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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 00:54:36 UTC

Update Date

2019-07-23 07:14:06 UTC

HMDB ID

HMDB0060336

Secondary Accession Numbers

HMDB60336

Metabolite Identification

Common Name

1,4'-Bipiperidine-1'-carboxylic acid

Description

1,4'-Bipiperidine-1'-carboxylic acid belongs to the class of organic compounds known as piperidinecarboxylic acids. Piperidinecarboxylic acids are compounds containing a piperidine ring which bears a carboxylic acid group. 1,4'-Bipiperidine-1'-carboxylic acid is a very strong basic compound (based on its pKa).

Structure

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

HMDB0060336
     RDKit          3D
1,4'-Bipiperidine-1'-carboxylic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.5599    0.1393   -1.6128 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932    0.5108   -0.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5204    1.5871    0.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8483   -0.1891   -0.1296 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2976   -1.3205   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8304   -1.0131   -1.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1482   -1.0134    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1034   -0.3307    0.2949 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161   -0.9222   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4274   -0.5792    0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5860    0.8974    0.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3864    1.7179    0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0551    1.0816    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9852   -0.5698    1.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    0.2333    1.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4781    1.5246    1.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7416   -1.4496   -1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4137   -2.2004   -0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3939   -1.8033   -1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7295   -0.0637   -1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094   -2.0983    0.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9722   -1.9823   -0.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1129   -0.3054   -1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3215   -0.8791    1.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2987   -1.0578   -0.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0540    1.1272   -0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3810    1.1835    0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4667    2.2409    1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222    2.5869   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5663    1.3795   -0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3804    1.5044    0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3762    0.0684    2.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -1.4346    2.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0046    1.3439    1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9457    0.0858    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
  7 14  1  0
 14 15  1  0
 15  4  1  0
 13  8  1  0
  3 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
M  END

 
  Mrv1652302201900482D          

 15 16  0  0  0  0            999 V2000
   13.9928  -11.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9928  -11.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7073  -12.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4218  -11.9812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4218  -11.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7073  -10.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1362  -12.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1362  -13.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8507  -13.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5652  -13.2187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5652  -12.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8507  -11.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2796  -13.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2796  -14.4562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9941  -13.2187    0.0000 O   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
  4  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  2  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060336

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)N1CCC(CC1)N1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C11H20N2O2/c14-11(15)13-8-4-10(5-9-13)12-6-2-1-3-7-12/h10H,1-9H2,(H,14,15)

> <INCHI_KEY>
FJWVEDMJFKIJFB-UHFFFAOYSA-N

> <FORMULA>
C11H20N2O2

> <MOLECULAR_WEIGHT>
212.2887

> <EXACT_MASS>
212.152477894

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
23.647383568692653

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[1,4'-bipiperidine]-1'-carboxylic acid

> <ALOGPS_LOGP>
0.36

> <JCHEM_LOGP>
-1.9636719370745461

> <ALOGPS_LOGS>
-0.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.036242751462344

> <JCHEM_PKA_STRONGEST_BASIC>
9.604940192760028

> <JCHEM_POLAR_SURFACE_AREA>
43.78

> <JCHEM_REFRACTIVITY>
58.706900000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.39e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[1,4'-bipiperidine]-1'-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060336
     RDKit          3D
1,4'-Bipiperidine-1'-carboxylic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.5599    0.1393   -1.6128 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932    0.5108   -0.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5204    1.5871    0.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8483   -0.1891   -0.1296 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2976   -1.3205   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8304   -1.0131   -1.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1482   -1.0134    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1034   -0.3307    0.2949 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161   -0.9222   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4274   -0.5792    0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5860    0.8974    0.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3864    1.7179    0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0551    1.0816    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9852   -0.5698    1.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    0.2333    1.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4781    1.5246    1.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7416   -1.4496   -1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4137   -2.2004   -0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3939   -1.8033   -1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7295   -0.0637   -1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094   -2.0983    0.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9722   -1.9823   -0.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1129   -0.3054   -1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3215   -0.8791    1.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2987   -1.0578   -0.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0540    1.1272   -0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3810    1.1835    0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4667    2.2409    1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222    2.5869   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5663    1.3795   -0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3804    1.5044    0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3762    0.0684    2.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -1.4346    2.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0046    1.3439    1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9457    0.0858    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
  7 14  1  0
 14 15  1  0
 15  4  1  0
 13  8  1  0
  3 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
M  END

HEADER    PROTEIN                                 20-FEB-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-FEB-19         0                                  
HETATM    1  C   UNK     0      26.120 -20.825   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.120 -22.365   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      27.454 -23.135   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      28.787 -22.365   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      28.787 -20.825   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.454 -20.055   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      30.121 -23.135   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      30.121 -24.675   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      31.455 -25.445   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      32.788 -24.675   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      32.788 -23.135   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.455 -22.365   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.122 -25.445   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      34.122 -26.985   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      35.456 -24.675   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    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   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0060336
HETATM    1  O1  UNL     1       4.560   0.139  -1.613  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.993   0.511  -0.559  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.520   1.587   0.127  1.00  0.00           O  
HETATM    4  N1  UNL     1       2.848  -0.189  -0.130  1.00  0.00           N  
HETATM    5  C2  UNL     1       2.298  -1.321  -0.848  1.00  0.00           C  
HETATM    6  C3  UNL     1       0.830  -1.013  -1.063  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.148  -1.013   0.258  1.00  0.00           C  
HETATM    8  N2  UNL     1      -1.103  -0.331   0.295  1.00  0.00           N  
HETATM    9  C5  UNL     1      -2.116  -0.922  -0.569  1.00  0.00           C  
HETATM   10  C6  UNL     1      -3.427  -0.579   0.113  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.586   0.897   0.041  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.386   1.718   0.308  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.055   1.082   0.123  1.00  0.00           C  
HETATM   14  C10 UNL     1       0.985  -0.570   1.422  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.190   0.233   1.077  1.00  0.00           C  
HETATM   16  H1  UNL     1       4.478   1.525   1.153  1.00  0.00           H  
HETATM   17  H2  UNL     1       2.742  -1.450  -1.854  1.00  0.00           H  
HETATM   18  H3  UNL     1       2.414  -2.200  -0.190  1.00  0.00           H  
HETATM   19  H4  UNL     1       0.394  -1.803  -1.702  1.00  0.00           H  
HETATM   20  H5  UNL     1       0.729  -0.064  -1.623  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.109  -2.098   0.469  1.00  0.00           H  
HETATM   22  H7  UNL     1      -1.972  -1.982  -0.744  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.113  -0.305  -1.515  1.00  0.00           H  
HETATM   24  H9  UNL     1      -3.321  -0.879   1.177  1.00  0.00           H  
HETATM   25  H10 UNL     1      -4.299  -1.058  -0.372  1.00  0.00           H  
HETATM   26  H11 UNL     1      -4.054   1.127  -0.961  1.00  0.00           H  
HETATM   27  H12 UNL     1      -4.381   1.184   0.795  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.467   2.241   1.310  1.00  0.00           H  
HETATM   29  H14 UNL     1      -2.422   2.587  -0.417  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.566   1.379  -0.849  1.00  0.00           H  
HETATM   31  H16 UNL     1      -0.380   1.504   0.904  1.00  0.00           H  
HETATM   32  H17 UNL     1       0.376   0.068   2.130  1.00  0.00           H  
HETATM   33  H18 UNL     1       1.303  -1.435   2.079  1.00  0.00           H  
HETATM   34  H19 UNL     1       2.005   1.344   1.072  1.00  0.00           H  
HETATM   35  H20 UNL     1       2.946   0.086   1.905  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   16
CONECT    4    5   15
CONECT    5    6   17   18
CONECT    6    7   19   20
CONECT    7    8   14   21
CONECT    8    9   13
CONECT    9   10   22   23
CONECT   10   11   24   25
CONECT   11   12   26   27
CONECT   12   13   28   29
CONECT   13   30   31
CONECT   14   15   32   33
CONECT   15   34   35
END

HMDB0060336
     RDKit          3D
1,4'-Bipiperidine-1'-carboxylic acid
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.5599    0.1393   -1.6128 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9932    0.5108   -0.5592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5204    1.5871    0.1268 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8483   -0.1891   -0.1296 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2976   -1.3205   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8304   -1.0131   -1.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1482   -1.0134    0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1034   -0.3307    0.2949 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161   -0.9222   -0.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4274   -0.5792    0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5860    0.8974    0.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3864    1.7179    0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0551    1.0816    0.1227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9852   -0.5698    1.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    0.2333    1.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4781    1.5246    1.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7416   -1.4496   -1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4137   -2.2004   -0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3939   -1.8033   -1.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7295   -0.0637   -1.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1094   -2.0983    0.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9722   -1.9823   -0.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1129   -0.3054   -1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3215   -0.8791    1.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2987   -1.0578   -0.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0540    1.1272   -0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3810    1.1835    0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4667    2.2409    1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222    2.5869   -0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5663    1.3795   -0.8487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3804    1.5044    0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3762    0.0684    2.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026   -1.4346    2.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0046    1.3439    1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9457    0.0858    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
  7 14  1  0
 14 15  1  0
 15  4  1  0
 13  8  1  0
  3 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
[1,4'-Bipiperidine]-1'-carboxylic acid	Kegg
[1,4'-Bipiperidine]-1'-carboxylate	Generator
1,4'-Bipiperidine-1'-carboxylate	Generator

Chemical Formula

C₁₁H₂₀N₂O₂

Average Molecular Weight

212.2887

Monoisotopic Molecular Weight

212.152477894

IUPAC Name

[1,4'-bipiperidine]-1'-carboxylic acid

Traditional Name

[1,4'-bipiperidine]-1'-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)N1CCC(CC1)N1CCCCC1

InChI Identifier

InChI=1S/C11H20N2O2/c14-11(15)13-8-4-10(5-9-13)12-6-2-1-3-7-12/h10H,1-9H2,(H,14,15)

InChI Key

FJWVEDMJFKIJFB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as piperidinecarboxylic acids. Piperidinecarboxylic acids are compounds containing a piperidine ring which bears a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Piperidinecarboxylic acids and derivatives

Direct Parent

Piperidinecarboxylic acids

Alternative Parents

Substituents

Piperidinecarboxylic acid
4-aminopiperidine
Carbamic acid
Carbamic acid derivative
Carbonic acid derivative
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

piperidines (CHEBI:80763 )
carboxylic acid (CHEBI:80763 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	33.9 g/L	ALOGPS
logP	0.36	ALOGPS
logP	-2	ChemAxon
logS	-0.8	ALOGPS
pKa (Strongest Acidic)	4.04	ChemAxon
pKa (Strongest Basic)	9.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	43.78 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	58.71 m³·mol⁻¹	ChemAxon
Polarizability	23.65 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DarkChem	[M+H]+	150.368	31661259
DarkChem	[M-H]-	144.781	31661259
DeepCCS	[M+H]+	149.001	30932474
DeepCCS	[M-H]-	146.64	30932474
DeepCCS	[M-2H]-	181.449	30932474
DeepCCS	[M+Na]+	156.049	30932474
AllCCS	[M+H]+	149.4	32859911
AllCCS	[M+H-H2O]+	145.5	32859911
AllCCS	[M+NH4]+	153.0	32859911
AllCCS	[M+Na]+	154.0	32859911
AllCCS	[M-H]-	152.8	32859911
AllCCS	[M+Na-2H]-	153.3	32859911
AllCCS	[M+HCOO]-	153.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	2.08 minutes	32390414
Predicted by Siyang on May 30, 2022	8.9765 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.46 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	351.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	223.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	113.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	61.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	228.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	262.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	819.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	593.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	39.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	644.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	163.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	193.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	1024.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	560.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	303.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,4'-Bipiperidine-1'-carboxylic acid	OC(=O)N1CCC(CC1)N1CCCCC1	2740.7	Standard polar	33892256
1,4'-Bipiperidine-1'-carboxylic acid	OC(=O)N1CCC(CC1)N1CCCCC1	1873.4	Standard non polar	33892256
1,4'-Bipiperidine-1'-carboxylic acid	OC(=O)N1CCC(CC1)N1CCCCC1	1899.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1,4'-Bipiperidine-1'-carboxylic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)N1CCC(N2CCCCC2)CC1	1870.4	Semi standard non polar	33892256
1,4'-Bipiperidine-1'-carboxylic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)N1CCC(N2CCCCC2)CC1	2105.0	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 - 1,4'-Bipiperidine-1'-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-4900000000-488b8998bb860ae2995b	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0100-7930000000-00a699b6597bcda676d8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid 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 - 1,4'-Bipiperidine-1'-carboxylic acid 10V, Positive-QTOF	splash10-02t9-0930000000-f7445bf602e9c1680926	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid 20V, Positive-QTOF	splash10-014i-1910000000-ff42333711be6b5accb6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid 40V, Positive-QTOF	splash10-0g0x-7900000000-116cf3b48b17d191f5c9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid 10V, Negative-QTOF	splash10-03xr-0890000000-7c2693a367e52b8c58cd	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid 20V, Negative-QTOF	splash10-02t9-2950000000-436f6fbe13f0ed42e139	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid 40V, Negative-QTOF	splash10-001i-9600000000-49dacad7618ed8185442	2017-10-06	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

Not Available

KEGG Compound ID

C16836

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11367848

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

Enzyme Details

1. Liver carboxylesterase 1

General function:: Lipid transport and metabolism
Specific function:: Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:: CES1
Uniprot ID:: P23141
Molecular weight:: 62520.62

Reactions

Irinotecan + Water → SN-38 + 1,4'-Bipiperidine-1'-carboxylic acid	details

Enzyme Details

2. Cocaine esterase

General function:: Lipid transport and metabolism
Specific function:: Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Shows high catalytic efficiency for hydrolysis of cocaine, 4-methylumbelliferyl acetate, heroin and 6-monoacetylmorphine.
Gene Name:: CES2
Uniprot ID:: O00748
Molecular weight:: 68898.39

Reactions

Irinotecan + Water → SN-38 + 1,4'-Bipiperidine-1'-carboxylic acid	details

Showing metabocard for 1,4'-Bipiperidine-1'-carboxylic acid (HMDB0060336)

MOL for HMDB0060336 (1,4'-Bipiperidine-1'-carboxylic acid)

3D MOL for HMDB0060336 (1,4'-Bipiperidine-1'-carboxylic acid)

3D SDF for HMDB0060336 (1,4'-Bipiperidine-1'-carboxylic acid)

3D-SDF for HMDB0060336 (1,4'-Bipiperidine-1'-carboxylic acid)

PDB for HMDB0060336 (1,4'-Bipiperidine-1'-carboxylic acid)

3D PDB for HMDB0060336 (1,4'-Bipiperidine-1'-carboxylic acid)

SMILES for HMDB0060336 (1,4'-Bipiperidine-1'-carboxylic acid)

INCHI for HMDB0060336 (1,4'-Bipiperidine-1'-carboxylic acid)

Structure for HMDB0060336 (1,4'-Bipiperidine-1'-carboxylic acid)

3D Structure for HMDB0060336 (1,4'-Bipiperidine-1'-carboxylic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions