NP-MRD: Showing NP-Card for 2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]butanedioic acid (NP0326932)

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Record Information

Version

2.0

Created at

2022-09-12 09:00:43 UTC

Updated at

2022-09-12 09:00:43 UTC

NP-MRD ID

NP0326932

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]butanedioic acid

Description

AC1NP0M4 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. 2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]butanedioic acid is found in Vigna radiata. AC1NP0M4 is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 31  0  0  0  0  0  0  0  0999 V2000
   -3.9065    0.4395   -0.8569 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5907   -0.1954    0.3708 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1687   -0.7003    0.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1920    0.4551    0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2024   -0.0530    0.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3914   -1.2893    0.5614 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3183    0.8166    0.2629 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6547    0.3016    0.3479 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4663    0.6151   -0.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9012    0.0591   -2.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8478   -0.6029   -2.0845 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5367    0.2667   -3.3162 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3553    0.9161    1.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7792    1.7495    2.2119 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6565    0.5695    1.7646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4873   -1.3435    0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3686   -1.6278   -0.2434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3876   -2.1385    1.7310 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3615    1.2675   -1.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2250   -0.1560   -1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7024    0.5579    1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0080   -1.4256   -0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0209   -1.2102    1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3948    1.0367   -0.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3244    1.1254    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1749    1.8284    0.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6467   -0.8079    0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4778    0.1552   -0.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778    1.7251   -0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9451    1.2007   -3.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9041   -0.4130    1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6978   -3.1225    1.7187 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 12  1  0
 10 11  2  0
  8 13  1  0
 13 15  1  0
 13 14  2  0
  2 16  1  0
 16 18  1  0
 16 17  2  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  1
  9 28  1  0
  9 29  1  0
 12 30  1  0
 15 31  1  0
 18 32  1  0
M  END


  Mrv1533004171502352D          

 18 17  0  0  0  0            999 V2000
    9.9513    4.0954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    1.6204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.0329    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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0326932

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(CCC(=O)NC(CC(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H14N2O7/c10-4(8(15)16)1-2-6(12)11-5(9(17)18)3-7(13)14/h4-5H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)(H,17,18)

> <INCHI_KEY>
JTJZAUVWVBUZAU-UHFFFAOYSA-N

> <FORMULA>
C9H14N2O7

> <MOLECULAR_WEIGHT>
262.218

> <EXACT_MASS>
262.080100799

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
23.52873184003061

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(4-amino-4-carboxybutanamido)butanedioic acid

> <ALOGPS_LOGP>
-3.21

> <JCHEM_LOGP>
-4.4978983303659525

> <ALOGPS_LOGS>
-1.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.520045939303796

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6062131117822744

> <JCHEM_PKA_STRONGEST_BASIC>
9.312119303969814

> <JCHEM_POLAR_SURFACE_AREA>
167.01999999999998

> <JCHEM_REFRACTIVITY>
54.620500000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.24e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-amino-4-carboxybutanamido)butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  N   UNK     0      18.576   7.645   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      14.575   3.795   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      13.241   6.105   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.906   6.105   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       9.240   3.795   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.907   3.795   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.574   3.025   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      13.241   3.025   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      19.909   3.795   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    2   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

View in JSmol

Synonyms

Value	Source
Glu-asp	MeSH
gamma-Glu-asp	MeSH
gamma-Glutamylaspartic acid	MeSH
Glutamylaspartate	MeSH
LGLA	MeSH
2-[(4-Amino-4-carboxy-1-hydroxybutylidene)amino]butanedioate	Generator

Chemical Formula

C₉H₁₄N₂O₇

Average Mass

262.2180 Da

Monoisotopic Mass

262.08010 Da

IUPAC Name

2-(4-amino-4-carboxybutanamido)butanedioic acid

Traditional Name

2-(4-amino-4-carboxybutanamido)butanedioic acid

CAS Registry Number

Not Available

SMILES

NC(CCC(=O)NC(CC(O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C9H14N2O7/c10-4(8(15)16)1-2-6(12)11-5(9(17)18)3-7(13)14/h4-5H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)(H,17,18)

InChI Key

JTJZAUVWVBUZAU-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Vigna radiata	LOTUS Database	35616633

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
Gamma-glutamyl alpha-amino acid
Glutamine or derivatives
Aspartic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Acyl-homoserine
Alpha-amino acid
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
N-acyl-amine
Fatty amide
Fatty acyl
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Amino acid
Carboxylic acid
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
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	-4.5	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.61	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	167.02 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	54.62 m³·mol⁻¹	ChemAxon
Polarizability	23.53 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

Not Available

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

5122061

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]butanedioic acid (NP0326932)

MOL for NP0326932 (2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]butanedioic acid)

3D MOL for NP0326932 (2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]butanedioic acid)

3D SDF for NP0326932 (2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]butanedioic acid)

3D-SDF for NP0326932 (2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]butanedioic acid)

PDB for NP0326932 (2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]butanedioic acid)

3D PDB for NP0326932 (2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]butanedioic acid)

SMILES for NP0326932 (2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]butanedioic acid)

INCHI for NP0326932 (2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]butanedioic acid)

Structure for NP0326932 (2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]butanedioic acid)

3D Structure for NP0326932 (2-[(4-amino-4-carboxy-1-hydroxybutylidene)amino]butanedioic acid)