NP-MRD: Showing NP-Card for lys(me2) (NP0237144)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 20:12:19 UTC

Updated at

2022-09-06 20:12:19 UTC

NP-MRD ID

NP0237144

Secondary Accession Numbers

None

Natural Product Identification

Common Name

lys(me2)

Description

N-Dimethyl-Lysine, also known as lys(me2) or N,N-dimethyl lysine, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. An L-lysine derivative comprising L-lysine having two methyl substituents attached to the side-chain amino group. lys(me2) is found in Trypanosoma brucei. N-Dimethyl-Lysine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 29  0  0  0  0  0  0  0  0999 V2000
   -3.8197   -0.2347   -0.5892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0384    0.0654    0.5440 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4473   -0.5125    1.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7306    0.5334    0.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7263   -0.4359   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6060    0.3451   -0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6989   -0.4976   -0.7908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9817    0.2914   -0.8632 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0593   -0.5335   -1.4124 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4200    0.7952    0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7615    1.6261    1.1151 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6238    0.3258    0.9971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8956    0.0213   -0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7358   -1.2749   -0.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5496    0.4691   -1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4702   -1.6192    1.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8688   -0.1572    2.6303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5277   -0.2272    1.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3434    0.8223    1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7462    1.4857   -0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9989   -0.8695   -1.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5314   -1.2610    0.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7585    0.6508    0.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4281    1.2387   -0.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8285   -1.4628   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4407   -0.7530   -1.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8746    1.1482   -1.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0238   -0.4707   -2.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0270   -1.5010   -1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8974    0.5898    1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  1  0
  8 10  1  0
 10 12  1  0
 10 11  2  0
  8 27  1  6
  9 28  1  0
  9 29  1  0
  7 25  1  0
  7 26  1  0
  6 23  1  0
  6 24  1  0
  5 21  1  0
  5 22  1  0
  4 19  1  0
  4 20  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  3 17  1  0
  3 18  1  0
 12 30  1  0
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   13  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   10                                                       
CONECT    7    5    8    9   13                                             
CONECT    8    7   11   12                                                  
CONECT    9    7                                                            
CONECT   10    1    2    6                                                  
CONECT   11    8                                                            
CONECT   12    8                                                            
CONECT   13    7                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

View in JSmol

Synonyms

Value	Source
(S)-2-Amino-6-dimethylaminohexanoic acid	ChEBI
Epsilon N-Dimethyllysine	ChEBI
Lys(me2)	ChEBI
N(6),N(6)-Dimethyllysine	ChEBI
N(epsilon),N(epsilon)-Dimethyl-L-lysine	ChEBI
N(epsilon),N(epsilon)-Dimethyllysine	ChEBI
N(epsilon)-Dimethyl-L-lysine	ChEBI
N(epsilon)-Dimethyllysine	ChEBI
(S)-2-Amino-6-dimethylaminohexanoate	Generator
N,N-Dimethyl lysine	MeSH

Chemical Formula

C₈H₁₈N₂O₂

Average Mass

174.2407 Da

Monoisotopic Mass

174.13683 Da

IUPAC Name

(2S)-2-amino-6-(dimethylamino)hexanoic acid

Traditional Name

lys(me2)

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C8H18N2O2/c1-10(2)6-4-3-5-7(9)8(11)12/h7H,3-6,9H2,1-2H3,(H,11,12)/t7-/m0/s1

InChI Key

XXEWFEBMSGLYBY-ZETCQYMHSA-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 l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Medium-chain fatty acid
Amino fatty acid
Fatty acyl
Fatty acid
Tertiary amine
Amino acid
Tertiary aliphatic amine
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Hydrocarbon derivative
Organic oxide
Primary amine
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:43997 )
L-lysine derivative (CHEBI:43997 )

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	-1.6	ALOGPS
logP	-2.7	ChemAxon
logS	-0.01	ALOGPS
pKa (Strongest Acidic)	2.84	ChemAxon
pKa (Strongest Basic)	9.98	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.56 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	47.88 m³·mol⁻¹	ChemAxon
Polarizability	19.87 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

Not Available

DrugBank ID

DB03362

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

193344

PDB ID

Not Available

ChEBI ID

43997

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for lys(me2) (NP0237144)

MOL for NP0237144 (lys(me2))

3D MOL for NP0237144 (lys(me2))

3D SDF for NP0237144 (lys(me2))

3D-SDF for NP0237144 (lys(me2))

PDB for NP0237144 (lys(me2))

3D PDB for NP0237144 (lys(me2))

SMILES for NP0237144 (lys(me2))

INCHI for NP0237144 (lys(me2))

Structure for NP0237144 (lys(me2))

3D Structure for NP0237144 (lys(me2))