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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:58:32 UTC

Update Date

2021-09-26 22:56:21 UTC

HMDB ID

HMDB0246954

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide

Description

3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide, also known as 1-(3,4-dichlorobenzamidomethyl)cyclohexyldimethylamine or ah 7921 hydrochloride, belongs to the class of organic compounds known as 4-halobenzoic acids and derivatives. These are benzoic acids or derivatives carrying a halogen atom at the 4-position of the benzene ring. Based on a literature review very few articles have been published on 3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3,4-dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide 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

HMDB0246954
     RDKit          3D
3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide
 43 44  0  0  0  0  0  0  0  0999 V2000
   -0.4909   -2.5953   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235   -1.8163   -0.5563 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8730   -1.8862   -1.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7177   -0.4943   -0.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773    0.4652   -0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6771    0.1518   -0.1640 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6854    1.0846   -0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393    2.1268   -1.2663 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011    0.8853   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709    1.9059   -0.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3341    1.7895   -0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8519    0.6221    0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5621    0.4467    0.3769 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9929   -0.4059    0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6436   -1.8721    1.0938 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6479   -0.2561    0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6764   -0.5366    1.4849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7855    0.2212    2.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1091    1.5364    1.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3727    1.3966    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0610    0.0418   -0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3770   -2.5051   -0.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8126   -3.6795   -0.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2000   -2.5990    0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9618   -1.8380   -2.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4006   -2.8064   -2.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131   -1.0305   -2.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775    1.4768   -0.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084    0.6709   -1.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307   -0.6566    0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552    2.8555   -1.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0115    2.5911   -0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9925   -1.0656    0.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369   -1.5899    1.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095   -0.1180    1.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4470    0.4679    3.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7043   -0.3818    2.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0409    1.9145    2.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3477    2.3214    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4700    1.5754   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457    2.1841   -0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9900    0.1083   -1.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8202   -0.7069   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
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 21  4  1  0
 16  9  1  0
  1 22  1  0
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  3 25  1  0
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 20 40  1  0
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 21 42  1  0
 21 43  1  0
M  END


  Mrv1652309112101582D          

 21 22  0  0  0  0            999 V2000
    1.6131   -1.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256   -1.2873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -0.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -1.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6704   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6704   -3.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -3.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2414   -3.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2414   -2.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -1.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2986   -1.4305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8289   -0.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5468   -0.0233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6414   -0.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1717   -0.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9842   -0.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2663   -1.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7360   -1.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9236   -1.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0788   -1.3716    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5145    0.1789    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
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  4 10  1  0  0  0  0
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 17 20  1  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246954

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)C1(CNC(=O)C2=CC(Cl)=C(Cl)C=C2)CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C16H22Cl2N2O/c1-20(2)16(8-4-3-5-9-16)11-19-15(21)12-6-7-13(17)14(18)10-12/h6-7,10H,3-5,8-9,11H2,1-2H3,(H,19,21)

> <INCHI_KEY>
JMZROFPPEXCTST-UHFFFAOYSA-N

> <FORMULA>
C16H22Cl2N2O

> <MOLECULAR_WEIGHT>
329.27

> <EXACT_MASS>
328.1109187

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.964103466586295

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4-dichloro-N-{[1-(dimethylamino)cyclohexyl]methyl}benzamide

> <ALOGPS_LOGP>
3.86

> <JCHEM_LOGP>
3.9973352963333335

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.378789482102068

> <JCHEM_PKA_STRONGEST_BASIC>
9.483646918658952

> <JCHEM_POLAR_SURFACE_AREA>
32.34

> <JCHEM_REFRACTIVITY>
88.56559999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.16e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4-dichloro-N-{[1-(dimethylamino)cyclohexyl]methyl}benzamide

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0246954
     RDKit          3D
3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide
 43 44  0  0  0  0  0  0  0  0999 V2000
   -0.4909   -2.5953   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235   -1.8163   -0.5563 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8730   -1.8862   -1.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7177   -0.4943   -0.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773    0.4652   -0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6771    0.1518   -0.1640 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6854    1.0846   -0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393    2.1268   -1.2663 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011    0.8853   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709    1.9059   -0.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3341    1.7895   -0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8519    0.6221    0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5621    0.4467    0.3769 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9929   -0.4059    0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6436   -1.8721    1.0938 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6479   -0.2561    0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6764   -0.5366    1.4849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7855    0.2212    2.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1091    1.5364    1.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3727    1.3966    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0610    0.0418   -0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3770   -2.5051   -0.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8126   -3.6795   -0.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2000   -2.5990    0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9618   -1.8380   -2.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4006   -2.8064   -2.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131   -1.0305   -2.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775    1.4768   -0.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084    0.6709   -1.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307   -0.6566    0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552    2.8555   -1.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0115    2.5911   -0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9925   -1.0656    0.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369   -1.5899    1.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095   -0.1180    1.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4470    0.4679    3.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7043   -0.3818    2.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0409    1.9145    2.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3477    2.3214    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4700    1.5754   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457    2.1841   -0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9900    0.1083   -1.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8202   -0.7069   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  4 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21  4  1  0
 16  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
 10 31  1  0
 11 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 21 43  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       3.011  -2.670   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       4.528  -2.403   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.054  -0.956   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.518  -3.583   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.851  -4.353   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.851  -5.893   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.518  -6.663   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.184  -5.893   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.184  -4.353   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.508  -2.403   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       8.024  -2.670   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       9.014  -1.491   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.487  -0.043   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.531  -1.758   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.521  -0.578   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.037  -0.846   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.564  -2.293   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.574  -3.473   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.057  -3.205   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0      15.080  -2.560   0.000  0.00  0.00          Cl+0
HETATM   21 Cl   UNK     0      14.027   0.334   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9   10                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    4   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   17                                                            
CONECT   21   16                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0246954
HETATM    1  C1  UNL     1      -0.491  -2.595  -0.230  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.623  -1.816  -0.556  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.873  -1.886  -1.976  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.718  -0.494  -0.035  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.677   0.465  -0.484  1.00  0.00           C  
HETATM    6  N2  UNL     1       0.677   0.152  -0.164  1.00  0.00           N  
HETATM    7  C5  UNL     1       1.685   1.085  -0.617  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.339   2.127  -1.266  1.00  0.00           O  
HETATM    9  C6  UNL     1       3.101   0.885  -0.360  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.971   1.906  -0.672  1.00  0.00           C  
HETATM   11  C8  UNL     1       5.334   1.790  -0.454  1.00  0.00           C  
HETATM   12  C9  UNL     1       5.852   0.622   0.091  1.00  0.00           C  
HETATM   13 CL1  UNL     1       7.562   0.447   0.377  1.00  0.00          CL  
HETATM   14  C10 UNL     1       4.993  -0.406   0.408  1.00  0.00           C  
HETATM   15 CL2  UNL     1       5.644  -1.872   1.094  1.00  0.00          CL  
HETATM   16  C11 UNL     1       3.648  -0.256   0.179  1.00  0.00           C  
HETATM   17  C12 UNL     1      -1.676  -0.537   1.485  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.785   0.221   2.137  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.109   1.536   1.489  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.373   1.397   0.014  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.061   0.042  -0.519  1.00  0.00           C  
HETATM   22  H1  UNL     1       0.377  -2.505  -0.932  1.00  0.00           H  
HETATM   23  H2  UNL     1      -0.813  -3.679  -0.400  1.00  0.00           H  
HETATM   24  H3  UNL     1      -0.200  -2.599   0.839  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.962  -1.838  -2.228  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.401  -2.806  -2.358  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.413  -1.030  -2.531  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.878   1.477  -0.018  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.708   0.671  -1.582  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.031  -0.657   0.360  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.655   2.856  -1.103  1.00  0.00           H  
HETATM   32  H11 UNL     1       6.011   2.591  -0.701  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.993  -1.066   0.428  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.737  -1.590   1.837  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.710  -0.118   1.869  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.447   0.468   3.187  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.704  -0.382   2.267  1.00  0.00           H  
HETATM   38  H17 UNL     1      -4.041   1.915   2.000  1.00  0.00           H  
HETATM   39  H18 UNL     1      -2.348   2.321   1.681  1.00  0.00           H  
HETATM   40  H19 UNL     1      -4.470   1.575  -0.186  1.00  0.00           H  
HETATM   41  H20 UNL     1      -2.846   2.184  -0.527  1.00  0.00           H  
HETATM   42  H21 UNL     1      -2.990   0.108  -1.614  1.00  0.00           H  
HETATM   43  H22 UNL     1      -3.820  -0.707  -0.231  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4
CONECT    3   25   26   27
CONECT    4    5   17   21
CONECT    5    6   28   29
CONECT    6    7   30
CONECT    7    8    8    9
CONECT    9   10   10   16
CONECT   10   11   31
CONECT   11   12   12   32
CONECT   12   13   14
CONECT   14   15   16   16
CONECT   16   33
CONECT   17   18   34   35
CONECT   18   19   36   37
CONECT   19   20   38   39
CONECT   20   21   40   41
CONECT   21   42   43
END

HMDB0246954
     RDKit          3D
3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide
 43 44  0  0  0  0  0  0  0  0999 V2000
   -0.4909   -2.5953   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6235   -1.8163   -0.5563 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8730   -1.8862   -1.9759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7177   -0.4943   -0.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773    0.4652   -0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6771    0.1518   -0.1640 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6854    1.0846   -0.6166 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3393    2.1268   -1.2663 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011    0.8853   -0.3595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709    1.9059   -0.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3341    1.7895   -0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8519    0.6221    0.0915 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5621    0.4467    0.3769 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9929   -0.4059    0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6436   -1.8721    1.0938 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6479   -0.2561    0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6764   -0.5366    1.4849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7855    0.2212    2.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1091    1.5364    1.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3727    1.3966    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0610    0.0418   -0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3770   -2.5051   -0.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8126   -3.6795   -0.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2000   -2.5990    0.8394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9618   -1.8380   -2.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4006   -2.8064   -2.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4131   -1.0305   -2.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8775    1.4768   -0.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7084    0.6709   -1.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307   -0.6566    0.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552    2.8555   -1.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0115    2.5911   -0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9925   -1.0656    0.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369   -1.5899    1.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095   -0.1180    1.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4470    0.4679    3.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7043   -0.3818    2.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0409    1.9145    2.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3477    2.3214    1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4700    1.5754   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457    2.1841   -0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9900    0.1083   -1.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8202   -0.7069   -0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  4 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21  4  1  0
 16  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
 10 31  1  0
 11 32  1  0
 16 33  1  0
 17 34  1  0
 17 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 21 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(3,4-Dichlorobenzamidomethyl)cyclohexyldimethylamine	HMDB
3,4-Dichloro-N-(1-(dimethylamino)cyclohexyl)methylbenzamide	HMDB
AH 7921 hydrochloride	HMDB

Chemical Formula

C₁₆H₂₂Cl₂N₂O

Average Molecular Weight

329.27

Monoisotopic Molecular Weight

328.1109187

IUPAC Name

3,4-dichloro-N-{[1-(dimethylamino)cyclohexyl]methyl}benzamide

Traditional Name

3,4-dichloro-N-{[1-(dimethylamino)cyclohexyl]methyl}benzamide

CAS Registry Number

Not Available

SMILES

CN(C)C1(CNC(=O)C2=CC(Cl)=C(Cl)C=C2)CCCCC1

InChI Identifier

InChI=1S/C16H22Cl2N2O/c1-20(2)16(8-4-3-5-9-16)11-19-15(21)12-6-7-13(17)14(18)10-12/h6-7,10H,3-5,8-9,11H2,1-2H3,(H,19,21)

InChI Key

JMZROFPPEXCTST-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-halobenzoic acids and derivatives. These are benzoic acids or derivatives carrying a halogen atom at the 4-position of the benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

4-halobenzoic acids and derivatives

Alternative Parents

Substituents

4-halobenzoic acid or derivatives
3-halobenzoic acid or derivatives
Benzamide
Benzoyl
1,2-dichlorobenzene
Chlorobenzene
Cyclohexylamine
Halobenzene
Aryl chloride
Aryl halide
Amino acid or derivatives
Carboxamide group
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Carboxylic acid derivative
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organohalogen compound
Organochloride
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.86	ALOGPS
logP	4	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	14.38	ChemAxon
pKa (Strongest Basic)	9.48	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.34 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	88.57 m³·mol⁻¹	ChemAxon
Polarizability	34.96 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	173.948	30932474
DeepCCS	[M-H]-	171.59	30932474
DeepCCS	[M-2H]-	204.604	30932474
DeepCCS	[M+Na]+	180.041	30932474
AllCCS	[M+H]+	175.2	32859911
AllCCS	[M+H-H2O]+	172.1	32859911
AllCCS	[M+NH4]+	178.0	32859911
AllCCS	[M+Na]+	178.8	32859911
AllCCS	[M-H]-	176.1	32859911
AllCCS	[M+Na-2H]-	176.5	32859911
AllCCS	[M+HCOO]-	177.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide	CN(C)C1(CNC(=O)C2=CC(Cl)=C(Cl)C=C2)CCCCC1	3270.7	Standard polar	33892256
3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide	CN(C)C1(CNC(=O)C2=CC(Cl)=C(Cl)C=C2)CCCCC1	2491.7	Standard non polar	33892256
3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide	CN(C)C1(CNC(=O)C2=CC(Cl)=C(Cl)C=C2)CCCCC1	2649.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide,1TMS,isomer #1	CN(C)C1(CN(C(=O)C2=CC=C(Cl)C(Cl)=C2)[Si](C)(C)C)CCCCC1	2452.8	Semi standard non polar	33892256
3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide,1TMS,isomer #1	CN(C)C1(CN(C(=O)C2=CC=C(Cl)C(Cl)=C2)[Si](C)(C)C)CCCCC1	2515.2	Standard non polar	33892256
3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide,1TMS,isomer #1	CN(C)C1(CN(C(=O)C2=CC=C(Cl)C(Cl)=C2)[Si](C)(C)C)CCCCC1	2902.6	Standard polar	33892256
3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide,1TBDMS,isomer #1	CN(C)C1(CN(C(=O)C2=CC=C(Cl)C(Cl)=C2)[Si](C)(C)C(C)(C)C)CCCCC1	2689.7	Semi standard non polar	33892256
3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide,1TBDMS,isomer #1	CN(C)C1(CN(C(=O)C2=CC=C(Cl)C(Cl)=C2)[Si](C)(C)C(C)(C)C)CCCCC1	2741.0	Standard non polar	33892256
3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide,1TBDMS,isomer #1	CN(C)C1(CN(C(=O)C2=CC=C(Cl)C(Cl)=C2)[Si](C)(C)C(C)(C)C)CCCCC1	3024.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9710000000-671dac21435692a382aa	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - 3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide 10V, Positive-QTOF	splash10-004i-0609000000-9fdff4b2b19a6cc30603	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide 20V, Positive-QTOF	splash10-00b9-2954000000-0ee3ec8045c2f6a2d3aa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide 40V, Positive-QTOF	splash10-006t-9710000000-c132fa462c8c9ae97fb9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide 10V, Negative-QTOF	splash10-004i-0009000000-3ee6bb12e7f8741ea866	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide 20V, Negative-QTOF	splash10-002u-0903000000-fab02b87eb027fca613e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide 40V, Negative-QTOF	splash10-000x-9431000000-afa2a692fce4da718944	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

163208

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

187760

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 3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide (HMDB0246954)

MOL for HMDB0246954 (3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide)

3D MOL for HMDB0246954 (3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide)

3D SDF for HMDB0246954 (3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide)

3D-SDF for HMDB0246954 (3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide)

PDB for HMDB0246954 (3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide)

3D PDB for HMDB0246954 (3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide)

SMILES for HMDB0246954 (3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide)

INCHI for HMDB0246954 (3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide)

Structure for HMDB0246954 (3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide)

3D Structure for HMDB0246954 (3,4-Dichloro-n-{[1-(dimethylamino)cyclohexyl]methyl}benzamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra