Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:11:21 UTC

Update Date

2021-09-26 23:10:26 UTC

HMDB ID

HMDB0255536

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Nepicastat

Description

Nepicastat 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. Based on a literature review a significant number of articles have been published on Nepicastat. This compound has been identified in human blood as reported by (PMID: 31557052 ). Nepicastat is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Nepicastat is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0255536
     RDKit          3D
Nepicastat
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.7469    1.6959   -0.7415 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5465    0.2719   -0.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7931   -0.3303    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3145   -0.8689    1.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2926   -1.3065    2.1313 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612   -1.0386    1.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3364   -1.3985    2.0102 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4611   -0.4358    0.2643 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4407   -0.0254   -0.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2586   -1.2246   -1.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -1.0930   -1.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4546   -0.2460   -0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8172   -0.4749   -0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282   -1.4853   -0.9717 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5352    0.3001    0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8492    1.3073    1.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5379    2.0856    2.1183 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5066    1.5349    1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7920    0.7439    0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3758    1.0460   -0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6556    1.9001   -0.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8661    2.0973   -1.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5401   -0.2232   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9960    0.0409   -1.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3573   -0.9438    1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3324   -1.7651    3.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0168    0.4407   -1.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2289   -1.5908   -2.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1566   -2.0881   -0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8893   -0.6671   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114   -2.0875   -1.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5923    0.1194    0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9901    2.3454    1.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0331    1.3516    0.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3346    2.0122   -0.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
  8  3  1  0
 20  9  1  0
 19 12  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  4 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 15 32  1  0
 18 33  1  0
 20 34  1  0
 20 35  1  0
M  END


  Mrv1652309112117112D          

 20 22  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 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   -1.6500    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0862   -2.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8932   -2.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3057   -1.9275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7537   -1.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9252   -0.5075    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5269   -3.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3115   -2.7676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  6 19  1  0  0  0  0
  4 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255536

> <DATABASE_NAME>
hmdb

> <SMILES>
NCC1=CNC(=S)N1C1CCC2=C(F)C=C(F)C=C2C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H15F2N3S/c15-9-3-8-4-10(1-2-12(8)13(16)5-9)19-11(6-17)7-18-14(19)20/h3,5,7,10H,1-2,4,6,17H2,(H,18,20)

> <INCHI_KEY>
YZZVIKDAOTXDEB-UHFFFAOYSA-N

> <FORMULA>
C14H15F2N3S

> <MOLECULAR_WEIGHT>
295.35

> <EXACT_MASS>
295.095474995

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
28.666427714861847

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(aminomethyl)-1-(5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl)-2,3-dihydro-1H-imidazole-2-thione

> <ALOGPS_LOGP>
1.65

> <JCHEM_LOGP>
2.636713852666667

> <ALOGPS_LOGS>
-3.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.299600514662309

> <JCHEM_PKA_STRONGEST_BASIC>
8.276469956858618

> <JCHEM_POLAR_SURFACE_AREA>
41.29

> <JCHEM_REFRACTIVITY>
79.63369999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(aminomethyl)-1-(5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl)-3H-imidazole-2-thione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255536
     RDKit          3D
Nepicastat
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.7469    1.6959   -0.7415 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5465    0.2719   -0.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7931   -0.3303    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3145   -0.8689    1.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2926   -1.3065    2.1313 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612   -1.0386    1.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3364   -1.3985    2.0102 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4611   -0.4358    0.2643 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4407   -0.0254   -0.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2586   -1.2246   -1.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -1.0930   -1.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4546   -0.2460   -0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8172   -0.4749   -0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282   -1.4853   -0.9717 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5352    0.3001    0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8492    1.3073    1.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5379    2.0856    2.1183 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5066    1.5349    1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7920    0.7439    0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3758    1.0460   -0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6556    1.9001   -0.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8661    2.0973   -1.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5401   -0.2232   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9960    0.0409   -1.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3573   -0.9438    1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3324   -1.7651    3.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0168    0.4407   -1.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2289   -1.5908   -2.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1566   -2.0881   -0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8893   -0.6671   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114   -2.0875   -1.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5923    0.1194    0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9901    2.3454    1.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0331    1.3516    0.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3346    2.0122   -0.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
  8  3  1  0
 20  9  1  0
 19 12  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  4 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 15 32  1  0
 18 33  1  0
 20 34  1  0
 20 35  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -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       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.161  -4.612   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.667  -4.932   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -2.437  -3.598   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -1.407  -2.454   0.000  0.00  0.00           C+0
HETATM   16  S   UNK     0      -1.727  -0.947   0.000  0.00  0.00           S+0
HETATM   17  C   UNK     0       0.983  -5.642   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       2.448  -5.166   0.000  0.00  0.00           N+0
HETATM   19  F   UNK     0       8.002  -3.080   0.000  0.00  0.00           F+0
HETATM   20  F   UNK     0       5.335   1.540   0.000  0.00  0.00           F+0
CONECT    1    2   10                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9    1   11                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11   16                                                  
CONECT   16   15                                                            
CONECT   17   12   18                                                       
CONECT   18   17                                                            
CONECT   19    6                                                            
CONECT   20    4                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0255536
HETATM    1  N1  UNL     1      -3.747   1.696  -0.741  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.547   0.272  -0.930  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.793  -0.330   0.206  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.314  -0.869   1.362  1.00  0.00           C  
HETATM    5  N2  UNL     1      -2.293  -1.307   2.131  1.00  0.00           N  
HETATM    6  C4  UNL     1      -1.161  -1.039   1.454  1.00  0.00           C  
HETATM    7  S1  UNL     1       0.336  -1.399   2.010  1.00  0.00           S  
HETATM    8  N3  UNL     1      -1.461  -0.436   0.264  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.441  -0.025  -0.689  1.00  0.00           C  
HETATM   10  C6  UNL     1       0.259  -1.225  -1.181  1.00  0.00           C  
HETATM   11  C7  UNL     1       1.717  -1.093  -1.479  1.00  0.00           C  
HETATM   12  C8  UNL     1       2.455  -0.246  -0.525  1.00  0.00           C  
HETATM   13  C9  UNL     1       3.817  -0.475  -0.297  1.00  0.00           C  
HETATM   14  F1  UNL     1       4.428  -1.485  -0.972  1.00  0.00           F  
HETATM   15  C10 UNL     1       4.535   0.300   0.589  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.849   1.307   1.238  1.00  0.00           C  
HETATM   17  F2  UNL     1       4.538   2.086   2.118  1.00  0.00           F  
HETATM   18  C12 UNL     1       2.507   1.535   1.015  1.00  0.00           C  
HETATM   19  C13 UNL     1       1.792   0.744   0.116  1.00  0.00           C  
HETATM   20  C14 UNL     1       0.376   1.046  -0.066  1.00  0.00           C  
HETATM   21  H1  UNL     1      -4.656   1.900  -0.253  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.866   2.097  -1.713  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.540  -0.223  -1.019  1.00  0.00           H  
HETATM   24  H4  UNL     1      -2.996   0.041  -1.860  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.357  -0.944   1.636  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.332  -1.765   3.068  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.017   0.441  -1.536  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.229  -1.591  -2.111  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.157  -2.088  -0.461  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.889  -0.667  -2.497  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.211  -2.088  -1.478  1.00  0.00           H  
HETATM   32  H12 UNL     1       5.592   0.119   0.764  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.990   2.345   1.548  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.033   1.352   0.943  1.00  0.00           H  
HETATM   35  H15 UNL     1       0.335   2.012  -0.655  1.00  0.00           H  
CONECT    1    2   21   22
CONECT    2    3   23   24
CONECT    3    4    4    8
CONECT    4    5   25
CONECT    5    6   26
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   20   27
CONECT   10   11   28   29
CONECT   11   12   30   31
CONECT   12   13   13   19
CONECT   13   14   15
CONECT   15   16   16   32
CONECT   16   17   18
CONECT   18   19   19   33
CONECT   19   20
CONECT   20   34   35
END

HMDB0255536
     RDKit          3D
Nepicastat
 35 37  0  0  0  0  0  0  0  0999 V2000
   -3.7469    1.6959   -0.7415 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5465    0.2719   -0.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7931   -0.3303    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3145   -0.8689    1.3617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2926   -1.3065    2.1313 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1612   -1.0386    1.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3364   -1.3985    2.0102 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4611   -0.4358    0.2643 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4407   -0.0254   -0.6894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2586   -1.2246   -1.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -1.0930   -1.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4546   -0.2460   -0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8172   -0.4749   -0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282   -1.4853   -0.9717 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5352    0.3001    0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8492    1.3073    1.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5379    2.0856    2.1183 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5066    1.5349    1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7920    0.7439    0.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3758    1.0460   -0.0665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6556    1.9001   -0.2527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8661    2.0973   -1.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5401   -0.2232   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9960    0.0409   -1.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3573   -0.9438    1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3324   -1.7651    3.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0168    0.4407   -1.5361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2289   -1.5908   -2.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1566   -2.0881   -0.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8893   -0.6671   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114   -2.0875   -1.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5923    0.1194    0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9901    2.3454    1.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0331    1.3516    0.9434 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3346    2.0122   -0.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
  8  3  1  0
 20  9  1  0
 19 12  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  4 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 15 32  1  0
 18 33  1  0
 20 34  1  0
 20 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₅F₂N₃S

Average Molecular Weight

295.35

Monoisotopic Molecular Weight

295.095474995

IUPAC Name

5-(aminomethyl)-1-(5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl)-2,3-dihydro-1H-imidazole-2-thione

Traditional Name

5-(aminomethyl)-1-(5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl)-3H-imidazole-2-thione

CAS Registry Number

Not Available

SMILES

NCC1=CNC(=S)N1C1CCC2=C(F)C=C(F)C=C2C1

InChI Identifier

InChI=1S/C14H15F2N3S/c15-9-3-8-4-10(1-2-12(8)13(16)5-9)19-11(6-17)7-18-14(19)20/h3,5,7,10H,1-2,4,6,17H2,(H,18,20)

InChI Key

YZZVIKDAOTXDEB-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
Aralkylamine
Aryl fluoride
Aryl halide
Imidazole-2-thione
N-substituted imidazole
Heteroaromatic compound
Azole
Imidazole
Thiourea
Azacycle
Organoheterocyclic compound
Organohalogen compound
Organosulfur compound
Primary aliphatic amine
Primary amine
Amine
Hydrocarbon derivative
Organic nitrogen compound
Organofluoride
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0255536)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.65	ALOGPS
logP	2.64	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	10.3	ChemAxon
pKa (Strongest Basic)	8.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	41.29 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.63 m³·mol⁻¹	ChemAxon
Polarizability	28.67 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	166.104	30932474
DeepCCS	[M-H]-	163.746	30932474
DeepCCS	[M-2H]-	196.632	30932474
DeepCCS	[M+Na]+	172.197	30932474
AllCCS	[M+H]+	165.6	32859911
AllCCS	[M+H-H2O]+	162.3	32859911
AllCCS	[M+NH4]+	168.7	32859911
AllCCS	[M+Na]+	169.6	32859911
AllCCS	[M-H]-	166.6	32859911
AllCCS	[M+Na-2H]-	166.2	32859911
AllCCS	[M+HCOO]-	165.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.0068 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.63 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	751.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	243.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	109.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	167.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	82.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	323.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	303.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	735.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	715.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	168.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	799.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	198.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	259.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	483.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	526.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	78.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nepicastat	NCC1=CNC(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	3623.9	Standard polar	33892256
Nepicastat	NCC1=CNC(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	2500.7	Standard non polar	33892256
Nepicastat	NCC1=CNC(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	2686.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nepicastat,1TMS,isomer #1	C[Si](C)(C)NCC1=C[NH]C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	2665.0	Semi standard non polar	33892256
Nepicastat,1TMS,isomer #1	C[Si](C)(C)NCC1=C[NH]C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	2550.0	Standard non polar	33892256
Nepicastat,1TMS,isomer #1	C[Si](C)(C)NCC1=C[NH]C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	3114.9	Standard polar	33892256
Nepicastat,1TMS,isomer #2	C[Si](C)(C)N1C=C(CN)N(C2CCC3=C(F)C=C(F)C=C3C2)C1=S	2510.0	Semi standard non polar	33892256
Nepicastat,1TMS,isomer #2	C[Si](C)(C)N1C=C(CN)N(C2CCC3=C(F)C=C(F)C=C3C2)C1=S	2458.8	Standard non polar	33892256
Nepicastat,1TMS,isomer #2	C[Si](C)(C)N1C=C(CN)N(C2CCC3=C(F)C=C(F)C=C3C2)C1=S	3223.2	Standard polar	33892256
Nepicastat,2TMS,isomer #1	C[Si](C)(C)N(CC1=C[NH]C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1)[Si](C)(C)C	2726.1	Semi standard non polar	33892256
Nepicastat,2TMS,isomer #1	C[Si](C)(C)N(CC1=C[NH]C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1)[Si](C)(C)C	2687.9	Standard non polar	33892256
Nepicastat,2TMS,isomer #1	C[Si](C)(C)N(CC1=C[NH]C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1)[Si](C)(C)C	3036.2	Standard polar	33892256
Nepicastat,2TMS,isomer #2	C[Si](C)(C)NCC1=CN([Si](C)(C)C)C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	2654.8	Semi standard non polar	33892256
Nepicastat,2TMS,isomer #2	C[Si](C)(C)NCC1=CN([Si](C)(C)C)C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	2650.1	Standard non polar	33892256
Nepicastat,2TMS,isomer #2	C[Si](C)(C)NCC1=CN([Si](C)(C)C)C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	3007.9	Standard polar	33892256
Nepicastat,3TMS,isomer #1	C[Si](C)(C)N(CC1=CN([Si](C)(C)C)C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1)[Si](C)(C)C	2723.7	Semi standard non polar	33892256
Nepicastat,3TMS,isomer #1	C[Si](C)(C)N(CC1=CN([Si](C)(C)C)C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1)[Si](C)(C)C	2775.6	Standard non polar	33892256
Nepicastat,3TMS,isomer #1	C[Si](C)(C)N(CC1=CN([Si](C)(C)C)C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1)[Si](C)(C)C	2937.5	Standard polar	33892256
Nepicastat,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC1=C[NH]C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	2866.1	Semi standard non polar	33892256
Nepicastat,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC1=C[NH]C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	2746.0	Standard non polar	33892256
Nepicastat,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC1=C[NH]C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	3234.2	Standard polar	33892256
Nepicastat,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(CN)N(C2CCC3=C(F)C=C(F)C=C3C2)C1=S	2717.9	Semi standard non polar	33892256
Nepicastat,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(CN)N(C2CCC3=C(F)C=C(F)C=C3C2)C1=S	2652.8	Standard non polar	33892256
Nepicastat,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(CN)N(C2CCC3=C(F)C=C(F)C=C3C2)C1=S	3287.9	Standard polar	33892256
Nepicastat,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC1=C[NH]C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1)[Si](C)(C)C(C)(C)C	3111.1	Semi standard non polar	33892256
Nepicastat,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC1=C[NH]C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1)[Si](C)(C)C(C)(C)C	3066.3	Standard non polar	33892256
Nepicastat,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC1=C[NH]C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1)[Si](C)(C)C(C)(C)C	3198.6	Standard polar	33892256
Nepicastat,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCC1=CN([Si](C)(C)C(C)(C)C)C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	3024.3	Semi standard non polar	33892256
Nepicastat,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCC1=CN([Si](C)(C)C(C)(C)C)C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	3016.5	Standard non polar	33892256
Nepicastat,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCC1=CN([Si](C)(C)C(C)(C)C)C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1	3168.9	Standard polar	33892256
Nepicastat,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC1=CN([Si](C)(C)C(C)(C)C)C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1)[Si](C)(C)C(C)(C)C	3263.9	Semi standard non polar	33892256
Nepicastat,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC1=CN([Si](C)(C)C(C)(C)C)C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1)[Si](C)(C)C(C)(C)C	3304.7	Standard non polar	33892256
Nepicastat,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(CC1=CN([Si](C)(C)C(C)(C)C)C(=S)N1C1CCC2=C(F)C=C(F)C=C2C1)[Si](C)(C)C(C)(C)C	3143.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nepicastat GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ou-1950000000-e7e9d6a779aeaa48f511	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nepicastat GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4897461

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nepicastat

METLIN ID

Not Available

PubChem Compound

6367079

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Nepicastat (HMDB0255536)

MOL for HMDB0255536 (Nepicastat)

3D MOL for HMDB0255536 (Nepicastat)

3D SDF for HMDB0255536 (Nepicastat)

3D-SDF for HMDB0255536 (Nepicastat)

PDB for HMDB0255536 (Nepicastat)

3D PDB for HMDB0255536 (Nepicastat)

SMILES for HMDB0255536 (Nepicastat)

INCHI for HMDB0255536 (Nepicastat)

Structure for HMDB0255536 (Nepicastat)

3D Structure for HMDB0255536 (Nepicastat)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra