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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:38:25 UTC

Update Date

2022-03-07 02:56:50 UTC

HMDB ID

HMDB0041008

Secondary Accession Numbers

HMDB41008

Metabolite Identification

Common Name

1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine

Description

1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine, also known as phip, belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond. 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Based on a literature review a significant number of articles have been published on 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine.

Structure

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

HMDB0041008
     RDKit          3D
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine
 29 31  0  0  0  0  0  0  0  0999 V2000
   -3.1694    0.9593   -1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8264    0.0616   -0.1022 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7248   -0.5669    0.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1414   -0.5145    0.6363 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9846   -1.3001    1.5595 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6760   -1.1271    1.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5566   -1.6067    1.8959 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641   -1.2590    1.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8117   -0.3871    0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1653   -0.0257   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2149   -0.9152    0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4991   -0.6113   -0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7190    0.6466   -0.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7035    1.5738   -1.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4225    1.2182   -0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    0.1078   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704   -0.2496    0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2420    0.8580   -1.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5065    0.7752   -2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0360    2.0062   -0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6132   -0.3413   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7184   -0.6467    1.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5795   -1.6341    1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426   -1.8914    0.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3185   -1.3126   -0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7099    0.9161   -1.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8657    2.5442   -1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964    1.9269   -0.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2295    0.7954   -1.0360 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
  3  5  2  0
  5  6  1  0
  6  7  2  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
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  2  0
 17  2  1  0
 17  6  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  4 22  1  0
  8 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  END

PIQ
  Mrv0541 02241214042D          

 17 19  0  0  0  0            999 V2000
   -2.8024   -0.7118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9774   -0.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4925   -0.0443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7079   -0.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0066    0.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211   -0.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4355    0.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4355    0.9382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1500    1.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8645    0.9382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8645    0.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1500   -0.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4925   -1.3792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7474    0.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7079   -1.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0066   -1.5368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211   -1.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 13  2  0  0  0  0
  3  4  1  0  0  0  0
  3 14  1  0  0  0  0
  4  5  2  0  0  0  0
  4 15  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 17  2  0  0  0  0
  7  8  1  0  0  0  0
  7 12  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041008

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(N)=NC2=NC=C(C=C12)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H12N4/c1-17-11-7-10(9-5-3-2-4-6-9)8-15-12(11)16-13(17)14/h2-8H,1H3,(H2,14,15,16)

> <INCHI_KEY>
UQVKZNNCIHJZLS-UHFFFAOYSA-N

> <FORMULA>
C13H12N4

> <MOLECULAR_WEIGHT>
224.2612

> <EXACT_MASS>
224.106196404

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
24.676243540354662

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine

> <ALOGPS_LOGP>
2.27

> <JCHEM_LOGP>
2.093061605

> <ALOGPS_LOGS>
-2.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.434517950913985

> <JCHEM_POLAR_SURFACE_AREA>
56.730000000000004

> <JCHEM_REFRACTIVITY>
68.59100000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.16e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
PHIP

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041008
     RDKit          3D
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine
 29 31  0  0  0  0  0  0  0  0999 V2000
   -3.1694    0.9593   -1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8264    0.0616   -0.1022 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7248   -0.5669    0.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1414   -0.5145    0.6363 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9846   -1.3001    1.5595 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6760   -1.1271    1.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5566   -1.6067    1.8959 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641   -1.2590    1.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8117   -0.3871    0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1653   -0.0257   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2149   -0.9152    0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4991   -0.6113   -0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7190    0.6466   -0.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7035    1.5738   -1.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4225    1.2182   -0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    0.1078   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704   -0.2496    0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2420    0.8580   -1.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5065    0.7752   -2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0360    2.0062   -0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6132   -0.3413   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7184   -0.6467    1.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5795   -1.6341    1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426   -1.8914    0.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3185   -1.3126   -0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7099    0.9161   -1.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8657    2.5442   -1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964    1.9269   -0.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2295    0.7954   -1.0360 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
  3  5  2  0
  5  6  1  0
  6  7  2  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
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  2  0
 17  2  1  0
 17  6  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  4 22  1  0
  8 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PIQ                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0      -5.231  -1.329   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -3.691  -1.329   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -2.786  -0.083   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -1.321  -0.559   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.012   0.211   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.346  -0.559   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.680   0.211   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.680   1.751   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.013   2.521   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.347   1.751   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.347   0.211   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.013  -0.559   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -2.786  -2.575   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -3.262   1.382   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.321  -2.099   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.012  -2.869   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       1.346  -2.099   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    7   11                                                       
CONECT   13    2   15                                                       
CONECT   14    3                                                            
CONECT   15    4   13   16                                                  
CONECT   16   15   17                                                       
CONECT   17    6   16                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0041008
HETATM    1  C1  UNL     1      -3.169   0.959  -1.188  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.826   0.062  -0.102  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.725  -0.567   0.678  1.00  0.00           C  
HETATM    4  N2  UNL     1      -5.141  -0.514   0.636  1.00  0.00           N  
HETATM    5  N3  UNL     1      -2.985  -1.300   1.559  1.00  0.00           N  
HETATM    6  C3  UNL     1      -1.676  -1.127   1.328  1.00  0.00           C  
HETATM    7  N4  UNL     1      -0.557  -1.607   1.896  1.00  0.00           N  
HETATM    8  C4  UNL     1       0.664  -1.259   1.454  1.00  0.00           C  
HETATM    9  C5  UNL     1       0.812  -0.387   0.389  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.165  -0.026  -0.069  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.215  -0.915   0.022  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.499  -0.611  -0.397  1.00  0.00           C  
HETATM   13  C9  UNL     1       4.719   0.647  -0.928  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.703   1.574  -1.041  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.423   1.218  -0.603  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.318   0.108  -0.197  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.570  -0.250   0.257  1.00  0.00           C  
HETATM   18  H1  UNL     1      -4.242   0.858  -1.472  1.00  0.00           H  
HETATM   19  H2  UNL     1      -2.507   0.775  -2.063  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.036   2.006  -0.796  1.00  0.00           H  
HETATM   21  H4  UNL     1      -5.613  -0.341  -0.265  1.00  0.00           H  
HETATM   22  H5  UNL     1      -5.718  -0.647   1.490  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.579  -1.634   1.896  1.00  0.00           H  
HETATM   24  H7  UNL     1       3.043  -1.891   0.434  1.00  0.00           H  
HETATM   25  H8  UNL     1       5.319  -1.313  -0.323  1.00  0.00           H  
HETATM   26  H9  UNL     1       5.710   0.916  -1.265  1.00  0.00           H  
HETATM   27  H10 UNL     1       3.866   2.544  -1.448  1.00  0.00           H  
HETATM   28  H11 UNL     1       1.596   1.927  -0.677  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.229   0.795  -1.036  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   17
CONECT    3    4    5    5
CONECT    4   21   22
CONECT    5    6
CONECT    6    7    7   17
CONECT    7    8
CONECT    8    9    9   23
CONECT    9   10   16
CONECT   10   11   11   15
CONECT   11   12   24
CONECT   12   13   13   25
CONECT   13   14   26
CONECT   14   15   15   27
CONECT   15   28
CONECT   16   17   17   29
END

HMDB0041008
     RDKit          3D
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine
 29 31  0  0  0  0  0  0  0  0999 V2000
   -3.1694    0.9593   -1.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8264    0.0616   -0.1022 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7248   -0.5669    0.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1414   -0.5145    0.6363 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9846   -1.3001    1.5595 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6760   -1.1271    1.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5566   -1.6067    1.8959 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6641   -1.2590    1.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8117   -0.3871    0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1653   -0.0257   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2149   -0.9152    0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4991   -0.6113   -0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7190    0.6466   -0.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7035    1.5738   -1.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4225    1.2182   -0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    0.1078   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704   -0.2496    0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2420    0.8580   -1.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5065    0.7752   -2.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0360    2.0062   -0.7964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6132   -0.3413   -0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7184   -0.6467    1.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5795   -1.6341    1.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0426   -1.8914    0.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3185   -1.3126   -0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7099    0.9161   -1.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8657    2.5442   -1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964    1.9269   -0.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2295    0.7954   -1.0360 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
  3  5  2  0
  5  6  1  0
  6  7  2  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
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  2  0
 17  2  1  0
 17  6  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  4 22  1  0
  8 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine	ChEBI
PhIP	Kegg
1-Methyl-6-phenyl-1H-imidazo(4,5-b)pyridin-2-amine	HMDB
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine, 9ci	HMDB
1H-imidazo(4,5-b)Pyridin-2-amine, 1-methyl-6-phenyl- (9ci)	HMDB
1H-imidazo(4,5-b)Pyridine	HMDB
2-amino-1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridine	HMDB
2-amino-1-Methyl-6-phenyl-imidazo [4,5-b] pyridine	HMDB
2-amino-1-Methyl-6-phenyl-imidazo(4,5-b)pyridine	HMDB
2-amino-1-Methyl-6-phenylimidazo [4,5-b]pyridine (phip)	HMDB
2-amino-1-Methyl-6-phenylimidazo(4,5-b)pyridine	HMDB
PIQ	HMDB

Chemical Formula

C₁₃H₁₂N₄

Average Molecular Weight

224.2612

Monoisotopic Molecular Weight

224.106196404

IUPAC Name

1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine

Traditional Name

PHIP

CAS Registry Number

105650-23-5

SMILES

CN1C(N)=NC2=NC=C(C=C12)C1=CC=CC=C1

InChI Identifier

InChI=1S/C13H12N4/c1-17-11-7-10(9-5-3-2-4-6-9)8-15-12(11)16-13(17)14/h2-8H,1H3,(H2,14,15,16)

InChI Key

UQVKZNNCIHJZLS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Phenylpyridines

Direct Parent

Phenylpyridines

Alternative Parents

Substituents

3-phenylpyridine
Imidazopyridine
Aminoimidazole
Monocyclic benzene moiety
Benzenoid
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Azacycle
Primary amine
Amine
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

primary amino compound (CHEBI:76290 )
imidazopyridine (CHEBI:76290 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0041008)

Food

Food (HMDB: HMDB0041008)

Environmental

Tobacco Smoke (HMDB: HMDB0041008)

Process

Not Available

Role

Indirect biological role

Carcinogen (HMDB: HMDB0041008)

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0041008)

Biological role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	327 - 328 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	2.23	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.42 g/L	ALOGPS
logP	2.27	ALOGPS
logP	2.09	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Basic)	5.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	56.73 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	68.59 m³·mol⁻¹	ChemAxon
Polarizability	24.68 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	152.125	31661259
DarkChem	[M-H]-	151.957	31661259
DeepCCS	[M-2H]-	184.232	30932474
DeepCCS	[M+Na]+	159.353	30932474
AllCCS	[M+H]+	151.2	32859911
AllCCS	[M+H-H2O]+	147.0	32859911
AllCCS	[M+NH4]+	155.1	32859911
AllCCS	[M+Na]+	156.3	32859911
AllCCS	[M-H]-	155.4	32859911
AllCCS	[M+Na-2H]-	155.0	32859911
AllCCS	[M+HCOO]-	154.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine	CN1C(N)=NC2=NC=C(C=C12)C1=CC=CC=C1	3379.3	Standard polar	33892256
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine	CN1C(N)=NC2=NC=C(C=C12)C1=CC=CC=C1	2354.3	Standard non polar	33892256
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine	CN1C(N)=NC2=NC=C(C=C12)C1=CC=CC=C1	2631.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine,1TMS,isomer #1	CN1C(N[Si](C)(C)C)=NC2=NC=C(C3=CC=CC=C3)C=C21	2476.9	Semi standard non polar	33892256
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine,1TMS,isomer #1	CN1C(N[Si](C)(C)C)=NC2=NC=C(C3=CC=CC=C3)C=C21	2434.9	Standard non polar	33892256
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine,2TMS,isomer #1	CN1C(N([Si](C)(C)C)[Si](C)(C)C)=NC2=NC=C(C3=CC=CC=C3)C=C21	2418.6	Semi standard non polar	33892256
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine,2TMS,isomer #1	CN1C(N([Si](C)(C)C)[Si](C)(C)C)=NC2=NC=C(C3=CC=CC=C3)C=C21	2557.2	Standard non polar	33892256
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine,1TBDMS,isomer #1	CN1C(N[Si](C)(C)C(C)(C)C)=NC2=NC=C(C3=CC=CC=C3)C=C21	2712.9	Semi standard non polar	33892256
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine,1TBDMS,isomer #1	CN1C(N[Si](C)(C)C(C)(C)C)=NC2=NC=C(C3=CC=CC=C3)C=C21	2650.0	Standard non polar	33892256
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine,2TBDMS,isomer #1	CN1C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=NC=C(C3=CC=CC=C3)C=C21	2827.2	Semi standard non polar	33892256
1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine,2TBDMS,isomer #1	CN1C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC2=NC=C(C3=CC=CC=C3)C=C21	2971.3	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-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine GC-MS (Non-derivatized) - 70eV, Positive	splash10-006t-0920000000-32d0b5e415e1105fc11e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine LC-ESI-QFT , negative-QTOF	splash10-00di-0090000000-efb76bf58f3994016cf1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine APCI-ITFT , negative-QTOF	splash10-0a4i-0090000000-b8fb35b55ad155cc7927	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine LC-ESI-QFT , positive-QTOF	splash10-004i-0090000000-f3cfae76fa7ac8760463	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine ESI-ITFT , positive-QTOF	splash10-004i-0090000000-19ebcab9e92cf28fe665	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine APCI-ITFT , positive-QTOF	splash10-004i-0090000000-d014b289386a8225dce2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 40V, Positive-QTOF	splash10-03di-0390000000-efc7b323d1240ec77888	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 30V, Positive-QTOF	splash10-004i-0090000000-e7f426127c2726473d3a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 10V, Positive-QTOF	splash10-004i-0090000000-b0731c54552edfaa492c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 20V, Positive-QTOF	splash10-004i-0090000000-4a6722fa7901af950403	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 10V, Negative-QTOF	splash10-00di-0090000000-795c6af07fd6e997db24	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 50V, Positive-QTOF	splash10-08gl-0940000000-62a471c55164009e49be	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 20V, Negative-QTOF	splash10-0a4i-0090000000-14b4e6ecfa39851cca8f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 30V, Negative-QTOF	splash10-0a4i-0590000000-c9e23c1f63a2e53fc79b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 35V, Negative-QTOF	splash10-00di-0090000000-efb76bf58f3994016cf1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 40V, Negative-QTOF	splash10-0aor-0690000000-9739d23813875694729b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 35V, Positive-QTOF	splash10-004i-0090000000-65edd723a705a1d2e619	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 35V, Positive-QTOF	splash10-004i-0090000000-bb679c2d35a08dca18d5	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 10V, Positive-QTOF	splash10-004i-0090000000-67088fd3b417e1d0bef4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 20V, Positive-QTOF	splash10-004i-0290000000-1b47a5b6342c93cf2eca	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 40V, Positive-QTOF	splash10-0f7p-2900000000-4ee091a2980f3c633154	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 10V, Negative-QTOF	splash10-00di-0090000000-040c51d2814aa27e5d4e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 20V, Negative-QTOF	splash10-00di-0290000000-e95cf8ae6c1cc45d7dd1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 40V, Negative-QTOF	splash10-0a4l-7590000000-fc5adb24f630eb8862d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 10V, Positive-QTOF	splash10-004i-0090000000-e6ea8a2bee2c908d8287	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine 20V, Positive-QTOF	splash10-004i-0090000000-6c404117ca122f8083a7	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

DB08398

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020870

KNApSAcK ID

Not Available

Chemspider ID

1476

KEGG Compound ID

C16038

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

2-Amino-1-methyl-6-phenylimidazo(4,5-b)pyridine

METLIN ID

Not Available

PubChem Compound

1530

PDB ID

PIQ

ChEBI ID

76290

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine (HMDB0041008)

MOL for HMDB0041008 (1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine)

3D MOL for HMDB0041008 (1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine)

3D SDF for HMDB0041008 (1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine)

3D-SDF for HMDB0041008 (1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine)

PDB for HMDB0041008 (1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine)

3D PDB for HMDB0041008 (1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine)

SMILES for HMDB0041008 (1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine)

INCHI for HMDB0041008 (1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine)

Structure for HMDB0041008 (1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine)

3D Structure for HMDB0041008 (1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra