NP-MRD: Showing NP-Card for Naphthablin (NP0022377)

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Record Information

Version

2.0

Created at

2021-01-06 07:34:14 UTC

Updated at

2021-07-15 17:38:52 UTC

NP-MRD ID

NP0022377

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Naphthablin

Provided By

NPAtlas

Description

Naphthablin is found in Streptomyces aculeolatus and Streptomyces aculeolatus MK15-42F22. Naphthablin was first documented in 1995 (PMID: 7649855). Based on a literature review very few articles have been published on 8,10-dihydroxy-9-(1-hydroxy-2-methylbut-3-en-2-yl)-2,5,5-trimethyl-7,12-dioxo-2,3,4,4a,5,7,12,12b-octahydro-1H-6-oxatetraphen-3-yl 2-methylpropanoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105353D          

 73 76  0  0  0  0            999 V2000
   -7.3753   -1.9861    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8868   -0.9050    0.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6277    0.3605    0.0093 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4678    0.3295   -1.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1234    1.4783    0.9124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4183    1.4194    2.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1986    0.4953   -0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7008    1.5961   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5721    2.5852   -1.3433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3676    1.7200   -1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4765    0.7345   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9252   -0.3960   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2833   -0.5131    0.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7695   -1.6054    0.7334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -1.4397    0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0596    0.8441   -1.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3253   -0.0757   -1.1082 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7629    1.3667   -1.3546 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.9405    0.4761    0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0418    0.9892    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9886    2.0993    1.3483 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2973    0.1602    0.7328 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9689   -1.1569    1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7141    0.3482    0.8952 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2341   -0.7057   -0.1101 C   0  0  1  0  0  0  0  0  0  0  0  0
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    7.8773   -1.7892    1.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1487   -1.6661    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7582   -0.2933   -1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0403    0.9492   -1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4552   -0.8102   -0.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2265   -0.1896    1.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9093    1.0155    1.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1774   -1.0108   -0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4334   -0.8418    2.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0050   -2.5586    2.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7367   -2.0620    2.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3276   -3.4997   -0.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5881   -3.0272    0.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
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  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
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 21 22  1  0  0  0  0
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 13  7  1  0  0  0  0
 37 17  1  0  0  0  0
 19 11  1  0  0  0  0
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  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  2 40  1  0  0  0  0
  4 41  1  0  0  0  0
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  5 44  1  0  0  0  0
  5 45  1  0  0  0  0
  6 46  1  0  0  0  0
  9 47  1  0  0  0  0
 10 48  1  0  0  0  0
 14 49  1  0  0  0  0
 21 50  1  6  0  0  0
 22 51  1  0  0  0  0
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 23 53  1  6  0  0  0
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 25 57  1  1  0  0  0
 29 58  1  1  0  0  0
 30 59  1  0  0  0  0
 30 60  1  0  0  0  0
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 31 62  1  0  0  0  0
 31 63  1  0  0  0  0
 31 64  1  0  0  0  0
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 32 66  1  0  0  0  0
 33 67  1  6  0  0  0
 35 68  1  0  0  0  0
 35 69  1  0  0  0  0
 35 70  1  0  0  0  0
 36 71  1  0  0  0  0
 36 72  1  0  0  0  0
 36 73  1  0  0  0  0
M  END

     RDKit          3D

 73 76  0  0  0  0  0  0  0  0999 V2000
   -7.3753   -1.9861    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8868   -0.9050    0.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.4678    0.3295   -1.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1234    1.4783    0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4183    1.4194    2.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6775    1.8719   -1.7936 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253   -0.0757   -1.1082 C   0  0  1  0  0  0  0  0  0  0  0  0
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  1  2  2  3
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  4 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  6 46  1  0
  9 47  1  0
 10 48  1  0
 14 49  1  0
 21 50  1  6
 22 51  1  0
 22 52  1  0
 23 53  1  6
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  1
 29 58  1  1
 30 59  1  0
 30 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
 32 65  1  0
 32 66  1  0
 33 67  1  6
 35 68  1  0
 35 69  1  0
 35 70  1  0
 36 71  1  0
 36 72  1  0
 36 73  1  0
M  END


  Mrv1652306242105353D          

 73 76  0  0  0  0            999 V2000
   -7.3753   -1.9861    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8868   -0.9050    0.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6277    0.3605    0.0093 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4678    0.3295   -1.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1234    1.4783    0.9124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4183    1.4194    2.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1986    0.4953   -0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7008    1.5961   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5721    2.5852   -1.3433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3676    1.7200   -1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4765    0.7345   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9252   -0.3960   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2833   -0.5131    0.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7695   -1.6054    0.7334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -1.4397    0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3320   -2.4560    0.7708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5615   -1.2269   -0.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077   -0.1676   -0.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0596    0.8441   -1.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6775    1.8719   -1.7936 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3253   -0.0757   -1.1082 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7629    1.3667   -1.3546 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2796    1.3761   -1.2670 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8533    2.6242   -1.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7377    1.2198    0.1562 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9405    0.4761    0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0418    0.9892    0.7726 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9886    2.0993    1.3483 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2973    0.1602    0.7328 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9689   -1.1569    1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6640   -0.0290   -0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7141    0.3482    0.8952 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2341   -0.7057   -0.1101 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7040   -1.9305    0.5402 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7284   -1.8363    2.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4964   -3.1726    0.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3518   -2.2050    0.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5568   -2.8986    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6014   -1.9583   -0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6852   -0.9788    1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4592   -0.1074   -0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9313   -0.3145   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6038    1.3582   -1.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1792    1.2415    1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0966    2.4542    0.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8363    0.8091    2.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9666    2.5931   -1.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3646   -2.3933    1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4701   -0.5806   -2.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5514    1.6678   -2.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3371    2.0702   -0.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6386    0.5308   -1.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8987    2.3986   -2.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2960    2.8090   -2.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8557    3.4908   -1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8156    2.1746    0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0395    0.6946    1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8773   -1.7892    1.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1487   -1.6661    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6674   -0.9896    2.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7582   -0.2933   -1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0403    0.9492   -1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4552   -0.8102   -0.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2265   -0.1896    1.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9093    1.0155    1.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1774   -1.0108   -0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4334   -0.8418    2.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0050   -2.5586    2.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7367   -2.0620    2.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1371   -4.0031    0.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276   -3.4997   -0.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5881   -3.0272    0.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  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
 19 20  2  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 25 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 13  7  1  0  0  0  0
 37 17  1  0  0  0  0
 19 11  1  0  0  0  0
 33 21  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  2 40  1  0  0  0  0
  4 41  1  0  0  0  0
  4 42  1  0  0  0  0
  4 43  1  0  0  0  0
  5 44  1  0  0  0  0
  5 45  1  0  0  0  0
  6 46  1  0  0  0  0
  9 47  1  0  0  0  0
 10 48  1  0  0  0  0
 14 49  1  0  0  0  0
 21 50  1  6  0  0  0
 22 51  1  0  0  0  0
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 29 58  1  1  0  0  0
 30 59  1  0  0  0  0
 30 60  1  0  0  0  0
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 31 62  1  0  0  0  0
 31 63  1  0  0  0  0
 31 64  1  0  0  0  0
 32 65  1  0  0  0  0
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 33 67  1  6  0  0  0
 35 68  1  0  0  0  0
 35 69  1  0  0  0  0
 35 70  1  0  0  0  0
 36 71  1  0  0  0  0
 36 72  1  0  0  0  0
 36 73  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0022377

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(O[H])=C2C(=O)C3=C(C(=O)C2=C1[H])[C@@]1([H])C([H])([H])[C@@]([H])(C([H])([H])[H])[C@]([H])(OC(=O)C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[C@@]1([H])C(O3)(C([H])([H])[H])C([H])([H])[H])[C@](C([H])=C([H])[H])(C([H])([H])[H])C([H])([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C29H36O8/c1-8-29(7,12-30)22-18(31)10-16-20(24(22)33)25(34)26-21(23(16)32)15-9-14(4)19(36-27(35)13(2)3)11-17(15)28(5,6)37-26/h8,10,13-15,17,19,30-31,33H,1,9,11-12H2,2-7H3/t14-,15+,17-,19-,29+/m1/s1

> <INCHI_KEY>
NPKRLSYRZGLPCT-UHFFFAOYSA-N

> <FORMULA>
C29H36O8

> <MOLECULAR_WEIGHT>
512.599

> <EXACT_MASS>
512.241018119

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
55.88759202153295

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4aR,12bS)-8,10-dihydroxy-9-[(2R)-1-hydroxy-2-methylbut-3-en-2-yl]-2,5,5-trimethyl-7,12-dioxo-2,3,4,4a,5,7,12,12b-octahydro-1H-6-oxatetraphen-3-yl 2-methylpropanoate

> <ALOGPS_LOGP>
3.97

> <JCHEM_LOGP>
4.340265957333335

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.562056466914505

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.956679379383776

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8688677595578334

> <JCHEM_POLAR_SURFACE_AREA>
130.35999999999999

> <JCHEM_REFRACTIVITY>
139.1468

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.99e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4aR,12bS)-8,10-dihydroxy-9-[(2R)-1-hydroxy-2-methylbut-3-en-2-yl]-2,5,5-trimethyl-7,12-dioxo-1,2,3,4,4a,12b-hexahydro-6-oxatetraphen-3-yl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 73 76  0  0  0  0  0  0  0  0999 V2000
   -7.3753   -1.9861    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8868   -0.9050    0.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6277    0.3605    0.0093 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4678    0.3295   -1.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1234    1.4783    0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4183    1.4194    2.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1986    0.4953   -0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7008    1.5961   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5721    2.5852   -1.3433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3676    1.7200   -1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4765    0.7345   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9252   -0.3960   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2833   -0.5131    0.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7695   -1.6054    0.7334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -1.4397    0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3320   -2.4560    0.7708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5615   -1.2269   -0.1767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1077   -0.1676   -0.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0596    0.8441   -1.1863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6775    1.8719   -1.7936 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2796    1.3761   -1.2670 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8533    2.6242   -1.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7377    1.2198    0.1562 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9405    0.4761    0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9886    2.0993    1.3483 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2973    0.1602    0.7328 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9689   -1.1569    1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6640   -0.0290   -0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7141    0.3482    0.8952 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341   -0.7057   -0.1101 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7040   -1.9305    0.5402 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7284   -1.8363    2.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4964   -3.1726    0.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3518   -2.2050    0.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.6014   -1.9583   -0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.4592   -0.1074   -0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9313   -0.3145   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.1792    1.2415    1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0966    2.4542    0.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8363    0.8091    2.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9666    2.5931   -1.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3646   -2.3933    1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4701   -0.5806   -2.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5514    1.6678   -2.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3371    2.0702   -0.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6386    0.5308   -1.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8987    2.3986   -2.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2960    2.8090   -2.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8557    3.4908   -1.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8156    2.1746    0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0395    0.6946    1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8773   -1.7892    1.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1487   -1.6661    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6674   -0.9896    2.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7582   -0.2933   -1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0403    0.9492   -1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4552   -0.8102   -0.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2265   -0.1896    1.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9093    1.0155    1.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1774   -1.0108   -0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4334   -0.8418    2.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0050   -2.5586    2.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7367   -2.0620    2.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1371   -4.0031    0.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276   -3.4997   -0.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5881   -3.0272    0.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  1
  3  4  1  0
  3  5  1  0
  5  6  1  0
  3  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  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
 19 20  2  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 25 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  1
 34 36  1  0
 34 37  1  0
 13  7  1  0
 37 17  1  0
 19 11  1  0
 33 21  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  4 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  6 46  1  0
  9 47  1  0
 10 48  1  0
 14 49  1  0
 21 50  1  6
 22 51  1  0
 22 52  1  0
 23 53  1  6
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  1
 29 58  1  1
 30 59  1  0
 30 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
 32 65  1  0
 32 66  1  0
 33 67  1  6
 35 68  1  0
 35 69  1  0
 35 70  1  0
 36 71  1  0
 36 72  1  0
 36 73  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -7.375  -1.986   0.131  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.887  -0.905   0.721  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.628   0.361   0.009  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.468   0.330  -1.257  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.123   1.478   0.912  0.00  0.00           C+0
HETATM    6  O   UNK     0      -6.418   1.419   2.116  0.00  0.00           O+0
HETATM    7  C   UNK     0      -5.199   0.495  -0.303  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.701   1.596  -0.968  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.572   2.585  -1.343  0.00  0.00           O+0
HETATM   10  C   UNK     0      -3.368   1.720  -1.259  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.477   0.735  -0.889  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.925  -0.396  -0.217  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.283  -0.513   0.075  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.769  -1.605   0.733  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.969  -1.440   0.173  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.332  -2.456   0.771  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.562  -1.227  -0.177  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.108  -0.168  -0.813  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.060   0.844  -1.186  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.678   1.872  -1.794  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.325  -0.076  -1.108  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.763   1.367  -1.355  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.280   1.376  -1.267  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.853   2.624  -1.908  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.738   1.220   0.156  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.941   0.476   0.145  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.042   0.989   0.773  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.989   2.099   1.348  0.00  0.00           O+0
HETATM   29  C   UNK     0       7.297   0.160   0.733  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.969  -1.157   1.405  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.664  -0.029  -0.703  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.714   0.348   0.895  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.234  -0.706  -0.110  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.704  -1.931   0.540  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.728  -1.836   2.067  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.496  -3.173   0.186  0.00  0.00           C+0
HETATM   37  O   UNK     0       0.352  -2.205   0.186  0.00  0.00           O+0
HETATM   38  H   UNK     0      -7.557  -2.899   0.668  0.00  0.00           H+0
HETATM   39  H   UNK     0      -7.601  -1.958  -0.924  0.00  0.00           H+0
HETATM   40  H   UNK     0      -6.685  -0.979   1.794  0.00  0.00           H+0
HETATM   41  H   UNK     0      -8.459  -0.107  -1.000  0.00  0.00           H+0
HETATM   42  H   UNK     0      -6.931  -0.315  -1.982  0.00  0.00           H+0
HETATM   43  H   UNK     0      -7.604   1.358  -1.636  0.00  0.00           H+0
HETATM   44  H   UNK     0      -8.179   1.242   1.160  0.00  0.00           H+0
HETATM   45  H   UNK     0      -7.097   2.454   0.431  0.00  0.00           H+0
HETATM   46  H   UNK     0      -6.836   0.809   2.771  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.299   3.428  -1.835  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.967   2.593  -1.788  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.365  -2.393   1.081  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.470  -0.581  -2.110  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.551   1.668  -2.423  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.337   2.070  -0.637  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.639   0.531  -1.888  0.00  0.00           H+0
HETATM   54  H   UNK     0       4.899   2.399  -2.183  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.296   2.809  -2.838  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.856   3.491  -1.220  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.816   2.175   0.691  0.00  0.00           H+0
HETATM   58  H   UNK     0       8.040   0.695   1.326  0.00  0.00           H+0
HETATM   59  H   UNK     0       7.877  -1.789   1.329  0.00  0.00           H+0
HETATM   60  H   UNK     0       6.149  -1.666   0.871  0.00  0.00           H+0
HETATM   61  H   UNK     0       6.667  -0.990   2.444  0.00  0.00           H+0
HETATM   62  H   UNK     0       6.758  -0.293  -1.276  0.00  0.00           H+0
HETATM   63  H   UNK     0       8.040   0.949  -1.083  0.00  0.00           H+0
HETATM   64  H   UNK     0       8.455  -0.810  -0.796  0.00  0.00           H+0
HETATM   65  H   UNK     0       3.227  -0.190   1.694  0.00  0.00           H+0
HETATM   66  H   UNK     0       1.909   1.016   1.202  0.00  0.00           H+0
HETATM   67  H   UNK     0       3.177  -1.011  -0.653  0.00  0.00           H+0
HETATM   68  H   UNK     0       1.433  -0.842   2.419  0.00  0.00           H+0
HETATM   69  H   UNK     0       1.005  -2.559   2.513  0.00  0.00           H+0
HETATM   70  H   UNK     0       2.737  -2.062   2.471  0.00  0.00           H+0
HETATM   71  H   UNK     0       2.137  -4.003   0.855  0.00  0.00           H+0
HETATM   72  H   UNK     0       2.328  -3.500  -0.842  0.00  0.00           H+0
HETATM   73  H   UNK     0       3.588  -3.027   0.412  0.00  0.00           H+0
CONECT    1    2   38   39                                                  
CONECT    2    1    3   40                                                  
CONECT    3    2    4    5    7                                             
CONECT    4    3   41   42   43                                             
CONECT    5    3    6   44   45                                             
CONECT    6    5   46                                                       
CONECT    7    3    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   47                                                       
CONECT   10    8   11   48                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14    7                                                  
CONECT   14   13   49                                                       
CONECT   15   12   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   37                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   20   11                                                  
CONECT   20   19                                                            
CONECT   21   18   22   33   50                                             
CONECT   22   21   23   51   52                                             
CONECT   23   22   24   25   53                                             
CONECT   24   23   54   55   56                                             
CONECT   25   23   26   32   57                                             
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31   58                                             
CONECT   30   29   59   60   61                                             
CONECT   31   29   62   63   64                                             
CONECT   32   25   33   65   66                                             
CONECT   33   32   34   21   67                                             
CONECT   34   33   35   36   37                                             
CONECT   35   34   68   69   70                                             
CONECT   36   34   71   72   73                                             
CONECT   37   34   17                                                       
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    2                                                            
CONECT   41    4                                                            
CONECT   42    4                                                            
CONECT   43    4                                                            
CONECT   44    5                                                            
CONECT   45    5                                                            
CONECT   46    6                                                            
CONECT   47    9                                                            
CONECT   48   10                                                            
CONECT   49   14                                                            
CONECT   50   21                                                            
CONECT   51   22                                                            
CONECT   52   22                                                            
CONECT   53   23                                                            
CONECT   54   24                                                            
CONECT   55   24                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
CONECT   58   29                                                            
CONECT   59   30                                                            
CONECT   60   30                                                            
CONECT   61   30                                                            
CONECT   62   31                                                            
CONECT   63   31                                                            
CONECT   64   31                                                            
CONECT   65   32                                                            
CONECT   66   32                                                            
CONECT   67   33                                                            
CONECT   68   35                                                            
CONECT   69   35                                                            
CONECT   70   35                                                            
CONECT   71   36                                                            
CONECT   72   36                                                            
CONECT   73   36                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  152    0
END

RDKit          3D

73 76  0  0  0  0  0  0  0  0999 V2000
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   -6.8868   -0.9050    0.7212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6277    0.3605    0.0093 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4678    0.3295   -1.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.4183    1.4194    2.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1986    0.4953   -0.3031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7008    1.5961   -0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5721    2.5852   -1.3433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3676    1.7200   -1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4765    0.7345   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9252   -0.3960   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2833   -0.5131    0.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7695   -1.6054    0.7334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689   -1.4397    0.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1077   -0.1676   -0.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2796    1.3761   -1.2670 C   0  0  1  0  0  0  0  0  0  0  0  0
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    6.9689   -1.1569    1.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6640   -0.0290   -0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7141    0.3482    0.8952 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2341   -0.7057   -0.1101 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7040   -1.9305    0.5402 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7284   -1.8363    2.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4964   -3.1726    0.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3518   -2.2050    0.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5568   -2.8986    0.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6014   -1.9583   -0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6852   -0.9788    1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4592   -0.1074   -0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9313   -0.3145   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.1792    1.2415    1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0966    2.4542    0.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8363    0.8091    2.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2986    3.4283   -1.8346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9666    2.5931   -1.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3646   -2.3933    1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4701   -0.5806   -2.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8156    2.1746    0.6911 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8773   -1.7892    1.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1487   -1.6661    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6674   -0.9896    2.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7582   -0.2933   -1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0403    0.9492   -1.0834 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4552   -0.8102   -0.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2265   -0.1896    1.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9093    1.0155    1.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1774   -1.0108   -0.6534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4334   -0.8418    2.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0050   -2.5586    2.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7367   -2.0620    2.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1371   -4.0031    0.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276   -3.4997   -0.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5881   -3.0272    0.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  3  2  1  1
  3  4  1  0
  3  5  1  0
  5  6  1  0
  3  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  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
 19 20  2  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 25 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  1
 34 36  1  0
 34 37  1  0
 13  7  1  0
 37 17  1  0
 19 11  1  0
 33 21  1  0
  1 38  1  0
  1 39  1  0
  2 40  1  0
  4 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  6 46  1  0
  9 47  1  0
 10 48  1  0
 14 49  1  0
 21 50  1  6
 22 51  1  0
 22 52  1  0
 23 53  1  6
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  1
 29 58  1  1
 30 59  1  0
 30 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
 31 64  1  0
 32 65  1  0
 32 66  1  0
 33 67  1  6
 35 68  1  0
 35 69  1  0
 35 70  1  0
 36 71  1  0
 36 72  1  0
 36 73  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
8,10-Dihydroxy-9-(1-hydroxy-2-methylbut-3-en-2-yl)-2,5,5-trimethyl-7,12-dioxo-2,3,4,4a,5,7,12,12b-octahydro-1H-6-oxatetraphen-3-yl 2-methylpropanoic acid	Generator

Chemical Formula

C₂₉H₃₆O₈

Average Mass

512.5990 Da

Monoisotopic Mass

512.24102 Da

IUPAC Name

(2R,3R,4aR,12bS)-8,10-dihydroxy-9-[(2R)-1-hydroxy-2-methylbut-3-en-2-yl]-2,5,5-trimethyl-7,12-dioxo-2,3,4,4a,5,7,12,12b-octahydro-1H-6-oxatetraphen-3-yl 2-methylpropanoate

Traditional Name

(2R,3R,4aR,12bS)-8,10-dihydroxy-9-[(2R)-1-hydroxy-2-methylbut-3-en-2-yl]-2,5,5-trimethyl-7,12-dioxo-1,2,3,4,4a,12b-hexahydro-6-oxatetraphen-3-yl 2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CC(C)C(=O)OC1CC2C(CC1C)C1=C(OC2(C)C)C(=O)C2=C(O)C(=C(O)C=C2C1=O)C(C)(CO)C=C

InChI Identifier

InChI=1S/C29H36O8/c1-8-29(7,12-30)22-18(31)10-16-20(24(22)33)25(34)26-21(23(16)32)15-9-14(4)19(36-27(35)13(2)3)11-17(15)28(5,6)37-26/h8,10,13-15,17,19,30-31,33H,1,9,11-12H2,2-7H3

InChI Key

NPKRLSYRZGLPCT-UHFFFAOYSA-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 aculeolatus	NPAtlas	7649855
Streptomyces aculeolatus MK15-42F22	Bacteria	KNApSAcK

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as naphthopyranones. These are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranones

Alternative Parents

Substituents

Naphthopyranone
Naphthoquinone
Naphthalene
Aryl ketone
Quinone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Pyran
Vinylogous ester
Vinylogous acid
Ketone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.97	ALOGPS
logP	4.34	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	6.96	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	139.15 m³·mol⁻¹	ChemAxon
Polarizability	55.89 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA017517

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8068297

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9892627

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Umezawa K, Masuoka S, Ohse T, Naganawa H, Kondo S, Ikeda Y, Kinoshita N, Hamada M, Sawa T, Takeuchi T: Isolation from Streptomyces of a novel naphthoquinone compound, naphthablin, that inhibits Abl oncogene functions. J Antibiot (Tokyo). 1995 Jul;48(7):604-7. doi: 10.7164/antibiotics.48.604. [PubMed:7649855 ]

Showing NP-Card for Naphthablin (NP0022377)

MOL for NP0022377 (Naphthablin)

3D MOL for NP0022377 (Naphthablin)

3D SDF for NP0022377 (Naphthablin)

3D-SDF for NP0022377 (Naphthablin)

PDB for NP0022377 (Naphthablin)

3D PDB for NP0022377 (Naphthablin)

SMILES for NP0022377 (Naphthablin)

INCHI for NP0022377 (Naphthablin)

Structure for NP0022377 (Naphthablin)

3D Structure for NP0022377 (Naphthablin)