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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-11-07 22:36:32 UTC

Update Date

2022-03-07 03:18:13 UTC

HMDB ID

HMDB0240214

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ponatinib

Description

Ponatinib, also known as ap 24534, belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene. In humans, ponatinib is involved in the ponatinib inhibition of bcr-abl pathway. Ponatinib 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 Ponatinib.

Structure

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

       
  Mrv1652311071723392D          

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M  END

HMDB0240214
     RDKit          3D
Ponatinib
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M  END

       
  Mrv1652311071723392D          

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 26 27  2  0  0  0  0
 21 27  1  0  0  0  0
 25 28  1  0  0  0  0
 24 29  1  0  0  0  0
 29 30  3  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 31 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 35 39  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240214

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCN(CC2=CC=C(NC(=O)C3=CC(C#CC4=CN=C5C=CC=NN45)=C(C)C=C3)C=C2C(F)(F)F)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C29H27F3N6O/c1-20-5-6-22(16-21(20)8-10-25-18-33-27-4-3-11-34-38(25)27)28(39)35-24-9-7-23(26(17-24)29(30,31)32)19-37-14-12-36(2)13-15-37/h3-7,9,11,16-18H,12-15,19H2,1-2H3,(H,35,39)

> <INCHI_KEY>
PHXJVRSECIGDHY-UHFFFAOYSA-N

> <FORMULA>
C29H27F3N6O

> <MOLECULAR_WEIGHT>
532.5595

> <EXACT_MASS>
532.219844131

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
55.38885034438991

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(2-{imidazo[1,2-b]pyridazin-3-yl}ethynyl)-4-methyl-N-{4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl}benzamide

> <ALOGPS_LOGP>
3.94

> <JCHEM_LOGP>
4.965714124000001

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.510548385452974

> <JCHEM_PKA_STRONGEST_BASIC>
7.624678024059407

> <JCHEM_POLAR_SURFACE_AREA>
65.77

> <JCHEM_REFRACTIVITY>
152.62889999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.95e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ponatinib

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240214
     RDKit          3D
Ponatinib
 66 70  0  0  0  0  0  0  0  0999 V2000
    5.3215   -1.4512   -1.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1889   -0.9389   -0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962   -1.2691   -1.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8493   -0.8033   -0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1709   -0.0336    0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0624    0.4807    1.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5072    0.8568    2.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1868    0.4794    1.0454 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4844    0.4781    0.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6746    0.3988    1.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8988    0.4331    0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0496    0.5432   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3736    0.6580   -1.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4192    0.3723   -0.4338 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6127   -0.9870   -0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0808   -1.4004   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9599   -0.4226    0.4429 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7942   -1.0265    1.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3310    0.7186    1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3063    1.3332    0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9025    0.6251   -1.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0585    0.7247   -2.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7394    1.8171   -3.3019 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5412   -0.4728   -3.4234 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683    0.8347   -3.4156 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6840    0.5926   -0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4674    0.2718    0.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5103   -0.1771    0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8670    0.2036    0.4546 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9761    0.5542    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2737    1.0143    1.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5727    1.9088    2.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8604    2.1263    2.1678 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4674    1.4472    1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7375    1.2830    0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1275    0.5228   -0.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0450   -0.1653   -0.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8291    0.0266   -0.4788 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4835    0.7672    0.5300 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0982   -1.7876   -1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9593   -2.3466   -2.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7512   -0.6760   -2.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6314   -1.8635   -2.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8201   -1.0186   -0.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5740    1.0818    2.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192    0.3002    2.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8256    0.3979    1.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4813    1.7312   -1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4269    0.0406   -2.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1131   -1.6553   -0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2101   -1.2578    0.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3517   -1.7492   -1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1514   -2.3126    0.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0602   -2.0589    1.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6937   -0.3966    1.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2856   -0.9916    2.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0908    1.4849    1.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8126    0.4387    1.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8486    1.9297   -0.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7504    2.0636    0.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7778    0.6502   -1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6803    0.8805    1.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7989    2.3110    2.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5659    1.8241    1.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1258    0.4067   -0.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2938   -0.7832   -1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 12 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 21 26  2  0
  5 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  3  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 28  2  1  0
 39 31  1  0
 26  9  1  0
 39 34  1  0
 20 14  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  3 43  1  0
  4 44  1  0
  8 45  1  0
 10 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 26 61  1  0
 27 62  1  0
 32 63  1  0
 35 64  1  0
 36 65  1  0
 37 66  1  0
M  END

HEADER    PROTEIN                                 07-NOV-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-NOV-17         0                                  
HETATM    1  N   UNK     0      34.727 -31.108   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      34.727 -32.648   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      36.036 -33.418   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      37.422 -32.648   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      37.422 -31.108   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      36.036 -30.338   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      38.731 -33.418   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      33.390 -30.343   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.083 -31.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      30.767 -30.353   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      29.436 -31.128   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.443 -32.668   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.758 -33.421   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      32.089 -32.645   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.837 -28.798   0.000  0.00  0.00           C+0
HETATM   16  F   UNK     0      30.837 -27.258   0.000  0.00  0.00           F+0
HETATM   17  F   UNK     0      29.297 -28.798   0.000  0.00  0.00           F+0
HETATM   18  F   UNK     0      32.377 -28.798   0.000  0.00  0.00           F+0
HETATM   19  N   UNK     0      28.100 -33.451   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      26.753 -32.681   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.412 -33.463   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      26.746 -31.108   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      24.087 -32.706   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.757 -33.483   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.765 -35.023   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      24.090 -35.780   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      25.420 -35.003   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      21.450 -35.791   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      21.451 -32.737   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      20.118 -31.967   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.784 -31.197   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      18.760 -29.645   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      17.278 -29.187   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      16.384 -30.456   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      17.314 -31.697   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0      14.855 -30.639   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.249 -32.055   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      15.180 -33.297   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0      16.709 -33.114   0.000  0.00  0.00           N+0
CONECT    1    2    6    8                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4                                                            
CONECT    8    1    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   10   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   12   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20   23   27                                                  
CONECT   22   20                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26   21                                                       
CONECT   28   25                                                            
CONECT   29   24   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   35                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34   31   39                                                  
CONECT   36   34   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   35                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

COMPND    HMDB0240214
HETATM    1  C1  UNL     1       5.322  -1.451  -1.833  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.189  -0.939  -0.990  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.896  -1.269  -1.327  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.849  -0.803  -0.518  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.171  -0.034   0.583  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.062   0.481   1.489  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.507   0.857   2.598  1.00  0.00           O  
HETATM    8  N1  UNL     1      -0.187   0.479   1.045  1.00  0.00           N  
HETATM    9  C7  UNL     1      -1.484   0.478   0.585  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.675   0.399   1.327  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.899   0.433   0.691  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.050   0.543  -0.663  1.00  0.00           C  
HETATM   13  C11 UNL     1      -5.374   0.658  -1.312  1.00  0.00           C  
HETATM   14  N2  UNL     1      -6.419   0.372  -0.434  1.00  0.00           N  
HETATM   15  C12 UNL     1      -6.613  -0.987  -0.087  1.00  0.00           C  
HETATM   16  C13 UNL     1      -8.081  -1.400  -0.121  1.00  0.00           C  
HETATM   17  N3  UNL     1      -8.960  -0.423   0.443  1.00  0.00           N  
HETATM   18  C14 UNL     1      -9.794  -1.027   1.499  1.00  0.00           C  
HETATM   19  C15 UNL     1      -8.331   0.719   1.032  1.00  0.00           C  
HETATM   20  C16 UNL     1      -7.306   1.333   0.049  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.903   0.625  -1.408  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.059   0.725  -2.888  1.00  0.00           C  
HETATM   23  F1  UNL     1      -3.739   1.817  -3.302  1.00  0.00           F  
HETATM   24  F2  UNL     1      -3.541  -0.473  -3.423  1.00  0.00           F  
HETATM   25  F3  UNL     1      -1.768   0.835  -3.416  1.00  0.00           F  
HETATM   26  C19 UNL     1      -1.684   0.593  -0.805  1.00  0.00           C  
HETATM   27  C20 UNL     1       3.467   0.272   0.881  1.00  0.00           C  
HETATM   28  C21 UNL     1       4.510  -0.177   0.095  1.00  0.00           C  
HETATM   29  C22 UNL     1       5.867   0.204   0.455  1.00  0.00           C  
HETATM   30  C23 UNL     1       6.976   0.554   0.746  1.00  0.00           C  
HETATM   31  C24 UNL     1       8.274   1.014   1.084  1.00  0.00           C  
HETATM   32  C25 UNL     1       8.573   1.909   2.148  1.00  0.00           C  
HETATM   33  N4  UNL     1       9.860   2.126   2.168  1.00  0.00           N  
HETATM   34  C26 UNL     1      10.467   1.447   1.189  1.00  0.00           C  
HETATM   35  C27 UNL     1      11.737   1.283   0.721  1.00  0.00           C  
HETATM   36  C28 UNL     1      12.127   0.523  -0.326  1.00  0.00           C  
HETATM   37  C29 UNL     1      11.045  -0.165  -0.973  1.00  0.00           C  
HETATM   38  N5  UNL     1       9.829   0.027  -0.479  1.00  0.00           N  
HETATM   39  N6  UNL     1       9.483   0.767   0.530  1.00  0.00           N  
HETATM   40  H1  UNL     1       6.098  -1.788  -1.082  1.00  0.00           H  
HETATM   41  H2  UNL     1       4.959  -2.347  -2.358  1.00  0.00           H  
HETATM   42  H3  UNL     1       5.751  -0.676  -2.480  1.00  0.00           H  
HETATM   43  H4  UNL     1       2.631  -1.864  -2.180  1.00  0.00           H  
HETATM   44  H5  UNL     1       0.820  -1.019  -0.739  1.00  0.00           H  
HETATM   45  H6  UNL     1      -0.574   1.082   2.237  1.00  0.00           H  
HETATM   46  H7  UNL     1      -2.619   0.300   2.394  1.00  0.00           H  
HETATM   47  H8  UNL     1      -4.826   0.398   1.274  1.00  0.00           H  
HETATM   48  H9  UNL     1      -5.481   1.731  -1.642  1.00  0.00           H  
HETATM   49  H10 UNL     1      -5.427   0.041  -2.238  1.00  0.00           H  
HETATM   50  H11 UNL     1      -6.113  -1.655  -0.820  1.00  0.00           H  
HETATM   51  H12 UNL     1      -6.210  -1.258   0.892  1.00  0.00           H  
HETATM   52  H13 UNL     1      -8.352  -1.749  -1.126  1.00  0.00           H  
HETATM   53  H14 UNL     1      -8.151  -2.313   0.542  1.00  0.00           H  
HETATM   54  H15 UNL     1     -10.060  -2.059   1.192  1.00  0.00           H  
HETATM   55  H16 UNL     1     -10.694  -0.397   1.591  1.00  0.00           H  
HETATM   56  H17 UNL     1      -9.286  -0.992   2.469  1.00  0.00           H  
HETATM   57  H18 UNL     1      -9.091   1.485   1.215  1.00  0.00           H  
HETATM   58  H19 UNL     1      -7.813   0.439   1.955  1.00  0.00           H  
HETATM   59  H20 UNL     1      -7.849   1.930  -0.703  1.00  0.00           H  
HETATM   60  H21 UNL     1      -6.750   2.064   0.672  1.00  0.00           H  
HETATM   61  H22 UNL     1      -0.778   0.650  -1.423  1.00  0.00           H  
HETATM   62  H23 UNL     1       3.680   0.881   1.757  1.00  0.00           H  
HETATM   63  H24 UNL     1       7.799   2.311   2.808  1.00  0.00           H  
HETATM   64  H25 UNL     1      12.566   1.824   1.230  1.00  0.00           H  
HETATM   65  H26 UNL     1      13.126   0.407  -0.678  1.00  0.00           H  
HETATM   66  H27 UNL     1      11.294  -0.783  -1.811  1.00  0.00           H  
CONECT    1    2   40   41   42
CONECT    2    3    3   28
CONECT    3    4   43
CONECT    4    5    5   44
CONECT    5    6   27
CONECT    6    7    7    8
CONECT    8    9   45
CONECT    9   10   10   26
CONECT   10   11   46
CONECT   11   12   12   47
CONECT   12   13   21
CONECT   13   14   48   49
CONECT   14   15   20
CONECT   15   16   50   51
CONECT   16   17   52   53
CONECT   17   18   19
CONECT   18   54   55   56
CONECT   19   20   57   58
CONECT   20   59   60
CONECT   21   22   26   26
CONECT   22   23   24   25
CONECT   26   61
CONECT   27   28   28   62
CONECT   28   29
CONECT   29   30   30   30
CONECT   30   31
CONECT   31   32   32   39
CONECT   32   33   63
CONECT   33   34   34
CONECT   34   35   39
CONECT   35   36   36   64
CONECT   36   37   65
CONECT   37   38   38   66
CONECT   38   39
END

HMDB0240214
     RDKit          3D
Ponatinib
 66 70  0  0  0  0  0  0  0  0999 V2000
    5.3215   -1.4512   -1.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1889   -0.9389   -0.9904 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962   -1.2691   -1.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8493   -0.8033   -0.5182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1709   -0.0336    0.5834 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0624    0.4807    1.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5072    0.8568    2.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1868    0.4794    1.0454 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4844    0.4781    0.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6746    0.3988    1.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8988    0.4331    0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0496    0.5432   -0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3736    0.6580   -1.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4192    0.3723   -0.4338 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6127   -0.9870   -0.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0808   -1.4004   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9599   -0.4226    0.4429 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7942   -1.0265    1.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3310    0.7186    1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3063    1.3332    0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9025    0.6251   -1.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0585    0.7247   -2.8879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7394    1.8171   -3.3019 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5412   -0.4728   -3.4234 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7683    0.8347   -3.4156 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6840    0.5926   -0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4674    0.2718    0.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5103   -0.1771    0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8670    0.2036    0.4546 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9761    0.5542    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2737    1.0143    1.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5727    1.9088    2.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8604    2.1263    2.1678 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4674    1.4472    1.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7375    1.2830    0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1275    0.5228   -0.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0450   -0.1653   -0.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8291    0.0266   -0.4788 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4835    0.7672    0.5300 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0982   -1.7876   -1.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9593   -2.3466   -2.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7512   -0.6760   -2.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6314   -1.8635   -2.1797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8201   -1.0186   -0.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5740    1.0818    2.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192    0.3002    2.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8256    0.3979    1.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4813    1.7312   -1.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4269    0.0406   -2.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1131   -1.6553   -0.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2101   -1.2578    0.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3517   -1.7492   -1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1514   -2.3126    0.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0602   -2.0589    1.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6937   -0.3966    1.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2856   -0.9916    2.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0908    1.4849    1.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8126    0.4387    1.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8486    1.9297   -0.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7504    2.0636    0.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7778    0.6502   -1.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6803    0.8805    1.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7989    2.3110    2.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5659    1.8241    1.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1258    0.4067   -0.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2938   -0.7832   -1.8115 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 12 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 21 26  2  0
  5 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  3  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 28  2  1  0
 39 31  1  0
 26  9  1  0
 39 34  1  0
 20 14  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  3 43  1  0
  4 44  1  0
  8 45  1  0
 10 46  1  0
 11 47  1  0
 13 48  1  0
 13 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 26 61  1  0
 27 62  1  0
 32 63  1  0
 35 64  1  0
 36 65  1  0
 37 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
AP 24534	ChEBI
AP24534	ChEBI
Ponatinibum	ChEBI
Iclusig	MeSH, HMDB
3-(2-(imidazo(1,2-b)Pyridazin-3-yl)ethynyl)-4-methyl-N-(4-((4-methylpiperazin-y-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide	MeSH, HMDB
Ponatinib hydrochloride	MeSH, HMDB

Chemical Formula

C₂₉H₂₇F₃N₆O

Average Molecular Weight

532.5595

Monoisotopic Molecular Weight

532.219844131

IUPAC Name

3-(2-{imidazo[1,2-b]pyridazin-3-yl}ethynyl)-4-methyl-N-{4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl}benzamide

Traditional Name

ponatinib

CAS Registry Number

943319-70-8

SMILES

CN1CCN(CC2=CC=C(NC(=O)C3=CC(C#CC4=CN=C5C=CC=NN45)=C(C)C=C3)C=C2C(F)(F)F)CC1

InChI Identifier

InChI=1S/C29H27F3N6O/c1-20-5-6-22(16-21(20)8-10-25-18-33-27-4-3-11-34-38(25)27)28(39)35-24-9-7-23(26(17-24)29(30,31)32)19-37-14-12-36(2)13-15-37/h3-7,9,11,16-18H,12-15,19H2,1-2H3,(H,35,39)

InChI Key

PHXJVRSECIGDHY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Benzanilides

Alternative Parents

Substituents

Benzanilide
Trifluoromethylbenzene
Benzamide
Benzoic acid or derivatives
P-toluamide
Toluamide
Benzoyl
Benzylamine
Phenylmethylamine
Toluene
N-methylpiperazine
Aralkylamine
N-alkylpiperazine
1,4-diazinane
N-substituted imidazole
Piperazine
Pyridazine
Heteroaromatic compound
Azole
Imidazole
Tertiary amine
Secondary carboxylic acid amide
Amino acid or derivatives
Tertiary aliphatic amine
Carboxamide group
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Amine
Alkyl fluoride
Alkyl halide
Organohalogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organofluoride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzamides (CHEBI:78543 )
acetylenic compound (CHEBI:78543 )
N-methylpiperazine (CHEBI:78543 )
(trifluoromethyl)benzenes (CHEBI:78543 )
imidazopyridazine (CHEBI:78543 )

Ontology

Physiological effect

Not Available

Disposition

Not Available

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Ponatinib Inhibition of BCR-ABL (PathBank: SMP0031700)

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	3.94	ALOGPS
logP	4.97	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	13.51	ChemAxon
pKa (Strongest Basic)	7.62	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	65.77 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	152.63 m³·mol⁻¹	ChemAxon
Polarizability	55.39 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	226.99	31661259
AllCCS	[M-H]-	213.737	31661259
DeepCCS	[M-2H]-	243.708	30932474
DeepCCS	[M+Na]+	219.133	30932474
AllCCS	[M+H]+	227.0	32859911
AllCCS	[M+H-H2O]+	225.3	32859911
AllCCS	[M+NH4]+	228.5	32859911
AllCCS	[M+Na]+	229.0	32859911
AllCCS	[M-H]-	213.7	32859911
AllCCS	[M+Na-2H]-	214.3	32859911
AllCCS	[M+HCOO]-	215.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ponatinib	CN1CCN(CC2=CC=C(NC(=O)C3=CC(C#CC4=CN=C5C=CC=NN45)=C(C)C=C3)C=C2C(F)(F)F)CC1	5033.9	Standard polar	33892256
Ponatinib	CN1CCN(CC2=CC=C(NC(=O)C3=CC(C#CC4=CN=C5C=CC=NN45)=C(C)C=C3)C=C2C(F)(F)F)CC1	4209.3	Standard non polar	33892256
Ponatinib	CN1CCN(CC2=CC=C(NC(=O)C3=CC(C#CC4=CN=C5C=CC=NN45)=C(C)C=C3)C=C2C(F)(F)F)CC1	4493.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ponatinib,1TMS,isomer #1	CC1=CC=C(C(=O)N(C2=CC=C(CN3CCN(C)CC3)C(C(F)(F)F)=C2)[Si](C)(C)C)C=C1C#CC1=CN=C2C=CC=NN12	4182.0	Semi standard non polar	33892256
Ponatinib,1TMS,isomer #1	CC1=CC=C(C(=O)N(C2=CC=C(CN3CCN(C)CC3)C(C(F)(F)F)=C2)[Si](C)(C)C)C=C1C#CC1=CN=C2C=CC=NN12	3461.3	Standard non polar	33892256
Ponatinib,1TMS,isomer #1	CC1=CC=C(C(=O)N(C2=CC=C(CN3CCN(C)CC3)C(C(F)(F)F)=C2)[Si](C)(C)C)C=C1C#CC1=CN=C2C=CC=NN12	5007.5	Standard polar	33892256
Ponatinib,1TBDMS,isomer #1	CC1=CC=C(C(=O)N(C2=CC=C(CN3CCN(C)CC3)C(C(F)(F)F)=C2)[Si](C)(C)C(C)(C)C)C=C1C#CC1=CN=C2C=CC=NN12	4361.8	Semi standard non polar	33892256
Ponatinib,1TBDMS,isomer #1	CC1=CC=C(C(=O)N(C2=CC=C(CN3CCN(C)CC3)C(C(F)(F)F)=C2)[Si](C)(C)C(C)(C)C)C=C1C#CC1=CN=C2C=CC=NN12	3653.8	Standard non polar	33892256
Ponatinib,1TBDMS,isomer #1	CC1=CC=C(C(=O)N(C2=CC=C(CN3CCN(C)CC3)C(C(F)(F)F)=C2)[Si](C)(C)C(C)(C)C)C=C1C#CC1=CN=C2C=CC=NN12	5034.8	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ponatinib , positive-QTOF	splash10-014i-1490100000-181c36e7111f139a09cd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ponatinib , positive-QTOF	splash10-03e9-0290150000-ab2ecf1ddb48e116ad86	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ponatinib 10V, Positive-QTOF	splash10-001i-0050390000-64038b46e41e719fda3b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ponatinib 20V, Positive-QTOF	splash10-03e9-0091410000-d3d39f28b2e30f41d8da	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ponatinib 40V, Positive-QTOF	splash10-03e9-3190000000-e9fd592a159c87f87d2b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ponatinib 10V, Negative-QTOF	splash10-001i-1010090000-78898b8c1027002694b9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ponatinib 20V, Negative-QTOF	splash10-0f8a-3050090000-407a5960c1ec9fad0f8a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ponatinib 40V, Negative-QTOF	splash10-000x-9130010000-13ad74ef9521c4e5779e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ponatinib 10V, Negative-QTOF	splash10-001i-0000090000-92da9af4049b50a09456	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ponatinib 20V, Negative-QTOF	splash10-001i-0120490000-ade5b8432aa91f8c8a04	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ponatinib 40V, Negative-QTOF	splash10-0udi-1010790000-1fdb94844e659503a7da	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ponatinib 10V, Positive-QTOF	splash10-001i-0000090000-32da3e42aa87b6da8663	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ponatinib 20V, Positive-QTOF	splash10-0gx1-9870270000-1d13956b46e1e365c347	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ponatinib 40V, Positive-QTOF	splash10-01si-2192820000-e8c3f9dc0f96eb68b48e	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Ponatinib Inhibition of BCR-ABL		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08901

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24747381

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ponatinib

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

78543

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

Showing metabocard for Ponatinib (HMDB0240214)

MOL for HMDB0240214 (Ponatinib)

3D MOL for HMDB0240214 (Ponatinib)

3D SDF for HMDB0240214 (Ponatinib)

3D-SDF for HMDB0240214 (Ponatinib)

PDB for HMDB0240214 (Ponatinib)

3D PDB for HMDB0240214 (Ponatinib)

SMILES for HMDB0240214 (Ponatinib)

INCHI for HMDB0240214 (Ponatinib)

Structure for HMDB0240214 (Ponatinib)

3D Structure for HMDB0240214 (Ponatinib)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra