NP-MRD: Showing NP-Card for Squalestatin S1 (NP0022693)

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Record Information

Version

1.0

Created at

2021-01-06 07:52:50 UTC

Updated at

2021-07-15 17:39:44 UTC

NP-MRD ID

NP0022693

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Squalestatin S1

Provided By

NPAtlas

Description

Squalestatin S1 is found in Phoma sp. C2932. It was first documented in 1994 (PMID: 8071119). Based on a literature review very few articles have been published on (1S,3S,4S,5R,6R)-1-[(4S,5R)-4-(acetyloxy)-5-benzyl-3-methylidenehexyl]-6-{[(2E,4S,6S)-4,6-dimethyloct-2-enoyl]oxy}-4-hydroxy-2,8-dioxabicyclo[3.2.1]Octane-3,4,5-tricarboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652307042108103D          

 94 96  0  0  0  0            999 V2000
   -3.7454   -2.1028   -0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3792   -1.0744   -0.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0606   -0.4437   -0.5188 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2456    0.9167   -1.0388 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9596    1.5945   -1.4709 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0570    1.7409   -0.3807 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3610    1.7465   -1.1657 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2119    0.7643   -0.6374 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458    0.9494   -0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8811    2.1207   -0.0059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672   -0.1348    0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4381    0.1645    0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3107   -0.8976    1.5277 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6447   -2.2288    1.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6094   -0.8344    0.7553 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5952   -1.8780    1.2111 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8570   -1.7304    0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9334   -1.7842    2.6604 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.5493   -0.4583    3.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831    1.4169   -2.5580 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7698    0.5016   -3.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9674    0.7736   -3.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2980   -0.7404   -3.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    0.8047   -2.3943 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5713    2.6700   -3.3792 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1096    2.1764   -4.5176 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7652    3.3705   -3.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    3.4601   -5.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6330    3.9731   -2.9537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3905    3.5309   -2.6281 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1114    4.4825   -3.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4322    5.2012   -4.2804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915    4.6060   -3.5087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147    2.8544   -1.8823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1742   -0.6236    0.9914 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6250    0.7244    0.8214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3984    1.6723    1.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8399    3.0853    1.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7952    1.3121    2.8471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4466   -1.3990    1.2915 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2626   -2.8297    1.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5961   -1.0405    0.4153 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8026   -1.8304    0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6880   -1.4303    1.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8247   -2.1554    2.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0891   -3.3283    1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2017   -3.7198    0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0616   -2.9902    0.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6556   -2.6141   -0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763   -2.4075   -1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4810   -0.3560    0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4844   -1.1241   -1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8523    0.8397   -1.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7777    1.6261   -0.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0730    2.7029    0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0923    0.8848    0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7289    2.7687   -1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9064   -1.1671    0.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7861    1.1899    1.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5614   -0.7054    2.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4400   -2.4987    0.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816   -2.1747    1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2307   -3.0213    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4240   -1.0129   -0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0245    0.1897    0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1484   -2.8829    1.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2557   -0.7078    0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5976   -2.5295    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5634   -1.7520   -0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0376   -1.9292    3.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6925   -2.5579    2.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5929   -0.3671    4.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0141    0.4009    2.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5830   -0.4550    2.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4977   -1.6098   -3.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6655    2.8759   -4.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739    4.8004   -3.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141    4.1584   -1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498    4.6136   -2.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5995   -0.6359    1.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3524    3.4156    2.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5366    3.2395    0.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9996    3.7960    1.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7539   -0.9208    2.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1602   -3.0412    1.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4961   -3.0159    2.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8790   -3.5174    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3951   -1.1618   -0.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8330    0.0512    0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5158   -0.5131    2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5316   -1.8729    2.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9597   -3.9352    1.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3981   -4.6348   -0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4298   -3.3899   -0.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 30 34  1  0  0  0  0
  2 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 35 40  1  0  0  0  0
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 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
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 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 24  5  1  0  0  0  0
 48 43  1  0  0  0  0
 34  5  1  0  0  0  0
  1 49  1  0  0  0  0
  1 50  1  0  0  0  0
  3 51  1  0  0  0  0
  3 52  1  0  0  0  0
  4 53  1  0  0  0  0
  4 54  1  0  0  0  0
  6 55  1  0  0  0  0
  6 56  1  0  0  0  0
  7 57  1  6  0  0  0
 11 58  1  0  0  0  0
 12 59  1  0  0  0  0
 13 60  1  1  0  0  0
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 14 62  1  0  0  0  0
 14 63  1  0  0  0  0
 15 64  1  0  0  0  0
 15 65  1  0  0  0  0
 16 66  1  1  0  0  0
 17 67  1  0  0  0  0
 17 68  1  0  0  0  0
 17 69  1  0  0  0  0
 18 70  1  0  0  0  0
 18 71  1  0  0  0  0
 19 72  1  0  0  0  0
 19 73  1  0  0  0  0
 19 74  1  0  0  0  0
 23 75  1  0  0  0  0
 26 76  1  0  0  0  0
 29 77  1  0  0  0  0
 30 78  1  1  0  0  0
 33 79  1  0  0  0  0
 35 80  1  1  0  0  0
 38 81  1  0  0  0  0
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 38 83  1  0  0  0  0
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 41 85  1  0  0  0  0
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 42 88  1  0  0  0  0
 42 89  1  0  0  0  0
 44 90  1  0  0  0  0
 45 91  1  0  0  0  0
 46 92  1  0  0  0  0
 47 93  1  0  0  0  0
 48 94  1  0  0  0  0
M  END

     RDKit          3D

 94 96  0  0  0  0  0  0  0  0999 V2000
   -3.7454   -2.1028   -0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3792   -1.0744   -0.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0606   -0.4437   -0.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2456    0.9167   -1.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9596    1.5945   -1.4709 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0570    1.7409   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3610    1.7465   -1.1657 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2119    0.7643   -0.6374 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458    0.9494   -0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8811    2.1207   -0.0059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672   -0.1348    0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4381    0.1645    0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3107   -0.8976    1.5277 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6447   -2.2288    1.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6094   -0.8344    0.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5952   -1.8780    1.2111 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8570   -1.7304    0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9334   -1.7842    2.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5493   -0.4583    3.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831    1.4169   -2.5580 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7698    0.5016   -3.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9674    0.7736   -3.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2980   -0.7404   -3.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    0.8047   -2.3943 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5713    2.6700   -3.3792 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1096    2.1764   -4.5176 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7652    3.3705   -3.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    3.4601   -5.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6330    3.9731   -2.9537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3905    3.5309   -2.6281 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1114    4.4825   -3.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4322    5.2012   -4.2804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915    4.6060   -3.5087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147    2.8544   -1.8823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1742   -0.6236    0.9914 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6250    0.7244    0.8214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3984    1.6723    1.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8399    3.0853    1.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7952    1.3121    2.8471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4466   -1.3990    1.2915 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2626   -2.8297    1.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5961   -1.0405    0.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8026   -1.8304    0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6880   -1.4303    1.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8247   -2.1554    2.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0891   -3.3283    1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2017   -3.7198    0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0616   -2.9902    0.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6556   -2.6141   -0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763   -2.4075   -1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4810   -0.3560    0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652307042108103D          

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M  END
> <DATABASE_ID>
NP0022693

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@]1([H])O[C@]2(O[C@](C(=O)O[H])([C@]([H])(OC(=O)C(\[H])=C(/[H])[C@@]([H])(C([H])([H])[H])C([H])([H])[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[H])C2([H])[H])[C@]1(O[H])C(=O)O[H])C([H])([H])C([H])([H])C(=C([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C35H46O13/c1-7-20(2)17-21(3)13-14-27(37)46-26-19-33(47-29(30(38)39)34(44,31(40)41)35(26,48-33)32(42)43)16-15-22(4)28(45-24(6)36)23(5)18-25-11-9-8-10-12-25/h8-14,20-21,23,26,28-29,44H,4,7,15-19H2,1-3,5-6H3,(H,38,39)(H,40,41)(H,42,43)/b14-13+/t20-,21+,23+,26+,28+,29+,33-,34+,35-/m0/s1

> <INCHI_KEY>
KKQOCSPYLTUDES-KVBVMKTNSA-N

> <FORMULA>
C35H46O13

> <MOLECULAR_WEIGHT>
674.74

> <EXACT_MASS>
674.293841541

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
71.33512729754676

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3S,4S,5R,6R)-1-[(4S,5R)-4-(acetyloxy)-5-benzyl-3-methylidenehexyl]-6-{[(2E,4S,6S)-4,6-dimethyloct-2-enoyl]oxy}-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
6.15794613233333

> <ALOGPS_LOGS>
-5.60

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.320170957023045

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.440775602236446

> <JCHEM_PKA_STRONGEST_BASIC>
-4.172276503620936

> <JCHEM_POLAR_SURFACE_AREA>
203.18999999999997

> <JCHEM_REFRACTIVITY>
168.01049999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.70e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,4S,5R,6R)-1-[(4S,5R)-4-(acetyloxy)-5-benzyl-3-methylidenehexyl]-6-{[(2E,4S,6S)-4,6-dimethyloct-2-enoyl]oxy}-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 94 96  0  0  0  0  0  0  0  0999 V2000
   -3.7454   -2.1028   -0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3792   -1.0744   -0.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0606   -0.4437   -0.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2456    0.9167   -1.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9596    1.5945   -1.4709 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0570    1.7409   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3610    1.7465   -1.1657 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2119    0.7643   -0.6374 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458    0.9494   -0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8811    2.1207   -0.0059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672   -0.1348    0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4381    0.1645    0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3107   -0.8976    1.5277 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6447   -2.2288    1.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6094   -0.8344    0.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5952   -1.8780    1.2111 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8570   -1.7304    0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9334   -1.7842    2.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5493   -0.4583    3.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831    1.4169   -2.5580 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7698    0.5016   -3.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9674    0.7736   -3.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2980   -0.7404   -3.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    0.8047   -2.3943 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5713    2.6700   -3.3792 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1096    2.1764   -4.5176 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7652    3.3705   -3.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    3.4601   -5.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6330    3.9731   -2.9537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3905    3.5309   -2.6281 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1114    4.4825   -3.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4322    5.2012   -4.2804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915    4.6060   -3.5087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147    2.8544   -1.8823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1742   -0.6236    0.9914 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6250    0.7244    0.8214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3984    1.6723    1.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8399    3.0853    1.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7952    1.3121    2.8471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4466   -1.3990    1.2915 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2626   -2.8297    1.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5961   -1.0405    0.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8026   -1.8304    0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6880   -1.4303    1.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8247   -2.1554    2.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0891   -3.3283    1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2017   -3.7198    0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0616   -2.9902    0.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6556   -2.6141   -0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763   -2.4075   -1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4810   -0.3560    0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4844   -1.1241   -1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8523    0.8397   -1.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7777    1.6261   -0.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0730    2.7029    0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0923    0.8848    0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7289    2.7687   -1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9064   -1.1671    0.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7861    1.1899    1.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5614   -0.7054    2.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4400   -2.4987    0.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816   -2.1747    1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2307   -3.0213    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4240   -1.0129   -0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0245    0.1897    0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1484   -2.8829    1.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2557   -0.7078    0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5976   -2.5295    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5634   -1.7520   -0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0376   -1.9292    3.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6925   -2.5579    2.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5929   -0.3671    4.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0141    0.4009    2.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5830   -0.4550    2.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4977   -1.6098   -3.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6655    2.8759   -4.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1739    4.8004   -3.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141    4.1584   -1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498    4.6136   -2.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5995   -0.6359    1.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3524    3.4156    2.6428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5366    3.2395    0.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9996    3.7960    1.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7539   -0.9208    2.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1602   -3.0412    1.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4961   -3.0159    2.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8790   -3.5174    1.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3951   -1.1618   -0.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8330    0.0512    0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5158   -0.5131    2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5316   -1.8729    2.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9597   -3.9352    1.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3981   -4.6348   -0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4298   -3.3899   -0.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  5  4  1  1
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  1  6
 21 22  2  0
 21 23  1  0
 20 24  1  0
 20 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 30 34  1  0
  2 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  2  0
 35 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 46 47  1  0
 47 48  2  0
 24  5  1  0
 48 43  1  0
 34  5  1  0
  1 49  1  0
  1 50  1  0
  3 51  1  0
  3 52  1  0
  4 53  1  0
  4 54  1  0
  6 55  1  0
  6 56  1  0
  7 57  1  6
 11 58  1  0
 12 59  1  0
 13 60  1  1
 14 61  1  0
 14 62  1  0
 14 63  1  0
 15 64  1  0
 15 65  1  0
 16 66  1  1
 17 67  1  0
 17 68  1  0
 17 69  1  0
 18 70  1  0
 18 71  1  0
 19 72  1  0
 19 73  1  0
 19 74  1  0
 23 75  1  0
 26 76  1  0
 29 77  1  0
 30 78  1  1
 33 79  1  0
 35 80  1  1
 38 81  1  0
 38 82  1  0
 38 83  1  0
 40 84  1  1
 41 85  1  0
 41 86  1  0
 41 87  1  0
 42 88  1  0
 42 89  1  0
 44 90  1  0
 45 91  1  0
 46 92  1  0
 47 93  1  0
 48 94  1  0
M  END

HEADER    PROTEIN                                 04-JUL-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-21         0                                  
HETATM    1  C   UNK     0      -3.745  -2.103  -0.886  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.379  -1.074  -0.135  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.061  -0.444  -0.519  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.246   0.917  -1.039  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.960   1.595  -1.471  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.057   1.741  -0.381  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.361   1.746  -1.166  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.212   0.764  -0.637  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.446   0.949  -0.072  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.881   2.121  -0.006  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.267  -0.135   0.452  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.438   0.165   0.984  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.311  -0.898   1.528  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.645  -2.229   1.432  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.609  -0.834   0.755  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.595  -1.878   1.211  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.857  -1.730   0.392  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.933  -1.784   2.660  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.549  -0.458   3.048  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.883   1.417  -2.558  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.770   0.502  -3.277  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.967   0.774  -3.571  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.298  -0.740  -3.672  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.359   0.805  -2.394  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.571   2.670  -3.379  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.110   2.176  -4.518  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.765   3.370  -3.836  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.065   3.460  -5.074  0.00  0.00           O+0
HETATM   29  O   UNK     0       2.633   3.973  -2.954  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.391   3.531  -2.628  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.111   4.482  -3.508  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.432   5.201  -4.280  0.00  0.00           O+0
HETATM   33  O   UNK     0      -2.491   4.606  -3.509  0.00  0.00           O+0
HETATM   34  O   UNK     0      -1.315   2.854  -1.882  0.00  0.00           O+0
HETATM   35  C   UNK     0      -4.174  -0.624   0.991  0.00  0.00           C+0
HETATM   36  O   UNK     0      -4.625   0.724   0.821  0.00  0.00           O+0
HETATM   37  C   UNK     0      -4.398   1.672   1.815  0.00  0.00           C+0
HETATM   38  C   UNK     0      -4.840   3.085   1.702  0.00  0.00           C+0
HETATM   39  O   UNK     0      -3.795   1.312   2.847  0.00  0.00           O+0
HETATM   40  C   UNK     0      -5.447  -1.399   1.292  0.00  0.00           C+0
HETATM   41  C   UNK     0      -5.263  -2.830   1.612  0.00  0.00           C+0
HETATM   42  C   UNK     0      -6.596  -1.040   0.415  0.00  0.00           C+0
HETATM   43  C   UNK     0      -7.803  -1.830   0.741  0.00  0.00           C+0
HETATM   44  C   UNK     0      -8.688  -1.430   1.719  0.00  0.00           C+0
HETATM   45  C   UNK     0      -9.825  -2.155   2.027  0.00  0.00           C+0
HETATM   46  C   UNK     0     -10.089  -3.328   1.331  0.00  0.00           C+0
HETATM   47  C   UNK     0      -9.202  -3.720   0.358  0.00  0.00           C+0
HETATM   48  C   UNK     0      -8.062  -2.990   0.051  0.00  0.00           C+0
HETATM   49  H   UNK     0      -4.656  -2.614  -0.698  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.076  -2.408  -1.709  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.481  -0.356   0.454  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.484  -1.124  -1.157  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.852   0.840  -1.993  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.778   1.626  -0.418  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.073   2.703   0.179  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.092   0.885   0.322  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.729   2.769  -1.141  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.906  -1.167   0.396  0.00  0.00           H+0
HETATM   59  H   UNK     0       5.786   1.190   1.034  0.00  0.00           H+0
HETATM   60  H   UNK     0       6.561  -0.705   2.590  0.00  0.00           H+0
HETATM   61  H   UNK     0       5.440  -2.499   0.386  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.682  -2.175   1.975  0.00  0.00           H+0
HETATM   63  H   UNK     0       6.231  -3.021   1.961  0.00  0.00           H+0
HETATM   64  H   UNK     0       7.424  -1.013  -0.329  0.00  0.00           H+0
HETATM   65  H   UNK     0       8.024   0.190   0.827  0.00  0.00           H+0
HETATM   66  H   UNK     0       8.148  -2.883   1.031  0.00  0.00           H+0
HETATM   67  H   UNK     0      10.256  -0.708   0.587  0.00  0.00           H+0
HETATM   68  H   UNK     0      10.598  -2.530   0.618  0.00  0.00           H+0
HETATM   69  H   UNK     0       9.563  -1.752  -0.681  0.00  0.00           H+0
HETATM   70  H   UNK     0       8.038  -1.929   3.311  0.00  0.00           H+0
HETATM   71  H   UNK     0       9.693  -2.558   2.924  0.00  0.00           H+0
HETATM   72  H   UNK     0       9.593  -0.367   4.164  0.00  0.00           H+0
HETATM   73  H   UNK     0       9.014   0.401   2.594  0.00  0.00           H+0
HETATM   74  H   UNK     0      10.583  -0.455   2.631  0.00  0.00           H+0
HETATM   75  H   UNK     0       1.498  -1.610  -3.236  0.00  0.00           H+0
HETATM   76  H   UNK     0      -0.666   2.876  -4.919  0.00  0.00           H+0
HETATM   77  H   UNK     0       3.174   4.800  -3.243  0.00  0.00           H+0
HETATM   78  H   UNK     0       0.214   4.158  -1.919  0.00  0.00           H+0
HETATM   79  H   UNK     0      -3.050   4.614  -2.654  0.00  0.00           H+0
HETATM   80  H   UNK     0      -3.599  -0.636   1.965  0.00  0.00           H+0
HETATM   81  H   UNK     0      -5.352   3.416   2.643  0.00  0.00           H+0
HETATM   82  H   UNK     0      -5.537   3.240   0.849  0.00  0.00           H+0
HETATM   83  H   UNK     0      -4.000   3.796   1.567  0.00  0.00           H+0
HETATM   84  H   UNK     0      -5.754  -0.921   2.317  0.00  0.00           H+0
HETATM   85  H   UNK     0      -4.160  -3.041   1.572  0.00  0.00           H+0
HETATM   86  H   UNK     0      -5.496  -3.016   2.713  0.00  0.00           H+0
HETATM   87  H   UNK     0      -5.879  -3.517   1.035  0.00  0.00           H+0
HETATM   88  H   UNK     0      -6.395  -1.162  -0.651  0.00  0.00           H+0
HETATM   89  H   UNK     0      -6.833   0.051   0.648  0.00  0.00           H+0
HETATM   90  H   UNK     0      -8.516  -0.513   2.290  0.00  0.00           H+0
HETATM   91  H   UNK     0     -10.532  -1.873   2.779  0.00  0.00           H+0
HETATM   92  H   UNK     0     -10.960  -3.935   1.528  0.00  0.00           H+0
HETATM   93  H   UNK     0      -9.398  -4.635  -0.194  0.00  0.00           H+0
HETATM   94  H   UNK     0      -7.430  -3.390  -0.744  0.00  0.00           H+0
CONECT    1    2   49   50                                                  
CONECT    2    1    3   35                                                  
CONECT    3    2    4   51   52                                             
CONECT    4    3    5   53   54                                             
CONECT    5    4    6   24   34                                             
CONECT    6    5    7   55   56                                             
CONECT    7    6    8   20   57                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   58                                                  
CONECT   12   11   13   59                                                  
CONECT   13   12   14   15   60                                             
CONECT   14   13   61   62   63                                             
CONECT   15   13   16   64   65                                             
CONECT   16   15   17   18   66                                             
CONECT   17   16   67   68   69                                             
CONECT   18   16   19   70   71                                             
CONECT   19   18   72   73   74                                             
CONECT   20    7   21   24   25                                             
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   75                                                       
CONECT   24   20    5                                                       
CONECT   25   20   26   27   30                                             
CONECT   26   25   76                                                       
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   77                                                       
CONECT   30   25   31   34   78                                             
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   79                                                       
CONECT   34   30    5                                                       
CONECT   35    2   36   40   80                                             
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37   81   82   83                                             
CONECT   39   37                                                            
CONECT   40   35   41   42   84                                             
CONECT   41   40   85   86   87                                             
CONECT   42   40   43   88   89                                             
CONECT   43   42   44   48                                                  
CONECT   44   43   45   90                                                  
CONECT   45   44   46   91                                                  
CONECT   46   45   47   92                                                  
CONECT   47   46   48   93                                                  
CONECT   48   47   43   94                                                  
CONECT   49    1                                                            
CONECT   50    1                                                            
CONECT   51    3                                                            
CONECT   52    3                                                            
CONECT   53    4                                                            
CONECT   54    4                                                            
CONECT   55    6                                                            
CONECT   56    6                                                            
CONECT   57    7                                                            
CONECT   58   11                                                            
CONECT   59   12                                                            
CONECT   60   13                                                            
CONECT   61   14                                                            
CONECT   62   14                                                            
CONECT   63   14                                                            
CONECT   64   15                                                            
CONECT   65   15                                                            
CONECT   66   16                                                            
CONECT   67   17                                                            
CONECT   68   17                                                            
CONECT   69   17                                                            
CONECT   70   18                                                            
CONECT   71   18                                                            
CONECT   72   19                                                            
CONECT   73   19                                                            
CONECT   74   19                                                            
CONECT   75   23                                                            
CONECT   76   26                                                            
CONECT   77   29                                                            
CONECT   78   30                                                            
CONECT   79   33                                                            
CONECT   80   35                                                            
CONECT   81   38                                                            
CONECT   82   38                                                            
CONECT   83   38                                                            
CONECT   84   40                                                            
CONECT   85   41                                                            
CONECT   86   41                                                            
CONECT   87   41                                                            
CONECT   88   42                                                            
CONECT   89   42                                                            
CONECT   90   44                                                            
CONECT   91   45                                                            
CONECT   92   46                                                            
CONECT   93   47                                                            
CONECT   94   48                                                            
MASTER        0    0    0    0    0    0    0    0   94    0  192    0
END

RDKit          3D

94 96  0  0  0  0  0  0  0  0999 V2000
   -3.7454   -2.1028   -0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3792   -1.0744   -0.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0606   -0.4437   -0.5188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2456    0.9167   -1.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9596    1.5945   -1.4709 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0570    1.7409   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3610    1.7465   -1.1657 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2119    0.7643   -0.6374 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458    0.9494   -0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8811    2.1207   -0.0059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2672   -0.1348    0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4381    0.1645    0.9835 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3107   -0.8976    1.5277 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6447   -2.2288    1.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6094   -0.8344    0.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5952   -1.8780    1.2111 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8570   -1.7304    0.3923 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9334   -1.7842    2.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5493   -0.4583    3.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8831    1.4169   -2.5580 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7698    0.5016   -3.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9674    0.7736   -3.5708 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2980   -0.7404   -3.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    0.8047   -2.3943 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5713    2.6700   -3.3792 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1096    2.1764   -4.5176 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7652    3.3705   -3.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    3.4601   -5.0740 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6330    3.9731   -2.9537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3905    3.5309   -2.6281 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1114    4.4825   -3.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4322    5.2012   -4.2804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915    4.6060   -3.5087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3147    2.8544   -1.8823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1742   -0.6236    0.9914 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6250    0.7244    0.8214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3984    1.6723    1.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8399    3.0853    1.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7952    1.3121    2.8471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4466   -1.3990    1.2915 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2626   -2.8297    1.6117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5961   -1.0405    0.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8026   -1.8304    0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6880   -1.4303    1.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8247   -2.1554    2.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0891   -3.3283    1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2017   -3.7198    0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0616   -2.9902    0.0505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6556   -2.6141   -0.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763   -2.4075   -1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4810   -0.3560    0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4844   -1.1241   -1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8523    0.8397   -1.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7777    1.6261   -0.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0730    2.7029    0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0923    0.8848    0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7289    2.7687   -1.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9064   -1.1671    0.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7861    1.1899    1.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5614   -0.7054    2.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4400   -2.4987    0.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816   -2.1747    1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2307   -3.0213    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4240   -1.0129   -0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0245    0.1897    0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1484   -2.8829    1.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2557   -0.7078    0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5976   -2.5295    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5634   -1.7520   -0.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0376   -1.9292    3.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6925   -2.5579    2.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5929   -0.3671    4.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0141    0.4009    2.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5830   -0.4550    2.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4977   -1.6098   -3.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6655    2.8759   -4.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2141    4.1584   -1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0498    4.6136   -2.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9996    3.7960    1.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4961   -3.0159    2.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.8330    0.0512    0.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5158   -0.5131    2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5316   -1.8729    2.7785 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.3981   -4.6348   -0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4298   -3.3899   -0.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  5  4  1  1
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7 20  1  0
 20 21  1  6
 21 22  2  0
 21 23  1  0
 20 24  1  0
 20 25  1  0
 25 26  1  6
 25 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 30 34  1  0
  2 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  2  0
 35 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
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 24  5  1  0
 48 43  1  0
 34  5  1  0
  1 49  1  0
  1 50  1  0
  3 51  1  0
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  4 54  1  0
  6 55  1  0
  6 56  1  0
  7 57  1  6
 11 58  1  0
 12 59  1  0
 13 60  1  1
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 14 63  1  0
 15 64  1  0
 15 65  1  0
 16 66  1  1
 17 67  1  0
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 18 70  1  0
 18 71  1  0
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 45 91  1  0
 46 92  1  0
 47 93  1  0
 48 94  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(1S,3S,4S,5R,6R)-1-[(4S,5R)-4-(Acetyloxy)-5-benzyl-3-methylidenehexyl]-6-{[(2E,4S,6S)-4,6-dimethyloct-2-enoyl]oxy}-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate	Generator
Zaragozic acid a	MeSH
Squalestatin	MeSH
Squalestatin 1	MeSH
7-Deoxy zaragozic acid	MeSH

Chemical Formula

C₃₅H₄₆O₁₃

Average Mass

674.7400 Da

Monoisotopic Mass

674.29384 Da

IUPAC Name

(1S,3S,4S,5R,6R)-1-[(4S,5R)-4-(acetyloxy)-5-benzyl-3-methylidenehexyl]-6-{[(2E,4S,6S)-4,6-dimethyloct-2-enoyl]oxy}-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

Traditional Name

(1S,3S,4S,5R,6R)-1-[(4S,5R)-4-(acetyloxy)-5-benzyl-3-methylidenehexyl]-6-{[(2E,4S,6S)-4,6-dimethyloct-2-enoyl]oxy}-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

CAS Registry Number

Not Available

SMILES

CC[C@H](C)C[C@H](C)\C=C\C(=O)O[C@@H]1C[C@]2(CCC(=C)[C@@H](OC(C)=O)[C@H](C)CC3=CC=CC=C3)O[C@@]1(C(O)=O)[C@@](O)([C@H](O2)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C35H46O13/c1-7-20(2)17-21(3)13-14-27(37)46-26-19-33(47-29(30(38)39)34(44,31(40)41)35(26,48-33)32(42)43)16-15-22(4)28(45-24(6)36)23(5)18-25-11-9-8-10-12-25/h8-14,20-21,23,26,28-29,44H,4,7,15-19H2,1-3,5-6H3,(H,38,39)(H,40,41)(H,42,43)/b14-13+/t20-,21+,23+,26+,28+,29+,33-,34+,35-/m0/s1

InChI Key

KKQOCSPYLTUDES-KVBVMKTNSA-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
Phoma sp. C2932	NPAtlas	8071119

Species Where Detected

Species Name	Source	Reference
Setosphaeria khartoumensis L1685	KNApSAcK Database	22123792

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	3.54	ALOGPS
logP	6.16	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	3.44	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	203.19 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	168.01 m³·mol⁻¹	ChemAxon
Polarizability	71.34 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	Yes	ChemAxon

External Links

NPAtlas ID

NPA011630

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78439746

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586329

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Blows WM, Foster G, Lane SJ, Noble D, Piercey JE, Sidebottom PJ, Webb G: The squalestatins, novel inhibitors of squalene synthase produced by a species of Phoma. V. Minor metabolites. J Antibiot (Tokyo). 1994 Jul;47(7):740-54. doi: 10.7164/antibiotics.47.740. [PubMed:8071119 ]

Showing NP-Card for Squalestatin S1 (NP0022693)

MOL for NP0022693 (Squalestatin S1)

3D MOL for NP0022693 (Squalestatin S1)

3D SDF for NP0022693 (Squalestatin S1)

3D-SDF for NP0022693 (Squalestatin S1)

PDB for NP0022693 (Squalestatin S1)

3D PDB for NP0022693 (Squalestatin S1)

SMILES for NP0022693 (Squalestatin S1)

INCHI for NP0022693 (Squalestatin S1)

Structure for NP0022693 (Squalestatin S1)

3D Structure for NP0022693 (Squalestatin S1)