NP-MRD: Showing NP-Card for N2-gamma-L-Glutamyl-L-arginine (NP0048192)

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Record Information

Version

2.0

Created at

2022-03-17 20:52:35 UTC

Updated at

2022-03-17 20:52:36 UTC

NP-MRD ID

NP0048192

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N2-gamma-L-Glutamyl-L-arginine

Description

N2-gamma-L-Glutamyl-L-arginine is found in Sphagnum palustre.

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241501522D          

 21 20  0  0  0  0            999 V2000
   12.6177    4.8099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    4.8099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    2.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    2.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    2.7474    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048192

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(CCC(=O)NC(CCCNC(N)=N)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H21N5O5/c12-6(9(18)19)3-4-8(17)16-7(10(20)21)2-1-5-15-11(13)14/h6-7H,1-5,12H2,(H,16,17)(H,18,19)(H,20,21)(H4,13,14,15)

> <INCHI_KEY>
AKAHWGGIUSJNNM-UHFFFAOYSA-N

> <FORMULA>
C11H21N5O5

> <MOLECULAR_WEIGHT>
303.319

> <EXACT_MASS>
303.154268796

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.137021686466625

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-[(4-carbamimidamido-1-carboxybutyl)carbamoyl]butanoic acid

> <ALOGPS_LOGP>
-3.61

> <JCHEM_LOGP>
-6.287089371386122

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.5394476586125996

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8864767958559563

> <JCHEM_PKA_STRONGEST_BASIC>
12.143669420456188

> <JCHEM_POLAR_SURFACE_AREA>
191.61999999999998

> <JCHEM_REFRACTIVITY>
82.01089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-[(4-carbamimidamido-1-carboxybutyl)carbamoyl]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  N   UNK     0      23.553   8.978   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      23.553   7.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.219   6.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.886   7.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.552   6.668   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      19.552   5.128   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      18.218   7.438   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      16.885   6.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.551   7.438   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.217   6.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.884   7.438   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      11.550   6.668   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      10.216   7.438   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       8.883   6.668   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      10.216   8.978   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      16.885   5.128   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      15.551   4.358   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      18.218   4.358   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      24.887   6.668   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      26.220   7.438   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      24.887   5.128   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    8   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    2   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

View in JSmol

Synonyms

Value	Source
N2-g-L-Glutamyl-L-arginine	Generator
N2-Γ-L-glutamyl-L-arginine	Generator

Chemical Formula

C₁₁H₂₁N₅O₅

Average Mass

303.3190 Da

Monoisotopic Mass

303.15427 Da

IUPAC Name

2-amino-4-[(4-carbamimidamido-1-carboxybutyl)carbamoyl]butanoic acid

Traditional Name

2-amino-4-[(4-carbamimidamido-1-carboxybutyl)carbamoyl]butanoic acid

CAS Registry Number

31106-03-3

SMILES

NC(CCC(=O)NC(CCCNC(N)=N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C11H21N5O5/c12-6(9(18)19)3-4-8(17)16-7(10(20)21)2-1-5-15-11(13)14/h6-7H,1-5,12H2,(H,16,17)(H,18,19)(H,20,21)(H4,13,14,15)

InChI Key

AKAHWGGIUSJNNM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Allium cepa	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Allium fistulosum	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Sphagnum palustre	LOTUS Database	35616633

Chemical Taxonomy

Description

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
Gamma-glutamyl alpha-amino acid
Arginine or derivatives
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid
Alpha-amino acid or derivatives
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Fatty acid
Fatty acyl
Amino acid or derivatives
Secondary carboxylic acid amide
Amino acid
Carboxamide group
Guanidine
Carboximidamide
Carboxylic acid
Hydrocarbon derivative
Imine
Primary aliphatic amine
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Carbonyl group
Organonitrogen compound
Organooxygen compound
Amine
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	-3.6	ALOGPS
logP	-6.3	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	1.89	ChemAxon
pKa (Strongest Basic)	12.14	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	191.62 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	82.01 m³·mol⁻¹	ChemAxon
Polarizability	30.14 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

FDB013916

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

18324563

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for N2-gamma-L-Glutamyl-L-arginine (NP0048192)

MOL for NP0048192 (N2-gamma-L-Glutamyl-L-arginine)

3D MOL for NP0048192 (N2-gamma-L-Glutamyl-L-arginine)

3D SDF for NP0048192 (N2-gamma-L-Glutamyl-L-arginine)

3D-SDF for NP0048192 (N2-gamma-L-Glutamyl-L-arginine)

PDB for NP0048192 (N2-gamma-L-Glutamyl-L-arginine)

3D PDB for NP0048192 (N2-gamma-L-Glutamyl-L-arginine)

SMILES for NP0048192 (N2-gamma-L-Glutamyl-L-arginine)

INCHI for NP0048192 (N2-gamma-L-Glutamyl-L-arginine)

Structure for NP0048192 (N2-gamma-L-Glutamyl-L-arginine)

3D Structure for NP0048192 (N2-gamma-L-Glutamyl-L-arginine)