NP-MRD: Showing NP-Card for Phenylalanyl-Glycine (NP0339526)

You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on NP-MRD.

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 22:16:29 UTC

Updated at

2024-09-11 22:16:30 UTC

NP-MRD ID

NP0339526

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phenylalanyl-Glycine

Description

Phenylalanyl-Glycine was first documented in 2005 (PMID: 16302809). Based on a literature review a small amount of articles have been published on Phenylalanyl-Glycine (PMID: 18452323) (PMID: 18336363).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272300482D          

 16 16  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  4  2  0  0  0  0
  8  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  9  1  0  0  0  0
 13  7  1  4  0  0  0
 13 11  2  0  0  0  0
 14 10  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339526

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(CC1=CC=CC=C1)C(O)=NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C11H14N2O3/c12-9(11(16)13-7-10(14)15)6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,16)(H,14,15)

> <INCHI_KEY>
GLUBLISJVJFHQS-UHFFFAOYNA-N

> <FORMULA>
C11H14N2O3

> <MOLECULAR_WEIGHT>
222.244

> <EXACT_MASS>
222.100442319

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
22.939392123070483

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2-amino-1-hydroxy-3-phenylpropylidene)amino]acetic acid

> <JCHEM_LOGP>
-1.6951618281287903

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.314072058450582

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.39537278200525

> <JCHEM_PKA_STRONGEST_BASIC>
9.535075564537308

> <JCHEM_POLAR_SURFACE_AREA>
95.91000000000001

> <JCHEM_REFRACTIVITY>
58.44150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(2-amino-1-hydroxy-3-phenylpropylidene)amino]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       4.001   3.850   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       4.001   6.930   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       5.335  10.780   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    8                                                       
CONECT    5    3    8                                                       
CONECT    6    8    9                                                       
CONECT    7   10   13                                                       
CONECT    8    4    5    6                                                  
CONECT    9    6   11   12                                                  
CONECT   10    7   14   15                                                  
CONECT   11    9   13   16                                                  
CONECT   12    9                                                            
CONECT   13    7   11                                                       
CONECT   14   10                                                            
CONECT   15   10                                                            
CONECT   16   11                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₄N₂O₃

Average Mass

222.2440 Da

Monoisotopic Mass

222.10044 Da

IUPAC Name

2-[(2-amino-1-hydroxy-3-phenylpropylidene)amino]acetic acid

Traditional Name

[(2-amino-1-hydroxy-3-phenylpropylidene)amino]acetic acid

CAS Registry Number

Not Available

SMILES

NC(CC1=CC=CC=C1)C(O)=NCC(O)=O

InChI Identifier

InChI=1/C11H14N2O3/c12-9(11(16)13-7-10(14)15)6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,16)(H,14,15)

InChI Key

GLUBLISJVJFHQS-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	-1.7	ChemAxon
pKa (Strongest Acidic)	3.4	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.91 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	58.44 m³·mol⁻¹	ChemAxon
Polarizability	22.94 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

Pizzanelli S, Forte C, Monti S: Study of the interaction of GFG tripeptide with cesium perfluorooctanoate micelles by means of NMR spectroscopy and MD simulations. Langmuir. 2008 Jun 3;24(11):5809-15. doi: 10.1021/la703756u. Epub 2008 May 2. [PubMed:18452323 ]
Koleva BB: Linear-polarized IR-spectroscopic and structural elucidation of glycyl-L-phenylalanyl-glycine hydrochloride monohydrate. Protein Pept Lett. 2008;15(3):309-13. doi: 10.2174/092986608783744162. [PubMed:18336363 ]
Loser R, Schilling K, Dimmig E, Gutschow M: Interaction of papain-like cysteine proteases with dipeptide-derived nitriles. J Med Chem. 2005 Dec 1;48(24):7688-707. doi: 10.1021/jm050686b. [PubMed:16302809 ]

Showing NP-Card for Phenylalanyl-Glycine (NP0339526)

MOL for NP0339526 (Phenylalanyl-Glycine)

3D MOL for NP0339526 (Phenylalanyl-Glycine)

3D SDF for NP0339526 (Phenylalanyl-Glycine)

3D-SDF for NP0339526 (Phenylalanyl-Glycine)

PDB for NP0339526 (Phenylalanyl-Glycine)

3D PDB for NP0339526 (Phenylalanyl-Glycine)

SMILES for NP0339526 (Phenylalanyl-Glycine)

INCHI for NP0339526 (Phenylalanyl-Glycine)

Structure for NP0339526 (Phenylalanyl-Glycine)

3D Structure for NP0339526 (Phenylalanyl-Glycine)