NP-MRD: Showing NP-Card for methyl tumonoate A (NP0001583)

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Record Information

Version

2.0

Created at

2020-09-23 01:57:27 UTC

Updated at

2021-08-10 02:55:26 UTC

NP-MRD ID

NP0001583

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl tumonoate A

Provided By

NPAtlas

Description

Methyl (2S)-1-[(2R,4E)-3-hydroxy-2,4-dimethyldodec-4-enoyl]pyrrolidine-2-carboxylate belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. methyl tumonoate A is found in Lyngbya majuscula. methyl tumonoate A was first documented in 1999 (PMID: 10096859). Based on a literature review very few articles have been published on methyl (2S)-1-[(2R,4E)-3-hydroxy-2,4-dimethyldodec-4-enoyl]pyrrolidine-2-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117433D          

 60 60  0  0  0  0            999 V2000
   -7.5100    0.9855    1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4895   -0.4304    0.8072 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8590   -0.7051   -0.5124 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4174   -0.4148   -0.6640 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9454    0.9724   -0.4589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4379    1.0853   -0.7290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6102    0.2263    0.1634 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1493    0.4013   -0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4244   -0.6517   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0961   -1.9770   -0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138   -0.5430   -0.8814 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4475    0.6803   -1.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9377   -1.2054    0.1049 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7138   -2.6842    0.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802   -0.8641   -0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0134   -1.8276   -0.6972 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9455    0.3600    0.1635 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1944    1.4506    0.8242 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1987    1.8271    1.9155 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5358    1.2604    1.4893 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2187    0.9305    0.0052 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2996    0.2205   -0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2554   -0.9205   -1.0957 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5695    0.8500   -0.7361 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6508    0.2041   -1.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8268    1.1468    2.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5832    1.1796    1.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3533    1.7000    0.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9195   -1.0139    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5346   -0.8693    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0436   -1.8156   -0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4807   -0.2339   -1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8527   -1.0912    0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1210   -0.7596   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4316    1.7081   -1.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0853    1.3063    0.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2766    0.7679   -1.7782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1869    2.1518   -0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8881   -0.8217    0.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7191    0.6455    1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6627    1.3539   -0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0530   -1.8837   -1.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4140   -2.3394    0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4894   -2.6950   -1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1493   -1.2054   -1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2447    1.1319    1.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2634    2.9304    1.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3405   -0.6389   -1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1566    0.9380   -2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4306   -0.1064   -0.6006 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  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  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  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 17  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  2 29  1  0  0  0  0
  2 30  1  0  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
  4 33  1  0  0  0  0
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  6 38  1  0  0  0  0
  7 39  1  0  0  0  0
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  8 41  1  0  0  0  0
 10 42  1  0  0  0  0
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 25 58  1  0  0  0  0
 25 59  1  0  0  0  0
 25 60  1  0  0  0  0
M  END

     RDKit          3D

 60 60  0  0  0  0  0  0  0  0999 V2000
   -7.5100    0.9855    1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4895   -0.4304    0.8072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8590   -0.7051   -0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9454    0.9724   -0.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4379    1.0853   -0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6102    0.2263    0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1493    0.4013   -0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4244   -0.6517   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0961   -1.9770   -0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138   -0.5430   -0.8814 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4475    0.6803   -1.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9377   -1.2054    0.1049 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7138   -2.6842    0.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802   -0.8641   -0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0134   -1.8276   -0.6972 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1944    1.4506    0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1987    1.8271    1.9155 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2187    0.9305    0.0052 C   0  0  1  0  0  0  0  0  0  0  0  0
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    9.4306   -0.1064   -0.6006 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  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
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 15 17  1  0
 17 18  1  0
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 21 17  1  0
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 25 58  1  0
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 25 60  1  0
M  END


  Mrv1652306242117433D          

 60 60  0  0  0  0            999 V2000
   -7.5100    0.9855    1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4895   -0.4304    0.8072 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8590   -0.7051   -0.5124 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4174   -0.4148   -0.6640 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9454    0.9724   -0.4589 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4379    1.0853   -0.7290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6102    0.2263    0.1634 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1493    0.4013   -0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4244   -0.6517   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0961   -1.9770   -0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138   -0.5430   -0.8814 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4475    0.6803   -1.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9377   -1.2054    0.1049 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7138   -2.6842    0.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802   -0.8641   -0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0134   -1.8276   -0.6972 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9455    0.3600    0.1635 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1944    1.4506    0.8242 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1987    1.8271    1.9155 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5358    1.2604    1.4893 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2187    0.9305    0.0052 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2996    0.2205   -0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2554   -0.9205   -1.0957 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5695    0.8500   -0.7361 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6508    0.2041   -1.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8268    1.1468    2.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5832    1.1796    1.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3533    1.7000    0.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9195   -1.0139    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5346   -0.8693    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0436   -1.8156   -0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4807   -0.2339   -1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8527   -1.0912    0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1210   -0.7596   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4316    1.7081   -1.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0853    1.3063    0.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2766    0.7679   -1.7782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1869    2.1518   -0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8881   -0.8217    0.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7191    0.6455    1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6627    1.3539   -0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0530   -1.8837   -1.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4140   -2.3394    0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4894   -2.6950   -1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1493   -1.2054   -1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9954    1.4726   -1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6355   -0.7850    1.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7956   -2.9951    0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378   -3.1503    0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7375   -3.1946   -0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1481    2.2804    0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2447    1.1319    1.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2634    2.9304    1.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8669    1.4169    2.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3497    1.9814    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7568    0.2837    1.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0778    1.9732   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3405   -0.6389   -1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1566    0.9380   -2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4306   -0.1064   -0.6006 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  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  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  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 17  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  2 29  1  0  0  0  0
  2 30  1  0  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
  4 33  1  0  0  0  0
  4 34  1  0  0  0  0
  5 35  1  0  0  0  0
  5 36  1  0  0  0  0
  6 37  1  0  0  0  0
  6 38  1  0  0  0  0
  7 39  1  0  0  0  0
  7 40  1  0  0  0  0
  8 41  1  0  0  0  0
 10 42  1  0  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
 11 45  1  6  0  0  0
 12 46  1  0  0  0  0
 13 47  1  1  0  0  0
 14 48  1  0  0  0  0
 14 49  1  0  0  0  0
 14 50  1  0  0  0  0
 18 51  1  0  0  0  0
 18 52  1  0  0  0  0
 19 53  1  0  0  0  0
 19 54  1  0  0  0  0
 20 55  1  0  0  0  0
 20 56  1  0  0  0  0
 21 57  1  6  0  0  0
 25 58  1  0  0  0  0
 25 59  1  0  0  0  0
 25 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001583

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]([H])(C(=C(/[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])\C([H])([H])[H])[C@]([H])(C(=O)N1C([H])([H])C([H])([H])C([H])([H])[C@@]1([H])C(=O)OC([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H35NO4/c1-5-6-7-8-9-10-12-15(2)18(22)16(3)19(23)21-14-11-13-17(21)20(24)25-4/h12,16-18,22H,5-11,13-14H2,1-4H3/b15-12+/t16-,17+,18-/m1/s1

> <INCHI_KEY>
SZDORSKCYIOHRW-AHAKCJHSSA-N

> <FORMULA>
C20H35NO4

> <MOLECULAR_WEIGHT>
353.503

> <EXACT_MASS>
353.256608611

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
41.90619313894059

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2S)-1-[(2R,3S,4E)-3-hydroxy-2,4-dimethyldodec-4-enoyl]pyrrolidine-2-carboxylate

> <ALOGPS_LOGP>
3.76

> <JCHEM_LOGP>
3.7098710403333337

> <ALOGPS_LOGS>
-3.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.15488888532036

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2453972295379736

> <JCHEM_POLAR_SURFACE_AREA>
66.84

> <JCHEM_REFRACTIVITY>
99.76979999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S)-1-[(2R,3S,4E)-3-hydroxy-2,4-dimethyldodec-4-enoyl]pyrrolidine-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 60  0  0  0  0  0  0  0  0999 V2000
   -7.5100    0.9855    1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4895   -0.4304    0.8072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8590   -0.7051   -0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4174   -0.4148   -0.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9454    0.9724   -0.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6102    0.2263    0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1493    0.4013   -0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4244   -0.6517   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0961   -1.9770   -0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138   -0.5430   -0.8814 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4475    0.6803   -1.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9377   -1.2054    0.1049 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7138   -2.6842    0.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802   -0.8641   -0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0134   -1.8276   -0.6972 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9455    0.3600    0.1635 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1944    1.4506    0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1987    1.8271    1.9155 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5358    1.2604    1.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2187    0.9305    0.0052 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2996    0.2205   -0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2554   -0.9205   -1.0957 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5695    0.8500   -0.7361 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6508    0.2041   -1.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8268    1.1468    2.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5832    1.1796    1.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3533    1.7000    0.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9195   -1.0139    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5346   -0.8693    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0436   -1.8156   -0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4807   -0.2339   -1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8527   -1.0912    0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1210   -0.7596   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4316    1.7081   -1.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0853    1.3063    0.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2766    0.7679   -1.7782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1869    2.1518   -0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8881   -0.8217    0.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7191    0.6455    1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6627    1.3539   -0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0530   -1.8837   -1.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4140   -2.3394    0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4894   -2.6950   -1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1493   -1.2054   -1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9954    1.4726   -1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6355   -0.7850    1.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7956   -2.9951    0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378   -3.1503    0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7375   -3.1946   -0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1481    2.2804    0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2447    1.1319    1.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2634    2.9304    1.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8669    1.4169    2.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3497    1.9814    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7568    0.2837    1.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0778    1.9732   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3405   -0.6389   -1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1566    0.9380   -2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4306   -0.1064   -0.6006 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  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 21 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
 10 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  6
 12 46  1  0
 13 47  1  1
 14 48  1  0
 14 49  1  0
 14 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  6
 25 58  1  0
 25 59  1  0
 25 60  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      -7.510   0.986   1.262  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.489  -0.430   0.807  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.859  -0.705  -0.512  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.417  -0.415  -0.664  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.945   0.972  -0.459  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.438   1.085  -0.729  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.610   0.226   0.163  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.149   0.401  -0.159  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.424  -0.652  -0.566  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.096  -1.977  -0.687  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.014  -0.543  -0.881  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.448   0.680  -1.319  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.938  -1.205   0.105  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.714  -2.684   0.208  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.380  -0.864  -0.154  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.013  -1.828  -0.697  0.00  0.00           O+0
HETATM   17  N   UNK     0       3.946   0.360   0.164  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.194   1.451   0.824  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.199   1.827   1.916  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.536   1.260   1.489  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.219   0.931   0.005  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.300   0.221  -0.623  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.255  -0.921  -1.096  0.00  0.00           O+0
HETATM   24  O   UNK     0       7.569   0.850  -0.736  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.651   0.204  -1.337  0.00  0.00           C+0
HETATM   26  H   UNK     0      -6.827   1.147   2.115  0.00  0.00           H+0
HETATM   27  H   UNK     0      -8.583   1.180   1.601  0.00  0.00           H+0
HETATM   28  H   UNK     0      -7.353   1.700   0.415  0.00  0.00           H+0
HETATM   29  H   UNK     0      -6.920  -1.014   1.592  0.00  0.00           H+0
HETATM   30  H   UNK     0      -8.535  -0.869   0.749  0.00  0.00           H+0
HETATM   31  H   UNK     0      -7.044  -1.816  -0.705  0.00  0.00           H+0
HETATM   32  H   UNK     0      -7.481  -0.234  -1.328  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.853  -1.091   0.058  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.121  -0.760  -1.701  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.432   1.708  -1.121  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.085   1.306   0.615  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.277   0.768  -1.778  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.187   2.152  -0.655  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.888  -0.822   0.235  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.719   0.646   1.207  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.663   1.354  -0.067  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.053  -1.884  -1.267  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.414  -2.339   0.305  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.489  -2.695  -1.259  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.149  -1.205  -1.847  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.995   1.473  -1.046  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.636  -0.785   1.109  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.796  -2.995   0.708  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.538  -3.150   0.844  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.738  -3.195  -0.800  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.148   2.280   0.089  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.245   1.132   1.237  0.00  0.00           H+0
HETATM   53  H   UNK     0       4.263   2.930   1.945  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.867   1.417   2.891  0.00  0.00           H+0
HETATM   55  H   UNK     0       6.350   1.981   1.550  0.00  0.00           H+0
HETATM   56  H   UNK     0       5.757   0.284   1.967  0.00  0.00           H+0
HETATM   57  H   UNK     0       5.078   1.973  -0.430  0.00  0.00           H+0
HETATM   58  H   UNK     0       8.341  -0.639  -1.995  0.00  0.00           H+0
HETATM   59  H   UNK     0       9.157   0.938  -2.011  0.00  0.00           H+0
HETATM   60  H   UNK     0       9.431  -0.106  -0.601  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    1    3   29   30                                             
CONECT    3    2    4   31   32                                             
CONECT    4    3    5   33   34                                             
CONECT    5    4    6   35   36                                             
CONECT    6    5    7   37   38                                             
CONECT    7    6    8   39   40                                             
CONECT    8    7    9   41                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   42   43   44                                             
CONECT   11    9   12   13   45                                             
CONECT   12   11   46                                                       
CONECT   13   11   14   15   47                                             
CONECT   14   13   48   49   50                                             
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   21                                                  
CONECT   18   17   19   51   52                                             
CONECT   19   18   20   53   54                                             
CONECT   20   19   21   55   56                                             
CONECT   21   20   22   17   57                                             
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   58   59   60                                             
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    2                                                            
CONECT   30    2                                                            
CONECT   31    3                                                            
CONECT   32    3                                                            
CONECT   33    4                                                            
CONECT   34    4                                                            
CONECT   35    5                                                            
CONECT   36    5                                                            
CONECT   37    6                                                            
CONECT   38    6                                                            
CONECT   39    7                                                            
CONECT   40    7                                                            
CONECT   41    8                                                            
CONECT   42   10                                                            
CONECT   43   10                                                            
CONECT   44   10                                                            
CONECT   45   11                                                            
CONECT   46   12                                                            
CONECT   47   13                                                            
CONECT   48   14                                                            
CONECT   49   14                                                            
CONECT   50   14                                                            
CONECT   51   18                                                            
CONECT   52   18                                                            
CONECT   53   19                                                            
CONECT   54   19                                                            
CONECT   55   20                                                            
CONECT   56   20                                                            
CONECT   57   21                                                            
CONECT   58   25                                                            
CONECT   59   25                                                            
CONECT   60   25                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  120    0
END

RDKit          3D

60 60  0  0  0  0  0  0  0  0999 V2000
   -7.5100    0.9855    1.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4895   -0.4304    0.8072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8590   -0.7051   -0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4174   -0.4148   -0.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9454    0.9724   -0.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4379    1.0853   -0.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6102    0.2263    0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1493    0.4013   -0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4244   -0.6517   -0.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0961   -1.9770   -0.6867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0138   -0.5430   -0.8814 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4475    0.6803   -1.3188 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9377   -1.2054    0.1049 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7138   -2.6842    0.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802   -0.8641   -0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0134   -1.8276   -0.6972 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1944    1.4506    0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1987    1.8271    1.9155 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2187    0.9305    0.0052 C   0  0  1  0  0  0  0  0  0  0  0  0
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    8.6508    0.2041   -1.3366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8268    1.1468    2.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5832    1.1796    1.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3533    1.7000    0.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9195   -1.0139    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5346   -0.8693    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0436   -1.8156   -0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4807   -0.2339   -1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8527   -1.0912    0.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1210   -0.7596   -1.7006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4316    1.7081   -1.1213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0853    1.3063    0.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2766    0.7679   -1.7782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1869    2.1518   -0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8881   -0.8217    0.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7191    0.6455    1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6627    1.3539   -0.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0530   -1.8837   -1.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4140   -2.3394    0.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4894   -2.6950   -1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1493   -1.2054   -1.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9954    1.4726   -1.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6355   -0.7850    1.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7956   -2.9951    0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378   -3.1503    0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7375   -3.1946   -0.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1481    2.2804    0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2447    1.1319    1.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2634    2.9304    1.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8669    1.4169    2.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3497    1.9814    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7568    0.2837    1.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0778    1.9732   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3405   -0.6389   -1.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1566    0.9380   -2.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4306   -0.1064   -0.6006 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  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 21 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  7 39  1  0
  7 40  1  0
  8 41  1  0
 10 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  6
 12 46  1  0
 13 47  1  1
 14 48  1  0
 14 49  1  0
 14 50  1  0
 18 51  1  0
 18 52  1  0
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 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  6
 25 58  1  0
 25 59  1  0
 25 60  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Methyl (2S)-1-[(2R,4E)-3-hydroxy-2,4-dimethyldodec-4-enoyl]pyrrolidine-2-carboxylic acid	Generator

Chemical Formula

C₂₀H₃₅NO₄

Average Mass

353.5030 Da

Monoisotopic Mass

353.25661 Da

IUPAC Name

methyl (2S)-1-[(2R,3S,4E)-3-hydroxy-2,4-dimethyldodec-4-enoyl]pyrrolidine-2-carboxylate

Traditional Name

methyl (2S)-1-[(2R,3S,4E)-3-hydroxy-2,4-dimethyldodec-4-enoyl]pyrrolidine-2-carboxylate

CAS Registry Number

Not Available

SMILES

[H]O[C@]([H])(C(=C(/[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])\C([H])([H])[H])[C@]([H])(C(=O)N1C([H])([H])C([H])([H])C([H])([H])[C@@]1([H])C(=O)OC([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C20H35NO4/c1-5-6-7-8-9-10-12-15(2)18(22)16(3)19(23)21-14-11-13-17(21)20(24)25-4/h12,16-18,22H,5-11,13-14H2,1-4H3/b15-12+/t16-,17+,18-/m1/s1

InChI Key

SZDORSKCYIOHRW-AHAKCJHSSA-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
Lyngbya majuscula	NPAtlas	10096859

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid ester
Proline or derivatives
N-acyl-alpha-amino acid
N-acylpyrrolidine
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Methyl ester
Tertiary carboxylic acid amide
Pyrrolidine
Carboxamide group
Carboxylic acid ester
Secondary alcohol
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	3.76	ALOGPS
logP	3.71	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	14.15	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.84 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	99.77 m³·mol⁻¹	ChemAxon
Polarizability	41.91 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA011765

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10477629

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21775358

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Harrigan GG, Luesch H, Yoshida WY, Moore RE, Nagle DG, Biggs J, Park PU, Paul VJ: Tumonoic acids, novel metabolites from a cyanobacterial assemblage of Lyngbya majuscula and Schizothrix calcicola. J Nat Prod. 1999 Mar;62(3):464-7. doi: 10.1021/np980460u. [PubMed:10096859 ]

Showing NP-Card for methyl tumonoate A (NP0001583)

MOL for NP0001583 (methyl tumonoate A)

3D MOL for NP0001583 (methyl tumonoate A)

3D SDF for NP0001583 (methyl tumonoate A)

3D-SDF for NP0001583 (methyl tumonoate A)

PDB for NP0001583 (methyl tumonoate A)

3D PDB for NP0001583 (methyl tumonoate A)

SMILES for NP0001583 (methyl tumonoate A)

INCHI for NP0001583 (methyl tumonoate A)

Structure for NP0001583 (methyl tumonoate A)

3D Structure for NP0001583 (methyl tumonoate A)