data_0LI
#

_chem_comp.id                                   0LI
_chem_comp.name                                 
;3-(imidazo[1,2-b]pyridazin-3-ylethynyl)-4-methyl-N-{4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl}benzam
ide
;

_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C29 H27 F3 N6 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Ponatinib
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2009-08-06
_chem_comp.pdbx_modified_date                   2020-06-17
_chem_comp.pdbx_ambiguous_flag                  N
_chem_comp.pdbx_release_status                  REL
_chem_comp.pdbx_replaced_by                     ?
_chem_comp.pdbx_replaces                        ?
_chem_comp.formula_weight                       532.559
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    0LI
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       Corina
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       3IK3
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 RCSB
#   #
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.alt_atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.charge
_chem_comp_atom.pdbx_align
_chem_comp_atom.pdbx_aromatic_flag
_chem_comp_atom.pdbx_leaving_atom_flag
_chem_comp_atom.pdbx_stereo_config
_chem_comp_atom.model_Cartn_x
_chem_comp_atom.model_Cartn_y
_chem_comp_atom.model_Cartn_z
_chem_comp_atom.pdbx_model_Cartn_x_ideal
_chem_comp_atom.pdbx_model_Cartn_y_ideal
_chem_comp_atom.pdbx_model_Cartn_z_ideal
_chem_comp_atom.pdbx_component_atom_id
_chem_comp_atom.pdbx_component_comp_id
_chem_comp_atom.pdbx_ordinal
0LI  N1    N1    N  0  1  Y  N  N   4.094  -7.340  13.892   -9.896  -0.371  -0.385  N1    0LI   1  
0LI  N3    N3    N  0  1  N  N  N   7.343   7.825  19.129    6.438  -1.243  -0.016  N3    0LI   2  
0LI  C4    C4    C  0  1  N  N  N   3.110  -2.662  13.914   -5.381   1.078  -0.489  C4    0LI   3  
0LI  C5    C5    C  0  1  Y  N  N   3.124  -1.217  13.748   -4.094   1.696  -0.596  C5    0LI   4  
0LI  C6    C6    C  0  1  Y  N  N   2.515  -0.547  12.613   -3.980   3.005  -1.075  C6    0LI   5  
0LI  C7    C7    C  0  1  Y  N  N   2.576   0.870  12.517   -2.739   3.600  -1.178  C7    0LI   6  
0LI  C8    C8    C  0  1  Y  N  N   3.249   1.649  13.552   -1.602   2.910  -0.809  C8    0LI   7  
0LI  C10   C10   C  0  1  Y  N  N   3.777  -0.467  14.751   -2.948   0.995  -0.215  C10   0LI   8  
0LI  C13   C13   C  0  1  Y  N  N   5.504   3.889  16.406    1.889   0.722   0.224  C13   0LI   9  
0LI  C15   C15   C  0  1  Y  N  N   6.149   6.189  17.002    3.101  -1.346   0.153  C15   0LI  10  
0LI  C17   C17   C  0  1  Y  N  N   7.482   4.291  17.886    4.131   0.615   1.070  C17   0LI  11  
0LI  C20   C20   C  0  1  N  N  N   8.114   6.776  18.492    5.440  -1.518   1.026  C20   0LI  12  
0LI  C21   C21   C  0  1  N  N  N   6.485   7.358  20.245    7.773  -1.695   0.401  C21   0LI  13  
0LI  C22   C22   C  0  1  N  N  N   5.598   8.519  20.760    8.795  -1.320  -0.675  C22   0LI  14  
0LI  C24   C24   C  0  1  N  N  N   8.236   8.913  19.614    6.051  -1.862  -1.292  C24   0LI  15  
0LI  C81   C81   C  0  1  Y  N  N   2.335  -8.423  15.347   -9.906  -2.715   0.492  C81   0LI  16  
0LI  C82   C82   C  0  1  Y  N  N   1.217  -8.107  16.118   -9.079  -3.701   0.942  C82   0LI  17  
0LI  C83   C83   C  0  1  Y  N  N   0.796  -6.738  16.213   -7.697  -3.489   0.997  C83   0LI  18  
0LI  N81   N81   N  0  1  Y  N  N   1.392  -5.697  15.611   -7.177  -2.350   0.621  N81   0LI  19  
0LI  N82   N82   N  0  1  Y  N  N   2.483  -6.066  14.867   -7.992  -1.315   0.154  N82   0LI  20  
0LI  C84   C84   C  0  1  Y  N  N   3.024  -7.378  14.677   -9.351  -1.487   0.086  C84   0LI  21  
0LI  C1    C1    C  0  1  Y  N  N   4.266  -6.004  13.563   -8.945   0.522  -0.627  C1    0LI  22  
0LI  C2    C2    C  0  1  Y  N  N   3.298  -5.245  14.144   -7.725  -0.045  -0.296  C2    0LI  23  
0LI  C3    C3    C  0  1  N  N  N   3.169  -3.856  14.026   -6.437   0.572  -0.402  C3    0LI  24  
0LI  C9    C9    C  0  1  Y  N  N   3.854   0.963  14.680   -1.699   1.601  -0.328  C9    0LI  25  
0LI  C11   C11   C  0  1  N  N  N   1.808  -1.336  11.501   -5.216   3.767  -1.481  C11   0LI  26  
0LI  C12   C12   C  0  1  N  N  N   4.561   1.671  15.778   -0.479   0.865   0.067  C12   0LI  27  
0LI  O1    O1    O  0  1  N  N  N   5.070   1.013  16.693   -0.565  -0.273   0.485  O1    0LI  28  
0LI  N2    N2    N  0  1  N  N  N   4.599   3.033  15.704    0.728   1.455  -0.038  N2    0LI  29  
0LI  C14   C14   C  0  1  Y  N  N   5.289   5.281  16.321    1.952  -0.625  -0.108  C14   0LI  30  
0LI  C16   C16   C  0  1  Y  N  N   7.243   5.725  17.785    4.188  -0.728   0.743  C16   0LI  31  
0LI  C18   C18   C  0  1  Y  N  N   6.602   3.400  17.189    2.985   1.341   0.812  C18   0LI  32  
0LI  C19   C19   C  0  1  N  N  N   8.622   3.701  18.702    5.318   1.284   1.714  C19   0LI  33  
0LI  F1    F1    F  0  1  N  N  N   8.421   3.953  19.986    4.988   2.603   2.042  F1    0LI  34  
0LI  F2    F2    F  0  1  N  N  N   8.705   2.381  18.578    5.672   0.589   2.875  F2    0LI  35  
0LI  F3    F3    F  0  1  N  N  N   9.794   4.235  18.291    6.395   1.281   0.821  F3    0LI  36  
0LI  C23   C23   C  0  1  N  N  N   7.382  10.100  20.103    7.073  -1.487  -2.368  C23   0LI  37  
0LI  C25   C25   C  0  1  N  N  N   5.569  10.809  21.578    9.406  -1.664  -2.993  C25   0LI  38  
0LI  N4    N4    N  0  1  N  N  N   6.422   9.688  21.171    8.408  -1.939  -1.951  N4    0LI  39  
0LI  H7    H7    H  0  1  N  N  N   2.123   1.372  11.675   -2.657   4.611  -1.550  H7    0LI  40  
0LI  H8    H8    H  0  1  N  N  N   3.297   2.726  13.480   -0.634   3.382  -0.893  H8    0LI  41  
0LI  H10   H10   H  0  1  N  N  N   4.227  -0.981  15.588   -3.029  -0.015   0.160  H10   0LI  42  
0LI  H15   H15   H  0  1  N  N  N   5.967   7.251  16.923    3.151  -2.394  -0.105  H15   0LI  43  
0LI  H20   H20   H  0  1  N  N  N   8.780   7.236  17.747    5.204  -2.582   1.032  H20   0LI  44  
0LI  H20A  H20A  H  0  0  N  N  N   8.717   6.270  19.260    5.840  -1.229   1.998  H20A  0LI  45  
0LI  H21   H21   H  0  1  N  N  N   5.842   6.539  19.891    8.042  -1.214   1.341  H21   0LI  46  
0LI  H21A  H21A  H  0  0  N  N  N   7.122   6.996  21.066    7.766  -2.777   0.535  H21A  0LI  47  
0LI  H22   H22   H  0  1  N  N  N   4.912   8.829  19.958    8.822  -0.237  -0.790  H22   0LI  48  
0LI  H22A  H22A  H  0  0  N  N  N   5.016   8.169  21.625    9.781  -1.680  -0.381  H22A  0LI  49  
0LI  H24   H24   H  0  1  N  N  N   8.853   8.538  20.444    6.024  -2.946  -1.177  H24   0LI  50  
0LI  H24A  H24A  H  0  0  N  N  N   8.889   9.245  18.793    5.065  -1.502  -1.586  H24A  0LI  51  
0LI  H81   H81   H  0  1  N  N  N   2.671  -9.446  15.261  -10.973  -2.874   0.448  H81   0LI  52  
0LI  H82   H82   H  0  1  N  N  N   0.674  -8.883  16.637   -9.492  -4.648   1.256  H82   0LI  53  
0LI  H83   H83   H  0  1  N  N  N  -0.073  -6.528  16.819   -7.051  -4.277   1.356  H83   0LI  54  
0LI  H1    H1    H  0  1  N  N  N   5.056  -5.620  12.935   -9.095   1.518  -1.016  H1    0LI  55  
0LI  H11   H11   H  0  1  N  N  N   0.744  -1.454  11.754   -5.607   4.310  -0.620  H11   0LI  56  
0LI  H11A  H11A  H  0  0  N  N  N   1.901  -0.792  10.550   -4.964   4.473  -2.272  H11A  0LI  57  
0LI  H11B  H11B  H  0  0  N  N  N   2.273  -2.328  11.403   -5.970   3.069  -1.844  H11B  0LI  58  
0LI  HN2   HN2   H  0  1  N  N  N   3.932   3.473  15.103    0.790   2.388  -0.295  HN2   0LI  59  
0LI  H14   H14   H  0  1  N  N  N   4.465   5.661  15.735    1.103  -1.108  -0.568  H14   0LI  60  
0LI  H18   H18   H  0  1  N  N  N   6.770   2.335  17.255    2.941   2.390   1.067  H18   0LI  61  
0LI  H23   H23   H  0  1  N  N  N   8.049  10.878  20.504    6.804  -1.969  -3.308  H23   0LI  62  
0LI  H23A  H23A  H  0  0  N  N  N   6.816  10.506  19.252    7.080  -0.406  -2.502  H23A  0LI  63  
0LI  H25   H25   H  0  1  N  N  N   6.199  11.660  21.877   10.371  -2.069  -2.687  H25   0LI  64  
0LI  H25A  H25A  H  0  0  N  N  N   4.927  11.106  20.735    9.095  -2.134  -3.927  H25A  0LI  65  
0LI  H25B  H25B  H  0  0  N  N  N   4.941  10.502  22.427    9.493  -0.588  -3.139  H25B  0LI  66  
#   #
loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.value_order
_chem_comp_bond.pdbx_aromatic_flag
_chem_comp_bond.pdbx_stereo_config
_chem_comp_bond.pdbx_ordinal
0LI  N1   C84   DOUB  Y  N   1  
0LI  N1   C1    SING  Y  N   2  
0LI  N3   C20   SING  N  N   3  
0LI  N3   C21   SING  N  N   4  
0LI  N3   C24   SING  N  N   5  
0LI  C4   C5    SING  N  N   6  
0LI  C4   C3    TRIP  N  N   7  
0LI  C5   C6    DOUB  Y  N   8  
0LI  C5   C10   SING  Y  N   9  
0LI  C6   C7    SING  Y  N  10  
0LI  C6   C11   SING  N  N  11  
0LI  C7   C8    DOUB  Y  N  12  
0LI  C7   H7    SING  N  N  13  
0LI  C8   C9    SING  Y  N  14  
0LI  C8   H8    SING  N  N  15  
0LI  C10  C9    DOUB  Y  N  16  
0LI  C10  H10   SING  N  N  17  
0LI  C13  N2    SING  N  N  18  
0LI  C13  C14   DOUB  Y  N  19  
0LI  C13  C18   SING  Y  N  20  
0LI  C15  C14   SING  Y  N  21  
0LI  C15  C16   DOUB  Y  N  22  
0LI  C15  H15   SING  N  N  23  
0LI  C17  C16   SING  Y  N  24  
0LI  C17  C18   DOUB  Y  N  25  
0LI  C17  C19   SING  N  N  26  
0LI  C20  C16   SING  N  N  27  
0LI  C20  H20   SING  N  N  28  
0LI  C20  H20A  SING  N  N  29  
0LI  C21  C22   SING  N  N  30  
0LI  C21  H21   SING  N  N  31  
0LI  C21  H21A  SING  N  N  32  
0LI  C22  N4    SING  N  N  33  
0LI  C22  H22   SING  N  N  34  
0LI  C22  H22A  SING  N  N  35  
0LI  C24  C23   SING  N  N  36  
0LI  C24  H24   SING  N  N  37  
0LI  C24  H24A  SING  N  N  38  
0LI  C81  C82   DOUB  Y  N  39  
0LI  C81  C84   SING  Y  N  40  
0LI  C81  H81   SING  N  N  41  
0LI  C82  C83   SING  Y  N  42  
0LI  C82  H82   SING  N  N  43  
0LI  C83  N81   DOUB  Y  N  44  
0LI  C83  H83   SING  N  N  45  
0LI  N81  N82   SING  Y  N  46  
0LI  N82  C84   SING  Y  N  47  
0LI  N82  C2    SING  Y  N  48  
0LI  C1   C2    DOUB  Y  N  49  
0LI  C1   H1    SING  N  N  50  
0LI  C2   C3    SING  N  N  51  
0LI  C9   C12   SING  N  N  52  
0LI  C11  H11   SING  N  N  53  
0LI  C11  H11A  SING  N  N  54  
0LI  C11  H11B  SING  N  N  55  
0LI  C12  O1    DOUB  N  N  56  
0LI  C12  N2    SING  N  N  57  
0LI  N2   HN2   SING  N  N  58  
0LI  C14  H14   SING  N  N  59  
0LI  C18  H18   SING  N  N  60  
0LI  C19  F1    SING  N  N  61  
0LI  C19  F2    SING  N  N  62  
0LI  C19  F3    SING  N  N  63  
0LI  C23  N4    SING  N  N  64  
0LI  C23  H23   SING  N  N  65  
0LI  C23  H23A  SING  N  N  66  
0LI  C25  N4    SING  N  N  67  
0LI  C25  H25   SING  N  N  68  
0LI  C25  H25A  SING  N  N  69  
0LI  C25  H25B  SING  N  N  70  
#   #
loop_
_pdbx_chem_comp_descriptor.comp_id
_pdbx_chem_comp_descriptor.type
_pdbx_chem_comp_descriptor.program
_pdbx_chem_comp_descriptor.program_version
_pdbx_chem_comp_descriptor.descriptor
0LI  SMILES            ACDLabs               12.01  "FC(F)(F)c1cc(ccc1CN2CCN(C)CC2)NC(=O)c5cc(C#Cc3cnc4cccnn34)c(cc5)C"  
0LI  InChI             InChI                 1.03   "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)"  
0LI  InChIKey          InChI                 1.03   PHXJVRSECIGDHY-UHFFFAOYSA-N  
0LI  SMILES_CANONICAL  CACTVS                3.370  "CN1CCN(CC1)Cc2ccc(NC(=O)c3ccc(C)c(c3)C#Cc4cnc5cccnn45)cc2C(F)(F)F"  
0LI  SMILES            CACTVS                3.370  "CN1CCN(CC1)Cc2ccc(NC(=O)c3ccc(C)c(c3)C#Cc4cnc5cccnn45)cc2C(F)(F)F"  
0LI  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "Cc1ccc(cc1C#Cc2cnc3n2nccc3)C(=O)Nc4ccc(c(c4)C(F)(F)F)CN5CCN(CC5)C"  
0LI  SMILES            "OpenEye OEToolkits"  1.7.6  "Cc1ccc(cc1C#Cc2cnc3n2nccc3)C(=O)Nc4ccc(c(c4)C(F)(F)F)CN5CCN(CC5)C"  
#   #
loop_
_pdbx_chem_comp_identifier.comp_id
_pdbx_chem_comp_identifier.type
_pdbx_chem_comp_identifier.program
_pdbx_chem_comp_identifier.program_version
_pdbx_chem_comp_identifier.identifier
0LI  "SYSTEMATIC NAME"  ACDLabs               12.01  "3-(imidazo[1,2-b]pyridazin-3-ylethynyl)-4-methyl-N-{4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl}benzamide"  
0LI  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "3-(2-imidazo[1,2-b]pyridazin-3-ylethynyl)-4-methyl-N-[4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl]benzamide"  
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
0LI  "Create component"   2009-08-06  RCSB  
0LI  "Modify descriptor"  2011-06-04  RCSB  
0LI  "Modify synonyms"    2012-02-25  RCSB  
0LI  "Modify synonyms"    2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     0LI
_pdbx_chem_comp_synonyms.name        Ponatinib
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
