NP-MRD: Showing NP-Card for Pyro-L-glutaminyl-L-glutamine (NP0335963)

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Record Information

Version

2.0

Created at

2024-09-11 04:04:56 UTC

Updated at

2024-09-11 04:04:56 UTC

NP-MRD ID

NP0335963

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pyro-L-glutaminyl-L-glutamine

Description

Pyro-L-glutaminyl-L-glutamine belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Pyro-L-glutaminyl-L-glutamine was first documented in 2020 (PMID: 32575657). Based on a literature review very few articles have been published on Pyro-L-glutaminyl-L-glutamine (PMID: 34993196).

Structure

MOL SDF PDB SMILES InChI

      
  Mrv2104 05262306372D          

 18 18  0  0  0  0            999 V2000
 2499.2747 2500.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9886 2499.5876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7028 2500.0010    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2501.4169 2499.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1313 2500.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8454 2499.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.5596 2500.0010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8454 2498.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7028 2500.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4169 2501.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9886 2501.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2747 2500.8257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8896 2500.0805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2497.2222 2499.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.4771 2498.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.3021 2498.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5569 2499.5956    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2496.4376 2499.8505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  9  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 18  2  0  0  0  0
 17  1  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0335963

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C10H15N3O5/c11-7(14)3-1-6(10(17)18)13-9(16)5-2-4-8(15)12-5/h5-6H,1-4H2,(H2,11,14)(H,12,15)(H,13,16)(H,17,18)/t5-,6-/s2

> <INCHI_KEY>
ILAITOFTZJRIFJ-IOMOGOHMNA-N

> <FORMULA>
C10H15N3O5

> <MOLECULAR_WEIGHT>
257.246

> <EXACT_MASS>
257.101170595

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
23.86005491071332

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-4-carbamoyl-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}butanoic acid

> <JCHEM_LOGP>
-2.586282018333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.228953547906837

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.642629420149816

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4909647510294994

> <JCHEM_POLAR_SURFACE_AREA>
138.58999999999997

> <JCHEM_REFRACTIVITY>
57.99780000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-carbamoyl-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0    4665.3134666.669   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4666.6454665.897   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4667.9794666.669   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    4669.3124665.897   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    4670.6454666.669   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4671.9784665.897   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    4673.3114666.669   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0    4671.9784664.358   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    4667.9794668.208   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    4669.3124668.975   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    4666.6454668.975   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    4665.3134668.208   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0    4662.7274666.817   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0    4661.4814665.912   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    4661.9574664.447   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4663.4974664.447   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    4663.9734665.912   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0    4660.0174666.388   0.000  0.00  0.00           O+0
CONECT    1    2   12   17                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    3   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    1                                                            
CONECT   13   14   17                                                       
CONECT   14   15   13   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13    1                                                  
CONECT   18   14                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₅N₃O₅

Average Mass

257.2460 Da

Monoisotopic Mass

257.10117 Da

IUPAC Name

(2S)-4-carbamoyl-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}butanoic acid

Traditional Name

(2S)-4-carbamoyl-2-{[(2S)-5-oxopyrrolidin-2-yl]formamido}butanoic acid

CAS Registry Number

Not Available

SMILES

NC(=O)CC[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(O)=O

InChI Identifier

InChI=1/C10H15N3O5/c11-7(14)3-1-6(10(17)18)13-9(16)5-2-4-8(15)12-5/h5-6H,1-4H2,(H2,11,14)(H,12,15)(H,13,16)(H,17,18)/t5-,6-/s2

InChI Key

ILAITOFTZJRIFJ-IOMOGOHMNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Glutamine or derivatives
Proline or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-acyl-l-glutamine
Alpha-amino acid or derivatives
Pyrrolidine-2-carboxamide
Pyrrolidine carboxylic acid or derivatives
Heterocyclic fatty acid
Fatty acid
Pyrrolidone
Fatty amide
2-pyrrolidone
Fatty acyl
Pyrrolidine
Carboxamide group
Lactam
Primary carboxylic acid amide
Secondary carboxylic acid amide
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organooxygen compound
Organic oxygen compound
Carbonyl group
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	-2.6	ChemAxon
pKa (Strongest Acidic)	3.64	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	138.59 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	58 m³·mol⁻¹	ChemAxon
Polarizability	23.86 Å³	ChemAxon
Number of Rings	1	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Xiong X, Chen X, Ma H, Zheng Z, Yang Y, Chen Z, Zhou Z, Pu J, Chen Q, Zheng M: Metabolite Changes in the Aqueous Humor of Patients With Retinal Vein Occlusion Macular Edema: A Metabolomics Analysis. Front Cell Dev Biol. 2021 Dec 21;9:762500. doi: 10.3389/fcell.2021.762500. eCollection 2021. [PubMed:34993196 ]
Longobardi V, Kosior MA, Pagano N, Fatone G, Staropoli A, Vassetti A, Vinale F, Campanile G, Gasparrini B: Changes in Bull Semen Metabolome in Relation to Cryopreservation and Fertility. Animals (Basel). 2020 Jun 19;10(6):1065. doi: 10.3390/ani10061065. [PubMed:32575657 ]

Showing NP-Card for Pyro-L-glutaminyl-L-glutamine (NP0335963)

MOL for NP0335963 (Pyro-L-glutaminyl-L-glutamine)

3D MOL for NP0335963 (Pyro-L-glutaminyl-L-glutamine)

3D SDF for NP0335963 (Pyro-L-glutaminyl-L-glutamine)

3D-SDF for NP0335963 (Pyro-L-glutaminyl-L-glutamine)

PDB for NP0335963 (Pyro-L-glutaminyl-L-glutamine)

3D PDB for NP0335963 (Pyro-L-glutaminyl-L-glutamine)

SMILES for NP0335963 (Pyro-L-glutaminyl-L-glutamine)

INCHI for NP0335963 (Pyro-L-glutaminyl-L-glutamine)

Structure for NP0335963 (Pyro-L-glutaminyl-L-glutamine)

3D Structure for NP0335963 (Pyro-L-glutaminyl-L-glutamine)