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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:00:32 UTC

Update Date

2020-02-26 21:39:15 UTC

HMDB ID

HMDB0013939

Secondary Accession Numbers

HMDB13939

Metabolite Identification

Common Name

N-Desmethylpromazine

Description

N-Desmethylpromazine is only found in individuals that have used or taken Promazine. N-Desmethylpromazine is a metabolite of Promazine. N-desmethylpromazine belongs to the family of 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.

Structure

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

HMDB0013939
     RDKit          3D
N-Desmethylpromazine
 37 39  0  0  0  0  0  0  0  0999 V2000
    4.7744    0.7737    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3263    0.8191    0.3120 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9161   -0.1078   -0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3844   -0.0236   -0.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7448   -0.4059    0.4843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6631   -0.2977    0.3722 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2046    1.0310    0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3891    2.1455    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8814    3.4484    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2059    3.6807    0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0339    2.6147    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5379    1.3333    0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7381    0.0506    0.0432 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8339   -1.4709    0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5236   -2.6179   -0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9118   -3.8347   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5462   -3.8607    0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8154   -2.6763    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4728   -1.4683    0.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2636    1.4220   -0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0550   -0.3042    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000    1.0830    1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711    1.7741   -0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3414    0.1347   -1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2247   -1.1255   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1459    0.9588   -1.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1607   -0.8295   -1.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0569    0.2932    1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2234   -1.3283    0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6679    2.0221    0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682    4.2498    0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758    4.6881    0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1045    2.8034    0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5903   -2.5959   -0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735   -4.7700   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0475   -4.8097    0.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2608   -2.7993    0.3019 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
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  6  1  0
 12  7  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
M  END

420
  Mrv0541 02271201062D          

 19 21  0  0  0  0            999 V2000
    3.6957   -2.3625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6957   -0.7784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0677    1.5978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6957    0.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3817    0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3817    1.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3817   -1.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098   -1.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3817   -1.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0098   -1.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0897   -0.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -0.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0897   -2.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -2.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0677    2.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8074   -1.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841   -1.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8074   -1.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841   -1.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 10  1  0  0  0  0
  2  4  1  0  0  0  0
  2  7  1  0  0  0  0
  2  8  1  0  0  0  0
  3  6  1  0  0  0  0
  3 15  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  9  1  0  0  0  0
  7 11  2  0  0  0  0
  8 10  1  0  0  0  0
  8 12  2  0  0  0  0
  9 13  2  0  0  0  0
 10 14  2  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  0  0  0  0
 13 18  1  0  0  0  0
 14 19  1  0  0  0  0
 16 18  2  0  0  0  0
 17 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013939

> <DATABASE_NAME>
hmdb

> <SMILES>
CNCCCN1C2=CC=CC=C2SC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H18N2S/c1-17-11-6-12-18-13-7-2-4-9-15(13)19-16-10-5-3-8-14(16)18/h2-5,7-10,17H,6,11-12H2,1H3

> <INCHI_KEY>
WOCOVPRTRIBGFZ-UHFFFAOYSA-N

> <FORMULA>
C16H18N2S

> <MOLECULAR_WEIGHT>
270.393

> <EXACT_MASS>
270.119069276

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
30.333138071653117

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl[3-(10H-phenothiazin-10-yl)propyl]amine

> <ALOGPS_LOGP>
4.28

> <JCHEM_LOGP>
3.5479076286666666

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.018711477190703

> <JCHEM_POLAR_SURFACE_AREA>
15.27

> <JCHEM_REFRACTIVITY>
83.65680000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl[3-(phenothiazin-10-yl)propyl]amine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0013939
     RDKit          3D
N-Desmethylpromazine
 37 39  0  0  0  0  0  0  0  0999 V2000
    4.7744    0.7737    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3263    0.8191    0.3120 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9161   -0.1078   -0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3844   -0.0236   -0.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7448   -0.4059    0.4843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6631   -0.2977    0.3722 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2046    1.0310    0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3891    2.1455    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8814    3.4484    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2059    3.6807    0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0339    2.6147    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5379    1.3333    0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7381    0.0506    0.0432 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8339   -1.4709    0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5236   -2.6179   -0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9118   -3.8347   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5462   -3.8607    0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8154   -2.6763    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4728   -1.4683    0.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2636    1.4220   -0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0550   -0.3042    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000    1.0830    1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711    1.7741   -0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3414    0.1347   -1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2247   -1.1255   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1459    0.9588   -1.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1607   -0.8295   -1.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0569    0.2932    1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2234   -1.3283    0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6679    2.0221    0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682    4.2498    0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758    4.6881    0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1045    2.8034    0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5903   -2.5959   -0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735   -4.7700   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0475   -4.8097    0.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2608   -2.7993    0.3019 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
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  6  1  0
 12  7  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 420                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  S   UNK     0       6.899  -4.410   0.000  0.00  0.00           S+0
HETATM    2  N   UNK     0       6.899  -1.453   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       9.460   2.983   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       6.899   0.026   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.179   0.765   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.179   2.243   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.179  -2.192   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.618  -2.192   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.179  -3.671   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.618  -3.671   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.501  -1.401   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.297  -1.401   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.501  -4.461   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.297  -4.461   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.460   4.461   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.840  -2.161   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.957  -2.161   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.840  -3.702   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.957  -3.702   0.000  0.00  0.00           C+0
CONECT    1    9   10                                                       
CONECT    2    4    7    8                                                  
CONECT    3    6   15                                                       
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    3    5                                                       
CONECT    7    2    9   11                                                  
CONECT    8    2   10   12                                                  
CONECT    9    1    7   13                                                  
CONECT   10    1    8   14                                                  
CONECT   11    7   16                                                       
CONECT   12    8   17                                                       
CONECT   13    9   18                                                       
CONECT   14   10   19                                                       
CONECT   15    3                                                            
CONECT   16   11   18                                                       
CONECT   17   12   19                                                       
CONECT   18   13   16                                                       
CONECT   19   14   17                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0013939
HETATM    1  C1  UNL     1       4.774   0.774   0.445  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.326   0.819   0.312  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.916  -0.108  -0.733  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.384  -0.024  -0.835  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.745  -0.406   0.484  1.00  0.00           C  
HETATM    6  N2  UNL     1      -0.663  -0.298   0.372  1.00  0.00           N  
HETATM    7  C5  UNL     1      -1.205   1.031   0.399  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.389   2.146   0.579  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.881   3.448   0.622  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.206   3.681   0.487  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.034   2.615   0.310  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.538   1.333   0.269  1.00  0.00           C  
HETATM   13  S1  UNL     1      -3.738   0.051   0.043  1.00  0.00           S  
HETATM   14  C11 UNL     1      -2.834  -1.471   0.055  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.524  -2.618  -0.097  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.912  -3.835  -0.110  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.546  -3.861   0.039  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.815  -2.676   0.198  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.473  -1.468   0.206  1.00  0.00           C  
HETATM   20  H1  UNL     1       5.264   1.422  -0.284  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.055  -0.304   0.348  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.100   1.083   1.458  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.071   1.774  -0.017  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.341   0.135  -1.709  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.225  -1.125  -0.385  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.146   0.959  -1.227  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.161  -0.829  -1.610  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.057   0.293   1.326  1.00  0.00           H  
HETATM   29  H10 UNL     1       1.223  -1.328   0.770  1.00  0.00           H  
HETATM   30  H11 UNL     1       0.668   2.022   0.705  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.168   4.250   0.766  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.576   4.688   0.522  1.00  0.00           H  
HETATM   33  H14 UNL     1      -4.105   2.803   0.201  1.00  0.00           H  
HETATM   34  H15 UNL     1      -4.590  -2.596  -0.214  1.00  0.00           H  
HETATM   35  H16 UNL     1      -3.473  -4.770  -0.234  1.00  0.00           H  
HETATM   36  H17 UNL     1      -1.047  -4.810   0.031  1.00  0.00           H  
HETATM   37  H18 UNL     1       0.261  -2.799   0.302  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7   19
CONECT    7    8    8   12
CONECT    8    9   30
CONECT    9   10   10   31
CONECT   10   11   32
CONECT   11   12   12   33
CONECT   12   13
CONECT   13   14
CONECT   14   15   15   19
CONECT   15   16   34
CONECT   16   17   17   35
CONECT   17   18   36
CONECT   18   19   19   37
END

HMDB0013939
     RDKit          3D
N-Desmethylpromazine
 37 39  0  0  0  0  0  0  0  0999 V2000
    4.7744    0.7737    0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3263    0.8191    0.3120 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9161   -0.1078   -0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3844   -0.0236   -0.8347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7448   -0.4059    0.4843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6631   -0.2977    0.3722 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2046    1.0310    0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3891    2.1455    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8814    3.4484    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2059    3.6807    0.4872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0339    2.6147    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5379    1.3333    0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7381    0.0506    0.0432 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8339   -1.4709    0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5236   -2.6179   -0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9118   -3.8347   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5462   -3.8607    0.0387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8154   -2.6763    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4728   -1.4683    0.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2636    1.4220   -0.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0550   -0.3042    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000    1.0830    1.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0711    1.7741   -0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3414    0.1347   -1.7089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2247   -1.1255   -0.3853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1459    0.9588   -1.2267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1607   -0.8295   -1.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0569    0.2932    1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2234   -1.3283    0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6679    2.0221    0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682    4.2498    0.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5758    4.6881    0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1045    2.8034    0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5903   -2.5959   -0.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4735   -4.7700   -0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0475   -4.8097    0.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2608   -2.7993    0.3019 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
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  6  1  0
 12  7  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Desmonomethylpromazine hydrochloride	HMDB
Desmonomethylpromazine oxalate	HMDB
Desmonomethylpromazine	HMDB

Chemical Formula

C₁₆H₁₈N₂S

Average Molecular Weight

270.393

Monoisotopic Molecular Weight

270.119069276

IUPAC Name

methyl[3-(10H-phenothiazin-10-yl)propyl]amine

Traditional Name

methyl[3-(phenothiazin-10-yl)propyl]amine

CAS Registry Number

Not Available

SMILES

CNCCCN1C2=CC=CC=C2SC2=CC=CC=C12

InChI Identifier

InChI=1S/C16H18N2S/c1-17-11-6-12-18-13-7-2-4-9-15(13)19-16-10-5-3-8-14(16)18/h2-5,7-10,17H,6,11-12H2,1H3

InChI Key

WOCOVPRTRIBGFZ-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
Tertiary aliphatic/aromatic amine
Para-thiazine
Benzenoid
Tertiary amine
Secondary aliphatic amine
Secondary amine
Azacycle
Thioether
Organopnictogen compound
Organonitrogen compound
Amine
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Liver (HMDB: HMDB0013939)
Kidney (HMDB: HMDB0013939)

Biofluid or Excreta

Excreta

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013939)

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
Water Solubility	0.023 g/L	ALOGPS
logP	4.28	ALOGPS
logP	3.55	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	10.02	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	15.27 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	83.66 m³·mol⁻¹	ChemAxon
Polarizability	30.33 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
DarkChem	[M+H]+	161.837	31661259
DarkChem	[M-H]-	161.709	31661259
DeepCCS	[M-2H]-	185.865	30932474
DeepCCS	[M+Na]+	161.633	30932474
AllCCS	[M+H]+	162.0	32859911
AllCCS	[M+H-H2O]+	158.5	32859911
AllCCS	[M+NH4]+	165.2	32859911
AllCCS	[M+Na]+	166.1	32859911
AllCCS	[M-H]-	165.1	32859911
AllCCS	[M+Na-2H]-	164.7	32859911
AllCCS	[M+HCOO]-	164.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Desmethylpromazine	CNCCCN1C2=CC=CC=C2SC2=CC=CC=C12	3361.0	Standard polar	33892256
N-Desmethylpromazine	CNCCCN1C2=CC=CC=C2SC2=CC=CC=C12	2333.6	Standard non polar	33892256
N-Desmethylpromazine	CNCCCN1C2=CC=CC=C2SC2=CC=CC=C12	2346.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Desmethylpromazine,1TMS,isomer #1	CN(CCCN1C2=CC=CC=C2SC2=CC=CC=C21)[Si](C)(C)C	2518.2	Semi standard non polar	33892256
N-Desmethylpromazine,1TMS,isomer #1	CN(CCCN1C2=CC=CC=C2SC2=CC=CC=C21)[Si](C)(C)C	2665.1	Standard non polar	33892256
N-Desmethylpromazine,1TMS,isomer #1	CN(CCCN1C2=CC=CC=C2SC2=CC=CC=C21)[Si](C)(C)C	3246.5	Standard polar	33892256
N-Desmethylpromazine,1TBDMS,isomer #1	CN(CCCN1C2=CC=CC=C2SC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	2755.9	Semi standard non polar	33892256
N-Desmethylpromazine,1TBDMS,isomer #1	CN(CCCN1C2=CC=CC=C2SC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	2890.0	Standard non polar	33892256
N-Desmethylpromazine,1TBDMS,isomer #1	CN(CCCN1C2=CC=CC=C2SC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3340.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethylpromazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dl-7290000000-64cc986734ea594bc434	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Desmethylpromazine 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 - N-Desmethylpromazine 10V, Positive-QTOF	splash10-00di-0090000000-36decda119d65550b3d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethylpromazine 20V, Positive-QTOF	splash10-006x-5090000000-158bd872908ca62aedcc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethylpromazine 40V, Positive-QTOF	splash10-0k96-9230000000-bb130581daad42953fbe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethylpromazine 10V, Negative-QTOF	splash10-014i-0090000000-4b119a75f613e4ca57fe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethylpromazine 20V, Negative-QTOF	splash10-07vj-1940000000-8a47030ded8eac685513	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethylpromazine 40V, Negative-QTOF	splash10-0002-2900000000-c71698eba75b7f6c6da5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethylpromazine 10V, Positive-QTOF	splash10-00di-2090000000-f51d37a5720439de9624	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethylpromazine 20V, Positive-QTOF	splash10-00dl-4090000000-59f8f74c2e8875ddddf8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethylpromazine 40V, Positive-QTOF	splash10-00y4-7950000000-d4510ea8fad588561d07	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethylpromazine 10V, Negative-QTOF	splash10-014i-0090000000-7c3dcfc30b7fa01fefe8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethylpromazine 20V, Negative-QTOF	splash10-00kb-0960000000-6d4d63a941632228a522	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Desmethylpromazine 40V, Negative-QTOF	splash10-0002-0910000000-7cddf6b5c88239e80b0f	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry	21059682	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

26342

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

28315

PDB ID

Not Available

ChEBI ID

157527

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

Not Available

Showing metabocard for N-Desmethylpromazine (HMDB0013939)

MOL for HMDB0013939 (N-Desmethylpromazine)

3D MOL for HMDB0013939 (N-Desmethylpromazine)

3D SDF for HMDB0013939 (N-Desmethylpromazine)

3D-SDF for HMDB0013939 (N-Desmethylpromazine)

PDB for HMDB0013939 (N-Desmethylpromazine)

3D PDB for HMDB0013939 (N-Desmethylpromazine)

SMILES for HMDB0013939 (N-Desmethylpromazine)

INCHI for HMDB0013939 (N-Desmethylpromazine)

Structure for HMDB0013939 (N-Desmethylpromazine)

3D Structure for HMDB0013939 (N-Desmethylpromazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra