Showing metabocard for Cis-2-Chloro-4-carboxymethylenebut-2-en-1,4-olide (MMDBc0030047)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:51:57 UTC
Update Date2022-08-31 17:39:13 UTC
Metabolite IDMMDBc0030047
Metabolite Identification
Common NameCis-2-Chloro-4-carboxymethylenebut-2-en-1,4-olide
DescriptionCis-2-chloro-4-carboxymethylenebut-2-en-1,4-olide is a member of the chemical class known as Aryl Chlorides. These are organic compounds containing the acyl chloride functional group.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f1241101170>

Structure #1
  Mrv0541 02241207012D          

 11 11  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
    1.4652   -0.8227    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
    2.2857   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6212    0.0172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7706   -1.4039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  3  2  0  0  0  0
  2  5  1  4  0  0  0
  3 11  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6 10  2  0  0  0  0
  6 11  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f1241101170>

HMDB0060455
     RDKit          3D
cis-2-Chloro-4-carboxymethylenebut-2-en-1,4-olide
 14 14  0  0  0  0  0  0  0  0999 V2000
    3.5363   -0.3518    0.0783 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3650    0.0936    0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995    1.4490    0.3862 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2528   -0.8151   -0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005   -0.3603   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2387   -1.1003   -0.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2903   -0.3096   -0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9756   -0.7857   -0.1749 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7527    1.0190    0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4467    2.0528    0.3934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    0.9475    0.2332 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180    2.1806   -0.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4610   -1.8553   -0.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2608   -2.1644   -0.3719 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  2  3
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11  5  1  0
  3 12  1  0
  4 13  1  0
  6 14  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f1241101170>

Structure #1
  Mrv0541 02241207012D          

 11 11  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
    1.4652   -0.8227    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
    2.2857   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6212    0.0172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7706   -1.4039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  3  2  0  0  0  0
  2  5  1  4  0  0  0
  3 11  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6 10  2  0  0  0  0
  6 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030047

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H3ClO4/c7-4-1-3(2-5(8)9)11-6(4)10/h1-2H,(H,8,9)

> <INCHI_KEY>
ADSGHWJRPOXXTD-UHFFFAOYSA-N

> <FORMULA>
C6H3ClO4

> <MOLECULAR_WEIGHT>
174.539

> <EXACT_MASS>
173.971986291

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
14.127827275316989

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
1.05

> <JCHEM_LOGP>
0.5719121033333332

> <ALOGPS_LOGS>
-1.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6842205271850617

> <JCHEM_PKA_STRONGEST_BASIC>
-7.334826519314273

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
38.117000000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.77e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
C6H3ClO4

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f1241101170>

HMDB0060455
     RDKit          3D
cis-2-Chloro-4-carboxymethylenebut-2-en-1,4-olide
 14 14  0  0  0  0  0  0  0  0999 V2000
    3.5363   -0.3518    0.0783 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3650    0.0936    0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995    1.4490    0.3862 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2528   -0.8151   -0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0005   -0.3603   -0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2387   -1.1003   -0.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2903   -0.3096   -0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9756   -0.7857   -0.1749 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7527    1.0190    0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4467    2.0528    0.3934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    0.9475    0.2332 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5180    2.1806   -0.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4610   -1.8553   -0.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2608   -2.1644   -0.3719 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  2  3
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11  5  1  0
  3 12  1  0
  4 13  1  0
  6 14  1  0
M  END
Download

PDB for #<Metabolite:0x00007f1241101170>

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       2.735  -1.536   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.267  -1.375   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    7 Cl   UNK     0       1.060   3.620   0.000  0.00  0.00          Cl+0
HETATM    8  O   UNK     0       4.893   0.032   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       5.172  -2.621   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -1.651   1.651   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.290  -0.290   0.000  0.00  0.00           O+0
CONECT    1    3    4                                                       
CONECT    2    3    5                                                       
CONECT    3    1    2   11                                                  
CONECT    4    1    6    7                                                  
CONECT    5    2    8    9                                                  
CONECT    6    4   10   11                                                  
CONECT    7    4                                                            
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    6                                                            
CONECT   11    3    6                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
Download

3D PDB for #<Metabolite:0x00007f1241101170>

COMPND    HMDB0060455
HETATM    1  O1  UNL     1       3.536  -0.352   0.078  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.365   0.094   0.135  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.200   1.449   0.386  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.253  -0.815  -0.061  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.000  -0.360  -0.004  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.239  -1.100  -0.171  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.290  -0.310  -0.047  1.00  0.00           C  
HETATM    8 CL1  UNL     1      -3.976  -0.786  -0.175  1.00  0.00          CL  
HETATM    9  C6  UNL     1      -1.753   1.019   0.215  1.00  0.00           C  
HETATM   10  O3  UNL     1      -2.447   2.053   0.393  1.00  0.00           O  
HETATM   11  O4  UNL     1      -0.368   0.947   0.233  1.00  0.00           O  
HETATM   12  H1  UNL     1       2.518   2.181  -0.242  1.00  0.00           H  
HETATM   13  H2  UNL     1       1.461  -1.855  -0.252  1.00  0.00           H  
HETATM   14  H3  UNL     1      -1.261  -2.164  -0.372  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   12
CONECT    4    5    5   13
CONECT    5    6   11
CONECT    6    7    7   14
CONECT    7    8    9
CONECT    9   10   10   11
END
Download

SMILES for #<Metabolite:0x00007f1241101170>

OC(=O)C=C1OC(=O)C(Cl)=C1
Download

INCHI for #<Metabolite:0x00007f1241101170>

InChI=1S/C6H3ClO4/c7-4-1-3(2-5(8)9)11-6(4)10/h1-2H,(H,8,9)
Download
SynonymsNot Available
Molecular FormulaC6H3ClO4
Average Mass174.539
Monoisotopic Mass173.971986291
IUPAC Name2-(4-chloro-5-oxo-2,5-dihydrofuran-2-ylidene)acetic acid
Traditional NameC6H3ClO4
CAS Registry Number115793-61-8
SMILES
OC(=O)C=C1OC(=O)C(Cl)=C1
InChI Identifier
InChI=1S/C6H3ClO4/c7-4-1-3(2-5(8)9)11-6(4)10/h1-2H,(H,8,9)
InChI KeyADSGHWJRPOXXTD-UHFFFAOYSA-N