NP-MRD: Showing NP-Card for Asparaginylalanine (NP0136363)

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Record Information

Version

2.0

Created at

2022-05-12 15:12:38 UTC

Updated at

2022-05-12 15:12:38 UTC

NP-MRD ID

NP0136363

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Asparaginylalanine

Description

Asparaginylalanine, also known as N-a dipeptide or asn-ala, 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. Asparaginylalanine is a very strong basic compound (based on its pKa). It is an incomplete breakdown product of protein digestion or protein catabolism.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304062013252D          

 14 13  0  0  0  0            999 V2000
 2499.5605 2499.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.8458 2499.7653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2498.1309 2499.3537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2497.4159 2499.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.6990 2499.3537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.4159 2500.5908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2498.1309 2498.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.2753 2499.7653    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2500.9901 2499.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.7052 2499.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.4199 2499.3537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2501.7052 2500.5908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.2753 2500.5908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.5605 2498.5281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  1 14  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  1  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0136363

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H13N3O4/c1-3(7(13)14)10-6(12)4(8)2-5(9)11/h3-4H,2,8H2,1H3,(H2,9,11)(H,10,12)(H,13,14)/t3-,4-/m0/s1

> <INCHI_KEY>
SJUXYGVRSGTPMC-IMJSIDKUSA-N

> <FORMULA>
C7H13N3O4

> <MOLECULAR_WEIGHT>
203.198

> <EXACT_MASS>
203.090605911

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
19.125342515684753

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-3-carbamoylpropanamido]propanoic acid

> <ALOGPS_LOGP>
-3.17

> <JCHEM_LOGP>
-4.828478655844413

> <ALOGPS_LOGS>
-1.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.548963964678823

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4868674197637746

> <JCHEM_PKA_STRONGEST_BASIC>
7.346764706351313

> <JCHEM_POLAR_SURFACE_AREA>
135.51

> <JCHEM_REFRACTIVITY>
45.652300000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.34e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-3-carbamoylpropanamido]propanoic 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    4665.8464665.460   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4664.5124666.229   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4663.1784665.460   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    4661.8434666.229   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    4660.5054665.460   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    4661.8434667.769   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    4663.1784663.919   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4667.1814666.229   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    4668.5154665.460   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    4669.8504666.229   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0    4671.1844665.460   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0    4669.8504667.769   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0    4667.1814667.769   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0    4665.8464663.919   0.000  0.00  0.00           O+0
CONECT    1    2    8   14                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    3                                                            
CONECT    8    1    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8                                                            
CONECT   14    1                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol

Synonyms

Value	Source
(2S)-2-{[(2S)-2-amino-1-hydroxy-3-(C-hydroxycarbonimidoyl)propylidene]amino}propanoate	HMDB
Asn-ala	HMDB
Asparagine alanine dipeptide	HMDB
Asparagine-alanine dipeptide	HMDB
Asparaginyl-alanine	HMDB
L-Asn-L-ala	HMDB
L-Asparaginyl-L-alanine	HMDB
N-a Dipeptide	HMDB
N-Asparaginylalanine	HMDB
N-L-Asparaginyl-L-alanine	HMDB
NA dipeptide	HMDB

Chemical Formula

C₇H₁₃N₃O₄

Average Mass

203.1980 Da

Monoisotopic Mass

203.09061 Da

IUPAC Name

(2S)-2-[(2S)-2-amino-3-carbamoylpropanamido]propanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-carbamoylpropanamido]propanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H13N3O4/c1-3(7(13)14)10-6(12)4(8)2-5(9)11/h3-4H,2,8H2,1H3,(H2,9,11)(H,10,12)(H,13,14)/t3-,4-/m0/s1

InChI Key

SJUXYGVRSGTPMC-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

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
Asparagine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alanine or derivatives
Alpha-amino acid or derivatives
N-acyl-amine
Fatty acyl
Fatty amide
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Primary carboxylic acid amide
Amino acid or derivatives
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

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	-3.2	ALOGPS
logP	-4.8	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	3.49	ChemAxon
pKa (Strongest Basic)	7.35	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	135.51 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	45.65 m³·mol⁻¹	ChemAxon
Polarizability	19.13 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

HMDB0028724

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

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9942455

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Asparaginylalanine (NP0136363)

MOL for NP0136363 (Asparaginylalanine)

3D MOL for NP0136363 (Asparaginylalanine)

3D SDF for NP0136363 (Asparaginylalanine)

3D-SDF for NP0136363 (Asparaginylalanine)

PDB for NP0136363 (Asparaginylalanine)

3D PDB for NP0136363 (Asparaginylalanine)

SMILES for NP0136363 (Asparaginylalanine)

INCHI for NP0136363 (Asparaginylalanine)

Structure for NP0136363 (Asparaginylalanine)

3D Structure for NP0136363 (Asparaginylalanine)