NP-MRD: Showing NP-Card for (5e)-5-[2-(4-methoxy-2-oxo-5h-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one (NP0203494)

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Record Information

Version

2.0

Created at

2022-09-04 22:57:57 UTC

Updated at

2022-09-04 22:57:58 UTC

NP-MRD ID

NP0203494

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5e)-5-[2-(4-methoxy-2-oxo-5h-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one

Description

Pukeleimide G belongs to the class of organic compounds known as n-substituted carboxylic acid imides. N-substituted carboxylic acid imides are compounds comprising an N-substituted carboxylic acid imide group, with the general structure R1N(C(R2)=O)C(R3)=O (R2,R3=H, alkyl, aryl; R1=Anything but H). Based on a literature review very few articles have been published on Pukeleimide G.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
   -5.2805    1.5534   -0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0767    2.1804   -0.7726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061    1.9672    0.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858    0.5944    0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3191    0.2390    0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0864   -1.1517    0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0420   -1.7940    0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -1.3583    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1493   -2.4241   -0.1378 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0869   -0.1814   -0.0516 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4039   -0.2518   -0.7490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9954    1.0579   -0.5986 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2626    1.4001   -1.1722 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3757    0.5351   -0.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2546    1.8719    0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0449    1.1157    0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1452    1.6304    1.1908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3471   -1.7042    0.8153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6114   -3.0683    1.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2675   -0.5989    0.7697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4743   -0.7400    1.0984 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7827    1.7145    0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3112    0.4987   -1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9574    2.1386   -1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2480    2.6640   -0.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4660    2.3226    1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5519    0.8765   -0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0725   -2.8997    0.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2125   -0.5567   -1.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0001   -1.0827   -0.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2365    0.9597   -1.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4880    0.4745    0.1784 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1470   -0.5079   -1.2630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5113    2.8946    0.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6441   -3.3992    0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9243   -3.7735    0.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5621   -3.1967    2.3139 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  2  0
  6 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20  4  1  0
 16 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  5 27  1  0
  7 28  1  0
 11 29  1  0
 11 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 19 35  1  0
 19 36  1  0
 19 37  1  0
M  END


  Mrv1652309052200572D          

 21 22  0  0  0  0            999 V2000
    1.6039    0.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6039   -0.7239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3183   -1.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3183   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858   -2.4463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308   -3.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2158   -3.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0362   -3.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -3.0584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5212   -4.4795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3462   -4.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6011   -5.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3857   -5.5191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9988   -4.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9337   -5.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2662   -5.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4816   -5.5191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9058   -3.2309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4209   -3.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6509   -2.4463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8663   -2.1913    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  2  0  0  0  0
  5  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  4 20  1  0  0  0  0
 20 21  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0203494

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COCC1=C\C(=C/C(=O)N2CC(OC)=CC2=O)N(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H16N2O5/c1-15-10(4-9(8-20-2)14(15)19)5-12(17)16-7-11(21-3)6-13(16)18/h4-6H,7-8H2,1-3H3/b10-5+

> <INCHI_KEY>
WIKPEERQBVZRIY-BJMVGYQFSA-N

> <FORMULA>
C14H16N2O5

> <MOLECULAR_WEIGHT>
292.291

> <EXACT_MASS>
292.105921623

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
30.060599126391413

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5E)-5-[2-(4-methoxy-2-oxo-2,5-dihydro-1H-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methyl-2,5-dihydro-1H-pyrrol-2-one

> <JCHEM_LOGP>
-1.5698960869999996

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.315446067210964

> <JCHEM_PKA_STRONGEST_BASIC>
-3.079127567710501

> <JCHEM_POLAR_SURFACE_AREA>
76.15

> <JCHEM_REFRACTIVITY>
77.8181

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5E)-5-[2-(4-methoxy-2-oxo-5H-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       2.994   0.189   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.994  -1.351   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.328  -2.121   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.328  -3.661   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.573  -4.566   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.098  -6.031   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.003  -7.277   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.534  -7.116   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.161  -5.709   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       8.440  -8.362   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       9.980  -8.362   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.455  -9.826   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.920 -10.302   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.064  -9.272   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.210 -10.732   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.964  -9.826   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.499 -10.302   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       3.558  -6.031   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       2.652  -7.277   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.082  -4.566   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.617  -4.091   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   18                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16                                                       
CONECT   16   15   10   17                                                  
CONECT   17   16                                                            
CONECT   18    6   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    4   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₆N₂O₅

Average Mass

292.2910 Da

Monoisotopic Mass

292.10592 Da

IUPAC Name

(5E)-5-[2-(4-methoxy-2-oxo-2,5-dihydro-1H-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methyl-2,5-dihydro-1H-pyrrol-2-one

Traditional Name

(5E)-5-[2-(4-methoxy-2-oxo-5H-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one

CAS Registry Number

Not Available

SMILES

COCC1=C\C(=C/C(=O)N2CC(OC)=CC2=O)N(C)C1=O

InChI Identifier

InChI=1S/C14H16N2O5/c1-15-10(4-9(8-20-2)14(15)19)5-12(17)16-7-11(21-3)6-13(16)18/h4-6H,7-8H2,1-3H3/b10-5+

InChI Key

WIKPEERQBVZRIY-BJMVGYQFSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-substituted carboxylic acid imides. N-substituted carboxylic acid imides are compounds comprising an N-substituted carboxylic acid imide group, with the general structure R1N(C(R2)=O)C(R3)=O (R2,R3=H, alkyl, aryl; R1=Anything but H).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

N-substituted carboxylic acid imides

Alternative Parents

Substituents

Carboxylic acid imide, n-substituted
Dicarboximide
Pyrroline
Tertiary carboxylic acid amide
Vinylogous ester
Vinylogous amide
Carboxamide group
Lactam
Dialkyl ether
Ether
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	-1.6	ChemAxon
pKa (Strongest Acidic)	9.32	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	76.15 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	77.82 m³·mol⁻¹	ChemAxon
Polarizability	30.06 Å³	ChemAxon
Number of Rings	2	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

10356659

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23247773

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5e)-5-[2-(4-methoxy-2-oxo-5h-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one (NP0203494)

MOL for NP0203494 ((5e)-5-[2-(4-methoxy-2-oxo-5h-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one)

3D MOL for NP0203494 ((5e)-5-[2-(4-methoxy-2-oxo-5h-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one)

3D SDF for NP0203494 ((5e)-5-[2-(4-methoxy-2-oxo-5h-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one)

3D-SDF for NP0203494 ((5e)-5-[2-(4-methoxy-2-oxo-5h-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one)

PDB for NP0203494 ((5e)-5-[2-(4-methoxy-2-oxo-5h-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one)

3D PDB for NP0203494 ((5e)-5-[2-(4-methoxy-2-oxo-5h-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one)

SMILES for NP0203494 ((5e)-5-[2-(4-methoxy-2-oxo-5h-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one)

INCHI for NP0203494 ((5e)-5-[2-(4-methoxy-2-oxo-5h-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one)

Structure for NP0203494 ((5e)-5-[2-(4-methoxy-2-oxo-5h-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one)

3D Structure for NP0203494 ((5e)-5-[2-(4-methoxy-2-oxo-5h-pyrrol-1-yl)-2-oxoethylidene]-3-(methoxymethyl)-1-methylpyrrol-2-one)