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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:01 UTC

HMDB ID

HMDB0015553

Secondary Accession Numbers

HMDB15553

Metabolite Identification

Common Name

Aceprometazine

Description

Aceprometazine 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 a small amount of articles have been published on Aceprometazine.

Structure

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

HMDB0015553
     RDKit          3D
Aceprometazine
 45 47  0  0  0  0  0  0  0  0999 V2000
    3.8125   -4.1080    0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5610   -3.3283    0.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -3.9000    0.6805 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5445   -1.8728    0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7472   -1.2492   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7085    0.1138   -0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5490    0.8203    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3516    0.2309    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3698   -1.1468    0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1094    0.8945    0.4883 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0773    0.1024    0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6392   -0.5344   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0459    0.5314   -1.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7530   -1.3929   -0.2844 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4061   -2.5487    0.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -0.8133    0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0122    2.3132    0.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2514    2.9291    0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4137    4.3182    0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3543    5.1232    0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8562    4.5267    0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0065    3.1835    0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6517    2.5673   -0.1734 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2945   -3.7892   -0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268   -3.8199    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5804   -5.1886    0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6683   -1.7911   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6188    0.6328   -0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5118   -1.7592    0.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958    0.7033    1.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8676   -0.7455    1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705   -1.1236   -1.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3934    0.0557   -2.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8558    1.1184   -1.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1720    1.1601   -1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2309   -3.2970    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4539   -3.0271    0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2137   -2.2816    1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7230   -1.6178    0.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8412   -0.5986    1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3645    0.0323   -0.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414    2.4053    0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885    4.7698    0.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4560    6.2004    0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7013    5.2007   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 10 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
  9  4  1  0
 22 17  1  0
 23  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
M  END

1615
  Mrv0541 02231215362D          

 23 25  0  0  1  0            999 V2000
    3.6958   -1.9664    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.4888    0.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6958   -0.3823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0099    1.5979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0099    0.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6958    0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3818   -0.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0099   -0.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3240    0.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3818   -1.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0099   -1.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0899   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3240    1.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6958    1.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -0.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8075   -0.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0899   -1.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3018   -1.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8075   -1.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841   -0.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841   -1.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4920   -0.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1794   -0.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
  2 22  2  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  4 14  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  7 10  2  0  0  0  0
  7 12  1  0  0  0  0
  8 11  1  0  0  0  0
  8 15  2  0  0  0  0
 10 17  1  0  0  0  0
 11 18  2  0  0  0  0
 12 16  2  0  0  0  0
 15 20  1  0  0  0  0
 16 19  1  0  0  0  0
 16 22  1  0  0  0  0
 17 19  2  0  0  0  0
 18 21  1  0  0  0  0
 20 21  2  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015553

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CN1C2=CC=CC=C2SC2=C1C=C(C=C2)C(C)=O)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C19H22N2OS/c1-13(20(3)4)12-21-16-7-5-6-8-18(16)23-19-10-9-15(14(2)22)11-17(19)21/h5-11,13H,12H2,1-4H3

> <INCHI_KEY>
XLOQNFNTQIRSOX-UHFFFAOYSA-N

> <FORMULA>
C19H22N2OS

> <MOLECULAR_WEIGHT>
326.456

> <EXACT_MASS>
326.145284026

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
36.791450890097934

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{10-[2-(dimethylamino)propyl]-10H-phenothiazin-2-yl}ethan-1-one

> <ALOGPS_LOGP>
4.35

> <JCHEM_LOGP>
3.845218370333334

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.05548143537611

> <JCHEM_PKA_STRONGEST_BASIC>
8.317897519284926

> <JCHEM_POLAR_SURFACE_AREA>
23.550000000000004

> <JCHEM_REFRACTIVITY>
98.90770000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aceprometazine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015553
     RDKit          3D
Aceprometazine
 45 47  0  0  0  0  0  0  0  0999 V2000
    3.8125   -4.1080    0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5610   -3.3283    0.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -3.9000    0.6805 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5445   -1.8728    0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7472   -1.2492   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7085    0.1138   -0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5490    0.8203    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3516    0.2309    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3698   -1.1468    0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1094    0.8945    0.4883 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0773    0.1024    0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6392   -0.5344   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0459    0.5314   -1.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7530   -1.3929   -0.2844 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4061   -2.5487    0.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -0.8133    0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0122    2.3132    0.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2514    2.9291    0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4137    4.3182    0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3543    5.1232    0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8562    4.5267    0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0065    3.1835    0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6517    2.5673   -0.1734 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2945   -3.7892   -0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268   -3.8199    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5804   -5.1886    0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6683   -1.7911   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6188    0.6328   -0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5118   -1.7592    0.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958    0.7033    1.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8676   -0.7455    1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705   -1.1236   -1.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3934    0.0557   -2.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8558    1.1184   -1.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1720    1.1601   -1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2309   -3.2970    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4539   -3.0271    0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2137   -2.2816    1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7230   -1.6178    0.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8412   -0.5986    1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3645    0.0323   -0.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414    2.4053    0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885    4.7698    0.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4560    6.2004    0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7013    5.2007   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 10 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
  9  4  1  0
 22 17  1  0
 23  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1615                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       6.899  -3.671   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      12.112   0.801   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       6.899  -0.714   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       5.618   2.983   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.618   1.504   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.899   0.765   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.179  -1.453   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.618  -1.453   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.338   0.765   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.179  -2.931   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.618  -2.931   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.501  -0.662   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.338   3.722   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.899   3.722   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.297  -0.662   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.841  -1.422   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.501  -3.722   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.297  -3.722   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.841  -2.962   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.957  -1.422   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.957  -2.962   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.118  -0.678   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.402  -1.412   0.000  0.00  0.00           C+0
CONECT    1   10   11                                                       
CONECT    2   22                                                            
CONECT    3    6    7    8                                                  
CONECT    4    5   13   14                                                  
CONECT    5    4    6    9                                                  
CONECT    6    3    5                                                       
CONECT    7    3   10   12                                                  
CONECT    8    3   11   15                                                  
CONECT    9    5                                                            
CONECT   10    1    7   17                                                  
CONECT   11    1    8   18                                                  
CONECT   12    7   16                                                       
CONECT   13    4                                                            
CONECT   14    4                                                            
CONECT   15    8   20                                                       
CONECT   16   12   19   22                                                  
CONECT   17   10   19                                                       
CONECT   18   11   21                                                       
CONECT   19   16   17                                                       
CONECT   20   15   21                                                       
CONECT   21   18   20                                                       
CONECT   22    2   16   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0015553
HETATM    1  C1  UNL     1       3.812  -4.108   0.244  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.561  -3.328   0.412  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.480  -3.900   0.680  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.545  -1.873   0.271  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.747  -1.249  -0.024  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.709   0.114  -0.151  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.549   0.820   0.006  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.352   0.231   0.297  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.370  -1.147   0.429  1.00  0.00           C  
HETATM   10  N1  UNL     1       0.109   0.895   0.488  1.00  0.00           N  
HETATM   11  C9  UNL     1      -1.077   0.102   0.751  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.639  -0.534  -0.483  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.046   0.531  -1.518  1.00  0.00           C  
HETATM   14  N2  UNL     1      -2.753  -1.393  -0.284  1.00  0.00           N  
HETATM   15  C12 UNL     1      -2.406  -2.549   0.541  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.928  -0.813   0.277  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.012   2.313   0.393  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.251   2.929   0.584  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.414   4.318   0.497  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.354   5.123   0.220  1.00  0.00           C  
HETATM   21  C18 UNL     1       0.856   4.527   0.032  1.00  0.00           C  
HETATM   22  C19 UNL     1       1.007   3.184   0.117  1.00  0.00           C  
HETATM   23  S1  UNL     1       2.652   2.567  -0.173  1.00  0.00           S  
HETATM   24  H1  UNL     1       4.295  -3.789  -0.724  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.527  -3.820   1.028  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.580  -5.189   0.234  1.00  0.00           H  
HETATM   27  H4  UNL     1       4.668  -1.791  -0.152  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.619   0.633  -0.379  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.512  -1.759   0.668  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.796   0.703   1.330  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.868  -0.745   1.483  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.870  -1.124  -1.030  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.393   0.056  -2.446  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.856   1.118  -1.093  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.172   1.160  -1.782  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.231  -3.297   0.538  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.454  -3.027   0.166  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.214  -2.282   1.597  1.00  0.00           H  
HETATM   39  H16 UNL     1      -4.723  -1.618   0.225  1.00  0.00           H  
HETATM   40  H17 UNL     1      -3.841  -0.599   1.369  1.00  0.00           H  
HETATM   41  H18 UNL     1      -4.365   0.032  -0.289  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.141   2.405   0.794  1.00  0.00           H  
HETATM   43  H20 UNL     1      -2.389   4.770   0.651  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.456   6.200   0.148  1.00  0.00           H  
HETATM   45  H22 UNL     1       1.701   5.201  -0.193  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3    4
CONECT    4    5    5    9
CONECT    5    6   27
CONECT    6    7    7   28
CONECT    7    8   23
CONECT    8    9    9   10
CONECT    9   29
CONECT   10   11   17
CONECT   11   12   30   31
CONECT   12   13   14   32
CONECT   13   33   34   35
CONECT   14   15   16
CONECT   15   36   37   38
CONECT   16   39   40   41
CONECT   17   18   18   22
CONECT   18   19   42
CONECT   19   20   20   43
CONECT   20   21   44
CONECT   21   22   22   45
CONECT   22   23
END

HMDB0015553
     RDKit          3D
Aceprometazine
 45 47  0  0  0  0  0  0  0  0999 V2000
    3.8125   -4.1080    0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5610   -3.3283    0.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -3.9000    0.6805 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5445   -1.8728    0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7472   -1.2492   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7085    0.1138   -0.1506 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5490    0.8203    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3516    0.2309    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3698   -1.1468    0.4290 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1094    0.8945    0.4883 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0773    0.1024    0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6392   -0.5344   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0459    0.5314   -1.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7530   -1.3929   -0.2844 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4061   -2.5487    0.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284   -0.8133    0.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0122    2.3132    0.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2514    2.9291    0.5838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4137    4.3182    0.4973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3543    5.1232    0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8562    4.5267    0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0065    3.1835    0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6517    2.5673   -0.1734 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2945   -3.7892   -0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268   -3.8199    1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5804   -5.1886    0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6683   -1.7911   -0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6188    0.6328   -0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5118   -1.7592    0.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7958    0.7033    1.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8676   -0.7455    1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705   -1.1236   -1.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3934    0.0557   -2.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8558    1.1184   -1.0933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1720    1.1601   -1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2309   -3.2970    0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4539   -3.0271    0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2137   -2.2816    1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7230   -1.6178    0.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8412   -0.5986    1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3645    0.0323   -0.2890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414    2.4053    0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885    4.7698    0.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4560    6.2004    0.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7013    5.2007   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 10 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
  9  4  1  0
 22 17  1  0
 23  7  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  6 28  1  0
  9 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10-(2-(Dimethylamino)propyl)phenothiazin-2-yl methyl ketone	ChEBI
Aceprometazina	ChEBI
Aceprometazinum	ChEBI
Acepromethazine	ChEBI
Aceprometazine maleate	HMDB

Chemical Formula

C₁₉H₂₂N₂OS

Average Molecular Weight

326.456

Monoisotopic Molecular Weight

326.145284026

IUPAC Name

1-{10-[2-(dimethylamino)propyl]-10H-phenothiazin-2-yl}ethan-1-one

Traditional Name

aceprometazine

CAS Registry Number

13461-01-3

SMILES

CC(CN1C2=CC=CC=C2SC2=C1C=C(C=C2)C(C)=O)N(C)C

InChI Identifier

InChI=1S/C19H22N2OS/c1-13(20(3)4)12-21-16-7-5-6-8-18(16)23-19-10-9-15(14(2)22)11-17(19)21/h5-11,13H,12H2,1-4H3

InChI Key

XLOQNFNTQIRSOX-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
Acetophenone
Aryl thioether
Tertiary aliphatic/aromatic amine
Aryl alkyl ketone
Aryl ketone
Para-thiazine
Benzenoid
Ketone
Tertiary aliphatic amine
Tertiary amine
Azacycle
Thioether
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenothiazines (CHEBI:53770 )
tertiary amine (CHEBI:53770 )
methyl ketone (CHEBI:53770 )
aromatic ketone (CHEBI:53770 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015553)

Source

Exogenous

Exogenous (HMDB: HMDB0015553)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.012 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	4.35	ALOGPS
logP	3.85	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	16.06	ChemAxon
pKa (Strongest Basic)	8.32	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	23.55 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	98.91 m³·mol⁻¹	ChemAxon
Polarizability	36.79 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]+	178.386	31661259
DarkChem	[M-H]-	173.91	31661259
DeepCCS	[M+H]+	173.904	30932474
DeepCCS	[M-H]-	171.546	30932474
DeepCCS	[M-2H]-	205.775	30932474
DeepCCS	[M+Na]+	181.002	30932474
AllCCS	[M+H]+	176.8	32859911
AllCCS	[M+H-H2O]+	173.7	32859911
AllCCS	[M+NH4]+	179.6	32859911
AllCCS	[M+Na]+	180.4	32859911
AllCCS	[M-H]-	181.9	32859911
AllCCS	[M+Na-2H]-	181.5	32859911
AllCCS	[M+HCOO]-	181.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aceprometazine	CC(CN1C2=CC=CC=C2SC2=C1C=C(C=C2)C(C)=O)N(C)C	3751.2	Standard polar	33892256
Aceprometazine	CC(CN1C2=CC=CC=C2SC2=C1C=C(C=C2)C(C)=O)N(C)C	2649.4	Standard non polar	33892256
Aceprometazine	CC(CN1C2=CC=CC=C2SC2=C1C=C(C=C2)C(C)=O)N(C)C	2655.2	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 - Aceprometazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-9051000000-03f2a14685e017271abe	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aceprometazine 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 - Aceprometazine 10V, Positive-QTOF	splash10-004i-3029000000-5031893b9796ba742b55	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aceprometazine 20V, Positive-QTOF	splash10-001r-8092000000-99937216f3d814ad927d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aceprometazine 40V, Positive-QTOF	splash10-00dr-9120000000-6bc3dec46a8ae4d11937	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aceprometazine 10V, Negative-QTOF	splash10-004i-0009000000-d0c6815b614eef4cac6f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aceprometazine 20V, Negative-QTOF	splash10-016u-0393000000-e86277491f70157f4bb4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aceprometazine 40V, Negative-QTOF	splash10-0007-5790000000-1c9be76522bbb625e321	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aceprometazine 10V, Positive-QTOF	splash10-002r-9027000000-cc3ddac7e59522e9fd46	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aceprometazine 20V, Positive-QTOF	splash10-000i-9010000000-e50bd997f6a1845b10bf	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aceprometazine 40V, Positive-QTOF	splash10-0006-6090000000-a5647f5fcfea0faf801d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aceprometazine 10V, Negative-QTOF	splash10-004i-0019000000-b45cab2a6d7111b261dd	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aceprometazine 20V, Negative-QTOF	splash10-001l-0091000000-3ee566f7ca1deeaa1b82	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aceprometazine 40V, Negative-QTOF	splash10-0udu-0290000000-eda55742b28312e326b8	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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 DB01615	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01615	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01615

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24249

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Aceprometazine

METLIN ID

Not Available

PubChem Compound

26035

PDB ID

Not Available

ChEBI ID

53770

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

Enzymes

Enzyme Details

1. Histamine H1 receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: In peripheral tissues, the H1 subclass of histamine receptors mediates the contraction of smooth muscles, increase in capillary permeability due to contraction of terminal venules, and catecholamine release from adrenal medulla, as well as mediating neurotransmission in the central nervous system
Gene Name:: HRH1
Uniprot ID:: P35367
Molecular weight:: 55783.6

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Mercier J, Dessaigne S, Menguy A, Manez J: Electro-encephalographic study on the action of the combination meprobamate-aceprometazine on various cerebral systems. Arzneimittelforschung. 1974 Feb;24(2):163-6. [PubMed:4406367 ]
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Showing metabocard for Aceprometazine (HMDB0015553)

MOL for HMDB0015553 (Aceprometazine)

3D MOL for HMDB0015553 (Aceprometazine)

3D SDF for HMDB0015553 (Aceprometazine)

3D-SDF for HMDB0015553 (Aceprometazine)

PDB for HMDB0015553 (Aceprometazine)

3D PDB for HMDB0015553 (Aceprometazine)

SMILES for HMDB0015553 (Aceprometazine)

INCHI for HMDB0015553 (Aceprometazine)

Structure for HMDB0015553 (Aceprometazine)

3D Structure for HMDB0015553 (Aceprometazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References