NP-MRD: Showing NP-Card for Aranciamycin anhydride (NP0009302)

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Record Information

Version

1.0

Created at

2020-12-09 06:43:13 UTC

Updated at

2021-07-15 17:02:52 UTC

NP-MRD ID

NP0009302

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aranciamycin anhydride

Provided By

NPAtlas

Description

Aranciamycin anhydride is found in Streptomyces sp. It was first documented in 2010 (PMID: 20551987). Based on a literature review very few articles have been published on (3R,4R,6S)-4-hydroxy-5-methoxy-2-methyl-6-({[(1R,2S,3S)-3,10,12-trihydroxy-2-methoxy-3-methyl-4,6,11-trioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}methyl)oxan-3-yl 3-(4-methyl-2,5-dioxo-2,5-dihydrofuran-3-yl)propanoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652307012120313D          

 88 93  0  0  0  0            999 V2000
    2.5091   -2.4216    3.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7916   -1.2255    3.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7723   -0.8450    2.0344 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3609   -0.6784    1.4694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4264   -1.8376    1.9718 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7332   -1.8044    1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0576   -1.8754    0.3298 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9914   -0.8175   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5299   -0.9718   -1.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981   -0.0203   -1.8576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7369    1.0881   -1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2045    1.2584    0.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225    0.2871    0.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782    0.4054    1.8670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5842    2.4380    0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0839    2.5609    2.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5039    3.4672    0.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8257    4.5689    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3314    4.7845    2.4941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7154    5.4950    0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2308    5.3072   -0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9007    4.2146   -1.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0305    3.2851   -0.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6558    2.0988   -1.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1587    1.9864   -2.7275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1591   -2.1758   -2.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2785   -2.1568   -3.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516   -3.3944   -1.4754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3610   -4.6399   -1.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2706   -3.4976   -1.7017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8256   -3.1930    0.0148 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3112   -4.2337    0.7582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3613   -4.7363    1.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4193   -0.4743    0.1388 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2059    0.5157   -0.3409 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5033    0.3264   -1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4928    0.7653    0.3599 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4457   -0.1824   -0.1500 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6086    0.2479   -0.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7486    1.4950   -0.8605 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6149   -0.7001   -1.3160 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7798   -0.0171   -1.9522 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4653    0.8430   -0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6529    2.1387   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2360    3.0335   -2.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3736    2.5862    0.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7046    3.7790    0.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6020    1.5094    0.9578 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0384    0.4158    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0633   -0.7627    0.7857 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4355    0.5027    1.8457 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6997    0.5527    2.4264 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0673   -2.8194    1.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7465    0.9540    2.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7253    4.2715    3.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9680    6.3614    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9228    6.0728   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3096    4.0809   -2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3501   -4.6923   -1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617   -5.5098   -1.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4150   -4.6057   -3.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0510   -4.4542   -1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8994   -2.9973    0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1946   -5.0996    0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355   -5.5306    2.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7947   -3.8821    2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112    1.4770   -0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5382    0.2105   -2.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688   -0.5441   -2.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0032    1.2104   -2.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8505    1.7915    0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9246   -1.3740   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1521   -1.3892   -2.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5174    0.5210   -2.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5481   -0.7798   -2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2709    3.4967   -1.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0420    3.7936   -2.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1132    2.4472   -3.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8068    1.2555    2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2963   -0.0752    1.9267 H   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
  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
 10 11  1  0  0  0  0
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 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
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 17 18  2  0  0  0  0
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  4 34  1  0  0  0  0
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M  END

     RDKit          3D

 88 93  0  0  0  0  0  0  0  0999 V2000
    2.5091   -2.4216    3.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7916   -1.2255    3.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7723   -0.8450    2.0344 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3609   -0.6784    1.4694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4264   -1.8376    1.9718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7332   -1.8044    1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0576   -1.8754    0.3298 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9914   -0.8175   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5299   -0.9718   -1.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.2308    5.3072   -0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.0305    3.2851   -0.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6558    2.0988   -1.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2785   -2.1568   -3.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0673   -2.8194    1.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1363   -1.9457   -0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8050   -0.1684   -2.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7465    0.9540    2.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7253    4.2715    3.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9680    6.3614    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9228    6.0728   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3096    4.0809   -2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3501   -4.6923   -1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617   -5.5098   -1.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4150   -4.6057   -3.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0510   -4.4542   -1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8994   -2.9973    0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1946   -5.0996    0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355   -5.5306    2.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7947   -3.8821    2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112    1.4770   -0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5382    0.2105   -2.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688   -0.5441   -2.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0032    1.2104   -2.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8505    1.7915    0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9246   -1.3740   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1521   -1.3892   -2.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5174    0.5210   -2.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5481   -0.7798   -2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2709    3.4967   -1.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0420    3.7936   -2.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1132    2.4472   -3.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8068    1.2555    2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2963   -0.0752    1.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
  9 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  1
 28 31  1  0
 31 32  1  0
 32 33  1  0
  4 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 44 46  1  0
 46 47  2  0
 46 48  1  0
 48 49  1  0
 49 50  2  0
 37 51  1  0
 51 52  1  0
 51  3  1  0
 31  7  1  0
 49 43  1  0
 13  8  2  0
 23 17  1  0
 24 11  1  0
  1 53  1  0
  1 54  1  0
  1 55  1  0
  3 56  1  6
  4 57  1  1
  5 58  1  0
  5 59  1  0
  7 60  1  6
 10 61  1  0
 14 62  1  0
 19 63  1  0
 20 64  1  0
 21 65  1  0
 22 66  1  0
 29 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  0
 31 71  1  6
 33 72  1  0
 33 73  1  0
 33 74  1  0
 35 75  1  6
 36 76  1  0
 36 77  1  0
 36 78  1  0
 37 79  1  1
 41 80  1  0
 41 81  1  0
 42 82  1  0
 42 83  1  0
 45 84  1  0
 45 85  1  0
 45 86  1  0
 51 87  1  1
 52 88  1  0
M  END


  Mrv1652307012120313D          

 88 93  0  0  0  0            999 V2000
    2.5091   -2.4216    3.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7916   -1.2255    3.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7723   -0.8450    2.0344 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3609   -0.6784    1.4694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4264   -1.8376    1.9718 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7332   -1.8044    1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0576   -1.8754    0.3298 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9914   -0.8175   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5299   -0.9718   -1.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981   -0.0203   -1.8576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7369    1.0881   -1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2045    1.2584    0.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225    0.2871    0.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782    0.4054    1.8670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5842    2.4380    0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0839    2.5609    2.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5039    3.4672    0.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8257    4.5689    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3314    4.7845    2.4941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7154    5.4950    0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2308    5.3072   -0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9007    4.2146   -1.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0305    3.2851   -0.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6558    2.0988   -1.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1587    1.9864   -2.7275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1591   -2.1758   -2.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2785   -2.1568   -3.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516   -3.3944   -1.4754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3610   -4.6399   -1.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2706   -3.4976   -1.7017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8256   -3.1930    0.0148 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3112   -4.2337    0.7582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3613   -4.7363    1.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4193   -0.4743    0.1388 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2059    0.5157   -0.3409 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5033    0.3264   -1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4928    0.7653    0.3599 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4457   -0.1824   -0.1500 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6086    0.2479   -0.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7486    1.4950   -0.8605 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6149   -0.7001   -1.3160 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7798   -0.0171   -1.9522 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4653    0.8430   -0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6529    2.1387   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2360    3.0335   -2.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3736    2.5862    0.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7046    3.7790    0.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6020    1.5094    0.9578 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0384    0.4158    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0633   -0.7627    0.7857 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4355    0.5027    1.8457 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6997    0.5527    2.4264 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5739   -2.2912    3.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5723   -2.7142    4.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1018   -3.2523    2.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3170   -1.5652    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0860    0.2550    1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -1.8042    3.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0673   -2.8194    1.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1363   -1.9457   -0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8050   -0.1684   -2.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7465    0.9540    2.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7253    4.2715    3.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9680    6.3614    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9228    6.0728   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3096    4.0809   -2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3501   -4.6923   -1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617   -5.5098   -1.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4150   -4.6057   -3.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0510   -4.4542   -1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8994   -2.9973    0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1946   -5.0996    0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355   -5.5306    2.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7947   -3.8821    2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112    1.4770   -0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5382    0.2105   -2.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688   -0.5441   -2.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0032    1.2104   -2.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8505    1.7915    0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9246   -1.3740   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1521   -1.3892   -2.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5174    0.5210   -2.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5481   -0.7798   -2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2709    3.4967   -1.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0420    3.7936   -2.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1132    2.4472   -3.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8068    1.2555    2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2963   -0.0752    1.9267 H   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
  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
 10 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
 12 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  9 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  1  0  0  0
 28 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
  4 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 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
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 46 47  2  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 37 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51  3  1  0  0  0  0
 31  7  1  0  0  0  0
 49 43  1  0  0  0  0
 13  8  2  0  0  0  0
 23 17  1  0  0  0  0
 24 11  1  0  0  0  0
  1 53  1  0  0  0  0
  1 54  1  0  0  0  0
  1 55  1  0  0  0  0
  3 56  1  6  0  0  0
  4 57  1  1  0  0  0
  5 58  1  0  0  0  0
  5 59  1  0  0  0  0
  7 60  1  6  0  0  0
 10 61  1  0  0  0  0
 14 62  1  0  0  0  0
 19 63  1  0  0  0  0
 20 64  1  0  0  0  0
 21 65  1  0  0  0  0
 22 66  1  0  0  0  0
 29 67  1  0  0  0  0
 29 68  1  0  0  0  0
 29 69  1  0  0  0  0
 30 70  1  0  0  0  0
 31 71  1  6  0  0  0
 33 72  1  0  0  0  0
 33 73  1  0  0  0  0
 33 74  1  0  0  0  0
 35 75  1  6  0  0  0
 36 76  1  0  0  0  0
 36 77  1  0  0  0  0
 36 78  1  0  0  0  0
 37 79  1  1  0  0  0
 41 80  1  0  0  0  0
 41 81  1  0  0  0  0
 42 82  1  0  0  0  0
 42 83  1  0  0  0  0
 45 84  1  0  0  0  0
 45 85  1  0  0  0  0
 45 86  1  0  0  0  0
 51 87  1  1  0  0  0
 52 88  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009302

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C3=C(C([H])=C4C(=O)[C@](O[H])(C([H])([H])[H])[C@@]([H])(OC([H])([H])[H])[C@]([H])(OC([H])([H])[C@]5([H])O[C@]([H])(C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])C([H])([H])C6=C(C(=O)OC6=O)C([H])([H])[H])[C@]([H])(O[H])[C@@]5([H])OC([H])([H])[H])C4=C3O[H])C(=O)C2=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C36H36O16/c1-13-15(35(45)52-34(13)44)9-10-21(38)51-29-14(2)50-20(30(47-4)28(29)42)12-49-31-24-18(32(43)36(3,46)33(31)48-5)11-17-23(27(24)41)26(40)22-16(25(17)39)7-6-8-19(22)37/h6-8,11,14,20,28-31,33,37,41-42,46H,9-10,12H2,1-5H3/t14-,20+,28+,29+,30+,31-,33+,36-/m1/s1

> <INCHI_KEY>
QQINRESABYUJSC-RSAYQWSXSA-N

> <FORMULA>
C36H36O16

> <MOLECULAR_WEIGHT>
724.668

> <EXACT_MASS>
724.200335079

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
71.0298193293159

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4R,5R,6S)-4-hydroxy-5-methoxy-2-methyl-6-({[(1R,2S,3S)-3,10,12-trihydroxy-2-methoxy-3-methyl-4,6,11-trioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}methyl)oxan-3-yl 3-(4-methyl-2,5-dioxo-2,5-dihydrofuran-3-yl)propanoate

> <ALOGPS_LOGP>
2.33

> <JCHEM_LOGP>
3.3678628369999997

> <ALOGPS_LOGS>
-3.46

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.266026149419023

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.080951964333423

> <JCHEM_PKA_STRONGEST_BASIC>
-3.587292791524231

> <JCHEM_POLAR_SURFACE_AREA>
238.7199999999999

> <JCHEM_REFRACTIVITY>
174.95160000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R,5R,6S)-4-hydroxy-5-methoxy-2-methyl-6-({[(1R,2S,3S)-3,10,12-trihydroxy-2-methoxy-3-methyl-4,6,11-trioxo-1,2-dihydrotetracen-1-yl]oxy}methyl)oxan-3-yl 3-(4-methyl-2,5-dioxofuran-3-yl)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 88 93  0  0  0  0  0  0  0  0999 V2000
    2.5091   -2.4216    3.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7916   -1.2255    3.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7723   -0.8450    2.0344 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3609   -0.6784    1.4694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4264   -1.8376    1.9718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7332   -1.8044    1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0576   -1.8754    0.3298 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9914   -0.8175   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5299   -0.9718   -1.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981   -0.0203   -1.8576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7369    1.0881   -1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2045    1.2584    0.1633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225    0.2871    0.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782    0.4054    1.8670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5842    2.4380    0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0839    2.5609    2.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5039    3.4672    0.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8257    4.5689    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3314    4.7845    2.4941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7154    5.4950    0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2308    5.3072   -0.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9007    4.2146   -1.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0305    3.2851   -0.8053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6558    2.0988   -1.5977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1587    1.9864   -2.7275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1591   -2.1758   -2.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2785   -2.1568   -3.3869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516   -3.3944   -1.4754 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3610   -4.6399   -1.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2706   -3.4976   -1.7017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8256   -3.1930    0.0148 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3112   -4.2337    0.7582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3613   -4.7363    1.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4193   -0.4743    0.1388 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2059    0.5157   -0.3409 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5033    0.3264   -1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4928    0.7653    0.3599 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4457   -0.1824   -0.1500 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6086    0.2479   -0.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7486    1.4950   -0.8605 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6149   -0.7001   -1.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7798   -0.0171   -1.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4653    0.8430   -0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6529    2.1387   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2360    3.0335   -2.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3736    2.5862    0.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7046    3.7790    0.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6020    1.5094    0.9578 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0384    0.4158    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0633   -0.7627    0.7857 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4355    0.5027    1.8457 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6997    0.5527    2.4264 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5739   -2.2912    3.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5723   -2.7142    4.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1018   -3.2523    2.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3170   -1.5652    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0860    0.2550    1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -1.8042    3.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0673   -2.8194    1.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1363   -1.9457   -0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8050   -0.1684   -2.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7465    0.9540    2.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7253    4.2715    3.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9680    6.3614    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9228    6.0728   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3096    4.0809   -2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3501   -4.6923   -1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617   -5.5098   -1.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4150   -4.6057   -3.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0510   -4.4542   -1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8994   -2.9973    0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1946   -5.0996    0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355   -5.5306    2.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7947   -3.8821    2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112    1.4770   -0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5382    0.2105   -2.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688   -0.5441   -2.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0032    1.2104   -2.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8505    1.7915    0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9246   -1.3740   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1521   -1.3892   -2.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5174    0.5210   -2.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5481   -0.7798   -2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2709    3.4967   -1.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0420    3.7936   -2.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1132    2.4472   -3.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8068    1.2555    2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2963   -0.0752    1.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
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 15 16  2  0
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 17 18  2  0
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 20 21  2  0
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 22 23  2  0
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 24 25  2  0
  9 26  1  0
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 28 31  1  0
 31 32  1  0
 32 33  1  0
  4 34  1  0
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 35 36  1  0
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 37 38  1  0
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 44 46  1  0
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 37 51  1  0
 51 52  1  0
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 31  7  1  0
 49 43  1  0
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 23 17  1  0
 24 11  1  0
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 51 87  1  1
 52 88  1  0
M  END

HEADER    PROTEIN                                 01-JUL-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-JUL-21         0                                  
HETATM    1  C   UNK     0       2.509  -2.422   3.519  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.792  -1.226   3.351  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.772  -0.845   2.034  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.361  -0.678   1.469  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.426  -1.838   1.972  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.733  -1.804   1.640  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.058  -1.875   0.330  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.991  -0.818  -0.128  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.530  -0.972  -1.379  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.398  -0.020  -1.858  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.737   1.088  -1.098  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.205   1.258   0.163  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.322   0.287   0.644  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.778   0.405   1.867  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.584   2.438   0.938  0.00  0.00           C+0
HETATM   16  O   UNK     0      -4.084   2.561   2.075  0.00  0.00           O+0
HETATM   17  C   UNK     0      -5.504   3.467   0.461  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.826   4.569   1.248  0.00  0.00           C+0
HETATM   19  O   UNK     0      -5.331   4.785   2.494  0.00  0.00           O+0
HETATM   20  C   UNK     0      -6.715   5.495   0.698  0.00  0.00           C+0
HETATM   21  C   UNK     0      -7.231   5.307  -0.554  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.901   4.215  -1.313  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.030   3.285  -0.805  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.656   2.099  -1.598  0.00  0.00           C+0
HETATM   25  O   UNK     0      -6.159   1.986  -2.728  0.00  0.00           O+0
HETATM   26  C   UNK     0      -3.159  -2.176  -2.151  0.00  0.00           C+0
HETATM   27  O   UNK     0      -3.279  -2.157  -3.387  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.652  -3.394  -1.475  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.361  -4.640  -1.956  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.271  -3.498  -1.702  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.826  -3.193   0.015  0.00  0.00           C+0
HETATM   32  O   UNK     0      -2.311  -4.234   0.758  0.00  0.00           O+0
HETATM   33  C   UNK     0      -3.361  -4.736   1.546  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.419  -0.474   0.139  0.00  0.00           O+0
HETATM   35  C   UNK     0       1.206   0.516  -0.341  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.503   0.326  -1.825  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.493   0.765   0.360  0.00  0.00           C+0
HETATM   38  O   UNK     0       3.446  -0.182  -0.150  0.00  0.00           O+0
HETATM   39  C   UNK     0       4.609   0.248  -0.779  0.00  0.00           C+0
HETATM   40  O   UNK     0       4.749   1.495  -0.861  0.00  0.00           O+0
HETATM   41  C   UNK     0       5.615  -0.700  -1.316  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.780  -0.017  -1.952  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.465   0.843  -0.965  0.00  0.00           C+0
HETATM   44  C   UNK     0       7.653   2.139  -1.096  0.00  0.00           C+0
HETATM   45  C   UNK     0       7.236   3.034  -2.233  0.00  0.00           C+0
HETATM   46  C   UNK     0       8.374   2.586   0.114  0.00  0.00           C+0
HETATM   47  O   UNK     0       8.705   3.779   0.297  0.00  0.00           O+0
HETATM   48  O   UNK     0       8.602   1.509   0.958  0.00  0.00           O+0
HETATM   49  C   UNK     0       8.038   0.416   0.293  0.00  0.00           C+0
HETATM   50  O   UNK     0       8.063  -0.763   0.786  0.00  0.00           O+0
HETATM   51  C   UNK     0       2.436   0.503   1.846  0.00  0.00           C+0
HETATM   52  O   UNK     0       3.700   0.553   2.426  0.00  0.00           O+0
HETATM   53  H   UNK     0       3.574  -2.291   3.174  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.572  -2.714   4.577  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.102  -3.252   2.923  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.317  -1.565   1.427  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.086   0.255   1.929  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.379  -1.804   3.109  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.067  -2.819   1.736  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.136  -1.946  -0.321  0.00  0.00           H+0
HETATM   61  H   UNK     0      -4.805  -0.168  -2.847  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.747   0.954   2.636  0.00  0.00           H+0
HETATM   63  H   UNK     0      -4.725   4.271   3.022  0.00  0.00           H+0
HETATM   64  H   UNK     0      -6.968   6.361   1.319  0.00  0.00           H+0
HETATM   65  H   UNK     0      -7.923   6.073  -0.923  0.00  0.00           H+0
HETATM   66  H   UNK     0      -7.310   4.081  -2.288  0.00  0.00           H+0
HETATM   67  H   UNK     0      -4.350  -4.692  -1.460  0.00  0.00           H+0
HETATM   68  H   UNK     0      -2.762  -5.510  -1.648  0.00  0.00           H+0
HETATM   69  H   UNK     0      -3.415  -4.606  -3.045  0.00  0.00           H+0
HETATM   70  H   UNK     0      -1.051  -4.454  -1.887  0.00  0.00           H+0
HETATM   71  H   UNK     0      -3.899  -2.997   0.198  0.00  0.00           H+0
HETATM   72  H   UNK     0      -4.195  -5.100   0.899  0.00  0.00           H+0
HETATM   73  H   UNK     0      -3.035  -5.531   2.223  0.00  0.00           H+0
HETATM   74  H   UNK     0      -3.795  -3.882   2.129  0.00  0.00           H+0
HETATM   75  H   UNK     0       0.611   1.477  -0.289  0.00  0.00           H+0
HETATM   76  H   UNK     0       0.538   0.211  -2.390  0.00  0.00           H+0
HETATM   77  H   UNK     0       2.169  -0.544  -2.004  0.00  0.00           H+0
HETATM   78  H   UNK     0       2.003   1.210  -2.256  0.00  0.00           H+0
HETATM   79  H   UNK     0       2.850   1.792   0.165  0.00  0.00           H+0
HETATM   80  H   UNK     0       5.925  -1.374  -0.489  0.00  0.00           H+0
HETATM   81  H   UNK     0       5.152  -1.389  -2.079  0.00  0.00           H+0
HETATM   82  H   UNK     0       6.517   0.521  -2.873  0.00  0.00           H+0
HETATM   83  H   UNK     0       7.548  -0.780  -2.267  0.00  0.00           H+0
HETATM   84  H   UNK     0       6.271   3.497  -1.966  0.00  0.00           H+0
HETATM   85  H   UNK     0       8.042   3.794  -2.347  0.00  0.00           H+0
HETATM   86  H   UNK     0       7.113   2.447  -3.165  0.00  0.00           H+0
HETATM   87  H   UNK     0       1.807   1.256   2.351  0.00  0.00           H+0
HETATM   88  H   UNK     0       4.296  -0.075   1.927  0.00  0.00           H+0
CONECT    1    2   53   54   55                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   51   56                                             
CONECT    4    3    5   34   57                                             
CONECT    5    4    6   58   59                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   31   60                                             
CONECT    8    7    9   13                                                  
CONECT    9    8   10   26                                                  
CONECT   10    9   11   61                                                  
CONECT   11   10   12   24                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14    8                                                  
CONECT   14   13   62                                                       
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   23                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   63                                                       
CONECT   20   18   21   64                                                  
CONECT   21   20   22   65                                                  
CONECT   22   21   23   66                                                  
CONECT   23   22   24   17                                                  
CONECT   24   23   25   11                                                  
CONECT   25   24                                                            
CONECT   26    9   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30   31                                             
CONECT   29   28   67   68   69                                             
CONECT   30   28   70                                                       
CONECT   31   28   32    7   71                                             
CONECT   32   31   33                                                       
CONECT   33   32   72   73   74                                             
CONECT   34    4   35                                                       
CONECT   35   34   36   37   75                                             
CONECT   36   35   76   77   78                                             
CONECT   37   35   38   51   79                                             
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   80   81                                             
CONECT   42   41   43   82   83                                             
CONECT   43   42   44   49                                                  
CONECT   44   43   45   46                                                  
CONECT   45   44   84   85   86                                             
CONECT   46   44   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49                                                       
CONECT   49   48   50   43                                                  
CONECT   50   49                                                            
CONECT   51   37   52    3   87                                             
CONECT   52   51   88                                                       
CONECT   53    1                                                            
CONECT   54    1                                                            
CONECT   55    1                                                            
CONECT   56    3                                                            
CONECT   57    4                                                            
CONECT   58    5                                                            
CONECT   59    5                                                            
CONECT   60    7                                                            
CONECT   61   10                                                            
CONECT   62   14                                                            
CONECT   63   19                                                            
CONECT   64   20                                                            
CONECT   65   21                                                            
CONECT   66   22                                                            
CONECT   67   29                                                            
CONECT   68   29                                                            
CONECT   69   29                                                            
CONECT   70   30                                                            
CONECT   71   31                                                            
CONECT   72   33                                                            
CONECT   73   33                                                            
CONECT   74   33                                                            
CONECT   75   35                                                            
CONECT   76   36                                                            
CONECT   77   36                                                            
CONECT   78   36                                                            
CONECT   79   37                                                            
CONECT   80   41                                                            
CONECT   81   41                                                            
CONECT   82   42                                                            
CONECT   83   42                                                            
CONECT   84   45                                                            
CONECT   85   45                                                            
CONECT   86   45                                                            
CONECT   87   51                                                            
CONECT   88   52                                                            
MASTER        0    0    0    0    0    0    0    0   88    0  186    0
END

RDKit          3D

88 93  0  0  0  0  0  0  0  0999 V2000
    2.5091   -2.4216    3.5195 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7916   -1.2255    3.3514 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7723   -0.8450    2.0344 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3609   -0.6784    1.4694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4264   -1.8376    1.9718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7332   -1.8044    1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0576   -1.8754    0.3298 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9914   -0.8175   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5299   -0.9718   -1.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3981   -0.0203   -1.8576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7369    1.0881   -1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3225    0.2871    0.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7782    0.4054    1.8670 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0839    2.5609    2.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.8257    4.5689    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3610   -4.6399   -1.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2706   -3.4976   -1.7017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8256   -3.1930    0.0148 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3112   -4.2337    0.7582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3613   -4.7363    1.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4193   -0.4743    0.1388 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2059    0.5157   -0.3409 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5033    0.3264   -1.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4928    0.7653    0.3599 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4457   -0.1824   -0.1500 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6086    0.2479   -0.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7486    1.4950   -0.8605 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6149   -0.7001   -1.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7798   -0.0171   -1.9522 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4653    0.8430   -0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6529    2.1387   -1.0959 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2360    3.0335   -2.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3736    2.5862    0.1141 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7046    3.7790    0.2965 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6020    1.5094    0.9578 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0384    0.4158    0.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0633   -0.7627    0.7857 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4355    0.5027    1.8457 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6997    0.5527    2.4264 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5739   -2.2912    3.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5723   -2.7142    4.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1018   -3.2523    2.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3170   -1.5652    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0860    0.2550    1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791   -1.8042    3.1088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0673   -2.8194    1.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1363   -1.9457   -0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8050   -0.1684   -2.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7465    0.9540    2.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7253    4.2715    3.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9680    6.3614    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9228    6.0728   -0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3096    4.0809   -2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3501   -4.6923   -1.4605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617   -5.5098   -1.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4150   -4.6057   -3.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0510   -4.4542   -1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8994   -2.9973    0.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1946   -5.0996    0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355   -5.5306    2.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7947   -3.8821    2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112    1.4770   -0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5382    0.2105   -2.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688   -0.5441   -2.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0032    1.2104   -2.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8505    1.7915    0.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9246   -1.3740   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1521   -1.3892   -2.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5174    0.5210   -2.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5481   -0.7798   -2.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2709    3.4967   -1.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0420    3.7936   -2.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1132    2.4472   -3.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8068    1.2555    2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2963   -0.0752    1.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
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 11 12  2  0
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 17 18  2  0
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 20 21  2  0
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 24 25  2  0
  9 26  1  0
 26 27  2  0
 26 28  1  0
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 28 30  1  1
 28 31  1  0
 31 32  1  0
 32 33  1  0
  4 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 41 42  1  0
 42 43  1  0
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 44 46  1  0
 46 47  2  0
 46 48  1  0
 48 49  1  0
 49 50  2  0
 37 51  1  0
 51 52  1  0
 51  3  1  0
 31  7  1  0
 49 43  1  0
 13  8  2  0
 23 17  1  0
 24 11  1  0
  1 53  1  0
  1 54  1  0
  1 55  1  0
  3 56  1  6
  4 57  1  1
  5 58  1  0
  5 59  1  0
  7 60  1  6
 10 61  1  0
 14 62  1  0
 19 63  1  0
 20 64  1  0
 21 65  1  0
 22 66  1  0
 29 67  1  0
 29 68  1  0
 29 69  1  0
 30 70  1  0
 31 71  1  6
 33 72  1  0
 33 73  1  0
 33 74  1  0
 35 75  1  6
 36 76  1  0
 36 77  1  0
 36 78  1  0
 37 79  1  1
 41 80  1  0
 41 81  1  0
 42 82  1  0
 42 83  1  0
 45 84  1  0
 45 85  1  0
 45 86  1  0
 51 87  1  1
 52 88  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(3R,4R,6S)-4-Hydroxy-5-methoxy-2-methyl-6-({[(1R,2S,3S)-3,10,12-trihydroxy-2-methoxy-3-methyl-4,6,11-trioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}methyl)oxan-3-yl 3-(4-methyl-2,5-dioxo-2,5-dihydrofuran-3-yl)propanoic acid	Generator

Chemical Formula

C₃₆H₃₆O₁₆

Average Mass

724.6680 Da

Monoisotopic Mass

724.20034 Da

IUPAC Name

(2R,3R,4R,5R,6S)-4-hydroxy-5-methoxy-2-methyl-6-({[(1R,2S,3S)-3,10,12-trihydroxy-2-methoxy-3-methyl-4,6,11-trioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl]oxy}methyl)oxan-3-yl 3-(4-methyl-2,5-dioxo-2,5-dihydrofuran-3-yl)propanoate

Traditional Name

(2R,3R,4R,5R,6S)-4-hydroxy-5-methoxy-2-methyl-6-({[(1R,2S,3S)-3,10,12-trihydroxy-2-methoxy-3-methyl-4,6,11-trioxo-1,2-dihydrotetracen-1-yl]oxy}methyl)oxan-3-yl 3-(4-methyl-2,5-dioxofuran-3-yl)propanoate

CAS Registry Number

Not Available

SMILES

COC1[C@@H](O)[C@@H](OC(=O)CCC2=C(C)C(=O)OC2=O)C(C)O[C@H]1CO[C@H]1[C@H](OC)[C@](C)(O)C(=O)C2=C1C(O)=C1C(=O)C3=C(C=CC=C3O)C(=O)C1=C2

InChI Identifier

InChI=1S/C36H36O16/c1-13-15(35(45)52-34(13)44)9-10-21(38)51-29-14(2)50-20(30(47-4)28(29)42)12-49-31-24-18(32(43)36(3,46)33(31)48-5)11-17-23(27(24)41)26(40)22-16(25(17)39)7-6-8-19(22)37/h6-8,11,14,20,28-31,33,37,41-42,46H,9-10,12H2,1-5H3/t14?,20-,28-,29-,30?,31+,33-,36+/m0/s1

InChI Key

QQINRESABYUJSC-RSAYQWSXSA-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
Streptomyces sp.	NPAtlas	20551987

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	2.33	ALOGPS
logP	3.37	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	7.08	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	238.72 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	174.95 m³·mol⁻¹	ChemAxon
Polarizability	71.03 Å³	ChemAxon
Number of Rings	6	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

NPA000087

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78440680

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583109

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nachtigall J, Schulz D, Beil W, Sussmuth RD, Fiedler HP: Aranciamycin anhydride, a new anthracycline-type antibiotic isolated from Streptomyces sp. Tu 6384(*). J Antibiot (Tokyo). 2010 Jul;63(7):397-9. doi: 10.1038/ja.2010.59. Epub 2010 Jun 16. [PubMed:20551987 ]

Showing NP-Card for Aranciamycin anhydride (NP0009302)

MOL for NP0009302 (Aranciamycin anhydride)

3D MOL for NP0009302 (Aranciamycin anhydride)

3D SDF for NP0009302 (Aranciamycin anhydride)

3D-SDF for NP0009302 (Aranciamycin anhydride)

PDB for NP0009302 (Aranciamycin anhydride)

3D PDB for NP0009302 (Aranciamycin anhydride)

SMILES for NP0009302 (Aranciamycin anhydride)

INCHI for NP0009302 (Aranciamycin anhydride)

Structure for NP0009302 (Aranciamycin anhydride)

3D Structure for NP0009302 (Aranciamycin anhydride)