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Showing NP-Card for 4-Oxoproline (NP0340127)

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Record Information
Version2.0
Created at2024-09-12 01:39:23 UTC
Updated at2024-09-12 01:39:24 UTC
NP-MRD IDNP0340127
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-Oxoproline
Description 4-Oxoproline was first documented in 2021 (PMID: 34586797). Based on a literature review a small amount of articles have been published on 4-Oxoproline (PMID: 35482316) (PMID: 35938176) (PMID: 36015418) (PMID: 35181725).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0340127 (4-Oxoproline)


  Mrv2104 05272304112D          

  9  9  0  0  0  0            999 V2000
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  3  2  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
M  CHG  1   9  -1
M  END
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3D MOL for NP0340127 (4-Oxoproline)

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3D SDF for NP0340127 (4-Oxoproline)

  Mrv2104 05272304112D          

  9  9  0  0  0  0            999 V2000
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  3  2  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
M  CHG  1   9  -1
M  END
> <DATABASE_ID>
NP0340127

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[O-]C(=O)C1CC(=O)CN1

> <INCHI_IDENTIFIER>
InChI=1/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h4,6H,1-2H2,(H,8,9)/p-1

> <INCHI_KEY>
HFXAFXVXPMUQCQ-UHFFFAOYNA-M

> <FORMULA>
C5H6NO3

> <MOLECULAR_WEIGHT>
128.108

> <EXACT_MASS>
128.035316637

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
11.194609708455058

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-oxopyrrolidine-2-carboxylate

> <JCHEM_LOGP>
-3.1207683088985303

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.894712135865465

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.4809404891488427

> <JCHEM_PKA_STRONGEST_BASIC>
6.80039654347544

> <JCHEM_POLAR_SURFACE_AREA>
69.23

> <JCHEM_REFRACTIVITY>
39.1364

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-oxoprolinate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0340127 (4-Oxoproline)
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PDB for NP0340127 (4-Oxoproline)
HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.735  -1.536   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.290  -0.290   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0       1.060   3.620   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       4.267  -1.375   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.109  -2.943   0.000  0.00  0.00           O-1
CONECT    1    3    4                                                       
CONECT    2    3    6                                                       
CONECT    3    1    2    7                                                  
CONECT    4    1    5    6                                                  
CONECT    5    4    8    9                                                  
CONECT    6    2    4                                                       
CONECT    7    3                                                            
CONECT    8    5                                                            
CONECT    9    5                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END

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3D PDB for NP0340127 (4-Oxoproline)
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SMILES for NP0340127 (4-Oxoproline)
[O-]C(=O)C1CC(=O)CN1
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INCHI for NP0340127 (4-Oxoproline)
InChI=1/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h4,6H,1-2H2,(H,8,9)/p-1
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SynonymsNot Available
Chemical FormulaC5H6NO3
Average Mass128.1080 Da
Monoisotopic Mass128.03532 Da
IUPAC Name4-oxopyrrolidine-2-carboxylate
Traditional Name4-oxoprolinate
CAS Registry NumberNot Available
SMILES
[O-]C(=O)C1CC(=O)CN1
InChI Identifier
InChI=1/C5H7NO3/c7-3-1-4(5(8)9)6-2-3/h4,6H,1-2H2,(H,8,9)/p-1
InChI KeyHFXAFXVXPMUQCQ-UHFFFAOYNA-M
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-3.1ChemAxon
pKa (Strongest Acidic)2.48ChemAxon
pKa (Strongest Basic)6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area69.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity39.14 m³·mol⁻¹ChemAxon
Polarizability11.19 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPyroglutamic acid  
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Panth N, Wenger ES, Krebs C, Bollinger JM Jr, Grossman RB: Synthesis of 6,6- and 7,7-Difluoro-1-acetamidopyrrolizidines and Their Oxidation Catalyzed by the Nonheme Fe Oxygenase LolO. Chembiochem. 2022 Jul 5;23(13):e202200081. doi: 10.1002/cbic.202200081. Epub 2022 May 17. [PubMed:35482316  ] 
  2. Wang K, Ye X, Yin C, Ren Q, Chen Y, Qin X, Duan C, Lu A, Gao L, Guan D: Computational Metabolomics Reveals the Potential Mechanism of Matrine Mediated Metabolic Network Against Hepatocellular Carcinoma. Front Cell Dev Biol. 2022 Jul 22;10:859236. doi: 10.3389/fcell.2022.859236.  eCollection 2022. [PubMed:35938176  ] 
  3. Chang D, Liu H, An M, Hong D, Fan H, Wang K, Li Z: Integrated Transcriptomic and Metabolomic Analysis of the Mechanism of Foliar Application of Hormone-Type Growth Regulator in the Improvement of Grape (Vitis vinifera L.) Coloration in Saline-Alkaline Soil. Plants (Basel). 2022 Aug 15;11(16):2115. doi: 10.3390/plants11162115. [PubMed:36015418  ] 
  4. Machushynets NV, Elsayed SS, Du C, Siegler MA, de la Cruz M, Genilloud O, Hankemeier T, van Wezel GP: Discovery of actinomycin L, a new member of the actinomycin family of antibiotics. Sci Rep. 2022 Feb 18;12(1):2813. doi: 10.1038/s41598-022-06736-0. [PubMed:35181725  ] 
  5. Wang A, Chen X, Wu S, Jia W, Jiao J, Zhang Y: Unraveling the Serum Metabolomic Profile of Acrylamide-Induced Cardiovascular Toxicity. J Agric Food Chem. 2021 Oct 13;69(40):12012-12020. doi: 10.1021/acs.jafc.1c04367.  Epub 2021 Sep 29. [PubMed:34586797  ]