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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:05 UTC

HMDB ID

HMDB0015690

Secondary Accession Numbers

HMDB15690

Metabolite Identification

Common Name

Chloropyramine

Description

Chloropyramine, also known as anaphylline or suprastin, belongs to the class of organic compounds known as 2-benzylaminopyridines. These are aromatic compounds containing pyridine ring substituted at the 2-position by a benzylamine group. Chloropyramine is a drug which is used for the treatment of allergic conjunctivitis, allergic rhinitis, bronchial asthma, and other atopic (allergic) conditions. In humans, chloropyramine is involved in the chloropyramine h1-antihistamine action pathway. Chloropyramine 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 a significant number of articles have been published on Chloropyramine.

Structure

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

HMDB0015690
     RDKit          3D
Chloropyramine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -2.7816   -2.3732   -1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5049   -1.8518    0.0336 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7777   -1.5540    0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468   -0.6519   -0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3324   -0.8497   -0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3802    0.4116   -0.5747 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7276    0.5740   -0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7280   -0.1651   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2805   -1.3613   -0.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2256   -2.0203    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6372   -1.4720    1.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8351   -2.2722    2.3237 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1015   -0.2883    1.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1536    0.3615    0.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295    1.5661   -0.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413    2.2784   -1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7222    3.4103   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6565    3.7618    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    3.0103    1.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2839    1.9298    1.1101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9427   -1.5779   -2.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6886   -3.0167   -1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9233   -3.0036   -1.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5669   -2.3048    0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6847   -1.5600    1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1763   -0.5782    0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223   -0.1890    0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    0.0308   -0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4337   -1.1768   -1.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2117   -1.6205    0.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    0.2966   -2.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9990    1.6469   -0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9911   -1.8305   -1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6733   -2.9587   -0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4219    0.1437    2.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719    1.3003    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0829    1.9918   -2.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2875    3.9959   -1.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2082    4.6555    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000    3.3109    2.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14  8  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
M  END

25295
  Mrv0541 02241214202D          

 20 21  0  0  1  0            999 V2000
    2.3645   -3.0938    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.6188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0  0  0  0
  2  5  1  0  0  0  0
  2  7  1  0  0  0  0
  2  8  1  0  0  0  0
  3  6  1  0  0  0  0
  3 10  1  0  0  0  0
  3 11  1  0  0  0  0
  4  8  1  0  0  0  0
  4 19  2  0  0  0  0
  5  6  1  0  0  0  0
  7  9  1  0  0  0  0
  8 14  2  0  0  0  0
  9 12  2  0  0  0  0
  9 13  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  2  0  0  0  0
 14 17  1  0  0  0  0
 15 18  2  0  0  0  0
 16 18  1  0  0  0  0
 17 20  2  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015690

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCN(CC1=CC=C(Cl)C=C1)C1=CC=CC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C16H20ClN3/c1-19(2)11-12-20(16-5-3-4-10-18-16)13-14-6-8-15(17)9-7-14/h3-10H,11-13H2,1-2H3

> <INCHI_KEY>
ICKFFNBDFNZJSX-UHFFFAOYSA-N

> <FORMULA>
C16H20ClN3

> <MOLECULAR_WEIGHT>
289.803

> <EXACT_MASS>
289.134575362

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
32.25395283925049

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(4-chlorophenyl)methyl]-N-[2-(dimethylamino)ethyl]pyridin-2-amine

> <ALOGPS_LOGP>
3.79

> <JCHEM_LOGP>
3.8052370936666664

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.763974494958228

> <JCHEM_POLAR_SURFACE_AREA>
19.37

> <JCHEM_REFRACTIVITY>
86.07970000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.41e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chloropyramine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015690
     RDKit          3D
Chloropyramine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -2.7816   -2.3732   -1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5049   -1.8518    0.0336 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7777   -1.5540    0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468   -0.6519   -0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3324   -0.8497   -0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3802    0.4116   -0.5747 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7276    0.5740   -0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7280   -0.1651   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2805   -1.3613   -0.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2256   -2.0203    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6372   -1.4720    1.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8351   -2.2722    2.3237 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1015   -0.2883    1.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1536    0.3615    0.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295    1.5661   -0.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413    2.2784   -1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7222    3.4103   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6565    3.7618    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    3.0103    1.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2839    1.9298    1.1101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9427   -1.5779   -2.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6886   -3.0167   -1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9233   -3.0036   -1.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5669   -2.3048    0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6847   -1.5600    1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1763   -0.5782    0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223   -0.1890    0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    0.0308   -0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4337   -1.1768   -1.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2117   -1.6205    0.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    0.2966   -2.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9990    1.6469   -0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9911   -1.8305   -1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6733   -2.9587   -0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4219    0.1437    2.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719    1.3003    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0829    1.9918   -2.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2875    3.9959   -1.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2082    4.6555    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000    3.3109    2.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14  8  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 25295                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1 Cl   UNK     0       4.414  -5.775   0.000  0.00  0.00          Cl+0
HETATM    2  N   UNK     0       5.747   1.155   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       9.748   0.385   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       4.414   3.465   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       7.081   0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.415   1.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414   0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.747   2.695   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.414  -1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.082   1.155   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.748  -1.155   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.747  -1.925   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.080  -1.925   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081   3.465   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.747  -3.465   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.080  -3.465   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.081   5.005   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414  -4.235   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.414   5.005   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.747   5.775   0.000  0.00  0.00           C+0
CONECT    1   18                                                            
CONECT    2    5    7    8                                                  
CONECT    3    6   10   11                                                  
CONECT    4    8   19                                                       
CONECT    5    2    6                                                       
CONECT    6    3    5                                                       
CONECT    7    2    9                                                       
CONECT    8    2    4   14                                                  
CONECT    9    7   12   13                                                  
CONECT   10    3                                                            
CONECT   11    3                                                            
CONECT   12    9   15                                                       
CONECT   13    9   16                                                       
CONECT   14    8   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   18                                                       
CONECT   17   14   20                                                       
CONECT   18    1   15   16                                                  
CONECT   19    4   20                                                       
CONECT   20   17   19                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0015690
HETATM    1  C1  UNL     1      -2.782  -2.373  -1.276  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.505  -1.852   0.034  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.778  -1.554   0.667  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.747  -0.652  -0.034  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.332  -0.850  -0.532  1.00  0.00           C  
HETATM    6  N2  UNL     1       0.380   0.412  -0.575  1.00  0.00           N  
HETATM    7  C5  UNL     1       1.728   0.574  -0.988  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.728  -0.165  -0.234  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.280  -1.361  -0.637  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.226  -2.020   0.121  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.637  -1.472   1.324  1.00  0.00           C  
HETATM   12 CL1  UNL     1       5.835  -2.272   2.324  1.00  0.00          CL  
HETATM   13  C10 UNL     1       4.102  -0.288   1.741  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.154   0.362   0.967  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.330   1.566  -0.175  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.041   2.278  -1.105  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.722   3.410  -0.646  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.656   3.762   0.688  1.00  0.00           C  
HETATM   19  C16 UNL     1      -0.931   3.010   1.561  1.00  0.00           C  
HETATM   20  N3  UNL     1      -0.284   1.930   1.110  1.00  0.00           N  
HETATM   21  H1  UNL     1      -2.943  -1.578  -2.030  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.689  -3.017  -1.308  1.00  0.00           H  
HETATM   23  H3  UNL     1      -1.923  -3.004  -1.594  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.567  -2.305   0.436  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.685  -1.560   1.778  1.00  0.00           H  
HETATM   26  H6  UNL     1      -4.176  -0.578   0.356  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.722  -0.189   0.982  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.254   0.031  -0.766  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.434  -1.177  -1.601  1.00  0.00           H  
HETATM   30  H10 UNL     1       0.212  -1.620   0.038  1.00  0.00           H  
HETATM   31  H11 UNL     1       1.840   0.297  -2.082  1.00  0.00           H  
HETATM   32  H12 UNL     1       1.999   1.647  -0.963  1.00  0.00           H  
HETATM   33  H13 UNL     1       2.991  -1.831  -1.571  1.00  0.00           H  
HETATM   34  H14 UNL     1       4.673  -2.959  -0.175  1.00  0.00           H  
HETATM   35  H15 UNL     1       4.422   0.144   2.685  1.00  0.00           H  
HETATM   36  H16 UNL     1       2.772   1.300   1.364  1.00  0.00           H  
HETATM   37  H17 UNL     1      -1.083   1.992  -2.140  1.00  0.00           H  
HETATM   38  H18 UNL     1      -2.288   3.996  -1.327  1.00  0.00           H  
HETATM   39  H19 UNL     1      -2.208   4.656   0.994  1.00  0.00           H  
HETATM   40  H20 UNL     1      -0.900   3.311   2.592  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4
CONECT    3   24   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   15
CONECT    7    8   31   32
CONECT    8    9    9   14
CONECT    9   10   33
CONECT   10   11   11   34
CONECT   11   12   13
CONECT   13   14   14   35
CONECT   14   36
CONECT   15   16   16   20
CONECT   16   17   37
CONECT   17   18   18   38
CONECT   18   19   39
CONECT   19   20   20   40
END

HMDB0015690
     RDKit          3D
Chloropyramine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -2.7816   -2.3732   -1.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5049   -1.8518    0.0336 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7777   -1.5540    0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468   -0.6519   -0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3324   -0.8497   -0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3802    0.4116   -0.5747 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7276    0.5740   -0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7280   -0.1651   -0.2343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2805   -1.3613   -0.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2256   -2.0203    0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6372   -1.4720    1.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8351   -2.2722    2.3237 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.1015   -0.2883    1.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1536    0.3615    0.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295    1.5661   -0.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413    2.2784   -1.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7222    3.4103   -0.6459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6565    3.7618    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9306    3.0103    1.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2839    1.9298    1.1101 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9427   -1.5779   -2.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6886   -3.0167   -1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9233   -3.0036   -1.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5669   -2.3048    0.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6847   -1.5600    1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1763   -0.5782    0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223   -0.1890    0.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    0.0308   -0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4337   -1.1768   -1.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2117   -1.6205    0.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    0.2966   -2.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9990    1.6469   -0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9911   -1.8305   -1.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6733   -2.9587   -0.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4219    0.1437    2.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7719    1.3003    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0829    1.9918   -2.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2875    3.9959   -1.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2082    4.6555    0.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9000    3.3109    2.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
  6 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 14  8  1  0
 20 15  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 13 35  1  0
 14 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
HALOPYRAMINE	HMDB
Anaphylline	HMDB
Chlorpyramine	HMDB
Chlorpyraminum	HMDB
Suprastin	HMDB
Avapena	HMDB
N-(p-Chlorobenzyl)-N-(2-pyridyl)-n',n''-dimethylethylenediamine	HMDB
Chloropyramine hydrochloride	HMDB
Chloropyramine monohydrochloride	HMDB

Chemical Formula

C₁₆H₂₀ClN₃

Average Molecular Weight

289.803

Monoisotopic Molecular Weight

289.134575362

IUPAC Name

N-[(4-chlorophenyl)methyl]-N-[2-(dimethylamino)ethyl]pyridin-2-amine

Traditional Name

chloropyramine

CAS Registry Number

59-32-5

SMILES

CN(C)CCN(CC1=CC=C(Cl)C=C1)C1=CC=CC=N1

InChI Identifier

InChI=1S/C16H20ClN3/c1-19(2)11-12-20(16-5-3-4-10-18-16)13-14-6-8-15(17)9-7-14/h3-10H,11-13H2,1-2H3

InChI Key

ICKFFNBDFNZJSX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzylaminopyridines. These are aromatic compounds containing pyridine ring substituted at the 2-position by a benzylamine group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzylamines

Direct Parent

2-benzylaminopyridines

Alternative Parents

Substituents

2-benzylaminopyridine
Dialkylarylamine
Aminopyridine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Imidolactam
Pyridine
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Azacycle
Organonitrogen compound
Organochloride
Organohalogen 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

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	60 °C	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	0.44 g/L	ALOGPS
logP	3.79	ALOGPS
logP	3.81	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	8.76	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	19.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	86.08 m³·mol⁻¹	ChemAxon
Polarizability	32.25 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]+	165.334	30932474
DeepCCS	[M-H]-	162.976	30932474
DeepCCS	[M-2H]-	195.862	30932474
DeepCCS	[M+Na]+	171.427	30932474
AllCCS	[M+H]+	166.0	32859911
AllCCS	[M+H-H2O]+	162.5	32859911
AllCCS	[M+NH4]+	169.2	32859911
AllCCS	[M+Na]+	170.2	32859911
AllCCS	[M-H]-	170.7	32859911
AllCCS	[M+Na-2H]-	170.6	32859911
AllCCS	[M+HCOO]-	170.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Chloropyramine	CN(C)CCN(CC1=CC=C(Cl)C=C1)C1=CC=CC=N1	3021.6	Standard polar	33892256
Chloropyramine	CN(C)CCN(CC1=CC=C(Cl)C=C1)C1=CC=CC=N1	2177.9	Standard non polar	33892256
Chloropyramine	CN(C)CCN(CC1=CC=C(Cl)C=C1)C1=CC=CC=N1	2149.8	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 - Chloropyramine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6r-9530000000-b6ae851a4ae80a823d03	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Chloropyramine 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 - Chloropyramine 10V, Positive-QTOF	splash10-0006-2090000000-2e81afab100f5ed6a72f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloropyramine 20V, Positive-QTOF	splash10-00dj-6090000000-2bca247e25b9a1ac267f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloropyramine 40V, Positive-QTOF	splash10-00dl-9630000000-b6412f2e6b488b87f820	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloropyramine 10V, Negative-QTOF	splash10-000i-0090000000-fba4fce50ff94474bf1f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloropyramine 20V, Negative-QTOF	splash10-00kr-0190000000-ec3530ff95df29bd9547	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloropyramine 40V, Negative-QTOF	splash10-02t9-2930000000-1f1e66b2bf505d9191a1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloropyramine 10V, Positive-QTOF	splash10-0006-0090000000-a0a1bedeb35f67e317f4	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloropyramine 20V, Positive-QTOF	splash10-004i-0970000000-ffe2b7c4fc7a692f58dd	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloropyramine 40V, Positive-QTOF	splash10-0a4i-9400000000-e11a395283fc0e17fa7d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloropyramine 10V, Negative-QTOF	splash10-000i-0090000000-e84955526794afc8168b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloropyramine 20V, Negative-QTOF	splash10-014i-2590000000-b359e6c89c7bc198e8d7	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Chloropyramine 40V, Negative-QTOF	splash10-001i-9620000000-7cddacf7fe22c40e97cb	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

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

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB08800	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB08800	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08800

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23628

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Chloropyramine

METLIN ID

Not Available

PubChem Compound

25295

PDB ID

C4C

ChEBI ID

768237

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

Not Available

Enzymes

Enzyme Details

1. Histamine H1 receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: In peripheral tissues, the H1 subclass of histamine receptors mediates the contraction of smooth muscles, increase in capillary permeability due to contraction of terminal venules, and catecholamine release from adrenal medulla, as well as mediating neurotransmission in the central nervous system
Gene Name:: HRH1
Uniprot ID:: P35367
Molecular weight:: 55783.6

References

Budihna M, Drevensek G, Burjak M, Kocijancic S: Effects of chloropyramine and famotidine on postischaemic and posthypoxic myocardial damage in isolated rat hearts. Pflugers Arch. 1996;431(6 Suppl 2):R217-8. [PubMed:8739342 ]

Showing metabocard for Chloropyramine (HMDB0015690)

MOL for HMDB0015690 (Chloropyramine)

3D MOL for HMDB0015690 (Chloropyramine)

3D SDF for HMDB0015690 (Chloropyramine)

3D-SDF for HMDB0015690 (Chloropyramine)

PDB for HMDB0015690 (Chloropyramine)

3D PDB for HMDB0015690 (Chloropyramine)

SMILES for HMDB0015690 (Chloropyramine)

INCHI for HMDB0015690 (Chloropyramine)

Structure for HMDB0015690 (Chloropyramine)

3D Structure for HMDB0015690 (Chloropyramine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References