NP-MRD: Showing NP-Card for Phenylalanylphenylalanine (NP0339243)

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Record Information

Version

2.0

Created at

2024-09-11 20:39:27 UTC

Updated at

2024-09-11 20:39:27 UTC

NP-MRD ID

NP0339243

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phenylalanylphenylalanine

Description

Phenylalanylphenylalanine 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. Phenylalanylphenylalanine was first documented in 2021 (PMID: 33598460). Based on a literature review a small amount of articles have been published on Phenylalanylphenylalanine (PMID: 37246562) (PMID: 36781041).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262323112D          

 23 24  0  0  0  0            999 V2000
    9.7213  -11.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8963  -11.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1338  -10.4911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4838  -11.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4838  -10.4911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1338  -11.9200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6588  -11.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2463  -12.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2463  -11.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4213  -11.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4213  -12.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0088  -11.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8963   -9.7766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4838   -9.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7213   -9.7766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6588   -9.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8963   -8.3477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2463   -8.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4213   -8.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6588   -7.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2463   -6.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0088   -7.6332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4213   -6.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  6  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  2  1  0  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 11  8  1  0  0  0  0
 10  9  2  0  0  0  0
 12 10  1  0  0  0  0
 12 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15 13  2  0  0  0  0
  5 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 14  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 22 19  1  0  0  0  0
 21 20  2  0  0  0  0
 23 21  1  0  0  0  0
 23 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339243

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1/C18H20N2O3/c19-15(11-13-7-3-1-4-8-13)17(21)20-16(18(22)23)12-14-9-5-2-6-10-14/h1-10,15-16H,11-12,19H2,(H,20,21)(H,22,23)

> <INCHI_KEY>
GKZIWHRNKRBEOH-UHFFFAOYNA-N

> <FORMULA>
C18H20N2O3

> <MOLECULAR_WEIGHT>
312.369

> <EXACT_MASS>
312.147392512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.67898042818413

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-amino-3-phenylpropanamido)-3-phenylpropanoic acid

> <JCHEM_LOGP>
-0.06665742104886124

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.611178230307813

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7808946240619323

> <JCHEM_PKA_STRONGEST_BASIC>
8.009683851231957

> <JCHEM_POLAR_SURFACE_AREA>
92.42

> <JCHEM_REFRACTIVITY>
87.03270000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
phe-phe

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      18.146 -20.917   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.606 -20.917   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      18.916 -19.583   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      15.836 -22.251   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      15.836 -19.583   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0      18.916 -22.251   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      14.296 -22.251   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.526 -23.584   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.526 -20.917   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.986 -20.917   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.986 -23.584   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.216 -22.251   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.606 -18.250   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.836 -16.916   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      18.146 -18.250   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      14.296 -16.916   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      16.606 -15.582   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      13.526 -15.582   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.986 -15.582   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.296 -14.249   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.526 -12.915   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.216 -14.249   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.986 -12.915   0.000  0.00  0.00           C+0
CONECT    1    2    3    6                                                  
CONECT    2    1    4    5                                                  
CONECT    3    1                                                            
CONECT    4    2    7                                                       
CONECT    5    2   13                                                       
CONECT    6    1                                                            
CONECT    7    4    8    9                                                  
CONECT    8    7   11                                                       
CONECT    9    7   10                                                       
CONECT   10    9   12                                                       
CONECT   11    8   12                                                       
CONECT   12   10   11                                                       
CONECT   13   14   15    5                                                  
CONECT   14   13   16   17                                                  
CONECT   15   13                                                            
CONECT   16   14   18                                                       
CONECT   17   14                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18   22                                                       
CONECT   20   18   21                                                       
CONECT   21   20   23                                                       
CONECT   22   19   23                                                       
CONECT   23   21   22                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₀N₂O₃

Average Mass

312.3690 Da

Monoisotopic Mass

312.14739 Da

IUPAC Name

2-(2-amino-3-phenylpropanamido)-3-phenylpropanoic acid

Traditional Name

phe-phe

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1/C18H20N2O3/c19-15(11-13-7-3-1-4-8-13)17(21)20-16(18(22)23)12-14-9-5-2-6-10-14/h1-10,15-16H,11-12,19H2,(H,20,21)(H,22,23)

InChI Key

GKZIWHRNKRBEOH-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
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Aralkylamine
Benzenoid
Monocyclic benzene moiety
Fatty amide
Fatty acyl
Secondary carboxylic acid amide
Carboxamide group
Amino acid
Amino acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid
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	-0.067	ChemAxon
pKa (Strongest Acidic)	3.78	ChemAxon
pKa (Strongest Basic)	8.01	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	87.03 m³·mol⁻¹	ChemAxon
Polarizability	33.68 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Chen S, Li C, Qin Z, Song L, Zhang S, Sun C, Zhuang P, Wang Y, Yang B, Ning L, Li Y: Serum Metabolomic Profiles for Distinguishing Lung Cancer From Pulmonary Tuberculosis: Identification of Rapid and Noninvasive Biomarker. J Infect Dis. 2023 Nov 2;228(9):1154-1165. doi: 10.1093/infdis/jiad175. [PubMed:37246562 ]
Lin S, Li P, Qin J, Liu Q, Zhang J, Meng N, Jia C, Zhu K, Lv D, Sun L, Shang T, Lin Y, Niu W, Wang T: Exploring the key factors of schizophrenia relapse by integrating LC-MS/(1)H NMR metabolomics and weighted correlation network analysis. Clin Chim Acta. 2023 Feb 15;541:117252. doi: 10.1016/j.cca.2023.117252. Epub 2023 Feb 11. [PubMed:36781041 ]
Du Y, Fan P, Zou L, Jiang Y, Gu X, Yu J, Zhang C: Serum Metabolomics Study of Papillary Thyroid Carcinoma Based on HPLC-Q-TOF-MS/MS. Front Cell Dev Biol. 2021 Feb 1;9:593510. doi: 10.3389/fcell.2021.593510. eCollection 2021. [PubMed:33598460 ]

Showing NP-Card for Phenylalanylphenylalanine (NP0339243)

MOL for NP0339243 (Phenylalanylphenylalanine)

3D MOL for NP0339243 (Phenylalanylphenylalanine)

3D SDF for NP0339243 (Phenylalanylphenylalanine)

3D-SDF for NP0339243 (Phenylalanylphenylalanine)

PDB for NP0339243 (Phenylalanylphenylalanine)

3D PDB for NP0339243 (Phenylalanylphenylalanine)

SMILES for NP0339243 (Phenylalanylphenylalanine)

INCHI for NP0339243 (Phenylalanylphenylalanine)

Structure for NP0339243 (Phenylalanylphenylalanine)

3D Structure for NP0339243 (Phenylalanylphenylalanine)