NP-MRD: Showing NP-Card for D-N-(Carboxyacetyl)alanine (NP0334015)

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Record Information

Version

2.0

Created at

2024-09-09 21:41:12 UTC

Updated at

2024-09-09 21:41:12 UTC

NP-MRD ID

NP0334015

Secondary Accession Numbers

None

Natural Product Identification

Common Name

D-N-(Carboxyacetyl)alanine

Description

Isolated from seedlings of Pisum sativum (pea). D-N-(Carboxyacetyl)alanine is found in pulses and common pea.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305221920372D          

 13 12  0  0  1  0            999 V2000
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  6  0  0  0
  4  2  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  3  1  0  0  0  0
  7  4  2  0  0  0  0
  4  8  1  4  0  0  0
  9  5  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  2  0  0  0  0
 12  6  1  0  0  0  0
  3 13  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0334015

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H9NO5/c1-3(6(11)12)7-4(8)2-5(9)10/h3H,2H2,1H3,(H,7,8)(H,9,10)(H,11,12)/t3-/m1/s1

> <INCHI_KEY>
AZKKNWAHCAZDCU-GSVOUGTGSA-N

> <FORMULA>
C6H9NO5

> <MOLECULAR_WEIGHT>
175.1394

> <EXACT_MASS>
175.048072403

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
15.350091483518721

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(2-carboxy-1-hydroxyethylidene)amino]propanoic acid

> <ALOGPS_LOGP>
-0.56

> <JCHEM_LOGP>
-0.04803213866666676

> <ALOGPS_LOGS>
-1.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.9264692175431657

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.187565036275948

> <JCHEM_PKA_STRONGEST_BASIC>
0.6915208184363272

> <JCHEM_POLAR_SURFACE_AREA>
107.19000000000001

> <JCHEM_REFRACTIVITY>
36.8069

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.13e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2-carboxy-1-hydroxyethylidene)amino]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.620   2.667   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.620   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -3.080  -2.667   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -3.080   0.000   0.000  0.00  0.00           O+0
HETATM   13  H   UNK     0      -1.540  -2.667   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    4    5                                                       
CONECT    3    1    6    7   13                                             
CONECT    4    2    7    8                                                  
CONECT    5    2    9   10                                                  
CONECT    6    3   11   12                                                  
CONECT    7    3    4                                                       
CONECT    8    4                                                            
CONECT    9    5                                                            
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12    6                                                            
CONECT   13    3                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₆H₉NO₅

Average Mass

175.1394 Da

Monoisotopic Mass

175.04807 Da

IUPAC Name

(2R)-2-[(2-carboxy-1-hydroxyethylidene)amino]propanoic acid

Traditional Name

(2R)-2-[(2-carboxy-1-hydroxyethylidene)amino]propanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C6H9NO5/c1-3(6(11)12)7-4(8)2-5(9)10/h3H,2H2,1H3,(H,7,8)(H,9,10)(H,11,12)/t3-/m1/s1

InChI Key

AZKKNWAHCAZDCU-GSVOUGTGSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Alanine or derivatives
1,3-dicarbonyl compound
Dicarboxylic acid or derivatives
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	-0.56	ALOGPS
logP	-0.048	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	3.19	ChemAxon
pKa (Strongest Basic)	0.69	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	107.19 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	36.81 m³·mol⁻¹	ChemAxon
Polarizability	15.35 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

FDB018688

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for D-N-(Carboxyacetyl)alanine (NP0334015)

MOL for NP0334015 (D-N-(Carboxyacetyl)alanine)

3D MOL for NP0334015 (D-N-(Carboxyacetyl)alanine)

3D SDF for NP0334015 (D-N-(Carboxyacetyl)alanine)

3D-SDF for NP0334015 (D-N-(Carboxyacetyl)alanine)

PDB for NP0334015 (D-N-(Carboxyacetyl)alanine)

3D PDB for NP0334015 (D-N-(Carboxyacetyl)alanine)

SMILES for NP0334015 (D-N-(Carboxyacetyl)alanine)

INCHI for NP0334015 (D-N-(Carboxyacetyl)alanine)

Structure for NP0334015 (D-N-(Carboxyacetyl)alanine)

3D Structure for NP0334015 (D-N-(Carboxyacetyl)alanine)