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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:11:55 UTC

Update Date

2021-09-14 15:40:12 UTC

HMDB ID

HMDB0061002

Secondary Accession Numbers

HMDB61002

Metabolite Identification

Common Name

norsertraline

Description

norsertraline is a metabolite of sertraline. Sertraline hydrochloride (trademark names Zoloft and Lustral) is an antidepressant of the selective serotonin reuptake inhibitor (SSRI) class. It was introduced to the market by Pfizer in 1991. Sertraline is primarily used to treat major depression in adult outpatients as well as obsessive–compulsive, panic, and social anxiety disorders in both adults and children. In 2007, it was the most prescribed antidepressant on the U.S. retail market, with 29,652,000 prescriptions. (Wikipedia)

Structure

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

HMDB0061002
     RDKit          3D
norsertraline
 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.3347   -1.5801    0.9515 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4067   -1.3838   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2814   -2.3612   -0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0719   -1.6968    0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -0.6212   -0.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272   -0.1514   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109   -0.1055    1.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6025    0.3543    1.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3497    0.7806    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9895    1.3711    0.3634 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7913    0.7423   -1.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7223    1.2819   -2.4476 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5028    0.2830   -1.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6577    0.4360   -0.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3294    1.7826   -0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3006    2.7591   -0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6124    2.3574   -0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9252    1.0114   -0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9712    0.0253   -0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9815   -2.3707    0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7452   -0.7148    1.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9668   -1.5989   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5774   -3.2826    0.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400   -2.7074   -1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324   -2.3947    0.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4294   -1.1306    1.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3320   -1.0729   -1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7387   -0.4369    1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0424    0.3806    2.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1110    0.2763   -2.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6973    2.1010   -0.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0855    3.8135   -0.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4250    3.0927   -0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9808    0.7603   -0.0742 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  5 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 13  6  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END

  Mrv0541 07091309112D          

 19 21  0  0  0  0            999 V2000
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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    2.4750    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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  2  0  0  0  0
 11  6  1  0  0  0  0
 11 10  1  0  0  0  0
 12  3  2  0  0  0  0
 12 11  1  0  0  0  0
 13  4  2  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 15  9  1  0  0  0  0
 15 14  2  0  0  0  0
 16  8  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061002

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1CCC(C2=CC(Cl)=C(Cl)C=C2)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H15Cl2N/c17-14-7-5-10(9-15(14)18)11-6-8-16(19)13-4-2-1-3-12(11)13/h1-5,7,9,11,16H,6,8,19H2

> <INCHI_KEY>
SRPXSILJHWNFMK-UHFFFAOYSA-N

> <FORMULA>
C16H15Cl2N

> <MOLECULAR_WEIGHT>
292.203

> <EXACT_MASS>
291.058154899

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
30.263768762202375

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine

> <ALOGPS_LOGP>
4.92

> <JCHEM_LOGP>
4.7167195799999995

> <ALOGPS_LOGS>
-6.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.726268326112768

> <JCHEM_POLAR_SURFACE_AREA>
26.02

> <JCHEM_REFRACTIVITY>
80.96640000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.79e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0061002
     RDKit          3D
norsertraline
 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.3347   -1.5801    0.9515 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4067   -1.3838   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2814   -2.3612   -0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0719   -1.6968    0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -0.6212   -0.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272   -0.1514   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109   -0.1055    1.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6025    0.3543    1.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3497    0.7806    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9895    1.3711    0.3634 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7913    0.7423   -1.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7223    1.2819   -2.4476 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5028    0.2830   -1.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6577    0.4360   -0.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3294    1.7826   -0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3006    2.7591   -0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6124    2.3574   -0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9252    1.0114   -0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9712    0.0253   -0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9815   -2.3707    0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7452   -0.7148    1.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9668   -1.5989   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5774   -3.2826    0.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400   -2.7074   -1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324   -2.3947    0.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4294   -1.1306    1.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3320   -1.0729   -1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7387   -0.4369    1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0424    0.3806    2.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1110    0.2763   -2.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6973    2.1010   -0.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0855    3.8135   -0.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4250    3.0927   -0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9808    0.7603   -0.0742 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  5 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 13  6  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0       5.335  -4.620   0.000  0.00  0.00          Cl+0
HETATM   18 Cl   UNK     0       8.002  -3.080   0.000  0.00  0.00          Cl+0
HETATM   19  N   UNK     0       5.335   6.160   0.000  0.00  0.00           N+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   12                                                       
CONECT    4    2   13                                                       
CONECT    5    7   10                                                       
CONECT    6    8   11                                                       
CONECT    7    5   14                                                       
CONECT    8    6   16                                                       
CONECT    9   10   15                                                       
CONECT   10    5    9   11                                                  
CONECT   11    6   10   12                                                  
CONECT   12    3   11   13                                                  
CONECT   13    4   12   16                                                  
CONECT   14    7   15   17                                                  
CONECT   15    9   14   18                                                  
CONECT   16    8   13   19                                                  
CONECT   17   14                                                            
CONECT   18   15                                                            
CONECT   19   16                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0251061
HETATM    1  N1  UNL     1      -2.468   2.441   0.747  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.274   1.687   0.349  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.855   1.997  -1.044  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.344   0.879  -1.867  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.028  -0.378  -1.166  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.406  -0.453  -0.670  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.079  -1.654  -0.742  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.374  -1.835  -0.306  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.029  -0.749   0.233  1.00  0.00           C  
HETATM   10 CL1  UNL     1       5.673  -0.974   0.788  1.00  0.00          CL  
HETATM   11  C9  UNL     1       3.376   0.448   0.311  1.00  0.00           C  
HETATM   12 CL2  UNL     1       4.238   1.807   1.001  1.00  0.00          CL  
HETATM   13  C10 UNL     1       2.076   0.624  -0.129  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.907  -0.757  -0.071  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.187  -2.065   0.262  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.056  -2.387   1.281  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.669  -1.383   1.993  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.378  -0.067   1.647  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.510   0.260   0.631  1.00  0.00           C  
HETATM   20  H1  UNL     1      -2.306   3.464   0.660  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.235   2.126   0.093  1.00  0.00           H  
HETATM   22  H3  UNL     1      -0.479   2.032   1.046  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.779   2.414  -1.556  1.00  0.00           H  
HETATM   24  H5  UNL     1      -0.124   2.859  -1.090  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.063   0.651  -2.706  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.573   1.235  -2.423  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.090  -1.212  -1.930  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.599  -2.551  -1.164  1.00  0.00           H  
HETATM   29  H10 UNL     1       3.864  -2.806  -0.385  1.00  0.00           H  
HETATM   30  H11 UNL     1       1.605   1.595  -0.043  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.710  -2.870  -0.292  1.00  0.00           H  
HETATM   32  H13 UNL     1      -2.234  -3.437   1.493  1.00  0.00           H  
HETATM   33  H14 UNL     1      -3.357  -1.630   2.800  1.00  0.00           H  
HETATM   34  H15 UNL     1      -2.896   0.689   2.251  1.00  0.00           H  
CONECT    1    2   20   21
CONECT    2    3   19   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6   14   27
CONECT    6    7    7   13
CONECT    7    8   28
CONECT    8    9    9   29
CONECT    9   10   11
CONECT   11   12   13   13
CONECT   13   30
CONECT   14   15   15   19
CONECT   15   16   31
CONECT   16   17   17   32
CONECT   17   18   33
CONECT   18   19   19   34
END

HMDB0061002
     RDKit          3D
norsertraline
 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.3347   -1.5801    0.9515 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4067   -1.3838   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2814   -2.3612   -0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0719   -1.6968    0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727   -0.6212   -0.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7272   -0.1514   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3109   -0.1055    1.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6025    0.3543    1.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3497    0.7806    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9895    1.3711    0.3634 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7913    0.7423   -1.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7223    1.2819   -2.4476 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5028    0.2830   -1.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6577    0.4360   -0.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3294    1.7826   -0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3006    2.7591   -0.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6124    2.3574   -0.2516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9252    1.0114   -0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9712    0.0253   -0.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9815   -2.3707    0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7452   -0.7148    1.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9668   -1.5989   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5774   -3.2826    0.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9400   -2.7074   -1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324   -2.3947    0.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4294   -1.1306    1.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3320   -1.0729   -1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7387   -0.4369    1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0424    0.3806    2.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1110    0.2763   -2.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6973    2.1010   -0.5452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0855    3.8135   -0.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4250    3.0927   -0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9808    0.7603   -0.0742 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  2  0
  5 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 13  6  1  0
 19 14  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
 13 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dasotraline	MeSH, HMDB

Chemical Formula

C₁₆H₁₅Cl₂N

Average Molecular Weight

292.203

Monoisotopic Molecular Weight

291.058154899

IUPAC Name

4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine

Traditional Name

4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine

CAS Registry Number

Not Available

SMILES

NC1CCC(C2=CC(Cl)=C(Cl)C=C2)C2=CC=CC=C12

InChI Identifier

InChI=1S/C16H15Cl2N/c17-14-7-5-10(9-15(14)18)11-6-8-16(19)13-4-2-1-3-12(11)13/h1-5,7,9,11,16H,6,8,19H2

InChI Key

SRPXSILJHWNFMK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Tetralins

Sub Class

Not Available

Direct Parent

Tetralins

Alternative Parents

Substituents

Tetralin
1,2-dichlorobenzene
Chlorobenzene
Halobenzene
Aralkylamine
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Organohalogen compound
Primary aliphatic amine
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Amine
Organochloride
Organonitrogen compound
Primary amine
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0250873)

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	9.8e-05 g/L	ALOGPS
logP	4.92	ALOGPS
logP	4.72	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Basic)	9.73	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.02 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	80.97 m³·mol⁻¹	ChemAxon
Polarizability	30.26 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-2H]-	196.231	30932474
DeepCCS	[M+Na]+	171.797	30932474
AllCCS	[M+H]+	165.0	32859911
AllCCS	[M+H-H2O]+	161.4	32859911
AllCCS	[M+NH4]+	168.3	32859911
AllCCS	[M+Na]+	169.3	32859911
AllCCS	[M-H]-	165.6	32859911
AllCCS	[M+Na-2H]-	165.2	32859911
AllCCS	[M+HCOO]-	164.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
norsertraline	NC1CCC(C2=CC(Cl)=C(Cl)C=C2)C2=CC=CC=C12	3219.7	Standard polar	33892256
norsertraline	NC1CCC(C2=CC(Cl)=C(Cl)C=C2)C2=CC=CC=C12	2406.6	Standard non polar	33892256
norsertraline	NC1CCC(C2=CC(Cl)=C(Cl)C=C2)C2=CC=CC=C12	2409.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
norsertraline,1TMS,isomer #1	C[Si](C)(C)NC1CCC(C2=CC=C(Cl)C(Cl)=C2)C2=CC=CC=C21	2471.7	Semi standard non polar	33892256
norsertraline,1TMS,isomer #1	C[Si](C)(C)NC1CCC(C2=CC=C(Cl)C(Cl)=C2)C2=CC=CC=C21	2641.8	Standard non polar	33892256
norsertraline,1TMS,isomer #1	C[Si](C)(C)NC1CCC(C2=CC=C(Cl)C(Cl)=C2)C2=CC=CC=C21	3038.9	Standard polar	33892256
norsertraline,2TMS,isomer #1	C[Si](C)(C)N(C1CCC(C2=CC=C(Cl)C(Cl)=C2)C2=CC=CC=C21)[Si](C)(C)C	2551.3	Semi standard non polar	33892256
norsertraline,2TMS,isomer #1	C[Si](C)(C)N(C1CCC(C2=CC=C(Cl)C(Cl)=C2)C2=CC=CC=C21)[Si](C)(C)C	2785.8	Standard non polar	33892256
norsertraline,2TMS,isomer #1	C[Si](C)(C)N(C1CCC(C2=CC=C(Cl)C(Cl)=C2)C2=CC=CC=C21)[Si](C)(C)C	2981.9	Standard polar	33892256
norsertraline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1CCC(C2=CC=C(Cl)C(Cl)=C2)C2=CC=CC=C21	2697.4	Semi standard non polar	33892256
norsertraline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1CCC(C2=CC=C(Cl)C(Cl)=C2)C2=CC=CC=C21	2914.8	Standard non polar	33892256
norsertraline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1CCC(C2=CC=C(Cl)C(Cl)=C2)C2=CC=CC=C21	3155.7	Standard polar	33892256
norsertraline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1CCC(C2=CC=C(Cl)C(Cl)=C2)C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	2966.8	Semi standard non polar	33892256
norsertraline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1CCC(C2=CC=C(Cl)C(Cl)=C2)C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3276.3	Standard non polar	33892256
norsertraline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1CCC(C2=CC=C(Cl)C(Cl)=C2)C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3083.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - norsertraline GC-MS (Non-derivatized) - 70eV, Positive	splash10-092a-0490000000-e1b1e4523b8b66f3e541	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - norsertraline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - norsertraline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - norsertraline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - norsertraline 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - norsertraline 90V, Positive-QTOF	splash10-0a4i-0900000000-0deaa3257a7486aa72b6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - norsertraline 15V, Positive-QTOF	splash10-004i-0190000000-68573a2576102668546c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - norsertraline 30V, Positive-QTOF	splash10-0a6r-0930000000-655012d5f9a4d371e87d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - norsertraline 75V, Positive-QTOF	splash10-0a4i-0900000000-357cfa16df6762e5fe1d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - norsertraline 60V, Positive-QTOF	splash10-0a4i-0900000000-5de27c1a0086b45cd0cb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - norsertraline 45V, Positive-QTOF	splash10-0a4i-0900000000-887f0c2f35e59b8de1cc	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norsertraline 10V, Positive-QTOF	splash10-002f-0090000000-3b41055256bf0612c35c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norsertraline 20V, Positive-QTOF	splash10-054o-0690000000-4949fa745ef866f95974	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norsertraline 40V, Positive-QTOF	splash10-0a5i-1940000000-82ebaf5c5dd6c1623979	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norsertraline 10V, Negative-QTOF	splash10-0006-0090000000-6646d16267dc98654061	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norsertraline 20V, Negative-QTOF	splash10-0006-0090000000-106b43670626353547a4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norsertraline 40V, Negative-QTOF	splash10-0006-2590000000-91f5b32ea463f9a5cd18	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norsertraline 10V, Positive-QTOF	splash10-0006-0090000000-b382da8eb1edefe71553	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norsertraline 20V, Positive-QTOF	splash10-004l-0090000000-3f66c7cb9b060b818406	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norsertraline 40V, Positive-QTOF	splash10-0a73-2970000000-0bbefd29f7669b1d6d94	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norsertraline 10V, Negative-QTOF	splash10-0006-0090000000-a1f10711bae3a54c80dd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norsertraline 20V, Negative-QTOF	splash10-0006-1090000000-6167a3bd3c4b778569bc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norsertraline 40V, Negative-QTOF	splash10-001i-9230000000-2b32b848c65e0f3244bf	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

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	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

501757

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

577181

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

Not Available

Showing metabocard for norsertraline (HMDB0061002)

MOL for HMDB0061002 (norsertraline)

3D MOL for HMDB0061002 (norsertraline)

3D SDF for HMDB0061002 (norsertraline)

3D-SDF for HMDB0061002 (norsertraline)

PDB for HMDB0061002 (norsertraline)

3D PDB for HMDB0061002 (norsertraline)

SMILES for HMDB0061002 (norsertraline)

INCHI for HMDB0061002 (norsertraline)

Structure for HMDB0061002 (norsertraline)

3D Structure for HMDB0061002 (norsertraline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra