NP-MRD: Showing NP-Card for methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate (NP0285038)

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Record Information

Version

2.0

Created at

2022-09-09 13:01:19 UTC

Updated at

2022-09-09 13:01:20 UTC

NP-MRD ID

NP0285038

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate

Description

Methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. Based on a literature review very few articles have been published on methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
   -1.3005   -2.7607   -1.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1284   -1.4711   -0.5754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2047   -0.6346   -0.3848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3311   -1.0510   -0.7634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1449    0.6973    0.2214 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4738    1.8103   -0.7549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1295    3.0242    0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9265    2.5121    0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1275    3.2315    1.5127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8162    1.0987    0.6278 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3831    0.3507    0.8129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2087    0.2608   -0.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8568    0.8012   -1.5030 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4723   -0.4655   -0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038   -1.1138    0.6716 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1830   -1.6714    0.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3410   -1.3482   -1.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3110   -0.6438   -1.3996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3795   -2.9650   -1.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2153   -2.7373   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3795   -3.5244   -0.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8022    0.7958    1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7608    1.7954   -1.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5220    1.8088   -1.0668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9309    3.9047   -0.4936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9823    3.1682    0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9954    0.8572    1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1941   -0.6780    1.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5363   -1.1493    1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8822   -2.2584    0.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1877   -1.6444   -1.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 10  5  1  0
 18 14  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  5 22  1  1
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
 11 27  1  0
 11 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
M  END


  Mrv1652309092215012D          

 18 19  0  0  1  0            999 V2000
    3.0328    0.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0328   -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
    1.6039   -0.7239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3183   -1.9614    0.0000 C   0  0  2  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
    1.9058   -3.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4209   -3.8983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6509   -2.4463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8663   -2.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2532   -2.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4247   -3.5503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5314   -2.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1989   -2.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8663   -2.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6114   -1.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7864   -1.7038    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  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  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
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0285038

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@H]1CCC(=O)N1CC(=O)C1=CC=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C12H13NO5/c1-17-12(16)8-4-5-11(15)13(8)7-9(14)10-3-2-6-18-10/h2-3,6,8H,4-5,7H2,1H3/t8-/m0/s1

> <INCHI_KEY>
ZIBXGQZPYZZQRJ-QMMMGPOBSA-N

> <FORMULA>
C12H13NO5

> <MOLECULAR_WEIGHT>
251.238

> <EXACT_MASS>
251.079372523

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.983546310651278

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2S)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate

> <JCHEM_LOGP>
-0.22763057933333347

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.596370471745669

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2121120943078556

> <JCHEM_POLAR_SURFACE_AREA>
76.82000000000001

> <JCHEM_REFRACTIVITY>
60.046200000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate

> <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       5.661   0.189   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.661  -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  O   UNK     0       2.994  -1.351   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.328  -3.661   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.573  -4.566   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.098  -6.031   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.558  -6.031   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.652  -7.277   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       3.082  -4.566   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.617  -4.091   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.473  -5.121   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.793  -6.627   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.992  -4.645   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.238  -5.550   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.484  -4.645   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.008  -3.180   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.468  -3.180   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Value	Source
Methyl (2S)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylic acid	Generator

Chemical Formula

C₁₂H₁₃NO₅

Average Mass

251.2380 Da

Monoisotopic Mass

251.07937 Da

IUPAC Name

methyl (2S)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate

Traditional Name

methyl (2S)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@H]1CCC(=O)N1CC(=O)C1=CC=CO1

InChI Identifier

InChI=1S/C12H13NO5/c1-17-12(16)8-4-5-11(15)13(8)7-9(14)10-3-2-6-18-10/h2-3,6,8H,4-5,7H2,1H3/t8-/m0/s1

InChI Key

ZIBXGQZPYZZQRJ-QMMMGPOBSA-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 alpha amino acid esters. These are ester derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid esters

Alternative Parents

Substituents

Proline or derivatives
Alpha-amino acid ester
Aryl alkyl ketone
Aryl ketone
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine carboxylic acid
Oxoproline
N-alkylpyrrolidine
2-pyrrolidone
Pyrrolidone
Heteroaromatic compound
Methyl ester
Tertiary carboxylic acid amide
Pyrrolidine
Furan
Lactam
Ketone
Carboxylic acid ester
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	-0.23	ChemAxon
pKa (Strongest Acidic)	14.6	ChemAxon
pKa (Strongest Basic)	-2.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	76.82 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	60.05 m³·mol⁻¹	ChemAxon
Polarizability	23.98 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

78441073

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129887799

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate (NP0285038)

MOL for NP0285038 (methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

3D MOL for NP0285038 (methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

3D SDF for NP0285038 (methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

3D-SDF for NP0285038 (methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

PDB for NP0285038 (methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

3D PDB for NP0285038 (methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

SMILES for NP0285038 (methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

INCHI for NP0285038 (methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

Structure for NP0285038 (methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

3D Structure for NP0285038 (methyl (2s)-1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)