NP-MRD: Showing NP-Card for (+)-viridicatumtoxin B (NP0008236)

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Record Information

Version

2.0

Created at

2020-12-09 05:52:50 UTC

Updated at

2021-07-15 16:59:50 UTC

NP-MRD ID

NP0008236

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-viridicatumtoxin B

Provided By

NPAtlas

Description

(1S,4'R,9'S)-4',8',9',12',14'-pentahydroxy-16'-methoxy-2,6,6-trimethyl-3',6',10'-trioxospiro[cyclohexane-1,18'-pentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁷,²⁰]Icosane]-1'(20'),2,2'(11'),7',12',14',16'-heptaene-7'-carboximidic acid belongs to the class of organic compounds known as tetracyclines. These are polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups. (+)-viridicatumtoxin B is found in Penicillium. Based on a literature review very few articles have been published on (1S,4'R,9'S)-4',8',9',12',14'-pentahydroxy-16'-methoxy-2,6,6-trimethyl-3',6',10'-trioxospiro[cyclohexane-1,18'-pentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁷,²⁰]Icosane]-1'(20'),2,2'(11'),7',12',14',16'-heptaene-7'-carboximidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106083D          

 70 75  0  0  0  0            999 V2000
   -4.7411   -1.8522   -2.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9308   -1.3822   -1.6399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6643   -0.8618   -1.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1136   -0.7804   -3.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -0.2650   -3.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.1910   -4.5503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1428    0.1512   -2.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1586    0.6575   -2.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562    0.7686   -3.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8082    1.0333   -1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2056    0.9181    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888    0.4178    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7158    0.0593   -0.9385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9727   -0.4316   -0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2803   -0.2494    0.7173 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9471    0.0603    1.3480 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7983   -1.4807    1.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7116   -2.8166    0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626   -1.4029    2.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9214    0.9561    2.2189 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1961    0.9561    0.9063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2266    1.1057   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3864    2.2488    0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9154    1.3126    1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3015    1.4797    2.3575 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903    1.5399    1.2897 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5341    2.9025    1.6434 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9489    0.7521    2.4307 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1267   -0.0499    2.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1049   -0.2319    2.8401 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672   -0.6767    0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7625   -1.9802    0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0899    2.3004   -0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595    1.5923   -1.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180    2.2503   -2.1389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6850   -2.2456   -2.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7150   -1.1330   -3.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9841    0.8204    2.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3336   -3.5972    1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0299   -2.8447   -0.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2903   -0.1643    3.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0211    0.7466    2.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8772    1.9555    2.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0574    0.4142   -0.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7231    2.1358   -0.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105    1.2190   -1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9230    2.5433    1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7397    2.2024   -0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1351    3.0617    0.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    3.4391    1.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1814    0.0141    2.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1817    1.3949    3.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1868   -3.3494   -1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4278   -2.1538   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9699   -1.3011   -1.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7370    2.0117   -0.8021 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
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  4  5  1  0  0  0  0
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 14  3  1  0  0  0  0
 22 15  1  0  0  0  0
 38 27  1  0  0  0  0
 13  7  1  0  0  0  0
 40 10  1  0  0  0  0
 16 12  1  0  0  0  0
  1 42  1  0  0  0  0
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  1 44  1  0  0  0  0
  4 45  1  0  0  0  0
  6 46  1  0  0  0  0
  9 47  1  0  0  0  0
 16 48  1  0  0  0  0
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 18 50  1  0  0  0  0
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 28 64  1  0  0  0  0
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 29 66  1  0  0  0  0
 34 67  1  0  0  0  0
 34 68  1  0  0  0  0
 37 69  1  0  0  0  0
 39 70  1  0  0  0  0
M  END

     RDKit          3D

 70 75  0  0  0  0  0  0  0  0999 V2000
   -4.7411   -1.8522   -2.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9308   -1.3822   -1.6399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6643   -0.8618   -1.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1136   -0.7804   -3.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -0.2650   -3.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.1910   -4.5503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1428    0.1512   -2.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1586    0.6575   -2.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562    0.7686   -3.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2056    0.9181    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888    0.4178    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7158    0.0593   -0.9385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9727   -0.4316   -0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2803   -0.2494    0.7173 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.2266    1.1057   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3864    2.2488    0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9154    1.3126    1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3015    1.4797    2.3575 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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 16 48  1  0
 16 49  1  0
 18 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 23 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  0
 24 62  1  0
 24 63  1  0
 28 64  1  0
 29 65  1  0
 29 66  1  0
 34 67  1  0
 34 68  1  0
 37 69  1  0
 39 70  1  0
M  END


  Mrv1652306242106083D          

 70 75  0  0  0  0            999 V2000
   -4.7411   -1.8522   -2.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9308   -1.3822   -1.6399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6643   -0.8618   -1.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1136   -0.7804   -3.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -0.2650   -3.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.1910   -4.5503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1428    0.1512   -2.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1586    0.6575   -2.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562    0.7686   -3.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8082    1.0333   -1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2056    0.9181    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888    0.4178    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7158    0.0593   -0.9385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9727   -0.4316   -0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2803   -0.2494    0.7173 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9471    0.0603    1.3480 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7983   -1.4807    1.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7116   -2.8166    0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626   -1.4029    2.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4583   -0.0820    3.1977 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9214    0.9561    2.2189 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1961    0.9561    0.9063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2266    1.1057   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3864    2.2488    0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9154    1.3126    1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3015    1.4797    2.3575 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903    1.5399    1.2897 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5341    2.9025    1.6434 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9489    0.7521    2.4307 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1267   -0.0499    2.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1049   -0.2319    2.8401 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672   -0.6767    0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7625   -1.9802    0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7814   -2.5463   -0.7620 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2598   -2.6078    1.4820 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437   -0.0038   -0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6690   -0.5846   -1.5302 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0540    1.3297   -0.0187 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0899    2.3004   -0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595    1.5923   -1.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180    2.2503   -2.1389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6850   -2.2456   -2.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9470   -1.1057   -3.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361   -2.7080   -3.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150   -1.1330   -3.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4812    0.0886   -4.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6543    1.0815   -3.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9841    0.8204    2.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5443   -0.8906    1.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3336   -3.5972    1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0299   -2.8447   -0.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7448   -3.1579    0.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7626   -2.2948    3.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769    0.1971    3.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903   -0.1643    3.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0211    0.7466    2.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8772    1.9555    2.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0574    0.4142   -0.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7231    2.1358   -0.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105    1.2190   -1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9230    2.5433    1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7397    2.2024   -0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1351    3.0617    0.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    3.4391    1.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1814    0.0141    2.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1817    1.3949    3.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1868   -3.3494   -1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4278   -2.1538   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9699   -1.3011   -1.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7370    2.0117   -0.8021 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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 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  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  1  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 32 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  0  0  0  0
 40 41  2  0  0  0  0
 14  3  1  0  0  0  0
 22 15  1  0  0  0  0
 38 27  1  0  0  0  0
 13  7  1  0  0  0  0
 40 10  1  0  0  0  0
 16 12  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
  4 45  1  0  0  0  0
  6 46  1  0  0  0  0
  9 47  1  0  0  0  0
 16 48  1  0  0  0  0
 16 49  1  0  0  0  0
 18 50  1  0  0  0  0
 18 51  1  0  0  0  0
 18 52  1  0  0  0  0
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 20 54  1  0  0  0  0
 20 55  1  0  0  0  0
 21 56  1  0  0  0  0
 21 57  1  0  0  0  0
 23 58  1  0  0  0  0
 23 59  1  0  0  0  0
 23 60  1  0  0  0  0
 24 61  1  0  0  0  0
 24 62  1  0  0  0  0
 24 63  1  0  0  0  0
 28 64  1  0  0  0  0
 29 65  1  0  0  0  0
 29 66  1  0  0  0  0
 34 67  1  0  0  0  0
 34 68  1  0  0  0  0
 37 69  1  0  0  0  0
 39 70  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008236

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C3=C(C(OC([H])([H])[H])=C1[H])[C@@]1(C(=C([H])C([H])([H])C([H])([H])C1(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])C3=C1C(=O)[C@@]3(O[H])C([H])([H])C(=O)C(C(=O)N([H])[H])=C(O[H])[C@@]3(O[H])C(=O)C1=C2O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C30H29NO10/c1-11-6-5-7-27(2,3)28(11)9-12-16-18(13(32)8-15(41-4)21(16)28)22(34)20-17(12)23(35)29(39)10-14(33)19(26(31)38)24(36)30(29,40)25(20)37/h6,8,32,34,36,39-40H,5,7,9-10H2,1-4H3,(H2,31,38)/t28-,29-,30+/m0/s1

> <INCHI_KEY>
WUFPHUQCGWRGKE-OIFRRMEBSA-N

> <FORMULA>
C30H29NO10

> <MOLECULAR_WEIGHT>
563.559

> <EXACT_MASS>
563.179146138

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
56.171816672427056

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,4'R,9'S)-4',8',9',12',14'-pentahydroxy-16'-methoxy-2,6,6-trimethyl-3',6',10'-trioxospiro[cyclohexane-1,18'-pentacyclo[11.6.1.0^{2,11}.0^{4,9}.0^{17,20}]icosane]-1',2,7',11',13',15',17'(20')-heptaene-7'-carboxamide

> <ALOGPS_LOGP>
1.91

> <JCHEM_LOGP>
1.7565011763333325

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.592332049811629

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7744777968325627

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5344814050027953

> <JCHEM_POLAR_SURFACE_AREA>
204.67999999999998

> <JCHEM_REFRACTIVITY>
146.2797

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4'R,9'S)-4',8',9',12',14'-pentahydroxy-16'-methoxy-2,6,6-trimethyl-3',6',10'-trioxospiro[cyclohexane-1,18'-pentacyclo[11.6.1.0^{2,11}.0^{4,9}.0^{17,20}]icosane]-1',2,7',11',13',15',17'(20')-heptaene-7'-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 70 75  0  0  0  0  0  0  0  0999 V2000
   -4.7411   -1.8522   -2.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9308   -1.3822   -1.6399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6643   -0.8618   -1.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1136   -0.7804   -3.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -0.2650   -3.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.1910   -4.5503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1428    0.1512   -2.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1586    0.6575   -2.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562    0.7686   -3.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8082    1.0333   -1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2056    0.9181    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888    0.4178    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7158    0.0593   -0.9385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9727   -0.4316   -0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2803   -0.2494    0.7173 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9471    0.0603    1.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7983   -1.4807    1.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7116   -2.8166    0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626   -1.4029    2.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4583   -0.0820    3.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9214    0.9561    2.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1961    0.9561    0.9063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2266    1.1057   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3864    2.2488    0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9154    1.3126    1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3015    1.4797    2.3575 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903    1.5399    1.2897 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5341    2.9025    1.6434 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9489    0.7521    2.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1267   -0.0499    2.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1049   -0.2319    2.8401 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672   -0.6767    0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7625   -1.9802    0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7814   -2.5463   -0.7620 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2598   -2.6078    1.4820 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437   -0.0038   -0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6690   -0.5846   -1.5302 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0540    1.3297   -0.0187 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0899    2.3004   -0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595    1.5923   -1.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180    2.2503   -2.1389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6850   -2.2456   -2.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9470   -1.1057   -3.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361   -2.7080   -3.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150   -1.1330   -3.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4812    0.0886   -4.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6543    1.0815   -3.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9841    0.8204    2.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5443   -0.8906    1.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3336   -3.5972    1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0299   -2.8447   -0.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7448   -3.1579    0.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7626   -2.2948    3.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769    0.1971    3.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903   -0.1643    3.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0211    0.7466    2.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8772    1.9555    2.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0574    0.4142   -0.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7231    2.1358   -0.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105    1.2190   -1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9230    2.5433    1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7397    2.2024   -0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1351    3.0617    0.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    3.4391    1.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1814    0.0141    2.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1817    1.3949    3.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1868   -3.3494   -1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4278   -2.1538   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9699   -1.3011   -1.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7370    2.0117   -0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  1
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 11 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  1
 27 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 32 36  2  0
 36 37  1  0
 36 38  1  0
 38 39  1  6
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 40 41  2  0
 14  3  1  0
 22 15  1  0
 38 27  1  0
 13  7  1  0
 40 10  1  0
 16 12  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
  6 46  1  0
  9 47  1  0
 16 48  1  0
 16 49  1  0
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 24 63  1  0
 28 64  1  0
 29 65  1  0
 29 66  1  0
 34 67  1  0
 34 68  1  0
 37 69  1  0
 39 70  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      -4.741  -1.852  -2.678  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.931  -1.382  -1.640  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.664  -0.862  -1.827  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.114  -0.780  -3.082  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.822  -0.265  -3.317  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.306  -0.191  -4.550  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.143   0.151  -2.196  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.159   0.658  -2.280  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.756   0.769  -3.480  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.808   1.033  -1.128  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.206   0.918   0.107  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.089   0.418   0.226  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.716   0.059  -0.939  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.973  -0.432  -0.699  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.280  -0.249   0.717  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.947   0.060   1.348  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.798  -1.481   1.353  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.712  -2.817   0.709  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.363  -1.403   2.541  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.458  -0.082   3.198  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.921   0.956   2.219  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.196   0.956   0.906  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.227   1.106  -0.183  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.386   2.249   0.837  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.915   1.313   1.283  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.302   1.480   2.357  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.390   1.540   1.290  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.534   2.902   1.643  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.949   0.752   2.431  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.127  -0.050   2.075  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.105  -0.232   2.840  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.167  -0.677   0.754  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.763  -1.980   0.531  0.00  0.00           C+0
HETATM   34  N   UNK     0       5.781  -2.546  -0.762  0.00  0.00           N+0
HETATM   35  O   UNK     0       6.260  -2.608   1.482  0.00  0.00           O+0
HETATM   36  C   UNK     0       4.644  -0.004  -0.254  0.00  0.00           C+0
HETATM   37  O   UNK     0       4.669  -0.585  -1.530  0.00  0.00           O+0
HETATM   38  C   UNK     0       4.054   1.330  -0.019  0.00  0.00           C+0
HETATM   39  O   UNK     0       5.090   2.300  -0.109  0.00  0.00           O+0
HETATM   40  C   UNK     0       3.159   1.592  -1.175  0.00  0.00           C+0
HETATM   41  O   UNK     0       3.518   2.250  -2.139  0.00  0.00           O+0
HETATM   42  H   UNK     0      -5.685  -2.246  -2.216  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.947  -1.106  -3.472  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.236  -2.708  -3.208  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.715  -1.133  -3.911  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.481   0.089  -4.999  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.654   1.081  -3.685  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.984   0.820   2.150  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.544  -0.891   1.788  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.334  -3.597   1.429  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.030  -2.845  -0.166  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.745  -3.158   0.455  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.763  -2.295   3.057  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.577   0.197   3.795  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.290  -0.164   3.963  0.00  0.00           H+0
HETATM   56  H   UNK     0      -5.021   0.747   2.051  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.877   1.956   2.697  0.00  0.00           H+0
HETATM   58  H   UNK     0      -5.057   0.414  -0.056  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.723   2.136  -0.018  0.00  0.00           H+0
HETATM   60  H   UNK     0      -3.811   1.219  -1.195  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.923   2.543   1.772  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.740   2.202  -0.051  0.00  0.00           H+0
HETATM   63  H   UNK     0      -3.135   3.062   0.606  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.748   3.439   1.315  0.00  0.00           H+0
HETATM   65  H   UNK     0       3.181   0.014   2.826  0.00  0.00           H+0
HETATM   66  H   UNK     0       4.182   1.395   3.328  0.00  0.00           H+0
HETATM   67  H   UNK     0       5.187  -3.349  -1.057  0.00  0.00           H+0
HETATM   68  H   UNK     0       6.428  -2.154  -1.493  0.00  0.00           H+0
HETATM   69  H   UNK     0       3.970  -1.301  -1.766  0.00  0.00           H+0
HETATM   70  H   UNK     0       5.737   2.012  -0.802  0.00  0.00           H+0
CONECT    1    2   42   43   44                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5   45                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   46                                                       
CONECT    7    5    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   47                                                       
CONECT   10    8   11   40                                                  
CONECT   11   10   12   25                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14    7                                                  
CONECT   14   13   15    3                                                  
CONECT   15   14   16   17   22                                             
CONECT   16   15   12   48   49                                             
CONECT   17   15   18   19                                                  
CONECT   18   17   50   51   52                                             
CONECT   19   17   20   53                                                  
CONECT   20   19   21   54   55                                             
CONECT   21   20   22   56   57                                             
CONECT   22   21   23   24   15                                             
CONECT   23   22   58   59   60                                             
CONECT   24   22   61   62   63                                             
CONECT   25   11   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29   38                                             
CONECT   28   27   64                                                       
CONECT   29   27   30   65   66                                             
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   36                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33   67   68                                                  
CONECT   35   33                                                            
CONECT   36   32   37   38                                                  
CONECT   37   36   69                                                       
CONECT   38   36   39   40   27                                             
CONECT   39   38   70                                                       
CONECT   40   38   41   10                                                  
CONECT   41   40                                                            
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    1                                                            
CONECT   45    4                                                            
CONECT   46    6                                                            
CONECT   47    9                                                            
CONECT   48   16                                                            
CONECT   49   16                                                            
CONECT   50   18                                                            
CONECT   51   18                                                            
CONECT   52   18                                                            
CONECT   53   19                                                            
CONECT   54   20                                                            
CONECT   55   20                                                            
CONECT   56   21                                                            
CONECT   57   21                                                            
CONECT   58   23                                                            
CONECT   59   23                                                            
CONECT   60   23                                                            
CONECT   61   24                                                            
CONECT   62   24                                                            
CONECT   63   24                                                            
CONECT   64   28                                                            
CONECT   65   29                                                            
CONECT   66   29                                                            
CONECT   67   34                                                            
CONECT   68   34                                                            
CONECT   69   37                                                            
CONECT   70   39                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  150    0
END

RDKit          3D

70 75  0  0  0  0  0  0  0  0999 V2000
   -4.7411   -1.8522   -2.6775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9308   -1.3822   -1.6399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6643   -0.8618   -1.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1136   -0.7804   -3.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -0.2650   -3.3167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.1910   -4.5503 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1428    0.1512   -2.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1586    0.6575   -2.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562    0.7686   -3.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8082    1.0333   -1.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2056    0.9181    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888    0.4178    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7158    0.0593   -0.9385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9727   -0.4316   -0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2803   -0.2494    0.7173 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9471    0.0603    1.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7983   -1.4807    1.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7116   -2.8166    0.7085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626   -1.4029    2.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4583   -0.0820    3.1977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9214    0.9561    2.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1961    0.9561    0.9063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2266    1.1057   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3864    2.2488    0.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9154    1.3126    1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3015    1.4797    2.3575 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903    1.5399    1.2897 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5341    2.9025    1.6434 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9489    0.7521    2.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1267   -0.0499    2.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1049   -0.2319    2.8401 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672   -0.6767    0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7625   -1.9802    0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7814   -2.5463   -0.7620 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2598   -2.6078    1.4820 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437   -0.0038   -0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6690   -0.5846   -1.5302 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0540    1.3297   -0.0187 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0899    2.3004   -0.1089 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595    1.5923   -1.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5180    2.2503   -2.1389 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6850   -2.2456   -2.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9470   -1.1057   -3.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361   -2.7080   -3.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7150   -1.1330   -3.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4812    0.0886   -4.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6543    1.0815   -3.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9841    0.8204    2.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5443   -0.8906    1.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3336   -3.5972    1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0299   -2.8447   -0.1664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7448   -3.1579    0.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7626   -2.2948    3.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5769    0.1971    3.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2903   -0.1643    3.9629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0211    0.7466    2.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8772    1.9555    2.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0574    0.4142   -0.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7231    2.1358   -0.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8105    1.2190   -1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9230    2.5433    1.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7397    2.2024   -0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1351    3.0617    0.6062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    3.4391    1.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1814    0.0141    2.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1817    1.3949    3.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1868   -3.3494   -1.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4278   -2.1538   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9699   -1.3011   -1.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7370    2.0117   -0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
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 13  7  1  0
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 16 12  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
  6 46  1  0
  9 47  1  0
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M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(1S,4'r,9's)-4',8',9',12',14'-Pentahydroxy-16'-methoxy-2,6,6-trimethyl-3',6',10'-trioxospiro[cyclohexane-1,18'-pentacyclo[11.6.1.0,.0,.0,]icosane]-1'(20'),2,2'(11'),7',12',14',16'-heptaene-7'-carboximidate	Generator

Chemical Formula

C₃₀H₂₉NO₁₀

Average Mass

563.5590 Da

Monoisotopic Mass

563.17915 Da

IUPAC Name

(1S,4'R,9'S)-4',8',9',12',14'-pentahydroxy-16'-methoxy-2,6,6-trimethyl-3',6',10'-trioxospiro[cyclohexane-1,18'-pentacyclo[11.6.1.0^{2,11}.0^{4,9}.0^{17,20}]icosane]-1',2,7',11',13',15',17'(20')-heptaene-7'-carboxamide

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C2C3=C1[C@]1(CC3=C3C(=O)[C@@]4(O)CC(=O)C(C(N)=O)=C(O)[C@@]4(O)C(=O)C3=C2O)C(C)=CCCC1(C)C

InChI Identifier

InChI=1S/C30H29NO10/c1-11-6-5-7-27(2,3)28(11)9-12-16-18(13(32)8-15(41-4)21(16)28)22(34)20-17(12)23(35)29(39)10-14(33)19(26(31)38)24(36)30(29,40)25(20)37/h6,8,32,34,36,39-40H,5,7,9-10H2,1-4H3,(H2,31,38)/t28-,29-,30+/m0/s1

InChI Key

WUFPHUQCGWRGKE-OIFRRMEBSA-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
Penicillium	NPAtlas	19168978

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracyclines. These are polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tetracyclines

Sub Class

Not Available

Direct Parent

Tetracyclines

Alternative Parents

Substituents

Tetracycline
Tetracenequinone
Anthracene carboxylic acid or derivatives
9,10-anthraquinone
1,4-anthraquinone
1-naphthol
Tetralin
Naphthalene
Quinone
Phenol ether
Anisole
Aryl alkyl ketone
Aryl ketone
Phenol
Cyclohexenone
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Tertiary alcohol
Vinylogous acid
Primary carboxylic acid amide
Carboxamide group
Cyclic ketone
1,2-diol
Ketone
Polyol
Carboxylic acid derivative
Enol
Ether
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Alcohol
Organic nitrogen compound
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	1.91	ALOGPS
logP	1.76	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	1.77	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	204.68 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	146.28 m³·mol⁻¹	ChemAxon
Polarizability	56.17 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	No	ChemAxon

External Links

NPAtlas ID

NPA015742

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78441369

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72204240

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (+)-viridicatumtoxin B (NP0008236)

MOL for NP0008236 ((+)-viridicatumtoxin B)

3D MOL for NP0008236 ((+)-viridicatumtoxin B)

3D SDF for NP0008236 ((+)-viridicatumtoxin B)

3D-SDF for NP0008236 ((+)-viridicatumtoxin B)

PDB for NP0008236 ((+)-viridicatumtoxin B)

3D PDB for NP0008236 ((+)-viridicatumtoxin B)

SMILES for NP0008236 ((+)-viridicatumtoxin B)

INCHI for NP0008236 ((+)-viridicatumtoxin B)

Structure for NP0008236 ((+)-viridicatumtoxin B)

3D Structure for NP0008236 ((+)-viridicatumtoxin B)