Showing metabocard for L-Methionine sulfoximine (MMDBc0057120)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-10-17 17:54:39 UTC
Update Date2024-10-15 18:14:05 UTC
Metabolite IDMMDBc0057120
Metabolite Identification
Common NameL-Methionine sulfoximine
DescriptionL-Methionine sulfoximine 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. Based on a literature review a significant number of articles have been published on L-Methionine sulfoximine.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fdb50818340>


  Mrv1652310172219542D          

 11 10  0  0  1  0            999 V2000
    0.8250    1.4289    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -2.1434    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.8579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  4 11  1  6  0  0  0
M  CHG  2   1  -1  11   1
M  END
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3D MOL for #<Metabolite:0x00007fdb50818340>

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3D SDF for #<Metabolite:0x00007fdb50818340>

  Mrv1652310172219542D          

 11 10  0  0  1  0            999 V2000
    0.8250    1.4289    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -2.1434    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.8579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  4 11  1  6  0  0  0
M  CHG  2   1  -1  11   1
M  END
> <DATABASE_ID>
MMDBc0057120

> <DATABASE_NAME>
MIME

> <SMILES>
CS(=N)(=O)CC[C@H]([NH3+])C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H12N2O3S/c1-11(7,10)3-2-4(6)5(8)9/h4,7H,2-3,6H2,1H3,(H,8,9)/t4-,11?/m0/s1

> <INCHI_KEY>
SXTAYKAGBXMACB-DPVSGNNYSA-N

> <FORMULA>
C5H12N2O3S

> <MOLECULAR_WEIGHT>
180.22

> <EXACT_MASS>
180.056863428

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
17.16653265624597

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-azaniumyl-4-[imino(methyl)oxo-lambda6-sulfanyl]butanoate

> <ALOGPS_LOGP>
-1.54

> <JCHEM_LOGP>
-4.446533138197991

> <ALOGPS_LOGS>
-2.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8865595865396951

> <JCHEM_PKA_STRONGEST_BASIC>
9.091048462528423

> <JCHEM_POLAR_SURFACE_AREA>
108.69

> <JCHEM_REFRACTIVITY>
62.34670000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-ammonio-4-[imino(methyl)oxo-lambda6-sulfanyl]butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fdb50818340>
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PDB for #<Metabolite:0x00007fdb50818340>
HEADER    PROTEIN                                 17-OCT-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-OCT-22         0                                  
HETATM    1  O   UNK     0       1.540   2.667   0.000  0.00  0.00           O-1
HETATM    2  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540  -2.667   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       2.310  -4.001   0.000  0.00  0.00           S+0
HETATM    8  N   UNK     0       3.080  -5.335   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0       0.976  -4.771   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.644  -3.231   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+1
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    4                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for #<Metabolite:0x00007fdb50818340>
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SMILES for #<Metabolite:0x00007fdb50818340>
CS(=N)(=O)CC[C@H]([NH3+])C([O-])=O
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INCHI for #<Metabolite:0x00007fdb50818340>
InChI=1S/C5H12N2O3S/c1-11(7,10)3-2-4(6)5(8)9/h4,7H,2-3,6H2,1H3,(H,8,9)/t4-,11?/m0/s1
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Synonyms
ValueSource
(2S)-2-Amino-4-(S-methylsufonimidoyl)-butanoic acidKegg
(2S)-2-Amino-4-(S-methylsufonimidoyl)-butanoateGenerator
L-Methionine sulphoximineGenerator
Molecular FormulaC5H12N2O3S
Average Mass180.22
Monoisotopic Mass180.056863428
IUPAC Name(2S)-2-azaniumyl-4-[imino(methyl)oxo-lambda6-sulfanyl]butanoate
Traditional Name(2S)-2-ammonio-4-[imino(methyl)oxo-lambda6-sulfanyl]butanoate
CAS Registry NumberNot Available
SMILES
CS(=N)(=O)CC[C@H]([NH3+])C([O-])=O
InChI Identifier
InChI=1S/C5H12N2O3S/c1-11(7,10)3-2-4(6)5(8)9/h4,7H,2-3,6H2,1H3,(H,8,9)/t4-,11?/m0/s1
InChI KeySXTAYKAGBXMACB-DPVSGNNYSA-N