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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:13:32 UTC

Update Date

2021-09-26 22:58:07 UTC

HMDB ID

HMDB0248054

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine

Description

tyrphostin AG 1478, also known as AG-1478 or rtki CPD, belongs to the class of organic compounds known as quinazolinamines. These are heterocyclic aromatic compounds containing a quianazoline moiety substituted by one or more amine groups. Based on a literature review a small amount of articles have been published on tyrphostin AG 1478. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(3-chlorophenyl)-6,7-dimethoxyquinazolin-4-amine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0248054
     RDKit          3D
N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine
 36 38  0  0  0  0  0  0  0  0999 V2000
   -5.5993    1.4101    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8140    0.2382    0.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4412    0.4005    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8094    1.6210    0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4419    1.7514    0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8572    2.9569    0.2216 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763    3.0957    0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2004    1.9881    0.0679 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7472    0.7385    0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5737   -0.3986   -0.0964 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9840   -0.4152   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8029    0.6799   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1932    0.5653   -0.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8013   -0.6557   -0.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9980   -1.7667   -0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7573   -3.3390   -0.5009 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6294   -1.6578   -0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6464    0.6021    0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2559   -0.6260    0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440   -0.7134    0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2554   -1.9528    0.0299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624   -3.1051   -0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2127    2.0759    1.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5146    1.9768   -0.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6688    1.1661    0.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3982    2.5234    0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448    4.0986    0.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1172   -1.3359   -0.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875    1.6608   -0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7957    1.4784   -0.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8852   -0.7080   -0.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0477   -2.5902   -0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6680   -1.5370   -0.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838   -3.0871   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763   -4.0223   -0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7923   -3.1167    0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
  9 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20  3  1  0
 18  5  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  7 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 19 33  1  0
 22 34  1  0
 22 35  1  0
 22 36  1  0
M  END


  Mrv0541 05031419092D          

 22 24  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  6  2  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13  8  2  0  0  0  0
 13 12  1  0  0  0  0
 14  7  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  2  0  0  0  0
 16 12  1  0  0  0  0
 17 10  1  0  0  0  0
 18  9  2  0  0  0  0
 18 13  1  0  0  0  0
 19  9  1  0  0  0  0
 19 16  2  0  0  0  0
 20 11  1  0  0  0  0
 20 16  1  0  0  0  0
 21  1  1  0  0  0  0
 21 14  1  0  0  0  0
 22  2  1  0  0  0  0
 22 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248054

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C=C2C(NC3=CC=CC(Cl)=C3)=NC=NC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14ClN3O2/c1-21-14-7-12-13(8-15(14)22-2)18-9-19-16(12)20-11-5-3-4-10(17)6-11/h3-9H,1-2H3,(H,18,19,20)

> <INCHI_KEY>
GFNNBHLJANVSQV-UHFFFAOYSA-N

> <FORMULA>
C16H14ClN3O2

> <MOLECULAR_WEIGHT>
315.754

> <EXACT_MASS>
315.077454414

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
32.28649033319402

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(3-chlorophenyl)-6,7-dimethoxyquinazolin-4-amine

> <ALOGPS_LOGP>
3.77

> <JCHEM_LOGP>
3.7481479886666658

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.959775863083756

> <JCHEM_PKA_STRONGEST_BASIC>
4.621802504118059

> <JCHEM_POLAR_SURFACE_AREA>
56.27000000000001

> <JCHEM_REFRACTIVITY>
85.33140000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(3-chlorophenyl)-6,7-dimethoxyquinazolin-4-amine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248054
     RDKit          3D
N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine
 36 38  0  0  0  0  0  0  0  0999 V2000
   -5.5993    1.4101    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8140    0.2382    0.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4412    0.4005    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8094    1.6210    0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4419    1.7514    0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8572    2.9569    0.2216 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763    3.0957    0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2004    1.9881    0.0679 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7472    0.7385    0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5737   -0.3986   -0.0964 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9840   -0.4152   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8029    0.6799   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1932    0.5653   -0.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8013   -0.6557   -0.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9980   -1.7667   -0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7573   -3.3390   -0.5009 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6294   -1.6578   -0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6464    0.6021    0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2559   -0.6260    0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440   -0.7134    0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2554   -1.9528    0.0299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624   -3.1051   -0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2127    2.0759    1.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5146    1.9768   -0.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6688    1.1661    0.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3982    2.5234    0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448    4.0986    0.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1172   -1.3359   -0.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875    1.6608   -0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7957    1.4784   -0.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8852   -0.7080   -0.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0477   -2.5902   -0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6680   -1.5370   -0.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838   -3.0871   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763   -4.0223   -0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7923   -3.1167    0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
  9 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20  3  1  0
 18  5  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  7 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 19 33  1  0
 22 34  1  0
 22 35  1  0
 22 36  1  0
M  END

HEADER    PROTEIN                                 03-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM   18  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3    4    5                                                       
CONECT    4    3   10                                                       
CONECT    5    3   11                                                       
CONECT    6   10   11                                                       
CONECT    7   12   14                                                       
CONECT    8   13   15                                                       
CONECT    9   18   19                                                       
CONECT   10    4    6   17                                                  
CONECT   11    5    6   20                                                  
CONECT   12    7   13   16                                                  
CONECT   13    8   12   18                                                  
CONECT   14    7   15   21                                                  
CONECT   15    8   14   22                                                  
CONECT   16   12   19   20                                                  
CONECT   17   10                                                            
CONECT   18    9   13                                                       
CONECT   19    9   16                                                       
CONECT   20   11   16                                                       
CONECT   21    1   14                                                       
CONECT   22    2   15                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0248054
HETATM    1  C1  UNL     1      -5.599   1.410   0.344  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.814   0.238   0.236  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.441   0.401   0.183  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.809   1.621   0.229  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.442   1.751   0.174  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.857   2.957   0.222  1.00  0.00           N  
HETATM    7  C5  UNL     1       0.476   3.096   0.169  1.00  0.00           C  
HETATM    8  N2  UNL     1       1.200   1.988   0.068  1.00  0.00           N  
HETATM    9  C6  UNL     1       0.747   0.738   0.012  1.00  0.00           C  
HETATM   10  N3  UNL     1       1.574  -0.399  -0.096  1.00  0.00           N  
HETATM   11  C7  UNL     1       2.984  -0.415  -0.161  1.00  0.00           C  
HETATM   12  C8  UNL     1       3.803   0.680  -0.119  1.00  0.00           C  
HETATM   13  C9  UNL     1       5.193   0.565  -0.191  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.801  -0.656  -0.308  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.998  -1.767  -0.352  1.00  0.00           C  
HETATM   16 CL1  UNL     1       5.757  -3.339  -0.501  1.00  0.00          CL  
HETATM   17  C12 UNL     1       3.629  -1.658  -0.281  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.646   0.602   0.067  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.256  -0.626   0.020  1.00  0.00           C  
HETATM   20  C15 UNL     1      -2.644  -0.713   0.078  1.00  0.00           C  
HETATM   21  O2  UNL     1      -3.255  -1.953   0.030  1.00  0.00           O  
HETATM   22  C16 UNL     1      -2.462  -3.105  -0.077  1.00  0.00           C  
HETATM   23  H1  UNL     1      -5.213   2.076   1.151  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.515   1.977  -0.612  1.00  0.00           H  
HETATM   25  H3  UNL     1      -6.669   1.166   0.543  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.398   2.523   0.311  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.945   4.099   0.209  1.00  0.00           H  
HETATM   28  H6  UNL     1       1.117  -1.336  -0.134  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.387   1.661  -0.029  1.00  0.00           H  
HETATM   30  H8  UNL     1       5.796   1.478  -0.153  1.00  0.00           H  
HETATM   31  H9  UNL     1       6.885  -0.708  -0.362  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.048  -2.590  -0.322  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.668  -1.537  -0.063  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.784  -3.087  -0.957  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.076  -4.022  -0.147  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.792  -3.117   0.821  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   20
CONECT    4    5   26
CONECT    5    6    6   18
CONECT    6    7
CONECT    7    8    8   27
CONECT    8    9
CONECT    9   10   18   18
CONECT   10   11   28
CONECT   11   12   12   17
CONECT   12   13   29
CONECT   13   14   14   30
CONECT   14   15   31
CONECT   15   16   17   17
CONECT   17   32
CONECT   18   19
CONECT   19   20   20   33
CONECT   20   21
CONECT   21   22
CONECT   22   34   35   36
END

HMDB0248054
     RDKit          3D
N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine
 36 38  0  0  0  0  0  0  0  0999 V2000
   -5.5993    1.4101    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8140    0.2382    0.2358 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4412    0.4005    0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8094    1.6210    0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4419    1.7514    0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8572    2.9569    0.2216 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763    3.0957    0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2004    1.9881    0.0679 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7472    0.7385    0.0119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5737   -0.3986   -0.0964 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9840   -0.4152   -0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8029    0.6799   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1932    0.5653   -0.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8013   -0.6557   -0.3081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9980   -1.7667   -0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7573   -3.3390   -0.5009 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6294   -1.6578   -0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6464    0.6021    0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2559   -0.6260    0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440   -0.7134    0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2554   -1.9528    0.0299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4624   -3.1051   -0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2127    2.0759    1.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5146    1.9768   -0.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6688    1.1661    0.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3982    2.5234    0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448    4.0986    0.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1172   -1.3359   -0.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875    1.6608   -0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7957    1.4784   -0.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8852   -0.7080   -0.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0477   -2.5902   -0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6680   -1.5370   -0.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838   -3.0871   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0763   -4.0223   -0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7923   -3.1167    0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
  9 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20  3  1  0
 18  5  1  0
 17 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  7 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 17 32  1  0
 19 33  1  0
 22 34  1  0
 22 35  1  0
 22 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
AG 1478	ChEBI
AG-1478	ChEBI
Tyrphostin ag-1478	ChEBI
4-(3-Chloroanilino)-6,7-dimethoxyquinazoline	MeSH
RTKI CPD	MeSH
Tyrphostin ag 1478 monohydrochloride	MeSH
Tyrphostin ag 1478-mesylate	MeSH
Tyrphostin-ag1478	MeSH
Tyrphostin ag 1478	MeSH

Chemical Formula

C₁₆H₁₄ClN₃O₂

Average Molecular Weight

315.754

Monoisotopic Molecular Weight

315.077454414

IUPAC Name

N-(3-chlorophenyl)-6,7-dimethoxyquinazolin-4-amine

Traditional Name

N-(3-chlorophenyl)-6,7-dimethoxyquinazolin-4-amine

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C=C2C(NC3=CC=CC(Cl)=C3)=NC=NC2=C1

InChI Identifier

InChI=1S/C16H14ClN3O2/c1-21-14-7-12-13(8-15(14)22-2)18-9-19-16(12)20-11-5-3-4-10(17)6-11/h3-9H,1-2H3,(H,18,19,20)

InChI Key

GFNNBHLJANVSQV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolinamines. These are heterocyclic aromatic compounds containing a quianazoline moiety substituted by one or more amine groups.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolinamines

Alternative Parents

Substituents

Quinazolinamine
Anisole
Aniline or substituted anilines
Alkyl aryl ether
Aminopyrimidine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Pyrimidine
Benzenoid
Imidolactam
Heteroaromatic compound
Ether
Azacycle
Secondary amine
Organonitrogen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organic oxygen compound
Amine
Organooxygen compound
Organopnictogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:75404 )
monochlorobenzenes (CHEBI:75404 )
quinazolines (CHEBI:75404 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.77	ALOGPS
logP	3.75	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	15.96	ChemAxon
pKa (Strongest Basic)	4.62	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	56.27 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	85.33 m³·mol⁻¹	ChemAxon
Polarizability	32.29 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
DeepCCS	[M+H]+	172.881	30932474
DeepCCS	[M-H]-	170.523	30932474
DeepCCS	[M-2H]-	204.071	30932474
DeepCCS	[M+Na]+	179.3	30932474
AllCCS	[M+H]+	171.1	32859911
AllCCS	[M+H-H2O]+	167.8	32859911
AllCCS	[M+NH4]+	174.3	32859911
AllCCS	[M+Na]+	175.2	32859911
AllCCS	[M-H]-	172.3	32859911
AllCCS	[M+Na-2H]-	171.5	32859911
AllCCS	[M+HCOO]-	170.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	13.1594 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.08 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2602.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	344.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	162.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	199.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	218.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	596.5 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	499.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	67.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1120.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	464.3 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	1352.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	342.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	335.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	212.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	134.7 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	11.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine	COC1=C(OC)C=C2C(NC3=CC=CC(Cl)=C3)=NC=NC2=C1	4216.3	Standard polar	33892256
N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine	COC1=C(OC)C=C2C(NC3=CC=CC(Cl)=C3)=NC=NC2=C1	2693.8	Standard non polar	33892256
N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine	COC1=C(OC)C=C2C(NC3=CC=CC(Cl)=C3)=NC=NC2=C1	3066.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine,1TMS,isomer #1	COC1=CC2=NC=NC(N(C3=CC=CC(Cl)=C3)[Si](C)(C)C)=C2C=C1OC	2739.2	Semi standard non polar	33892256
N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine,1TMS,isomer #1	COC1=CC2=NC=NC(N(C3=CC=CC(Cl)=C3)[Si](C)(C)C)=C2C=C1OC	2749.3	Standard non polar	33892256
N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine,1TMS,isomer #1	COC1=CC2=NC=NC(N(C3=CC=CC(Cl)=C3)[Si](C)(C)C)=C2C=C1OC	3828.8	Standard polar	33892256
N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine,1TBDMS,isomer #1	COC1=CC2=NC=NC(N(C3=CC=CC(Cl)=C3)[Si](C)(C)C(C)(C)C)=C2C=C1OC	2909.1	Semi standard non polar	33892256
N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine,1TBDMS,isomer #1	COC1=CC2=NC=NC(N(C3=CC=CC(Cl)=C3)[Si](C)(C)C(C)(C)C)=C2C=C1OC	2951.1	Standard non polar	33892256
N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine,1TBDMS,isomer #1	COC1=CC2=NC=NC(N(C3=CC=CC(Cl)=C3)[Si](C)(C)C(C)(C)C)=C2C=C1OC	3820.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fb9-0972000000-27916beecfe308d0737f	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine 10V, Positive-QTOF	splash10-014i-0009000000-514c60a671ee1ad8d858	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine 20V, Positive-QTOF	splash10-014i-0019000000-29fe16fb2099d5fb7568	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine 40V, Positive-QTOF	splash10-0uki-1093000000-054d85ee47261865919a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine 10V, Negative-QTOF	splash10-03di-0009000000-7c0942a34fc737d559dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine 20V, Negative-QTOF	splash10-03di-0039000000-f67153e5fed064c42aec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine 40V, Negative-QTOF	splash10-067j-0090000000-a66b5d2f89abe2817fb3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine 10V, Positive-QTOF	splash10-014i-0009000000-fa635f209572ff57708a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine 20V, Positive-QTOF	splash10-014i-0009000000-fa635f209572ff57708a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine 40V, Positive-QTOF	splash10-0fdo-0392000000-1d2dccc0e1e4a873b8df	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine 10V, Negative-QTOF	splash10-03di-0009000000-362596d7c99d00d96bce	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine 20V, Negative-QTOF	splash10-03di-0009000000-34b17e6f7c83df808d9b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine 40V, Negative-QTOF	splash10-0zgi-3390000000-eae85b3e6a6c08e9fc5e	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

1968

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2051

PDB ID

Not Available

ChEBI ID

75404

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine (HMDB0248054)

MOL for HMDB0248054 (N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine)

3D MOL for HMDB0248054 (N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine)

3D SDF for HMDB0248054 (N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine)

3D-SDF for HMDB0248054 (N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine)

PDB for HMDB0248054 (N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine)

3D PDB for HMDB0248054 (N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine)

SMILES for HMDB0248054 (N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine)

INCHI for HMDB0248054 (N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine)

Structure for HMDB0248054 (N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine)

3D Structure for HMDB0248054 (N-(3-Chlorophenyl)-6,7-dimethoxyquinazolin-4-amine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra