Showing metabocard for N-Acetyl-D-cysteine (MMDBc0033143)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:36:29 UTC
Update Date2022-08-31 22:26:40 UTC
Metabolite IDMMDBc0033143
Metabolite Identification
Common NameN-Acetyl-D-cysteine
DescriptionN-Acetyl-D-cysteine is an N-aceyl aminoacid. It is the enantiomer of the common N-Acetyl-L-cysteine. N-Acetyl-D-cysteine is a detoxified version of D-cysteine. D-Amino acids inhibit the growth of S. cerevisiae. D-amino acid-N-acetyltransferase detoxifies D-amino acids by the addition of an acetyl group. [PMID: 16362288 ]
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f922bc92088>

94364
  Mrv0541 02241222372D          

 10  9  0  0  1  0            999 V2000
    2.8073   -0.9817    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0928    0.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8073    1.4932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9505   -0.5693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2362    0.6682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5217    0.2558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5217   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8073    0.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9505    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6651    0.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2  8  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  2  0  0  0  0
  6  5  1  6  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f922bc92088>

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3D SDF for #<Metabolite:0x00007f922bc92088>
94364
  Mrv0541 02241222372D          

 10  9  0  0  1  0            999 V2000
    2.8073   -0.9817    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0928    0.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8073    1.4932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9505   -0.5693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2362    0.6682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5217    0.2558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5217   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8073    0.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9505    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6651    0.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2  8  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  2  0  0  0  0
  6  5  1  6  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033143

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H9NO3S/c1-3(7)6-4(2-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/t4-/m1/s1

> <INCHI_KEY>
PWKSKIMOESPYIA-SCSAIBSYSA-N

> <FORMULA>
C5H9NO3S

> <MOLECULAR_WEIGHT>
163.195

> <EXACT_MASS>
163.030313849

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
15.449039868764334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-acetamido-3-sulfanylpropanoic acid

> <ALOGPS_LOGP>
-0.03

> <JCHEM_LOGP>
-0.7113127423333335

> <ALOGPS_LOGS>
-1.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.049469514329088

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.817578829469042

> <JCHEM_PKA_STRONGEST_BASIC>
-1.494491573735262

> <JCHEM_POLAR_SURFACE_AREA>
66.39999999999999

> <JCHEM_REFRACTIVITY>
37.6674

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.09e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-acetamido-3-sulfanylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007f922bc92088>
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PDB for #<Metabolite:0x00007f922bc92088>
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 94364                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  S   UNK     0       5.240  -1.833   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0       3.907   0.477   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       5.240   2.787   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.241  -1.063   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       7.908   1.247   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.574   0.477   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.574  -1.063   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.240   1.247   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.241   0.477   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.575   1.247   0.000  0.00  0.00           C+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3    8                                                            
CONECT    4    9                                                            
CONECT    5    6    9                                                       
CONECT    6    5    7    8                                                  
CONECT    7    1    6                                                       
CONECT    8    2    3    6                                                  
CONECT    9    4    5   10                                                  
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for #<Metabolite:0x00007f922bc92088>
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SMILES for #<Metabolite:0x00007f922bc92088>
CC(=O)N[C@H](CS)C(O)=O
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INCHI for #<Metabolite:0x00007f922bc92088>
InChI=1S/C5H9NO3S/c1-3(7)6-4(2-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/t4-/m1/s1
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SynonymsNot Available
Molecular FormulaC5H9NO3S
Average Mass163.195
Monoisotopic Mass163.030313849
IUPAC Name(2S)-2-acetamido-3-sulfanylpropanoic acid
Traditional Name(2S)-2-acetamido-3-sulfanylpropanoic acid
CAS Registry Number26117-28-2
SMILES
CC(=O)N[C@H](CS)C(O)=O
InChI Identifier
InChI=1S/C5H9NO3S/c1-3(7)6-4(2-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/t4-/m1/s1
InChI KeyPWKSKIMOESPYIA-SCSAIBSYSA-N