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 20:55:38 UTC

Update Date

2021-09-26 23:16:18 UTC

HMDB ID

HMDB0259023

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Thioperamide

Description

N-cyclohexyl-4-(1H-imidazol-5-yl)piperidine-1-carboimidothioic acid belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms. N-cyclohexyl-4-(1H-imidazol-5-yl)piperidine-1-carboimidothioic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on N-cyclohexyl-4-(1H-imidazol-5-yl)piperidine-1-carboimidothioic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Thioperamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Thioperamide 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

HMDB0259023
     RDKit          3D
Thioperamide
 44 46  0  0  0  0  0  0  0  0999 V2000
    1.6910    2.1725   -0.2130 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917    0.6363   -0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3210   -0.4834    0.2160 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108   -0.7313    0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4586   -0.4808   -0.8453 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458   -1.0025   -0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5531   -0.3712    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7214    0.3743    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2935   -0.0115    1.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164    0.6989   -0.2607 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489    1.7318    0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909    1.3850   -0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1637    0.0130    0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952   -0.3410    0.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3754   -0.6367    1.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6232   -0.9136    1.1851 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6367   -0.7959   -0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4049   -0.4470   -0.5719 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3711   -0.9747   -0.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2878   -0.2678   -1.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3307    2.7636   -1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8131   -1.8386    0.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4577    0.5651   -1.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9745   -1.1614   -1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479   -2.1189   -0.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4039   -0.9008   -1.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1521   -1.1794    1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3392    0.3118    0.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1861    0.2941    2.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7740    1.4729    1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1051   -0.6365    2.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6545    0.9051    1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1671    2.7375    0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3957    1.6255    1.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0502    1.3800   -1.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869    2.1508    0.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    0.0082    1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0772   -0.6566    2.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4876   -0.9499   -0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0753   -0.2751   -1.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9484   -1.7454    0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0731   -1.4374   -1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6824    0.1781   -2.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5587   -1.0470   -1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 19  1  0
 19 20  1  0
  9  4  1  0
 20 10  1  0
 18 14  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
M  END


  Mrv0541 05041403572D          

 20 22  0  0  0  0            999 V2000
   -2.0367    8.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    8.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    8.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    7.2402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    3.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    4.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548    1.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347    1.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    3.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    6.8277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    5.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097    1.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897    1.8053    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    6.0027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    4.7652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    6.0027    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 12  6  1  0  0  0  0
 12  7  1  0  0  0  0
 13  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 16 10  1  0  0  0  0
 16 11  2  0  0  0  0
 17 11  1  0  0  0  0
 17 14  1  0  0  0  0
 18 13  1  4  0  0  0
 18 15  2  0  0  0  0
 19  8  1  0  0  0  0
 19  9  1  0  0  0  0
 19 15  1  0  0  0  0
 20 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259023

> <DATABASE_NAME>
hmdb

> <SMILES>
SC(=NC1CCCCC1)N1CCC(CC1)C1=CN=CN1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24N4S/c20-15(18-13-4-2-1-3-5-13)19-8-6-12(7-9-19)14-10-16-11-17-14/h10-13H,1-9H2,(H,16,17)(H,18,20)

> <INCHI_KEY>
QKDDJDBFONZGBW-UHFFFAOYSA-N

> <FORMULA>
C15H24N4S

> <MOLECULAR_WEIGHT>
292.443

> <EXACT_MASS>
292.172167478

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.583005159720216

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-cyclohexyl-4-(1H-imidazol-5-yl)piperidine-1-carboimidothioic acid

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
3.224552388303681

> <ALOGPS_LOGS>
-4.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.413621385596862

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4326884174489187

> <JCHEM_PKA_STRONGEST_BASIC>
14.597420682309593

> <JCHEM_POLAR_SURFACE_AREA>
44.28

> <JCHEM_REFRACTIVITY>
85.58850000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thioperamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259023
     RDKit          3D
Thioperamide
 44 46  0  0  0  0  0  0  0  0999 V2000
    1.6910    2.1725   -0.2130 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917    0.6363   -0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3210   -0.4834    0.2160 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108   -0.7313    0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4586   -0.4808   -0.8453 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458   -1.0025   -0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5531   -0.3712    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7214    0.3743    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2935   -0.0115    1.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164    0.6989   -0.2607 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489    1.7318    0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909    1.3850   -0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1637    0.0130    0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952   -0.3410    0.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3754   -0.6367    1.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6232   -0.9136    1.1851 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6367   -0.7959   -0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4049   -0.4470   -0.5719 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3711   -0.9747   -0.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2878   -0.2678   -1.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3307    2.7636   -1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8131   -1.8386    0.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4577    0.5651   -1.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9745   -1.1614   -1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479   -2.1189   -0.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4039   -0.9008   -1.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1521   -1.1794    1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3392    0.3118    0.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1861    0.2941    2.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7740    1.4729    1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1051   -0.6365    2.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6545    0.9051    1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1671    2.7375    0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3957    1.6255    1.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0502    1.3800   -1.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869    2.1508    0.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    0.0082    1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0772   -0.6566    2.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4876   -0.9499   -0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0753   -0.2751   -1.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9484   -1.7454    0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0731   -1.4374   -1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6824    0.1781   -2.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5587   -1.0470   -1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 19  1  0
 19 20  1  0
  9  4  1  0
 20 10  1  0
 18 14  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
M  END

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   20  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2   13                                                       
CONECT    5    3   13                                                       
CONECT    6    8   12                                                       
CONECT    7    9   12                                                       
CONECT    8    6   19                                                       
CONECT    9    7   19                                                       
CONECT   10   14   16                                                       
CONECT   11   16   17                                                       
CONECT   12    6    7   14                                                  
CONECT   13    4    5   18                                                  
CONECT   14   10   12   17                                                  
CONECT   15   18   19   20                                                  
CONECT   16   10   11                                                       
CONECT   17   11   14                                                       
CONECT   18   13   15                                                       
CONECT   19    8    9   15                                                  
CONECT   20   15                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0259023
HETATM    1  S1  UNL     1       1.691   2.173  -0.213  1.00  0.00           S  
HETATM    2  C1  UNL     1       0.792   0.636  -0.058  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.321  -0.483   0.216  1.00  0.00           N  
HETATM    4  C2  UNL     1       2.711  -0.731   0.450  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.459  -0.481  -0.845  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.846  -1.002  -0.621  1.00  0.00           C  
HETATM    7  C5  UNL     1       5.553  -0.371   0.527  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.721   0.374   1.490  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.293  -0.011   1.610  1.00  0.00           C  
HETATM   10  N2  UNL     1      -0.616   0.699  -0.261  1.00  0.00           N  
HETATM   11  C8  UNL     1      -1.449   1.732   0.352  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.891   1.385  -0.014  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.164   0.013   0.560  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.595  -0.341   0.496  1.00  0.00           C  
HETATM   15  C12 UNL     1      -5.375  -0.637   1.588  1.00  0.00           C  
HETATM   16  N3  UNL     1      -6.623  -0.914   1.185  1.00  0.00           N  
HETATM   17  C13 UNL     1      -6.637  -0.796  -0.141  1.00  0.00           C  
HETATM   18  N4  UNL     1      -5.405  -0.447  -0.572  1.00  0.00           N  
HETATM   19  C14 UNL     1      -2.371  -0.975  -0.305  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.288  -0.268  -1.091  1.00  0.00           C  
HETATM   21  H1  UNL     1       1.331   2.764  -1.451  1.00  0.00           H  
HETATM   22  H2  UNL     1       2.813  -1.839   0.642  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.458   0.565  -1.155  1.00  0.00           H  
HETATM   24  H4  UNL     1       2.974  -1.161  -1.605  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.748  -2.119  -0.474  1.00  0.00           H  
HETATM   26  H6  UNL     1       5.404  -0.901  -1.586  1.00  0.00           H  
HETATM   27  H7  UNL     1       6.152  -1.179   1.025  1.00  0.00           H  
HETATM   28  H8  UNL     1       6.339   0.312   0.085  1.00  0.00           H  
HETATM   29  H9  UNL     1       5.186   0.294   2.507  1.00  0.00           H  
HETATM   30  H10 UNL     1       4.774   1.473   1.255  1.00  0.00           H  
HETATM   31  H11 UNL     1       3.105  -0.636   2.527  1.00  0.00           H  
HETATM   32  H12 UNL     1       2.655   0.905   1.779  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.167   2.738   0.023  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.396   1.625   1.470  1.00  0.00           H  
HETATM   35  H15 UNL     1      -3.050   1.380  -1.108  1.00  0.00           H  
HETATM   36  H16 UNL     1      -3.587   2.151   0.404  1.00  0.00           H  
HETATM   37  H17 UNL     1      -2.809   0.008   1.588  1.00  0.00           H  
HETATM   38  H18 UNL     1      -5.077  -0.657   2.627  1.00  0.00           H  
HETATM   39  H19 UNL     1      -7.488  -0.950  -0.797  1.00  0.00           H  
HETATM   40  H20 UNL     1      -5.075  -0.275  -1.548  1.00  0.00           H  
HETATM   41  H21 UNL     1      -1.948  -1.745   0.358  1.00  0.00           H  
HETATM   42  H22 UNL     1      -3.073  -1.437  -1.019  1.00  0.00           H  
HETATM   43  H23 UNL     1      -1.682   0.178  -2.027  1.00  0.00           H  
HETATM   44  H24 UNL     1      -0.559  -1.047  -1.392  1.00  0.00           H  
CONECT    1    2   21
CONECT    2    3    3   10
CONECT    3    4
CONECT    4    5    9   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8   27   28
CONECT    8    9   29   30
CONECT    9   31   32
CONECT   10   11   20
CONECT   11   12   33   34
CONECT   12   13   35   36
CONECT   13   14   19   37
CONECT   14   15   15   18
CONECT   15   16   38
CONECT   16   17   17
CONECT   17   18   39
CONECT   18   40
CONECT   19   20   41   42
CONECT   20   43   44
END

HMDB0259023
     RDKit          3D
Thioperamide
 44 46  0  0  0  0  0  0  0  0999 V2000
    1.6910    2.1725   -0.2130 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917    0.6363   -0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3210   -0.4834    0.2160 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108   -0.7313    0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4586   -0.4808   -0.8453 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8458   -1.0025   -0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5531   -0.3712    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7214    0.3743    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2935   -0.0115    1.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164    0.6989   -0.2607 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4489    1.7318    0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8909    1.3850   -0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1637    0.0130    0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5952   -0.3410    0.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3754   -0.6367    1.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6232   -0.9136    1.1851 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6367   -0.7959   -0.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4049   -0.4470   -0.5719 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3711   -0.9747   -0.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2878   -0.2678   -1.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3307    2.7636   -1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8131   -1.8386    0.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4577    0.5651   -1.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9745   -1.1614   -1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479   -2.1189   -0.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4039   -0.9008   -1.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1521   -1.1794    1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3392    0.3118    0.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1861    0.2941    2.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7740    1.4729    1.2552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1051   -0.6365    2.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6545    0.9051    1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1671    2.7375    0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3957    1.6255    1.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0502    1.3800   -1.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869    2.1508    0.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090    0.0082    1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0772   -0.6566    2.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4876   -0.9499   -0.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0753   -0.2751   -1.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9484   -1.7454    0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0731   -1.4374   -1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6824    0.1781   -2.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5587   -1.0470   -1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 19  1  0
 19 20  1  0
  9  4  1  0
 20 10  1  0
 18 14  1  0
  1 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Cyclohexyl-4-(1H-imidazol-5-yl)piperidine-1-carboimidothioate	Generator
N-Cyclohexy-4-(imidazol-4-yl)-1-piperidinecarbothioamide	MeSH

Chemical Formula

C₁₅H₂₄N₄S

Average Molecular Weight

292.443

Monoisotopic Molecular Weight

292.172167478

IUPAC Name

N-cyclohexyl-4-(1H-imidazol-5-yl)piperidine-1-carboimidothioic acid

Traditional Name

thioperamide

CAS Registry Number

Not Available

SMILES

SC(=NC1CCCCC1)N1CCC(CC1)C1=CN=CN1

InChI Identifier

InChI=1S/C15H24N4S/c20-15(18-13-4-2-1-3-5-13)19-8-6-12(7-9-19)14-10-16-11-17-14/h10-13H,1-9H2,(H,16,17)(H,18,20)

InChI Key

QKDDJDBFONZGBW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Not Available

Direct Parent

Piperidines

Alternative Parents

Substituents

Piperidine
Heteroaromatic compound
Imidazole
Azole
Thiourea
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organosulfur compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

primary aliphatic amine (CHEBI:81391 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.21	ALOGPS
logP	3.22	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	1.43	ChemAxon
pKa (Strongest Basic)	14.6	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	44.28 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	85.59 m³·mol⁻¹	ChemAxon
Polarizability	33.58 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]+	168.123	30932474
DeepCCS	[M-H]-	165.765	30932474
DeepCCS	[M-2H]-	198.651	30932474
DeepCCS	[M+Na]+	174.217	30932474
AllCCS	[M+H]+	170.4	32859911
AllCCS	[M+H-H2O]+	167.2	32859911
AllCCS	[M+NH4]+	173.3	32859911
AllCCS	[M+Na]+	174.2	32859911
AllCCS	[M-H]-	171.9	32859911
AllCCS	[M+Na-2H]-	172.0	32859911
AllCCS	[M+HCOO]-	172.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Thioperamide	SC(=NC1CCCCC1)N1CCC(CC1)C1=CN=CN1	3918.1	Standard polar	33892256
Thioperamide	SC(=NC1CCCCC1)N1CCC(CC1)C1=CN=CN1	2916.4	Standard non polar	33892256
Thioperamide	SC(=NC1CCCCC1)N1CCC(CC1)C1=CN=CN1	3143.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Thioperamide,1TMS,isomer #1	C[Si](C)(C)SC(=NC1CCCCC1)N1CCC(C2=CN=C[NH]2)CC1	2868.4	Semi standard non polar	33892256
Thioperamide,1TMS,isomer #1	C[Si](C)(C)SC(=NC1CCCCC1)N1CCC(C2=CN=C[NH]2)CC1	2576.8	Standard non polar	33892256
Thioperamide,1TMS,isomer #1	C[Si](C)(C)SC(=NC1CCCCC1)N1CCC(C2=CN=C[NH]2)CC1	3804.4	Standard polar	33892256
Thioperamide,1TMS,isomer #2	C[Si](C)(C)N1C=NC=C1C1CCN(C(S)=NC2CCCCC2)CC1	2957.1	Semi standard non polar	33892256
Thioperamide,1TMS,isomer #2	C[Si](C)(C)N1C=NC=C1C1CCN(C(S)=NC2CCCCC2)CC1	2492.8	Standard non polar	33892256
Thioperamide,1TMS,isomer #2	C[Si](C)(C)N1C=NC=C1C1CCN(C(S)=NC2CCCCC2)CC1	3527.7	Standard polar	33892256
Thioperamide,2TMS,isomer #1	C[Si](C)(C)SC(=NC1CCCCC1)N1CCC(C2=CN=CN2[Si](C)(C)C)CC1	2911.4	Semi standard non polar	33892256
Thioperamide,2TMS,isomer #1	C[Si](C)(C)SC(=NC1CCCCC1)N1CCC(C2=CN=CN2[Si](C)(C)C)CC1	2573.3	Standard non polar	33892256
Thioperamide,2TMS,isomer #1	C[Si](C)(C)SC(=NC1CCCCC1)N1CCC(C2=CN=CN2[Si](C)(C)C)CC1	3717.6	Standard polar	33892256
Thioperamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SC(=NC1CCCCC1)N1CCC(C2=CN=C[NH]2)CC1	3058.5	Semi standard non polar	33892256
Thioperamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SC(=NC1CCCCC1)N1CCC(C2=CN=C[NH]2)CC1	2815.2	Standard non polar	33892256
Thioperamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SC(=NC1CCCCC1)N1CCC(C2=CN=C[NH]2)CC1	3908.9	Standard polar	33892256
Thioperamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=NC=C1C1CCN(C(S)=NC2CCCCC2)CC1	3118.3	Semi standard non polar	33892256
Thioperamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=NC=C1C1CCN(C(S)=NC2CCCCC2)CC1	2722.8	Standard non polar	33892256
Thioperamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=NC=C1C1CCN(C(S)=NC2CCCCC2)CC1	3658.7	Standard polar	33892256
Thioperamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SC(=NC1CCCCC1)N1CCC(C2=CN=CN2[Si](C)(C)C(C)(C)C)CC1	3243.5	Semi standard non polar	33892256
Thioperamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SC(=NC1CCCCC1)N1CCC(C2=CN=CN2[Si](C)(C)C(C)(C)C)CC1	3036.6	Standard non polar	33892256
Thioperamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)SC(=NC1CCCCC1)N1CCC(C2=CN=CN2[Si](C)(C)C(C)(C)C)CC1	3776.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Thioperamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-9750000000-8f6a4be2e6d035696421	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Thioperamide 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

2300031

KEGG Compound ID

C17933

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Thioperamide (HMDB0259023)

MOL for HMDB0259023 (Thioperamide)

3D MOL for HMDB0259023 (Thioperamide)

3D SDF for HMDB0259023 (Thioperamide)

3D-SDF for HMDB0259023 (Thioperamide)

PDB for HMDB0259023 (Thioperamide)

3D PDB for HMDB0259023 (Thioperamide)

SMILES for HMDB0259023 (Thioperamide)

INCHI for HMDB0259023 (Thioperamide)

Structure for HMDB0259023 (Thioperamide)

3D Structure for HMDB0259023 (Thioperamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra