NP-MRD: Showing NP-Card for (2s)-1-[(3s)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid (NP0327713)

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Record Information

Version

2.0

Created at

2022-09-12 10:32:36 UTC

Updated at

2022-09-12 10:32:36 UTC

NP-MRD ID

NP0327713

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-1-[(3s)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid

Description

(2S)-1-[(3S)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. (2s)-1-[(3s)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid is found in Lactarius piperatus. Based on a literature review very few articles have been published on (2S)-1-[(3S)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 30  0  0  0  0  0  0  0  0999 V2000
    3.6006    0.9209   -0.8756 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6270    0.7481    0.2181 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3685    0.2067   -0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3194    0.0061    0.6413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9325   -0.4973    0.0481 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2720   -1.8907   -0.1037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374   -2.8234   -0.3115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7393   -2.0276    0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2073   -0.5799    0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0477    0.2103   -0.5185 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1783    1.6153   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4315    2.3056    0.5052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2863    2.2767   -0.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1796   -0.1450    1.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6887   -0.3917    2.3590 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3997   -0.7986    0.9656 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3503    1.7301   -1.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6704    0.0293   -1.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4412    1.7269    0.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9888    0.9640   -1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6084   -0.7567   -0.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7266   -0.7717    1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278    0.8830    1.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2125   -2.5714   -0.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9254   -2.4902    1.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1014   -0.4210   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2702   -0.2292    1.1667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1099    0.0476   -1.6286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1703    2.9359   -1.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2251   -0.2122    0.9089 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  1  0
  5 10  1  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  2  0
 10 11  1  0
 11 13  1  0
 11 12  2  0
  2 14  1  0
 14 16  1  0
 14 15  2  0
  6  5  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  1
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
 10 28  1  6
  9 26  1  0
  9 27  1  0
  8 24  1  0
  8 25  1  0
 13 29  1  0
 16 30  1  0
M  END


  Mrv1652309122212322D          

 16 16  0  0  1  0            999 V2000
    1.2020   -0.4152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2020   -1.2402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4875   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269   -1.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414   -1.6527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0277   -2.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4146   -3.0252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346   -2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2471   -1.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951   -1.3171    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8666   -0.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6512   -0.2552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2535    0.0419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6309   -1.2402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9165   -2.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0327713

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](CCN1[C@@H](CCC1=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H14N2O5/c10-5(8(13)14)3-4-11-6(9(15)16)1-2-7(11)12/h5-6H,1-4,10H2,(H,13,14)(H,15,16)/t5-,6-/m0/s1

> <INCHI_KEY>
IAWKAVWGVXBNLH-WDSKDSINSA-N

> <FORMULA>
C9H14N2O5

> <MOLECULAR_WEIGHT>
230.22

> <EXACT_MASS>
230.090271559

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
21.676576385046516

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-[(3S)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid

> <JCHEM_LOGP>
-4.066927754324588

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.7538250323406275

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8722599928485488

> <JCHEM_PKA_STRONGEST_BASIC>
9.088436774897923

> <JCHEM_POLAR_SURFACE_AREA>
120.92999999999999

> <JCHEM_REFRACTIVITY>
51.62960000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-1-[(3S)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  N   UNK     0       2.244  -0.775   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.244  -2.315   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.910  -3.085   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.424  -2.315   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.757  -3.085   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.918  -4.617   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.774  -5.647   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.425  -4.937   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.195  -3.603   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.164  -2.459   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.484  -0.952   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.949  -0.476   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.340   0.078   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.577  -3.085   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.911  -2.315   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.577  -4.625   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    2   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Value	Source
(2S)-1-[(3S)-3-Amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylate	Generator

Chemical Formula

C₉H₁₄N₂O₅

Average Mass

230.2200 Da

Monoisotopic Mass

230.09027 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

N[C@@H](CCN1[C@@H](CCC1=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C9H14N2O5/c10-5(8(13)14)3-4-11-6(9(15)16)1-2-7(11)12/h5-6H,1-4,10H2,(H,13,14)(H,15,16)/t5-,6-/m0/s1

InChI Key

IAWKAVWGVXBNLH-WDSKDSINSA-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
Lactarius piperatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Proline and derivatives

Alternative Parents

Substituents

Proline or derivatives
Alpha-amino acid
L-alpha-amino acid
Oxoproline
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Heterocyclic fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Pyrrolidone
N-alkylpyrrolidine
2-pyrrolidone
Pyrrolidine
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Amino acid
Carboxylic acid
Azacycle
Organoheterocyclic compound
Amine
Primary amine
Organic oxide
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
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

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

110558327

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14101167

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-1-[(3s)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid (NP0327713)

MOL for NP0327713 ((2s)-1-[(3s)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid)

3D MOL for NP0327713 ((2s)-1-[(3s)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid)

3D SDF for NP0327713 ((2s)-1-[(3s)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid)

3D-SDF for NP0327713 ((2s)-1-[(3s)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid)

PDB for NP0327713 ((2s)-1-[(3s)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid)

3D PDB for NP0327713 ((2s)-1-[(3s)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid)

SMILES for NP0327713 ((2s)-1-[(3s)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid)

INCHI for NP0327713 ((2s)-1-[(3s)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid)

Structure for NP0327713 ((2s)-1-[(3s)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid)

3D Structure for NP0327713 ((2s)-1-[(3s)-3-amino-3-carboxypropyl]-5-oxopyrrolidine-2-carboxylic acid)