NP-MRD: Showing NP-Card for (2s)-6-amino-2-{[(2s)-2-{[(2s)-2-({[(2r)-1-[(2s)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid (NP0305416)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 21:14:39 UTC

Updated at

2022-09-10 21:14:39 UTC

NP-MRD ID

NP0305416

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-6-amino-2-{[(2s)-2-{[(2s)-2-({[(2r)-1-[(2s)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid

Description

(2S)-6-amino-2-{[(2S)-2-{[(2S)-2-({[(2R)-1-[(2S)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. (2s)-6-amino-2-{[(2s)-2-{[(2s)-2-({[(2r)-1-[(2s)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid is found in Phytolacca americana. Based on a literature review very few articles have been published on (2S)-6-amino-2-{[(2S)-2-{[(2S)-2-({[(2R)-1-[(2S)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102223142D          

 39 39  0  0  1  0            999 V2000
    5.2631  -11.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6756  -10.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2631   -9.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5006  -10.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9131   -9.7329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7381   -9.7329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1506  -10.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7381  -11.1618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9756  -10.4473    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3881   -9.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2131   -9.7329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3881  -11.1618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9756  -11.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1506  -11.8763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3881  -12.5907    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.2086  -12.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3801  -13.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6656  -13.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0525  -13.3444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2455  -13.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6935  -12.9028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9906  -14.3006    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5426  -14.9137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1836  -14.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9287  -15.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1217  -15.4282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4807  -15.8698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5006   -9.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6756   -9.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9131   -8.3039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5006   -7.5894    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6756   -7.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2631   -6.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4381   -6.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256   -6.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -6.1605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9131   -6.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5006   -6.1605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7381   -6.8750    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  6  0  0  0
 12 13  2  0  0  0  0
 13 14  1  4  0  0  0
 15 13  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  4  0  0  0
 28 30  2  0  0  0  0
 31 30  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 31 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
M  END

     RDKit          3D

 81 81  0  0  0  0  0  0  0  0999 V2000
   -1.9440    1.8489   -4.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1448    0.8796   -3.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878   -0.3772   -4.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7604    1.6007   -2.5403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8354    0.9519   -1.2161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0953   -0.1912   -0.9493 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0229   -0.6773   -0.9688 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0932   -2.0309   -0.5193 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3300   -0.1183   -1.3761 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9866   -1.0176   -2.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0552   -0.3680   -2.9947 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2019    0.2426   -0.3169 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126   -0.4694    0.5871 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4265   -1.8353    0.6214 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6279    0.0134    1.6699 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8468   -0.0229    2.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9323   -1.4798    3.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3337   -1.8232    3.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6413   -0.9760    1.8606 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7953   -1.2190    1.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5699   -2.1918    1.4612 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1786   -0.4455   -0.0689 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3208    0.6845   -0.2622 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6308   -0.0151    0.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8038    0.8197    1.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8428    1.0827    2.0326 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0567    1.3333    1.6185 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2940    0.7958   -0.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0305    1.9508   -0.6941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7840   -0.3263   -0.5223 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1338   -0.5256   -0.1153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5181    0.2220    1.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6677   -0.1980    2.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9731    0.5161    3.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3482    0.3407    4.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3583    0.8403    3.2101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1202   -0.1198   -1.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3623   -0.2378   -0.9516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6068    0.3824   -2.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2219    1.3292   -5.8654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8832    2.1851   -4.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6114    2.7072   -4.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2630    0.6991   -3.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4454   -1.1787   -3.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4773   -0.1874   -4.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0761   -0.8177   -4.9890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7621    2.1095   -2.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4465    2.5092   -2.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4806    1.7394   -0.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0852   -2.7148   -1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1174    0.8194   -1.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2176   -1.1697   -3.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2371   -2.0080   -2.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5470   -1.0630   -3.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2091   -2.4367    0.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9935    1.0267    1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8270    0.3422    2.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3496    0.5922    3.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792   -2.1161    2.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7703   -1.5855    4.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694   -2.8855    2.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0449   -1.4852    3.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1521   -1.1363   -0.9691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8256    0.6791   -1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8035    1.5990   -0.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2849   -0.9141    0.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9472    0.5306   -0.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8515    1.2585    0.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2103    2.5790   -1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3621   -1.6091    0.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5860   -0.0651    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4827    1.3128    1.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7548   -1.3070    2.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6035    0.0468    2.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2228    0.2760    4.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7667    1.6177    3.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4388    0.9434    5.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5427   -0.7199    4.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6984    1.8016    3.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1811    0.1891    3.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3393   -0.2853   -3.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 27  1  0
 25 26  2  0
  5 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 31 37  1  0
 37 39  1  0
 37 38  2  0
 19 15  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  2 43  1  0
  3 44  1  0
  3 45  1  0
  3 46  1  0
  4 47  1  0
  4 48  1  0
  5 49  1  1
  8 50  1  0
  9 51  1  6
 10 52  1  0
 10 53  1  0
 11 54  1  0
 14 55  1  0
 15 56  1  6
 16 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 18 61  1  0
 18 62  1  0
 22 63  1  6
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 27 68  1  0
 29 69  1  0
 31 70  1  1
 32 71  1  0
 32 72  1  0
 33 73  1  0
 33 74  1  0
 34 75  1  0
 34 76  1  0
 35 77  1  0
 35 78  1  0
 36 79  1  0
 36 80  1  0
 39 81  1  0
M  END


  Mrv1652309102223142D          

 39 39  0  0  1  0            999 V2000
    5.2631  -11.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6756  -10.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2631   -9.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5006  -10.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9131   -9.7329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7381   -9.7329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1506  -10.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7381  -11.1618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9756  -10.4473    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3881   -9.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2131   -9.7329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3881  -11.1618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9756  -11.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1506  -11.8763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3881  -12.5907    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.2086  -12.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3801  -13.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6656  -13.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0525  -13.3444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2455  -13.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6935  -12.9028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9906  -14.3006    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5426  -14.9137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1836  -14.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9287  -15.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1217  -15.4282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4807  -15.8698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5006   -9.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6756   -9.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9131   -8.3039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5006   -7.5894    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6756   -7.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2631   -6.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4381   -6.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256   -6.1605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -6.1605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9131   -6.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5006   -6.1605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7381   -6.8750    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  6  0  0  0
 12 13  2  0  0  0  0
 13 14  1  4  0  0  0
 15 13  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  4  0  0  0
 28 30  2  0  0  0  0
 31 30  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 31 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0305416

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C[C@H](N=C(O)[C@H](CO)N=C(O)[C@H]1CCCN1C(=O)[C@@H](N)CC(O)=O)C(O)=N[C@@H](CCCCN)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H42N6O9/c1-13(2)10-16(20(34)27-15(24(38)39)6-3-4-8-25)28-21(35)17(12-31)29-22(36)18-7-5-9-30(18)23(37)14(26)11-19(32)33/h13-18,31H,3-12,25-26H2,1-2H3,(H,27,34)(H,28,35)(H,29,36)(H,32,33)(H,38,39)/t14-,15-,16-,17-,18+/m0/s1

> <INCHI_KEY>
YXALGQBWVHQVLC-KFGODFMUSA-N

> <FORMULA>
C24H42N6O9

> <MOLECULAR_WEIGHT>
558.633

> <EXACT_MASS>
558.301326956

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
57.438809586828405

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-6-amino-2-{[(2S)-2-{[(2S)-2-({[(2R)-1-[(2S)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid

> <JCHEM_LOGP>
-5.597639678997973

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.4521866302471684

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.98036002650494

> <JCHEM_PKA_STRONGEST_BASIC>
10.214352512669791

> <JCHEM_POLAR_SURFACE_AREA>
264.95

> <JCHEM_REFRACTIVITY>
137.506

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-6-amino-2-{[(2S)-2-{[(2S)-2-({[(2R)-1-[(2S)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       9.824 -20.835   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.594 -19.502   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.824 -18.168   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.134 -19.502   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.904 -18.168   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      14.444 -18.168   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      15.214 -19.502   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      14.444 -20.835   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      16.754 -19.502   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.524 -18.168   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      19.064 -18.168   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      17.524 -20.835   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      16.754 -22.169   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      15.214 -22.169   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      17.524 -23.503   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.056 -23.664   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.376 -25.170   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.042 -25.940   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      16.898 -24.910   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      15.392 -25.230   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      14.361 -24.085   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      14.916 -26.694   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      15.946 -27.839   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      13.409 -27.015   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.934 -28.479   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      11.427 -28.799   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      13.964 -29.624   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      12.134 -16.834   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.594 -16.834   0.000  0.00  0.00           O+0
HETATM   30  N   UNK     0      12.904 -15.501   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0      12.134 -14.167   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.594 -14.167   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.824 -12.833   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.284 -12.833   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.514 -11.500   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0       5.974 -11.500   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0      12.904 -12.833   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      12.134 -11.500   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      14.444 -12.833   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   15   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28    5   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   31   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   78    0
END

View in JSmol

Synonyms

Value	Source
(2S)-6-Amino-2-{[(2S)-2-{[(2S)-2-({[(2R)-1-[(2S)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoate	Generator

Chemical Formula

C₂₄H₄₂N₆O₉

Average Mass

558.6330 Da

Monoisotopic Mass

558.30133 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)C[C@H](N=C(O)[C@H](CO)N=C(O)[C@H]1CCCN1C(=O)[C@@H](N)CC(O)=O)C(O)=N[C@@H](CCCCN)C(O)=O

InChI Identifier

InChI=1S/C24H42N6O9/c1-13(2)10-16(20(34)27-15(24(38)39)6-3-4-8-25)28-21(35)17(12-31)29-22(36)18-7-5-9-30(18)23(37)14(26)11-19(32)33/h13-18,31H,3-12,25-26H2,1-2H3,(H,27,34)(H,28,35)(H,29,36)(H,32,33)(H,38,39)/t14-,15-,16-,17-,18+/m0/s1

InChI Key

YXALGQBWVHQVLC-KFGODFMUSA-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
Phytolacca americana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acylpyrrolidine
Medium-chain fatty acid
Amino fatty acid
Branched fatty acid
Hydroxy fatty acid
Heterocyclic fatty acid
Fatty acyl
Fatty acid
Dicarboxylic acid or derivatives
Pyrrolidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxamide group
Carboximidic acid
Carboximidic acid derivative
Azacycle
Carboxylic acid
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Amine
Organic oxygen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Primary aliphatic amine
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen 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

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

163020424

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-6-amino-2-{[(2s)-2-{[(2s)-2-({[(2r)-1-[(2s)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid (NP0305416)

MOL for NP0305416 ((2s)-6-amino-2-{[(2s)-2-{[(2s)-2-({[(2r)-1-[(2s)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid)

3D MOL for NP0305416 ((2s)-6-amino-2-{[(2s)-2-{[(2s)-2-({[(2r)-1-[(2s)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid)

3D SDF for NP0305416 ((2s)-6-amino-2-{[(2s)-2-{[(2s)-2-({[(2r)-1-[(2s)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid)

3D-SDF for NP0305416 ((2s)-6-amino-2-{[(2s)-2-{[(2s)-2-({[(2r)-1-[(2s)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid)

PDB for NP0305416 ((2s)-6-amino-2-{[(2s)-2-{[(2s)-2-({[(2r)-1-[(2s)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid)

3D PDB for NP0305416 ((2s)-6-amino-2-{[(2s)-2-{[(2s)-2-({[(2r)-1-[(2s)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid)

SMILES for NP0305416 ((2s)-6-amino-2-{[(2s)-2-{[(2s)-2-({[(2r)-1-[(2s)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid)

INCHI for NP0305416 ((2s)-6-amino-2-{[(2s)-2-{[(2s)-2-({[(2r)-1-[(2s)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid)

Structure for NP0305416 ((2s)-6-amino-2-{[(2s)-2-{[(2s)-2-({[(2r)-1-[(2s)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid)

3D Structure for NP0305416 ((2s)-6-amino-2-{[(2s)-2-{[(2s)-2-({[(2r)-1-[(2s)-2-amino-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-1,3-dihydroxypropylidene]amino}-1-hydroxy-4-methylpentylidene]amino}hexanoic acid)