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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:09:07 UTC

Update Date

2021-09-26 23:10:21 UTC

HMDB ID

HMDB0255504

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Nefopam

Description

Nefopam, also known as acupan or ajan, belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. Based on a literature review a significant number of articles have been published on Nefopam. This compound has been identified in human blood as reported by (PMID: 31557052 ). Nefopam is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Nefopam 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

HMDB0255504
     RDKit          3D
Nefopam
 38 40  0  0  0  0  0  0  0  0999 V2000
    2.8635   -1.8633    1.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8702   -1.0850    0.4856 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240   -1.7438   -0.8035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2448   -1.7986   -1.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0174   -0.7377   -1.9875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002    0.3033   -1.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7900   -0.2402   -0.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    0.2575    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875   -0.2397    1.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7947   -1.2402    1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290   -1.7650   -0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6148   -1.2452   -0.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.2374   -0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5494    2.4394   -0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0883    3.6113   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0982    3.6290    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7987    2.4436    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602    1.2571    0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750    0.2452    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7111   -2.0212    0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2901   -1.2596    2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4876   -2.8417    1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871   -1.1279   -1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1644   -2.7443   -0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3315   -1.7315   -0.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0353   -2.7530   -1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2074    0.8697   -2.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469    1.0474    1.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492    0.1432    2.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5916   -1.6448    1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2809   -2.5531   -0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4759   -1.6485   -1.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875    2.4727   -1.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6572    4.5308   -0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4723    4.5382    0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7416    2.4282    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2601    0.2988   -0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8079    0.5313    1.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19  2  1  0
 12  7  1  0
 18 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
M  END


  Mrv1572004191603092D          

 19 21  0  0  0  0            999 V2000
    4.6438   -0.1362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    4.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0537    4.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3739    4.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3694    3.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6896    4.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    0.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    2.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5031    0.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1874    3.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197    1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5031    2.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3281    0.6260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3281    2.6178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 12 11  1  0  0  0  0
 14  7  2  0  0  0  0
 14  8  1  0  0  0  0
 15  9  2  0  0  0  0
 15 13  1  0  0  0  0
 16 10  2  0  0  0  0
 16 15  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18  1  1  0  0  0  0
 18 11  1  0  0  0  0
 18 13  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255504

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCOC(C2=CC=CC=C2)C2=CC=CC=C2C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H19NO/c1-18-11-12-19-17(14-7-3-2-4-8-14)16-10-6-5-9-15(16)13-18/h2-10,17H,11-13H2,1H3

> <INCHI_KEY>
RGPDEAGGEXEMMM-UHFFFAOYSA-N

> <FORMULA>
C17H19NO

> <MOLECULAR_WEIGHT>
253.345

> <EXACT_MASS>
253.146664236

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.08903845432679

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methyl-1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocine

> <ALOGPS_LOGP>
3.16

> <JCHEM_LOGP>
3.403134563333334

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.7238577555862

> <JCHEM_POLAR_SURFACE_AREA>
12.47

> <JCHEM_REFRACTIVITY>
78.48160000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nefopam

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0255504
     RDKit          3D
Nefopam
 38 40  0  0  0  0  0  0  0  0999 V2000
    2.8635   -1.8633    1.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8702   -1.0850    0.4856 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240   -1.7438   -0.8035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2448   -1.7986   -1.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0174   -0.7377   -1.9875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002    0.3033   -1.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7900   -0.2402   -0.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    0.2575    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875   -0.2397    1.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7947   -1.2402    1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290   -1.7650   -0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6148   -1.2452   -0.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.2374   -0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5494    2.4394   -0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0883    3.6113   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0982    3.6290    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7987    2.4436    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602    1.2571    0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750    0.2452    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7111   -2.0212    0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2901   -1.2596    2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4876   -2.8417    1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871   -1.1279   -1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1644   -2.7443   -0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3315   -1.7315   -0.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0353   -2.7530   -1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2074    0.8697   -2.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469    1.0474    1.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492    0.1432    2.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5916   -1.6448    1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2809   -2.5531   -0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4759   -1.6485   -1.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875    2.4727   -1.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6572    4.5308   -0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4723    4.5382    0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7416    2.4282    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2601    0.2988   -0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8079    0.5313    1.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19  2  1  0
 12  7  1  0
 18 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       8.668  -0.254   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.771   9.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.834   7.933   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.298   8.954   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.783   2.258   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.783   3.798   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.423   6.510   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.887   7.531   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.116   1.488   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.116   4.568   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.168   2.258   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.168   3.798   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.539   1.169   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.950   6.309   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.450   2.258   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.450   3.798   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.539   4.886   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       8.079   1.169   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       8.079   4.886   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2    3    4                                                       
CONECT    3    2    7                                                       
CONECT    4    2    8                                                       
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    3   14                                                       
CONECT    8    4   14                                                       
CONECT    9    5   15                                                       
CONECT   10    6   16                                                       
CONECT   11   12   18                                                       
CONECT   12   11   19                                                       
CONECT   13   15   18                                                       
CONECT   14    7    8   17                                                  
CONECT   15    9   13   16                                                  
CONECT   16   10   15   17                                                  
CONECT   17   14   16   19                                                  
CONECT   18    1   11   13                                                  
CONECT   19   12   17                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0255504
HETATM    1  C1  UNL     1       2.863  -1.863   1.225  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.870  -1.085   0.486  1.00  0.00           N  
HETATM    3  C2  UNL     1       1.724  -1.744  -0.803  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.245  -1.799  -1.143  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.017  -0.738  -1.988  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.700   0.303  -1.382  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.790  -0.240  -0.520  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.985   0.257   0.743  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.987  -0.240   1.542  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.795  -1.240   1.066  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.629  -1.765  -0.198  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.615  -1.245  -0.974  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.162   1.237  -0.653  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.549   2.439  -0.753  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.088   3.611  -0.193  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.098   3.629   0.489  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.799   2.444   0.587  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.360   1.257   0.035  1.00  0.00           C  
HETATM   19  C17 UNL     1       2.375   0.245   0.357  1.00  0.00           C  
HETATM   20  H1  UNL     1       3.711  -2.021   0.502  1.00  0.00           H  
HETATM   21  H2  UNL     1       3.290  -1.260   2.054  1.00  0.00           H  
HETATM   22  H3  UNL     1       2.488  -2.842   1.532  1.00  0.00           H  
HETATM   23  H4  UNL     1       2.287  -1.128  -1.532  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.164  -2.744  -0.813  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.331  -1.732  -0.184  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.035  -2.753  -1.616  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.207   0.870  -2.197  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.347   1.047   1.118  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.149   0.143   2.534  1.00  0.00           H  
HETATM   30  H11 UNL     1      -4.592  -1.645   1.683  1.00  0.00           H  
HETATM   31  H12 UNL     1      -4.281  -2.553  -0.545  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.476  -1.649  -1.965  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.487   2.473  -1.280  1.00  0.00           H  
HETATM   34  H15 UNL     1      -0.657   4.531  -0.283  1.00  0.00           H  
HETATM   35  H16 UNL     1       1.472   4.538   0.933  1.00  0.00           H  
HETATM   36  H17 UNL     1       2.742   2.428   1.120  1.00  0.00           H  
HETATM   37  H18 UNL     1       3.260   0.299  -0.341  1.00  0.00           H  
HETATM   38  H19 UNL     1       2.808   0.531   1.360  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   19
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6
CONECT    6    7   13   27
CONECT    7    8    8   12
CONECT    8    9   28
CONECT    9   10   10   29
CONECT   10   11   30
CONECT   11   12   12   31
CONECT   12   32
CONECT   13   14   14   18
CONECT   14   15   33
CONECT   15   16   16   34
CONECT   16   17   35
CONECT   17   18   18   36
CONECT   18   19
CONECT   19   37   38
END

HMDB0255504
     RDKit          3D
Nefopam
 38 40  0  0  0  0  0  0  0  0999 V2000
    2.8635   -1.8633    1.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8702   -1.0850    0.4856 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240   -1.7438   -0.8035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2448   -1.7986   -1.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0174   -0.7377   -1.9875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7002    0.3033   -1.3822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7900   -0.2402   -0.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    0.2575    0.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9875   -0.2397    1.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7947   -1.2402    1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6290   -1.7650   -0.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6148   -1.2452   -0.9745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.2374   -0.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5494    2.4394   -0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0883    3.6113   -0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0982    3.6290    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7987    2.4436    0.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602    1.2571    0.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750    0.2452    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7111   -2.0212    0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2901   -1.2596    2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4876   -2.8417    1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2871   -1.1279   -1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1644   -2.7443   -0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3315   -1.7315   -0.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0353   -2.7530   -1.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2074    0.8697   -2.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469    1.0474    1.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1492    0.1432    2.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5916   -1.6448    1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2809   -2.5531   -0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4759   -1.6485   -1.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4875    2.4727   -1.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6572    4.5308   -0.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4723    4.5382    0.9329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7416    2.4282    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2601    0.2988   -0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8079    0.5313    1.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  6 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19  2  1  0
 12  7  1  0
 18 13  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  6 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 19 37  1  0
 19 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Acupan	MeSH
Ajan	MeSH
Fenazoxine	MeSH
Hydrochloride, nefopam	MeSH
Nefopam hydrochloride	MeSH
Nefopam, silentan	MeSH
Silentan nefopam	MeSH
Biocodex brand OF nefopam hydrochloride	MeSH
3m Brand OF nefopam hydrochloride	MeSH
Krewel brand OF nefopam hydrochloride	MeSH
Nefopam	MeSH

Chemical Formula

C₁₇H₁₉NO

Average Molecular Weight

253.345

Monoisotopic Molecular Weight

253.146664236

IUPAC Name

5-methyl-1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocine

Traditional Name

nefopam

CAS Registry Number

Not Available

SMILES

CN1CCOC(C2=CC=CC=C2)C2=CC=CC=C2C1

InChI Identifier

InChI=1S/C17H19NO/c1-18-11-12-19-17(14-7-3-2-4-8-14)16-10-6-5-9-15(16)13-18/h2-10,17H,11-13H2,1H3

InChI Key

RGPDEAGGEXEMMM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Aralkylamines

Alternative Parents

Substituents

Aralkylamine
Benzenoid
Monocyclic benzene moiety
Tertiary aliphatic amine
Tertiary amine
Oxacycle
Azacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen 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	3.16	ALOGPS
logP	3.4	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	7.72	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.47 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	78.48 m³·mol⁻¹	ChemAxon
Polarizability	29.09 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]+	156.178	30932474
DeepCCS	[M-H]-	153.82	30932474
DeepCCS	[M-2H]-	186.706	30932474
DeepCCS	[M+Na]+	162.271	30932474
AllCCS	[M+H]+	159.3	32859911
AllCCS	[M+H-H2O]+	155.3	32859911
AllCCS	[M+NH4]+	163.0	32859911
AllCCS	[M+Na]+	164.1	32859911
AllCCS	[M-H]-	167.0	32859911
AllCCS	[M+Na-2H]-	166.7	32859911
AllCCS	[M+HCOO]-	166.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nefopam	CN1CCOC(C2=CC=CC=C2)C2=CC=CC=C2C1	3065.3	Standard polar	33892256
Nefopam	CN1CCOC(C2=CC=CC=C2)C2=CC=CC=C2C1	2024.0	Standard non polar	33892256
Nefopam	CN1CCOC(C2=CC=CC=C2)C2=CC=CC=C2C1	2036.0	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 - Nefopam GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-0960000000-021580cdd6d31a19464f	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nefopam 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 - Nefopam 10V, Positive-QTOF	splash10-0udi-0290000000-262dd5532abce5169a10	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nefopam 20V, Positive-QTOF	splash10-0fb9-0930000000-7c0936fe45c21f51fc44	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nefopam 40V, Positive-QTOF	splash10-0690-5900000000-69328447881936c6f91a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nefopam 10V, Negative-QTOF	splash10-0udi-0190000000-9a7c4a3e5bd093aa2014	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nefopam 20V, Negative-QTOF	splash10-0udi-1090000000-6640b69c40f3c3258a42	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nefopam 40V, Negative-QTOF	splash10-00bc-9300000000-4386322a882ef02abdb6	2016-08-04	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

DB12293

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4295

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nefopam

METLIN ID

Not Available

PubChem Compound

4450

PDB ID

Not Available

ChEBI ID

88318

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 Nefopam (HMDB0255504)

MOL for HMDB0255504 (Nefopam)

3D MOL for HMDB0255504 (Nefopam)

3D SDF for HMDB0255504 (Nefopam)

3D-SDF for HMDB0255504 (Nefopam)

PDB for HMDB0255504 (Nefopam)

3D PDB for HMDB0255504 (Nefopam)

SMILES for HMDB0255504 (Nefopam)

INCHI for HMDB0255504 (Nefopam)

Structure for HMDB0255504 (Nefopam)

3D Structure for HMDB0255504 (Nefopam)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra