Showing metabocard for 3-Cyano-L-alanine (MMDBc0029996)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:49:57 UTC
Update Date2024-04-30 19:43:57 UTC
Metabolite IDMMDBc0029996
Metabolite Identification
Common Name3-Cyano-L-alanine
Description3-cyano-L-alanine is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon)
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fed15b85ab0>


  Mrv1652309042000402D          

  8  7  0  0  0  0            999 V2000
10000.764510001.0161    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.479310001.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.050810001.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.764510000.1912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.304310001.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.335210001.0161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.050810002.2532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.129210001.4283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
  5  8  3  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fed15b85ab0>

HMDB0060245
     RDKit          3D
L-3-Cyanoalanine
 14 13  0  0  0  0  0  0  0  0999 V2000
   -2.1965    1.7133    0.6241 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6792    0.9387   -0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0472   -0.0294   -0.9616 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620   -0.6419   -0.2857 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1645   -1.3221    0.9259 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1821    0.4169   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5164    1.0580   -1.1497 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7728    0.7358    1.0792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035   -0.8172   -1.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7447    0.4550   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5777   -1.3846   -1.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -2.0593    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3038   -0.7032    1.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1626    1.6399    1.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  3  9  1  0
  3 10  1  0
  4 11  1  6
  5 12  1  0
  5 13  1  0
  8 14  1  0
M  END
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3D SDF for #<Metabolite:0x00007fed15b85ab0>


  Mrv1652309042000402D          

  8  7  0  0  0  0            999 V2000
10000.764510001.0161    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.479310001.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.050810001.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.764510000.1912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.304310001.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.335210001.0161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.050810002.2532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.129210001.4283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
  5  8  3  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029996

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H6N2O2/c5-2-1-3(6)4(7)8/h3H,1,6H2,(H,7,8)/t3-/m0/s1

> <INCHI_KEY>
BXRLWGXPSRYJDZ-VKHMYHEASA-N

> <FORMULA>
C4H6N2O2

> <MOLECULAR_WEIGHT>
114.1026

> <EXACT_MASS>
114.042927446

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
10.272127716300005

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-3-cyanopropanoic acid

> <ALOGPS_LOGP>
-2.38

> <JCHEM_LOGP>
-3.424744084713867

> <ALOGPS_LOGS>
-0.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.22908298380166503

> <JCHEM_PKA_STRONGEST_BASIC>
7.228347482869566

> <JCHEM_POLAR_SURFACE_AREA>
87.11

> <JCHEM_REFRACTIVITY>
25.512

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.13e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-cyanoalanine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007fed15b85ab0>

HMDB0060245
     RDKit          3D
L-3-Cyanoalanine
 14 13  0  0  0  0  0  0  0  0999 V2000
   -2.1965    1.7133    0.6241 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6792    0.9387   -0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0472   -0.0294   -0.9616 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1620   -0.6419   -0.2857 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1645   -1.3221    0.9259 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1821    0.4169   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5164    1.0580   -1.1497 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7728    0.7358    1.0792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035   -0.8172   -1.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7447    0.4550   -1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5777   -1.3846   -1.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -2.0593    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3038   -0.7032    1.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1626    1.6399    1.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  3  9  1  0
  3 10  1  0
  4 11  1  6
  5 12  1  0
  5 13  1  0
  8 14  1  0
M  END
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PDB for #<Metabolite:0x00007fed15b85ab0>

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8668.0948668.563   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8669.4288669.333   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8666.7618669.333   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0    8668.0948667.024   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8670.9688669.333   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8665.4268668.563   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8666.7618670.873   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0    8672.5088669.333   0.000  0.00  0.00           N+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6    7                                                  
CONECT    4    1                                                            
CONECT    5    2    8                                                       
CONECT    6    3                                                            
CONECT    7    3                                                            
CONECT    8    5                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for #<Metabolite:0x00007fed15b85ab0>

COMPND    HMDB0060245
HETATM    1  N1  UNL     1      -2.196   1.713   0.624  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.679   0.939  -0.076  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.047  -0.029  -0.962  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.162  -0.642  -0.286  1.00  0.00           C  
HETATM    5  N2  UNL     1      -0.165  -1.322   0.926  1.00  0.00           N  
HETATM    6  C4  UNL     1       1.182   0.417  -0.113  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.516   1.058  -1.150  1.00  0.00           O  
HETATM    8  O2  UNL     1       1.773   0.736   1.079  1.00  0.00           O  
HETATM    9  H1  UNL     1      -1.804  -0.817  -1.212  1.00  0.00           H  
HETATM   10  H2  UNL     1      -0.745   0.455  -1.897  1.00  0.00           H  
HETATM   11  H3  UNL     1       0.578  -1.385  -1.004  1.00  0.00           H  
HETATM   12  H4  UNL     1       0.566  -2.059   1.098  1.00  0.00           H  
HETATM   13  H5  UNL     1      -0.304  -0.703   1.745  1.00  0.00           H  
HETATM   14  H6  UNL     1       2.163   1.640   1.228  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4    9   10
CONECT    4    5    6   11
CONECT    5   12   13
CONECT    6    7    7    8
CONECT    8   14
END
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SMILES for #<Metabolite:0x00007fed15b85ab0>

N[C@@H](CC#N)C(O)=O
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INCHI for #<Metabolite:0x00007fed15b85ab0>

InChI=1S/C4H6N2O2/c5-2-1-3(6)4(7)8/h3H,1,6H2,(H,7,8)/t3-/m0/s1
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Synonyms
ValueSource
L-beta-CyanoalanineChEBI, KEGG
L-b-CyanoalanineGenerator
L-β-CyanoalanineGenerator
beta-CyanoalanineMeSH, HMDB
3-CyanoalanineMeSH, HMDB
beta-Cyano-L-alanineMeSH, HMDB
3-Cyanoalanine, (L)-isomerMeSH, HMDB
L-3-CyanoalanineKEGG, ChEBI
(2S)-2-Amino-3-cyanopropanoic acidHMDB
(2S)-2-Amino-3-cyanopropionic acidHMDB
2-Amino-3-cyanopropanoic acidHMDB
2-Amino-3-cyanopropionic acidHMDB
3-Cyano-L-alanineHMDB
L-2-Amino-3-cyanopropanoic acidHMDB
L-2-Amino-3-cyanopropionic acidHMDB
β-Cyano-L-alanineHMDB
β-CyanoalanineHMDB
Molecular FormulaC4H6N2O2
Average Mass114.1026
Monoisotopic Mass114.042927446
IUPAC Name(2S)-2-amino-3-cyanopropanoic acid
Traditional Name3-cyanoalanine
CAS Registry Number6232-19-5
SMILES
N[C@@H](CC#N)C(O)=O
InChI Identifier
InChI=1S/C4H6N2O2/c5-2-1-3(6)4(7)8/h3H,1,6H2,(H,7,8)/t3-/m0/s1
InChI KeyBXRLWGXPSRYJDZ-VKHMYHEASA-N