NP-MRD: Showing NP-Card for Phenylalanyl-Alanine (NP0339525)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 22:16:13 UTC

Updated at

2024-09-11 22:16:13 UTC

NP-MRD ID

NP0339525

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phenylalanyl-Alanine

Description

Phenylalanyl-Alanine 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. Phenylalanyl-Alanine was first documented in 2010 (PMID: 20128771). Based on a literature review a small amount of articles have been published on Phenylalanyl-Alanine (PMID: 36349659) (PMID: 35653354) (PMID: 34175752) (PMID: 19629648).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272300482D          

 17 17  0  0  0  0            999 V2000
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    1.4289    3.3000    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
    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
    0.7145    3.7125    0.0000 O   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
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  1  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14  8  1  4  0  0  0
 14 11  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  2  0  0  0  0
 17 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339525

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(N=C(O)C(N)CC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C12H16N2O3/c1-8(12(16)17)14-11(15)10(13)7-9-5-3-2-4-6-9/h2-6,8,10H,7,13H2,1H3,(H,14,15)(H,16,17)

> <INCHI_KEY>
MIDZLCFIAINOQN-UHFFFAOYNA-N

> <FORMULA>
C12H16N2O3

> <MOLECULAR_WEIGHT>
236.271

> <EXACT_MASS>
236.116092383

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
24.142429309734645

> <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]propanoic acid

> <JCHEM_LOGP>
-1.121846054191318

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.3357601241587345

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4291792015865075

> <JCHEM_PKA_STRONGEST_BASIC>
9.534681680895796

> <JCHEM_POLAR_SURFACE_AREA>
95.91000000000001

> <JCHEM_REFRACTIVITY>
62.935400000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2-amino-1-hydroxy-3-phenylpropylidene)amino]propanoic 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       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   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  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       4.001   3.850   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       4.001   6.930   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.335  10.780   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    9                                                       
CONECT    6    4    9                                                       
CONECT    7    9   10                                                       
CONECT    8    1   12   14                                                  
CONECT    9    5    6    7                                                  
CONECT   10    7   11   13                                                  
CONECT   11   10   14   15                                                  
CONECT   12    8   16   17                                                  
CONECT   13   10                                                            
CONECT   14    8   11                                                       
CONECT   15   11                                                            
CONECT   16   12                                                            
CONECT   17   12                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₆N₂O₃

Average Mass

236.2710 Da

Monoisotopic Mass

236.11609 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CC(N=C(O)C(N)CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1/C12H16N2O3/c1-8(12(16)17)14-11(15)10(13)7-9-5-3-2-4-6-9/h2-6,8,10H,7,13H2,1H3,(H,14,15)(H,16,17)

InChI Key

MIDZLCFIAINOQN-UHFFFAOYNA-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
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alanine or derivatives
Alpha-amino acid or derivatives
Amphetamine or derivatives
Aralkylamine
Fatty amide
Benzenoid
Monocyclic benzene moiety
Fatty acyl
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	-1.1	ChemAxon
pKa (Strongest Acidic)	3.43	ChemAxon
pKa (Strongest Basic)	9.53	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	62.94 m³·mol⁻¹	ChemAxon
Polarizability	24.14 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

Zhang J, Wang Y, Wang J, Yan Y, Li J, Li Z: Self-assembly of an in silico designed dipeptide derivative to obtain photo-responsive vesicles. Phys Chem Chem Phys. 2022 Nov 23;24(45):27751-27758. doi: 10.1039/d2cp03258a. [PubMed:36349659 ]
Li Z, Mu Y, Guo C, You X, Liu X, Li Q, Sun W: Analysis of the saliva metabolic signature in patients with primary Sjogren's syndrome. PLoS One. 2022 Jun 2;17(6):e0269275. doi: 10.1371/journal.pone.0269275. eCollection 2022. [PubMed:35653354 ]
Farrokhpour H, Aboutorab M, Amiri R, Tabrizchi M: Li(+) and Na(+) attachment to some dipeptides via LDI-TOF mass spectrometry: Fragmentation patterns. Spectrochim Acta A Mol Biomol Spectrosc. 2021 Dec 5;262:120093. doi: 10.1016/j.saa.2021.120093. Epub 2021 Jun 21. [PubMed:34175752 ]
Gezginci-Oktayoglu S, Bolkent S, Bayrak BB, Yanardag R: Z-FA.FMK activates duodenal epithelial cell proliferation through oxidative stress, NF-kappaB and IL-1beta in D-GalN/TNF-alpha-administered mice. Cell Biol Int. 2010 Apr 8;34(5):543-52. doi: 10.1042/CBI20090485. [PubMed:20128771 ]
Oztay F, Gezginci-Oktayoglu S, Bayrak BB, Yanardag R, Bolkent S: Cathepsin B inhibition improves lung injury associated to D-galactosamine/tumor necrosis factor-alpha-induced liver injury in mice. Mol Cell Biochem. 2010 Jan;333(1-2):65-72. doi: 10.1007/s11010-009-0205-3. Epub 2009 Jul 22. [PubMed:19629648 ]

Showing NP-Card for Phenylalanyl-Alanine (NP0339525)

MOL for NP0339525 (Phenylalanyl-Alanine)

3D MOL for NP0339525 (Phenylalanyl-Alanine)

3D SDF for NP0339525 (Phenylalanyl-Alanine)

3D-SDF for NP0339525 (Phenylalanyl-Alanine)

PDB for NP0339525 (Phenylalanyl-Alanine)

3D PDB for NP0339525 (Phenylalanyl-Alanine)

SMILES for NP0339525 (Phenylalanyl-Alanine)

INCHI for NP0339525 (Phenylalanyl-Alanine)

Structure for NP0339525 (Phenylalanyl-Alanine)

3D Structure for NP0339525 (Phenylalanyl-Alanine)