Showing metabocard for N-Formylphenylalanine (MMDBc0000725)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:53:36 UTC
Update Date2024-04-30 19:33:36 UTC
Metabolite IDMMDBc0000725
Metabolite Identification
Common NameN-Formylphenylalanine
DescriptionN-Formylphenylalanine, also known as OHC-Phe-OH, belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Formylphenylalanine has been identified in the human placenta (PMID: 32033212 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9208d6ade8>


  Mrv1652311221917072D          

 14 14  0  0  0  0            999 V2000
10000.7294 9999.9999    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.014610000.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7294 9999.1770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.4421 9998.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.442110000.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1569 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.442110001.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.301710000.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.587310000.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.872710000.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8727 9999.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5872 9998.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3017 9999.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4416 9997.9390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  1  0  0  0
  1  5  1  0  0  0  0
  3  4  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13  8  1  0  0  0  0
  2  8  1  0  0  0  0
  4 14  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f9208d6ade8>

HMDB0240317
     RDKit          3D
N-Formylphenylalanine
 25 25  0  0  0  0  0  0  0  0999 V2000
    2.9604   -2.8627    1.3248 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139   -2.1680    0.7925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8326   -0.8903    0.6062 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6386    0.4767    0.4069 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7831    0.8025   -0.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5595    0.2630   -0.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8086   -1.0345   -1.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1189   -1.4930   -1.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1790   -0.7056   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9290    0.6413   -0.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6162    1.0749   -0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2136    1.2629    1.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0191    0.6873    2.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0321    2.6312    1.5184 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2199   -2.9373    0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9677   -0.6002    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355    0.9798    0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7221    1.9235   -0.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3535    0.5500   -1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0098   -1.6572   -1.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2758   -2.5163   -1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173   -1.0535   -0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509    1.2726   -0.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4799    2.1274   -0.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5332    3.2255    0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  2  0
 12 14  1  0
 11  6  1  0
  2 15  1  0
  3 16  1  0
  4 17  1  6
  5 18  1  0
  5 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 14 25  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f9208d6ade8>


  Mrv1652311221917072D          

 14 14  0  0  0  0            999 V2000
10000.7294 9999.9999    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.014610000.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7294 9999.1770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.4421 9998.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.442110000.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1569 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.442110001.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.301710000.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.587310000.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.872710000.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8727 9999.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5872 9998.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3017 9999.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4416 9997.9390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  1  0  0  0
  1  5  1  0  0  0  0
  3  4  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13  8  1  0  0  0  0
  2  8  1  0  0  0  0
  4 14  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000725

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)[C@H](CC1=CC=CC=C1)NC=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO3/c12-7-11-9(10(13)14)6-8-4-2-1-3-5-8/h1-5,7,9H,6H2,(H,11,12)(H,13,14)/t9-/m0/s1

> <INCHI_KEY>
NSTPXGARCQOSAU-VIFPVBQESA-N

> <FORMULA>
C10H11NO3

> <MOLECULAR_WEIGHT>
193.1992

> <EXACT_MASS>
193.073893223

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
19.115405308047627

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-formamido-3-phenylpropanoic acid

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
0.8477629480000001

> <ALOGPS_LOGS>
-2.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.903542048267166

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.94464099625633

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5730346292616728

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
50.069600000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.56e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-formamido-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f9208d6ade8>

HMDB0240317
     RDKit          3D
N-Formylphenylalanine
 25 25  0  0  0  0  0  0  0  0999 V2000
    2.9604   -2.8627    1.3248 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139   -2.1680    0.7925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8326   -0.8903    0.6062 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6386    0.4767    0.4069 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7831    0.8025   -0.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5595    0.2630   -0.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8086   -1.0345   -1.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1189   -1.4930   -1.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1790   -0.7056   -0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9290    0.6413   -0.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6162    1.0749   -0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2136    1.2629    1.6023 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0191    0.6873    2.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0321    2.6312    1.5184 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2199   -2.9373    0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9677   -0.6002    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355    0.9798    0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7221    1.9235   -0.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3535    0.5500   -1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0098   -1.6572   -1.3981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2758   -2.5163   -1.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173   -1.0535   -0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509    1.2726   -0.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4799    2.1274   -0.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5332    3.2255    0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  2  0
 12 14  1  0
 11  6  1  0
  2 15  1  0
  3 16  1  0
  4 17  1  6
  5 18  1  0
  5 19  1  0
  7 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 14 25  1  0
M  END
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PDB for #<Metabolite:0x00007f9208d6ade8>

HEADER    PROTEIN                                 22-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-NOV-19         0                                  
HETATM    1  C   UNK     0    8668.0288666.666   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8666.6948667.436   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    8668.0288665.130   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    8669.3598664.359   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8669.3598667.436   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8670.6938666.666   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8669.3598668.974   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8665.3638666.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8664.0308667.438   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.6968666.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8662.6968665.128   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8664.0298664.358   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.3638665.128   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8669.3588662.819   0.000  0.00  0.00           O+0
CONECT    1    2    3    5                                                  
CONECT    2    1    8                                                       
CONECT    3    1    4                                                       
CONECT    4    3   14                                                       
CONECT    5    1    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    9   13    2                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    4                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END
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3D PDB for #<Metabolite:0x00007f9208d6ade8>

COMPND    HMDB0240317
HETATM    1  O1  UNL     1       2.960  -2.863   1.325  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.014  -2.168   0.792  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.833  -0.890   0.606  1.00  0.00           N  
HETATM    4  C2  UNL     1       1.639   0.477   0.407  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.783   0.803  -0.810  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.559   0.263  -0.776  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.809  -1.034  -1.117  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.119  -1.493  -1.104  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.179  -0.706  -0.762  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.929   0.641  -0.407  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.616   1.075  -0.430  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.214   1.263   1.602  1.00  0.00           C  
HETATM   13  O2  UNL     1       1.019   0.687   2.690  1.00  0.00           O  
HETATM   14  O3  UNL     1       1.032   2.631   1.518  1.00  0.00           O  
HETATM   15  H1  UNL     1       1.220  -2.937   0.450  1.00  0.00           H  
HETATM   16  H2  UNL     1       2.968  -0.600   1.309  1.00  0.00           H  
HETATM   17  H3  UNL     1       2.635   0.980   0.141  1.00  0.00           H  
HETATM   18  H4  UNL     1       0.722   1.924  -0.814  1.00  0.00           H  
HETATM   19  H5  UNL     1       1.353   0.550  -1.721  1.00  0.00           H  
HETATM   20  H6  UNL     1       0.010  -1.657  -1.398  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.276  -2.516  -1.378  1.00  0.00           H  
HETATM   22  H8  UNL     1      -4.217  -1.053  -0.743  1.00  0.00           H  
HETATM   23  H9  UNL     1      -3.751   1.273  -0.138  1.00  0.00           H  
HETATM   24  H10 UNL     1      -1.480   2.127  -0.131  1.00  0.00           H  
HETATM   25  H11 UNL     1       1.533   3.225   0.887  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   15
CONECT    3    4   16
CONECT    4    5   12   17
CONECT    5    6   18   19
CONECT    6    7    7   11
CONECT    7    8   20
CONECT    8    9    9   21
CONECT    9   10   22
CONECT   10   11   11   23
CONECT   11   24
CONECT   12   13   13   14
CONECT   14   25
END
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SMILES for #<Metabolite:0x00007f9208d6ade8>

OC(=O)[C@H](CC1=CC=CC=C1)NC=O
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INCHI for #<Metabolite:0x00007f9208d6ade8>

InChI=1S/C10H11NO3/c12-7-11-9(10(13)14)6-8-4-2-1-3-5-8/h1-5,7,9H,6H2,(H,11,12)(H,13,14)/t9-/m0/s1
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Synonyms
ValueSource
(2S)-2-Formamido-3-phenyl-propanoic acidChEBI
For-pheChEBI
N-Formyl-3-phenyl-L-alanineChEBI
N-FormylphenylalanineChEBI
OHC-Phe-OHChEBI
(2S)-2-Formamido-3-phenyl-propanoateGenerator
(2S)-2-Formamido-3-phenylpropanoic acidHMDB
(2S)-2-Formamido-3-phenylpropionic acidHMDB
L-N-FormylphenylalanineHMDB
N-Formyl-3-phenylalanineHMDB
N-Formyl-L-phenylalanineHMDB
Molecular FormulaC10H11NO3
Average Mass193.1992
Monoisotopic Mass193.073893223
IUPAC Name(2S)-2-formamido-3-phenylpropanoic acid
Traditional Name(2S)-2-formamido-3-phenylpropanoic acid
CAS Registry NumberNot Available
SMILES
OC(=O)[C@H](CC1=CC=CC=C1)NC=O
InChI Identifier
InChI=1S/C10H11NO3/c12-7-11-9(10(13)14)6-8-4-2-1-3-5-8/h1-5,7,9H,6H2,(H,11,12)(H,13,14)/t9-/m0/s1
InChI KeyNSTPXGARCQOSAU-VIFPVBQESA-N