 17 16  1  6
 17 19  1  0
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 21 24  1  0
 21 22  2  0
 10  9  1  0
  9  8  1  0
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  8  7  1  0
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  6  5  2  0
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 38 39  2  0
 35 42  1  0
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 42 44  1  0
 44 45  1  0
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  3  2  2  0
 27 25  1  0
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 44 33  1  0
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 10 48  1  6
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 15 51  1  0
 19 52  1  0
 23 53  1  0
 24 54  1  0
  8 47  1  6
 27 57  1  1
 28 58  1  0
  6 46  1  0
 31 59  1  0
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 36 62  1  0
 36 63  1  0
 40 64  1  0
 41 65  1  0
 42 66  1  1
 43 67  1  0
 44 68  1  6
 45 69  1  0
  2  1  1  0
M  END


  Mrv1652304282203072D          

 44 47  0  0  1  0            999 V2000
    4.8204    2.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1530    3.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9600    3.3400    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3725    2.6255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1929    2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6779    3.2067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4983    3.1204    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.3188    3.0342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5846    3.9409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4121    2.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2955    4.0936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5399    3.7205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    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
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220   -1.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894   -1.6433    0.0000 P   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4743   -0.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045   -2.3108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568   -2.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -1.7927    0.0000 P   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0749   -1.0390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -2.5464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1642   -1.4572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8316   -1.9421    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4991   -2.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3165   -1.2746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3467   -2.6095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    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
  1  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  4 12  1  6  0  0  0
  3 13  1  1  0  0  0
  2 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 28  1  0  0  0  0
 27 29  1  1  0  0  0
 29 30  1  0  0  0  0
 31 30  1  1  0  0  0
 31 32  2  0  0  0  0
 31 33  1  6  0  0  0
 31 34  1  0  0  0  0
 35 34  1  6  0  0  0
 35 36  2  0  0  0  0
 35 37  1  1  0  0  0
 35 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 26 43  1  1  0  0  0
 25 44  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0054929

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1[C@@H](CO[P@](O)(=O)O[P@@](O)(=O)OP(O)(O)=O)O[C@H]([C@H]1O)N1C=NC2=C1N=CN([C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O)C2=N

> <INCHI_IDENTIFIER>
InChI=1S/C15H25N5O20P4/c16-12-7-13(18-4-19(12)14-10(23)8(21)5(37-14)1-35-41(25,26)27)20(3-17-7)15-11(24)9(22)6(38-15)2-36-43(31,32)40-44(33,34)39-42(28,29)30/h3-6,8-11,14-16,21-24H,1-2H2,(H,31,32)(H,33,34)(H2,25,26,27)(H2,28,29,30)/t5-,6-,8-,9+,10+,11+,14-,15-/m1/s1

> <INCHI_KEY>
RKNHJBVBFHDXGR-BICYSREJSA-N

> <FORMULA>
C15H25N5O20P4

> <MOLECULAR_WEIGHT>
719.275

> <EXACT_MASS>
719.004336217

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
55.63125184168729

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4S,5R)-5-{9-[(2R,3S,4R,5R)-3,4-dihydroxy-5-({[hydroxy({[hydroxy(phosphonooxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-2-yl]-6-imino-6,9-dihydro-1H-purin-1-yl}-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-0.35

> <JCHEM_LOGP>
-5.1054887153620285

> <ALOGPS_LOGS>
-1.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.5130393054463385

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0264164207620867

> <JCHEM_PKA_STRONGEST_BASIC>
0.5344812769250042

> <JCHEM_POLAR_SURFACE_AREA>
383.2300000000001

> <JCHEM_REFRACTIVITY>
144.28969999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.92e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5R)-5-{9-[(2R,3S,4R,5R)-3,4-dihydroxy-5-({[hydroxy([hydroxy(phosphonooxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-2-yl]-6-iminopurin-1-yl}-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  O   UNK     0       8.998   3.756   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.752   5.914   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.259   6.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.029   4.901   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.560   4.740   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      12.465   5.986   0.000  0.00  0.00           O+0
HETATM    8  P   UNK     0      13.997   5.825   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0      15.528   5.664   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      14.158   7.356   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      13.836   4.293   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       9.885   7.641   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       6.608   6.945   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       6.258   3.613   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       4.924   1.303   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       4.924   5.923   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.555  -1.114   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.650  -2.359   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.185  -1.884   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.185  -0.344   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.061  -2.789   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.468  -2.162   0.000  0.00  0.00           O+0
HETATM   31  P   UNK     0      -3.714  -3.068   0.000  0.00  0.00           P+0
HETATM   32  O   UNK     0      -4.619  -1.822   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -2.808  -4.313   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.959  -3.973   0.000  0.00  0.00           O+0
HETATM   35  P   UNK     0      -6.366  -3.346   0.000  0.00  0.00           P+0
HETATM   36  O   UNK     0      -5.740  -1.940   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -6.993  -4.753   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -7.773  -2.720   0.000  0.00  0.00           O+0
HETATM   39  P   UNK     0      -9.019  -3.625   0.000  0.00  0.00           P+0
HETATM   40  O   UNK     0     -10.265  -4.530   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -9.924  -2.379   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -8.114  -4.871   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       2.126  -3.824   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       4.095  -1.114   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3   14                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    1    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12    4                                                            
CONECT   13    3                                                            
CONECT   14    2   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   14   20                                                  
CONECT   20   19                                                            
CONECT   21   18   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   17   24                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24   26   44                                                  
CONECT   26   25   27   43                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27   24                                                       
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31   35                                                       
CONECT   35   34   36   37   38                                             
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   35   39                                                       
CONECT   39   38   40   41   42                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   39                                                            
CONECT   43   26                                                            
CONECT   44   25                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Value	Source
{[(2R,3S,4S,5R)-5-{9-[(2R,3S,4R,5R)-3,4-dihydroxy-5-({[hydroxy({[hydroxy(phosphonooxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-2-yl]-6-imino-6,9-dihydro-1H-purin-1-yl}-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonate	Generator

Chemical Formula

C₁₅H₂₅N₅O₂₀P₄

Average Mass

719.2750 Da

Monoisotopic Mass

719.00434 Da

IUPAC Name

Traditional Name

[(2R,3S,4S,5R)-5-{9-[(2R,3S,4R,5R)-3,4-dihydroxy-5-({[hydroxy([hydroxy(phosphonooxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-2-yl]-6-iminopurin-1-yl}-3,4-dihydroxyoxolan-2-yl]methoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

O[C@H]1[C@@H](CO[P@](O)(=O)O[P@@](O)(=O)OP(O)(O)=O)O[C@H]([C@H]1O)N1C=NC2=C1N=CN([C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O)C2=N

InChI Identifier

InChI=1S/C15H25N5O20P4/c16-12-7-13(18-4-19(12)14-10(23)8(21)5(37-14)1-35-41(25,26)27)20(3-17-7)15-11(24)9(22)6(38-15)2-36-43(31,32)40-44(33,34)39-42(28,29)30/h3-6,8-11,14-16,21-24H,1-2H2,(H,31,32)(H,33,34)(H2,25,26,27)(H2,28,29,30)/t5-,6-,8-,9+,10+,11+,14-,15-/m1/s1

InChI Key

RKNHJBVBFHDXGR-BICYSREJSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Arabidopsis thaliana	Plant	KNApSAcK
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Escherichia coli	Bacteria	KNApSAcK
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside triphosphates. These are purine ribobucleotides with a triphosphate group linked to the ribose moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside triphosphates

Alternative Parents

Substituents

Purine ribonucleoside triphosphate
Purine ribonucleoside monophosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Monosaccharide phosphate
Purine
Imidazopyrimidine
Monoalkyl phosphate
Imidolactam
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
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	-0.35	ALOGPS
logP	-5.1	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	1.03	ChemAxon
pKa (Strongest Basic)	0.53	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	383.23 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	144.29 m³·mol⁻¹	ChemAxon
Polarizability	55.63 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

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

162960970

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Phosphoribosyl-ATP (NP0054929)

MOL for NP0054929 (Phosphoribosyl-ATP)

3D MOL for NP0054929 (Phosphoribosyl-ATP)

3D SDF for NP0054929 (Phosphoribosyl-ATP)

3D-SDF for NP0054929 (Phosphoribosyl-ATP)

PDB for NP0054929 (Phosphoribosyl-ATP)

3D PDB for NP0054929 (Phosphoribosyl-ATP)

SMILES for NP0054929 (Phosphoribosyl-ATP)

INCHI for NP0054929 (Phosphoribosyl-ATP)

Structure for NP0054929 (Phosphoribosyl-ATP)

3D Structure for NP0054929 (Phosphoribosyl-ATP)