NP-MRD: Showing NP-Card for Gentamicin B (NP0004841)

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Record Information

Version

2.0

Created at

2020-12-09 02:15:08 UTC

Updated at

2021-07-15 16:50:19 UTC

NP-MRD ID

NP0004841

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gentamicin B

Provided By

NPAtlas

Description

(2R,3S,4S,5R,6R)-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-3-{[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}oxane-3,4,5-triol 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. Gentamicin B is found in Micromonospora. Based on a literature review very few articles have been published on (2R,3S,4S,5R,6R)-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-3-{[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}oxane-3,4,5-triol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118093D          

 71 73  0  0  0  0            999 V2000
   -6.1384    2.2991    1.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3423    1.0291    0.8686 N   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1538    0.1982    0.9663 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9577    0.8359    0.2946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4645    1.9154    0.9900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9225   -0.2617    0.1145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6461    0.2203    0.2443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    0.0382   -0.9147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6560    1.4070   -1.4883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8344    1.3797   -2.9435 N   0  0  2  0  0  0  0  0  0  0  0  0
    0.6744    2.0246   -1.2257 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7045    1.0306   -1.7287 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3791    0.6473   -3.0690 N   0  0  2  0  0  0  0  0  0  0  0  0
    1.6704   -0.1325   -0.7697 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1633    0.3577    0.4384 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3915   -0.1882    0.7500 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3987    0.7763    0.8114 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6399    0.2054    0.7755 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1629    0.3583   -0.6588 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2162    1.7925   -0.9518 N   0  0  1  0  0  0  0  0  0  0  0  0
    5.6464   -1.2713    1.0675 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9465   -1.5698    1.5366 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6942   -1.6770    2.1510 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3566   -3.0262    1.9091 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3994   -0.8963    2.0879 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4478    0.0271    3.1457 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3343   -0.7638   -0.6184 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3027   -1.9328   -1.4138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1298   -1.2941    1.0235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2229   -2.0438    0.5411 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3919   -1.1235    0.2699 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6506   -1.8056    0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4956   -0.8798   -1.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.1266    2.7210    1.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8763   -0.0117    2.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3077    1.1675   -0.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2630    2.6409    0.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0631   -0.7052   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5504   -0.4851   -1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4993    2.0812   -3.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0144    0.4255   -3.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7052    1.4943   -1.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4094   -0.3949   -3.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7004   -0.8995   -0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3280    0.7094    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2109   -0.0003   -0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5077   -0.1072   -1.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1340    2.2162   -0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0167    2.0110   -1.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5357   -1.8916    0.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5567   -1.6530    0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1538   -1.6250    3.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8861   -3.0374    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5162   -1.5520    2.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7945    0.9054    2.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2666   -1.1601    0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8366   -2.6469   -0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8843   -2.4869   -0.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824   -2.8550    1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0285   -2.4087   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4639   -1.0951    0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4807   -2.5193    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3610   -0.4292   -1.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
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  9 10  1  0  0  0  0
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  6 29  1  0  0  0  0
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 31 33  1  6  0  0  0
 31  3  1  0  0  0  0
 27  8  1  0  0  0  0
 25 16  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  2 37  1  0  0  0  0
  3 38  1  1  0  0  0
  4 39  1  6  0  0  0
  5 40  1  0  0  0  0
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  8 42  1  6  0  0  0
  9 43  1  1  0  0  0
 10 44  1  0  0  0  0
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 16 52  1  6  0  0  0
 18 53  1  1  0  0  0
 19 54  1  0  0  0  0
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 20 56  1  0  0  0  0
 20 57  1  0  0  0  0
 21 58  1  6  0  0  0
 22 59  1  0  0  0  0
 23 60  1  1  0  0  0
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 25 62  1  1  0  0  0
 26 63  1  0  0  0  0
 27 64  1  1  0  0  0
 28 65  1  0  0  0  0
 30 66  1  0  0  0  0
 30 67  1  0  0  0  0
 32 68  1  0  0  0  0
 32 69  1  0  0  0  0
 32 70  1  0  0  0  0
 33 71  1  0  0  0  0
M  END

     RDKit          3D

 71 73  0  0  0  0  0  0  0  0999 V2000
   -6.1384    2.2991    1.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3423    1.0291    0.8686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1538    0.1982    0.9663 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9577    0.8359    0.2946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4645    1.9154    0.9900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9225   -0.2617    0.1145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6461    0.2203    0.2443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    0.0382   -0.9147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6560    1.4070   -1.4883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8344    1.3797   -2.9435 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6744    2.0246   -1.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7045    1.0306   -1.7287 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.1633    0.3577    0.4384 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3915   -0.1882    0.7500 C   0  0  1  0  0  0  0  0  0  0  0  0
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    5.6464   -1.2713    1.0675 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.3566   -3.0262    1.9091 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3994   -0.8963    2.0879 C   0  0  1  0  0  0  0  0  0  0  0  0
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 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  6
 13 49  1  0
 13 50  1  0
 14 51  1  6
 16 52  1  6
 18 53  1  1
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  6
 22 59  1  0
 23 60  1  1
 24 61  1  0
 25 62  1  1
 26 63  1  0
 27 64  1  1
 28 65  1  0
 30 66  1  0
 30 67  1  0
 32 68  1  0
 32 69  1  0
 32 70  1  0
 33 71  1  0
M  END


  Mrv1652306242118093D          

 71 73  0  0  0  0            999 V2000
   -6.1384    2.2991    1.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3423    1.0291    0.8686 N   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1538    0.1982    0.9663 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9577    0.8359    0.2946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4645    1.9154    0.9900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9225   -0.2617    0.1145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6461    0.2203    0.2443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    0.0382   -0.9147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6560    1.4070   -1.4883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8344    1.3797   -2.9435 N   0  0  2  0  0  0  0  0  0  0  0  0
    0.6744    2.0246   -1.2257 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7045    1.0306   -1.7287 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3791    0.6473   -3.0690 N   0  0  2  0  0  0  0  0  0  0  0  0
    1.6704   -0.1325   -0.7697 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1633    0.3577    0.4384 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3915   -0.1882    0.7500 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3987    0.7763    0.8114 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6399    0.2054    0.7755 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1629    0.3583   -0.6588 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2162    1.7925   -0.9518 N   0  0  1  0  0  0  0  0  0  0  0  0
    5.6464   -1.2713    1.0675 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9465   -1.5698    1.5366 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6942   -1.6770    2.1510 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3566   -3.0262    1.9091 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3994   -0.8963    2.0879 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4478    0.0271    3.1457 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3343   -0.7638   -0.6184 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3027   -1.9328   -1.4138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1298   -1.2941    1.0235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2229   -2.0438    0.5411 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3919   -1.1235    0.2699 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6506   -1.8056    0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4956   -0.8798   -1.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5918    2.9964    0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4816    2.1691    2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1266    2.7210    1.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4418    1.2865   -0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8763   -0.0117    2.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3077    1.1675   -0.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2630    2.6409    0.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0631   -0.7052   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5504   -0.4851   -1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4310    2.1416   -1.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993    2.0812   -3.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0144    0.4255   -3.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7581    2.9318   -1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383    2.2237   -0.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7052    1.4943   -1.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4094   -0.3949   -3.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0945    1.0203   -3.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4289   -0.8536   -1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7004   -0.8995   -0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3280    0.7094    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2109   -0.0003   -0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5077   -0.1072   -1.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1340    2.2162   -0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0167    2.0110   -1.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5357   -1.8916    0.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5567   -1.6530    0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1538   -1.6250    3.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8861   -3.0374    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5162   -1.5520    2.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7945    0.9054    2.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2666   -1.1601    0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8366   -2.6469   -0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8843   -2.4869   -0.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824   -2.8550    1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0285   -2.4087   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4639   -1.0951    0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4807   -2.5193    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3610   -0.4292   -1.2564 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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 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
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 14 27  1  0  0  0  0
 27 28  1  0  0  0  0
  6 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  6  0  0  0
 31  3  1  0  0  0  0
 27  8  1  0  0  0  0
 25 16  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  2 37  1  0  0  0  0
  3 38  1  1  0  0  0
  4 39  1  6  0  0  0
  5 40  1  0  0  0  0
  6 41  1  6  0  0  0
  8 42  1  6  0  0  0
  9 43  1  1  0  0  0
 10 44  1  0  0  0  0
 10 45  1  0  0  0  0
 11 46  1  0  0  0  0
 11 47  1  0  0  0  0
 12 48  1  6  0  0  0
 13 49  1  0  0  0  0
 13 50  1  0  0  0  0
 14 51  1  6  0  0  0
 16 52  1  6  0  0  0
 18 53  1  1  0  0  0
 19 54  1  0  0  0  0
 19 55  1  0  0  0  0
 20 56  1  0  0  0  0
 20 57  1  0  0  0  0
 21 58  1  6  0  0  0
 22 59  1  0  0  0  0
 23 60  1  1  0  0  0
 24 61  1  0  0  0  0
 25 62  1  1  0  0  0
 26 63  1  0  0  0  0
 27 64  1  1  0  0  0
 28 65  1  0  0  0  0
 30 66  1  0  0  0  0
 30 67  1  0  0  0  0
 32 68  1  0  0  0  0
 32 69  1  0  0  0  0
 32 70  1  0  0  0  0
 33 71  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004841

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])[C@@]([H])(O[C@@]2([H])[C@]([H])(O[H])[C@@]([H])(O[C@@]3([H])OC([H])([H])[C@@](O[H])(C([H])([H])[H])[C@]([H])(N([H])C([H])([H])[H])[C@@]3([H])O[H])[C@]([H])(N([H])[H])C([H])([H])[C@]2([H])N([H])[H])O[C@]([H])(C([H])([H])N([H])[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H38N4O10/c1-19(29)5-30-17(13(28)16(19)23-2)32-14-6(21)3-7(22)15(12(14)27)33-18-11(26)10(25)9(24)8(4-20)31-18/h6-18,23-29H,3-5,20-22H2,1-2H3/t6-,7+,8-,9-,10+,11-,12-,13-,14+,15-,16-,17-,18-,19+/m1/s1

> <INCHI_KEY>
RHRAMPXHWHSKQB-GGEUKFTFSA-N

> <FORMULA>
C19H38N4O10

> <MOLECULAR_WEIGHT>
482.531

> <EXACT_MASS>
482.25879344

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
48.439240654038656

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6R)-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-3-{[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}oxane-3,4,5-triol

> <ALOGPS_LOGP>
-2.50

> <JCHEM_LOGP>
-5.717421445

> <ALOGPS_LOGS>
-0.82

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
4

> <JCHEM_PKA>
12.739819958276993

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.106709381790976

> <JCHEM_PKA_STRONGEST_BASIC>
9.651949277086054

> <JCHEM_POLAR_SURFACE_AREA>
248.38999999999993

> <JCHEM_REFRACTIVITY>
109.58480000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.30e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S,5R,6R)-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-3-{[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 71 73  0  0  0  0  0  0  0  0999 V2000
   -6.1384    2.2991    1.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3423    1.0291    0.8686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1538    0.1982    0.9663 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9577    0.8359    0.2946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4645    1.9154    0.9900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9225   -0.2617    0.1145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6461    0.2203    0.2443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8534    0.0382   -0.9147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6560    1.4070   -1.4883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8344    1.3797   -2.9435 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6744    2.0246   -1.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7045    1.0306   -1.7287 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3791    0.6473   -3.0690 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6704   -0.1325   -0.7697 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1633    0.3577    0.4384 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3915   -0.1882    0.7500 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3987    0.7763    0.8114 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6399    0.2054    0.7755 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1629    0.3583   -0.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2162    1.7925   -0.9518 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6464   -1.2713    1.0675 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9465   -1.5698    1.5366 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6942   -1.6770    2.1510 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3566   -3.0262    1.9091 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3994   -0.8963    2.0879 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4478    0.0271    3.1457 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3343   -0.7638   -0.6184 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3027   -1.9328   -1.4138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1298   -1.2941    1.0235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2229   -2.0438    0.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3919   -1.1235    0.2699 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6506   -1.8056    0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4956   -0.8798   -1.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5918    2.9964    0.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4816    2.1691    2.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1266    2.7210    1.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4418    1.2865   -0.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8763   -0.0117    2.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3077    1.1675   -0.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2630    2.6409    0.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0631   -0.7052   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5504   -0.4851   -1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4310    2.1416   -1.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993    2.0812   -3.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0144    0.4255   -3.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7581    2.9318   -1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383    2.2237   -0.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7052    1.4943   -1.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4094   -0.3949   -3.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0945    1.0203   -3.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4289   -0.8536   -1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7004   -0.8995   -0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3280    0.7094    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2109   -0.0003   -0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5077   -0.1072   -1.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1340    2.2162   -0.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0167    2.0110   -1.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5357   -1.8916    0.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5567   -1.6530    0.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1538   -1.6250    3.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8861   -3.0374    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5162   -1.5520    2.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7945    0.9054    2.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2666   -1.1601    0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8366   -2.6469   -0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8843   -2.4869   -0.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824   -2.8550    1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0285   -2.4087   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4639   -1.0951    0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4807   -2.5193    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3610   -0.4292   -1.2564 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 14 27  1  0
 27 28  1  0
  6 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  6
 31  3  1  0
 27  8  1  0
 25 16  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  1
  4 39  1  6
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  6 41  1  6
  8 42  1  6
  9 43  1  1
 10 44  1  0
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 11 46  1  0
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 13 50  1  0
 14 51  1  6
 16 52  1  6
 18 53  1  1
 19 54  1  0
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 20 57  1  0
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 27 64  1  1
 28 65  1  0
 30 66  1  0
 30 67  1  0
 32 68  1  0
 32 69  1  0
 32 70  1  0
 33 71  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  C   UNK     0      -6.138   2.299   1.560  0.00  0.00           C+0
HETATM    2  N   UNK     0      -6.342   1.029   0.869  0.00  0.00           N+0
HETATM    3  C   UNK     0      -5.154   0.198   0.966  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.958   0.836   0.295  0.00  0.00           C+0
HETATM    5  O   UNK     0      -3.465   1.915   0.990  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.922  -0.262   0.115  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.646   0.220   0.244  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.853   0.038  -0.915  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.656   1.407  -1.488  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.834   1.380  -2.943  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.674   2.025  -1.226  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.704   1.031  -1.729  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.379   0.647  -3.069  0.00  0.00           N+0
HETATM   14  C   UNK     0       1.670  -0.133  -0.770  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.163   0.358   0.438  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.392  -0.188   0.750  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.399   0.776   0.811  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.640   0.205   0.776  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.163   0.358  -0.659  0.00  0.00           C+0
HETATM   20  N   UNK     0       6.216   1.793  -0.952  0.00  0.00           N+0
HETATM   21  C   UNK     0       5.646  -1.271   1.067  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.947  -1.570   1.537  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.694  -1.677   2.151  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.357  -3.026   1.909  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.399  -0.896   2.088  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.448   0.027   3.146  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.334  -0.764  -0.618  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.303  -1.933  -1.414  0.00  0.00           O+0
HETATM   29  O   UNK     0      -3.130  -1.294   1.024  0.00  0.00           O+0
HETATM   30  C   UNK     0      -4.223  -2.044   0.541  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.392  -1.123   0.270  0.00  0.00           C+0
HETATM   32  C   UNK     0      -6.651  -1.806   0.715  0.00  0.00           C+0
HETATM   33  O   UNK     0      -5.496  -0.880  -1.101  0.00  0.00           O+0
HETATM   34  H   UNK     0      -5.592   2.996   0.885  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.482   2.169   2.462  0.00  0.00           H+0
HETATM   36  H   UNK     0      -7.127   2.721   1.811  0.00  0.00           H+0
HETATM   37  H   UNK     0      -6.442   1.287  -0.151  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.876  -0.012   2.005  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.308   1.167  -0.726  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.263   2.641   0.361  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.063  -0.705  -0.906  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.550  -0.485  -1.638  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.431   2.142  -1.114  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.499   2.081  -3.283  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.014   0.426  -3.285  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.758   2.932  -1.859  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.838   2.224  -0.150  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.705   1.494  -1.684  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.409  -0.395  -3.134  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.095   1.020  -3.712  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.429  -0.854  -1.144  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.700  -0.900  -0.047  0.00  0.00           H+0
HETATM   53  H   UNK     0       6.328   0.709   1.459  0.00  0.00           H+0
HETATM   54  H   UNK     0       7.211  -0.000  -0.660  0.00  0.00           H+0
HETATM   55  H   UNK     0       5.508  -0.107  -1.391  0.00  0.00           H+0
HETATM   56  H   UNK     0       7.134   2.216  -0.699  0.00  0.00           H+0
HETATM   57  H   UNK     0       6.017   2.011  -1.933  0.00  0.00           H+0
HETATM   58  H   UNK     0       5.536  -1.892   0.137  0.00  0.00           H+0
HETATM   59  H   UNK     0       7.557  -1.653   0.763  0.00  0.00           H+0
HETATM   60  H   UNK     0       5.154  -1.625   3.163  0.00  0.00           H+0
HETATM   61  H   UNK     0       3.886  -3.037   1.032  0.00  0.00           H+0
HETATM   62  H   UNK     0       2.516  -1.552   2.230  0.00  0.00           H+0
HETATM   63  H   UNK     0       3.795   0.905   2.865  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.267  -1.160   0.435  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.837  -2.647  -0.983  0.00  0.00           H+0
HETATM   66  H   UNK     0      -3.884  -2.487  -0.426  0.00  0.00           H+0
HETATM   67  H   UNK     0      -4.482  -2.855   1.242  0.00  0.00           H+0
HETATM   68  H   UNK     0      -7.029  -2.409  -0.145  0.00  0.00           H+0
HETATM   69  H   UNK     0      -7.464  -1.095   0.960  0.00  0.00           H+0
HETATM   70  H   UNK     0      -6.481  -2.519   1.549  0.00  0.00           H+0
HETATM   71  H   UNK     0      -6.361  -0.429  -1.256  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    1    3   37                                                  
CONECT    3    2    4   31   38                                             
CONECT    4    3    5    6   39                                             
CONECT    5    4   40                                                       
CONECT    6    4    7   29   41                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   27   42                                             
CONECT    9    8   10   11   43                                             
CONECT   10    9   44   45                                                  
CONECT   11    9   12   46   47                                             
CONECT   12   11   13   14   48                                             
CONECT   13   12   49   50                                                  
CONECT   14   12   15   27   51                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   25   52                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   21   53                                             
CONECT   19   18   20   54   55                                             
CONECT   20   19   56   57                                                  
CONECT   21   18   22   23   58                                             
CONECT   22   21   59                                                       
CONECT   23   21   24   25   60                                             
CONECT   24   23   61                                                       
CONECT   25   23   26   16   62                                             
CONECT   26   25   63                                                       
CONECT   27   14   28    8   64                                             
CONECT   28   27   65                                                       
CONECT   29    6   30                                                       
CONECT   30   29   31   66   67                                             
CONECT   31   30   32   33    3                                             
CONECT   32   31   68   69   70                                             
CONECT   33   31   71                                                       
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    2                                                            
CONECT   38    3                                                            
CONECT   39    4                                                            
CONECT   40    5                                                            
CONECT   41    6                                                            
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44   10                                                            
CONECT   45   10                                                            
CONECT   46   11                                                            
CONECT   47   11                                                            
CONECT   48   12                                                            
CONECT   49   13                                                            
CONECT   50   13                                                            
CONECT   51   14                                                            
CONECT   52   16                                                            
CONECT   53   18                                                            
CONECT   54   19                                                            
CONECT   55   19                                                            
CONECT   56   20                                                            
CONECT   57   20                                                            
CONECT   58   21                                                            
CONECT   59   22                                                            
CONECT   60   23                                                            
CONECT   61   24                                                            
CONECT   62   25                                                            
CONECT   63   26                                                            
CONECT   64   27                                                            
CONECT   65   28                                                            
CONECT   66   30                                                            
CONECT   67   30                                                            
CONECT   68   32                                                            
CONECT   69   32                                                            
CONECT   70   32                                                            
CONECT   71   33                                                            
MASTER        0    0    0    0    0    0    0    0   71    0  146    0
END

RDKit          3D

71 73  0  0  0  0  0  0  0  0999 V2000
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   -5.1538    0.1982    0.9663 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9577    0.8359    0.2946 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.8534    0.0382   -0.9147 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6560    1.4070   -1.4883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8344    1.3797   -2.9435 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6744    2.0246   -1.2257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7045    1.0306   -1.7287 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3791    0.6473   -3.0690 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6704   -0.1325   -0.7697 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1633    0.3577    0.4384 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6464   -1.2713    1.0675 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.1298   -1.2941    1.0235 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2229   -2.0438    0.5411 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.6506   -1.8056    0.7151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4956   -0.8798   -1.1011 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2630    2.6409    0.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0631   -0.7052   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4094   -0.3949   -3.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8861   -3.0374    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8366   -2.6469   -0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8843   -2.4869   -0.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4824   -2.8550    1.2420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0285   -2.4087   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4639   -1.0951    0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4807   -2.5193    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3610   -0.4292   -1.2564 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 14 27  1  0
 27 28  1  0
  6 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  6
 31  3  1  0
 27  8  1  0
 25 16  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  3 38  1  1
  4 39  1  6
  5 40  1  0
  6 41  1  6
  8 42  1  6
  9 43  1  1
 10 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 12 48  1  6
 13 49  1  0
 13 50  1  0
 14 51  1  6
 16 52  1  6
 18 53  1  1
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  6
 22 59  1  0
 23 60  1  1
 24 61  1  0
 25 62  1  1
 26 63  1  0
 27 64  1  1
 28 65  1  0
 30 66  1  0
 30 67  1  0
 32 68  1  0
 32 69  1  0
 32 70  1  0
 33 71  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Gentamicin b1	MeSH
Gentamicin b sulfate	MeSH

Chemical Formula

C₁₉H₃₈N₄O₁₀

Average Mass

482.5310 Da

Monoisotopic Mass

482.25879 Da

IUPAC Name

(2R,3S,4S,5R,6R)-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-3-{[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}oxane-3,4,5-triol

Traditional Name

(2R,3S,4S,5R,6R)-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-3-{[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

CN[C@@H]1[C@@H](O)[C@@H](O[C@H]2[C@H](N)C[C@H](N)[C@@H](O[C@H]3O[C@H](CN)[C@@H](O)[C@H](O)[C@H]3O)[C@@H]2O)OC[C@]1(C)O

InChI Identifier

InChI=1S/C19H38N4O10/c1-19(29)5-30-17(13(28)16(19)23-2)32-14-6(21)3-7(22)15(12(14)27)33-18-11(26)10(25)9(24)8(4-20)31-18/h6-18,23-29H,3-5,20-22H2,1-2H3/t6-,7+,8-,9-,10+,11-,12-,13-,14+,15-,16-,17-,18-,19+/m1/s1

InChI Key

RHRAMPXHWHSKQB-GGEUKFTFSA-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
Micromonospora	NPAtlas	14274893

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
Glycosyl compound
O-glycosyl compound
Aminocyclitol or derivatives
Cyclohexanol
Cyclohexylamine
Cyclitol or derivatives
Monosaccharide
Oxane
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
1,2-aminoalcohol
Polyol
Secondary amine
Acetal
Organoheterocyclic compound
Secondary aliphatic amine
Oxacycle
Alcohol
Hydrocarbon derivative
Primary aliphatic amine
Organopnictogen compound
Organic nitrogen compound
Amine
Primary amine
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-2.5	ALOGPS
logP	-5.7	ChemAxon
logS	-0.82	ALOGPS
pKa (Strongest Acidic)	12.11	ChemAxon
pKa (Strongest Basic)	9.65	ChemAxon
Physiological Charge	4	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	248.39 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	109.58 m³·mol⁻¹	ChemAxon
Polarizability	48.44 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

NPA000571

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9929690

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Gentamicin B (NP0004841)

MOL for NP0004841 (Gentamicin B)

3D MOL for NP0004841 (Gentamicin B)

3D SDF for NP0004841 (Gentamicin B)

3D-SDF for NP0004841 (Gentamicin B)

PDB for NP0004841 (Gentamicin B)

3D PDB for NP0004841 (Gentamicin B)

SMILES for NP0004841 (Gentamicin B)

INCHI for NP0004841 (Gentamicin B)

Structure for NP0004841 (Gentamicin B)

3D Structure for NP0004841 (Gentamicin B)