NP-MRD: Showing NP-Card for Lysylserine (NP0136563)

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Record Information

Version

2.0

Created at

2022-05-12 15:17:46 UTC

Updated at

2022-05-12 15:17:46 UTC

NP-MRD ID

NP0136563

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lysylserine

Description

Lys-Ser, also known as lysyl-serine or KS, 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-Ser is possibly neutral. A dipeptide formed from L-lysine and L-serine residues.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 34  0  0  0  0  0  0  0  0999 V2000
   -3.0420    1.6288   -0.0289 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9895    0.5810   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5118   -0.7593    0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3886   -1.3271   -0.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1095   -0.5925   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5197   -0.5406    1.0070 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3075    0.0933    2.0083 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7900    0.1909    0.9066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0064    1.1839    1.6431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7747   -0.2238   -0.0018 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0313    0.4578   -0.1158 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1917   -0.4845    0.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2006   -1.1033    1.2955 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1216    1.0571   -1.4736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1766    0.9231   -2.3159 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2521    1.7869   -1.8627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9274    2.1393   -0.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2373    2.3355    0.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8803    0.9224    0.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3326    0.4861   -1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3943   -1.4813    0.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3490   -0.7619    1.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1835   -2.4004   -0.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6990   -1.4702   -1.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2395    0.4402   -0.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3750   -1.0914   -1.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2631   -1.5740    1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1768    1.1120    2.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1333   -0.3372    2.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6052   -1.0430   -0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0693    1.3133    0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1187    0.0921   -0.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1056   -1.2607   -0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5225   -2.0392    1.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0935    1.7465   -1.3120 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
 11 14  1  0
 14 16  1  0
 14 15  2  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  1
  7 28  1  0
  7 29  1  0
 10 30  1  0
 11 31  1  1
 12 32  1  0
 12 33  1  0
 13 34  1  0
 16 35  1  0
M  END


  Mrv1652304062014002D          

 16 15  0  0  0  0            999 V2000
10001.807510000.0195    0.0000 C   0  0  1  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
 9996.8051 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
10002.5220 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.236410000.0195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.807510000.8450    0.0000 C   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
10001.093110001.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  1  0  0  0  0
  1 14  1  6  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 15  1  0  0  0  0
 14 16  2  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136563

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H19N3O4/c10-4-2-1-3-6(11)8(14)12-7(5-13)9(15)16/h6-7,13H,1-5,10-11H2,(H,12,14)(H,15,16)/t6-,7-/m0/s1

> <INCHI_KEY>
YSZNURNVYFUEHC-BQBZGAKWSA-N

> <FORMULA>
C9H19N3O4

> <MOLECULAR_WEIGHT>
233.268

> <EXACT_MASS>
233.137556104

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
24.3038593931334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2,6-diaminohexanamido]-3-hydroxypropanoic acid

> <ALOGPS_LOGP>
-3.46

> <JCHEM_LOGP>
-4.679823460445163

> <ALOGPS_LOGS>
-1.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.97769892358474

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5048690321908857

> <JCHEM_PKA_STRONGEST_BASIC>
10.211295413691307

> <JCHEM_POLAR_SURFACE_AREA>
138.67

> <JCHEM_REFRACTIVITY>
56.6506

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.17e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2,6-diaminohexanamido]-3-hydroxypropanoic 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    8670.0418666.703   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  C   UNK     0    8671.3748665.933   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    8672.7088666.703   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0    8670.0418668.244   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    8671.3748669.015   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8668.7078669.015   0.000  0.00  0.00           O+0
CONECT    1    2   12   14                                                  
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    1   13                                                       
CONECT   13   12                                                            
CONECT   14    1   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

View in JSmol

Synonyms

Value	Source
KS	ChEBI
L-Lys-L-ser	ChEBI
Lysyl-serine	ChEBI
Lysylserine	ChEBI
Lysyl-serine, mono-acetate salt	MeSH
Lysyl-serine, (D-lys-L-ser)-isomer	MeSH
Lysyl-serine, bis(trifluoroacetate) salt	MeSH
TCMP-80	MeSH
Lysyl-serine dihydrochloride	MeSH
T Cell modulatory peptide	MeSH
K-S dipeptide	HMDB
KS dipeptide	HMDB
L-Lysyl-L-serine	HMDB
Lys-Ser	HMDB
Lysine serine dipeptide	HMDB
Lysine-serine dipeptide	HMDB
N-L-Lysyl-L-serine	HMDB
N-Lysylserine	HMDB

Chemical Formula

C₉H₁₉N₃O₄

Average Mass

233.2680 Da

Monoisotopic Mass

233.13756 Da

IUPAC Name

(2S)-2-[(2S)-2,6-diaminohexanamido]-3-hydroxypropanoic acid

Traditional Name

(2S)-2-[(2S)-2,6-diaminohexanamido]-3-hydroxypropanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C9H19N3O4/c10-4-2-1-3-6(11)8(14)12-7(5-13)9(15)16/h6-7,13H,1-5,10-11H2,(H,12,14)(H,15,16)/t6-,7-/m0/s1

InChI Key

YSZNURNVYFUEHC-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
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Serine or derivatives
Alpha-amino acid or derivatives
Beta-hydroxy acid
Fatty amide
Hydroxy acid
N-acyl-amine
Fatty acyl
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Organic oxygen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic nitrogen compound
Organic oxide
Carbonyl group
Organopnictogen compound
Alcohol
Amine
Primary amine
Organonitrogen compound
Organooxygen compound
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:74568 )

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	-3.5	ALOGPS
logP	-4.7	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	3.5	ChemAxon
pKa (Strongest Basic)	10.21	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	138.67 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	56.65 m³·mol⁻¹	ChemAxon
Polarizability	24.3 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

HMDB0028960

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

133460

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

151428

PDB ID

Not Available

ChEBI ID

74568

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Lysylserine (NP0136563)

MOL for NP0136563 (Lysylserine)

3D MOL for NP0136563 (Lysylserine)

3D SDF for NP0136563 (Lysylserine)

3D-SDF for NP0136563 (Lysylserine)

PDB for NP0136563 (Lysylserine)

3D PDB for NP0136563 (Lysylserine)

SMILES for NP0136563 (Lysylserine)

INCHI for NP0136563 (Lysylserine)

Structure for NP0136563 (Lysylserine)

3D Structure for NP0136563 (Lysylserine)