NP-MRD: Showing NP-Card for (2e)-3-{[(1s)-1-carboxyethyl]-c-hydroxycarbonimidoyl}prop-2-enoic acid (NP0287369)

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Record Information

Version

2.0

Created at

2022-09-09 16:24:45 UTC

Updated at

2022-09-09 16:24:45 UTC

NP-MRD ID

NP0287369

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-3-{[(1s)-1-carboxyethyl]-c-hydroxycarbonimidoyl}prop-2-enoic acid

Description

SCHEMBL4572574 belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. (2e)-3-{[(1s)-1-carboxyethyl]-c-hydroxycarbonimidoyl}prop-2-enoic acid is found in Aspergillus terricola. Based on a literature review very few articles have been published on SCHEMBL4572574.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092218242D          

 13 12  0  0  1  0            999 V2000
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 N   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
    0.8250    1.4289    0.0000 O   0  0  0  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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   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
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  4  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0287369

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H9NO5/c1-4(7(12)13)8-5(9)2-3-6(10)11/h2-4H,1H3,(H,8,9)(H,10,11)(H,12,13)/b3-2+/t4-/m0/s1

> <INCHI_KEY>
GNLCKFJPWPKISM-ZPYNKGFJSA-N

> <FORMULA>
C7H9NO5

> <MOLECULAR_WEIGHT>
187.151

> <EXACT_MASS>
187.048072394

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
16.882536880602622

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-{[(1S)-1-carboxyethyl]-C-hydroxycarbonimidoyl}prop-2-enoic acid

> <JCHEM_LOGP>
0.24217079833333324

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.254689894459177

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.415241425580153

> <JCHEM_PKA_STRONGEST_BASIC>
1.2678734271835626

> <JCHEM_POLAR_SURFACE_AREA>
107.19000000000001

> <JCHEM_REFRACTIVITY>
42.4261

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-{[(1S)-1-carboxyethyl]-C-hydroxycarbonimidoyl}prop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       3.850   1.334   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.930   4.001   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       6.930   1.334   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    2   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₇H₉NO₅

Average Mass

187.1510 Da

Monoisotopic Mass

187.04807 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H9NO5/c1-4(7(12)13)8-5(9)2-3-6(10)11/h2-4H,1H3,(H,8,9)(H,10,11)(H,12,13)/b3-2+/t4-/m0/s1

InChI Key

GNLCKFJPWPKISM-ZPYNKGFJSA-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
Aspergillus terricola	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon 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-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
Alanine or derivatives
Dicarboxylic acid or derivatives
N-acyl-amine
Unsaturated fatty acid
Fatty acid
Fatty acyl
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
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

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

110602250

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12010747

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-3-{[(1s)-1-carboxyethyl]-c-hydroxycarbonimidoyl}prop-2-enoic acid (NP0287369)

MOL for NP0287369 ((2e)-3-{[(1s)-1-carboxyethyl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

3D MOL for NP0287369 ((2e)-3-{[(1s)-1-carboxyethyl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

3D SDF for NP0287369 ((2e)-3-{[(1s)-1-carboxyethyl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

3D-SDF for NP0287369 ((2e)-3-{[(1s)-1-carboxyethyl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

PDB for NP0287369 ((2e)-3-{[(1s)-1-carboxyethyl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

3D PDB for NP0287369 ((2e)-3-{[(1s)-1-carboxyethyl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

SMILES for NP0287369 ((2e)-3-{[(1s)-1-carboxyethyl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

INCHI for NP0287369 ((2e)-3-{[(1s)-1-carboxyethyl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

Structure for NP0287369 ((2e)-3-{[(1s)-1-carboxyethyl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)

3D Structure for NP0287369 ((2e)-3-{[(1s)-1-carboxyethyl]-c-hydroxycarbonimidoyl}prop-2-enoic acid)