NP-MRD: Showing NP-Card for {[(2r,3r,4s,5r,6r)-5-(2-amino-n-methylacetamido)-4-hydroxy-6-{[(7r)-7-hydroxy-5-methyl-4-oxo-3h,3ah,6h,7h,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid (NP0205143)

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Record Information

Version

2.0

Created at

2022-09-05 00:58:54 UTC

Updated at

2022-09-05 00:58:54 UTC

NP-MRD ID

NP0205143

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{[(2r,3r,4s,5r,6r)-5-(2-amino-n-methylacetamido)-4-hydroxy-6-{[(7r)-7-hydroxy-5-methyl-4-oxo-3h,3ah,6h,7h,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid

Description

{[(2R,3R,4S,5R,6R)-5-(2-amino-N-methylacetamido)-4-hydroxy-6-{[(7R)-7-hydroxy-5-methyl-4-oxo-3H,3aH,4H,5H,6H,7H,7aH-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether). {[(2r,3r,4s,5r,6r)-5-(2-amino-n-methylacetamido)-4-hydroxy-6-{[(7r)-7-hydroxy-5-methyl-4-oxo-3h,3ah,6h,7h,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid is found in Streptomyces griseus. Based on a literature review very few articles have been published on {[(2R,3R,4S,5R,6R)-5-(2-amino-N-methylacetamido)-4-hydroxy-6-{[(7R)-7-hydroxy-5-methyl-4-oxo-3H,3aH,4H,5H,6H,7H,7aH-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052202582D          

 32 34  0  0  1  0            999 V2000
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1712    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    3.6664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1712    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    5.0953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    3.6664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8212    4.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    5.0953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    3.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    2.9519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6462    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    2.2374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -0.6205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    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  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 10 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
  8 29  1  0  0  0  0
 29 30  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  2  0  0  0  0
M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
   -5.3993    2.2958    1.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1099    3.2837    1.1311 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8385    3.6054    1.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5089    4.9410    1.2710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9785    2.5530    1.2063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8577    1.5369    0.2563 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8467    0.5648    0.9245 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4296   -0.0271    2.0391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3876   -0.5045   -0.0080 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2671   -1.6135   -0.1739 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6019   -1.5152   -0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8093   -2.9338    0.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6631   -3.0685    0.6565 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6614   -4.1169    0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9683   -5.3107    0.5078 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9542    0.1520   -1.3255 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2654   -0.4052   -1.8114 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4959   -0.3623   -1.0569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0918    0.7417   -0.7497 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2687    0.4678   -0.0096 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5952   -0.9484   -0.4980 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2525   -1.4689   -0.5382 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5014   -1.5006    0.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5377   -2.6597    0.9213 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4727   -0.5671    1.0209 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3541   -0.9728    2.1048 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6179    0.7761    0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4753    1.2885   -0.2915 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7933    1.2582   -1.6398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8835    1.5382   -1.1042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2718    1.9091   -1.0549 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4438    3.3176   -1.4372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7778    3.6641   -1.5058 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8406    1.0339    0.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9740    1.1961    1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7063   -0.3981    2.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4177   -0.8814    0.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9097   -2.5335   -1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7407   -0.8558   -1.5456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3517   -1.2991    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6342   -3.9912    0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8645   -4.2676   -1.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6350   -5.9625    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4132   -5.7553   -0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7775   -0.0144   -2.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311   -0.8606   -2.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1064    0.3871    1.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0015   -0.9171   -1.5271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8189   -2.3642   -0.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6621   -0.1098    2.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9600   -1.8189    2.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2958   -1.3479    1.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5392    0.8135   -0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8651    1.4716    1.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2671    2.3384    0.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8103    1.2894   -1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0162    4.0215   -2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
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 10  9  1  0
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 22 18  1  0
 28 20  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
  9 38  1  1
  7 36  1  1
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  6 35  1  6
  4 34  1  0
  2  1  1  0
 31 58  1  6
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 33 61  1  0
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 27 55  1  0
 28 56  1  1
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 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
M  END


  Mrv1652309052202582D          

 32 34  0  0  1  0            999 V2000
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    2.2374    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1712    2.9519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    3.6664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1712    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    5.0953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8212    4.3808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    4.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587    5.0953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4087    2.2374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8212    1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    0.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -0.6205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    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  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
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 13 14  1  0  0  0  0
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 22 23  1  6  0  0  0
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 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
  8 29  1  0  0  0  0
 29 30  1  0  0  0  0
  6 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0205143

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN([C@@H]1[C@H](O)[C@@H](OC(O)=N)[C@@H](CO)O[C@H]1NC1=NC2C(N1)C(=O)N(C)C[C@H]2O)C(=O)CN

> <INCHI_IDENTIFIER>
InChI=1S/C17H29N7O8/c1-23-4-6(26)9-10(15(23)29)21-17(20-9)22-14-11(24(2)8(27)3-18)12(28)13(32-16(19)30)7(5-25)31-14/h6-7,9-14,25-26,28H,3-5,18H2,1-2H3,(H2,19,30)(H2,20,21,22)/t6-,7-,9?,10?,11-,12+,13+,14-/m1/s1

> <INCHI_KEY>
IGGCBWFVVFZDLU-ZOPATBSUSA-N

> <FORMULA>
C17H29N7O8

> <MOLECULAR_WEIGHT>
459.46

> <EXACT_MASS>
459.207760922

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
44.29536529197189

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3R,4S,5R,6R)-5-(2-amino-N-methylacetamido)-4-hydroxy-6-{[(7R)-7-hydroxy-5-methyl-4-oxo-3H,3aH,4H,5H,6H,7H,7aH-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid

> <JCHEM_LOGP>
-7.162472653675061

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
13.246135260175766

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.428269994697753

> <JCHEM_PKA_STRONGEST_BASIC>
10.583190333857623

> <JCHEM_POLAR_SURFACE_AREA>
226.29

> <JCHEM_REFRACTIVITY>
115.08349999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
{[(2R,3R,4S,5R,6R)-5-(2-amino-N-methylacetamido)-4-hydroxy-6-{[(7R)-7-hydroxy-5-methyl-4-oxo-3H,3aH,6H,7H,7aH-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       6.258   3.613   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.924  -0.237   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -0.320   2.843   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.090   4.177   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.320   5.510   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.090   6.844   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.320   8.178   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.090   9.511   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.630   6.844   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.400   8.178   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.940   8.178   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -5.710   9.511   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0      -5.710   6.844   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.400   5.510   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.940   5.510   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.630   4.177   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      -3.400   2.843   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      -4.940   2.843   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.630   1.509   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.090   1.509   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -3.400   0.175   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      -2.630  -1.158   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.924   5.923   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   30                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   29                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   22                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   15   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   10   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27                                                            
CONECT   29    8   30                                                       
CONECT   30   29    6   31                                                  
CONECT   31   30    2   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Value	Source
{[(2R,3R,4S,5R,6R)-5-(2-amino-N-methylacetamido)-4-hydroxy-6-{[(7R)-7-hydroxy-5-methyl-4-oxo-3H,3ah,4H,5H,6H,7H,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidate	Generator

Chemical Formula

C₁₇H₂₉N₇O₈

Average Mass

459.4600 Da

Monoisotopic Mass

459.20776 Da

IUPAC Name

{[(2R,3R,4S,5R,6R)-5-(2-amino-N-methylacetamido)-4-hydroxy-6-{[(7R)-7-hydroxy-5-methyl-4-oxo-3H,3aH,4H,5H,6H,7H,7aH-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid

Traditional Name

{[(2R,3R,4S,5R,6R)-5-(2-amino-N-methylacetamido)-4-hydroxy-6-{[(7R)-7-hydroxy-5-methyl-4-oxo-3H,3aH,6H,7H,7aH-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid

CAS Registry Number

Not Available

SMILES

CN([C@@H]1[C@H](O)[C@@H](OC(O)=N)[C@@H](CO)O[C@H]1NC1=NC2C(N1)C(=O)N(C)C[C@H]2O)C(=O)CN

InChI Identifier

InChI=1S/C17H29N7O8/c1-23-4-6(26)9-10(15(23)29)21-17(20-9)22-14-11(24(2)8(27)3-18)12(28)13(32-16(19)30)7(5-25)31-14/h6-7,9-14,25-26,28H,3-5,18H2,1-2H3,(H2,19,30)(H2,20,21,22)/t6-,7-,9?,10?,11-,12+,13+,14-/m1/s1

InChI Key

IGGCBWFVVFZDLU-ZOPATBSUSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces griseus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glycosylamines

Alternative Parents

Substituents

Hexose monosaccharide
Alpha-amino acid amide
N-glycosyl compound
Alpha-amino acid or derivatives
Imidazopyridine
Piperidinone
Delta-lactam
Piperidine
Oxane
Monosaccharide
Tertiary carboxylic acid amide
2-imidazoline
Secondary alcohol
Lactam
Guanidine
Carboxamide group
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Carboxylic acid derivative
Carboximidic acid derivative
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Primary alcohol
Organonitrogen compound
Primary aliphatic amine
Imine
Carbonyl group
Amine
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	-7.2	ChemAxon
pKa (Strongest Acidic)	-4.4	ChemAxon
pKa (Strongest Basic)	10.58	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	226.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	115.08 m³·mol⁻¹	ChemAxon
Polarizability	44.3 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

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

162842961

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {[(2r,3r,4s,5r,6r)-5-(2-amino-n-methylacetamido)-4-hydroxy-6-{[(7r)-7-hydroxy-5-methyl-4-oxo-3h,3ah,6h,7h,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid (NP0205143)

MOL for NP0205143 ({[(2r,3r,4s,5r,6r)-5-(2-amino-n-methylacetamido)-4-hydroxy-6-{[(7r)-7-hydroxy-5-methyl-4-oxo-3h,3ah,6h,7h,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid)

3D MOL for NP0205143 ({[(2r,3r,4s,5r,6r)-5-(2-amino-n-methylacetamido)-4-hydroxy-6-{[(7r)-7-hydroxy-5-methyl-4-oxo-3h,3ah,6h,7h,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid)

3D SDF for NP0205143 ({[(2r,3r,4s,5r,6r)-5-(2-amino-n-methylacetamido)-4-hydroxy-6-{[(7r)-7-hydroxy-5-methyl-4-oxo-3h,3ah,6h,7h,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid)

3D-SDF for NP0205143 ({[(2r,3r,4s,5r,6r)-5-(2-amino-n-methylacetamido)-4-hydroxy-6-{[(7r)-7-hydroxy-5-methyl-4-oxo-3h,3ah,6h,7h,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid)

PDB for NP0205143 ({[(2r,3r,4s,5r,6r)-5-(2-amino-n-methylacetamido)-4-hydroxy-6-{[(7r)-7-hydroxy-5-methyl-4-oxo-3h,3ah,6h,7h,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid)

3D PDB for NP0205143 ({[(2r,3r,4s,5r,6r)-5-(2-amino-n-methylacetamido)-4-hydroxy-6-{[(7r)-7-hydroxy-5-methyl-4-oxo-3h,3ah,6h,7h,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid)

SMILES for NP0205143 ({[(2r,3r,4s,5r,6r)-5-(2-amino-n-methylacetamido)-4-hydroxy-6-{[(7r)-7-hydroxy-5-methyl-4-oxo-3h,3ah,6h,7h,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid)

INCHI for NP0205143 ({[(2r,3r,4s,5r,6r)-5-(2-amino-n-methylacetamido)-4-hydroxy-6-{[(7r)-7-hydroxy-5-methyl-4-oxo-3h,3ah,6h,7h,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid)

Structure for NP0205143 ({[(2r,3r,4s,5r,6r)-5-(2-amino-n-methylacetamido)-4-hydroxy-6-{[(7r)-7-hydroxy-5-methyl-4-oxo-3h,3ah,6h,7h,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid)

3D Structure for NP0205143 ({[(2r,3r,4s,5r,6r)-5-(2-amino-n-methylacetamido)-4-hydroxy-6-{[(7r)-7-hydroxy-5-methyl-4-oxo-3h,3ah,6h,7h,7ah-imidazo[4,5-c]pyridin-2-yl]amino}-2-(hydroxymethyl)oxan-3-yl]oxy}methanimidic acid)