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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:08:37 UTC

Update Date

2021-09-26 23:04:46 UTC

HMDB ID

HMDB0252285

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide

Description

Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide, also known as bis(4-methyl-1-homopiperazinylthiocarbonyl)disulfide or FLA 63, belongs to the class of organic compounds known as thiuram disulfides. These are organic disulfides that have the general structural formula RN(R')C(=S)SSC(=S)N(R\")R\"', where R-R\"'=alkyl groups. Based on a literature review very few articles have been published on Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bis((hexahydro-4-methyl-1h-1,4-diazepin-1-yl)thiocarbonyl)disulfide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide 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

HMDB0252285
     RDKit          3D
Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide
 48 49  0  0  0  0  0  0  0  0999 V2000
   -6.7569   -1.2885    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8901   -0.5923    0.9273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8795    0.8201    0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3746    1.3560   -0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8655    1.4547   -0.5353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    0.2040   -0.1906 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8778    0.2561    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0945   -1.1070    0.5637 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9808    1.7930    0.1846 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422    1.5028    0.7635 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0878    1.1897   -0.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4639    1.1526   -2.1281 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4667    0.9712   -0.4491 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2872    0.7177   -1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9214   -0.6567   -1.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7017   -1.3115   -0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4912   -0.7675    0.8336 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8527   -1.2347    0.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3492    0.6360    1.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9117    1.0264    0.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8369   -1.1028   -0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6186   -1.2080    1.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9339   -0.8200   -0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7264   -1.4785    0.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3066   -2.3061   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2721    1.2445    1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9237    1.1966    0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6850    0.7709   -1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7741    2.3827   -0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5001    2.3011    0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5862    1.7121   -1.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6329    0.8461   -2.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0832    1.4698   -1.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9747   -0.6314   -1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3788   -1.2887   -2.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222   -1.2606   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9560   -2.3793   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1146   -1.5896    1.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0489   -1.9973    0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5460   -0.3871    0.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0123    1.2584    0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6459    0.8389    2.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2908    0.3525    1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7592    2.0724    1.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0955   -1.9233   -0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5791   -1.2541   -0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7676   -2.2617    1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0818   -0.6799    1.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  6 21  1  0
 21 22  1  0
 22  2  1  0
 20 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
M  END

  Mrv1652309112112082D          

 22 23  0  0  0  0            999 V2000
   -3.7631   -4.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2983   -3.6271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7108   -2.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094   -2.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6211   -1.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9394   -2.3662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8778   -3.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4826   -3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2250   -1.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2250   -1.1287    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5105   -2.3662    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2040   -1.9537    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9184   -2.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9184   -3.1912    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6329   -1.9537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5713   -1.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1760   -0.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9918   -0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4043   -1.4073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1029   -2.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3146   -2.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2270   -1.3456    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 21  1  0  0  0  0
 19 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252285

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCCN(CC1)C(=S)SSC(=S)N1CCCN(C)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C14H26N4S4/c1-15-5-3-7-17(11-9-15)13(19)21-22-14(20)18-8-4-6-16(2)10-12-18/h3-12H2,1-2H3

> <INCHI_KEY>
NXJOFTRBTBDSHB-UHFFFAOYSA-N

> <FORMULA>
C14H26N4S4

> <MOLECULAR_WEIGHT>
378.63

> <EXACT_MASS>
378.104031549

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
41.27784573750849

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methyl-1,4-diazepane-1-carbothioylsulfanyl 4-methyl-1,4-diazepane-1-carbodithioate

> <ALOGPS_LOGP>
2.48

> <JCHEM_LOGP>
2.5466857393333324

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
7.577894226635306

> <JCHEM_POLAR_SURFACE_AREA>
12.96

> <JCHEM_REFRACTIVITY>
111.07179999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methyl-1,4-diazepane-1-carbothioylsulfanyl 4-methyl-1,4-diazepane-1-carbodithioate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0252285
     RDKit          3D
Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide
 48 49  0  0  0  0  0  0  0  0999 V2000
   -6.7569   -1.2885    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8901   -0.5923    0.9273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8795    0.8201    0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3746    1.3560   -0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8655    1.4547   -0.5353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    0.2040   -0.1906 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8778    0.2561    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0945   -1.1070    0.5637 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9808    1.7930    0.1846 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422    1.5028    0.7635 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0878    1.1897   -0.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4639    1.1526   -2.1281 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4667    0.9712   -0.4491 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2872    0.7177   -1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9214   -0.6567   -1.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7017   -1.3115   -0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4912   -0.7675    0.8336 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8527   -1.2347    0.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3492    0.6360    1.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9117    1.0264    0.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8369   -1.1028   -0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6186   -1.2080    1.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9339   -0.8200   -0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7264   -1.4785    0.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3066   -2.3061   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2721    1.2445    1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9237    1.1966    0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6850    0.7709   -1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7741    2.3827   -0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5001    2.3011    0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5862    1.7121   -1.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6329    0.8461   -2.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0832    1.4698   -1.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9747   -0.6314   -1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3788   -1.2887   -2.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222   -1.2606   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9560   -2.3793   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1146   -1.5896    1.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0489   -1.9973    0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5460   -0.3871    0.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0123    1.2584    0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6459    0.8389    2.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2908    0.3525    1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7592    2.0724    1.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0955   -1.9233   -0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5791   -1.2541   -0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7676   -2.2617    1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0818   -0.6799    1.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  6 21  1  0
 21 22  1  0
 22  2  1  0
 20 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  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      -7.024  -8.043   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -6.157  -6.771   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -6.927  -5.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.364  -4.003   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.893  -3.549   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -3.620  -4.417   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -3.505  -5.953   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.634  -7.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.287  -3.647   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0      -2.287  -2.107   0.000  0.00  0.00           S+0
HETATM   11  S   UNK     0      -0.953  -4.417   0.000  0.00  0.00           S+0
HETATM   12  S   UNK     0       0.381  -3.647   0.000  0.00  0.00           S+0
HETATM   13  C   UNK     0       1.714  -4.417   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0       1.714  -5.957   0.000  0.00  0.00           S+0
HETATM   15  N   UNK     0       3.048  -3.647   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       2.933  -2.111   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.062  -1.064   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.585  -1.293   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       6.355  -2.627   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       5.792  -4.060   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.321  -4.514   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.890  -2.512   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    2                                                       
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   15                                                       
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0252285
HETATM    1  C1  UNL     1      -6.757  -1.289   0.044  1.00  0.00           C  
HETATM    2  N1  UNL     1      -5.890  -0.592   0.927  1.00  0.00           N  
HETATM    3  C2  UNL     1      -5.879   0.820   0.810  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.375   1.356  -0.486  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.865   1.455  -0.535  1.00  0.00           C  
HETATM    6  N2  UNL     1      -3.234   0.204  -0.191  1.00  0.00           N  
HETATM    7  C5  UNL     1      -1.878   0.256   0.163  1.00  0.00           C  
HETATM    8  S1  UNL     1      -1.094  -1.107   0.564  1.00  0.00           S  
HETATM    9  S2  UNL     1      -0.981   1.793   0.185  1.00  0.00           S  
HETATM   10  S3  UNL     1       1.042   1.503   0.764  1.00  0.00           S  
HETATM   11  C6  UNL     1       2.088   1.190  -0.631  1.00  0.00           C  
HETATM   12  S4  UNL     1       1.464   1.153  -2.128  1.00  0.00           S  
HETATM   13  N3  UNL     1       3.467   0.971  -0.449  1.00  0.00           N  
HETATM   14  C7  UNL     1       4.287   0.718  -1.625  1.00  0.00           C  
HETATM   15  C8  UNL     1       4.921  -0.657  -1.559  1.00  0.00           C  
HETATM   16  C9  UNL     1       4.702  -1.312  -0.219  1.00  0.00           C  
HETATM   17  N4  UNL     1       5.491  -0.767   0.834  1.00  0.00           N  
HETATM   18  C10 UNL     1       6.853  -1.235   0.836  1.00  0.00           C  
HETATM   19  C11 UNL     1       5.349   0.636   1.045  1.00  0.00           C  
HETATM   20  C12 UNL     1       3.912   1.026   0.918  1.00  0.00           C  
HETATM   21  C13 UNL     1      -3.837  -1.103  -0.167  1.00  0.00           C  
HETATM   22  C14 UNL     1      -4.619  -1.208   1.135  1.00  0.00           C  
HETATM   23  H1  UNL     1      -6.934  -0.820  -0.926  1.00  0.00           H  
HETATM   24  H2  UNL     1      -7.726  -1.478   0.531  1.00  0.00           H  
HETATM   25  H3  UNL     1      -6.307  -2.306  -0.145  1.00  0.00           H  
HETATM   26  H4  UNL     1      -5.272   1.245   1.627  1.00  0.00           H  
HETATM   27  H5  UNL     1      -6.924   1.197   0.966  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.685   0.771  -1.369  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.774   2.383  -0.619  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.500   2.301   0.088  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.586   1.712  -1.587  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.633   0.846  -2.508  1.00  0.00           H  
HETATM   33  H11 UNL     1       5.083   1.470  -1.671  1.00  0.00           H  
HETATM   34  H12 UNL     1       5.975  -0.631  -1.873  1.00  0.00           H  
HETATM   35  H13 UNL     1       4.379  -1.289  -2.313  1.00  0.00           H  
HETATM   36  H14 UNL     1       3.622  -1.261  -0.002  1.00  0.00           H  
HETATM   37  H15 UNL     1       4.956  -2.379  -0.332  1.00  0.00           H  
HETATM   38  H16 UNL     1       7.115  -1.590   1.855  1.00  0.00           H  
HETATM   39  H17 UNL     1       7.049  -1.997   0.053  1.00  0.00           H  
HETATM   40  H18 UNL     1       7.546  -0.387   0.617  1.00  0.00           H  
HETATM   41  H19 UNL     1       6.012   1.258   0.428  1.00  0.00           H  
HETATM   42  H20 UNL     1       5.646   0.839   2.116  1.00  0.00           H  
HETATM   43  H21 UNL     1       3.291   0.352   1.534  1.00  0.00           H  
HETATM   44  H22 UNL     1       3.759   2.072   1.279  1.00  0.00           H  
HETATM   45  H23 UNL     1      -3.095  -1.923  -0.244  1.00  0.00           H  
HETATM   46  H24 UNL     1      -4.579  -1.254  -0.984  1.00  0.00           H  
HETATM   47  H25 UNL     1      -4.768  -2.262   1.429  1.00  0.00           H  
HETATM   48  H26 UNL     1      -4.082  -0.680   1.935  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   22
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   21
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14   20
CONECT   14   15   32   33
CONECT   15   16   34   35
CONECT   16   17   36   37
CONECT   17   18   19
CONECT   18   38   39   40
CONECT   19   20   41   42
CONECT   20   43   44
CONECT   21   22   45   46
CONECT   22   47   48
END

HMDB0252285
     RDKit          3D
Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide
 48 49  0  0  0  0  0  0  0  0999 V2000
   -6.7569   -1.2885    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8901   -0.5923    0.9273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8795    0.8201    0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3746    1.3560   -0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8655    1.4547   -0.5353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    0.2040   -0.1906 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8778    0.2561    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0945   -1.1070    0.5637 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9808    1.7930    0.1846 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0422    1.5028    0.7635 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0878    1.1897   -0.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4639    1.1526   -2.1281 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4667    0.9712   -0.4491 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2872    0.7177   -1.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9214   -0.6567   -1.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7017   -1.3115   -0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4912   -0.7675    0.8336 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8527   -1.2347    0.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3492    0.6360    1.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9117    1.0264    0.9182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8369   -1.1028   -0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6186   -1.2080    1.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9339   -0.8200   -0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7264   -1.4785    0.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3066   -2.3061   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2721    1.2445    1.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9237    1.1966    0.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6850    0.7709   -1.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7741    2.3827   -0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5001    2.3011    0.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5862    1.7121   -1.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6329    0.8461   -2.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0832    1.4698   -1.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9747   -0.6314   -1.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3788   -1.2887   -2.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222   -1.2606   -0.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9560   -2.3793   -0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1146   -1.5896    1.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0489   -1.9973    0.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5460   -0.3871    0.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0123    1.2584    0.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6459    0.8389    2.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2908    0.3525    1.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7592    2.0724    1.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0955   -1.9233   -0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5791   -1.2541   -0.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7676   -2.2617    1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0818   -0.6799    1.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  6 21  1  0
 21 22  1  0
 22  2  1  0
 20 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 19 41  1  0
 19 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulphide	Generator
Bis(4-methyl-1-homopiperazinylthiocarbonyl)disulfide	HMDB
FLA 63	MeSH

Chemical Formula

C₁₄H₂₆N₄S₄

Average Molecular Weight

378.63

Monoisotopic Molecular Weight

378.104031549

IUPAC Name

4-methyl-1,4-diazepane-1-carbothioylsulfanyl 4-methyl-1,4-diazepane-1-carbodithioate

Traditional Name

4-methyl-1,4-diazepane-1-carbothioylsulfanyl 4-methyl-1,4-diazepane-1-carbodithioate

CAS Registry Number

Not Available

SMILES

CN1CCCN(CC1)C(=S)SSC(=S)N1CCCN(C)CC1

InChI Identifier

InChI=1S/C14H26N4S4/c1-15-5-3-7-17(11-9-15)13(19)21-22-14(20)18-8-4-6-16(2)10-12-18/h3-12H2,1-2H3

InChI Key

NXJOFTRBTBDSHB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thiuram disulfides. These are organic disulfides that have the general structural formula RN(R')C(=S)SSC(=S)N(R\")R\"', where R-R\"'=alkyl groups.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Thiuram disulfides

Alternative Parents

Substituents

Thiuram disulfide
Diazepane
1,4-diazepane
Tertiary aliphatic amine
Organic disulfide
Azacycle
Organoheterocyclic compound
Sulfenyl compound
Organopnictogen compound
Hydrocarbon derivative
Organosulfur compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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 (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	2.48	ALOGPS
logP	2.55	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	7.58	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.96 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	111.07 m³·mol⁻¹	ChemAxon
Polarizability	41.28 Å³	ChemAxon
Number of Rings	2	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+H]+	178.372	30932474
DeepCCS	[M-H]-	176.014	30932474
DeepCCS	[M-2H]-	208.9	30932474
DeepCCS	[M+Na]+	184.465	30932474
AllCCS	[M+H]+	184.1	32859911
AllCCS	[M+H-H2O]+	181.6	32859911
AllCCS	[M+NH4]+	186.4	32859911
AllCCS	[M+Na]+	187.1	32859911
AllCCS	[M-H]-	179.1	32859911
AllCCS	[M+Na-2H]-	179.9	32859911
AllCCS	[M+HCOO]-	180.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide	CN1CCCN(CC1)C(=S)SSC(=S)N1CCCN(C)CC1	4692.0	Standard polar	33892256
Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide	CN1CCCN(CC1)C(=S)SSC(=S)N1CCCN(C)CC1	3041.6	Standard non polar	33892256
Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide	CN1CCCN(CC1)C(=S)SSC(=S)N1CCCN(C)CC1	3511.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fr-9502000000-748e9eb92ec1e788c246	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide 10V, Positive-QTOF	splash10-004i-0209000000-b9c0e6ef2d074d663599	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide 20V, Positive-QTOF	splash10-004i-0309000000-cf0ea7c98d55a2f87d8a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide 40V, Positive-QTOF	splash10-08fr-1901000000-2c02012fdcd4f78bdcc3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide 10V, Negative-QTOF	splash10-004i-0019000000-8e6494ac64e76ceb16a6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide 20V, Negative-QTOF	splash10-0a70-0902000000-602e5fc3e4f56cbdf02b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide 40V, Negative-QTOF	splash10-0kp0-1931000000-021d0e1a3129c2d4308b	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

30754

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

33295

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 Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide (HMDB0252285)

MOL for HMDB0252285 (Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide)

3D MOL for HMDB0252285 (Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide)

3D SDF for HMDB0252285 (Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide)

3D-SDF for HMDB0252285 (Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide)

PDB for HMDB0252285 (Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide)

3D PDB for HMDB0252285 (Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide)

SMILES for HMDB0252285 (Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide)

INCHI for HMDB0252285 (Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide)

Structure for HMDB0252285 (Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide)

3D Structure for HMDB0252285 (Bis((hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thiocarbonyl)disulfide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra