Showing metabocard for L-alpha-phenylglycine (MMDBc0054533)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-05 23:16:53 UTC
Update Date2022-08-12 20:09:01 UTC
Metabolite IDMMDBc0054533
Metabolite Identification
Common NameL-alpha-phenylglycine
DescriptionL-alpha-phenylglycine zwitterion, also known as L-a-phenylglycine or L-PHG amino acid, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-alpha-phenylglycine zwitterion is a very strong basic compound (based on its pKa).
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007feca2351f60>


  Mrv0541 05031415082D          

 12 12  0  0  1  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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  1  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
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   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
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  7  9  1  1  0  0  0
 10  8  2  0  0  0  0
 11  8  1  0  0  0  0
  7 12  1  1  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007feca2351f60>

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3D SDF for #<Metabolite:0x00007feca2351f60>

  Mrv0541 05031415082D          

 12 12  0  0  1  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    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  1  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
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   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
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  7  9  1  1  0  0  0
 10  8  2  0  0  0  0
 11  8  1  0  0  0  0
  7 12  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054533

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](N)(C(O)=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H9NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H,10,11)/t7-/m0/s1

> <INCHI_KEY>
ZGUNAGUHMKGQNY-ZETCQYMHSA-N

> <FORMULA>
C8H9NO2

> <MOLECULAR_WEIGHT>
151.1626

> <EXACT_MASS>
151.063328537

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
15.055650640193079

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-2-phenylacetic acid

> <ALOGPS_LOGP>
-1.52

> <JCHEM_LOGP>
-1.472400420999986

> <ALOGPS_LOGS>
-1.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.2288363541839846

> <JCHEM_PKA_STRONGEST_BASIC>
8.84962706229888

> <JCHEM_POLAR_SURFACE_AREA>
63.32000000000001

> <JCHEM_REFRACTIVITY>
40.3613

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.65e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-phenylglycine

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007feca2351f60>
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PDB for #<Metabolite:0x00007feca2351f60>
HEADER    PROTEIN                                 03-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5    7                                                  
CONECT    7    6    8    9   12                                             
CONECT    8    7   10   11                                                  
CONECT    9    7                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12    7                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for #<Metabolite:0x00007feca2351f60>
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SMILES for #<Metabolite:0x00007feca2351f60>
[H][C@@](N)(C(O)=O)C1=CC=CC=C1
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INCHI for #<Metabolite:0x00007feca2351f60>
InChI=1S/C8H9NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H,10,11)/t7-/m0/s1
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Synonyms
ValueSource
L-alpha-PhenylglycineChEBI
PhenylglycineKegg
L-a-PhenylglycineGenerator
L-Α-phenylglycineGenerator
L-a-Phenylglycine zwitterionGenerator
L-Α-phenylglycine zwitterionGenerator
2-Phenylglycine, (L)-isomerMeSH
2-Phenylglycine, (D)-isomerMeSH
L-PhenylglycineMeSH
2-PhenylglycineMeSH
2-Phenylglycine, (DL)-isomerMeSH
L-PHG Amino acidMeSH
D-PhenylglycineMeSH
(AlphaS)-alpha-aminobenzeneacetic acidChEBI
L-(+)-2-PhenylglycineChEBI
L-(+)-alpha-Aminophenylacetic acidChEBI
L-(+)-alpha-PhenylglycineChEBI
(AlphaS)-a-aminobenzeneacetateGenerator
(AlphaS)-a-aminobenzeneacetic acidGenerator
(AlphaS)-alpha-aminobenzeneacetateGenerator
(AlphaS)-α-aminobenzeneacetateGenerator
(AlphaS)-α-aminobenzeneacetic acidGenerator
L-(+)-a-AminophenylacetateGenerator
L-(+)-a-Aminophenylacetic acidGenerator
L-(+)-alpha-AminophenylacetateGenerator
L-(+)-α-aminophenylacetateGenerator
L-(+)-α-aminophenylacetic acidGenerator
L-(+)-a-PhenylglycineGenerator
L-(+)-α-phenylglycineGenerator
Molecular FormulaC8H9NO2
Average Mass151.1626
Monoisotopic Mass151.063328537
IUPAC Name(2S)-2-amino-2-phenylacetic acid
Traditional NameL-phenylglycine
CAS Registry NumberNot Available
SMILES
[H][C@@](N)(C(O)=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C8H9NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H,10,11)/t7-/m0/s1
InChI KeyZGUNAGUHMKGQNY-ZETCQYMHSA-N