NP-MRD: Showing NP-Card for (2s)-2-{[(2s)-2-{[(2s,3s,4s)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid (NP0246289)

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Record Information

Version

1.0

Created at

2022-09-07 07:42:28 UTC

Updated at

2022-09-07 07:42:28 UTC

NP-MRD ID

NP0246289

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-{[(2s)-2-{[(2s,3s,4s)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid

Description

Nikkomycin pseudo-J belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. (2s)-2-{[(2s)-2-{[(2s,3s,4s)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid is found in Streptomyces tendae. It was first documented in 1989 (PMID: 2925514). Based on a literature review very few articles have been published on Nikkomycin pseudo-J.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072209422D          

 44 46  0  0  1  0            999 V2000
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8579   -0.8250    0.0000 O   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
    6.4302   -0.4125    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
    7.1447   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8984   -2.9644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4269   -2.6514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9119   -3.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7323   -3.2326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5763   -4.0725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   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
    2.1434   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  4  0  0  0
  5  7  2  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  4  0  0  0
  9 11  2  0  0  0  0
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 18 20  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
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 34 35  1  0  0  0  0
  2 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
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 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  2  0  0  0  0
 38 44  1  0  0  0  0
M  END

     RDKit          3D

 76 78  0  0  0  0  0  0  0  0999 V2000
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    3.3476   -0.2745   -0.2260 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7499   -1.5803   -0.7628 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9199   -1.6702   -2.2021 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2967   -1.6517   -0.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6087   -2.7877   -0.9031 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7026   -0.6699    0.0918 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6983   -0.6180    0.4020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3193   -1.9669    0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8297   -2.8724    1.3577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2547   -2.2317   -0.3850 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8263    2.2878    0.4464 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.7939    5.8619    0.0750 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6392    6.5108    0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5641    3.6874    0.9096 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7862   -0.1642   -1.0583 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0855    2.6611    1.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2556   -2.4543   -0.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7686   -3.2463   -1.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7819   -0.1751    1.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3196   -5.0981   -0.5753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4272   -5.6836    3.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  1  0
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  3  5  1  0
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  5  7  2  0
  7  8  1  0
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 29 30  2  0
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  8  9  1  0
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 36 71  1  6
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M  END


  Mrv1652309072209422D          

 44 46  0  0  1  0            999 V2000
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.6065   -2.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4269   -2.6514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9119   -3.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7323   -3.2326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5763   -4.0725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7558   -4.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4203   -4.9124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0379   -4.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3735   -5.0457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2309   -4.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6179   -4.6725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   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
    2.1434   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  4  0  0  0
  5  7  2  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  4  0  0  0
  9 11  2  0  0  0  0
 12 11  1  1  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  2  0  0  0  0
 15 17  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  8 21  1  0  0  0  0
 21 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
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 21 34  1  0  0  0  0
 34 35  1  0  0  0  0
  2 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  2  0  0  0  0
 38 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0246289

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]([C@H](N)C(O)=N[C@@H](C1OC(C(O)C1O)C1=CN=C(O)N=C1O)C(O)=N[C@@H](CCC(O)=O)C(O)=O)[C@H](O)C1=CC=C(O)C=N1

> <INCHI_IDENTIFIER>
InChI=1S/C25H32N6O13/c1-8(16(35)11-3-2-9(32)6-27-11)14(26)22(39)30-15(23(40)29-12(24(41)42)4-5-13(33)34)20-18(37)17(36)19(44-20)10-7-28-25(43)31-21(10)38/h2-3,6-8,12,14-20,32,35-37H,4-5,26H2,1H3,(H,29,40)(H,30,39)(H,33,34)(H,41,42)(H2,28,31,38,43)/t8-,12-,14-,15-,16-,17?,18?,19?,20?/m0/s1

> <INCHI_KEY>
ZWCOQJINVKEJCM-RXFLJLMGSA-N

> <FORMULA>
C25H32N6O13

> <MOLECULAR_WEIGHT>
624.56

> <EXACT_MASS>
624.202735114

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
58.834490915579536

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(2S)-2-{[(2S,3S,4S)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid

> <JCHEM_LOGP>
-4.810554699260508

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.697079536727932

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.146592098107363

> <JCHEM_PKA_STRONGEST_BASIC>
9.49894520475498

> <JCHEM_POLAR_SURFACE_AREA>
335.08

> <JCHEM_REFRACTIVITY>
142.50060000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(2S)-2-{[(2S,3S,4S)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       8.002  -7.700   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       9.336  -3.850   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      10.669  -6.160   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      10.669  -3.080   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335  -1.540   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.668   0.770   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.003   0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      13.337  -1.540   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      13.337  -6.160   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      14.744  -5.534   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      15.774  -6.678   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.306  -6.517   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.932  -5.110   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      19.464  -4.949   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      20.369  -6.195   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      21.900  -6.034   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0      19.742  -7.602   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      18.211  -7.763   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      17.584  -9.170   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      15.004  -8.012   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      15.630  -9.419   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      13.498  -7.692   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      12.353  -8.722   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0       4.001  -3.850   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   36                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   12   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    8   22   34                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   32                                                  
CONECT   24   23   25   30                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   24   31                                                  
CONECT   31   30                                                            
CONECT   32   23   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   21   35                                                  
CONECT   35   34                                                            
CONECT   36    2   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   44                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   38                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₂N₆O₁₃

Average Mass

624.5600 Da

Monoisotopic Mass

624.20274 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]([C@H](N)C(O)=N[C@@H](C1OC(C(O)C1O)C1=CN=C(O)N=C1O)C(O)=N[C@@H](CCC(O)=O)C(O)=O)[C@H](O)C1=CC=C(O)C=N1

InChI Identifier

InChI=1S/C25H32N6O13/c1-8(16(35)11-3-2-9(32)6-27-11)14(26)22(39)30-15(23(40)29-12(24(41)42)4-5-13(33)34)20-18(37)17(36)19(44-20)10-7-28-25(43)31-21(10)38/h2-3,6-8,12,14-20,32,35-37H,4-5,26H2,1H3,(H,29,40)(H,30,39)(H,33,34)(H,41,42)(H2,28,31,38,43)/t8-,12-,14-,15-,16-,17?,18?,19?,20?/m0/s1

InChI Key

ZWCOQJINVKEJCM-RXFLJLMGSA-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 tendae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Glutamic acid or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Glycosyl compound
C-glycosyl compound
Alpha-amino acid or derivatives
N-substituted-alpha-amino acid
Hydroxypyridine
Aralkylamine
Pyrimidone
Fatty acyl
Pyrimidine
Pyridine
N-acyl-amine
Hydropyrimidine
Fatty amide
Dicarboxylic acid or derivatives
Heteroaromatic compound
Vinylogous amide
Tetrahydrofuran
1,3-aminoalcohol
Amino acid
Urea
Secondary carboxylic acid amide
Secondary alcohol
Lactam
Carboxamide group
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Alcohol
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00017676

Chemspider ID

114492

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129256

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Decker H, Bormann C, Fiedler HP, Zahner H, Heitsch H, Konig WA: Metabolic products of microorganisms. 252. Isolation of new nikkomycins from Streptomyces tendae. J Antibiot (Tokyo). 1989 Feb;42(2):230-5. doi: 10.7164/antibiotics.42.230. [PubMed:2925514 ]
LOTUS database [Link]

Showing NP-Card for (2s)-2-{[(2s)-2-{[(2s,3s,4s)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid (NP0246289)

MOL for NP0246289 ((2s)-2-{[(2s)-2-{[(2s,3s,4s)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid)

3D MOL for NP0246289 ((2s)-2-{[(2s)-2-{[(2s,3s,4s)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid)

3D SDF for NP0246289 ((2s)-2-{[(2s)-2-{[(2s,3s,4s)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid)

3D-SDF for NP0246289 ((2s)-2-{[(2s)-2-{[(2s,3s,4s)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid)

PDB for NP0246289 ((2s)-2-{[(2s)-2-{[(2s,3s,4s)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid)

3D PDB for NP0246289 ((2s)-2-{[(2s)-2-{[(2s,3s,4s)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid)

SMILES for NP0246289 ((2s)-2-{[(2s)-2-{[(2s,3s,4s)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid)

INCHI for NP0246289 ((2s)-2-{[(2s)-2-{[(2s,3s,4s)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid)

Structure for NP0246289 ((2s)-2-{[(2s)-2-{[(2s,3s,4s)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid)

3D Structure for NP0246289 ((2s)-2-{[(2s)-2-{[(2s,3s,4s)-2-amino-1,4-dihydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutylidene]amino}-2-[5-(2,4-dihydroxypyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]-1-hydroxyethylidene]amino}pentanedioic acid)