NP-MRD: Showing NP-Card for 12β-Deoxydecarbamoyloxygonyautoxin-3 (NP0020596)

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Record Information

Version

2.0

Created at

2021-01-06 05:59:51 UTC

Updated at

2021-07-15 17:34:05 UTC

NP-MRD ID

NP0020596

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12β-Deoxydecarbamoyloxygonyautoxin-3

Provided By

NPAtlas

Description

12β-Deoxydecarbamoyloxygonyautoxin-3 is found in Anabaena. Based on a literature review very few articles have been published on {[(4R,9S,10S,10aS,10bS)-10-hydroxy-2,6-diimino-9-(sulfooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120373D          

 42 44  0  0  0  0            999 V2000
    4.9049    1.2287   -1.7258 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1163    0.0478   -1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6807   -0.8478   -0.8055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8111   -0.0474   -1.8957 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0126   -1.1737   -1.6468 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8240   -1.3760   -0.1650 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9947   -2.5337    0.0692 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2840   -2.4909    0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0691   -3.6675    0.3984 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069   -1.2200    0.0311 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -0.8456   -0.5206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2424    0.6614   -0.3728 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9823    1.2670   -1.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2438    2.0967   -0.6434 S   0  0  1  0  0  6  0  0  0  0  0  0
   -5.0646    2.8590   -1.6413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0968    1.0979    0.1183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5732    3.1390    0.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7716    0.9905   -0.4654 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4782    2.2817   -0.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2057   -0.0501    0.4920 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5016    0.2730    1.8607 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800    0.1188    2.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529    0.2010    4.0715 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6535   -0.1006    1.8367 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2699   -0.1244    0.4613 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9181    1.1307   -1.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4885    2.1771   -1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5509   -2.0519   -2.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0247   -1.0371   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8106   -1.6206    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2452   -4.4009   -0.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4864   -3.7908    1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0292   -1.2835    0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3013   -1.1396   -1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6548    0.8700    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1878    3.9438    0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373    0.7468   -1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2992    2.8101   -0.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475    0.5769    2.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981   -0.2544    4.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0238    0.7412    4.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067    0.7977   -0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25  6  1  0  0  0  0
 20 10  1  0  0  0  0
 25 20  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  6 30  1  1  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 12 35  1  1  0  0  0
 17 36  1  0  0  0  0
 18 37  1  6  0  0  0
 19 38  1  0  0  0  0
 21 39  1  0  0  0  0
 23 40  1  0  0  0  0
 23 41  1  0  0  0  0
 25 42  1  6  0  0  0
M  END

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
    4.9049    1.2287   -1.7258 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1163    0.0478   -1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6807   -0.8478   -0.8055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8111   -0.0474   -1.8957 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0126   -1.1737   -1.6468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8240   -1.3760   -0.1650 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9947   -2.5337    0.0692 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2840   -2.4909    0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0691   -3.6675    0.3984 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069   -1.2200    0.0311 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -0.8456   -0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2424    0.6614   -0.3728 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9823    1.2670   -1.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2438    2.0967   -0.6434 S   0  0  1  0  0  6  0  0  0  0  0  0
   -5.0646    2.8590   -1.6413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0968    1.0979    0.1183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5732    3.1390    0.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7716    0.9905   -0.4654 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4782    2.2817   -0.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2057   -0.0501    0.4920 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5016    0.2730    1.8607 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800    0.1188    2.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529    0.2010    4.0715 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6535   -0.1006    1.8367 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2699   -0.1244    0.4613 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9181    1.1307   -1.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4885    2.1771   -1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5509   -2.0519   -2.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0247   -1.0371   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8106   -1.6206    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2452   -4.4009   -0.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4864   -3.7908    1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0292   -1.2835    0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3013   -1.1396   -1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6548    0.8700    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1878    3.9438    0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373    0.7468   -1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2992    2.8101   -0.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475    0.5769    2.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981   -0.2544    4.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0238    0.7412    4.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067    0.7977   -0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 14 13  1  6
 14 15  2  0
 14 16  2  0
 14 17  1  0
 12 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  1
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25  6  1  0
 20 10  1  0
 25 20  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  1
  9 31  1  0
  9 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  1
 17 36  1  0
 18 37  1  6
 19 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 25 42  1  6
M  END


  Mrv1652306242120373D          

 42 44  0  0  0  0            999 V2000
    4.9049    1.2287   -1.7258 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1163    0.0478   -1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6807   -0.8478   -0.8055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8111   -0.0474   -1.8957 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0126   -1.1737   -1.6468 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8240   -1.3760   -0.1650 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9947   -2.5337    0.0692 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2840   -2.4909    0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0691   -3.6675    0.3984 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069   -1.2200    0.0311 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -0.8456   -0.5206 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2424    0.6614   -0.3728 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9823    1.2670   -1.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2438    2.0967   -0.6434 S   0  0  1  0  0  6  0  0  0  0  0  0
   -5.0646    2.8590   -1.6413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0968    1.0979    0.1183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5732    3.1390    0.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7716    0.9905   -0.4654 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4782    2.2817   -0.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2057   -0.0501    0.4920 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5016    0.2730    1.8607 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800    0.1188    2.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529    0.2010    4.0715 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6535   -0.1006    1.8367 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2699   -0.1244    0.4613 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9181    1.1307   -1.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4885    2.1771   -1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5509   -2.0519   -2.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0247   -1.0371   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8106   -1.6206    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2452   -4.4009   -0.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4864   -3.7908    1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0292   -1.2835    0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3013   -1.1396   -1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6548    0.8700    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1878    3.9438    0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373    0.7468   -1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2992    2.8101   -0.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475    0.5769    2.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981   -0.2544    4.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0238    0.7412    4.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067    0.7977   -0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25  6  1  0  0  0  0
 20 10  1  0  0  0  0
 25 20  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  5 28  1  0  0  0  0
  5 29  1  0  0  0  0
  6 30  1  1  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 12 35  1  1  0  0  0
 17 36  1  0  0  0  0
 18 37  1  6  0  0  0
 19 38  1  0  0  0  0
 21 39  1  0  0  0  0
 23 40  1  0  0  0  0
 23 41  1  0  0  0  0
 25 42  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0020596

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])[C@@]([H])(O[S](=O)(=O)O[H])C([H])([H])N2C(=N[C@@]([H])(C([H])([H])OC(=O)N([H])[H])[C@]3([H])N=C(N([H])[H])N([H])[C@]123)N([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H17N7O7S/c11-7-15-5-3(2-23-9(13)19)14-8(12)17-1-4(24-25(20,21)22)6(18)10(5,17)16-7/h3-6,18H,1-2H2,(H2,12,14)(H2,13,19)(H3,11,15,16)(H,20,21,22)/t3-,4-,5-,6+,10-/m0/s1

> <INCHI_KEY>
BFDNPPUGEPOHCK-VHNKTSJHSA-N

> <FORMULA>
C10H17N7O7S

> <MOLECULAR_WEIGHT>
379.35

> <EXACT_MASS>
379.091017089

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
33.489150592494596

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(4R,9S,10S,10aS,10bS)-2,6-diamino-4-[(carbamoyloxy)methyl]-10-hydroxy-1H,4H,8H,9H,10H,10bH-pyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
-2.18

> <JCHEM_LOGP>
-3.6060889736992907

> <ALOGPS_LOGS>
-1.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.882088074711099

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.8113628386174767

> <JCHEM_PKA_STRONGEST_BASIC>
9.550392110326625

> <JCHEM_POLAR_SURFACE_AREA>
228.18

> <JCHEM_REFRACTIVITY>
77.87200000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.20e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(4R,9S,10S,10aS,10bS)-2,6-diamino-4-[(carbamoyloxy)methyl]-10-hydroxy-1H,4H,8H,9H,10H,10bH-pyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
    4.9049    1.2287   -1.7258 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1163    0.0478   -1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6807   -0.8478   -0.8055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8111   -0.0474   -1.8957 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0126   -1.1737   -1.6468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8240   -1.3760   -0.1650 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9947   -2.5337    0.0692 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2840   -2.4909    0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0691   -3.6675    0.3984 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069   -1.2200    0.0311 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -0.8456   -0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2424    0.6614   -0.3728 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9823    1.2670   -1.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2438    2.0967   -0.6434 S   0  0  1  0  0  6  0  0  0  0  0  0
   -5.0646    2.8590   -1.6413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0968    1.0979    0.1183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5732    3.1390    0.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7716    0.9905   -0.4654 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4782    2.2817   -0.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2057   -0.0501    0.4920 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5016    0.2730    1.8607 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800    0.1188    2.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529    0.2010    4.0715 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6535   -0.1006    1.8367 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2699   -0.1244    0.4613 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9181    1.1307   -1.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4885    2.1771   -1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5509   -2.0519   -2.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0247   -1.0371   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8106   -1.6206    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2452   -4.4009   -0.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4864   -3.7908    1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0292   -1.2835    0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3013   -1.1396   -1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6548    0.8700    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1878    3.9438    0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373    0.7468   -1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2992    2.8101   -0.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475    0.5769    2.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981   -0.2544    4.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0238    0.7412    4.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067    0.7977   -0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 14 13  1  6
 14 15  2  0
 14 16  2  0
 14 17  1  0
 12 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  1
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25  6  1  0
 20 10  1  0
 25 20  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  1
  9 31  1  0
  9 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  1
 17 36  1  0
 18 37  1  6
 19 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 25 42  1  6
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  N   UNK     0       4.905   1.229  -1.726  0.00  0.00           N+0
HETATM    2  C   UNK     0       4.116   0.048  -1.451  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.681  -0.848  -0.806  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.811  -0.047  -1.896  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.013  -1.174  -1.647  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.824  -1.376  -0.165  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.995  -2.534   0.069  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.284  -2.491   0.165  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.069  -3.668   0.398  0.00  0.00           N+0
HETATM   10  N   UNK     0      -0.907  -1.220   0.031  0.00  0.00           N+0
HETATM   11  C   UNK     0      -2.213  -0.846  -0.521  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.242   0.661  -0.373  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.982   1.267  -1.381  0.00  0.00           O+0
HETATM   14  S   UNK     0      -4.244   2.097  -0.643  0.00  0.00           S+0
HETATM   15  O   UNK     0      -5.065   2.859  -1.641  0.00  0.00           O+0
HETATM   16  O   UNK     0      -5.097   1.098   0.118  0.00  0.00           O+0
HETATM   17  O   UNK     0      -3.573   3.139   0.486  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.772   0.991  -0.465  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.478   2.282  -0.067  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.206  -0.050   0.492  0.00  0.00           C+0
HETATM   21  N   UNK     0      -0.502   0.273   1.861  0.00  0.00           N+0
HETATM   22  C   UNK     0       0.680   0.119   2.621  0.00  0.00           C+0
HETATM   23  N   UNK     0       0.753   0.201   4.072  0.00  0.00           N+0
HETATM   24  N   UNK     0       1.654  -0.101   1.837  0.00  0.00           N+0
HETATM   25  C   UNK     0       1.270  -0.124   0.461  0.00  0.00           C+0
HETATM   26  H   UNK     0       5.918   1.131  -1.905  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.489   2.177  -1.750  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.551  -2.052  -2.095  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.025  -1.037  -2.134  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.811  -1.621   0.271  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.245  -4.401  -0.318  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.486  -3.791   1.345  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.029  -1.284   0.091  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.301  -1.140  -1.585  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.655   0.870   0.634  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.188   3.944   0.094  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.437   0.747  -1.471  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.299   2.810  -0.886  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.448   0.577   2.242  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.498  -0.254   4.627  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.024   0.741   4.571  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.707   0.798  -0.013  0.00  0.00           H+0
CONECT    1    2   26   27                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   28   29                                             
CONECT    6    5    7   25   30                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8   31   32                                                  
CONECT   10    8   11   20                                                  
CONECT   11   10   12   33   34                                             
CONECT   12   11   13   18   35                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   36                                                       
CONECT   18   12   19   20   37                                             
CONECT   19   18   38                                                       
CONECT   20   18   21   10   25                                             
CONECT   21   20   22   39                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   40   41                                                  
CONECT   24   22   25                                                       
CONECT   25   24    6   20   42                                             
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    5                                                            
CONECT   29    5                                                            
CONECT   30    6                                                            
CONECT   31    9                                                            
CONECT   32    9                                                            
CONECT   33   11                                                            
CONECT   34   11                                                            
CONECT   35   12                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
CONECT   38   19                                                            
CONECT   39   21                                                            
CONECT   40   23                                                            
CONECT   41   23                                                            
CONECT   42   25                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

RDKit          3D

42 44  0  0  0  0  0  0  0  0999 V2000
    4.9049    1.2287   -1.7258 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1163    0.0478   -1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6807   -0.8478   -0.8055 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8111   -0.0474   -1.8957 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0126   -1.1737   -1.6468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8240   -1.3760   -0.1650 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9947   -2.5337    0.0692 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2840   -2.4909    0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0691   -3.6675    0.3984 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069   -1.2200    0.0311 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -0.8456   -0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2424    0.6614   -0.3728 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9823    1.2670   -1.3812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2438    2.0967   -0.6434 S   0  0  1  0  0  6  0  0  0  0  0  0
   -5.0646    2.8590   -1.6413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0968    1.0979    0.1183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5732    3.1390    0.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7716    0.9905   -0.4654 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4782    2.2817   -0.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2057   -0.0501    0.4920 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5016    0.2730    1.8607 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800    0.1188    2.6212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529    0.2010    4.0715 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6535   -0.1006    1.8367 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2699   -0.1244    0.4613 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9181    1.1307   -1.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4885    2.1771   -1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5509   -2.0519   -2.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0247   -1.0371   -2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8106   -1.6206    0.2705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2452   -4.4009   -0.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4864   -3.7908    1.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0292   -1.2835    0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3013   -1.1396   -1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6548    0.8700    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1878    3.9438    0.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373    0.7468   -1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2992    2.8101   -0.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475    0.5769    2.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4981   -0.2544    4.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0238    0.7412    4.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7067    0.7977   -0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 14 13  1  6
 14 15  2  0
 14 16  2  0
 14 17  1  0
 12 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  1
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25  6  1  0
 20 10  1  0
 25 20  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  1
  9 31  1  0
  9 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  1
 17 36  1  0
 18 37  1  6
 19 38  1  0
 21 39  1  0
 23 40  1  0
 23 41  1  0
 25 42  1  6
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
{[(4R,9S,10S,10as,10BS)-10-hydroxy-2,6-diimino-9-(sulfooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidate	Generator
{[(4R,9S,10S,10as,10BS)-10-hydroxy-2,6-diimino-9-(sulphooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidate	Generator
{[(4R,9S,10S,10as,10BS)-10-hydroxy-2,6-diimino-9-(sulphooxy)-decahydropyrrolo[1,2-c]purin-4-yl]methoxy}carboximidic acid	Generator
12b-Deoxydecarbamoyloxygonyautoxin-3	Generator
12Β-deoxydecarbamoyloxygonyautoxin-3	Generator

Chemical Formula

C₁₀H₁₇N₇O₇S

Average Mass

379.3500 Da

Monoisotopic Mass

379.09102 Da

IUPAC Name

[(4R,9S,10S,10aS,10bS)-2,6-diamino-4-[(carbamoyloxy)methyl]-10-hydroxy-1H,4H,8H,9H,10H,10bH-pyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

Traditional Name

[(4R,9S,10S,10aS,10bS)-2,6-diamino-4-[(carbamoyloxy)methyl]-10-hydroxy-1H,4H,8H,9H,10H,10bH-pyrrolo[1,2-c]purin-9-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

NC(=O)OC[C@@H]1N=C(N)N2C[C@H](OS(O)(=O)=O)[C@@H](O)[C@]22NC(N)=N[C@@H]12

InChI Identifier

InChI=1S/C10H17N7O7S/c11-7-15-5-3(2-23-9(13)19)14-8(12)17-1-4(24-25(20,21)22)6(18)10(5,17)16-7/h3-6,18H,1-2H2,(H2,12,14)(H2,13,19)(H3,11,15,16)(H,20,21,22)/t3-,4-,5-,6+,10-/m0/s1

InChI Key

BFDNPPUGEPOHCK-VHNKTSJHSA-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
Anabaena	NPAtlas	31527551

Chemical Taxonomy

Classification

Not classified

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	-2.2	ALOGPS
logP	-3.6	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	9.55	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	228.18 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.87 m³·mol⁻¹	ChemAxon
Polarizability	33.49 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA028907

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

146684919

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 12β-Deoxydecarbamoyloxygonyautoxin-3 (NP0020596)

MOL for NP0020596 (12β-Deoxydecarbamoyloxygonyautoxin-3)

3D MOL for NP0020596 (12β-Deoxydecarbamoyloxygonyautoxin-3)

3D SDF for NP0020596 (12β-Deoxydecarbamoyloxygonyautoxin-3)

3D-SDF for NP0020596 (12β-Deoxydecarbamoyloxygonyautoxin-3)

PDB for NP0020596 (12β-Deoxydecarbamoyloxygonyautoxin-3)

3D PDB for NP0020596 (12β-Deoxydecarbamoyloxygonyautoxin-3)

SMILES for NP0020596 (12β-Deoxydecarbamoyloxygonyautoxin-3)

INCHI for NP0020596 (12β-Deoxydecarbamoyloxygonyautoxin-3)

Structure for NP0020596 (12β-Deoxydecarbamoyloxygonyautoxin-3)

3D Structure for NP0020596 (12β-Deoxydecarbamoyloxygonyautoxin-3)