Showing metabocard for 2,5-Dichloro-carboxymethylenebut-2-en-4-olide (MMDBc0029991)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:49:44 UTC
Update Date2022-08-31 17:38:28 UTC
Metabolite IDMMDBc0029991
Metabolite Identification
Common Name2,5-Dichloro-carboxymethylenebut-2-en-4-olide
Description2,5-dichloro-carboxymethylenebut-2-en-4-olide belongs to the class of Aryl Chlorides. These are organic compounds containing the acyl chloride functional group. (inferred from compound structure)
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f121c01f5b0>

Structure #1
  Mrv0541 02241206572D          

 12 12  0  0  0  0            999 V2000
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    3.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3 12  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  4  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  6 12  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f121c01f5b0>

HMDB0060364
     RDKit          3D
2,5-Dichloro-carboxymethylenebut-2-en-4-olide
 14 14  0  0  0  0  0  0  0  0999 V2000
   -1.6906    0.6106    1.6446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0528    0.5286    0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3815    0.8258    0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1653    0.1464   -0.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7797    0.0663   -2.2537 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1075   -0.1496   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8822   -0.1693    0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1484   -0.5255    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4016   -0.6691    1.8202 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2370   -0.7567   -0.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3395   -1.1147   -1.3530 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239   -0.5312   -1.4212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5737    1.6672   -0.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5034    0.0713    1.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12  6  1  0
  3 13  1  0
  7 14  1  0
M  END
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3D SDF for #<Metabolite:0x00007f121c01f5b0>

Structure #1
  Mrv0541 02241206572D          

 12 12  0  0  0  0            999 V2000
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    3.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3 12  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  4  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  6 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029991

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)C(Cl)=C1OC(=O)C(Cl)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C6H2Cl2O4/c7-2-1-3(12-6(2)11)4(8)5(9)10/h1H,(H,9,10)

> <INCHI_KEY>
XJQKWSUIZRECMR-UHFFFAOYSA-N

> <FORMULA>
C6H2Cl2O4

> <MOLECULAR_WEIGHT>
208.984

> <EXACT_MASS>
207.933013966

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
16.12238610391647

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-chloro-2-(4-chloro-5-oxo-2,5-dihydrofuran-2-ylidene)acetic acid

> <ALOGPS_LOGP>
1.65

> <JCHEM_LOGP>
0.96086442

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.0162366345607894

> <JCHEM_PKA_STRONGEST_BASIC>
-7.340337873775457

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
42.908300000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.84e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chloro(4-chloro-5-oxofuran-2-ylidene)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f121c01f5b0>

HMDB0060364
     RDKit          3D
2,5-Dichloro-carboxymethylenebut-2-en-4-olide
 14 14  0  0  0  0  0  0  0  0999 V2000
   -1.6906    0.6106    1.6446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0528    0.5286    0.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3815    0.8258    0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1653    0.1464   -0.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7797    0.0663   -2.2537 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1075   -0.1496   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8822   -0.1693    0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1484   -0.5255    0.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4016   -0.6691    1.8202 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2370   -0.7567   -0.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3395   -1.1147   -1.3530 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0239   -0.5312   -1.4212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5737    1.6672   -0.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5034    0.0713    1.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12  6  1  0
  3 13  1  0
  7 14  1  0
M  END
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PDB for #<Metabolite:0x00007f121c01f5b0>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       2.735  -1.536   0.000  0.00  0.00          Cl+0
HETATM    8 Cl   UNK     0       2.393   4.390   0.000  0.00  0.00          Cl+0
HETATM    9  O   UNK     0      -1.608   3.620   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.274   5.930   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    6    7                                                  
CONECT    3    1    4   12                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    9   10                                                  
CONECT    6    2   11   12                                                  
CONECT    7    2                                                            
CONECT    8    4                                                            
CONECT    9    5                                                            
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12    3    6                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for #<Metabolite:0x00007f121c01f5b0>

COMPND    HMDB0060364
HETATM    1  O1  UNL     1      -1.691   0.611   1.645  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.053   0.529   0.443  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.381   0.826   0.145  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.165   0.146  -0.621  1.00  0.00           C  
HETATM    5 CL1  UNL     1      -1.780   0.066  -2.254  1.00  0.00          CL  
HETATM    6  C3  UNL     1       0.108  -0.150  -0.413  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.882  -0.169   0.817  1.00  0.00           C  
HETATM    8  C5  UNL     1       2.148  -0.526   0.599  1.00  0.00           C  
HETATM    9 CL2  UNL     1       3.402  -0.669   1.820  1.00  0.00          CL  
HETATM   10  C6  UNL     1       2.237  -0.757  -0.834  1.00  0.00           C  
HETATM   11  O3  UNL     1       3.339  -1.115  -1.353  1.00  0.00           O  
HETATM   12  O4  UNL     1       1.024  -0.531  -1.421  1.00  0.00           O  
HETATM   13  H1  UNL     1      -3.574   1.667  -0.377  1.00  0.00           H  
HETATM   14  H2  UNL     1       0.503   0.071   1.804  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   13
CONECT    4    5    6    6
CONECT    6    7   12
CONECT    7    8    8   14
CONECT    8    9   10
CONECT   10   11   11   12
END
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SMILES for #<Metabolite:0x00007f121c01f5b0>

OC(=O)C(Cl)=C1OC(=O)C(Cl)=C1
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INCHI for #<Metabolite:0x00007f121c01f5b0>

InChI=1S/C6H2Cl2O4/c7-2-1-3(12-6(2)11)4(8)5(9)10/h1H,(H,9,10)
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SynonymsNot Available
Molecular FormulaC6H2Cl2O4
Average Mass208.984
Monoisotopic Mass207.933013966
IUPAC Name2-chloro-2-(4-chloro-5-oxo-2,5-dihydrofuran-2-ylidene)acetic acid
Traditional Namechloro(4-chloro-5-oxofuran-2-ylidene)acetic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C(Cl)=C1OC(=O)C(Cl)=C1
InChI Identifier
InChI=1S/C6H2Cl2O4/c7-2-1-3(12-6(2)11)4(8)5(9)10/h1H,(H,9,10)
InChI KeyXJQKWSUIZRECMR-UHFFFAOYSA-N