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                    2008-10-14 
_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 N 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 InChI            InChI                1.02b InChI=1/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)/f/h32,34H 
STI InChIKey         InChI                1.02b KTUFNOKKBVMGRW-RPGFEBOUCX                                                                                                                                                                             
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                                                                                                                                            
# 
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 
# 
