NP-MRD: Showing NP-Card for Threonylaspartic acid (NP0136642)

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Record Information

Version

2.0

Created at

2022-05-12 15:19:47 UTC

Updated at

2022-05-12 15:19:47 UTC

NP-MRD ID

NP0136642

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Threonylaspartic acid

Description

Thr-Asp, also known as L-THR-L-asp or TD, 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. Thr-Asp is a very strong basic compound (based on its pKa). A dipeptide formed from L-threonine and L-aspartic acid residues.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 29  0  0  0  0  0  0  0  0999 V2000
   -4.1739    0.8951   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6957    1.0069   -0.7095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1164    2.1513   -0.2111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0320   -0.2613   -0.2222 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0635   -0.4100    1.1971 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6459   -0.3926   -0.7096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3753   -0.2960   -1.9303 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3826   -0.6314    0.2303 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7638   -0.7645   -0.2337 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5181    0.3551    0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9403    0.4432    0.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5241   -0.3232   -0.7187 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7410    1.4470    0.6476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2064   -2.1113    0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279   -2.8978    0.6935 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4617   -2.6176   -0.1924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3237    0.6316    0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6643    1.8650   -0.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6367    0.1182   -1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6131    0.9822   -1.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6914    2.6568    0.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6035   -1.1071   -0.6680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5339    0.3221    1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9899   -0.5899    1.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2170   -0.7197    1.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8033   -0.6475   -1.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0285    1.3067    0.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3585    0.3900    1.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7774    2.3794    0.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0087   -3.1806    0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 13  1  0
 11 12  2  0
  9 14  1  0
 14 16  1  0
 14 15  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  6
  3 21  1  0
  4 22  1  6
  5 23  1  0
  5 24  1  0
  8 25  1  0
  9 26  1  6
 10 27  1  0
 10 28  1  0
 13 29  1  0
 16 30  1  0
M  END


  Mrv1652304062014142D          

 16 15  0  0  0  0            999 V2000
10047.066710047.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10047.783810047.6498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10048.498110047.2380    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10049.212410047.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10049.926910047.2380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10049.212410048.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10046.353410047.6498    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10045.638010047.2380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10044.924610047.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10045.638010046.4130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10046.353410048.4745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10047.066710046.4130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10048.498110046.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10049.214110045.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10049.930310046.4130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10049.214110045.1726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 12  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  1  6  0  0  0
 13 14  1  0  0  0  0
 14 16  2  0  0  0  0
 14 15  1  0  0  0  0
  3 13  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0136642

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H14N2O6/c1-3(11)6(9)7(14)10-4(8(15)16)2-5(12)13/h3-4,6,11H,2,9H2,1H3,(H,10,14)(H,12,13)(H,15,16)/t3-,4+,6+/m1/s1

> <INCHI_KEY>
IOWJRKAVLALBQB-IWGUZYHVSA-N

> <FORMULA>
C8H14N2O6

> <MOLECULAR_WEIGHT>
234.208

> <EXACT_MASS>
234.085186179

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
21.059268574003887

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]butanedioic acid

> <ALOGPS_LOGP>
-3.42

> <JCHEM_LOGP>
-4.732920778864015

> <ALOGPS_LOGS>
-0.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.138292173015183

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.253675803787258

> <JCHEM_PKA_STRONGEST_BASIC>
7.9228550636492265

> <JCHEM_POLAR_SURFACE_AREA>
149.95

> <JCHEM_REFRACTIVITY>
49.79260000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.63e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]butanedioic 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    8754.5258754.844   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8755.8638755.613   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8757.1968754.844   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8758.5308755.613   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8759.8648754.844   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8758.5308757.152   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8753.1938755.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8751.8588754.844   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8750.5268755.613   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8751.8588753.304   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0    8753.1938757.152   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0    8754.5258753.304   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8757.1968753.304   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8758.5338752.532   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    8759.8708753.304   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8758.5338750.989   0.000  0.00  0.00           O+0
CONECT    1    2    7   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7                                                            
CONECT   12    1                                                            
CONECT   13   14    3                                                       
CONECT   14   13   16   15                                                  
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
L-THR-L-Asp	ChEBI
TD	ChEBI
Threoninyl-aspartate	ChEBI
Threonylaspartic acid	ChEBI
Threoninyl-aspartic acid	Generator
Threonylaspartate	Generator
L-Threoninyl-L-aspartate	HMDB
L-Threoninyl-L-aspartic acid	HMDB
L-Threonyl-L-aspartate	HMDB
L-Threonyl-L-aspartic acid	HMDB
N-L-Threoninyl-L-aspartate	HMDB
N-L-Threoninyl-L-aspartic acid	HMDB
N-L-Threonyl-L-aspartate	HMDB
N-L-Threonyl-L-aspartic acid	HMDB
N-Threoninylaspartate	HMDB
N-Threoninylaspartic acid	HMDB
N-Threonylaspartate	HMDB
N-Threonylaspartic acid	HMDB
T-D dipeptide	HMDB
TD dipeptide	HMDB
Thr-Asp	HMDB
Threonine aspartate dipeptide	HMDB
Threonine aspartic acid dipeptide	HMDB
Threonine-aspartate dipeptide	HMDB
Threonine-aspartic acid dipeptide	HMDB
Threoninylaspartate	HMDB
Threoninylaspartic acid	HMDB
Threonyl-aspartate	HMDB
Threonyl-aspartic acid	HMDB

Chemical Formula

C₈H₁₄N₂O₆

Average Mass

234.2080 Da

Monoisotopic Mass

234.08519 Da

IUPAC Name

(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]butanedioic acid

Traditional Name

(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]butanedioic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C8H14N2O6/c1-3(11)6(9)7(14)10-4(8(15)16)2-5(12)13/h3-4,6,11H,2,9H2,1H3,(H,10,14)(H,12,13)(H,15,16)/t3-,4+,6+/m1/s1

InChI Key

IOWJRKAVLALBQB-IWGUZYHVSA-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
Acyl-homoserine
Acyl-l-homoserine
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
N-acyl-amine
Fatty amide
Dicarboxylic acid or derivatives
Fatty acid
Fatty acyl
Secondary carboxylic acid amide
Amino acid
Amino acid or derivatives
Carboxamide group
Secondary alcohol
Carboxylic acid
Organooxygen compound
Primary aliphatic amine
Primary amine
Hydrocarbon derivative
Alcohol
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:74854 )

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	-4.7	ChemAxon
logS	-0.95	ALOGPS
pKa (Strongest Acidic)	3.25	ChemAxon
pKa (Strongest Basic)	7.92	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	149.95 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	49.79 m³·mol⁻¹	ChemAxon
Polarizability	21.06 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

HMDB0029057

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5379089

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7016067

PDB ID

Not Available

ChEBI ID

74854

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Threonylaspartic acid (NP0136642)

MOL for NP0136642 (Threonylaspartic acid)

3D MOL for NP0136642 (Threonylaspartic acid)

3D SDF for NP0136642 (Threonylaspartic acid)

3D-SDF for NP0136642 (Threonylaspartic acid)

PDB for NP0136642 (Threonylaspartic acid)

3D PDB for NP0136642 (Threonylaspartic acid)

SMILES for NP0136642 (Threonylaspartic acid)

INCHI for NP0136642 (Threonylaspartic acid)

Structure for NP0136642 (Threonylaspartic acid)

3D Structure for NP0136642 (Threonylaspartic acid)