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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:41:43 UTC

Update Date

2021-09-26 23:09:41 UTC

HMDB ID

HMDB0255124

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Desmethyllevomepromazine

Description

[3-(2-methoxy-10H-phenothiazin-10-yl)-2-methylpropyl](methyl)amine belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring. Based on a literature review very few articles have been published on [3-(2-methoxy-10H-phenothiazin-10-yl)-2-methylpropyl](methyl)amine. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-desmethyllevomepromazine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Desmethyllevomepromazine 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

HMDB0255124
     RDKit          3D
N-Desmethyllevomepromazine
 44 46  0  0  0  0  0  0  0  0999 V2000
    4.7386   -1.9488    0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6469   -1.0238    0.2066 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5288   -1.6784   -0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3747   -0.6860   -0.6482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9604    0.4009   -1.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7471   -0.2866    0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3603    0.6766    0.5008 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416    2.0542    0.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2731    2.4867    0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916    3.8354    0.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6360    4.8092    0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6602    4.4027    0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9558    3.0599    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610    2.6792    0.1349 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8120    0.9107    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0656    0.3444   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1589   -1.0141   -0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0660   -1.8301    0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1602   -3.2200    0.0408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4493   -3.8057   -0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8306   -1.2341    0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6669    0.1543    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4596   -1.4993    1.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2867   -2.0408   -0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4096   -2.9330    0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3987   -0.6280    1.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2424   -2.5311    0.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8742   -2.0304   -1.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5751   -1.1925   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219    1.1802   -1.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8921    0.7630   -1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2716   -0.0155   -2.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5140    0.0924    1.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -1.2145    1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0270    1.7579    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093    4.1139    1.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8894    5.8648    0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3968    5.1848    0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9039    1.0178   -0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1360   -1.4650   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8432   -3.3020   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0789   -3.4670    0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3957   -4.8876   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9765   -1.8549    0.3806 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
  4  6  1  0
  6  7  1  0
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 21 44  1  0
M  END


  Mrv1652309112116422D          

 22 24  0  0  0  0            999 V2000
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   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
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 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
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 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255124

> <DATABASE_NAME>
hmdb

> <SMILES>
CNCC(C)CN1C2=CC=CC=C2SC2=C1C=C(OC)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C18H22N2OS/c1-13(11-19-2)12-20-15-6-4-5-7-17(15)22-18-9-8-14(21-3)10-16(18)20/h4-10,13,19H,11-12H2,1-3H3

> <INCHI_KEY>
CIDGBRQEYYPJEM-UHFFFAOYSA-N

> <FORMULA>
C18H22N2OS

> <MOLECULAR_WEIGHT>
314.45

> <EXACT_MASS>
314.14528451

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
35.60536501288741

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[3-(2-methoxy-10H-phenothiazin-10-yl)-2-methylpropyl](methyl)amine

> <ALOGPS_LOGP>
4.66

> <JCHEM_LOGP>
3.8695599223333326

> <ALOGPS_LOGS>
-4.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.147260111461105

> <JCHEM_POLAR_SURFACE_AREA>
24.5

> <JCHEM_REFRACTIVITY>
94.53640000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.34e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[3-(2-methoxyphenothiazin-10-yl)-2-methylpropyl](methyl)amine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0255124
     RDKit          3D
N-Desmethyllevomepromazine
 44 46  0  0  0  0  0  0  0  0999 V2000
    4.7386   -1.9488    0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6469   -1.0238    0.2066 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5288   -1.6784   -0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3747   -0.6860   -0.6482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9604    0.4009   -1.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7471   -0.2866    0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3603    0.6766    0.5008 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416    2.0542    0.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2731    2.4867    0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916    3.8354    0.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6360    4.8092    0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6602    4.4027    0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9558    3.0599    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610    2.6792    0.1349 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8120    0.9107    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0656    0.3444   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1589   -1.0141   -0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0660   -1.8301    0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1602   -3.2200    0.0408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4493   -3.8057   -0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8306   -1.2341    0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6669    0.1543    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4596   -1.4993    1.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2867   -2.0408   -0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4096   -2.9330    0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3987   -0.6280    1.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2424   -2.5311    0.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8742   -2.0304   -1.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5751   -1.1925   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219    1.1802   -1.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8921    0.7630   -1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2716   -0.0155   -2.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5140    0.0924    1.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -1.2145    1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0270    1.7579    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093    4.1139    1.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8894    5.8648    0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3968    5.1848    0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9039    1.0178   -0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1360   -1.4650   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8432   -3.3020   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0789   -3.4670    0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3957   -4.8876   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9765   -1.8549    0.3806 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 22  7  1  0
 13  8  1  0
 22 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 16 39  1  0
 17 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  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      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -6.668  -0.770   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0       1.334  -2.310   0.000  0.00  0.00           S+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15    7   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0255124
HETATM    1  C1  UNL     1       4.739  -1.949   0.397  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.647  -1.024   0.207  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.529  -1.678  -0.447  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.375  -0.686  -0.648  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.960   0.401  -1.507  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.747  -0.287   0.628  1.00  0.00           C  
HETATM    7  N2  UNL     1      -0.360   0.677   0.501  1.00  0.00           N  
HETATM    8  C6  UNL     1      -0.042   2.054   0.554  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.273   2.487   0.780  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.592   3.835   0.848  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.636   4.809   0.697  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.660   4.403   0.474  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.956   3.060   0.411  1.00  0.00           C  
HETATM   14  S1  UNL     1      -2.661   2.679   0.135  1.00  0.00           S  
HETATM   15  C12 UNL     1      -2.812   0.911   0.119  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.066   0.344  -0.081  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.159  -1.014  -0.104  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.066  -1.830   0.064  1.00  0.00           C  
HETATM   19  O1  UNL     1      -3.160  -3.220   0.041  1.00  0.00           O  
HETATM   20  C16 UNL     1      -4.449  -3.806  -0.165  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.831  -1.234   0.261  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.667   0.154   0.295  1.00  0.00           C  
HETATM   23  H1  UNL     1       5.460  -1.499   1.118  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.287  -2.041  -0.563  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.410  -2.933   0.794  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.399  -0.628   1.141  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.242  -2.531   0.168  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.874  -2.030  -1.431  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.575  -1.193  -1.258  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.222   1.180  -1.781  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.892   0.763  -1.068  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.272  -0.016  -2.514  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.514   0.092   1.389  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.451  -1.215   1.170  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.027   1.758   0.911  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.609   4.114   1.022  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.889   5.865   0.750  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.397   5.185   0.359  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.904   1.018  -0.210  1.00  0.00           H  
HETATM   40  H18 UNL     1      -5.136  -1.465  -0.260  1.00  0.00           H  
HETATM   41  H19 UNL     1      -4.843  -3.302  -1.097  1.00  0.00           H  
HETATM   42  H20 UNL     1      -5.079  -3.467   0.679  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.396  -4.888  -0.275  1.00  0.00           H  
HETATM   44  H22 UNL     1      -0.977  -1.855   0.381  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26
CONECT    3    4   27   28
CONECT    4    5    6   29
CONECT    5   30   31   32
CONECT    6    7   33   34
CONECT    7    8   22
CONECT    8    9    9   13
CONECT    9   10   35
CONECT   10   11   11   36
CONECT   11   12   37
CONECT   12   13   13   38
CONECT   13   14
CONECT   14   15
CONECT   15   16   16   22
CONECT   16   17   39
CONECT   17   18   18   40
CONECT   18   19   21
CONECT   19   20
CONECT   20   41   42   43
CONECT   21   22   22   44
END

HMDB0255124
     RDKit          3D
N-Desmethyllevomepromazine
 44 46  0  0  0  0  0  0  0  0999 V2000
    4.7386   -1.9488    0.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6469   -1.0238    0.2066 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5288   -1.6784   -0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3747   -0.6860   -0.6482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9604    0.4009   -1.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7471   -0.2866    0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3603    0.6766    0.5008 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0416    2.0542    0.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2731    2.4867    0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5916    3.8354    0.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6360    4.8092    0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6602    4.4027    0.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9558    3.0599    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6610    2.6792    0.1349 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8120    0.9107    0.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0656    0.3444   -0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1589   -1.0141   -0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0660   -1.8301    0.0635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1602   -3.2200    0.0408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4493   -3.8057   -0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8306   -1.2341    0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6669    0.1543    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4596   -1.4993    1.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2867   -2.0408   -0.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4096   -2.9330    0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3987   -0.6280    1.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2424   -2.5311    0.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8742   -2.0304   -1.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5751   -1.1925   -1.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219    1.1802   -1.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8921    0.7630   -1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2716   -0.0155   -2.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5140    0.0924    1.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -1.2145    1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0270    1.7579    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093    4.1139    1.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8894    5.8648    0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3968    5.1848    0.3587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9039    1.0178   -0.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1360   -1.4650   -0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8432   -3.3020   -1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0789   -3.4670    0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3957   -4.8876   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9765   -1.8549    0.3806 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 22  7  1  0
 13  8  1  0
 22 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 16 39  1  0
 17 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₂₂N₂OS

Average Molecular Weight

314.45

Monoisotopic Molecular Weight

314.14528451

IUPAC Name

[3-(2-methoxy-10H-phenothiazin-10-yl)-2-methylpropyl](methyl)amine

Traditional Name

[3-(2-methoxyphenothiazin-10-yl)-2-methylpropyl](methyl)amine

CAS Registry Number

Not Available

SMILES

CNCC(C)CN1C2=CC=CC=C2SC2=C1C=C(OC)C=C2

InChI Identifier

InChI=1S/C18H22N2OS/c1-13(11-19-2)12-20-15-6-4-5-7-17(15)22-18-9-8-14(21-3)10-16(18)20/h4-10,13,19H,11-12H2,1-3H3

InChI Key

CIDGBRQEYYPJEM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazines

Sub Class

Phenothiazines

Direct Parent

Phenothiazines

Alternative Parents

Substituents

Phenothiazine
Alkyldiarylamine
Diarylthioether
Aryl thioether
Anisole
Phenol ether
Tertiary aliphatic/aromatic amine
Alkyl aryl ether
Para-thiazine
Benzenoid
Tertiary amine
Secondary aliphatic amine
Ether
Azacycle
Thioether
Secondary amine
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Amine
Hydrocarbon derivative
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	4.66	ALOGPS
logP	3.87	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Basic)	10.15	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	24.5 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	94.54 m³·mol⁻¹	ChemAxon
Polarizability	35.61 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]+	170.184	30932474
DeepCCS	[M-H]-	167.826	30932474
DeepCCS	[M-2H]-	200.712	30932474
DeepCCS	[M+Na]+	176.278	30932474
AllCCS	[M+H]+	174.3	32859911
AllCCS	[M+H-H2O]+	171.2	32859911
AllCCS	[M+NH4]+	177.1	32859911
AllCCS	[M+Na]+	177.9	32859911
AllCCS	[M-H]-	176.0	32859911
AllCCS	[M+Na-2H]-	175.6	32859911
AllCCS	[M+HCOO]-	175.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Desmethyllevomepromazine	CNCC(C)CN1C2=CC=CC=C2SC2=C1C=C(OC)C=C2	3736.1	Standard polar	33892256
N-Desmethyllevomepromazine	CNCC(C)CN1C2=CC=CC=C2SC2=C1C=C(OC)C=C2	2527.0	Standard non polar	33892256
N-Desmethyllevomepromazine	CNCC(C)CN1C2=CC=CC=C2SC2=C1C=C(OC)C=C2	2560.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Desmethyllevomepromazine,1TMS,isomer #1	COC1=CC=C2SC3=CC=CC=C3N(CC(C)CN(C)[Si](C)(C)C)C2=C1	2753.1	Semi standard non polar	33892256
N-Desmethyllevomepromazine,1TMS,isomer #1	COC1=CC=C2SC3=CC=CC=C3N(CC(C)CN(C)[Si](C)(C)C)C2=C1	2862.8	Standard non polar	33892256
N-Desmethyllevomepromazine,1TMS,isomer #1	COC1=CC=C2SC3=CC=CC=C3N(CC(C)CN(C)[Si](C)(C)C)C2=C1	3492.0	Standard polar	33892256
N-Desmethyllevomepromazine,1TBDMS,isomer #1	COC1=CC=C2SC3=CC=CC=C3N(CC(C)CN(C)[Si](C)(C)C(C)(C)C)C2=C1	2988.4	Semi standard non polar	33892256
N-Desmethyllevomepromazine,1TBDMS,isomer #1	COC1=CC=C2SC3=CC=CC=C3N(CC(C)CN(C)[Si](C)(C)C(C)(C)C)C2=C1	3055.2	Standard non polar	33892256
N-Desmethyllevomepromazine,1TBDMS,isomer #1	COC1=CC=C2SC3=CC=CC=C3N(CC(C)CN(C)[Si](C)(C)C(C)(C)C)C2=C1	3578.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyllevomepromazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8490000000-d6255df73fe21148a65f	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethyllevomepromazine 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

8511272

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10335813

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-Desmethyllevomepromazine (HMDB0255124)

MOL for HMDB0255124 (N-Desmethyllevomepromazine)

3D MOL for HMDB0255124 (N-Desmethyllevomepromazine)

3D SDF for HMDB0255124 (N-Desmethyllevomepromazine)

3D-SDF for HMDB0255124 (N-Desmethyllevomepromazine)

PDB for HMDB0255124 (N-Desmethyllevomepromazine)

3D PDB for HMDB0255124 (N-Desmethyllevomepromazine)

SMILES for HMDB0255124 (N-Desmethyllevomepromazine)

INCHI for HMDB0255124 (N-Desmethyllevomepromazine)

Structure for HMDB0255124 (N-Desmethyllevomepromazine)

3D Structure for HMDB0255124 (N-Desmethyllevomepromazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra