NP-MRD: Showing NP-Card for n-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(n-hydroxyamino)pentanediimidic acid (NP0265453)

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Record Information

Version

2.0

Created at

2022-09-08 09:26:07 UTC

Updated at

2022-09-08 09:26:07 UTC

NP-MRD ID

NP0265453

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(n-hydroxyamino)pentanediimidic acid

Description

Strepturidin belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. n-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(n-hydroxyamino)pentanediimidic acid was first documented in 2014 (PMID: 24594582). Based on a literature review very few articles have been published on Strepturidin (PMID: 31222036).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082211262D          

 34 35  0  0  0  0            999 V2000
   -7.1447   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4924   -2.9599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -3.7445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -2.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 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  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 28 33  1  0  0  0  0
 33 34  2  0  0  0  0
M  END

     RDKit          3D

 60 61  0  0  0  0  0  0  0  0999 V2000
    7.6757    2.7310   -0.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9499    1.8203   -0.4863 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2300    0.7756   -0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7208   -0.3895   -1.0846 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8661    0.7972    0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8053    0.3696   -0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4515    0.3672   -0.2046 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6305   -0.6109    0.8856 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2666   -0.0026    2.0256 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4046   -0.2225   -1.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8398   -1.1502   -2.0168 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1569    0.0531   -1.0688 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875    0.9765   -0.2105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1964    0.3769    0.9854 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7027    1.3667    1.8189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1324   -0.7372    0.7206 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5177   -1.3412    1.9193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1471   -0.7122   -0.3065 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4420   -0.0268   -0.2803 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1726   -0.2768   -1.4811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5633    1.3937   -0.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5186    1.9709    1.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7670    3.2905    1.4042 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0708    4.0653    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3368    5.4453    0.5262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1271    3.5393   -0.8714 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8895    2.2423   -1.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9734    1.8049   -2.4172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5108   -2.1348   -0.5755 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2303   -2.8524   -1.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6403   -2.4369   -2.7745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7442   -4.2486   -1.6407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4368   -4.2497   -0.3797 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2438   -2.9712    0.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7160   -2.7521    1.4540 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2453   -3.4619    1.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5563   -0.8629   -0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6006    1.8471    0.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8038    0.1474    1.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8496    1.0850   -1.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0573   -0.6340   -1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1615    1.3545    0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0339   -1.4684    0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5025    0.9731    1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0332   -2.0993   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1860    1.7564    0.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2522    1.5647   -0.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6473   -0.0761    1.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3676    2.2453    1.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3765   -1.5796    0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0016   -0.7950    2.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5915   -0.4329   -1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0269   -0.5350    0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1519   -0.1394   -1.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3153    1.3956    2.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9703    5.8300   -0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1840    2.1356   -3.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561   -4.4957   -2.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9008   -4.9635   -1.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974   -5.0617   -0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  7 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 18 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 27 21  1  0
 34 29  1  0
  9 44  1  0
  8 43  1  0
  7 42  1  1
  6 40  1  0
  6 41  1  0
  5 38  1  0
  5 39  1  0
  4 37  1  0
  2  1  1  0
 11 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  1
 15 49  1  0
 16 50  1  6
 17 51  1  0
 18 52  1  6
 19 53  1  1
 20 54  1  0
 22 55  1  0
 25 56  1  0
 28 57  1  0
 32 58  1  0
 32 59  1  0
 33 60  1  0
 35 36  1  0
M  END


  Mrv1652309082211262D          

 34 35  0  0  0  0            999 V2000
   -7.1447   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4924   -2.9599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -3.7445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521   -2.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  4  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
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 20 26  1  0  0  0  0
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 17 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 28 33  1  0  0  0  0
 33 34  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0265453

> <DATABASE_NAME>
NP-MRD

> <SMILES>
ONC(CCC(O)=N)C(O)=NCC(O)C(O)C(C(O)C1=CN=C(O)N=C1O)N1C(=O)CNC1=N

> <INCHI_IDENTIFIER>
InChI=1S/C17H26N8O9/c18-9(27)2-1-7(24-34)15(32)20-4-8(26)13(30)11(25-10(28)5-21-16(25)19)12(29)6-3-22-17(33)23-14(6)31/h3,7-8,11-13,24,26,29-30,34H,1-2,4-5H2,(H2,18,27)(H2,19,21)(H,20,32)(H2,22,23,31,33)

> <INCHI_KEY>
LYZXYUMURKNSCU-UHFFFAOYSA-N

> <FORMULA>
C17H26N8O9

> <MOLECULAR_WEIGHT>
486.442

> <EXACT_MASS>
486.182274449

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.11990929310787

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(N-hydroxyamino)pentanediimidic acid

> <JCHEM_LOGP>
-6.628641787747263

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
2.315254883349453

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.8488658244705842

> <JCHEM_PKA_STRONGEST_BASIC>
15.218431126079349

> <JCHEM_POLAR_SURFACE_AREA>
292.04999999999995

> <JCHEM_REFRACTIVITY>
143.04620000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(N-hydroxyamino)pentanediimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  N   UNK     0     -13.337  -3.080   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0     -12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0     -12.003  -0.770   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -8.002  -4.620   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0      -9.336  -5.390   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -5.335  -3.080   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0       0.000  -4.620   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      -1.246  -5.525   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      -2.786  -5.525   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      -0.770  -6.990   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0       0.770  -6.990   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.246  -5.525   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.711  -5.049   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   28                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   20   27                                                  
CONECT   27   26                                                            
CONECT   28   17   29   33                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₆N₈O₉

Average Mass

486.4420 Da

Monoisotopic Mass

486.18227 Da

IUPAC Name

N-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(N-hydroxyamino)pentanediimidic acid

Traditional Name

N-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(N-hydroxyamino)pentanediimidic acid

CAS Registry Number

Not Available

SMILES

ONC(CCC(O)=N)C(O)=NCC(O)C(O)C(C(O)C1=CN=C(O)N=C1O)N1C(=O)CNC1=N

InChI Identifier

InChI=1S/C17H26N8O9/c18-9(27)2-1-7(24-34)15(32)20-4-8(26)13(30)11(25-10(28)5-21-16(25)19)12(29)6-3-22-17(33)23-14(6)31/h3,7-8,11-13,24,26,29-30,34H,1-2,4-5H2,(H2,18,27)(H2,19,21)(H,20,32)(H2,22,23,31,33)

InChI Key

LYZXYUMURKNSCU-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 glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamine and derivatives

Alternative Parents

Substituents

Glutamine or derivatives
Alpha-amino acid amide
Pyrimidone
Fatty amide
Hydropyrimidine
Imidazolidinone
N-acyl-amine
Pyrimidine
Fatty acyl
Heteroaromatic compound
Imidazolidine
Vinylogous amide
Guanidine
Lactam
Primary carboxylic acid amide
Carboxamide group
Secondary alcohol
Secondary carboxylic acid amide
Urea
Carboximidamide
N-organohydroxylamine
Azacycle
Organoheterocyclic compound
Polyol
Organopnictogen compound
Imine
Aromatic alcohol
Organic nitrogen compound
Alcohol
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-6.6	ChemAxon
pKa (Strongest Acidic)	-0.85	ChemAxon
pKa (Strongest Basic)	15.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	292.05 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	143.05 m³·mol⁻¹	ChemAxon
Polarizability	45.12 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58827032

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122389788

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pesic A, Steinhaus B, Kemper S, Nachtigall J, Kutzner HJ, Hofle G, Sussmuth RD: Isolation and structure elucidation of the nucleoside antibiotic strepturidin from Streptomyces albus DSM 40763. J Antibiot (Tokyo). 2014 Jun;67(6):471-7. doi: 10.1038/ja.2014.16. Epub 2014 Mar 5. [PubMed:24594582 ]
Rosenqvist P, Palmu K, Prajapati RK, Yamada K, Niemi J, Belogurov GA, Metsa-Ketela M, Virta P: Characterization of C-nucleoside Antimicrobials from Streptomyces albus DSM 40763: Strepturidin is Pseudouridimycin. Sci Rep. 2019 Jun 20;9(1):8935. doi: 10.1038/s41598-019-45375-w. [PubMed:31222036 ]
LOTUS database [Link]

Showing NP-Card for n-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(n-hydroxyamino)pentanediimidic acid (NP0265453)

MOL for NP0265453 (n-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(n-hydroxyamino)pentanediimidic acid)

3D MOL for NP0265453 (n-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(n-hydroxyamino)pentanediimidic acid)

3D SDF for NP0265453 (n-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(n-hydroxyamino)pentanediimidic acid)

3D-SDF for NP0265453 (n-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(n-hydroxyamino)pentanediimidic acid)

PDB for NP0265453 (n-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(n-hydroxyamino)pentanediimidic acid)

3D PDB for NP0265453 (n-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(n-hydroxyamino)pentanediimidic acid)

SMILES for NP0265453 (n-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(n-hydroxyamino)pentanediimidic acid)

INCHI for NP0265453 (n-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(n-hydroxyamino)pentanediimidic acid)

Structure for NP0265453 (n-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(n-hydroxyamino)pentanediimidic acid)

3D Structure for NP0265453 (n-[5-(2,4-dihydroxypyrimidin-5-yl)-2,3,5-trihydroxy-4-(2-imino-5-oxoimidazolidin-1-yl)pentyl]-2-(n-hydroxyamino)pentanediimidic acid)