NP-MRD: Showing NP-Card for 2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid (NP0192327)

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Record Information

Version

2.0

Created at

2022-09-04 09:30:45 UTC

Updated at

2022-09-04 09:30:45 UTC

NP-MRD ID

NP0192327

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid

Description

2-{13-[(1-Carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid is found in Crocinoboletus laetissimus. 2-{13-[(1-Carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191519522D          

 34 33  0  0  0  0            999 V2000
   -3.9552   12.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552   11.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408   11.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263   11.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408   10.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263   10.0914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    9.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    8.8539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    8.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    8.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    7.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552   10.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    9.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697   10.5039    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  9  7  1  4  0  0  0
  9 10  2  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 15 14  1  4  0  0  0
 15 16  2  0  0  0  0
 17 16  1  4  0  0  0
 17 18  2  0  0  0  0
 19 18  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  5 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
M  END

     RDKit          3D

 64 63  0  0  0  0  0  0  0  0999 V2000
   -9.9859    2.2720    2.8690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5343    2.9208    1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0676    2.7588    1.3098 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.8262    3.4924   -0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1349    3.2249    2.3996 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7629    2.9842    1.8849 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0899    1.8115    2.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8790    0.9946    2.9487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8547    1.1915    1.8484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8208    1.5359    1.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5189    2.7482    0.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3381    2.8365   -0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4082    1.7871   -0.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7750    1.8228   -0.8087 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5869    0.6532   -0.7059 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308    0.2309   -1.1794 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2635   -1.0176   -0.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4179   -1.5328   -1.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8641   -2.8180   -0.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8516   -3.6045   -1.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0117   -3.3380   -2.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6842   -2.9909   -2.6723 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8184   -4.7732   -1.6374 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0407   -5.0170   -2.2041 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8457   -3.8043   -2.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1430   -2.8822   -1.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8766   -3.3734   -0.3769 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6248   -1.6866   -1.7893 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1827   -6.0126   -3.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2750   -6.2528   -4.0802 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3878   -6.7422   -3.3955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2887    4.6003    2.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3313    5.3936    2.8670 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5564    5.0662    3.2274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1276    1.8282    3.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6444    1.4187    2.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5526    3.0297    3.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8313    4.0072    1.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1212    2.4999    0.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8757    1.6891    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8082    3.2759   -0.4121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5889    3.1352   -0.7199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9540    4.5965    0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1961    2.5505    3.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3858    3.7808    1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7083    0.1138    2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0143    0.7524    1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1978    3.6098    0.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1530    3.7847   -0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5411    0.8260    0.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9967    2.7128   -1.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1275   -0.1453   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2805    0.8952   -1.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7008   -1.6288   -0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9700   -0.9314   -1.9915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128   -3.2862   -0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8120   -4.5643   -0.5325 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2330   -5.2703   -1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7262   -5.4082   -1.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5876   -3.3709   -3.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8939   -4.2827   -2.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5052   -1.2400   -1.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6632   -7.3348   -2.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8916    4.7340    4.1686 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
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 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 28  1  0
 26 27  2  0
 24 29  1  0
 29 31  1  0
 29 30  2  0
  5 32  1  0
 32 34  1  0
 32 33  2  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  3 40  1  6
  4 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  1
  6 45  1  0
  9 46  1  0
 10 47  1  0
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 13 50  1  0
 14 51  1  0
 15 52  1  0
 16 53  1  0
 17 54  1  0
 18 55  1  0
 19 56  1  0
 20 57  1  0
 23 58  1  0
 24 59  1  1
 25 60  1  0
 25 61  1  0
 28 62  1  0
 31 63  1  0
 34 64  1  0
M  END


  Mrv1533004191519522D          

 34 33  0  0  0  0            999 V2000
   -3.9552   12.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552   11.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408   11.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263   11.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408   10.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263   10.0914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    9.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    8.8539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    8.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    8.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    7.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552   10.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    9.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697   10.5039    0.0000 O   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  9  7  1  4  0  0  0
  9 10  2  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 15 14  1  4  0  0  0
 15 16  2  0  0  0  0
 17 16  1  4  0  0  0
 17 18  2  0  0  0  0
 19 18  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  5 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0192327

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C(NC(=O)C=CC=CC=CC=CC=CC=CC(=O)NC(CC(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H30N2O8/c1-3-17(2)22(24(33)34)26-20(28)15-13-11-9-7-5-4-6-8-10-12-14-19(27)25-18(23(31)32)16-21(29)30/h4-15,17-18,22H,3,16H2,1-2H3,(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,33,34)

> <INCHI_KEY>
UTCVZSMZWWEEHT-UHFFFAOYSA-N

> <FORMULA>
C24H30N2O8

> <MOLECULAR_WEIGHT>
474.51

> <EXACT_MASS>
474.200215934

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
51.60195029242923

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid

> <ALOGPS_LOGP>
2.46

> <JCHEM_LOGP>
2.212378016999999

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
4.27239621754976

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5225199344303824

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3437485848980363

> <JCHEM_POLAR_SURFACE_AREA>
170.1

> <JCHEM_REFRACTIVITY>
130.4268

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -7.383  23.457   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.383  21.917   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.049  21.147   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.716  21.917   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.049  19.607   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -4.716  18.837   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -4.716  17.297   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -6.049  16.527   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.382  16.527   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.382  14.987   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.048  14.217   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.048  12.677   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.715  11.907   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.715  10.367   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.619   9.597   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.619   8.057   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.953   7.287   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.953   5.747   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0       5.954   3.437   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       7.287   1.127   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.621   0.357   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.954   0.357   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -7.383  18.837   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -7.383  17.297   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -8.717  19.607   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   32                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   24   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32    5   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   66    0
END

View in JSmol

Synonyms

Value	Source
2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioate	Generator

Chemical Formula

C₂₄H₃₀N₂O₈

Average Mass

474.5100 Da

Monoisotopic Mass

474.20022 Da

IUPAC Name

2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid

Traditional Name

2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C(NC(=O)C=CC=CC=CC=CC=CC=CC(=O)NC(CC(O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C24H30N2O8/c1-3-17(2)22(24(33)34)26-20(28)15-13-11-9-7-5-4-6-8-10-12-14-19(27)25-18(23(31)32)16-21(29)30/h4-15,17-18,22H,3,16H2,1-2H3,(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,33,34)

InChI Key

UTCVZSMZWWEEHT-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Crocinoboletus laetissimus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Isoleucine and derivatives

Alternative Parents

Substituents

Aspartic acid or derivatives
Isoleucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Tricarboxylic acid or derivatives
N-acyl-amine
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	2.46	ALOGPS
logP	2.21	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	3.52	ChemAxon
pKa (Strongest Basic)	-0.34	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	170.1 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	130.43 m³·mol⁻¹	ChemAxon
Polarizability	51.6 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid (NP0192327)

MOL for NP0192327 (2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid)

3D MOL for NP0192327 (2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid)

3D SDF for NP0192327 (2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid)

3D-SDF for NP0192327 (2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid)

PDB for NP0192327 (2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid)

3D PDB for NP0192327 (2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid)

SMILES for NP0192327 (2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid)

INCHI for NP0192327 (2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid)

Structure for NP0192327 (2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid)

3D Structure for NP0192327 (2-{13-[(1-carboxy-2-methylbutyl)carbamoyl]trideca-2,4,6,8,10,12-hexaenamido}butanedioic acid)