MiMeDB: Showing metabocard for (2S)-2-amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoic acid (MMDBc0054852)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:36:23 UTC

Update Date

2022-08-12 20:09:06 UTC

Metabolite ID

MMDBc0054852

Metabolite Identification

Common Name

(2S)-2-amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoic acid

Description

(2S)-2-amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoate belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on (2S)-2-amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoate.

Structure

MOL SDF PDB SMILES InChI

  Mrv1652306172221362D          

 20 20  0  0  1  0            999 V2000
    4.8290   -1.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0188   -0.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1285   -2.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7161   -2.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1497   -1.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184   -1.8453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3691   -0.4421    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6686   -1.3775    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1792   -0.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3986   -0.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0990    0.3375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0062   -2.0104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4787   -1.5335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9683   -1.0982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7193    0.0256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4492   -1.3775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5884   -0.4421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9387    0.0256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6391   -1.2216    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8585   -1.2216    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  6  3  1  0  0  0  0
  6  4  2  0  0  0  0
  7  1  1  0  0  0  0
  8  3  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
  7 11  1  1  0  0  0
 12  4  1  0  0  0  0
 12  5  2  0  0  0  0
 13  2  1  0  0  0  0
  8 13  1  6  0  0  0
 14  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  9  2  0  0  0  0
 16  9  1  0  0  0  0
 17 10  2  0  0  0  0
 18 10  1  0  0  0  0
  7 19  1  1  0  0  0
  8 20  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054852

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](N)(CCN[C@@]([H])(CC1=CN=CN1)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H16N4O4/c11-7(9(15)16)1-2-13-8(10(17)18)3-6-4-12-5-14-6/h4-5,7-8,13H,1-3,11H2,(H,12,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1

> <INCHI_KEY>
PQUPEWJRDBYFHU-YUMQZZPRSA-N

> <FORMULA>
C10H16N4O4

> <MOLECULAR_WEIGHT>
256.262

> <EXACT_MASS>
256.117155011

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
25.164152392663652

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino}butanoic acid

> <JCHEM_LOGP>
-6.855103767914

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
2.044798246596292

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2886027551380383

> <JCHEM_PKA_STRONGEST_BASIC>
10.279283346197483

> <JCHEM_POLAR_SURFACE_AREA>
141.32999999999998

> <JCHEM_REFRACTIVITY>
61.478699999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-4-{[(1S)-1-carboxy-2-(3H-imidazol-4-yl)ethyl]amino}butanoic acid

> <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       9.014  -1.989   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.502  -1.698   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.973  -3.736   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.337  -4.497   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.279  -2.241   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.461  -3.445   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.022  -0.825   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.981  -2.571   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.534  -1.116   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.477  -1.116   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       9.518   0.630   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      -0.012  -3.753   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       6.494  -2.862   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       1.808  -2.050   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      12.543   0.048   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      12.039  -2.571   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.965  -0.825   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.485   0.048   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0      10.526  -2.280   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.469  -2.280   0.000  0.00  0.00           H+0
CONECT    1    2    7                                                       
CONECT    2    1   13                                                       
CONECT    3    6    8                                                       
CONECT    4    6   12                                                       
CONECT    5   12   14                                                       
CONECT    6    3    4   14                                                  
CONECT    7    1    9   11   19                                             
CONECT    8    3   10   13   20                                             
CONECT    9    7   15   16                                                  
CONECT   10    8   17   18                                                  
CONECT   11    7                                                            
CONECT   12    4    5                                                       
CONECT   13    2    8                                                       
CONECT   14    5    6                                                       
CONECT   15    9                                                            
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   10                                                            
CONECT   19    7                                                            
CONECT   20    8                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

Synonyms

Value	Source
(2S)-2-Amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoic acid	Generator

Molecular Formula

C₁₀H₁₆N₄O₄

Average Mass

256.262

Monoisotopic Mass

256.117155011

IUPAC Name

(2S)-2-amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-5-yl)ethyl]amino}butanoic acid

Traditional Name

(2S)-2-amino-4-{[(1S)-1-carboxy-2-(3H-imidazol-4-yl)ethyl]amino}butanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@](N)(CCN[C@@]([H])(CC1=CN=CN1)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C10H16N4O4/c11-7(9(15)16)1-2-13-8(10(17)18)3-6-4-12-5-14-6/h4-5,7-8,13H,1-3,11H2,(H,12,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1

InChI Key

PQUPEWJRDBYFHU-YUMQZZPRSA-N

Chemical Taxonomy

Functional Ontology

Physical Properties

Spectra

Biological Properties

Human Proteins and Enzymes

Human Pathways

Metabolic Reactions

Health Effects and Bioactivity

Microbial Sources

Exposure Sources

Host Biospecimen and Location

External Links

References

Showing metabocard for (2S)-2-amino-4-{[(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoic acid (MMDBc0054852)

MOL for #<Metabolite:0x00007fd5f91b0540>

3D MOL for #<Metabolite:0x00007fd5f91b0540>

3D SDF for #<Metabolite:0x00007fd5f91b0540>

3D-SDF for #<Metabolite:0x00007fd5f91b0540>

PDB for #<Metabolite:0x00007fd5f91b0540>

3D PDB for #<Metabolite:0x00007fd5f91b0540>

SMILES for #<Metabolite:0x00007fd5f91b0540>

INCHI for #<Metabolite:0x00007fd5f91b0540>

Structure for #<Metabolite:0x00007fd5f91b0540>

3D Structure for #<Metabolite:0x00007fd5f91b0540>