NP-MRD: Showing NP-Card for (2s,4s)-2-({[(3s)-2-[(2r)-2-amino-3-(1h-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid (NP0272083)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 18:35:10 UTC

Updated at

2022-09-08 18:35:10 UTC

NP-MRD ID

NP0272083

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,4s)-2-({[(3s)-2-[(2r)-2-amino-3-(1h-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid

Description

(2S,4S)-2-({[(3S)-2-[(2R)-2-amino-3-(1H-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-1,2,3,4-tetrahydroisoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic 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,4s)-2-({[(3s)-2-[(2r)-2-amino-3-(1h-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid is found in Aspergillus oryzae. Based on a literature review very few articles have been published on (2S,4S)-2-({[(3S)-2-[(2R)-2-amino-3-(1H-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-1,2,3,4-tetrahydroisoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082220352D          

 40 43  0  0  1  0            999 V2000
   11.4908    6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    6.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2533    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158    6.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2533    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4908    5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2533    2.9684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2533    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4908    2.2539    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9033    2.9684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7283    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2132    2.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9978    1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9978    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6109    0.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4394   -0.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6548   -0.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0417    0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2132    0.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283    2.9684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0158    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    2.2539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9533    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9533    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 18 26  1  0  0  0  0
 21 26  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  4  0  0  0
 28 30  2  0  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 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
 27 40  1  0  0  0  0
  7 40  1  0  0  0  0
M  END

     RDKit          3D

 74 77  0  0  0  0  0  0  0  0999 V2000
   -3.1967    5.3170    0.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8380    5.1042    0.9596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0789    4.1336    0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3933    4.4730   -0.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4218    5.7584   -1.3681 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3441    3.5322   -1.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4112    2.2179   -0.9838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2758    1.8683    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182    2.8357    0.7946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7196    2.5342    1.9384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1846    0.4605    0.6472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0071   -0.3706   -0.5194 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8994   -1.3862   -0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187   -2.0929   -1.9040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1633   -1.7097   -0.1679 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6230   -2.9927   -0.6143 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543   -0.6305   -0.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4784   -0.7852   -0.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8679   -0.0653    1.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1030   -0.4874    1.4065 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5073   -1.4231    0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6620   -2.1586    0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8110   -3.0702   -0.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7885   -3.2648   -1.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6269   -2.5415   -1.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4824   -1.6262   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1678   -0.1227   -1.3129 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3382   -0.5242   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3176   -1.8021    0.0272 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2875    0.2727   -0.2253 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3971   -0.2481    0.6324 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2317   -1.0739   -0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4340   -1.7552    0.2376 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1167   -2.6874    1.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6719   -0.9944    0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6430   -1.9264    0.9395 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9772    0.9381    1.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5810    0.8564    2.3424 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8796    2.1832    0.6675 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2514    1.2892   -1.7652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6271    4.3816    0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7541    5.5669    1.5774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3101    6.1806   -0.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0725    6.0086   -2.1901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8921    3.8071   -2.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738    1.6681    2.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576    0.4214    1.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0521    0.2272    1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612   -1.6490    0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9106   -3.5822   -1.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1918   -3.4959    0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7034    0.3427   -0.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2031   -0.7446   -1.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2578    0.6898    1.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6909   -0.1404    2.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4622   -1.9968    1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7119   -3.6284   -0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8674   -3.9751   -2.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8361   -2.6934   -2.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1537   -0.7751   -2.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6887   -2.1413    0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9191   -0.8951    1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4474   -0.4659   -1.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5396   -1.8958   -0.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7067   -2.4963   -0.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6323   -3.6642    1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3823   -2.1998    2.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0198   -2.9015    1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5998   -0.2537    1.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0848   -0.5927   -0.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4947   -2.8151    0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6981    2.6390    0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8946    1.3769   -2.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2998    1.6567   -1.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7 40  1  0
 40 27  1  0
 27 12  1  0
 12 11  1  0
 11  8  1  0
  8  9  2  0
  9 10  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 27 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
 33 35  1  0
 35 36  1  0
 31 37  1  0
 37 39  1  0
 37 38  2  0
  9  3  1  0
 26 18  1  0
  8  7  1  0
 26 21  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  5 44  1  0
  6 45  1  0
 40 73  1  0
 40 74  1  0
 27 60  1  6
 11 47  1  0
 11 48  1  0
 10 46  1  0
 15 49  1  1
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 19 54  1  0
 20 55  1  0
 22 56  1  0
 23 57  1  0
 24 58  1  0
 25 59  1  0
 29 61  1  0
 31 62  1  1
 32 63  1  0
 32 64  1  0
 33 65  1  6
 34 66  1  0
 34 67  1  0
 34 68  1  0
 35 69  1  0
 35 70  1  0
 36 71  1  0
 39 72  1  0
M  END


  Mrv1652309082220352D          

 40 43  0  0  1  0            999 V2000
   11.4908    6.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    6.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2533    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158    6.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2533    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4908    5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2533    2.9684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2533    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4908    2.2539    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9033    2.9684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7283    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2132    2.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9978    1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9978    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6109    0.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4394   -0.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6548   -0.4870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0417    0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2132    0.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283    2.9684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0158    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4283    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    2.2539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9533    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9533    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 18 26  1  0  0  0  0
 21 26  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  4  0  0  0
 28 30  2  0  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 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
 27 40  1  0  0  0  0
  7 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0272083

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C2C[C@H](N(CC2=C1O)C(=O)[C@H](N)CC1=CNC2=CC=CC=C12)C(O)=N[C@@H](C[C@H](C)CO)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H34N4O8/c1-14(13-33)7-21(28(38)39)31-26(36)22-9-15-10-23(34)25(40-2)24(35)18(15)12-32(22)27(37)19(29)8-16-11-30-20-6-4-3-5-17(16)20/h3-6,10-11,14,19,21-22,30,33-35H,7-9,12-13,29H2,1-2H3,(H,31,36)(H,38,39)/t14-,19+,21-,22-/m0/s1

> <INCHI_KEY>
WVYIXBYYAHYOIW-ZAIHJIDKSA-N

> <FORMULA>
C28H34N4O8

> <MOLECULAR_WEIGHT>
554.6

> <EXACT_MASS>
554.237664071

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
57.55915295744248

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,4S)-2-({[(3S)-2-[(2R)-2-amino-3-(1H-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-1,2,3,4-tetrahydroisoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid

> <JCHEM_LOGP>
-0.7730734400281587

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.340182874144016

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.093010025061833

> <JCHEM_PKA_STRONGEST_BASIC>
7.940154952798964

> <JCHEM_POLAR_SURFACE_AREA>
201.92999999999995

> <JCHEM_REFRACTIVITY>
145.33990000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4S)-2-({[(3S)-2-[(2R)-2-amino-3-(1H-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1H-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      21.449  12.209   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      19.909  12.209   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      19.139  10.876   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.599  10.876   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      16.829  12.209   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      16.829   9.542   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.599   8.208   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.139   8.208   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.909   9.542   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      21.449   9.542   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      19.909   6.875   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      19.139   5.541   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      19.909   4.207   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      19.139   2.874   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      21.449   4.207   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      22.219   5.541   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      22.219   2.874   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.759   2.874   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.665   4.120   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      26.129   3.644   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      26.129   2.104   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      27.274   1.073   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      26.954  -0.433   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      25.489  -0.909   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      24.344   0.121   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      24.665   1.628   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.599   5.541   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.829   4.207   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      17.599   2.874   0.000  0.00  0.00           O+0
HETATM   30  N   UNK     0      15.289   4.207   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0      14.519   2.874   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.979   2.874   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.209   1.540   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.979   0.206   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       9.899   0.206   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      15.289   1.540   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      16.829   1.540   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      14.519   0.206   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      16.829   6.875   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   40                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8    3   10                                                  
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13   27                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   18   21                                                  
CONECT   27   12   28   40                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35                                                            
CONECT   37   31   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   27    7                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

View in JSmol

Synonyms

Value	Source
(2S,4S)-2-({[(3S)-2-[(2R)-2-amino-3-(1H-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-1,2,3,4-tetrahydroisoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoate	Generator

Chemical Formula

C₂₈H₃₄N₄O₈

Average Mass

554.6000 Da

Monoisotopic Mass

554.23766 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2C[C@H](N(CC2=C1O)C(=O)[C@H](N)CC1=CNC2=CC=CC=C12)C(O)=N[C@@H](C[C@H](C)CO)C(O)=O

InChI Identifier

InChI=1S/C28H34N4O8/c1-14(13-33)7-21(28(38)39)31-26(36)22-9-15-10-23(34)25(40-2)24(35)18(15)12-32(22)27(37)19(29)8-16-11-30-20-6-4-3-5-17(16)20/h3-6,10-11,14,19,21-22,30,33-35H,7-9,12-13,29H2,1-2H3,(H,31,36)(H,38,39)/t14-,19+,21-,22-/m0/s1

InChI Key

WVYIXBYYAHYOIW-ZAIHJIDKSA-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
Aspergillus oryzae	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
Triptan
Alpha-amino acid amide
3-alkylindole
Tetrahydroisoquinoline
Alpha-amino acid or derivatives
Indole or derivatives
Indole
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Alkyl aryl ether
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Tertiary carboxylic acid amide
Pyrrole
Amino acid
Carboxamide group
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source

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

163033465

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,4s)-2-({[(3s)-2-[(2r)-2-amino-3-(1h-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid (NP0272083)

MOL for NP0272083 ((2s,4s)-2-({[(3s)-2-[(2r)-2-amino-3-(1h-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid)

3D MOL for NP0272083 ((2s,4s)-2-({[(3s)-2-[(2r)-2-amino-3-(1h-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid)

3D SDF for NP0272083 ((2s,4s)-2-({[(3s)-2-[(2r)-2-amino-3-(1h-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid)

3D-SDF for NP0272083 ((2s,4s)-2-({[(3s)-2-[(2r)-2-amino-3-(1h-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid)

PDB for NP0272083 ((2s,4s)-2-({[(3s)-2-[(2r)-2-amino-3-(1h-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid)

3D PDB for NP0272083 ((2s,4s)-2-({[(3s)-2-[(2r)-2-amino-3-(1h-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid)

SMILES for NP0272083 ((2s,4s)-2-({[(3s)-2-[(2r)-2-amino-3-(1h-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid)

INCHI for NP0272083 ((2s,4s)-2-({[(3s)-2-[(2r)-2-amino-3-(1h-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid)

Structure for NP0272083 ((2s,4s)-2-({[(3s)-2-[(2r)-2-amino-3-(1h-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid)

3D Structure for NP0272083 ((2s,4s)-2-({[(3s)-2-[(2r)-2-amino-3-(1h-indol-3-yl)propanoyl]-6,8-dihydroxy-7-methoxy-3,4-dihydro-1h-isoquinolin-3-yl](hydroxy)methylidene}amino)-5-hydroxy-4-methylpentanoic acid)