NP-MRD: Showing NP-Card for methyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate (NP0175576)

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Record Information

Version

2.0

Created at

2022-09-03 13:04:41 UTC

Updated at

2022-09-03 13:04:42 UTC

NP-MRD ID

NP0175576

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Methyl 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. methyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate is found in Morus alba. methyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate was first documented in 2014 (PMID: 24974468). Based on a literature review very few articles have been published on methyl 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
    3.4865    2.3270   -0.6878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1117    1.3060    0.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8346    0.8266    0.3502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9581    1.3112   -0.3941 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4964   -0.2139    1.3042 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1570   -1.5536    0.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5349   -2.4365    2.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1555   -1.8818    2.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8832   -2.3757    2.6073 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127   -0.6098    1.3626 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0768    0.0488    0.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4287   -0.3343   -0.5136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724   -1.2139   -1.0536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5430    0.2256   -1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -0.1143   -2.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9992    0.6279   -2.8706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2764    1.3926   -1.7578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3818    1.1168   -0.8153 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8492    1.8446   -1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2586    2.9782   -0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217    2.9902   -0.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8947    0.0165    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7950   -1.8462   -0.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2571   -1.4920    1.0469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4421   -3.4899    1.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0593   -2.3347    2.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9127   -0.1663    1.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9179    1.1388    0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4075   -0.8190   -3.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5481    0.6280   -3.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0897    2.1034   -1.6630 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


  Mrv1652309032215042D          

 18 19  0  0  0  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  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
    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
  3  5  1  0  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>
NP0175576

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1CCC(=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

> <INCHI_KEY>
ZIBXGQZPYZZQRJ-UHFFFAOYSA-N

> <FORMULA>
C12H13NO5

> <MOLECULAR_WEIGHT>
251.238

> <EXACT_MASS>
251.079372523

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.05508538095414

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.33

> <JCHEM_LOGP>
-0.22763057933333347

> <ALOGPS_LOGS>
-1.17

> <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>
60.0462

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.68e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-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 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 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC(=O)C1CCC(=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

InChI Key

ZIBXGQZPYZZQRJ-UHFFFAOYSA-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
Morus alba	LOTUS Database	35616633

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

Alpha-amino acid ester
Proline or derivatives
Pyrrolidine carboxylic acid or derivatives
Aryl ketone
Aryl alkyl ketone
Oxoproline
Pyrrolidine carboxylic acid
Pyrrolidone
2-pyrrolidone
N-alkylpyrrolidine
Pyrrolidine
Furan
Tertiary carboxylic acid amide
Methyl ester
Heteroaromatic compound
Carboxamide group
Ketone
Carboxylic acid ester
Lactam
Oxacycle
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
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	0.33	ALOGPS
logP	-0.23	ChemAxon
logS	-1.2	ALOGPS
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	24.06 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

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

162916384

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang X, Wang HQ, Kang J, Liu C, Chen RY: [Studies on chemical constituents from fruits of Morus alba L]. Yao Xue Xue Bao. 2014 Apr;49(4):504-6. [PubMed:24974468 ]
LOTUS database [Link]

Showing NP-Card for methyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate (NP0175576)

MOL for NP0175576 (methyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

3D MOL for NP0175576 (methyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

3D SDF for NP0175576 (methyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

3D-SDF for NP0175576 (methyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

PDB for NP0175576 (methyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

3D PDB for NP0175576 (methyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

SMILES for NP0175576 (methyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

INCHI for NP0175576 (methyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

Structure for NP0175576 (methyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)

3D Structure for NP0175576 (methyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate)