NP-MRD: Showing NP-Card for n-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine (NP0329879)

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Record Information

Version

2.0

Created at

2022-09-12 14:42:22 UTC

Updated at

2022-09-12 14:42:22 UTC

NP-MRD ID

NP0329879

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine

Description

N-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]Non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine 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. N-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]Non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231519342D          

 43 46  0  0  0  0            999 V2000
    2.1015   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5494   -2.6088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1904   -3.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4454   -3.8350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -2.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1686   -3.4919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8715   -2.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6784   -1.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2305   -2.5358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -1.4811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674   -0.4849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211   -0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0886   -0.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0023   -1.4548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8422   -0.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5097   -0.7837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285    0.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6821    0.8573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7684    1.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5221    2.0133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1009    2.1627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2610    1.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3473    1.8272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5074    0.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8399    1.1560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9261    1.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6798    2.3121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2587    2.4614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7545    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5391    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065    1.3099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5391   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7545   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4995   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 15 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 14 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 37 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

     RDKit          3D

 83 86  0  0  0  0  0  0  0  0999 V2000
   -8.6280    0.7123    0.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7568    0.6416   -0.1438 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9724    1.6551   -0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3101    2.8437    0.4671 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7696    1.5939   -0.9477 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686    1.9822   -0.3725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4438    1.7968   -1.4104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0181    1.4911   -2.6725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3699    0.8099   -1.1715 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5848   -0.3903   -1.8490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1148    0.4731    0.2644 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2353   -0.5136    0.5173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347   -0.1850    1.2971 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1419   -0.9571    2.4291 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5108   -2.1419    2.1704 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5141   -2.3146    3.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2703   -1.9873    0.8923 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6202   -2.3637    1.0848 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8642   -3.6088    0.5676 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8315   -4.3585    0.8386 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266   -3.9012   -0.3314 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7852   -2.9020   -0.2000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6091   -2.2949   -1.4172 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0824   -0.5334    0.5647 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2225    0.1175    0.7358 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8936    0.7325   -0.2568 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9807    2.1034   -0.1500 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9241    2.5408    0.7529 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9580    4.0486    0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2596    4.6587   -0.3516 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2976    1.9782    0.4584 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1458    3.0456    0.2268 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2479    1.1037   -0.7862 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4868    0.5519   -1.0017 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2003    0.0233   -0.4739 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0697   -0.8573   -1.6124 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2577   -1.5841   -1.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4287    0.0441    0.8645 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0410   -1.0860    0.2490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4586   -2.3827    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5644   -3.2260   -0.9403 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8117   -2.8290    1.2186 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3866   -3.7689    1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3151    1.2541    0.9190 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5686    0.8200    1.3867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9772    2.8132    1.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8920    3.7390    0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8529    1.2532   -1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6353    3.0673   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0037    2.8238   -1.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3447    1.2051   -3.3140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4180    1.2288   -1.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0928   -0.4234   -2.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8404    1.4537    0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2654    0.8872    1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2136   -2.9659    2.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3858   -2.8802    2.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0375   -2.7866    4.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953   -1.3132    3.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8301   -4.7163   -0.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1285   -3.4578    0.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2330   -2.6741   -1.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8401   -0.4984   -0.5478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2981    0.5746   -1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6214    2.1661    1.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7556    4.3048    1.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063    4.4017    1.2892 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0288    5.2709   -0.2503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6137    1.3550    1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5111    3.3859    1.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9062    1.6921   -1.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1562    1.1515   -0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268   -0.5222    0.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3079   -1.5326   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8475   -0.9786   -2.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9392   -2.5039   -2.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8380   -1.8875   -1.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2111   -0.2408    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9802   -0.9746   -0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4133   -3.7965   -1.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696   -3.3047   -1.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9133    1.9086    1.7191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4956   -0.0610    1.8170 H   0  0  0  0  0  0  0  0  0  0  0  0
 37 36  1  0
 36 35  1  0
 35 33  1  0
 33 34  1  0
 33 31  1  0
 31 32  1  0
 31 28  1  0
 28 29  1  0
 29 30  1  0
 28 27  1  0
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 13  1  0
 13 12  1  0
 12 11  1  0
 11  9  1  0
  9 10  1  0
  9  7  1  0
  7  8  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  6 44  1  0
 44 45  1  0
 44 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 40 42  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  1
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 26 35  1  0
 17 24  1  0
 22 17  1  0
 38 11  1  0
 37 75  1  0
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 36 74  1  0
 35 73  1  1
 33 71  1  6
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 31 69  1  1
 32 70  1  0
 28 65  1  1
 29 66  1  0
 29 67  1  0
 30 68  1  0
 26 64  1  6
 24 63  1  6
 13 55  1  1
 11 54  1  1
  9 52  1  6
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  7 50  1  6
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  6 49  1  1
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  4 47  1  0
  2  1  1  0
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 42 43  1  0
 15 56  1  6
 16 57  1  0
 16 58  1  0
 16 59  1  0
 21 60  1  0
 22 61  1  1
 23 62  1  0
M  END


  Mrv1533004231519342D          

 43 46  0  0  0  0            999 V2000
    2.1015   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5494   -2.6088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1904   -3.0504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4454   -3.8350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165   -2.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1686   -3.4919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8715   -2.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6784   -1.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2305   -2.5358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3194   -1.4811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674   -0.4849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211   -0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0886   -0.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0023   -1.4548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8422   -0.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5097   -0.7837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285    0.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6821    0.8573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7684    1.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5221    2.0133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1009    2.1627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2610    1.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3473    1.8272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5074    0.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8399    1.1560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9261    1.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6798    2.3121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2587    2.4614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7545    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5391    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065    1.3099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5391   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7545   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4995   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 15 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 14 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 37 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0329879

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CNC1C(O)C(O)C(CO)OC1OC1C(OC2C(O)C(O)C(NC(N)=N)C(O)C2NC(N)=N)OC(C)C11OC(=O)NC1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H40N8O13/c1-4-22(18(37)30-21(38)43-22)15(42-16-8(27-2)12(35)9(32)5(3-31)40-16)17(39-4)41-14-7(29-20(25)26)10(33)6(28-19(23)24)11(34)13(14)36/h4-18,27,31-37H,3H2,1-2H3,(H,30,38)(H4,23,24,28)(H4,25,26,29)

> <INCHI_KEY>
DGVZNVLARKDWED-UHFFFAOYSA-N

> <FORMULA>
C22H40N8O13

> <MOLECULAR_WEIGHT>
624.605

> <EXACT_MASS>
624.27148338

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
58.574018832894936

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
15

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-hydroxy-6-methyl-2-oxo-1,7-dioxa-3-azaspiro[4.4]nonan-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine

> <ALOGPS_LOGP>
-2.47

> <JCHEM_LOGP>
-7.096360910654796

> <ALOGPS_LOGS>
-1.64

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
3

> <JCHEM_PKA>
12.053068156573275

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.602828253989765

> <JCHEM_PKA_STRONGEST_BASIC>
11.552733576267123

> <JCHEM_POLAR_SURFACE_AREA>
352.69

> <JCHEM_REFRACTIVITY>
155.94710000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.44e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-hydroxy-6-methyl-2-oxo-1,7-dioxa-3-azaspiro[4.4]nonan-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       3.923  -3.725   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.892  -4.870   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.386  -4.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.355  -5.694   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.831  -7.159   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.151  -5.374   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.181  -6.518   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.627  -3.909   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.133  -3.589   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.164  -4.733   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.596  -2.765   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.910  -3.085   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.941  -1.941   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.246  -0.905   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.653  -0.279   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.899  -1.184   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.738  -2.716   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -5.305  -0.558   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -6.551  -1.463   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -5.466   0.974   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      -6.873   1.600   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      -7.034   3.132   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      -8.441   3.758   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      -5.788   4.037   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      -4.221   1.879   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.382   3.411   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.814   1.253   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      -1.568   2.158   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0      -1.729   3.690   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      -3.136   4.316   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      -0.483   4.595   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0      -0.000   1.540   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       1.465   2.016   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.941   3.481   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       3.275   2.016   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       4.740   1.540   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       5.986   2.445   0.000  0.00  0.00           O+0
HETATM   41  N   UNK     0       4.740  -0.000   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0       3.275  -0.476   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       2.799  -1.941   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11    3   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   37                                                  
CONECT   15   14   16   34                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   29                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   17   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   15   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   14   38   42                                             
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   37   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₄₀N₈O₁₃

Average Mass

624.6050 Da

Monoisotopic Mass

624.27148 Da

IUPAC Name

N-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-hydroxy-6-methyl-2-oxo-1,7-dioxa-3-azaspiro[4.4]nonan-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine

Traditional Name

N-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-hydroxy-6-methyl-2-oxo-1,7-dioxa-3-azaspiro[4.4]nonan-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine

CAS Registry Number

Not Available

SMILES

CNC1C(O)C(O)C(CO)OC1OC1C(OC2C(O)C(O)C(NC(N)=N)C(O)C2NC(N)=N)OC(C)C11OC(=O)NC1O

InChI Identifier

InChI=1S/C22H40N8O13/c1-4-22(18(37)30-21(38)43-22)15(42-16-8(27-2)12(35)9(32)5(3-31)40-16)17(39-4)41-14-7(29-20(25)26)10(33)6(28-19(23)24)11(34)13(14)36/h4-18,27,31-37H,3H2,1-2H3,(H,30,38)(H4,23,24,28)(H4,25,26,29)

InChI Key

DGVZNVLARKDWED-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Streptamine aminoglycoside
Glycosyl compound
O-glycosyl compound
Cyclohexanol
Cyclitol or derivatives
Monosaccharide
Oxane
Oxazolidinone
Cyclic alcohol
Oxazolidine
Tetrahydrofuran
Carbamic acid ester
Secondary alcohol
Carbonic acid derivative
Guanidine
1,2-aminoalcohol
Secondary amine
Polyol
Carboximidamide
Acetal
Organoheterocyclic compound
Azacycle
Oxacycle
Alkanolamine
Secondary aliphatic amine
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organopnictogen compound
Organic nitrogen compound
Amine
Imine
Organonitrogen compound
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-2.5	ALOGPS
logP	-7.1	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	10.6	ChemAxon
pKa (Strongest Basic)	11.55	ChemAxon
Physiological Charge	3	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	15	ChemAxon
Polar Surface Area	352.69 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	155.95 m³·mol⁻¹	ChemAxon
Polarizability	58.57 Å³	ChemAxon
Number of Rings	4	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine (NP0329879)

MOL for NP0329879 (n-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine)

3D MOL for NP0329879 (n-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine)

3D SDF for NP0329879 (n-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine)

3D-SDF for NP0329879 (n-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine)

PDB for NP0329879 (n-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine)

3D PDB for NP0329879 (n-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine)

SMILES for NP0329879 (n-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine)

INCHI for NP0329879 (n-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine)

Structure for NP0329879 (n-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine)

3D Structure for NP0329879 (n-{3-carbamimidamido-4-[(9-{[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-2,4-dihydroxy-6-methyl-1,7-dioxa-3-azaspiro[4.4]non-2-en-8-yl)oxy]-2,5,6-trihydroxycyclohexyl}guanidine)