Np mrd loader

Showing NP-Card for Leucyl-Glycine (NP0136536)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-05-12 15:17:03 UTC
Updated at2022-05-12 15:17:03 UTC
NP-MRD IDNP0136536
Secondary Accession NumbersNone
Natural Product Identification
Common NameLeucyl-Glycine
DescriptionLeucyl-Glycine, also known as L-g dipeptide or leu-gly, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Leucyl-Glycine is a very strong basic compound (based on its pKa). Leucyl-Glycine is a dipeptide composed of leucine and glycine. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite. It is an incomplete breakdown product of protein digestion or protein catabolism. Leucyl-Glycine was first documented in 2001 (PMID: 11515538). Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis (PMID: 12203021) (PMID: 18407703) (PMID: 23221255).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0136536 (Leucyl-Glycine)


  Mrv1652304062013552D          

 13 12  0  0  0  0            999 V2000
    6.5704    2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    1.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
M  END
Download

3D MOL for NP0136536 (Leucyl-Glycine)

     RDKit          3D

 29 28  0  0  0  0  0  0  0  0999 V2000
   -3.3589   -0.2036    0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2828    0.8157    0.0332 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6113    1.7555   -1.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9106    0.2721   -0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4143   -0.6489    0.8749 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2727   -1.8084    1.0182 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9299   -1.1336    0.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1977   -2.3512    0.3085 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9709   -0.2029    0.2640 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3096   -0.5750   -0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1597    0.6277   -0.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124    1.7887   -0.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4946    0.5442   -0.6317 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3996   -0.7312    1.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3440   -0.9009   -0.7343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3402    0.3357    0.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3082    1.4349    0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0415    1.1133   -1.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6795    2.1879   -1.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2886    2.5699   -0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2173    1.1332   -0.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8734   -0.2686   -1.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3106   -0.1840    1.8631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7628   -2.4781    1.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5305   -2.2320    0.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7713    0.8088    0.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3527   -1.1863   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7807   -1.1989    0.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2673    0.7161   -0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 13  1  0
 11 12  2  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  1
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  1
  6 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END
Download

3D SDF for NP0136536 (Leucyl-Glycine)


  Mrv1652304062013552D          

 13 12  0  0  0  0            999 V2000
    6.5704    2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    1.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0136536

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(N)C(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H16N2O3/c1-5(2)3-6(9)8(13)10-4-7(11)12/h5-6H,3-4,9H2,1-2H3,(H,10,13)(H,11,12)

> <INCHI_KEY>
LESXFEZIFXFIQR-UHFFFAOYSA-N

> <FORMULA>
C8H16N2O3

> <MOLECULAR_WEIGHT>
188.2242

> <EXACT_MASS>
188.116092388

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.85082207281701

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2-amino-4-methylpentanamido)acetic acid

> <ALOGPS_LOGP>
-1.82

> <JCHEM_LOGP>
-2.6945624050895023

> <ALOGPS_LOGS>
-1.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.57992959568507

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.943141047562978

> <JCHEM_PKA_STRONGEST_BASIC>
8.432928972237919

> <JCHEM_POLAR_SURFACE_AREA>
92.42000000000002

> <JCHEM_REFRACTIVITY>
46.9744

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-amino-4-methylpentanamido)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0136536 (Leucyl-Glycine)

Download
PDB for NP0136536 (Leucyl-Glycine)
HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  N   UNK     0      12.265   4.001   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.931   6.311   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       9.597   2.461   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.930   2.461   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    1   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

Download
3D PDB for NP0136536 (Leucyl-Glycine)
Download
SMILES for NP0136536 (Leucyl-Glycine)
CC(C)CC(N)C(=O)NCC(O)=O
Download
INCHI for NP0136536 (Leucyl-Glycine)
InChI=1S/C8H16N2O3/c1-5(2)3-6(9)8(13)10-4-7(11)12/h5-6H,3-4,9H2,1-2H3,(H,10,13)(H,11,12)
Download
View in JSmol
Synonyms
ValueSource
L-g DipeptideHMDB
L-Leucyl-L-glycineHMDB
Leu-glyHMDB
Leucine glycine dipeptideHMDB
Leucine-glycine dipeptideHMDB
LeucylglycineHMDB
LG DipeptideHMDB
Glycyl-L-leucineHMDB
GlycylleucineHMDB
Glycylleucine, (D)-isomerHMDB
Gly-leuHMDB
2-[(2-Amino-1-hydroxy-4-methylpentylidene)amino]acetateGenerator
Chemical FormulaC8H16N2O3
Average Mass188.2242 Da
Monoisotopic Mass188.11609 Da
IUPAC Name2-(2-amino-4-methylpentanamido)acetic acid
Traditional Name(2-amino-4-methylpentanamido)acetic acid
CAS Registry NumberNot Available
SMILES
CC(C)CC(N)C(=O)NCC(O)=O
InChI Identifier
InChI=1S/C8H16N2O3/c1-5(2)3-6(9)8(13)10-4-7(11)12/h5-6H,3-4,9H2,1-2H3,(H,10,13)(H,11,12)
InChI KeyLESXFEZIFXFIQR-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentDipeptides  
Alternative Parents
Substituents
  • Alpha-dipeptide
    • 

  • Leucine or derivatives
    • 

  • N-acyl-alpha-amino acid
    • 

  • N-acyl-alpha amino acid or derivatives
    • 

  • Alpha-amino acid amide
    • 

  • Alpha-amino acid or derivatives
    • 

  • Fatty amide
    • 

  • N-acyl-amine
    • 

  • Fatty acyl
    • 

  • Amino acid or derivatives
    • 

  • Carboxamide group
    • 

  • Amino acid
    • 

  • Secondary carboxylic acid amide
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Primary aliphatic amine
    • 

  • Organopnictogen compound
    • 

  • Organic nitrogen compound
    • 

  • Carbonyl group
    • 

  • Organonitrogen compound
    • 

  • Organooxygen compound
    • 

  • Primary amine
    • 

  • Amine
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.8ALOGPS
logP-2.7ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)3.94ChemAxon
pKa (Strongest Basic)8.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.42 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity46.97 m³·mol⁻¹ChemAxon
Polarizability19.85 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0028929  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound79070  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Fujii Y, Kiss T, Gajda T, Tan XS, Sato T, Nakano Y, Hayashi Y, Yashiro M: Copper(II)- cis, cis-1,3,5-triaminocyclohexane complex-promoted hydrolysis of dipeptides: kinetic, speciation and structural studies. J Biol Inorg Chem. 2002 Sep;7(7-8):843-51. doi: 10.1007/s00775-002-0368-9. Epub 2002 Apr 30. [PubMed:12203021  ] 
  2. Yoshino AH, Okabayashi HF, Kanbe HH, Suzuki K, O'Connor CJ: Folded structures of L-leucylglycine oligopeptides and their aggregational behavior in aqueous solution: Raman scattering spectra and proton NMR spin-lattice relaxation studies. J Phys Chem B. 2008 May 8;112(18):5824-33. doi: 10.1021/jp074732q. Epub 2008 Apr  12. [PubMed:18407703  ] 
  3. Kiyotani T, Sugawara Y: L-Leucylglycine 0.67-hydrate and [(4S)-2,2-dimethyl-4-(2-methylpropyl)-5-oxoimidazolidin-3-ium-1-yl]acetate. Acta Crystallogr C. 2012 Dec;68(Pt 12):o498-501. doi: 10.1107/S010827011204810X.  Epub 2012 Nov 28. [PubMed:23221255  ] 
  4. Suzuki H, Kamatani S, Kumagai H: Purification and characterization of aminopeptidase B from Escherichia coli K-12. Biosci Biotechnol Biochem. 2001 Jul;65(7):1549-58. doi: 10.1271/bbb.65.1549. [PubMed:11515538  ]