MiMeDB: Showing metabocard for N-acetyl-D-glucosaminyl-N-acetylmuramoyl-L-alanyl-D-glutamyl-6-carboxy-L-lysyl (MMDBc0056134)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:17:39 UTC

Update Date

2022-08-12 20:09:35 UTC

MiMeDB ID

MMDBc0056134

Metabolite Identification

Common Name

N-acetyl-D-glucosaminyl-N-acetylmuramoyl-L-alanyl-D-glutamyl-6-carboxy-L-lysyl

Description

N-acetyl-D-glucosaminyl-(1->4)-N-acetylmuramoyl-L-alanyl-D-glutamyl-6-carboxy-L-lysine(2-), also known as beta-glcnac-(1->4)-murnac-L-ala-gamma-D-glu-6-carboxy-L-lys(2-), belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Based on a literature review very few articles have been published on N-acetyl-D-glucosaminyl-(1->4)-N-acetylmuramoyl-L-alanyl-D-glutamyl-6-carboxy-L-lysine(2-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222172D          

 75 76  0  0  1  0            999 V2000
   15.2291   -3.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6595   -2.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2291   -1.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4401   -4.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4485   -8.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6383   -8.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9886   -7.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4991   -6.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6890   -6.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7397    1.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2798   -0.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0392   -4.1411    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9296   -3.0497    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.7692   -1.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1701   -3.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0983   -8.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7987   -7.8829    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   17.3895   -3.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0687   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8494   -6.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6300   -2.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9296   -0.8670    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.3683   -9.5980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5793   -3.5175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5793   -1.3347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3600   -3.5175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3388   -7.2593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7692   -5.5443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5498    1.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8199    0.2244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4991   -0.3993    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.7102   -3.0497    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   14.4190   -8.1948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1194    1.4717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0392    0.2244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1194   -5.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6595   -4.4529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7480   -9.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0181   -7.8829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8789   -8.8184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5287   -9.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   17.1194   -7.2593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4401   -2.2702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   20.3600   -1.3347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4696   -0.2433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1996   -1.6465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4991   -4.7647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.1194   -2.8938    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8282   -8.0389    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2586   -8.5066    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.3093   -7.1034    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.9296    1.3158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.7397   -1.0229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.3093   -0.5552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.5498   -3.3615    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.5793    0.8480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.6595   -0.0874    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.4696   -2.4261    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.8199   -1.9584    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.9000   -2.8938    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3895   -1.4906    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 12  1  1  6  0  0  0
 13  2  1  1  0  0  0
 14  3  1  4  0  0  0
 15  4  1  4  0  0  0
 16  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 19 10  1  1  0  0  0
 20 11  1  1  0  0  0
 21  9  1  0  0  0  0
 24 19  1  0  0  0  0
 25 22  1  0  0  0  0
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 26 20  1  0  0  0  0
 27 23  1  0  0  0  0
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 28 12  1  0  0  0  0
 29 13  1  0  0  0  0
 30 16  1  0  0  0  0
 31 17  1  0  0  0  0
 32 18  1  0  0  0  0
 33 23  1  0  0  0  0
 34 22  1  0  0  0  0
 35 16  1  0  0  0  0
 36 12  1  0  0  0  0
 36 29  2  0  0  0  0
 37 14  2  0  0  0  0
 22 37  1  6  0  0  0
 38 15  2  0  0  0  0
 23 38  1  6  0  0  0
 17 39  1  1  0  0  0
 39 21  2  0  0  0  0
 18 40  1  6  0  0  0
 40 28  2  0  0  0  0
 41 10  1  0  0  0  0
 42 11  1  0  0  0  0
 43 14  1  0  0  0  0
 44 15  1  0  0  0  0
 21 45  1  4  0  0  0
 24 46  1  6  0  0  0
 25 47  1  6  0  0  0
 28 48  1  4  0  0  0
 29 49  1  4  0  0  0
 50 30  2  0  0  0  0
 51 30  1  0  0  0  0
 52 31  2  0  0  0  0
 53 31  1  0  0  0  0
 54 32  2  0  0  0  0
 55 32  1  0  0  0  0
 56 33  1  0  0  0  0
 57 13  1  0  0  0  0
 27 57  1  6  0  0  0
 58 20  1  0  0  0  0
 58 33  1  0  0  0  0
 59 19  1  0  0  0  0
 59 34  1  0  0  0  0
 26 60  1  6  0  0  0
 34 60  1  1  0  0  0
 12 61  1  1  0  0  0
 13 62  1  6  0  0  0
 63 16  1  0  0  0  0
 17 64  1  1  0  0  0
 18 65  1  6  0  0  0
 19 66  1  6  0  0  0
 20 67  1  6  0  0  0
 22 68  1  1  0  0  0
 23 69  1  1  0  0  0
 24 70  1  1  0  0  0
 25 71  1  6  0  0  0
 26 72  1  1  0  0  0
 27 73  1  6  0  0  0
 74 33  1  0  0  0  0
 34 75  1  6  0  0  0
M  CHG  2  43  -1  44  -1
M  END


  Mrv1652306172222172D          

 75 76  0  0  1  0            999 V2000
   15.2291   -3.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6595   -2.2702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2291   -1.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4401   -4.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4485   -8.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6383   -8.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9886   -7.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4991   -6.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.7397    1.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2798   -0.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.5498   -1.1788    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.1489   -7.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1194   -0.7111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.0899   -2.7379    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.3895    0.6921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8494    0.0685    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.0097   -1.8024    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   17.3895   -3.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.3388   -7.2593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7692   -5.5443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5498    1.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8199    0.2244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4991   -0.3993    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.7102   -3.0497    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   14.4190   -8.1948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1194    1.4717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0392    0.2244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1194   -5.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6595   -4.4529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7480   -9.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0181   -7.8829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8789   -8.8184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5287   -9.2861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   17.1194   -7.2593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4401   -2.2702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   20.3600   -1.3347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4696   -0.2433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1996   -1.6465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4991   -4.7647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.1194   -2.8938    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8282   -8.0389    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2586   -8.5066    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.3093   -7.1034    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.9296    1.3158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.7397   -1.0229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.3093   -0.5552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.5498   -3.3615    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.5793    0.8480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.6595   -0.0874    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.4696   -2.4261    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.8199   -1.9584    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.9000   -2.8938    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3895   -1.4906    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 12  1  1  6  0  0  0
 13  2  1  1  0  0  0
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 16  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 19 10  1  1  0  0  0
 20 11  1  1  0  0  0
 21  9  1  0  0  0  0
 24 19  1  0  0  0  0
 25 22  1  0  0  0  0
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 26 20  1  0  0  0  0
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 29 13  1  0  0  0  0
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 31 17  1  0  0  0  0
 32 18  1  0  0  0  0
 33 23  1  0  0  0  0
 34 22  1  0  0  0  0
 35 16  1  0  0  0  0
 36 12  1  0  0  0  0
 36 29  2  0  0  0  0
 37 14  2  0  0  0  0
 22 37  1  6  0  0  0
 38 15  2  0  0  0  0
 23 38  1  6  0  0  0
 17 39  1  1  0  0  0
 39 21  2  0  0  0  0
 18 40  1  6  0  0  0
 40 28  2  0  0  0  0
 41 10  1  0  0  0  0
 42 11  1  0  0  0  0
 43 14  1  0  0  0  0
 44 15  1  0  0  0  0
 21 45  1  4  0  0  0
 24 46  1  6  0  0  0
 25 47  1  6  0  0  0
 28 48  1  4  0  0  0
 29 49  1  4  0  0  0
 50 30  2  0  0  0  0
 51 30  1  0  0  0  0
 52 31  2  0  0  0  0
 53 31  1  0  0  0  0
 54 32  2  0  0  0  0
 55 32  1  0  0  0  0
 56 33  1  0  0  0  0
 57 13  1  0  0  0  0
 27 57  1  6  0  0  0
 58 20  1  0  0  0  0
 58 33  1  0  0  0  0
 59 19  1  0  0  0  0
 59 34  1  0  0  0  0
 26 60  1  6  0  0  0
 34 60  1  1  0  0  0
 12 61  1  1  0  0  0
 13 62  1  6  0  0  0
 63 16  1  0  0  0  0
 17 64  1  1  0  0  0
 18 65  1  6  0  0  0
 19 66  1  6  0  0  0
 20 67  1  6  0  0  0
 22 68  1  1  0  0  0
 23 69  1  1  0  0  0
 24 70  1  1  0  0  0
 25 71  1  6  0  0  0
 26 72  1  1  0  0  0
 27 73  1  6  0  0  0
 74 33  1  0  0  0  0
 34 75  1  6  0  0  0
M  CHG  2  43  -1  44  -1
M  END
> <DATABASE_ID>
MMDBc0056134

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(N)(CCC[C@]([H])(N=C(O)CC[C@@]([H])(N=C(O)[C@]([H])(C)N=C(O)[C@@]([H])(C)O[C@@]1([H])[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])[C@@]([H])(CO)OC([H])(O)[C@]1([H])N=C(C)[O-])C(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C34H56N6O20/c1-12(28(48)40-18(32(54)55)8-9-21(45)39-17(31(52)53)7-5-6-16(35)30(50)51)36-29(49)13(2)57-27-23(38-15(4)44)33(56)58-20(11-42)26(27)60-34-22(37-14(3)43)25(47)24(46)19(10-41)59-34/h12-13,16-20,22-27,33-34,41-42,46-47,56H,5-11,35H2,1-4H3,(H,36,49)(H,37,43)(H,38,44)(H,39,45)(H,40,48)(H,50,51)(H,52,53)(H,54,55)/p-2/t12-,13+,16?,17-,18+,19+,20+,22+,23+,24+,25+,26+,27+,33?,34-/m0/s1

> <INCHI_KEY>
YYHVEOZOKOAOKS-WGSAIHTNSA-L

> <FORMULA>
C34H54N6O20

> <MOLECULAR_WEIGHT>
866.829

> <EXACT_MASS>
866.340385323

> <JCHEM_ACCEPTOR_COUNT>
26

> <JCHEM_ATOM_COUNT>
114

> <JCHEM_AVERAGE_POLARIZABILITY>
83.27705780228044

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R)-4-[(1R)-1-{[(1S)-1-{[(1R)-3-{[(1S)-5-amino-1,5-dicarboxypentyl]-C-hydroxycarbonimidoyl}-1-carboxypropyl]-C-hydroxycarbonimidoyl}ethyl]-C-hydroxycarbonimidoyl}ethoxy]-6-hydroxy-2-(hydroxymethyl)-5-[(1-oxidoethylidene)amino]oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanecarboximidate

> <JCHEM_LOGP>
-2.896219351

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.341799426135409

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.843258886012358

> <JCHEM_POLAR_SURFACE_AREA>
444.6000000000001

> <JCHEM_REFRACTIVITY>
215.4028000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R)-4-[(1R)-1-{[(1S)-1-{[(1R)-3-{[(1S)-5-amino-1,5-dicarboxypentyl]-C-hydroxycarbonimidoyl}-1-carboxypropyl]-C-hydroxycarbonimidoyl}ethyl]-C-hydroxycarbonimidoyl}ethoxy]-6-hydroxy-2-(hydroxymethyl)-5-[(1-oxidoethylidene)amino]oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      28.428  -7.439   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      32.964  -4.238   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      28.428  -3.365   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      40.022  -8.312   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.370 -15.588   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.858 -15.297   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.379 -14.424   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      28.932 -12.969   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.419 -12.678   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      34.981   2.165   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      35.989  -0.745   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.940  -7.730   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.468  -5.693   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.436  -2.200   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      39.517  -6.857   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.850 -16.461   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.891 -14.715   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      29.940 -11.805   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      33.973   1.001   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      36.493  -2.200   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      26.411 -13.842   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      31.956  -1.327   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      37.501  -5.111   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      32.460   1.292   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      31.452   0.128   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      35.485  -3.365   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      35.989  -4.820   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      30.444  -9.185   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      32.460  -6.857   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.338 -16.170   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      24.395 -16.170   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      31.452 -12.096   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      38.509  -3.947   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      33.468  -1.618   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      19.354 -17.916   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0      30.948  -6.566   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0      30.948  -2.491   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0      38.005  -6.566   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0      24.899 -13.551   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0      29.436 -10.349   0.000  0.00  0.00           N+0
HETATM   41  O   UNK     0      36.493   1.874   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      36.997   0.419   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      28.932  -0.745   0.000  0.00  0.00           O-1
HETATM   44  O   UNK     0      40.526  -5.693   0.000  0.00  0.00           O-1
HETATM   45  O   UNK     0      26.915 -15.297   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      31.956   2.747   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      29.940   0.419   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      31.956  -9.476   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      32.964  -8.312   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      16.330 -17.334   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      16.834 -14.715   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      25.907 -16.461   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      23.387 -17.334   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      32.460 -10.931   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      31.956 -13.551   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      40.022  -4.238   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      34.981  -5.984   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      38.005  -2.491   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      34.477  -0.454   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      33.973  -3.074   0.000  0.00  0.00           O+0
HETATM   61  H   UNK     0      28.932  -8.894   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0      31.956  -5.402   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0      18.346 -15.006   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      22.883 -15.879   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0      30.444 -13.260   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0      33.468   2.456   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0      34.981  -1.909   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0      30.444  -1.036   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0      36.493  -6.275   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0      30.948   1.583   0.000  0.00  0.00           H+0
HETATM   71  H   UNK     0      32.964  -0.163   0.000  0.00  0.00           H+0
HETATM   72  H   UNK     0      34.477  -4.529   0.000  0.00  0.00           H+0
HETATM   73  H   UNK     0      36.997  -3.656   0.000  0.00  0.00           H+0
HETATM   74  H   UNK     0      39.013  -5.402   0.000  0.00  0.00           H+0
HETATM   75  H   UNK     0      32.460  -2.782   0.000  0.00  0.00           H+0
CONECT    1   12                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5    6    7                                                       
CONECT    6    5   16                                                       
CONECT    7    5   17                                                       
CONECT    8    9   18                                                       
CONECT    9    8   21                                                       
CONECT   10   19   41                                                       
CONECT   11   20   42                                                       
CONECT   12    1   28   36   61                                             
CONECT   13    2   29   57   62                                             
CONECT   14    3   37   43                                                  
CONECT   15    4   38   44                                                  
CONECT   16    6   30   35   63                                             
CONECT   17    7   31   39   64                                             
CONECT   18    8   32   40   65                                             
CONECT   19   10   24   59   66                                             
CONECT   20   11   26   58   67                                             
CONECT   21    9   39   45                                                  
CONECT   22   25   34   37   68                                             
CONECT   23   27   33   38   69                                             
CONECT   24   19   25   46   70                                             
CONECT   25   22   24   47   71                                             
CONECT   26   20   27   60   72                                             
CONECT   27   23   26   57   73                                             
CONECT   28   12   40   48                                                  
CONECT   29   13   36   49                                                  
CONECT   30   16   50   51                                                  
CONECT   31   17   52   53                                                  
CONECT   32   18   54   55                                                  
CONECT   33   23   56   58   74                                             
CONECT   34   22   59   60   75                                             
CONECT   35   16                                                            
CONECT   36   12   29                                                       
CONECT   37   14   22                                                       
CONECT   38   15   23                                                       
CONECT   39   17   21                                                       
CONECT   40   18   28                                                       
CONECT   41   10                                                            
CONECT   42   11                                                            
CONECT   43   14                                                            
CONECT   44   15                                                            
CONECT   45   21                                                            
CONECT   46   24                                                            
CONECT   47   25                                                            
CONECT   48   28                                                            
CONECT   49   29                                                            
CONECT   50   30                                                            
CONECT   51   30                                                            
CONECT   52   31                                                            
CONECT   53   31                                                            
CONECT   54   32                                                            
CONECT   55   32                                                            
CONECT   56   33                                                            
CONECT   57   13   27                                                       
CONECT   58   20   33                                                       
CONECT   59   19   34                                                       
CONECT   60   26   34                                                       
CONECT   61   12                                                            
CONECT   62   13                                                            
CONECT   63   16                                                            
CONECT   64   17                                                            
CONECT   65   18                                                            
CONECT   66   19                                                            
CONECT   67   20                                                            
CONECT   68   22                                                            
CONECT   69   23                                                            
CONECT   70   24                                                            
CONECT   71   25                                                            
CONECT   72   26                                                            
CONECT   73   27                                                            
CONECT   74   33                                                            
CONECT   75   34                                                            
MASTER        0    0    0    0    0    0    0    0   75    0  152    0
END

Synonyms

Value	Source
beta-GlcNAc-(1->4)-murnac-L-ala-gamma-D-glu-6-carboxy-L-lys(2-)	ChEBI
N-Acetyl-D-glucosaminyl-N-acetylmuramoyl-L-alanyl-D-glutamyl-6-carboxy-L-lysyl	ChEBI
b-GlcNAc-(1->4)-murnac-L-ala-g-D-glu-6-carboxy-L-lys(2-)	Generator
Β-glcnac-(1->4)-murnac-L-ala-γ-D-glu-6-carboxy-L-lys(2-)	Generator

Chemical Formula

C₃₄H₅₄N₆O₂₀

Average Molecular Weight

866.829

Monoisotopic Molecular Weight

866.340385323

IUPAC Name

N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R)-4-[(1R)-1-{[(1S)-1-{[(1R)-3-{[(1S)-5-amino-1,5-dicarboxypentyl]-C-hydroxycarbonimidoyl}-1-carboxypropyl]-C-hydroxycarbonimidoyl}ethyl]-C-hydroxycarbonimidoyl}ethoxy]-6-hydroxy-2-(hydroxymethyl)-5-[(1-oxidoethylidene)amino]oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanecarboximidate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]C(N)(CCC[C@]([H])(N=C(O)CC[C@@]([H])(N=C(O)[C@]([H])(C)N=C(O)[C@@]([H])(C)O[C@@]1([H])[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])N=C(C)[O-])[C@@]([H])(CO)OC([H])(O)[C@]1([H])N=C(C)[O-])C(O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C34H56N6O20/c1-12(28(48)40-18(32(54)55)8-9-21(45)39-17(31(52)53)7-5-6-16(35)30(50)51)36-29(49)13(2)57-27-23(38-15(4)44)33(56)58-20(11-42)26(27)60-34-22(37-14(3)43)25(47)24(46)19(10-41)59-34/h12-13,16-20,22-27,33-34,41-42,46-47,56H,5-11,35H2,1-4H3,(H,36,49)(H,37,43)(H,38,44)(H,39,45)(H,40,48)(H,50,51)(H,52,53)(H,54,55)/p-2/t12-,13+,16?,17-,18+,19+,20+,22+,23+,24+,25+,26+,27+,33?,34-/m0/s1

InChI Key

YYHVEOZOKOAOKS-WGSAIHTNSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Saccharolipid
N-acyl-alpha-hexosamine
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
O-glycosyl compound
Glycosyl compound
Disaccharide
Alpha-amino acid or derivatives
Alpha-amino acid
Tricarboxylic acid or derivatives
Hydroxy fatty acid
Amino fatty acid
Fatty acyl
Oxane
Hemiacetal
Secondary alcohol
Amino acid or derivatives
Amino acid
Acetal
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Amine
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Organopnictogen compound
Organic oxide
Primary aliphatic amine
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-2.9	ChemAxon
pKa (Strongest Acidic)	2.84	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	26	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	444.6 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	215.4 m³·mol⁻¹	ChemAxon
Polarizability	83.28 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

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Proteobacteria	5	Human

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58145812

KEGG Compound ID

Not Available

BioCyc ID

CPD-13360

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

118796874

PDB ID

Not Available

ChEBI ID

90763

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for N-acetyl-D-glucosaminyl-N-acetylmuramoyl-L-alanyl-D-glutamyl-6-carboxy-L-lysyl (MMDBc0056134)

MOL for #<Metabolite:0x000055b76e15fd30>

3D MOL for #<Metabolite:0x000055b76e15fd30>

3D SDF for #<Metabolite:0x000055b76e15fd30>

3D-SDF for #<Metabolite:0x000055b76e15fd30>

PDB for #<Metabolite:0x000055b76e15fd30>

3D PDB for #<Metabolite:0x000055b76e15fd30>

SMILES for #<Metabolite:0x000055b76e15fd30>

INCHI for #<Metabolite:0x000055b76e15fd30>

Structure for #<Metabolite:0x000055b76e15fd30>

3D Structure for #<Metabolite:0x000055b76e15fd30>