NP-MRD: Showing NP-Card for AHB-Gentamine-C1a (NP0022780)

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Record Information

Version

2.0

Created at

2021-01-06 07:57:06 UTC

Updated at

2021-07-15 17:39:57 UTC

NP-MRD ID

NP0022780

Secondary Accession Numbers

None

Natural Product Identification

Common Name

AHB-Gentamine-C1a

Provided By

NPAtlas

Description

(2S)-4-amino-N-(5-amino-4-{[3-amino-6-(aminomethyl)oxan-2-yl]oxy}-2,3-dihydroxycyclohexyl)-2-hydroxybutanimidic acid belongs to the class of organic compounds known as aminocyclitol glycosides. These are organic compounds containing an amicocyclitol moiety glycosidically linked to a carbohydrate moiety. There are two major classes of aminoglycosides containing a 2-streptamine core. They are called 4,5- and 4,6-disubstituted 2-deoxystreptamines. AHB-Gentamine-C1a is found in Bacillus circulans. Based on a literature review very few articles have been published on (2S)-4-amino-N-(5-amino-4-{[3-amino-6-(aminomethyl)oxan-2-yl]oxy}-2,3-dihydroxycyclohexyl)-2-hydroxybutanimidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105373D          

 60 61  0  0  0  0            999 V2000
    7.0917   -0.0503   -1.8702 N   0  0  2  0  0  0  0  0  0  0  0  0
    6.2608    0.3551   -0.7499 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1185   -0.8752    0.1494 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4637   -1.9497   -0.6924 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2297   -2.2662   -1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174   -1.4535   -1.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7493   -1.3447   -2.2680 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2280   -1.0937   -0.0394 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9081   -0.6072   -0.4156 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8330    0.8302    0.1064 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4204    1.3053   -0.1636 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2851    2.7317   -0.0643 N   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4902    0.5652    0.7949 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6327    0.2116    0.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7909    0.7709    0.6658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6116   -0.3179    0.9892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596    0.0103    0.9405 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7281   -1.1460    1.5580 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1514   -0.8457    1.5288 N   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4365    0.2290   -0.4815 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2326    0.6476   -1.2950 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4341    1.6154   -0.4212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3558    2.5797    0.1059 N   0  0  1  0  0  0  0  0  0  0  0  0
    0.1363   -0.7068    1.3010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8770   -1.5542    1.7806 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8011   -1.4475    0.1586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1899   -1.7120   -0.7983 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8849   -0.6322   -1.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3496    0.7625   -2.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2678    0.6968   -1.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7706    1.1692   -0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1118   -1.2027    0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4514   -0.6032    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3556   -2.8566   -0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7802   -1.9034   -2.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4915   -1.1677    0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7856   -0.5883   -1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0868    0.8344    1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5779    1.4076   -0.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866    1.0095   -1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2722    2.9852    0.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2333    3.1457    0.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096    1.2055    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5150    1.3551    1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1201    0.8814    1.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.5143   -2.1087    1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6809   -1.5980    2.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.1662    1.0471   -0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6042   -0.2816   -1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4803    1.0818   -2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8923    3.4372    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0211    2.8446   -0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8830   -0.5315    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8227   -1.6745    2.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1860   -2.4013    0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0171   -2.4979   -1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  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
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  0  0  0  0
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 26 27  1  0  0  0  0
 26  9  1  0  0  0  0
 22 15  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  2 30  1  0  0  0  0
  2 31  1  0  0  0  0
  3 32  1  0  0  0  0
  3 33  1  0  0  0  0
  4 34  1  1  0  0  0
  5 35  1  0  0  0  0
  8 36  1  0  0  0  0
  9 37  1  6  0  0  0
 10 38  1  0  0  0  0
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 25 58  1  0  0  0  0
 26 59  1  1  0  0  0
 27 60  1  0  0  0  0
M  END

     RDKit          3D

 60 61  0  0  0  0  0  0  0  0999 V2000
    7.0917   -0.0503   -1.8702 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2608    0.3551   -0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1185   -0.8752    0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4637   -1.9497   -0.6924 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2297   -2.2662   -1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174   -1.4535   -1.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7493   -1.3447   -2.2680 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2280   -1.0937   -0.0394 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9081   -0.6072   -0.4156 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8330    0.8302    0.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204    1.3053   -0.1636 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2851    2.7317   -0.0643 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4902    0.5652    0.7949 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6327    0.2116    0.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7909    0.7709    0.6658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6116   -0.3179    0.9892 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7281   -1.1460    1.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4365    0.2290   -0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1899   -1.7120   -0.7983 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7706    1.1692   -0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1118   -1.2027    0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4514   -0.6032    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3556   -2.8566   -0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7802   -1.9034   -2.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4915   -1.1677    0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7856   -0.5883   -1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0868    0.8344    1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5779    1.4076   -0.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866    1.0095   -1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2333    3.1457    0.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0171   -2.4979   -1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
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  6  7  2  0
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 26  9  1  0
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M  END


  Mrv1652306242105373D          

 60 61  0  0  0  0            999 V2000
    7.0917   -0.0503   -1.8702 N   0  0  2  0  0  0  0  0  0  0  0  0
    6.2608    0.3551   -0.7499 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1185   -0.8752    0.1494 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4637   -1.9497   -0.6924 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2297   -2.2662   -1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174   -1.4535   -1.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7493   -1.3447   -2.2680 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2280   -1.0937   -0.0394 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9081   -0.6072   -0.4156 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8330    0.8302    0.1064 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4204    1.3053   -0.1636 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2851    2.7317   -0.0643 N   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4902    0.5652    0.7949 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6327    0.2116    0.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7909    0.7709    0.6658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6116   -0.3179    0.9892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596    0.0103    0.9405 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7281   -1.1460    1.5580 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.2326    0.6476   -1.2950 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4341    1.6154   -0.4212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3558    2.5797    0.1059 N   0  0  1  0  0  0  0  0  0  0  0  0
    0.1363   -0.7068    1.3010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8770   -1.5542    1.7806 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8011   -1.4475    0.1586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1899   -1.7120   -0.7983 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8849   -0.6322   -1.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3496    0.7625   -2.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2678    0.6968   -1.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7706    1.1692   -0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1118   -1.2027    0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4514   -0.6032    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3556   -2.8566   -0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7802   -1.9034   -2.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4915   -1.1677    0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7856   -0.5883   -1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0868    0.8344    1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5779    1.4076   -0.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866    1.0095   -1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2722    2.9852    0.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2333    3.1457    0.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096    1.2055    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5150    1.3551    1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1201    0.8814    1.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4553   -1.2131    2.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5143   -2.1087    1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6809   -1.5980    2.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4304   -0.8938    0.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8434   -0.7189   -0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1662    1.0471   -0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6042   -0.2816   -1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4803    1.0818   -2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6443    2.0915   -1.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8923    3.4372    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0211    2.8446   -0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8830   -0.5315    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8227   -1.6745    2.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1860   -2.4013    0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0171   -2.4979   -1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  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
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26  9  1  0  0  0  0
 22 15  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  2 30  1  0  0  0  0
  2 31  1  0  0  0  0
  3 32  1  0  0  0  0
  3 33  1  0  0  0  0
  4 34  1  1  0  0  0
  5 35  1  0  0  0  0
  8 36  1  0  0  0  0
  9 37  1  6  0  0  0
 10 38  1  0  0  0  0
 10 39  1  0  0  0  0
 11 40  1  6  0  0  0
 12 41  1  0  0  0  0
 12 42  1  0  0  0  0
 13 43  1  1  0  0  0
 15 44  1  1  0  0  0
 17 45  1  1  0  0  0
 18 46  1  0  0  0  0
 18 47  1  0  0  0  0
 19 48  1  0  0  0  0
 19 49  1  0  0  0  0
 20 50  1  0  0  0  0
 20 51  1  0  0  0  0
 21 52  1  0  0  0  0
 21 53  1  0  0  0  0
 22 54  1  6  0  0  0
 23 55  1  0  0  0  0
 23 56  1  0  0  0  0
 24 57  1  1  0  0  0
 25 58  1  0  0  0  0
 26 59  1  1  0  0  0
 27 60  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0022780

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]([H])(C(=O)N([H])[C@]1([H])C([H])([H])[C@]([H])(N([H])[H])[C@@]([H])(O[C@]2([H])O[C@]([H])(C([H])([H])N([H])[H])C([H])([H])C([H])([H])[C@@]2([H])N([H])[H])[C@@]([H])(O[H])[C@@]1([H])O[H])C([H])([H])C([H])([H])N([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H33N5O6/c17-4-3-11(22)15(25)21-10-5-9(20)14(13(24)12(10)23)27-16-8(19)2-1-7(6-18)26-16/h7-14,16,22-24H,1-6,17-20H2,(H,21,25)/t7-,8+,9-,10+,11-,12-,13-,14+,16-/m0/s1

> <INCHI_KEY>
UTPKEUZCAMROMM-RKWUUARJSA-N

> <FORMULA>
C16H33N5O6

> <MOLECULAR_WEIGHT>
391.469

> <EXACT_MASS>
391.243083803

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
41.02546565355577

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-{[(2S,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy}-2,3-dihydroxycyclohexyl]-2-hydroxybutanamide

> <ALOGPS_LOGP>
-2.64

> <JCHEM_LOGP>
-4.975554734333333

> <ALOGPS_LOGS>
-1.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
4

> <JCHEM_PKA>
13.284862500407126

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.655336417285863

> <JCHEM_PKA_STRONGEST_BASIC>
9.933994655662989

> <JCHEM_POLAR_SURFACE_AREA>
212.32999999999998

> <JCHEM_REFRACTIVITY>
95.01270000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.51e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-{[(2S,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy}-2,3-dihydroxycyclohexyl]-2-hydroxybutanamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 61  0  0  0  0  0  0  0  0999 V2000
    7.0917   -0.0503   -1.8702 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2608    0.3551   -0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1185   -0.8752    0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4637   -1.9497   -0.6924 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2297   -2.2662   -1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174   -1.4535   -1.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7493   -1.3447   -2.2680 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2280   -1.0937   -0.0394 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9081   -0.6072   -0.4156 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8330    0.8302    0.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204    1.3053   -0.1636 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2851    2.7317   -0.0643 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4902    0.5652    0.7949 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6327    0.2116    0.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7909    0.7709    0.6658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6116   -0.3179    0.9892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596    0.0103    0.9405 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7281   -1.1460    1.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1514   -0.8457    1.5288 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4365    0.2290   -0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2326    0.6476   -1.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4341    1.6154   -0.4212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3558    2.5797    0.1059 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1363   -0.7068    1.3010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8770   -1.5542    1.7806 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8011   -1.4475    0.1586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1899   -1.7120   -0.7983 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8849   -0.6322   -1.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3496    0.7625   -2.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2678    0.6968   -1.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7706    1.1692   -0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1118   -1.2027    0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4514   -0.6032    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3556   -2.8566   -0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7802   -1.9034   -2.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4915   -1.1677    0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7856   -0.5883   -1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0868    0.8344    1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5779    1.4076   -0.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866    1.0095   -1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2722    2.9852    0.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2333    3.1457    0.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096    1.2055    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5150    1.3551    1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1201    0.8814    1.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4553   -1.2131    2.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5143   -2.1087    1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6809   -1.5980    2.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4304   -0.8938    0.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8434   -0.7189   -0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1662    1.0471   -0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6042   -0.2816   -1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4803    1.0818   -2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6443    2.0915   -1.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8923    3.4372    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0211    2.8446   -0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8830   -0.5315    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8227   -1.6745    2.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1860   -2.4013    0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0171   -2.4979   -1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 13 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26  9  1  0
 22 15  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  1
  5 35  1  0
  8 36  1  0
  9 37  1  6
 10 38  1  0
 10 39  1  0
 11 40  1  6
 12 41  1  0
 12 42  1  0
 13 43  1  1
 15 44  1  1
 17 45  1  1
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  6
 23 55  1  0
 23 56  1  0
 24 57  1  1
 25 58  1  0
 26 59  1  1
 27 60  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  N   UNK     0       7.092  -0.050  -1.870  0.00  0.00           N+0
HETATM    2  C   UNK     0       6.261   0.355  -0.750  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.119  -0.875   0.149  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.464  -1.950  -0.692  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.230  -2.266  -1.810  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.117  -1.454  -1.077  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.749  -1.345  -2.268  0.00  0.00           O+0
HETATM    8  N   UNK     0       3.228  -1.094  -0.039  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.908  -0.607  -0.416  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.833   0.830   0.106  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.420   1.305  -0.164  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.285   2.732  -0.064  0.00  0.00           N+0
HETATM   13  C   UNK     0      -0.490   0.565   0.795  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.633   0.212   0.080  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.791   0.771   0.666  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.612  -0.318   0.989  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.960   0.010   0.941  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.728  -1.146   1.558  0.00  0.00           C+0
HETATM   19  N   UNK     0      -7.151  -0.846   1.529  0.00  0.00           N+0
HETATM   20  C   UNK     0      -5.436   0.229  -0.482  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.233   0.648  -1.295  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.434   1.615  -0.421  0.00  0.00           C+0
HETATM   23  N   UNK     0      -4.356   2.580   0.106  0.00  0.00           N+0
HETATM   24  C   UNK     0       0.136  -0.707   1.301  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.877  -1.554   1.781  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.801  -1.448   0.159  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.190  -1.712  -0.798  0.00  0.00           O+0
HETATM   28  H   UNK     0       7.885  -0.632  -1.587  0.00  0.00           H+0
HETATM   29  H   UNK     0       7.350   0.763  -2.472  0.00  0.00           H+0
HETATM   30  H   UNK     0       5.268   0.697  -1.069  0.00  0.00           H+0
HETATM   31  H   UNK     0       6.771   1.169  -0.234  0.00  0.00           H+0
HETATM   32  H   UNK     0       7.112  -1.203   0.496  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.451  -0.603   0.969  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.356  -2.857  -0.032  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.780  -1.903  -2.614  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.491  -1.168   0.973  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.786  -0.588  -1.515  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.087   0.834   1.172  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.578   1.408  -0.500  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.187   1.010  -1.211  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.272   2.985   0.771  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.233   3.146   0.057  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.710   1.206   1.670  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.515   1.355   1.551  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.120   0.881   1.588  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.455  -1.213   2.640  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.514  -2.109   1.085  0.00  0.00           H+0
HETATM   48  H   UNK     0      -7.681  -1.598   2.005  0.00  0.00           H+0
HETATM   49  H   UNK     0      -7.430  -0.894   0.507  0.00  0.00           H+0
HETATM   50  H   UNK     0      -5.843  -0.719  -0.919  0.00  0.00           H+0
HETATM   51  H   UNK     0      -6.166   1.047  -0.493  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.604  -0.282  -1.413  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.480   1.082  -2.263  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.644   2.091  -1.038  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.892   3.437   0.497  0.00  0.00           H+0
HETATM   56  H   UNK     0      -5.021   2.845  -0.667  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.883  -0.532   2.100  0.00  0.00           H+0
HETATM   58  H   UNK     0      -0.823  -1.675   2.751  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.186  -2.401   0.523  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.017  -2.498  -1.343  0.00  0.00           H+0
CONECT    1    2   28   29                                                  
CONECT    2    1    3   30   31                                             
CONECT    3    2    4   32   33                                             
CONECT    4    3    5    6   34                                             
CONECT    5    4   35                                                       
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   36                                                  
CONECT    9    8   10   26   37                                             
CONECT   10    9   11   38   39                                             
CONECT   11   10   12   13   40                                             
CONECT   12   11   41   42                                                  
CONECT   13   11   14   24   43                                             
CONECT   14   13   15                                                       
CONECT   15   14   16   22   44                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   20   45                                             
CONECT   18   17   19   46   47                                             
CONECT   19   18   48   49                                                  
CONECT   20   17   21   50   51                                             
CONECT   21   20   22   52   53                                             
CONECT   22   21   23   15   54                                             
CONECT   23   22   55   56                                                  
CONECT   24   13   25   26   57                                             
CONECT   25   24   58                                                       
CONECT   26   24   27    9   59                                             
CONECT   27   26   60                                                       
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    2                                                            
CONECT   31    2                                                            
CONECT   32    3                                                            
CONECT   33    3                                                            
CONECT   34    4                                                            
CONECT   35    5                                                            
CONECT   36    8                                                            
CONECT   37    9                                                            
CONECT   38   10                                                            
CONECT   39   10                                                            
CONECT   40   11                                                            
CONECT   41   12                                                            
CONECT   42   12                                                            
CONECT   43   13                                                            
CONECT   44   15                                                            
CONECT   45   17                                                            
CONECT   46   18                                                            
CONECT   47   18                                                            
CONECT   48   19                                                            
CONECT   49   19                                                            
CONECT   50   20                                                            
CONECT   51   20                                                            
CONECT   52   21                                                            
CONECT   53   21                                                            
CONECT   54   22                                                            
CONECT   55   23                                                            
CONECT   56   23                                                            
CONECT   57   24                                                            
CONECT   58   25                                                            
CONECT   59   26                                                            
CONECT   60   27                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  122    0
END

RDKit          3D

60 61  0  0  0  0  0  0  0  0999 V2000
    7.0917   -0.0503   -1.8702 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2608    0.3551   -0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1185   -0.8752    0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4637   -1.9497   -0.6924 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2297   -2.2662   -1.8101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174   -1.4535   -1.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7493   -1.3447   -2.2680 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2280   -1.0937   -0.0394 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9081   -0.6072   -0.4156 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8330    0.8302    0.1064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204    1.3053   -0.1636 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2851    2.7317   -0.0643 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4902    0.5652    0.7949 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6327    0.2116    0.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7909    0.7709    0.6658 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6116   -0.3179    0.9892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9596    0.0103    0.9405 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7281   -1.1460    1.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1514   -0.8457    1.5288 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4365    0.2290   -0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2326    0.6476   -1.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4341    1.6154   -0.4212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3558    2.5797    0.1059 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1363   -0.7068    1.3010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8770   -1.5542    1.7806 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8011   -1.4475    0.1586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1899   -1.7120   -0.7983 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8849   -0.6322   -1.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3496    0.7625   -2.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2678    0.6968   -1.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7706    1.1692   -0.2336 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1118   -1.2027    0.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4514   -0.6032    0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3556   -2.8566   -0.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7802   -1.9034   -2.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4915   -1.1677    0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7856   -0.5883   -1.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0868    0.8344    1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5779    1.4076   -0.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866    1.0095   -1.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2722    2.9852    0.7708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2333    3.1457    0.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096    1.2055    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5150    1.3551    1.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1201    0.8814    1.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4553   -1.2131    2.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5143   -2.1087    1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6809   -1.5980    2.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4304   -0.8938    0.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8434   -0.7189   -0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1662    1.0471   -0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6042   -0.2816   -1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4803    1.0818   -2.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6443    2.0915   -1.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8923    3.4372    0.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0211    2.8446   -0.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8830   -0.5315    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8227   -1.6745    2.7508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1860   -2.4013    0.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0171   -2.4979   -1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 13 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26  9  1  0
 22 15  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  1
  5 35  1  0
  8 36  1  0
  9 37  1  6
 10 38  1  0
 10 39  1  0
 11 40  1  6
 12 41  1  0
 12 42  1  0
 13 43  1  1
 15 44  1  1
 17 45  1  1
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  6
 23 55  1  0
 23 56  1  0
 24 57  1  1
 25 58  1  0
 26 59  1  1
 27 60  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2S)-4-Amino-N-(5-amino-4-{[3-amino-6-(aminomethyl)oxan-2-yl]oxy}-2,3-dihydroxycyclohexyl)-2-hydroxybutanimidate	Generator

Chemical Formula

C₁₆H₃₃N₅O₆

Average Mass

391.4690 Da

Monoisotopic Mass

391.24308 Da

IUPAC Name

(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-{[(2S,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy}-2,3-dihydroxycyclohexyl]-2-hydroxybutanamide

Traditional Name

(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-{[(2S,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy}-2,3-dihydroxycyclohexyl]-2-hydroxybutanamide

CAS Registry Number

Not Available

SMILES

NCC[C@H](O)C(=O)NC1CC(N)C(OC2OC(CN)CCC2N)C(O)C1O

InChI Identifier

InChI=1S/C16H33N5O6/c17-4-3-11(22)15(25)21-10-5-9(20)14(13(24)12(10)23)27-16-8(19)2-1-7(6-18)26-16/h7-14,16,22-24H,1-6,17-20H2,(H,21,25)/t7?,8?,9?,10?,11-,12?,13?,14?,16?/m0/s1

InChI Key

UTPKEUZCAMROMM-RKWUUARJSA-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
Bacillus circulans	NPAtlas	81824

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminocyclitol glycosides. These are organic compounds containing an amicocyclitol moiety glycosidically linked to a carbohydrate moiety. There are two major classes of aminoglycosides containing a 2-streptamine core. They are called 4,5- and 4,6-disubstituted 2-deoxystreptamines.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Aminocyclitol glycosides

Alternative Parents

Substituents

Amino cyclitol glycoside
2-deoxystreptamine aminoglycoside
Gamma amino acid or derivatives
Hexose monosaccharide
Aminocyclitol or derivatives
Cyclohexanol
Cyclohexylamine
Cyclitol or derivatives
Fatty amide
Fatty acyl
Monosaccharide
N-acyl-amine
Oxane
1,3-aminoalcohol
Cyclic alcohol
Secondary carboxylic acid amide
Secondary alcohol
Amino acid or derivatives
Carboxamide group
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Acetal
Amine
Carbonyl group
Alcohol
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Primary aliphatic amine
Primary amine
Organic oxide
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-2.6	ALOGPS
logP	-5	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	12.66	ChemAxon
pKa (Strongest Basic)	9.93	ChemAxon
Physiological Charge	4	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	212.33 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	95.01 m³·mol⁻¹	ChemAxon
Polarizability	41.03 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA009391

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78445163

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585702

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for AHB-Gentamine-C1a (NP0022780)

MOL for NP0022780 (AHB-Gentamine-C1a)

3D MOL for NP0022780 (AHB-Gentamine-C1a)

3D SDF for NP0022780 (AHB-Gentamine-C1a)

3D-SDF for NP0022780 (AHB-Gentamine-C1a)

PDB for NP0022780 (AHB-Gentamine-C1a)

3D PDB for NP0022780 (AHB-Gentamine-C1a)

SMILES for NP0022780 (AHB-Gentamine-C1a)

INCHI for NP0022780 (AHB-Gentamine-C1a)

Structure for NP0022780 (AHB-Gentamine-C1a)

3D Structure for NP0022780 (AHB-Gentamine-C1a)