NP-MRD: Showing NP-Card for Lysylglutamine (NP0136552)

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Record Information

Version

2.0

Created at

2022-05-12 15:17:30 UTC

Updated at

2022-05-12 15:17:30 UTC

NP-MRD ID

NP0136552

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lysylglutamine

Description

Lys-Gln, also known as K-Q or L-lys-L-GLN, 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. Lys-Gln is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 40  0  0  0  0  0  0  0  0999 V2000
    6.5422   -0.4440   -0.3465 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3868   -1.1830    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1188   -0.6983   -0.6611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9938   -1.5472   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6636   -1.1903   -0.7717 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2351    0.2125   -0.5145 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1025    0.4871    0.9096 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0737    0.4322   -1.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1901    0.2533   -2.3906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1966    0.8419   -0.4061 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4779    1.0619   -1.0098 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5517    0.1458   -0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7709    0.2929    0.9922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8307   -0.6332    1.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2341   -0.6920    2.7893 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3963   -1.3885    0.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8397    2.4887   -0.8442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0892    3.2881   -0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461    2.9396   -1.3525 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8247    0.3181    0.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3084   -1.0162   -0.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5163   -2.2381   -0.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2024   -1.0937    1.1400 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3231   -0.8542   -1.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9554    0.3836   -0.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9669   -1.5210    0.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2128   -2.6006   -0.4777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9054   -1.8599   -0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6048   -1.4198   -1.8384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9375    0.9615   -0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7999    1.4632    1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0127    0.3431    1.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1390    1.0038    0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3873    0.8534   -2.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4950    0.4225   -1.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3592   -0.9097   -0.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8321    0.0689    1.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1268    1.3325    1.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7171   -1.2689    3.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0618   -0.1710    3.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7978    3.1345   -0.6937 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
  4  5  1  0
  5  6  1  0
  6  7  1  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 15  1  0
 14 16  2  0
 11 17  1  0
 17 19  1  0
 17 18  2  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  6
  7 31  1  0
  7 32  1  0
 10 33  1  0
 11 34  1  6
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 15 39  1  0
 15 40  1  0
 19 41  1  0
M  END

      
  Mrv1652304062013582D          

 19 18  0  0  0  0            999 V2000
10001.807410000.0195    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0931 9999.6070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.378610000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6633 9999.6070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.949310000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2353 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.519210000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8050 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.089010000.0195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6633 9998.7821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.378610000.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.093110001.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.522010001.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.807410000.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.236410000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.5220 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.9508 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.9509 9998.7820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.665310000.0195    0.0000 N   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  0  0  0  0
  3 11  2  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  1  0  0  0
  5  6  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
 14 12  2  0  0  0  0
 14 13  1  0  0  0  0
  1 14  1  6  0  0  0
 16 15  1  0  0  0  0
  1 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136552

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H22N4O4/c12-6-2-1-3-7(13)10(17)15-8(11(18)19)4-5-9(14)16/h7-8H,1-6,12-13H2,(H2,14,16)(H,15,17)(H,18,19)/t7-,8-/m0/s1

> <INCHI_KEY>
OAPNERBWQWUPTI-YUMQZZPRSA-N

> <FORMULA>
C11H22N4O4

> <MOLECULAR_WEIGHT>
274.321

> <EXACT_MASS>
274.164105204

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
28.586519500010382

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-4-carbamoyl-2-[(2S)-2,6-diaminohexanamido]butanoic acid

> <ALOGPS_LOGP>
-3.43

> <JCHEM_LOGP>
-4.792840592027922

> <ALOGPS_LOGS>
-1.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.708424722998512

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.567547547959147

> <JCHEM_PKA_STRONGEST_BASIC>
10.212618144161915

> <JCHEM_POLAR_SURFACE_AREA>
161.53

> <JCHEM_REFRACTIVITY>
67.7195

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.43e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-carbamoyl-2-[(2S)-2,6-diaminohexanamido]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8670.0408666.703   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8668.7078665.933   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8667.3738666.703   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8666.0388665.933   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8664.7058666.703   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8663.3738665.933   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8662.0368666.703   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8660.7038665.933   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    8659.3668666.703   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0    8666.0388664.393   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0    8667.3738668.244   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8668.7078669.015   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8671.3748669.015   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0    8670.0408668.244   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8672.7088666.703   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8671.3748665.933   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8674.0418665.933   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0    8674.0428664.393   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0    8675.3758666.703   0.000  0.00  0.00           N+0
CONECT    1    2   14   16                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    4                                                            
CONECT   11    3                                                            
CONECT   12   14                                                            
CONECT   13   14                                                            
CONECT   14   12   13    1                                                  
CONECT   15   16   17                                                       
CONECT   16   15    1                                                       
CONECT   17   15   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
K-Q	ChEBI
KQ	ChEBI
L-Lys-L-GLN	ChEBI
Poly(lys-glu)	MeSH
Poly(lysyl-L-glutamine)	MeSH
Poly(lysly-glutamine)	MeSH
K-Q dipeptide	HMDB
KQ dipeptide	HMDB
L-Lysyl-L-glutamine	HMDB
Lys-Gln	HMDB
Lysine glutamine dipeptide	HMDB
Lysine-glutamine dipeptide	HMDB
Lysyl-glutamine	HMDB
Lysylglutamine	HMDB
N2-L-Lysyl-L-glutamine	HMDB
N2-Lysylglutamine	HMDB

Chemical Formula

C₁₁H₂₂N₄O₄

Average Mass

274.3210 Da

Monoisotopic Mass

274.16411 Da

IUPAC Name

(2S)-4-carbamoyl-2-[(2S)-2,6-diaminohexanamido]butanoic acid

Traditional Name

(2S)-4-carbamoyl-2-[(2S)-2,6-diaminohexanamido]butanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C11H22N4O4/c12-6-2-1-3-7(13)10(17)15-8(11(18)19)4-5-9(14)16/h7-8H,1-6,12-13H2,(H2,14,16)(H,15,17)(H,18,19)/t7-,8-/m0/s1

InChI Key

OAPNERBWQWUPTI-YUMQZZPRSA-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
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
N-acyl-l-glutamine
Alpha-amino acid or derivatives
N-acyl-amine
Fatty acyl
Fatty acid
Fatty amide
Amino acid
Secondary carboxylic acid amide
Primary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary aliphatic amine
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:73600 )

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	-3.4	ALOGPS
logP	-4.8	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.57	ChemAxon
pKa (Strongest Basic)	10.21	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	161.53 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	67.72 m³·mol⁻¹	ChemAxon
Polarizability	28.59 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

HMDB0028949

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

170097

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

196305

PDB ID

Not Available

ChEBI ID

73600

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Lysylglutamine (NP0136552)

MOL for NP0136552 (Lysylglutamine)

3D MOL for NP0136552 (Lysylglutamine)

3D SDF for NP0136552 (Lysylglutamine)

3D-SDF for NP0136552 (Lysylglutamine)

PDB for NP0136552 (Lysylglutamine)

3D PDB for NP0136552 (Lysylglutamine)

SMILES for NP0136552 (Lysylglutamine)

INCHI for NP0136552 (Lysylglutamine)

Structure for NP0136552 (Lysylglutamine)

3D Structure for NP0136552 (Lysylglutamine)