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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-11-21 17:43:35 UTC

Update Date

2022-03-07 03:18:14 UTC

HMDB ID

HMDB0240245

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bamipine

Description

Bamipine, also known as soventol or taumidrine, belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. In humans, bamipine is involved in the bamipine h1-antihistamine action pathway. Bamipine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Bamipine.

Structure

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

HMDB0240245
     RDKit          3D
Bamipine
 45 47  0  0  0  0  0  0  0  0999 V2000
   -5.3191    0.1098    0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156    0.3479    0.4115 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047    1.0843   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921    1.6001   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2209    0.5708    0.4082 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0428    0.3289   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9469    1.5517   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535    1.2701   -0.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307    0.7976   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5239    0.5452   -0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6360    0.7645   -2.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5416    1.2382   -2.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340    1.5031   -2.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167   -0.7825    0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8775   -0.7186    1.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908   -1.7228    2.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9599   -2.8274    1.9341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -2.8941    0.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1847   -1.8827   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -0.4558    1.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1688   -0.8360    0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6998    0.9217   -0.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8302    0.2670    1.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5435   -0.8919   -0.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9967    1.8581   -1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714    0.4086   -1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966    2.0791   -0.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2515    2.4253    0.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010    0.0142   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837    1.7279    0.8890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5420    2.4320   -0.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2326    0.6293    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3674    0.1751   -0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5766    0.5681   -2.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5952    1.4238   -3.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4601    1.8753   -2.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5233    0.1364    2.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6043   -1.6502    3.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4524   -3.6404    2.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1913   -3.7942    0.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0910   -1.9948   -1.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -1.3882    0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8725   -0.2382    2.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7267   -1.4230    1.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0798   -1.5136   -0.2005 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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  1  0
 21  2  1  0
 13  8  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
M  END

      
  Mrv1652311211718432D          

 21 23  0  0  0  0            999 V2000
   -0.2676    1.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9821    1.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4467    1.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6966    1.7964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9821    0.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4468    0.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1613    0.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8758    0.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8758    1.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1612    1.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965    0.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965   -0.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9821   -1.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2676   -0.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2676    0.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965    2.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4110    3.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1255    2.6214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1256    1.7964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4110    1.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8400    3.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  3  1  0  0  0  0
  2  5  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  3  6  2  0  0  0  0
 10  3  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  5 11  2  0  0  0  0
 15  5  1  0  0  0  0
 16 17  1  0  0  0  0
 19 20  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 21  1  0  0  0  0
  2  4  1  0  0  0  0
  4 16  1  0  0  0  0
  4 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240245

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCN(CC1)C(CC1=CC=CC=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H24N2/c1-20-12-14-21(15-13-20)19(18-10-6-3-7-11-18)16-17-8-4-2-5-9-17/h2-11,19H,12-16H2,1H3

> <INCHI_KEY>
NXTSFMFOSFAEGA-UHFFFAOYSA-N

> <FORMULA>
C19H24N2

> <MOLECULAR_WEIGHT>
280.415

> <EXACT_MASS>
280.193948781

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.02062208068752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(1,2-diphenylethyl)-4-methylpiperazine

> <ALOGPS_LOGP>
3.74

> <JCHEM_LOGP>
3.834663554333333

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.667842676324408

> <JCHEM_POLAR_SURFACE_AREA>
6.48

> <JCHEM_REFRACTIVITY>
89.68860000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(1,2-diphenylethyl)-4-methylpiperazine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0240245
     RDKit          3D
Bamipine
 45 47  0  0  0  0  0  0  0  0999 V2000
   -5.3191    0.1098    0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156    0.3479    0.4115 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047    1.0843   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921    1.6001   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2209    0.5708    0.4082 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0428    0.3289   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9469    1.5517   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535    1.2701   -0.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307    0.7976   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5239    0.5452   -0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6360    0.7645   -2.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5416    1.2382   -2.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340    1.5031   -2.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167   -0.7825    0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8775   -0.7186    1.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908   -1.7228    2.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9599   -2.8274    1.9341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -2.8941    0.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1847   -1.8827   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -0.4558    1.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1688   -0.8360    0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6998    0.9217   -0.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8302    0.2670    1.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5435   -0.8919   -0.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9967    1.8581   -1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714    0.4086   -1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966    2.0791   -0.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2515    2.4253    0.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010    0.0142   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837    1.7279    0.8890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5420    2.4320   -0.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2326    0.6293    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3674    0.1751   -0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5766    0.5681   -2.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5952    1.4238   -3.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4601    1.8753   -2.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5233    0.1364    2.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6043   -1.6502    3.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4524   -3.6404    2.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1913   -3.7942    0.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0910   -1.9948   -1.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -1.3882    0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8725   -0.2382    2.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7267   -1.4230    1.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0798   -1.5136   -0.2005 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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  1  0
 21  2  1  0
 13  8  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
M  END

HEADER    PROTEIN                                 21-NOV-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-NOV-17         0                                  
HETATM    1  C   UNK     0      -0.500   3.353   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.833   2.583   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.834   2.583   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -3.167   3.353   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.833   1.043   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.834   1.043   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.168   0.273   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.501   1.043   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.501   2.583   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.168   3.353   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.167   0.273   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.167  -1.267   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.833  -2.037   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.500  -1.267   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.500   0.273   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.167   4.893   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.501   5.663   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -5.834   4.893   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -5.834   3.353   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.501   2.583   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -7.168   5.663   0.000  0.00  0.00           C+0
CONECT    1    2    3                                                       
CONECT    2    1    5    4                                                  
CONECT    3    1    6   10                                                  
CONECT    4    2   16   20                                                  
CONECT    5    2   11   15                                                  
CONECT    6    7    3                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    3                                                       
CONECT   11   12    5                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    5                                                       
CONECT   16   17    4                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   20   18                                                       
CONECT   20   19    4                                                       
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0240245
HETATM    1  C1  UNL     1      -5.319   0.110   0.204  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.916   0.348   0.411  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.305   1.084  -0.686  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.992   1.600  -0.153  1.00  0.00           C  
HETATM    5  N2  UNL     1      -1.221   0.571   0.408  1.00  0.00           N  
HETATM    6  C4  UNL     1       0.043   0.329  -0.223  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.947   1.552  -0.186  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.253   1.270  -0.854  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.331   0.798  -0.137  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.524   0.545  -0.784  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.636   0.765  -2.138  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.542   1.238  -2.833  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.334   1.503  -2.228  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.717  -0.782   0.525  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.878  -0.719   1.890  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.491  -1.723   2.602  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.960  -2.827   1.934  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.800  -2.894   0.566  1.00  0.00           C  
HETATM   19  C17 UNL     1       1.185  -1.883  -0.135  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.789  -0.456   1.162  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.169  -0.836   0.698  1.00  0.00           C  
HETATM   22  H1  UNL     1      -5.700   0.922  -0.451  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.830   0.267   1.195  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.544  -0.892  -0.180  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.997   1.858  -1.017  1.00  0.00           H  
HETATM   26  H5  UNL     1      -3.071   0.409  -1.538  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.397   2.079  -0.974  1.00  0.00           H  
HETATM   28  H7  UNL     1      -2.251   2.425   0.555  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.101   0.014  -1.257  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.184   1.728   0.889  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.542   2.432  -0.675  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.233   0.629   0.941  1.00  0.00           H  
HETATM   33  H12 UNL     1       5.367   0.175  -0.223  1.00  0.00           H  
HETATM   34  H13 UNL     1       5.577   0.568  -2.661  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.595   1.424  -3.907  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.460   1.875  -2.752  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.523   0.136   2.467  1.00  0.00           H  
HETATM   38  H17 UNL     1       1.604  -1.650   3.664  1.00  0.00           H  
HETATM   39  H18 UNL     1       2.452  -3.640   2.483  1.00  0.00           H  
HETATM   40  H19 UNL     1       2.191  -3.794   0.085  1.00  0.00           H  
HETATM   41  H20 UNL     1       1.091  -1.995  -1.202  1.00  0.00           H  
HETATM   42  H21 UNL     1      -1.179  -1.388   0.999  1.00  0.00           H  
HETATM   43  H22 UNL     1      -1.873  -0.238   2.256  1.00  0.00           H  
HETATM   44  H23 UNL     1      -3.727  -1.423   1.459  1.00  0.00           H  
HETATM   45  H24 UNL     1      -3.080  -1.514  -0.200  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   21
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   20
CONECT    6    7   14   29
CONECT    7    8   30   31
CONECT    8    9    9   13
CONECT    9   10   32
CONECT   10   11   11   33
CONECT   11   12   34
CONECT   12   13   13   35
CONECT   13   36
CONECT   14   15   15   19
CONECT   15   16   37
CONECT   16   17   17   38
CONECT   17   18   39
CONECT   18   19   19   40
CONECT   19   41
CONECT   20   21   42   43
CONECT   21   44   45
END

HMDB0240245
     RDKit          3D
Bamipine
 45 47  0  0  0  0  0  0  0  0999 V2000
   -5.3191    0.1098    0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156    0.3479    0.4115 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3047    1.0843   -0.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921    1.6001   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2209    0.5708    0.4082 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0428    0.3289   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9469    1.5517   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2535    1.2701   -0.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307    0.7976   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5239    0.5452   -0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6360    0.7645   -2.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5416    1.2382   -2.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340    1.5031   -2.2279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167   -0.7825    0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8775   -0.7186    1.8900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908   -1.7228    2.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9599   -2.8274    1.9341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -2.8941    0.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1847   -1.8827   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -0.4558    1.1621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1688   -0.8360    0.6979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6998    0.9217   -0.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8302    0.2670    1.1954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5435   -0.8919   -0.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9967    1.8581   -1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714    0.4086   -1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3966    2.0791   -0.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2515    2.4253    0.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010    0.0142   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837    1.7279    0.8890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5420    2.4320   -0.6749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2326    0.6293    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3674    0.1751   -0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5766    0.5681   -2.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5952    1.4238   -3.9073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4601    1.8753   -2.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5233    0.1364    2.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6043   -1.6502    3.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4524   -3.6404    2.4831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1913   -3.7942    0.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0910   -1.9948   -1.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1786   -1.3882    0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8725   -0.2382    2.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7267   -1.4230    1.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0798   -1.5136   -0.2005 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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  1  0
 21  2  1  0
 13  8  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Bamipin	HMDB
Soventol	HMDB
Taumidrine	HMDB
Bamipine	HMDB

Chemical Formula

C₁₉H₂₄N₂

Average Molecular Weight

280.415

Monoisotopic Molecular Weight

280.193948781

IUPAC Name

1-(1,2-diphenylethyl)-4-methylpiperazine

Traditional Name

1-(1,2-diphenylethyl)-4-methylpiperazine

CAS Registry Number

4945-47-5

SMILES

CN1CCN(CC1)C(CC1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C19H24N2/c1-20-12-14-21(15-13-20)19(18-10-6-3-7-11-18)16-17-8-4-2-5-9-17/h2-11,19H,12-16H2,1H3

InChI Key

NXTSFMFOSFAEGA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Amphetamine or derivatives
Aralkylamine
N-alkylpiperazine
N-methylpiperazine
Monocyclic benzene moiety
1,4-diazinane
Piperazine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Organoheterocyclic compound
Azacycle
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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
logP	3.74	ALOGPS
logP	3.83	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	8.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	89.69 m³·mol⁻¹	ChemAxon
Polarizability	33.02 Å³	ChemAxon
Number of Rings	3	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
AllCCS	[M+H]+	168.562	31661259
AllCCS	[M-H]-	177.086	31661259
DeepCCS	[M+H]+	165.845	30932474
DeepCCS	[M-H]-	163.487	30932474
DeepCCS	[M-2H]-	196.373	30932474
DeepCCS	[M+Na]+	171.938	30932474
AllCCS	[M+H]+	168.6	32859911
AllCCS	[M+H-H2O]+	164.8	32859911
AllCCS	[M+NH4]+	172.0	32859911
AllCCS	[M+Na]+	173.0	32859911
AllCCS	[M-H]-	177.1	32859911
AllCCS	[M+Na-2H]-	176.8	32859911
AllCCS	[M+HCOO]-	176.7	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 × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.73 minutes	32390414
Predicted by Siyang on May 30, 2022	11.0048 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.6 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1242.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	243.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	169.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	99.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	457.2 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	480.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	301.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1142.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	393.8 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	1144.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	284.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	343.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	281.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	322.8 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	27.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bamipine	CN1CCN(CC1)C(CC1=CC=CC=C1)C1=CC=CC=C1	2814.8	Standard polar	33892256
Bamipine	CN1CCN(CC1)C(CC1=CC=CC=C1)C1=CC=CC=C1	2153.4	Standard non polar	33892256
Bamipine	CN1CCN(CC1)C(CC1=CC=CC=C1)C1=CC=CC=C1	2180.6	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 - Bamipine 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 - Bamipine 10V, Positive-QTOF	splash10-001i-0090000000-2f5abac1da038e6e1a2a	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bamipine 20V, Positive-QTOF	splash10-001r-4960000000-b9fd52d24d4f5cdb6bc3	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bamipine 40V, Positive-QTOF	splash10-0006-9610000000-194594bb6a12328c4f29	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bamipine 10V, Negative-QTOF	splash10-004i-0090000000-763a440a4cfae734b23e	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bamipine 20V, Negative-QTOF	splash10-004i-1090000000-6abc99ab8b6c04c6e2d4	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bamipine 40V, Negative-QTOF	splash10-0097-9650000000-31846b8b6fb35b04014d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bamipine 10V, Negative-QTOF	splash10-004i-0090000000-fa0545de4a4dc60fd062	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bamipine 20V, Negative-QTOF	splash10-004i-0390000000-3a0314ce5840026d03b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bamipine 40V, Negative-QTOF	splash10-05dl-4690000000-bcec0a892d355f51d3da	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bamipine 10V, Positive-QTOF	splash10-001i-0950000000-acf83e13683798b07d9d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bamipine 20V, Positive-QTOF	splash10-001i-0900000000-c148c47ffca8be300f7d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bamipine 40V, Positive-QTOF	splash10-0036-9620000000-8f2f61908b019d3c7b54	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Bamipine H1-Antihistamine Action		Not Available

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

184818

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bamipine

METLIN ID

Not Available

PubChem Compound

213142

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

Weis R, Schweiger K, Faist J, Rajkovic E, Kungl AJ, Fabian WM, Schunack W, Seebacher W: Antimycobacterial and H1-antihistaminic activity of 2-substituted piperidine derivatives. Bioorg Med Chem. 2008 Dec 15;16(24):10326-31. doi: 10.1016/j.bmc.2008.10.042. Epub 2008 Oct 22. [PubMed:18977145 ]

Showing metabocard for Bamipine (HMDB0240245)

MOL for HMDB0240245 (Bamipine)

3D MOL for HMDB0240245 (Bamipine)

3D SDF for HMDB0240245 (Bamipine)

3D-SDF for HMDB0240245 (Bamipine)

PDB for HMDB0240245 (Bamipine)

3D PDB for HMDB0240245 (Bamipine)

SMILES for HMDB0240245 (Bamipine)

INCHI for HMDB0240245 (Bamipine)

Structure for HMDB0240245 (Bamipine)

3D Structure for HMDB0240245 (Bamipine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra