data_STI
#

_chem_comp.id                                   STI
_chem_comp.name                                 "4-(4-METHYL-PIPERAZIN-1-YLMETHYL)-N-[4-METHYL-3-(4-PYRIDIN-3-YL-PYRIMIDIN-2-YLAMINO)-PHENYL]-BENZAMIDE"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C29 H31 N7 O"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "STI-571; IMATINIB"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2001-04-11
_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                       493.603
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    STI
_chem_comp.pdbx_model_coordinates_details       ?
_chem_comp.pdbx_model_coordinates_missing_flag  N
_chem_comp.pdbx_ideal_coordinates_details       ?
_chem_comp.pdbx_ideal_coordinates_missing_flag  N
_chem_comp.pdbx_model_coordinates_db_code       1IEP
_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
STI  C1    C1    C  0  1  Y  N  N  16.356  100.406  50.614   2.740  -0.022   8.889  C1    STI   1  
STI  C6    C6    C  0  1  Y  N  N  15.218  100.012  51.414   1.914   0.207   7.802  C6    STI   2  
STI  C5    C5    C  0  1  Y  N  N  15.089  100.453  52.798   2.435   0.009   6.520  C5    STI   3  
STI  C4    C4    C  0  1  Y  N  N  16.138  101.298  53.339   3.755  -0.413   6.387  C4    STI   4  
STI  N3    N3    N  0  1  Y  N  N  17.220  101.660  52.543   4.505  -0.614   7.452  N3    STI   5  
STI  C2    C2    C  0  1  Y  N  N  17.356  101.243  51.215   4.042  -0.436   8.674  C2    STI   6  
STI  C7    C7    C  0  1  Y  N  N  13.928  100.078  53.673   1.593   0.241   5.321  C7    STI   7  
STI  C12   C12   C  0  1  Y  N  N  12.723   99.470  53.173   2.131   0.848   4.183  C12   STI   8  
STI  C11   C11   C  0  1  Y  N  N  11.704   99.172  54.114   1.308   1.042   3.088  C11   STI   9  
STI  N10   N10   N  0  1  Y  N  N  11.881   99.464  55.456   0.045   0.651   3.150  N10   STI  10  
STI  C9    C9    C  0  1  Y  N  N  13.053  100.050  55.907  -0.438   0.077   4.242  C9    STI  11  
STI  N8    N8    N  0  1  Y  N  N  14.046  100.345  55.023   0.313  -0.122   5.314  N8    STI  12  
STI  N13   N13   N  0  1  N  N  N  13.263  100.362  57.253  -1.765  -0.317   4.266  N13   STI  13  
STI  C14   C14   C  0  1  Y  N  N  12.302  100.109  58.246  -2.541  -0.230   3.106  C14   STI  14  
STI  C19   C19   C  0  1  Y  N  N  11.195  101.040  58.488  -3.901   0.040   3.198  C19   STI  15  
STI  C18   C18   C  0  1  Y  N  N  10.251  100.722  59.524  -4.669   0.126   2.052  C18   STI  16  
STI  C17   C17   C  0  1  Y  N  N  10.386   99.520  60.309  -4.087  -0.056   0.812  C17   STI  17  
STI  C16   C16   C  0  1  Y  N  N  11.456   98.610  60.086  -2.728  -0.327   0.714  C16   STI  18  
STI  C15   C15   C  0  1  Y  N  N  12.424   98.921  59.032  -1.955  -0.419   1.862  C15   STI  19  
STI  N21   N21   N  0  1  N  N  N  11.516   97.436  60.923  -2.140  -0.512  -0.541  N21   STI  20  
STI  C22   C22   C  0  1  N  N  N  12.446   96.415  60.910  -2.547   0.228  -1.591  C22   STI  21  
STI  C23   C23   C  0  1  Y  N  N  12.472   95.442  62.042  -1.994  -0.031  -2.937  C23   STI  22  
STI  C25   C25   C  0  1  Y  N  N  13.689   94.696  62.364  -2.413   0.734  -4.027  C25   STI  23  
STI  C26   C26   C  0  1  Y  N  N  13.682   93.749  63.449  -1.892   0.486  -5.280  C26   STI  24  
STI  C27   C27   C  0  1  Y  N  N  12.463   93.546  64.214  -0.957  -0.517  -5.458  C27   STI  25  
STI  C28   C28   C  0  1  Y  N  N  11.274   94.301  63.879  -0.542  -1.283  -4.384  C28   STI  26  
STI  C29   C29   C  0  1  Y  N  N  11.272   95.230  62.817  -1.050  -1.042  -3.124  C29   STI  27  
STI  C46   C46   C  0  1  N  N  N  12.371   92.542  65.368  -0.393  -0.781  -6.830  C46   STI  28  
STI  N48   N48   N  0  1  N  N  N  11.230   91.579  65.364   0.809   0.038  -7.032  N48   STI  29  
STI  C53   C53   C  0  1  N  N  N  11.214   90.778  64.093   1.306  -0.264  -8.379  C53   STI  30  
STI  C52   C52   C  0  1  N  N  N  10.031   89.776  64.067   2.629   0.463  -8.615  C52   STI  31  
STI  N51   N51   N  0  1  N  N  N  10.081   88.858  65.278   3.638  -0.027  -7.668  N51   STI  32  
STI  C54   C54   C  0  1  N  N  N   8.985   87.875  65.306   4.840   0.792  -7.870  C54   STI  33  
STI  C50   C50   C  0  1  N  N  N  10.070   89.659  66.572   3.141   0.276  -6.321  C50   STI  34  
STI  C49   C49   C  0  1  N  N  N  11.273   90.652  66.574   1.817  -0.452  -6.085  C49   STI  35  
STI  O29   O29   O  0  1  N  N  N  13.258   96.231  60.024  -3.368   1.110  -1.431  O29   STI  36  
STI  C20   C20   C  0  1  N  N  N  10.986  102.351  57.694  -4.539   0.240   4.548  C20   STI  37  
STI  H11   1H1   H  0  1  N  N  N  16.459  100.074  49.566   2.371   0.120   9.894  H11   STI  38  
STI  H61   1H6   H  0  1  N  N  N  14.441   99.369  50.964   0.893   0.532   7.941  H61   STI  39  
STI  H41   1H4   H  0  1  N  N  N  16.112  101.672  54.376   4.171  -0.570   5.403  H41   STI  40  
STI  H21   1H2   H  0  1  N  N  N  18.243  101.570  50.647   4.689  -0.616   9.519  H21   STI  41  
STI  H121  1H12  H  0  0  N  N  N  12.584   99.239  52.103   3.166   1.157   4.159  H121  STI  42  
STI  H111  1H11  H  0  0  N  N  N  10.756   98.704  53.796   1.692   1.508   2.193  H111  STI  43  
STI  H131  1H13  H  0  0  N  N  N  13.506  101.351  57.305  -2.157  -0.654   5.087  H131  STI  44  
STI  H181  1H18  H  0  0  N  N  N   9.411  101.410  59.719  -5.725   0.336   2.126  H181  STI  45  
STI  H171  1H17  H  0  0  N  N  N   9.652   99.290  61.100  -4.690   0.011  -0.080  H171  STI  46  
STI  H151  1H15  H  0  0  N  N  N  13.268   98.241  58.824  -0.899  -0.630   1.788  H151  STI  47  
STI  H211  1H21  H  0  0  N  N  N  10.792   97.308  61.630  -1.440  -1.173  -0.656  H211  STI  48  
STI  H251  1H25  H  0  0  N  N  N  14.616   94.848  61.786  -3.142   1.518  -3.889  H251  STI  49  
STI  H261  1H26  H  0  0  N  N  N  14.599   93.186  63.691  -2.216   1.077  -6.124  H261  STI  50  
STI  H281  1H28  H  0  0  N  N  N  10.340   94.164  64.450   0.187  -2.065  -4.530  H281  STI  51  
STI  H291  1H29  H  0  0  N  N  N  10.344   95.783  62.595  -0.722  -1.638  -2.285  H291  STI  52  
STI  H461  1H46  H  0  0  N  N  N  13.328   91.975  65.438  -1.137  -0.526  -7.585  H461  STI  53  
STI  H462  2H46  H  0  0  N  N  N  12.381   93.094  66.336  -0.132  -1.836  -6.919  H462  STI  54  
STI  H531  1H53  H  0  0  N  N  N  11.208   91.438  63.194   0.574   0.063  -9.118  H531  STI  55  
STI  H532  2H53  H  0  0  N  N  N  12.188   90.263  63.923   1.460  -1.339  -8.475  H532  STI  56  
STI  H521  1H52  H  0  0  N  N  N   9.048   90.297  63.982   2.486   1.533  -8.470  H521  STI  57  
STI  H522  2H52  H  0  0  N  N  N   9.996   89.200  63.112   2.968   0.278  -9.635  H522  STI  58  
STI  H541  1H54  H  0  0  N  N  N   9.021   87.201  66.194   5.623   0.464  -7.185  H541  STI  59  
STI  H542  2H54  H  0  0  N  N  N   7.994   88.382  65.233   5.187   0.682  -8.897  H542  STI  60  
STI  H543  3H54  H  0  0  N  N  N   8.957   87.284  64.360   4.603   1.838  -7.676  H543  STI  61  
STI  H501  1H50  H  0  0  N  N  N   9.096   90.174  66.741   3.872  -0.052  -5.582  H501  STI  62  
STI  H502  2H50  H  0  0  N  N  N  10.061   89.004  67.474   2.986   1.350  -6.225  H502  STI  63  
STI  H491  1H49  H  0  0  N  N  N  12.247   90.113  66.642   1.478  -0.267  -5.065  H491  STI  64  
STI  H492  2H49  H  0  0  N  N  N  11.327   91.226  67.527   1.961  -1.522  -6.230  H492  STI  65  
STI  H201  1H20  H  0  0  N  N  N  10.144  103.058  57.878  -4.890  -0.718   4.930  H201  STI  66  
STI  H202  2H20  H  0  0  N  N  N  11.931  102.936  57.771  -3.807   0.661   5.237  H202  STI  67  
STI  H203  3H20  H  0  0  N  N  N  10.957  102.079  56.612  -5.383   0.924   4.453  H203  STI  68  
#   #
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
STI  C1   C6    DOUB  Y  N   1  
STI  C1   C2    SING  Y  N   2  
STI  C1   H11   SING  N  N   3  
STI  C6   C5    SING  Y  N   4  
STI  C6   H61   SING  N  N   5  
STI  C5   C4    DOUB  Y  N   6  
STI  C5   C7    SING  Y  N   7  
STI  C4   N3    SING  Y  N   8  
STI  C4   H41   SING  N  N   9  
STI  N3   C2    DOUB  Y  N  10  
STI  C2   H21   SING  N  N  11  
STI  C7   C12   DOUB  Y  N  12  
STI  C7   N8    SING  Y  N  13  
STI  C12  C11   SING  Y  N  14  
STI  C12  H121  SING  N  N  15  
STI  C11  N10   DOUB  Y  N  16  
STI  C11  H111  SING  N  N  17  
STI  N10  C9    SING  Y  N  18  
STI  C9   N8    DOUB  Y  N  19  
STI  C9   N13   SING  N  N  20  
STI  N13  C14   SING  N  N  21  
STI  N13  H131  SING  N  N  22  
STI  C14  C19   DOUB  Y  N  23  
STI  C14  C15   SING  Y  N  24  
STI  C19  C18   SING  Y  N  25  
STI  C19  C20   SING  N  N  26  
STI  C18  C17   DOUB  Y  N  27  
STI  C18  H181  SING  N  N  28  
STI  C17  C16   SING  Y  N  29  
STI  C17  H171  SING  N  N  30  
STI  C16  C15   DOUB  Y  N  31  
STI  C16  N21   SING  N  N  32  
STI  C15  H151  SING  N  N  33  
STI  N21  C22   SING  N  N  34  
STI  N21  H211  SING  N  N  35  
STI  C22  C23   SING  N  N  36  
STI  C22  O29   DOUB  N  N  37  
STI  C23  C25   DOUB  Y  N  38  
STI  C23  C29   SING  Y  N  39  
STI  C25  C26   SING  Y  N  40  
STI  C25  H251  SING  N  N  41  
STI  C26  C27   DOUB  Y  N  42  
STI  C26  H261  SING  N  N  43  
STI  C27  C28   SING  Y  N  44  
STI  C27  C46   SING  N  N  45  
STI  C28  C29   DOUB  Y  N  46  
STI  C28  H281  SING  N  N  47  
STI  C29  H291  SING  N  N  48  
STI  C46  N48   SING  N  N  49  
STI  C46  H461  SING  N  N  50  
STI  C46  H462  SING  N  N  51  
STI  N48  C53   SING  N  N  52  
STI  N48  C49   SING  N  N  53  
STI  C53  C52   SING  N  N  54  
STI  C53  H531  SING  N  N  55  
STI  C53  H532  SING  N  N  56  
STI  C52  N51   SING  N  N  57  
STI  C52  H521  SING  N  N  58  
STI  C52  H522  SING  N  N  59  
STI  N51  C54   SING  N  N  60  
STI  N51  C50   SING  N  N  61  
STI  C54  H541  SING  N  N  62  
STI  C54  H542  SING  N  N  63  
STI  C54  H543  SING  N  N  64  
STI  C50  C49   SING  N  N  65  
STI  C50  H501  SING  N  N  66  
STI  C50  H502  SING  N  N  67  
STI  C49  H491  SING  N  N  68  
STI  C49  H492  SING  N  N  69  
STI  C20  H201  SING  N  N  70  
STI  C20  H202  SING  N  N  71  
STI  C20  H203  SING  N  N  72  
#   #
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
STI  SMILES            ACDLabs               10.04  "O=C(Nc3ccc(c(Nc2nc(c1cccnc1)ccn2)c3)C)c4ccc(cc4)CN5CCN(CC5)C"  
STI  SMILES_CANONICAL  CACTVS                3.341  "CN1CCN(CC1)Cc2ccc(cc2)C(=O)Nc3ccc(C)c(Nc4nccc(n4)c5cccnc5)c3"  
STI  SMILES            CACTVS                3.341  "CN1CCN(CC1)Cc2ccc(cc2)C(=O)Nc3ccc(C)c(Nc4nccc(n4)c5cccnc5)c3"  
STI  SMILES_CANONICAL  "OpenEye OEToolkits"  1.5.0  "Cc1ccc(cc1Nc2nccc(n2)c3cccnc3)NC(=O)c4ccc(cc4)CN5CCN(CC5)C"  
STI  SMILES            "OpenEye OEToolkits"  1.5.0  "Cc1ccc(cc1Nc2nccc(n2)c3cccnc3)NC(=O)c4ccc(cc4)CN5CCN(CC5)C"  
STI  InChI             InChI                 1.03   "InChI=1S/C29H31N7O/c1-21-5-10-25(18-27(21)34-29-31-13-11-26(33-29)24-4-3-12-30-19-24)32-28(37)23-8-6-22(7-9-23)20-36-16-14-35(2)15-17-36/h3-13,18-19H,14-17,20H2,1-2H3,(H,32,37)(H,31,33,34)"  
STI  InChIKey          InChI                 1.03   KTUFNOKKBVMGRW-UHFFFAOYSA-N  
#   #
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
STI  "SYSTEMATIC NAME"  ACDLabs               10.04  "4-[(4-methylpiperazin-1-yl)methyl]-N-{4-methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]phenyl}benzamide"  
STI  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.5.0  "4-[(4-methylpiperazin-1-yl)methyl]-N-[4-methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]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
STI  "Create component"      2001-04-11  RCSB  
STI  "Modify aromatic_flag"  2011-06-04  RCSB  
STI  "Modify descriptor"     2011-06-04  RCSB  
STI  "Modify synonyms"       2020-06-05  PDBE  
#   #
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1  STI  STI-571   ?  ?  
2  STI  IMATINIB  ?  ?  
##
