NP-MRD: Showing NP-Card for Nikkomycin WX (NP0009802)

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Record Information

Version

2.0

Created at

2021-01-05 19:23:32 UTC

Updated at

2021-07-15 17:04:18 UTC

NP-MRD ID

NP0009802

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Nikkomycin WX

Provided By

NPAtlas

Description

(2R)-2-{[(2S)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-2-[(2R,3R,4R,5R)-5-(4-formyl-2-hydroxy-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic 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. Nikkomycin WX is found in Streptomyces and Streptomyces tendae. Nikkomycin WX was first documented in 1990 (PMID: 2137814). Based on a literature review very few articles have been published on (2R)-2-{[(2S)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-2-[(2R,3R,4R,5R)-5-(4-formyl-2-hydroxy-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106533D          

 54 56  0  0  0  0            999 V2000
   -2.4664    0.5290    0.8365 N   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6666   -0.5683    0.3175 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5067   -1.3131   -0.7284 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7373   -1.8310   -0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160   -3.1006    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8201   -3.6444    1.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9912   -2.9196    1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1384   -3.4343    1.7895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0215   -1.6709    0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9135   -1.1150   -0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4939   -0.0217   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3256   -0.8190   -0.8986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039    1.3516   -0.4928 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496    1.9837   -1.1884 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3695    2.7584   -2.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8894    2.8474   -2.5391 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1654    3.4240   -3.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700    2.7365   -0.1148 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9408    1.7952    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2311    1.3936    0.6114 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4178   -0.0188    0.4974 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8306   -1.0334    1.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3295   -2.2564    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9581   -3.5874    1.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5283   -4.5720    0.6304 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2290   -1.9262   -0.2298 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815   -0.5989   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0632   -0.0251   -1.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459    2.1474   -0.5931 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0643    2.5141   -0.4912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474    3.3936   -0.4812 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8874    4.2072   -1.5569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8824    1.0744    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2443    0.1542    1.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3798   -1.2621    1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7925   -0.5565   -1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802   -2.1129   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880   -3.6562    0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539   -4.6324    1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2399   -3.2463    2.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9479   -1.1142    0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9446   -0.1231   -0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9768    2.0175   -0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    1.1262   -1.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9003    3.6514   -4.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9152    3.4693    0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8564    1.7420    1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0801   -0.9141    1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107   -3.6707    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7952   -2.6160   -0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4997    1.6668   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021    3.2755    0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2045    3.9468    0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7325    5.1550   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  2 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 10  4  1  0  0  0  0
 31 18  1  0  0  0  0
 27 21  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  2 35  1  1  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
  5 38  1  0  0  0  0
  6 39  1  0  0  0  0
  8 40  1  0  0  0  0
  9 41  1  0  0  0  0
 10 42  1  0  0  0  0
 13 43  1  0  0  0  0
 14 44  1  6  0  0  0
 17 45  1  0  0  0  0
 18 46  1  1  0  0  0
 20 47  1  1  0  0  0
 22 48  1  0  0  0  0
 24 49  1  0  0  0  0
 26 50  1  0  0  0  0
 29 51  1  6  0  0  0
 30 52  1  0  0  0  0
 31 53  1  1  0  0  0
 32 54  1  0  0  0  0
M  END

     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
   -2.4664    0.5290    0.8365 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6666   -0.5683    0.3175 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5067   -1.3131   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7373   -1.8310   -0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160   -3.1006    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8201   -3.6444    1.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9912   -2.9196    1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1384   -3.4343    1.7895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0215   -1.6709    0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9135   -1.1150   -0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4939   -0.0217   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3256   -0.8190   -0.8986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039    1.3516   -0.4928 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496    1.9837   -1.1884 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3695    2.7584   -2.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8894    2.8474   -2.5391 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1654    3.4240   -3.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700    2.7365   -0.1148 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9408    1.7952    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2311    1.3936    0.6114 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4178   -0.0188    0.4974 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8306   -1.0334    1.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3295   -2.2564    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9581   -3.5874    1.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5283   -4.5720    0.6304 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2290   -1.9262   -0.2298 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815   -0.5989   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0632   -0.0251   -1.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459    2.1474   -0.5931 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0643    2.5141   -0.4912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474    3.3936   -0.4812 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8874    4.2072   -1.5569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8824    1.0744    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2443    0.1542    1.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3798   -1.2621    1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7925   -0.5565   -1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802   -2.1129   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880   -3.6562    0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539   -4.6324    1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2399   -3.2463    2.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9479   -1.1142    0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9446   -0.1231   -0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9768    2.0175   -0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    1.1262   -1.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9003    3.6514   -4.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9152    3.4693    0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8564    1.7420    1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0801   -0.9141    1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107   -3.6707    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7952   -2.6160   -0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4997    1.6668   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021    3.2755    0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2045    3.9468    0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7325    5.1550   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
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 19 20  1  0
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 22 23  2  0
 23 24  1  0
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 23 26  1  0
 26 27  1  0
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 29 30  1  0
 29 31  1  0
 31 32  1  0
 10  4  1  0
 31 18  1  0
 27 21  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  1
  3 36  1  0
  3 37  1  0
  5 38  1  0
  6 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 13 43  1  0
 14 44  1  6
 17 45  1  0
 18 46  1  1
 20 47  1  1
 22 48  1  0
 24 49  1  0
 26 50  1  0
 29 51  1  6
 30 52  1  0
 31 53  1  1
 32 54  1  0
M  END


  Mrv1652306242106533D          

 54 56  0  0  0  0            999 V2000
   -2.4664    0.5290    0.8365 N   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6666   -0.5683    0.3175 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5067   -1.3131   -0.7284 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7373   -1.8310   -0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160   -3.1006    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8201   -3.6444    1.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9912   -2.9196    1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1384   -3.4343    1.7895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0215   -1.6709    0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9135   -1.1150   -0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4939   -0.0217   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3256   -0.8190   -0.8986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039    1.3516   -0.4928 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496    1.9837   -1.1884 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3695    2.7584   -2.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8894    2.8474   -2.5391 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1654    3.4240   -3.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700    2.7365   -0.1148 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9408    1.7952    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2311    1.3936    0.6114 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4178   -0.0188    0.4974 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8306   -1.0334    1.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3295   -2.2564    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9581   -3.5874    1.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5283   -4.5720    0.6304 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2290   -1.9262   -0.2298 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815   -0.5989   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0632   -0.0251   -1.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459    2.1474   -0.5931 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0643    2.5141   -0.4912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474    3.3936   -0.4812 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8874    4.2072   -1.5569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8824    1.0744    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2443    0.1542    1.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3798   -1.2621    1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7925   -0.5565   -1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802   -2.1129   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880   -3.6562    0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539   -4.6324    1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2399   -3.2463    2.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9479   -1.1142    0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9446   -0.1231   -0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9768    2.0175   -0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    1.1262   -1.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9003    3.6514   -4.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9152    3.4693    0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8564    1.7420    1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0801   -0.9141    1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107   -3.6707    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7952   -2.6160   -0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4997    1.6668   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021    3.2755    0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2045    3.9468    0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7325    5.1550   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  2 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 10  4  1  0  0  0  0
 31 18  1  0  0  0  0
 27 21  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  2 35  1  1  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
  5 38  1  0  0  0  0
  6 39  1  0  0  0  0
  8 40  1  0  0  0  0
  9 41  1  0  0  0  0
 10 42  1  0  0  0  0
 13 43  1  0  0  0  0
 14 44  1  6  0  0  0
 17 45  1  0  0  0  0
 18 46  1  1  0  0  0
 20 47  1  1  0  0  0
 22 48  1  0  0  0  0
 24 49  1  0  0  0  0
 26 50  1  0  0  0  0
 29 51  1  6  0  0  0
 30 52  1  0  0  0  0
 31 53  1  1  0  0  0
 32 54  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009802

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]([H])(N([H])C(=O)[C@@]([H])(N([H])[H])C([H])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H])[C@@]1([H])O[C@@]([H])(N2C([H])=C(N([H])C2=O)C([H])=O)[C@]([H])(O[H])[C@@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H22N4O9/c20-11(5-8-1-3-10(25)4-2-8)16(28)22-12(18(29)30)15-13(26)14(27)17(32-15)23-6-9(7-24)21-19(23)31/h1-4,6-7,11-15,17,25-27H,5,20H2,(H,21,31)(H,22,28)(H,29,30)/t11-,12+,13+,14+,15+,17+/m0/s1

> <INCHI_KEY>
AEDRUJHNHSLWIZ-WTUOYXTGSA-N

> <FORMULA>
C19H22N4O9

> <MOLECULAR_WEIGHT>
450.404

> <EXACT_MASS>
450.138678304

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
42.52201350802456

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-2-[(2R,3R,4R,5R)-5-(4-formyl-2-oxo-2,3-dihydro-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid

> <ALOGPS_LOGP>
-0.61

> <JCHEM_LOGP>
-4.326170714597577

> <ALOGPS_LOGS>
-2.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.7599777460073

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1445595123790118

> <JCHEM_PKA_STRONGEST_BASIC>
7.947222936669421

> <JCHEM_POLAR_SURFACE_AREA>
211.74999999999997

> <JCHEM_REFRACTIVITY>
104.70549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(R)-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido][(2R,3R,4R,5R)-5-(4-formyl-2-oxo-3H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 54 56  0  0  0  0  0  0  0  0999 V2000
   -2.4664    0.5290    0.8365 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6666   -0.5683    0.3175 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5067   -1.3131   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7373   -1.8310   -0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160   -3.1006    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8201   -3.6444    1.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9912   -2.9196    1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1384   -3.4343    1.7895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0215   -1.6709    0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9135   -1.1150   -0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4939   -0.0217   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3256   -0.8190   -0.8986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039    1.3516   -0.4928 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496    1.9837   -1.1884 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3695    2.7584   -2.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8894    2.8474   -2.5391 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1654    3.4240   -3.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700    2.7365   -0.1148 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9408    1.7952    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2311    1.3936    0.6114 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4178   -0.0188    0.4974 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8306   -1.0334    1.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3295   -2.2564    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9581   -3.5874    1.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5283   -4.5720    0.6304 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2290   -1.9262   -0.2298 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815   -0.5989   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0632   -0.0251   -1.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459    2.1474   -0.5931 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0643    2.5141   -0.4912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474    3.3936   -0.4812 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8874    4.2072   -1.5569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8824    1.0744    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2443    0.1542    1.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3798   -1.2621    1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7925   -0.5565   -1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802   -2.1129   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880   -3.6562    0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539   -4.6324    1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2399   -3.2463    2.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9479   -1.1142    0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9446   -0.1231   -0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9768    2.0175   -0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    1.1262   -1.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9003    3.6514   -4.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9152    3.4693    0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8564    1.7420    1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0801   -0.9141    1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107   -3.6707    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7952   -2.6160   -0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4997    1.6668   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021    3.2755    0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2045    3.9468    0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7325    5.1550   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 23 26  1  0
 26 27  1  0
 27 28  2  0
 20 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 10  4  1  0
 31 18  1  0
 27 21  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  1
  3 36  1  0
  3 37  1  0
  5 38  1  0
  6 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 13 43  1  0
 14 44  1  6
 17 45  1  0
 18 46  1  1
 20 47  1  1
 22 48  1  0
 24 49  1  0
 26 50  1  0
 29 51  1  6
 30 52  1  0
 31 53  1  1
 32 54  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  N   UNK     0      -2.466   0.529   0.837  0.00  0.00           N+0
HETATM    2  C   UNK     0      -1.667  -0.568   0.318  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.507  -1.313  -0.728  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.737  -1.831  -0.080  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.716  -3.101   0.480  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.820  -3.644   1.097  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.991  -2.920   1.171  0.00  0.00           C+0
HETATM    8  O   UNK     0      -7.138  -3.434   1.790  0.00  0.00           O+0
HETATM    9  C   UNK     0      -6.021  -1.671   0.623  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.914  -1.115  -0.002  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.494  -0.022  -0.391  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.326  -0.819  -0.899  0.00  0.00           O+0
HETATM   13  N   UNK     0      -0.304   1.352  -0.493  0.00  0.00           N+0
HETATM   14  C   UNK     0       0.850   1.984  -1.188  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.370   2.758  -2.325  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.889   2.847  -2.539  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.165   3.424  -3.222  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.570   2.736  -0.115  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.941   1.795   0.873  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.231   1.394   0.611  0.00  0.00           C+0
HETATM   21  N   UNK     0       3.418  -0.019   0.497  0.00  0.00           N+0
HETATM   22  C   UNK     0       2.831  -1.033   1.154  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.329  -2.256   0.710  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.958  -3.587   1.162  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.528  -4.572   0.630  0.00  0.00           O+0
HETATM   26  N   UNK     0       4.229  -1.926  -0.230  0.00  0.00           N+0
HETATM   27  C   UNK     0       4.282  -0.599  -0.356  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.063  -0.025  -1.187  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.746   2.147  -0.593  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.064   2.514  -0.491  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.847   3.394  -0.481  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.887   4.207  -1.557  0.00  0.00           O+0
HETATM   33  H   UNK     0      -2.882   1.074   0.057  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.244   0.154   1.444  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.380  -1.262   1.131  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.793  -0.557  -1.480  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.880  -2.113  -1.147  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.788  -3.656   0.414  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.754  -4.632   1.517  0.00  0.00           H+0
HETATM   40  H   UNK     0      -7.240  -3.246   2.779  0.00  0.00           H+0
HETATM   41  H   UNK     0      -6.948  -1.114   0.688  0.00  0.00           H+0
HETATM   42  H   UNK     0      -4.945  -0.123  -0.434  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.977   2.018  -0.077  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.463   1.126  -1.532  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.900   3.651  -4.163  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.915   3.469   0.396  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.856   1.742   1.483  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.080  -0.914   1.916  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.211  -3.671   1.932  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.795  -2.616  -0.772  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.500   1.667  -1.558  0.00  0.00           H+0
HETATM   52  H   UNK     0       5.202   3.276   0.120  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.204   3.947   0.445  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.732   5.155  -1.257  0.00  0.00           H+0
CONECT    1    2   33   34                                                  
CONECT    2    1    3   11   35                                             
CONECT    3    2    4   36   37                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6   38                                                  
CONECT    6    5    7   39                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7   40                                                       
CONECT    9    7   10   41                                                  
CONECT   10    9    4   42                                                  
CONECT   11    2   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   43                                                  
CONECT   14   13   15   18   44                                             
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   45                                                       
CONECT   18   14   19   31   46                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   29   47                                             
CONECT   21   20   22   27                                                  
CONECT   22   21   23   48                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   25   49                                                  
CONECT   25   24                                                            
CONECT   26   23   27   50                                                  
CONECT   27   26   28   21                                                  
CONECT   28   27                                                            
CONECT   29   20   30   31   51                                             
CONECT   30   29   52                                                       
CONECT   31   29   32   18   53                                             
CONECT   32   31   54                                                       
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    2                                                            
CONECT   36    3                                                            
CONECT   37    3                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40    8                                                            
CONECT   41    9                                                            
CONECT   42   10                                                            
CONECT   43   13                                                            
CONECT   44   14                                                            
CONECT   45   17                                                            
CONECT   46   18                                                            
CONECT   47   20                                                            
CONECT   48   22                                                            
CONECT   49   24                                                            
CONECT   50   26                                                            
CONECT   51   29                                                            
CONECT   52   30                                                            
CONECT   53   31                                                            
CONECT   54   32                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  112    0
END

RDKit          3D

54 56  0  0  0  0  0  0  0  0999 V2000
   -2.4664    0.5290    0.8365 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6666   -0.5683    0.3175 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5067   -1.3131   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7373   -1.8310   -0.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160   -3.1006    0.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8201   -3.6444    1.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9912   -2.9196    1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1384   -3.4343    1.7895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0215   -1.6709    0.6225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9135   -1.1150   -0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4939   -0.0217   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3256   -0.8190   -0.8986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039    1.3516   -0.4928 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496    1.9837   -1.1884 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3695    2.7584   -2.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8894    2.8474   -2.5391 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1654    3.4240   -3.2224 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700    2.7365   -0.1148 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9408    1.7952    0.8731 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2311    1.3936    0.6114 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4178   -0.0188    0.4974 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8306   -1.0334    1.1540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3295   -2.2564    0.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9581   -3.5874    1.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5283   -4.5720    0.6304 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2290   -1.9262   -0.2298 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815   -0.5989   -0.3557 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0632   -0.0251   -1.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459    2.1474   -0.5931 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0643    2.5141   -0.4912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474    3.3936   -0.4812 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8874    4.2072   -1.5569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8824    1.0744    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2443    0.1542    1.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3798   -1.2621    1.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7925   -0.5565   -1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8802   -2.1129   -1.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880   -3.6562    0.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7539   -4.6324    1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2399   -3.2463    2.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9479   -1.1142    0.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9446   -0.1231   -0.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9768    2.0175   -0.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4633    1.1262   -1.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9003    3.6514   -4.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9152    3.4693    0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8564    1.7420    1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0801   -0.9141    1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107   -3.6707    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7952   -2.6160   -0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4997    1.6668   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021    3.2755    0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2045    3.9468    0.4452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7325    5.1550   -1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 14 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 23 26  1  0
 26 27  1  0
 27 28  2  0
 20 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 10  4  1  0
 31 18  1  0
 27 21  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  1
  3 36  1  0
  3 37  1  0
  5 38  1  0
  6 39  1  0
  8 40  1  0
  9 41  1  0
 10 42  1  0
 13 43  1  0
 14 44  1  6
 17 45  1  0
 18 46  1  1
 20 47  1  1
 22 48  1  0
 24 49  1  0
 26 50  1  0
 29 51  1  6
 30 52  1  0
 31 53  1  1
 32 54  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2R)-2-{[(2S)-2-amino-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-2-[(2R,3R,4R,5R)-5-(4-formyl-2-hydroxy-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]acetate	Generator

Chemical Formula

C₁₉H₂₂N₄O₉

Average Mass

450.4040 Da

Monoisotopic Mass

450.13868 Da

IUPAC Name

(2R)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-2-[(2R,3R,4R,5R)-5-(4-formyl-2-oxo-2,3-dihydro-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid

Traditional Name

(R)-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido][(2R,3R,4R,5R)-5-(4-formyl-2-oxo-3H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid

CAS Registry Number

Not Available

SMILES

N[C@@H](CC1=CC=C(O)C=C1)C(=O)N[C@H]([C@H]1O[C@H]([C@H](O)[C@H]1O)N1C=C(NC1=O)C=O)C(O)=O

InChI Identifier

InChI=1S/C19H22N4O9/c20-11(5-8-1-3-10(25)4-2-8)16(28)22-12(18(29)30)15-13(26)14(27)17(32-15)23-6-9(7-24)21-19(23)31/h1-4,6-7,11-15,17,25-27H,5,20H2,(H,21,31)(H,22,28)(H,29,30)/t11-,12+,13+,14+,15+,17+/m0/s1

InChI Key

AEDRUJHNHSLWIZ-WTUOYXTGSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces	NPAtlas	2137814
Streptomyces tendae	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Streptomyces tendae T.901/395-11/32	KNApSAcK Database	22123792

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
N-glycosyl compound
Glycosyl compound
Amphetamine or derivatives
Alpha-amino acid or derivatives
Trisubstituted imidazole
Imidazolyl carboxylic acid derivative
1,2,4-trisubstituted-imidazole
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Aryl-aldehyde
Phenol
Imidazole-4-carbonyl group
Benzenoid
N-substituted imidazole
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous amide
Tetrahydrofuran
Imidazole
Azole
Amino acid
Secondary alcohol
Amino acid or derivatives
1,2-diol
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Aldehyde
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-0.61	ALOGPS
logP	-4.3	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.14	ChemAxon
pKa (Strongest Basic)	7.95	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	211.75 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	104.71 m³·mol⁻¹	ChemAxon
Polarizability	42.52 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA020706

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78442937

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139588932

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Decker H, Walz F, Bormann C, Zahner H, Fiedler HP, Heitsch H, Konig WA: Metabolic products of microorganisms. 255. Nikkomycins Wz and Wx, new chitin synthetase inhibitors from Streptomyces tendae. J Antibiot (Tokyo). 1990 Jan;43(1):43-8. doi: 10.7164/antibiotics.43.43. [PubMed:2137814 ]

Showing NP-Card for Nikkomycin WX (NP0009802)

MOL for NP0009802 (Nikkomycin WX)

3D MOL for NP0009802 (Nikkomycin WX)

3D SDF for NP0009802 (Nikkomycin WX)

3D-SDF for NP0009802 (Nikkomycin WX)

PDB for NP0009802 (Nikkomycin WX)

3D PDB for NP0009802 (Nikkomycin WX)

SMILES for NP0009802 (Nikkomycin WX)

INCHI for NP0009802 (Nikkomycin WX)

Structure for NP0009802 (Nikkomycin WX)

3D Structure for NP0009802 (Nikkomycin WX)