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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:17:30 UTC

Update Date

2021-09-26 22:58:14 UTC

HMDB ID

HMDB0248122

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide

Description

N-[(2H-1,3-benzodioxol-5-yl)methyl]-2,6-dichlorobenzene-1-carboximidic acid belongs to the class of organic compounds known as 2-halobenzoic acids and derivatives. These are benzoic acids or derivatives carrying a halogen atom at the 2-position of the benzene ring. Based on a literature review very few articles have been published on N-[(2H-1,3-benzodioxol-5-yl)methyl]-2,6-dichlorobenzene-1-carboximidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(1,3-benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0248122
     RDKit          3D
N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide
 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.0160    1.9029   -0.4559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5740    0.8043    0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0171    0.1980    1.1604 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378    0.5619    1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3994    0.0660    0.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2415   -0.6766   -0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717   -1.1113   -0.8282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388   -0.8102   -0.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7960   -0.0613    0.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6672    0.3817    1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1568    0.0824    1.0324 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8985   -0.5036   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9156   -1.1077   -0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681    0.3252   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4833   -0.7799    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477   -1.5568    1.6340 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7012   -1.2404   -0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3050   -0.5896   -1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7310    0.4996   -1.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5131    0.9381   -1.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7228    2.3318   -2.1092 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696    2.2149   -0.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3190    1.6834    1.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3270    0.2416    2.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2426   -0.8948   -0.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2185   -1.6937   -1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8003    0.9613    2.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792    0.2632   -0.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5761   -1.2911    0.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1794   -2.1099    0.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2623   -0.9518   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1955    1.0261   -2.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
  2 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 10  5  1  0
 20 14  1  0
 13  8  1  0
  1 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
M  END


  Mrv0541 05041401152D          

 21 23  0  0  0  0            999 V2000
    8.2802    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5658    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2802   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5658   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8513   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5658   -1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4223   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  9  4  1  0  0  0  0
  9  6  2  0  0  0  0
  9  7  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  2  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 13 12  2  0  0  0  0
 14 10  2  0  0  0  0
 14 11  1  0  0  0  0
 15 14  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  1  0  0  0  0
 18  7  1  4  0  0  0
 18 15  2  0  0  0  0
 19 15  1  0  0  0  0
 20  8  1  0  0  0  0
 20 12  1  0  0  0  0
 21  8  1  0  0  0  0
 21 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248122

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=NCC1=CC2=C(OCO2)C=C1)C1=C(Cl)C=CC=C1Cl

> <INCHI_IDENTIFIER>
InChI=1S/C15H11Cl2NO3/c16-10-2-1-3-11(17)14(10)15(19)18-7-9-4-5-12-13(6-9)21-8-20-12/h1-6H,7-8H2,(H,18,19)

> <INCHI_KEY>
NMKJFZCBCIUYHI-UHFFFAOYSA-N

> <FORMULA>
C15H11Cl2NO3

> <MOLECULAR_WEIGHT>
324.159

> <EXACT_MASS>
323.011598637

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.26620817887337

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(2H-1,3-benzodioxol-5-ylmethyl)-2,6-dichlorobenzene-1-carboximidic acid

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
4.422962240666667

> <ALOGPS_LOGS>
-4.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.9937173195126

> <JCHEM_PKA_STRONGEST_BASIC>
2.095530887605678

> <JCHEM_POLAR_SURFACE_AREA>
51.05000000000001

> <JCHEM_REFRACTIVITY>
80.54390000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.88e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(2H-1,3-benzodioxol-5-ylmethyl)-2,6-dichlorobenzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248122
     RDKit          3D
N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide
 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.0160    1.9029   -0.4559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5740    0.8043    0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0171    0.1980    1.1604 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378    0.5619    1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3994    0.0660    0.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2415   -0.6766   -0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717   -1.1113   -0.8282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388   -0.8102   -0.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7960   -0.0613    0.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6672    0.3817    1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1568    0.0824    1.0324 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8985   -0.5036   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9156   -1.1077   -0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681    0.3252   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4833   -0.7799    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477   -1.5568    1.6340 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7012   -1.2404   -0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3050   -0.5896   -1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7310    0.4996   -1.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5131    0.9381   -1.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7228    2.3318   -2.1092 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696    2.2149   -0.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3190    1.6834    1.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3270    0.2416    2.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2426   -0.8948   -0.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2185   -1.6937   -1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8003    0.9613    2.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792    0.2632   -0.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5761   -1.2911    0.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1794   -2.1099    0.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2623   -0.9518   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1955    1.0261   -2.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
  2 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 10  5  1  0
 20 14  1  0
 13  8  1  0
  1 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM   17 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM   18  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1   10                                                       
CONECT    3    1   11                                                       
CONECT    4    5    9                                                       
CONECT    5    4   12                                                       
CONECT    6    9   13                                                       
CONECT    7    9   18                                                       
CONECT    8   20   21                                                       
CONECT    9    4    6    7                                                  
CONECT   10    2   14   16                                                  
CONECT   11    3   14   17                                                  
CONECT   12    5   13   20                                                  
CONECT   13    6   12   21                                                  
CONECT   14   10   11   15                                                  
CONECT   15   14   18   19                                                  
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18    7   15                                                       
CONECT   19   15                                                            
CONECT   20    8   12                                                       
CONECT   21    8   13                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0248122
HETATM    1  O1  UNL     1      -1.016   1.903  -0.456  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.574   0.804   0.179  1.00  0.00           C  
HETATM    3  N1  UNL     1      -1.017   0.198   1.160  1.00  0.00           N  
HETATM    4  C2  UNL     1       0.238   0.562   1.732  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.399   0.066   0.977  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.241  -0.677  -0.168  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.372  -1.111  -0.828  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.639  -0.810  -0.354  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.796  -0.061   0.800  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.667   0.382   1.473  1.00  0.00           C  
HETATM   11  O2  UNL     1       5.157   0.082   1.032  1.00  0.00           O  
HETATM   12  C9  UNL     1       5.899  -0.504  -0.020  1.00  0.00           C  
HETATM   13  O3  UNL     1       4.916  -1.108  -0.802  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.868   0.325  -0.312  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.483  -0.780   0.287  1.00  0.00           C  
HETATM   16 CL1  UNL     1      -2.648  -1.557   1.634  1.00  0.00          CL  
HETATM   17  C12 UNL     1      -4.701  -1.240  -0.166  1.00  0.00           C  
HETATM   18  C13 UNL     1      -5.305  -0.590  -1.224  1.00  0.00           C  
HETATM   19  C14 UNL     1      -4.731   0.500  -1.838  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.513   0.938  -1.364  1.00  0.00           C  
HETATM   21 CL2  UNL     1      -2.723   2.332  -2.109  1.00  0.00          CL  
HETATM   22  H1  UNL     1      -0.070   2.215  -0.192  1.00  0.00           H  
HETATM   23  H2  UNL     1       0.319   1.683   1.744  1.00  0.00           H  
HETATM   24  H3  UNL     1       0.327   0.242   2.792  1.00  0.00           H  
HETATM   25  H4  UNL     1       0.243  -0.895  -0.512  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.219  -1.694  -1.726  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.800   0.961   2.367  1.00  0.00           H  
HETATM   28  H7  UNL     1       6.479   0.263  -0.572  1.00  0.00           H  
HETATM   29  H8  UNL     1       6.576  -1.291   0.413  1.00  0.00           H  
HETATM   30  H9  UNL     1      -5.179  -2.110   0.310  1.00  0.00           H  
HETATM   31  H10 UNL     1      -6.262  -0.952  -1.579  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.195   1.026  -2.676  1.00  0.00           H  
CONECT    1    2   22
CONECT    2    3    3   14
CONECT    3    4
CONECT    4    5   23   24
CONECT    5    6    6   10
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   13
CONECT    9   10   10   11
CONECT   10   27
CONECT   11   12
CONECT   12   13   28   29
CONECT   14   15   15   20
CONECT   15   16   17
CONECT   17   18   18   30
CONECT   18   19   31
CONECT   19   20   20   32
CONECT   20   21
END

HMDB0248122
     RDKit          3D
N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide
 32 34  0  0  0  0  0  0  0  0999 V2000
   -1.0160    1.9029   -0.4559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5740    0.8043    0.1786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0171    0.1980    1.1604 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378    0.5619    1.7316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3994    0.0660    0.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2415   -0.6766   -0.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717   -1.1113   -0.8282 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388   -0.8102   -0.3544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7960   -0.0613    0.8002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6672    0.3817    1.4734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1568    0.0824    1.0324 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8985   -0.5036   -0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9156   -1.1077   -0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681    0.3252   -0.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4833   -0.7799    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477   -1.5568    1.6340 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7012   -1.2404   -0.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3050   -0.5896   -1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7310    0.4996   -1.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5131    0.9381   -1.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7228    2.3318   -2.1092 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0696    2.2149   -0.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3190    1.6834    1.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3270    0.2416    2.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2426   -0.8948   -0.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2185   -1.6937   -1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8003    0.9613    2.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792    0.2632   -0.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5761   -1.2911    0.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1794   -2.1099    0.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2623   -0.9518   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1955    1.0261   -2.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
  2 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 10  5  1  0
 20 14  1  0
 13  8  1  0
  1 22  1  0
  4 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
 10 27  1  0
 12 28  1  0
 12 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-[(2H-1,3-Benzodioxol-5-yl)methyl]-2,6-dichlorobenzene-1-carboximidate	Generator
N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide	MeSH
Alda-1 CPD	MeSH

Chemical Formula

C₁₅H₁₁Cl₂NO₃

Average Molecular Weight

324.159

Monoisotopic Molecular Weight

323.011598637

IUPAC Name

N-(2H-1,3-benzodioxol-5-ylmethyl)-2,6-dichlorobenzene-1-carboximidic acid

Traditional Name

N-(2H-1,3-benzodioxol-5-ylmethyl)-2,6-dichlorobenzenecarboximidic acid

CAS Registry Number

Not Available

SMILES

OC(=NCC1=CC2=C(OCO2)C=C1)C1=C(Cl)C=CC=C1Cl

InChI Identifier

InChI=1S/C15H11Cl2NO3/c16-10-2-1-3-11(17)14(10)15(19)18-7-9-4-5-12-13(6-9)21-8-20-12/h1-6H,7-8H2,(H,18,19)

InChI Key

NMKJFZCBCIUYHI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-halobenzoic acids and derivatives. These are benzoic acids or derivatives carrying a halogen atom at the 2-position of the benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

2-halobenzoic acids and derivatives

Alternative Parents

Substituents

2-halobenzoic acid or derivatives
Benzamide
Benzodioxole
Benzoyl
1,3-dichlorobenzene
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Vinylogous halide
Carboxamide group
Secondary carboxylic acid amide
Acetal
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organohalogen compound
Organochloride
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.06	ALOGPS
logP	4.42	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	5.99	ChemAxon
pKa (Strongest Basic)	2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.05 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	80.54 m³·mol⁻¹	ChemAxon
Polarizability	31.27 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	161.891	30932474
DeepCCS	[M-H]-	159.533	30932474
DeepCCS	[M-2H]-	192.712	30932474
DeepCCS	[M+Na]+	167.984	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide	OC(=NCC1=CC2=C(OCO2)C=C1)C1=C(Cl)C=CC=C1Cl	3652.8	Standard polar	33892256
N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide	OC(=NCC1=CC2=C(OCO2)C=C1)C1=C(Cl)C=CC=C1Cl	2482.7	Standard non polar	33892256
N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide	OC(=NCC1=CC2=C(OCO2)C=C1)C1=C(Cl)C=CC=C1Cl	2596.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-1910000000-8d6a0288b412e325a581	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide 10V, Positive-QTOF	splash10-00di-0209000000-b5d95401f4d7aaa2f5b7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide 20V, Positive-QTOF	splash10-00di-0649000000-185266d97b8f8bcb2725	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide 40V, Positive-QTOF	splash10-006x-7900000000-6bfd26c0e78c69d49c4b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide 10V, Negative-QTOF	splash10-0079-1194000000-fa0f328ebdd9d0ebba50	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide 20V, Negative-QTOF	splash10-00ec-4719000000-3815af738bfda476f6bf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide 40V, Negative-QTOF	splash10-001i-9822000000-64128a9420995bb2d690	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

726276

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide (HMDB0248122)

MOL for HMDB0248122 (N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide)

3D MOL for HMDB0248122 (N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide)

3D SDF for HMDB0248122 (N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide)

3D-SDF for HMDB0248122 (N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide)

PDB for HMDB0248122 (N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide)

3D PDB for HMDB0248122 (N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide)

SMILES for HMDB0248122 (N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide)

INCHI for HMDB0248122 (N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide)

Structure for HMDB0248122 (N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide)

3D Structure for HMDB0248122 (N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra