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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:11:43 UTC

Update Date

2021-09-26 23:12:30 UTC

HMDB ID

HMDB0256659

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-

Description

N-{1-azabicyclo[2.2.2]octan-3-yl}-4-chlorobenzamide 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 N-{1-azabicyclo[2.2.2]octan-3-yl}-4-chlorobenzamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benzamide, n-(3r)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro- 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

HMDB0256659
     RDKit          3D
Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-
 35 37  0  0  0  0  0  0  0  0999 V2000
    1.2479    1.0515    1.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4152    0.3564    0.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2846   -0.0945    0.0430 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0483    0.2457    0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7514   -1.0375    0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1660   -0.8424    0.5696 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5463    0.4380    1.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0627    1.5817    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8302    1.0223   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3580    0.0640   -1.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020   -0.8985   -0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7618    0.0308    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8714    0.4813    1.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628    0.2045    0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4095   -0.5545   -0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0430   -0.9444   -0.9849 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3112   -1.0108   -1.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125   -0.7295   -0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3265   -0.6820   -0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9767    0.8626    1.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6157   -1.2942    1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3941   -1.8919    0.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6256    0.5270    1.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9877    0.5638    2.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499    2.4561    0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8331    1.9038   -0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2431    1.8070   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9130    0.5627   -2.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4696   -0.4612   -1.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3601   -0.7081   -1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941   -1.9200   -1.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552    1.0772    1.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9987    0.5680    1.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5256   -1.6122   -2.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2016   -1.1229   -1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  9  4  1  0
 18 12  1  0
 11  6  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 17 34  1  0
 18 35  1  0
M  END


  Mrv1652309112119122D          

 18 20  0  0  0  0            999 V2000
    1.0030    0.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0030    0.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1405    1.4834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260    1.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260    0.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1405   -0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8549    0.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8549    1.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5694   -0.1666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2839    0.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2839    1.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9983   -0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128    0.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4273   -0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4273   -0.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128   -1.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9983   -0.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1418   -1.4041    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256659

> <DATABASE_NAME>
hmdb

> <SMILES>
ClC1=CC=C(C=C1)C(=O)NC1CN2CCC1CC2

> <INCHI_IDENTIFIER>
InChI=1S/C14H17ClN2O/c15-12-3-1-11(2-4-12)14(18)16-13-9-17-7-5-10(13)6-8-17/h1-4,10,13H,5-9H2,(H,16,18)

> <INCHI_KEY>
WECKJONDRAUFDD-UHFFFAOYSA-N

> <FORMULA>
C14H17ClN2O

> <MOLECULAR_WEIGHT>
264.75

> <EXACT_MASS>
264.1029409

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
28.04697112304294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{1-azabicyclo[2.2.2]octan-3-yl}-4-chlorobenzamide

> <ALOGPS_LOGP>
2.31

> <JCHEM_LOGP>
2.0272558546666666

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.82255033286986

> <JCHEM_PKA_STRONGEST_BASIC>
7.863667743408736

> <JCHEM_POLAR_SURFACE_AREA>
32.34

> <JCHEM_REFRACTIVITY>
72.8082

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.59e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{1-azabicyclo[2.2.2]octan-3-yl}-4-chlorobenzamide

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0256659
     RDKit          3D
Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-
 35 37  0  0  0  0  0  0  0  0999 V2000
    1.2479    1.0515    1.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4152    0.3564    0.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2846   -0.0945    0.0430 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0483    0.2457    0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7514   -1.0375    0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1660   -0.8424    0.5696 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5463    0.4380    1.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0627    1.5817    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8302    1.0223   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3580    0.0640   -1.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020   -0.8985   -0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7618    0.0308    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8714    0.4813    1.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628    0.2045    0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4095   -0.5545   -0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0430   -0.9444   -0.9849 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3112   -1.0108   -1.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125   -0.7295   -0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3265   -0.6820   -0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9767    0.8626    1.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6157   -1.2942    1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3941   -1.8919    0.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6256    0.5270    1.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9877    0.5638    2.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499    2.4561    0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8331    1.9038   -0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2431    1.8070   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9130    0.5627   -2.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4696   -0.4612   -1.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3601   -0.7081   -1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941   -1.9200   -1.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552    1.0772    1.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9987    0.5680    1.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5256   -1.6122   -2.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2016   -1.1229   -1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  9  4  1  0
 18 12  1  0
 11  6  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 17 34  1  0
 18 35  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       1.872   0.716   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.872   1.742   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.129   2.769   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.795   1.999   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.795   0.459   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.129  -0.311   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.463   0.459   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.463   1.999   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       4.796  -0.311   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.130   0.459   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.130   1.999   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.464  -0.311   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.797   0.459   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.131  -0.311   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.131  -1.851   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.797  -2.621   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.464  -1.851   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0      11.465  -2.621   0.000  0.00  0.00          Cl+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0256659
HETATM    1  O1  UNL     1       1.248   1.052   1.779  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.415   0.356   0.752  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.285  -0.094   0.043  1.00  0.00           N  
HETATM    4  C2  UNL     1      -1.048   0.246   0.502  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.751  -1.038   0.874  1.00  0.00           C  
HETATM    6  N2  UNL     1      -3.166  -0.842   0.570  1.00  0.00           N  
HETATM    7  C4  UNL     1      -3.546   0.438   1.113  1.00  0.00           C  
HETATM    8  C5  UNL     1      -3.063   1.582   0.212  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.830   1.022  -0.510  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.358   0.064  -1.556  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.302  -0.899  -0.869  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.762   0.031   0.315  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.871   0.481   1.023  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.163   0.205   0.656  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.410  -0.554  -0.462  1.00  0.00           C  
HETATM   16 CL1  UNL     1       7.043  -0.944  -0.985  1.00  0.00          CL  
HETATM   17  C13 UNL     1       4.311  -1.011  -1.178  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.012  -0.730  -0.805  1.00  0.00           C  
HETATM   19  H1  UNL     1       0.326  -0.682  -0.828  1.00  0.00           H  
HETATM   20  H2  UNL     1      -0.977   0.863   1.421  1.00  0.00           H  
HETATM   21  H3  UNL     1      -1.616  -1.294   1.955  1.00  0.00           H  
HETATM   22  H4  UNL     1      -1.394  -1.892   0.282  1.00  0.00           H  
HETATM   23  H5  UNL     1      -4.626   0.527   1.299  1.00  0.00           H  
HETATM   24  H6  UNL     1      -2.988   0.564   2.066  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.750   2.456   0.820  1.00  0.00           H  
HETATM   26  H8  UNL     1      -3.833   1.904  -0.491  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.243   1.807  -0.991  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.913   0.563  -2.353  1.00  0.00           H  
HETATM   29  H11 UNL     1      -1.470  -0.461  -1.979  1.00  0.00           H  
HETATM   30  H12 UNL     1      -4.360  -0.708  -1.135  1.00  0.00           H  
HETATM   31  H13 UNL     1      -2.994  -1.920  -1.181  1.00  0.00           H  
HETATM   32  H14 UNL     1       3.655   1.077   1.900  1.00  0.00           H  
HETATM   33  H15 UNL     1       5.999   0.568   1.225  1.00  0.00           H  
HETATM   34  H16 UNL     1       4.526  -1.612  -2.064  1.00  0.00           H  
HETATM   35  H17 UNL     1       2.202  -1.123  -1.418  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4   19
CONECT    4    5    9   20
CONECT    5    6   21   22
CONECT    6    7   11
CONECT    7    8   23   24
CONECT    8    9   25   26
CONECT    9   10   27
CONECT   10   11   28   29
CONECT   11   30   31
CONECT   12   13   13   18
CONECT   13   14   32
CONECT   14   15   15   33
CONECT   15   16   17
CONECT   17   18   18   34
CONECT   18   35
END

HMDB0256659
     RDKit          3D
Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-
 35 37  0  0  0  0  0  0  0  0999 V2000
    1.2479    1.0515    1.7789 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4152    0.3564    0.7521 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2846   -0.0945    0.0430 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0483    0.2457    0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7514   -1.0375    0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1660   -0.8424    0.5696 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5463    0.4380    1.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0627    1.5817    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8302    1.0223   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3580    0.0640   -1.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3020   -0.8985   -0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7618    0.0308    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8714    0.4813    1.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1628    0.2045    0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4095   -0.5545   -0.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0430   -0.9444   -0.9849 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3112   -1.0108   -1.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0125   -0.7295   -0.8055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3265   -0.6820   -0.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9767    0.8626    1.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6157   -1.2942    1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3941   -1.8919    0.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6256    0.5270    1.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9877    0.5638    2.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7499    2.4561    0.8196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8331    1.9038   -0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2431    1.8070   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9130    0.5627   -2.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4696   -0.4612   -1.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3601   -0.7081   -1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941   -1.9200   -1.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552    1.0772    1.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9987    0.5680    1.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5256   -1.6122   -2.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2016   -1.1229   -1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  2 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  9  4  1  0
 18 12  1  0
 11  6  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 17 34  1  0
 18 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₇ClN₂O

Average Molecular Weight

264.75

Monoisotopic Molecular Weight

264.1029409

IUPAC Name

N-{1-azabicyclo[2.2.2]octan-3-yl}-4-chlorobenzamide

Traditional Name

N-{1-azabicyclo[2.2.2]octan-3-yl}-4-chlorobenzamide

CAS Registry Number

Not Available

SMILES

ClC1=CC=C(C=C1)C(=O)NC1CN2CCC1CC2

InChI Identifier

InChI=1S/C14H17ClN2O/c15-12-3-1-11(2-4-12)14(18)16-13-9-17-7-5-10(13)6-8-17/h1-4,10,13H,5-9H2,(H,16,18)

InChI Key

WECKJONDRAUFDD-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
Benzamide
Benzoyl
Quinuclidine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Piperidine
Amino acid or derivatives
Carboxamide group
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Organochloride
Organohalogen compound
Amine
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
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	2.31	ALOGPS
logP	2.03	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	14.82	ChemAxon
pKa (Strongest Basic)	7.86	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	2	ChemAxon
Refractivity	72.81 m³·mol⁻¹	ChemAxon
Polarizability	28.05 Å³	ChemAxon
Number of Rings	3	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]+	161.839	30932474
DeepCCS	[M-H]-	159.481	30932474
DeepCCS	[M-2H]-	192.446	30932474
DeepCCS	[M+Na]+	167.932	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-	ClC1=CC=C(C=C1)C(=O)NC1CN2CCC1CC2	2963.2	Standard polar	33892256
Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-	ClC1=CC=C(C=C1)C(=O)NC1CN2CCC1CC2	2248.9	Standard non polar	33892256
Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-	ClC1=CC=C(C=C1)C(=O)NC1CN2CCC1CC2	2386.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-,1TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=C(Cl)C=C1)C1CN2CCC1CC2	2220.0	Semi standard non polar	33892256
Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-,1TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=C(Cl)C=C1)C1CN2CCC1CC2	2137.6	Standard non polar	33892256
Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-,1TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=C(Cl)C=C1)C1CN2CCC1CC2	2862.9	Standard polar	33892256
Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=C(Cl)C=C1)C1CN2CCC1CC2	2442.7	Semi standard non polar	33892256
Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=C(Cl)C=C1)C1CN2CCC1CC2	2338.8	Standard non polar	33892256
Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=C(Cl)C=C1)C1CN2CCC1CC2	2988.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro- GC-MS (Non-derivatized) - 70eV, Positive	splash10-06tu-2910000000-7ed405973057872024df	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

3844631

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4655349

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 Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro- (HMDB0256659)

MOL for HMDB0256659 (Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-)

3D MOL for HMDB0256659 (Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-)

3D SDF for HMDB0256659 (Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-)

3D-SDF for HMDB0256659 (Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-)

PDB for HMDB0256659 (Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-)

3D PDB for HMDB0256659 (Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-)

SMILES for HMDB0256659 (Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-)

INCHI for HMDB0256659 (Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-)

Structure for HMDB0256659 (Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-)

3D Structure for HMDB0256659 (Benzamide, N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chloro-)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra