NP-MRD: Showing NP-Card for (2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid (NP0241221)

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Record Information

Version

2.0

Created at

2022-09-07 01:14:42 UTC

Updated at

2022-09-07 01:14:42 UTC

NP-MRD ID

NP0241221

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid

Description

N,N'-bis[(s)-1-methoxycarbonylethyl]fumaric diamide belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. (2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid is found in Penicillium chrysogenum. Based on a literature review very few articles have been published on N,N'-bis[(s)-1-methoxycarbonylethyl]fumaric diamide.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 37  0  0  0  0  0  0  0  0999 V2000
   -6.1958   -0.3888   -0.3444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8584   -0.0882   -0.0175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4096   -0.2252    1.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2155   -0.6238    2.1581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9837    0.0954    1.6224 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9518    1.2298    2.6373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2998    0.5212    0.4369 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1002    0.1389    0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4575   -0.6865    1.0986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4305    0.5802   -0.9944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8047    0.1829   -1.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5386    0.5867   -2.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    1.4248   -3.3175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7386    0.1800   -2.6021 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3669   -0.6747   -1.6516 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6642   -1.1704   -2.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6823    0.0395   -0.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3931    1.2636   -0.2456 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2786   -0.5810    0.6951 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5966    0.0431    1.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8055    0.5281   -0.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6580   -1.0701    0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2518   -0.8293   -1.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046   -0.8195    1.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1537    0.7866    3.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9381    1.6913    2.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7224    1.9693    2.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4092   -0.4739    2.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9118    1.2291   -1.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2769   -0.4655   -0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0549    1.1152   -3.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7054   -1.5405   -1.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3886   -0.3184   -2.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5429   -1.3408   -3.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0681   -2.0040   -1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0521    0.9700    2.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5235   -0.6622    2.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6958    0.2917    1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 17  1  0
 17 18  2  0
 17 15  1  0
 15 16  1  0
 15 14  1  0
 14 12  2  0
 12 13  1  0
 12 11  1  0
 11 10  2  0
 10  8  1  0
  8  9  1  0
  8  7  2  0
  7  5  1  0
  5  6  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 15 32  1  1
 16 33  1  0
 16 34  1  0
 16 35  1  0
 13 31  1  0
 11 30  1  0
 10 29  1  0
  9 28  1  0
  5 24  1  1
  6 25  1  0
  6 26  1  0
  6 27  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
M  END


  Mrv1652309072203142D          

 20 19  0  0  1  0            999 V2000
    5.7750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 O   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
    0.8250    0.0000    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    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  1  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   -1.4289    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
   -0.4125   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8579    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  4  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  4  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0241221

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H18N2O6/c1-7(11(17)19-3)13-9(15)5-6-10(16)14-8(2)12(18)20-4/h5-8H,1-4H3,(H,13,15)(H,14,16)/b6-5+/t7-,8-/m0/s1

> <INCHI_KEY>
NZYZLYFPFACZFH-JBGJSGBSSA-N

> <FORMULA>
C12H18N2O6

> <MOLECULAR_WEIGHT>
286.284

> <EXACT_MASS>
286.116486308

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
28.724067886963574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-N,N'-bis[(2S)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid

> <JCHEM_LOGP>
0.8170440400000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
6.393755944989233

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.1864352177646875

> <JCHEM_PKA_STRONGEST_BASIC>
1.8851855891663274

> <JCHEM_POLAR_SURFACE_AREA>
117.78

> <JCHEM_REFRACTIVITY>
69.78340000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N,N'-bis[(2S)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      10.780   5.335   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.240   5.335   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.470   4.001   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       9.240   2.667   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.160   5.335   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       6.160   2.667   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.850   4.001   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.540  -2.667   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.770  -4.001   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.000  -5.335   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₈N₂O₆

Average Mass

286.2840 Da

Monoisotopic Mass

286.11649 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H18N2O6/c1-7(11(17)19-3)13-9(15)5-6-10(16)14-8(2)12(18)20-4/h5-8H,1-4H3,(H,13,15)(H,14,16)/b6-5+/t7-,8-/m0/s1

InChI Key

NZYZLYFPFACZFH-JBGJSGBSSA-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
Penicillium chrysogenum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) 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 and derivatives

Alternative Parents

Substituents

Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Alanine or derivatives
Dicarboxylic acid or derivatives
N-acyl-amine
Methyl ester
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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

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

71048830

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102252315

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid (NP0241221)

MOL for NP0241221 ((2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid)

3D MOL for NP0241221 ((2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid)

3D SDF for NP0241221 ((2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid)

3D-SDF for NP0241221 ((2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid)

PDB for NP0241221 ((2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid)

3D PDB for NP0241221 ((2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid)

SMILES for NP0241221 ((2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid)

INCHI for NP0241221 ((2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid)

Structure for NP0241221 ((2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid)

3D Structure for NP0241221 ((2e)-n,n'-bis[(2s)-1-methoxy-1-oxopropan-2-yl]but-2-enediimidic acid)