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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:44:15 UTC

Update Date

2021-09-26 22:59:57 UTC

HMDB ID

HMDB0249233

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bipiperidyl mustard

Description

Bipiperidyl mustard 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. Based on a literature review a significant number of articles have been published on Bipiperidyl mustard. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bipiperidyl mustard is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bipiperidyl mustard 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

HMDB0249233
     RDKit          3D
Bipiperidyl mustard
 44 45  0  0  0  0  0  0  0  0999 V2000
    6.5375    0.6503    0.4546 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4325   -0.7753    0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2752   -0.4854   -0.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5521    0.6737   -0.0024 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6162    1.1474   -1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5718    0.0976   -1.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7766   -0.1693    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835    0.5101   -0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3265    0.0379   -1.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6636   -0.6127   -1.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3402    0.1154   -0.0858 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7080    0.3180   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5766   -0.8937    0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2816   -1.7191    1.6643 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7252    0.1037    1.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2802    0.5085    1.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343    0.3471    1.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136    0.5066    1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0000   -1.6796    0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1222   -0.9691    1.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5946   -0.3689   -1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6093   -1.4004   -0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1845    1.2327   -1.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2293    2.1298   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9168    0.4568   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0582   -0.8159   -1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5755   -1.2467    0.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2853    1.5826   -0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7320   -0.7066   -1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5481    0.8680   -2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4179   -1.6682   -0.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589   -0.6864   -2.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0455    0.7904   -1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0400    1.0632    0.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6368   -0.5115    0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5644   -1.5893   -0.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3344    0.7632    1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8510   -0.9359    1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2320    1.5109    1.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7839   -0.1694    1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508    1.3046    1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1852   -0.3614    2.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3938   -0.3502    1.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1859    1.3963    1.8891 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 11 15  1  0
 15 16  1  0
  7 17  1  0
 17 18  1  0
 18  4  1  0
 16  8  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
M  END

  Mrv1652309112105442D          

 18 19  0  0  0  0            999 V2000
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 Cl  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249233

> <DATABASE_NAME>
hmdb

> <SMILES>
ClCCN1CCC(CC1)C1CCN(CCCl)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C14H26Cl2N2/c15-5-11-17-7-1-13(2-8-17)14-3-9-18(10-4-14)12-6-16/h13-14H,1-12H2

> <INCHI_KEY>
JQIFJRXHLHKEAJ-UHFFFAOYSA-N

> <FORMULA>
C14H26Cl2N2

> <MOLECULAR_WEIGHT>
293.28

> <EXACT_MASS>
292.1473042

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
33.142912156840126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,1'-bis(2-chloroethyl)-4,4'-bipiperidine

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
2.631225842666666

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
8.611454860293113

> <JCHEM_POLAR_SURFACE_AREA>
6.48

> <JCHEM_REFRACTIVITY>
81.03980000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
bipiperidyl mustard

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0249233
     RDKit          3D
Bipiperidyl mustard
 44 45  0  0  0  0  0  0  0  0999 V2000
    6.5375    0.6503    0.4546 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4325   -0.7753    0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2752   -0.4854   -0.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5521    0.6737   -0.0024 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6162    1.1474   -1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5718    0.0976   -1.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7766   -0.1693    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835    0.5101   -0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3265    0.0379   -1.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6636   -0.6127   -1.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3402    0.1154   -0.0858 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7080    0.3180   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5766   -0.8937    0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2816   -1.7191    1.6643 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7252    0.1037    1.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2802    0.5085    1.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343    0.3471    1.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136    0.5066    1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0000   -1.6796    0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1222   -0.9691    1.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5946   -0.3689   -1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6093   -1.4004   -0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1845    1.2327   -1.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2293    2.1298   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9168    0.4568   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0582   -0.8159   -1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5755   -1.2467    0.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2853    1.5826   -0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7320   -0.7066   -1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5481    0.8680   -2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4179   -1.6682   -0.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589   -0.6864   -2.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0455    0.7904   -1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0400    1.0632    0.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6368   -0.5115    0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5644   -1.5893   -0.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3344    0.7632    1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8510   -0.9359    1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2320    1.5109    1.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7839   -0.1694    1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508    1.3046    1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1852   -0.3614    2.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3938   -0.3502    1.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1859    1.3963    1.8891 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 11 15  1  0
 15 16  1  0
  7 17  1  0
 17 18  1  0
 18  4  1  0
 16  8  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  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       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   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   1.540   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   15 Cl   UNK     0       2.667   6.160   0.000  0.00  0.00          Cl+0
HETATM   16  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       0.000  -9.240   0.000  0.00  0.00          Cl+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    3   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0249233
HETATM    1 CL1  UNL     1       6.537   0.650   0.455  1.00  0.00          CL  
HETATM    2  C1  UNL     1       5.433  -0.775   0.425  1.00  0.00           C  
HETATM    3  C2  UNL     1       4.275  -0.485  -0.477  1.00  0.00           C  
HETATM    4  N1  UNL     1       3.552   0.674  -0.002  1.00  0.00           N  
HETATM    5  C3  UNL     1       2.616   1.147  -1.012  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.572   0.098  -1.204  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.777  -0.169   0.048  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.584   0.510  -0.137  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.327   0.038  -1.319  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.664  -0.613  -1.054  1.00  0.00           C  
HETATM   11  N2  UNL     1      -3.340   0.115  -0.086  1.00  0.00           N  
HETATM   12  C9  UNL     1      -4.708   0.318  -0.089  1.00  0.00           C  
HETATM   13  C10 UNL     1      -5.577  -0.894   0.125  1.00  0.00           C  
HETATM   14 CL2  UNL     1      -5.282  -1.719   1.664  1.00  0.00          CL  
HETATM   15  C11 UNL     1      -2.725   0.104   1.167  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.280   0.508   1.178  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.434   0.347   1.277  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.914   0.507   1.269  1.00  0.00           C  
HETATM   19  H1  UNL     1       6.000  -1.680   0.035  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.122  -0.969   1.452  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.595  -0.369  -1.548  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.609  -1.400  -0.455  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.184   1.233  -1.958  1.00  0.00           H  
HETATM   24  H6  UNL     1       2.229   2.130  -0.745  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.917   0.457  -2.037  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.058  -0.816  -1.590  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.575  -1.247   0.102  1.00  0.00           H  
HETATM   28  H10 UNL     1      -0.285   1.583  -0.349  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.732  -0.707  -1.887  1.00  0.00           H  
HETATM   30  H12 UNL     1      -1.548   0.868  -2.054  1.00  0.00           H  
HETATM   31  H13 UNL     1      -2.418  -1.668  -0.760  1.00  0.00           H  
HETATM   32  H14 UNL     1      -3.159  -0.686  -2.057  1.00  0.00           H  
HETATM   33  H15 UNL     1      -5.046   0.790  -1.034  1.00  0.00           H  
HETATM   34  H16 UNL     1      -5.040   1.063   0.705  1.00  0.00           H  
HETATM   35  H17 UNL     1      -6.637  -0.511   0.181  1.00  0.00           H  
HETATM   36  H18 UNL     1      -5.564  -1.589  -0.757  1.00  0.00           H  
HETATM   37  H19 UNL     1      -3.334   0.763   1.860  1.00  0.00           H  
HETATM   38  H20 UNL     1      -2.851  -0.936   1.604  1.00  0.00           H  
HETATM   39  H21 UNL     1      -1.232   1.511   1.680  1.00  0.00           H  
HETATM   40  H22 UNL     1      -0.784  -0.169   1.894  1.00  0.00           H  
HETATM   41  H23 UNL     1       0.951   1.305   1.559  1.00  0.00           H  
HETATM   42  H24 UNL     1       1.185  -0.361   2.114  1.00  0.00           H  
HETATM   43  H25 UNL     1       3.394  -0.350   1.782  1.00  0.00           H  
HETATM   44  H26 UNL     1       3.186   1.396   1.889  1.00  0.00           H  
CONECT    1    2
CONECT    2    3   19   20
CONECT    3    4   21   22
CONECT    4    5   18
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8   17   27
CONECT    8    9   16   28
CONECT    9   10   29   30
CONECT   10   11   31   32
CONECT   11   12   15
CONECT   12   13   33   34
CONECT   13   14   35   36
CONECT   15   16   37   38
CONECT   16   39   40
CONECT   17   18   41   42
CONECT   18   43   44
END

HMDB0249233
     RDKit          3D
Bipiperidyl mustard
 44 45  0  0  0  0  0  0  0  0999 V2000
    6.5375    0.6503    0.4546 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.4325   -0.7753    0.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2752   -0.4854   -0.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5521    0.6737   -0.0024 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6162    1.1474   -1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5718    0.0976   -1.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7766   -0.1693    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835    0.5101   -0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3265    0.0379   -1.3186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6636   -0.6127   -1.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3402    0.1154   -0.0858 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7080    0.3180   -0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5766   -0.8937    0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2816   -1.7191    1.6643 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7252    0.1037    1.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2802    0.5085    1.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343    0.3471    1.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136    0.5066    1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0000   -1.6796    0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1222   -0.9691    1.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5946   -0.3689   -1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6093   -1.4004   -0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1845    1.2327   -1.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2293    2.1298   -0.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9168    0.4568   -2.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0582   -0.8159   -1.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5755   -1.2467    0.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2853    1.5826   -0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7320   -0.7066   -1.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5481    0.8680   -2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4179   -1.6682   -0.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589   -0.6864   -2.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0455    0.7904   -1.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0400    1.0632    0.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6368   -0.5115    0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5644   -1.5893   -0.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3344    0.7632    1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8510   -0.9359    1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2320    1.5109    1.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7839   -0.1694    1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508    1.3046    1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1852   -0.3614    2.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3938   -0.3502    1.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1859    1.3963    1.8891 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 11 15  1  0
 15 16  1  0
  7 17  1  0
 17 18  1  0
 18  4  1  0
 16  8  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Bipiperidyl mustard dihydrochloride	HMDB

Chemical Formula

C₁₄H₂₆Cl₂N₂

Average Molecular Weight

293.28

Monoisotopic Molecular Weight

292.1473042

IUPAC Name

1,1'-bis(2-chloroethyl)-4,4'-bipiperidine

Traditional Name

bipiperidyl mustard

CAS Registry Number

Not Available

SMILES

ClCCN1CCC(CC1)C1CCN(CCCl)CC1

InChI Identifier

InChI=1S/C14H26Cl2N2/c15-5-11-17-7-1-13(2-8-17)14-3-9-18(10-4-14)12-6-16/h13-14H,1-12H2

InChI Key

JQIFJRXHLHKEAJ-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
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Organochloride
Organohalogen compound
Amine
Alkyl halide
Alkyl chloride
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	3.34	ALOGPS
logP	2.63	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	8.61	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	81.04 m³·mol⁻¹	ChemAxon
Polarizability	33.14 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]+	160.897	30932474
DeepCCS	[M-H]-	158.539	30932474
DeepCCS	[M-2H]-	193.117	30932474
DeepCCS	[M+Na]+	167.86	30932474
AllCCS	[M+H]+	164.7	32859911
AllCCS	[M+H-H2O]+	161.7	32859911
AllCCS	[M+NH4]+	167.6	32859911
AllCCS	[M+Na]+	168.4	32859911
AllCCS	[M-H]-	169.4	32859911
AllCCS	[M+Na-2H]-	170.2	32859911
AllCCS	[M+HCOO]-	171.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bipiperidyl mustard	ClCCN1CCC(CC1)C1CCN(CCCl)CC1	2383.1	Standard polar	33892256
Bipiperidyl mustard	ClCCN1CCC(CC1)C1CCN(CCCl)CC1	2127.7	Standard non polar	33892256
Bipiperidyl mustard	ClCCN1CCC(CC1)C1CCN(CCCl)CC1	2213.9	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 - Bipiperidyl mustard GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4v-3960000000-ea3a59e461e6195abaed	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bipiperidyl mustard 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 - Bipiperidyl mustard 10V, Positive-QTOF	splash10-0006-0090000000-04ccaa1f6ac85b30b5db	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bipiperidyl mustard 20V, Positive-QTOF	splash10-0006-0290000000-924c9fe246c4b190cb64	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bipiperidyl mustard 40V, Positive-QTOF	splash10-029i-6980000000-c6f60f977da620fa7f6c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bipiperidyl mustard 10V, Negative-QTOF	splash10-0006-0090000000-7d4dbf3b4e477fe9976a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bipiperidyl mustard 20V, Negative-QTOF	splash10-0006-0090000000-bd50ca2e7f55b7652316	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bipiperidyl mustard 40V, Negative-QTOF	splash10-001l-5590000000-99e3c6a8a9123bbaac27	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

21745

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23243

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 Bipiperidyl mustard (HMDB0249233)

MOL for HMDB0249233 (Bipiperidyl mustard)

3D MOL for HMDB0249233 (Bipiperidyl mustard)

3D SDF for HMDB0249233 (Bipiperidyl mustard)

3D-SDF for HMDB0249233 (Bipiperidyl mustard)

PDB for HMDB0249233 (Bipiperidyl mustard)

3D PDB for HMDB0249233 (Bipiperidyl mustard)

SMILES for HMDB0249233 (Bipiperidyl mustard)

INCHI for HMDB0249233 (Bipiperidyl mustard)

Structure for HMDB0249233 (Bipiperidyl mustard)

3D Structure for HMDB0249233 (Bipiperidyl mustard)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra