NP-MRD: Showing NP-Card for Lysylaspartic acid (NP0136550)

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Record Information

Version

2.0

Created at

2022-05-12 15:17:26 UTC

Updated at

2022-05-12 15:17:26 UTC

NP-MRD ID

NP0136550

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lysylaspartic acid

Description

H-Lys-Asp-OH, also known as lys-asp, 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. H-Lys-Asp-OH is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 36  0  0  0  0  0  0  0  0999 V2000
    4.5850    1.2267    2.0098 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2077    1.8773    0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1000    0.8433   -0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0574   -0.2131    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940    0.3725    0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7486   -0.7758    0.5363 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7486   -1.7274   -0.5290 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5898   -0.3119    0.8651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7409    0.4401    1.8577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7317   -0.6659    0.1199 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0631   -0.1784    0.4863 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7196    0.5942   -0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9212   -0.1694   -1.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5757   -1.3725   -1.9645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5210    0.4985   -2.9217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8924   -1.3422    0.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4551   -2.5392    0.7829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2079   -1.1707    1.2106 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8247    1.2789    2.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4956    1.5948    2.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2703    2.4619    0.8735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0282    2.5667    0.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0802    0.2987   -0.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9658    1.2831   -1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0582   -0.8991   -0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4140   -0.7500    0.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3801    0.8262   -0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6426    1.1807    0.9235 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2558   -1.2847    1.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327   -2.4376   -0.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6595   -2.2557   -0.5397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6158   -1.2873   -0.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599    0.4551    1.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1364    1.5266   -0.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7262    0.9015   -0.2521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3987    0.9573   -2.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9284   -1.8028    0.8421 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 15  1  0
 13 14  2  0
 11 16  1  0
 16 18  1  0
 16 17  2  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  1
  7 30  1  0
  7 31  1  0
 10 32  1  0
 11 33  1  1
 12 34  1  0
 12 35  1  0
 15 36  1  0
 18 37  1  0
M  END

      
  Mrv1652304062013572D          

 18 17  0  0  0  0            999 V2000
 9999.4034 9997.6156    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.6891 9997.2032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9747 9997.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2594 9997.2032    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9996.5455 9997.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8315 9997.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1155 9997.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.4013 9997.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6853 9997.6156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2594 9996.3783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9747 9998.4411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6891 9998.8539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.1180 9998.8539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4034 9998.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.8323 9997.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.1180 9997.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.8322 9998.4406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.5467 9997.2032    0.0000 O   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  2  0  0  0  0
 15 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136550

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H19N3O5/c11-4-2-1-3-6(12)9(16)13-7(10(17)18)5-8(14)15/h6-7H,1-5,11-12H2,(H,13,16)(H,14,15)(H,17,18)/t6-,7-/m0/s1

> <INCHI_KEY>
CIOWSLJGLSUOME-BQBZGAKWSA-N

> <FORMULA>
C10H19N3O5

> <MOLECULAR_WEIGHT>
261.278

> <EXACT_MASS>
261.132470724

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
26.05334756501354

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2,6-diaminohexanamido]butanedioic acid

> <ALOGPS_LOGP>
-4.02

> <JCHEM_LOGP>
-6.395432709574635

> <ALOGPS_LOGS>
-1.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
5.138773241551318

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3441094770337436

> <JCHEM_PKA_STRONGEST_BASIC>
10.212584795514015

> <JCHEM_POLAR_SURFACE_AREA>
155.73999999999998

> <JCHEM_REFRACTIVITY>
61.1423

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.79e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2,6-diaminohexanamido]butanedioic 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    8665.5538662.216   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8664.2208661.446   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8662.8868662.216   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8661.5518661.446   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8660.2188662.216   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8658.8858661.446   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8657.5498662.216   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8656.2168661.446   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    8654.8798662.216   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0    8661.5518659.906   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0    8662.8868663.757   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8664.2208664.527   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8666.8878664.527   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0    8665.5538663.757   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8668.2208662.216   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8666.8878661.446   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8668.2208663.756   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8669.5548661.446   0.000  0.00  0.00           O+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   18                                                  
CONECT   16   15    1                                                       
CONECT   17   15                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

View in JSmol

Synonyms

Value	Source
Lys-asp	MeSH
Lysyl aspartic acid	MeSH
K-D dipeptide	HMDB
KD dipeptide	HMDB
L-Lys-L-Asp	HMDB
L-Lysyl-L-aspartate	HMDB
L-Lysyl-L-aspartic acid	HMDB
Lysine aspartate dipeptide	HMDB
Lysine aspartic acid dipeptide	HMDB
Lysine-aspartate dipeptide	HMDB
Lysine-aspartic acid dipeptide	HMDB
Lysyl-aspartate	HMDB
Lysyl-aspartic acid	HMDB
Lysylaspartate	HMDB
Lysylaspartic acid	HMDB
N-L-Lysyl-L-aspartate	HMDB
N-L-Lysyl-L-aspartic acid	HMDB
N-Lysylaspartate	HMDB
N-Lysylaspartic acid	HMDB

Chemical Formula

C₁₀H₁₉N₃O₅

Average Mass

261.2780 Da

Monoisotopic Mass

261.13247 Da

IUPAC Name

(2S)-2-[(2S)-2,6-diaminohexanamido]butanedioic acid

Traditional Name

(2S)-2-[(2S)-2,6-diaminohexanamido]butanedioic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H19N3O5/c11-4-2-1-3-6(12)9(16)13-7(10(17)18)5-8(14)15/h6-7H,1-5,11-12H2,(H,13,16)(H,14,15)(H,17,18)/t6-,7-/m0/s1

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73601 )

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	-4	ALOGPS
logP	-6.4	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	3.34	ChemAxon
pKa (Strongest Basic)	10.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	155.74 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	61.14 m³·mol⁻¹	ChemAxon
Polarizability	26.05 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

HMDB0028947

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4932361

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6426943

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Lysylaspartic acid (NP0136550)

MOL for NP0136550 (Lysylaspartic acid)

3D MOL for NP0136550 (Lysylaspartic acid)

3D SDF for NP0136550 (Lysylaspartic acid)

3D-SDF for NP0136550 (Lysylaspartic acid)

PDB for NP0136550 (Lysylaspartic acid)

3D PDB for NP0136550 (Lysylaspartic acid)

SMILES for NP0136550 (Lysylaspartic acid)

INCHI for NP0136550 (Lysylaspartic acid)

Structure for NP0136550 (Lysylaspartic acid)

3D Structure for NP0136550 (Lysylaspartic acid)