NP-MRD: Showing NP-Card for Alanylaspartic acid (NP0136325)

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Record Information

Version

2.0

Created at

2022-05-12 15:11:38 UTC

Updated at

2022-05-12 15:11:38 UTC

NP-MRD ID

NP0136325

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Alanylaspartic acid

Description

Alanylaspartic acid, also known as alanylaspartate or AD, belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. Alanylaspartic acid is a very strong basic compound (based on its pKa). Alanylaspartic acid is found in Arabidopsis thaliana and Trypanosoma brucei. It is an incomplete breakdown product of protein digestion or protein catabolism.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304062013182D          

 14 13  0  0  0  0            999 V2000
 2500.9882 2500.0105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2500.9882 2500.8357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2501.7009 2501.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.4158 2500.8357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.7009 2502.0747    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2500.9882 2502.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.4158 2502.4863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.2716 2499.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.5569 2500.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.8419 2499.5987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.5569 2500.8357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.7029 2499.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.4179 2500.0105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.7029 2498.7735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1  8  1  0  0  0  0
  1 12  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0136325

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H12N2O5/c1-3(8)6(12)9-4(7(13)14)2-5(10)11/h3-4H,2,8H2,1H3,(H,9,12)(H,10,11)(H,13,14)/t3-,4-/m0/s1

> <INCHI_KEY>
XAEWTDMGFGHWFK-IMJSIDKUSA-N

> <FORMULA>
C7H12N2O5

> <MOLECULAR_WEIGHT>
204.182

> <EXACT_MASS>
204.074621494

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
18.314619972146307

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-aminopropanamido]butanedioic acid

> <ALOGPS_LOGP>
-3.43

> <JCHEM_LOGP>
-4.104567731776903

> <ALOGPS_LOGS>
-1.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.186319543439125

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2840816258737684

> <JCHEM_PKA_STRONGEST_BASIC>
8.388837979841554

> <JCHEM_POLAR_SURFACE_AREA>
129.72000000000003

> <JCHEM_REFRACTIVITY>
43.83010000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.80e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-aminopropanamido]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    4668.5114666.686   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4668.5114668.227   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4669.8424668.999   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    4671.1764668.227   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    4669.8424670.539   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4668.5114671.308   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    4671.1764671.308   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0    4667.1744665.918   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    4665.8404666.686   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    4664.5054665.918   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    4665.8404668.227   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    4669.8454665.918   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    4671.1804666.686   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    4669.8454664.377   0.000  0.00  0.00           O+0
CONECT    1    2    8   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    1    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    1   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol

Synonyms

Value	Source
AD	ChEBI
L-Ala-L-asp	ChEBI
Alanylaspartate	Generator
a-D Dipeptide	HMDB
AD dipeptide	HMDB
Ala-asp	HMDB
Alanine aspartate dipeptide	HMDB
Alanine aspartic acid dipeptide	HMDB
Alanine-aspartate dipeptide	HMDB
Alanine-aspartic acid dipeptide	HMDB
Alanyl-aspartate	HMDB
Alanyl-aspartic acid	HMDB
H-Ala-asp-OH	HMDB
L-Alanyl-L-aspartate	HMDB
L-Alanyl-L-aspartic acid	HMDB
N-Alanylaspartate	HMDB
N-Alanylaspartic acid	HMDB
N-L-Alanyl-L-aspartate	HMDB
N-L-Alanyl-L-aspartic acid	HMDB
NSC 186912	HMDB
Alanylaspartic acid	ChEBI

Chemical Formula

C₇H₁₂N₂O₅

Average Mass

204.1820 Da

Monoisotopic Mass

204.07462 Da

IUPAC Name

(2S)-2-[(2S)-2-aminopropanamido]butanedioic acid

Traditional Name

(2S)-2-[(2S)-2-aminopropanamido]butanedioic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H12N2O5/c1-3(8)6(12)9-4(7(13)14)2-5(10)11/h3-4H,2,8H2,1H3,(H,9,12)(H,10,11)(H,13,14)/t3-,4-/m0/s1

InChI Key

XAEWTDMGFGHWFK-IMJSIDKUSA-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

Species Name	Source	Reference
Arabidopsis thaliana	LOTUS Database	35616633
Trypanosoma brucei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

Hybrid peptide
Aspartic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Dicarboxylic acid or derivatives
Fatty acid
Amino acid
Amino acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Organic nitrogen compound
Primary aliphatic amine
Organic oxygen compound
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Carbonyl group
Primary amine
Amine
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73803 )

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	-4.1	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	3.28	ChemAxon
pKa (Strongest Basic)	8.39	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	43.83 m³·mol⁻¹	ChemAxon
Polarizability	18.31 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

HMDB0028683

DrugBank ID

Not Available

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

CPD-13404

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

99719

PDB ID

Not Available

ChEBI ID

73803

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Alanylaspartic acid (NP0136325)

MOL for NP0136325 (Alanylaspartic acid)

3D MOL for NP0136325 (Alanylaspartic acid)

3D SDF for NP0136325 (Alanylaspartic acid)

3D-SDF for NP0136325 (Alanylaspartic acid)

PDB for NP0136325 (Alanylaspartic acid)

3D PDB for NP0136325 (Alanylaspartic acid)

SMILES for NP0136325 (Alanylaspartic acid)

INCHI for NP0136325 (Alanylaspartic acid)

Structure for NP0136325 (Alanylaspartic acid)

3D Structure for NP0136325 (Alanylaspartic acid)