data_XY3
# 
_chem_comp.id                                    XY3 
_chem_comp.name                                  "5-[(5-{[4-{[4-(2-hydroxyethyl)piperazin-1-yl]methyl}-3-(trifluoromethyl)phenyl]carbamoyl}-2-methylphenyl)ethynyl]-1-methyl-1H-imidazole-2-carboxamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H31 F3 N6 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2010-09-23 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        568.590 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XY3 
_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        3OY3 
_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 
XY3 N1   N1   N 0 1 Y N N 24.830 9.541  3.764  8.493  -3.005 0.302  N1   XY3 1  
XY3 N3   N3   N 0 1 N N N 9.262  4.944  5.311  -6.276 -0.416 0.504  N3   XY3 2  
XY3 C4   C4   C 0 1 N N N 20.356 9.819  2.372  5.322  0.501  -0.048 C4   XY3 3  
XY3 C5   C5   C 0 1 Y N N 18.955 10.099 2.299  4.222  1.416  -0.113 C5   XY3 4  
XY3 C6   C6   C 0 1 Y N N 18.451 11.298 1.676  4.448  2.768  -0.391 C6   XY3 5  
XY3 C7   C7   C 0 1 Y N N 17.052 11.521 1.648  3.388  3.649  -0.453 C7   XY3 6  
XY3 C8   C8   C 0 1 Y N N 16.148 10.562 2.222  2.098  3.204  -0.242 C8   XY3 7  
XY3 C10  C10  C 0 1 Y N N 18.083 9.154  2.859  2.919  0.959  0.095  C10  XY3 8  
XY3 C13  C13  C 0 1 Y N N 13.456 7.685  4.043  -1.849 1.829  0.516  C13  XY3 9  
XY3 C15  C15  C 0 1 Y N N 11.081 7.010  4.280  -3.323 0.443  1.803  C15  XY3 10 
XY3 C17  C17  C 0 1 Y N N 12.732 6.239  5.983  -4.220 1.964  0.182  C17  XY3 11 
XY3 C20  C20  C 0 1 N N N 10.213 5.536  6.204  -5.805 0.550  1.505  C20  XY3 12 
XY3 C21  C21  C 0 1 N N N 9.813  3.904  4.385  -5.490 -1.656 0.558  C21  XY3 13 
XY3 C22  C22  C 0 1 N N N 8.730  3.504  3.336  -5.958 -2.603 -0.550 C22  XY3 14 
XY3 C24  C24  C 0 1 N N N 8.045  4.448  6.010  -7.709 -0.696 0.675  C24  XY3 15 
XY3 C26  C26  C 0 1 N N N 23.461 8.462  0.580  9.217  0.454  -0.408 C26  XY3 16 
XY3 C81  C81  C 0 1 N N N 26.229 8.496  1.947  10.805 -2.184 -0.070 C81  XY3 17 
XY3 O2   O2   O 0 1 N N N 26.258 8.196  0.608  11.499 -1.215 -0.315 O2   XY3 18 
XY3 N82  N82  N 0 1 Y N N 23.774 9.031  1.800  8.651  -0.864 -0.111 N82  XY3 19 
XY3 C84  C84  C 0 1 Y N N 25.021 9.012  2.552  9.345  -2.034 0.041  C84  XY3 20 
XY3 C1   C1   C 0 1 Y N N 23.485 9.722  3.891  7.259  -2.522 0.329  C1   XY3 21 
XY3 C2   C2   C 0 1 Y N N 22.863 9.462  2.717  7.325  -1.162 0.070  C2   XY3 22 
XY3 C3   C3   C 0 1 N N N 21.514 9.627  2.504  6.224  -0.248 0.005  C3   XY3 23 
XY3 C9   C9   C 0 1 Y N N 16.670 9.353  2.838  1.856  1.857  0.035  C9   XY3 24 
XY3 C11  C11  C 0 1 N N N 19.394 12.332 1.051  5.853  3.263  -0.622 C11  XY3 25 
XY3 C12  C12  C 0 1 N N N 15.807 8.288  3.462  0.473  1.383  0.260  C12  XY3 26 
XY3 O1   O1   O 0 1 N N N 16.351 7.365  4.118  0.264  0.211  0.502  O1   XY3 27 
XY3 N2   N2   N 0 1 N N N 14.459 8.394  3.293  -0.555 2.252  0.197  N2   XY3 28 
XY3 C14  C14  C 0 1 Y N N 12.116 7.707  3.572  -2.043 0.855  1.487  C14  XY3 29 
XY3 C16  C16  C 0 1 Y N N 11.377 6.272  5.491  -4.410 0.998  1.154  C16  XY3 30 
XY3 C18  C18  C 0 1 Y N N 13.753 6.941  5.256  -2.943 2.384  -0.135 C18  XY3 31 
XY3 C19  C19  C 0 1 N N N 13.121 5.470  7.259  -5.407 2.566  -0.523 C19  XY3 32 
XY3 F1   F1   F 0 1 N N N 13.028 4.170  7.027  -6.241 3.187  0.413  F1   XY3 33 
XY3 F2   F2   F 0 1 N N N 14.355 5.686  7.658  -4.966 3.511  -1.455 F2   XY3 34 
XY3 F3   F3   F 0 1 N N N 12.323 5.825  8.261  -6.118 1.558  -1.183 F3   XY3 35 
XY3 C23  C23  C 0 1 N N N 6.951  4.086  4.968  -8.177 -1.643 -0.433 C23  XY3 36 
XY3 C25  C25  C 0 1 N N N 6.440  2.617  2.975  -7.861 -3.849 -1.380 C25  XY3 37 
XY3 N4   N4   N 0 1 N N N 7.455  3.052  3.993  -7.390 -2.883 -0.379 N4   XY3 38 
XY3 N5   N5   N 0 1 N N N 27.130 8.373  2.586  11.374 -3.394 0.101  N5   XY3 39 
XY3 C27  C27  C 0 1 N N N 5.399  2.395  3.402  -7.384 -5.252 -0.999 C27  XY3 40 
XY3 O3   O3   O 0 1 N N N 5.343  0.983  4.045  -8.006 -5.651 0.224  O3   XY3 41 
XY3 H7   H7   H 0 1 N N N 16.662 12.419 1.192  3.569  4.693  -0.667 H7   XY3 42 
XY3 H8   H8   H 0 1 N N N 15.083 10.739 2.196  1.273  3.900  -0.292 H8   XY3 43 
XY3 H10  H10  H 0 1 N N N 18.487 8.262  3.313  2.737  -0.085 0.305  H10  XY3 44 
XY3 H15  H15  H 0 1 N N N 10.068 7.036  3.905  -3.475 -0.311 2.561  H15  XY3 45 
XY3 H20  H20  H 0 1 N N N 9.681  6.268  6.829  -6.471 1.413  1.519  H20  XY3 46 
XY3 H20A H20A H 0 0 N N N 10.645 4.734  6.820  -5.799 0.080  2.489  H20A XY3 47 
XY3 H21  H21  H 0 1 N N N 10.693 4.309  3.864  -4.434 -1.424 0.416  H21  XY3 48 
XY3 H21A H21A H 0 0 N N N 10.104 3.016  4.965  -5.630 -2.134 1.528  H21A XY3 49 
XY3 H22  H22  H 0 1 N N N 8.511  4.378  2.705  -5.792 -2.136 -1.521 H22  XY3 50 
XY3 H22A H22A H 0 0 N N N 9.122  2.680  2.722  -5.396 -3.535 -0.493 H22A XY3 51 
XY3 H24  H24  H 0 1 N N N 8.300  3.553  6.597  -7.874 -1.163 1.646  H24  XY3 52 
XY3 H24A H24A H 0 0 N N N 7.665  5.232  6.681  -8.271 0.236  0.619  H24A XY3 53 
XY3 H26  H26  H 0 1 N N N 22.415 8.688  0.327  9.262  0.594  -1.488 H26  XY3 54 
XY3 H26A H26A H 0 0 N N N 24.123 8.873  -0.197 8.588  1.227  0.032  H26A XY3 55 
XY3 H26B H26B H 0 0 N N N 23.596 7.372  0.638  10.221 0.521  0.010  H26B XY3 56 
XY3 H1   H1   H 0 1 N N N 22.987 10.029 4.799  6.360  -3.089 0.519  H1   XY3 57 
XY3 H11  H11  H 0 1 N N N 19.561 12.084 -0.008 6.093  3.193  -1.683 H11  XY3 58 
XY3 H11A H11A H 0 0 N N N 18.943 13.332 1.127  5.930  4.301  -0.300 H11A XY3 59 
XY3 H11B H11B H 0 0 N N N 20.355 12.322 1.586  6.552  2.653  -0.050 H11B XY3 60 
XY3 HN2  HN2  H 0 1 N N N 14.138 9.021  2.584  -0.397 3.172  -0.069 HN2  XY3 61 
XY3 H14  H14  H 0 1 N N N 11.874 8.254  2.672  -1.194 0.421  1.994  H14  XY3 62 
XY3 H18  H18  H 0 1 N N N 14.769 6.915  5.621  -2.796 3.145  -0.888 H18  XY3 63 
XY3 H23  H23  H 0 1 N N N 6.074  3.683  5.496  -9.232 -1.875 -0.291 H23  XY3 64 
XY3 H23A H23A H 0 0 N N N 6.671  4.994  4.414  -8.036 -1.165 -1.403 H23A XY3 65 
XY3 H25  H25  H 0 1 N N N 6.812  1.696  2.502  -8.951 -3.833 -1.416 H25  XY3 66 
XY3 H25A H25A H 0 0 N N N 6.335  3.427  2.238  -7.461 -3.582 -2.359 H25A XY3 67 
XY3 HN5  HN5  H 0 1 N N N 27.984 8.038  2.187  10.821 -4.166 0.297  HN5  XY3 68 
XY3 HN5A HN5A H 0 0 N N N 27.087 8.597  3.560  12.336 -3.492 0.029  HN5A XY3 69 
XY3 H27  H27  H 0 1 N N N 5.162  3.146  4.171  -7.652 -5.954 -1.789 H27  XY3 70 
XY3 H27A H27A H 0 0 N N N 4.662  2.444  2.587  -6.302 -5.245 -0.871 H27A XY3 71 
XY3 HO3  HO3  H 0 1 N N N 4.472  0.826  4.390  -7.749 -6.533 0.526  HO3  XY3 72 
# 
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 
XY3 C84 N1   DOUB Y N 1  
XY3 N1  C1   SING Y N 2  
XY3 C21 N3   SING N N 3  
XY3 N3  C24  SING N N 4  
XY3 N3  C20  SING N N 5  
XY3 C5  C4   SING N N 6  
XY3 C4  C3   TRIP N N 7  
XY3 C6  C5   DOUB Y N 8  
XY3 C5  C10  SING Y N 9  
XY3 C11 C6   SING N N 10 
XY3 C7  C6   SING Y N 11 
XY3 C7  C8   DOUB Y N 12 
XY3 C7  H7   SING N N 13 
XY3 C8  C9   SING Y N 14 
XY3 C8  H8   SING N N 15 
XY3 C9  C10  DOUB Y N 16 
XY3 C10 H10  SING N N 17 
XY3 N2  C13  SING N N 18 
XY3 C14 C13  DOUB Y N 19 
XY3 C13 C18  SING Y N 20 
XY3 C14 C15  SING Y N 21 
XY3 C15 C16  DOUB Y N 22 
XY3 C15 H15  SING N N 23 
XY3 C18 C17  DOUB Y N 24 
XY3 C16 C17  SING Y N 25 
XY3 C17 C19  SING N N 26 
XY3 C16 C20  SING N N 27 
XY3 C20 H20  SING N N 28 
XY3 C20 H20A SING N N 29 
XY3 C22 C21  SING N N 30 
XY3 C21 H21  SING N N 31 
XY3 C21 H21A SING N N 32 
XY3 C22 N4   SING N N 33 
XY3 C22 H22  SING N N 34 
XY3 C22 H22A SING N N 35 
XY3 C23 C24  SING N N 36 
XY3 C24 H24  SING N N 37 
XY3 C24 H24A SING N N 38 
XY3 C26 N82  SING N N 39 
XY3 C26 H26  SING N N 40 
XY3 C26 H26A SING N N 41 
XY3 C26 H26B SING N N 42 
XY3 O2  C81  DOUB N N 43 
XY3 C81 C84  SING N N 44 
XY3 C81 N5   SING N N 45 
XY3 N82 C84  SING Y N 46 
XY3 N82 C2   SING Y N 47 
XY3 C2  C1   DOUB Y N 48 
XY3 C1  H1   SING N N 49 
XY3 C3  C2   SING N N 50 
XY3 C9  C12  SING N N 51 
XY3 C11 H11  SING N N 52 
XY3 C11 H11A SING N N 53 
XY3 C11 H11B SING N N 54 
XY3 N2  C12  SING N N 55 
XY3 C12 O1   DOUB N N 56 
XY3 N2  HN2  SING N N 57 
XY3 C14 H14  SING N N 58 
XY3 C18 H18  SING N N 59 
XY3 F1  C19  SING N N 60 
XY3 C19 F2   SING N N 61 
XY3 C19 F3   SING N N 62 
XY3 N4  C23  SING N N 63 
XY3 C23 H23  SING N N 64 
XY3 C23 H23A SING N N 65 
XY3 C25 C27  SING N N 66 
XY3 C25 N4   SING N N 67 
XY3 C25 H25  SING N N 68 
XY3 C25 H25A SING N N 69 
XY3 N5  HN5  SING N N 70 
XY3 N5  HN5A SING N N 71 
XY3 C27 O3   SING N N 72 
XY3 C27 H27  SING N N 73 
XY3 C27 H27A SING N N 74 
XY3 O3  HO3  SING N N 75 
# 
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 
XY3 SMILES           ACDLabs              12.01 "O=C(N)c4ncc(C#Cc1c(ccc(c1)C(=O)Nc2ccc(c(c2)C(F)(F)F)CN3CCN(CCO)CC3)C)n4C"                                                                                                                                  
XY3 SMILES_CANONICAL CACTVS               3.370 "Cn1c(cnc1C(N)=O)C#Cc2cc(ccc2C)C(=O)Nc3ccc(CN4CCN(CCO)CC4)c(c3)C(F)(F)F"                                                                                                                                    
XY3 SMILES           CACTVS               3.370 "Cn1c(cnc1C(N)=O)C#Cc2cc(ccc2C)C(=O)Nc3ccc(CN4CCN(CCO)CC4)c(c3)C(F)(F)F"                                                                                                                                    
XY3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1ccc(cc1C#Cc2cnc(n2C)C(=O)N)C(=O)Nc3ccc(c(c3)C(F)(F)F)CN4CCN(CC4)CCO"                                                                                                                                    
XY3 SMILES           "OpenEye OEToolkits" 1.7.0 "Cc1ccc(cc1C#Cc2cnc(n2C)C(=O)N)C(=O)Nc3ccc(c(c3)C(F)(F)F)CN4CCN(CC4)CCO"                                                                                                                                    
XY3 InChI            InChI                1.03  "InChI=1S/C29H31F3N6O3/c1-19-3-4-21(15-20(19)6-8-24-17-34-27(26(33)40)36(24)2)28(41)35-23-7-5-22(25(16-23)29(30,31)32)18-38-11-9-37(10-12-38)13-14-39/h3-5,7,15-17,39H,9-14,18H2,1-2H3,(H2,33,40)(H,35,41)" 
XY3 InChIKey         InChI                1.03  GOLRXYBFRBKBAG-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 
XY3 "SYSTEMATIC NAME" ACDLabs              12.01 "5-[(5-{[4-{[4-(2-hydroxyethyl)piperazin-1-yl]methyl}-3-(trifluoromethyl)phenyl]carbamoyl}-2-methylphenyl)ethynyl]-1-methyl-1H-imidazole-2-carboxamide" 
XY3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "5-[2-[5-[[4-[[4-(2-hydroxyethyl)piperazin-1-yl]methyl]-3-(trifluoromethyl)phenyl]carbamoyl]-2-methyl-phenyl]ethynyl]-1-methyl-imidazole-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XY3 "Create component"     2010-09-23 RCSB 
XY3 "Modify aromatic_flag" 2011-06-04 RCSB 
XY3 "Modify descriptor"    2011-06-04 RCSB 
# 
