NP-MRD: Showing NP-Card for (2s,3s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid (NP0216501)

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Record Information

Version

2.0

Created at

2022-09-05 16:29:54 UTC

Updated at

2022-09-05 16:29:54 UTC

NP-MRD ID

NP0216501

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid

Description

Glu-Asp-Ile, also known as e-D-i or L-glu-L-asp-L-ile, 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. Glu-Asp-Ile is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (2s,3s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid is found in Trypanosoma brucei. Based on a literature review very few articles have been published on Glu-Asp-Ile.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052218292D          

 26 25  0  0  1  0            999 V2000
    5.4730   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4730    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9020    1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.1895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3309    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.6020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    4.8395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4730    4.4270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    6.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586    7.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    7.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164   -0.1105    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  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  1  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END

     RDKit          3D

 51 50  0  0  0  0  0  0  0  0999 V2000
   -6.0353    0.0042    1.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3193    1.3120    1.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9844    1.2615    0.5299 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1578    0.7321   -0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310    0.8072    1.3222 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5911    0.7519    0.6003 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0361   -0.1921   -0.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5875   -1.4414   -0.0969 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3039    0.0424   -0.6859 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2101   -0.5491   -2.0888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8760    0.1323   -2.8109 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9797   -0.4674   -2.9007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7777    1.3822   -3.3991 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3569   -0.4794   -0.0103 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4344   -0.8490    0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5642   -1.4718    1.6113 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279   -0.7682   -0.3925 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6926   -0.0763   -1.6346 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7691   -0.1075    0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0898   -0.0389   -0.2591 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1421    0.5982    0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8347    0.9886    1.7144 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4398    0.7802    0.1186 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0386   -0.2984    2.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3893   -1.3619    2.3380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0655   -0.1681    3.2109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3642   -0.8398    1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5755   -0.1120    2.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8189    0.0337    0.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1714    1.7234    2.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9599    2.0614    0.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7641    2.3997    0.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9229   -0.3347   -0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1985    0.9605   -1.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4996    1.2980   -1.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6303    1.7039    2.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0195   -2.2432   -0.3294 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4225    1.1679   -0.8032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1712   -0.5142   -2.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0075   -1.6492   -1.9894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3704    2.1756   -2.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0689   -2.3707    1.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0787   -1.8372   -0.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4574   -0.4687   -2.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9364    0.9430   -1.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8948   -0.6104    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4824    0.9423    0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9793    0.5581   -1.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4479   -1.0674   -0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6599    0.8356   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1928   -0.7551    4.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 13  1  0
 11 12  2  0
  9 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 23  1  0
 21 22  2  0
  5 24  1  0
 24 26  1  0
 24 25  2  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  6
  4 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  1
  8 37  1  0
  9 38  1  6
 10 39  1  0
 10 40  1  0
 13 41  1  0
 16 42  1  0
 17 43  1  6
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 23 50  1  0
 26 51  1  0
M  END


  Mrv1652309052218292D          

 26 25  0  0  1  0            999 V2000
    5.4730   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4730    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9020    1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.1895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3309    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    2.3645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.6020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    4.8395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4730    4.4270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    6.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586    7.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    7.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164   -0.1105    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  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  1  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0216501

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)[C@H](N=C(O)[C@H](CC(O)=O)N=C(O)[C@@H](N)CCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H25N3O8/c1-3-7(2)12(15(25)26)18-14(24)9(6-11(21)22)17-13(23)8(16)4-5-10(19)20/h7-9,12H,3-6,16H2,1-2H3,(H,17,23)(H,18,24)(H,19,20)(H,21,22)(H,25,26)/t7-,8-,9-,12-/m0/s1

> <INCHI_KEY>
IESFZVCAVACGPH-PEFMBERDSA-N

> <FORMULA>
C15H25N3O8

> <MOLECULAR_WEIGHT>
375.378

> <EXACT_MASS>
375.164164777

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
37.112273877653095

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S)-2-{[(2S)-2-{[(2S)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid

> <JCHEM_LOGP>
-2.2411851697548535

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.4486974031814923

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9233630659786853

> <JCHEM_PKA_STRONGEST_BASIC>
9.622614523080657

> <JCHEM_POLAR_SURFACE_AREA>
203.09999999999997

> <JCHEM_REFRACTIVITY>
86.55789999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-2-{[(2S)-2-{[(2S)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic 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      10.216  -0.976   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.550  -0.206   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.550   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.216   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.884   2.104   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      12.884   3.644   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      14.217   4.414   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      15.551   3.644   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      14.217   5.954   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.551   6.724   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.885   5.954   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.885   4.414   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      18.218   6.724   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      12.884   6.724   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      12.884   8.264   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      14.217   9.034   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      11.550   9.034   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      10.216   8.264   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      11.550  10.574   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.216  11.344   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.216  12.884   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.883  13.654   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      11.550  13.654   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      14.217   1.334   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      15.551   2.104   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      14.217  -0.206   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   24                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    5   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   50    0
END

View in JSmol

Synonyms

Value	Source
e-D-I	ChEBI
EDI	ChEBI
L-Glu-L-asp-L-ile	ChEBI

Chemical Formula

C₁₅H₂₅N₃O₈

Average Mass

375.3780 Da

Monoisotopic Mass

375.16416 Da

IUPAC Name

(2S,3S)-2-{[(2S)-2-{[(2S)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid

Traditional Name

(2S,3S)-2-{[(2S)-2-{[(2S)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

CC[C@H](C)[C@H](N=C(O)[C@H](CC(O)=O)N=C(O)[C@@H](N)CCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C15H25N3O8/c1-3-7(2)12(15(25)26)18-14(24)9(6-11(21)22)17-13(23)8(16)4-5-10(19)20/h7-9,12H,3-6,16H2,1-2H3,(H,17,23)(H,18,24)(H,19,20)(H,21,22)(H,25,26)/t7-,8-,9-,12-/m0/s1

InChI Key

IESFZVCAVACGPH-PEFMBERDSA-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
Trypanosoma brucei	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
Isoleucine or derivatives
Aspartic acid or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Amino fatty acid
Fatty amide
N-acyl-amine
Fatty acyl
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Hydrocarbon derivative
Primary aliphatic amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Amine
Organopnictogen compound
Primary amine
Organonitrogen compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

tripeptide (CHEBI:73491 )

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-2.2	ChemAxon
pKa (Strongest Acidic)	2.92	ChemAxon
pKa (Strongest Basic)	9.62	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	203.1 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	86.56 m³·mol⁻¹	ChemAxon
Polarizability	37.11 Å³	ChemAxon
Number of Rings	0	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

28639342

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71464589

PDB ID

Not Available

ChEBI ID

73491

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid (NP0216501)

MOL for NP0216501 ((2s,3s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid)

3D MOL for NP0216501 ((2s,3s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid)

3D SDF for NP0216501 ((2s,3s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid)

3D-SDF for NP0216501 ((2s,3s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid)

PDB for NP0216501 ((2s,3s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid)

3D PDB for NP0216501 ((2s,3s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid)

SMILES for NP0216501 ((2s,3s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid)

INCHI for NP0216501 ((2s,3s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid)

Structure for NP0216501 ((2s,3s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid)

3D Structure for NP0216501 ((2s,3s)-2-{[(2s)-2-{[(2s)-2-amino-4-carboxy-1-hydroxybutylidene]amino}-3-carboxy-1-hydroxypropylidene]amino}-3-methylpentanoic acid)