NP-MRD: Showing NP-Card for Glutaminylglutamic acid (NP0136426)

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Record Information

Version

2.0

Created at

2022-05-12 15:14:14 UTC

Updated at

2022-05-12 15:14:15 UTC

NP-MRD ID

NP0136426

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Glutaminylglutamic acid

Description

Glutaminylglutamic acid, also known as QE or L-GLN-L-glu, 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. Glutaminylglutamic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 35  0  0  0  0  0  0  0  0999 V2000
   -3.2495    2.2676    1.6848 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6135    0.9904    1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0898    0.1177    1.9002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413    0.7090   -0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3889   -0.7339   -0.6064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2186   -1.4636   -0.0407 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1659   -1.4326    1.3690 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9364   -0.9618   -0.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716   -0.6343   -1.8875 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2608   -0.8667    0.0281 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5001   -0.3633   -0.6040 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9993    0.6653    0.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2744    1.3629    0.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4883    0.5504    0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5198   -0.5924    0.5904 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6801    1.0686   -0.4247 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3784   -1.4453   -0.9848 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1879   -2.5776   -0.4010 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4094   -1.4347   -1.9119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9657    2.8783    2.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574    2.5635    1.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2833    1.2089   -0.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5025    1.2327   -0.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3559   -1.2252   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3899   -0.8868   -1.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2535   -2.5430   -0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4986   -0.7396    1.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1449   -2.3502    1.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3556   -1.1460    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1287    0.1299   -1.5615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2283    1.4667    0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1207    0.1765    1.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2096    1.9516   -0.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    2.1611    0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4211    1.2395    0.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2839   -1.3435   -2.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 16  1  0
 14 15  2  0
 11 17  1  0
 17 19  1  0
 17 18  2  0
  7 27  1  0
  7 28  1  0
  6 26  1  1
  5 24  1  0
  5 25  1  0
  4 22  1  0
  4 23  1  0
  1 20  1  0
  1 21  1  0
 10 29  1  0
 11 30  1  6
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 16 35  1  0
 19 36  1  0
M  END


  Mrv1652304062013362D          

 19 18  0  0  0  0            999 V2000
 2500.7113 2501.0256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2500.7113 2500.2006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4340 2499.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1464 2500.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4340 2498.9763    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2500.7196 2498.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.0051 2498.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2907 2498.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5455 2498.9928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2907 2497.7378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1464 2498.5628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9969 2501.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2824 2501.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5680 2501.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8535 2501.0256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5680 2502.2621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4258 2501.4371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1402 2501.0256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4258 2502.2621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1 12  1  0  0  0  0
  1 17  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0136426

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H17N3O6/c11-5(1-3-7(12)14)9(17)13-6(10(18)19)2-4-8(15)16/h5-6H,1-4,11H2,(H2,12,14)(H,13,17)(H,15,16)(H,18,19)/t5-,6-/m0/s1

> <INCHI_KEY>
OWOFCNWTMWOOJJ-WDSKDSINSA-N

> <FORMULA>
C10H17N3O6

> <MOLECULAR_WEIGHT>
275.261

> <EXACT_MASS>
275.111735279

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
26.18024502199184

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-4-carbamoylbutanamido]pentanedioic acid

> <ALOGPS_LOGP>
-3.58

> <JCHEM_LOGP>
-5.173990981834211

> <ALOGPS_LOGS>
-1.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.094319527422637

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2414314700822495

> <JCHEM_PKA_STRONGEST_BASIC>
8.225662561814257

> <JCHEM_POLAR_SURFACE_AREA>
172.80999999999997

> <JCHEM_REFRACTIVITY>
61.197700000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.31e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-4-carbamoylbutanamido]pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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  C   UNK     0    4667.9944668.581   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4667.9944667.041   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4669.3434666.296   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    4670.6734667.064   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    4669.3434664.756   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4668.0104663.984   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4666.6764664.756   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4665.3434663.984   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    4663.9524664.787   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0    4665.3434662.444   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0    4670.6734663.984   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0    4666.6614669.349   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    4665.3274668.581   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    4663.9944669.349   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    4662.6604668.581   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    4663.9944670.889   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    4669.3284669.349   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0    4670.6624668.581   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    4669.3284670.889   0.000  0.00  0.00           O+0
CONECT    1    2   12   17                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5                                                            
CONECT   12    1   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    1   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

View in JSmol

Synonyms

Value	Source
L-GLN-L-Glu	ChEBI
QE	ChEBI
Glutaminylglutamate	Generator
GLN-Glu	HMDB
L-Glutaminyl-L-glutamic acid	HMDB
L-Glutaminyl-L-glutamate	HMDB
N-Glutaminylglutamic acid	HMDB
N-Glutaminylglutamate	HMDB
N-L-Glutaminyl-L-glutamic acid	HMDB
N-L-Glutaminyl-L-glutamate	HMDB
Glutaminyl-glutamic acid	HMDB
Glutaminyl-glutamate	HMDB
Glutamine glutamic acid dipeptide	HMDB
Glutamine glutamate dipeptide	HMDB
Glutamine-glutamic acid dipeptide	HMDB
Glutamine-glutamate dipeptide	HMDB
Q-e Dipeptide	HMDB
QE dipeptide	HMDB
Glutaminylglutamic acid	HMDB, ChEBI

Chemical Formula

C₁₀H₁₇N₃O₆

Average Mass

275.2610 Da

Monoisotopic Mass

275.11174 Da

IUPAC Name

(2S)-2-[(2S)-2-amino-4-carbamoylbutanamido]pentanedioic acid

Traditional Name

(2S)-2-[(2S)-2-amino-4-carbamoylbutanamido]pentanedioic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H17N3O6/c11-5(1-3-7(12)14)9(17)13-6(10(18)19)2-4-8(15)16/h5-6H,1-4,11H2,(H2,12,14)(H,13,17)(H,15,16)(H,18,19)/t5-,6-/m0/s1

InChI Key

OWOFCNWTMWOOJJ-WDSKDSINSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not 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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Glutamic acid or derivatives
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acyl-amine
Fatty acyl
Fatty acid
Dicarboxylic acid or derivatives
Fatty amide
Amino acid
Secondary carboxylic acid amide
Primary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Carboxylic acid
Organic nitrogen compound
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73847 )

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	-3.6	ALOGPS
logP	-5.2	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	3.24	ChemAxon
pKa (Strongest Basic)	8.23	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.81 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	61.2 m³·mol⁻¹	ChemAxon
Polarizability	26.18 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0028796

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5382986

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7020029

PDB ID

Not Available

ChEBI ID

73847

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Glutaminylglutamic acid (NP0136426)

MOL for NP0136426 (Glutaminylglutamic acid)

3D MOL for NP0136426 (Glutaminylglutamic acid)

3D SDF for NP0136426 (Glutaminylglutamic acid)

3D-SDF for NP0136426 (Glutaminylglutamic acid)

PDB for NP0136426 (Glutaminylglutamic acid)

3D PDB for NP0136426 (Glutaminylglutamic acid)

SMILES for NP0136426 (Glutaminylglutamic acid)

INCHI for NP0136426 (Glutaminylglutamic acid)

Structure for NP0136426 (Glutaminylglutamic acid)

3D Structure for NP0136426 (Glutaminylglutamic acid)