data_LQ5
# 
_chem_comp.id                                    LQ5 
_chem_comp.name                                  "1-[4-(2-azanylpyrimidin-4-yl)oxyphenyl]-3-[4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl]urea" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H26 F3 N7 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-04-27 
_chem_comp.pdbx_modified_date                    2015-07-17 
_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                        501.504 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LQ5 
_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        5A14 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
LQ5 C02  C02  C 0 1 Y N N 28.372 26.224 38.070 4.329  -0.151 0.958  C02  LQ5 1  
LQ5 C03  C03  C 0 1 Y N N 27.153 26.747 38.523 3.168  0.505  0.598  C03  LQ5 2  
LQ5 C04  C04  C 0 1 Y N N 27.003 27.122 39.869 3.190  1.872  0.356  C04  LQ5 3  
LQ5 C06  C06  C 0 1 Y N N 29.319 26.459 40.305 5.540  1.922  0.836  C06  LQ5 4  
LQ5 C07  C07  C 0 1 Y N N 29.463 26.092 38.953 5.517  0.556  1.077  C07  LQ5 5  
LQ5 O08  O08  O 0 1 N N N 30.619 25.507 38.440 6.659  -0.091 1.432  O08  LQ5 6  
LQ5 C09  C09  C 0 1 Y N N 31.802 26.094 38.043 7.271  -0.860 0.500  C09  LQ5 7  
LQ5 C10  C10  C 0 1 Y N N 31.972 27.485 37.986 8.385  -1.628 0.836  C10  LQ5 8  
LQ5 C11  C11  C 0 1 Y N N 33.230 27.946 37.563 8.977  -2.398 -0.147 C11  LQ5 9  
LQ5 N12  N12  N 0 1 Y N N 34.217 27.065 37.255 8.473  -2.384 -1.372 N12  LQ5 10 
LQ5 C13  C13  C 0 1 Y N N 34.018 25.725 37.314 7.413  -1.644 -1.663 C13  LQ5 11 
LQ5 N17  N17  N 0 1 N N N 35.009 24.862 36.995 6.916  -1.656 -2.954 N17  LQ5 12 
LQ5 C18  C18  C 0 1 N N N 24.795 28.296 39.733 0.816  2.045  0.363  C18  LQ5 13 
LQ5 N19  N19  N 0 1 N N N 23.729 28.618 40.499 -0.319 2.615  -0.088 N19  LQ5 14 
LQ5 C20  C20  C 0 1 Y N N 22.554 29.360 40.178 -1.559 2.046  0.221  C20  LQ5 15 
LQ5 C21  C21  C 0 1 Y N N 21.604 29.565 41.194 -1.757 1.437  1.453  C21  LQ5 16 
LQ5 C22  C22  C 0 1 Y N N 20.445 30.312 40.924 -2.983 0.876  1.755  C22  LQ5 17 
LQ5 C23  C23  C 0 1 Y N N 20.204 30.898 39.658 -4.012 0.921  0.832  C23  LQ5 18 
LQ5 C24  C24  C 0 1 Y N N 21.173 30.719 38.626 -3.817 1.526  -0.395 C24  LQ5 19 
LQ5 C25  C25  C 0 1 N N N 20.994 31.294 37.189 -4.942 1.573  -1.398 C25  LQ5 20 
LQ5 F26  F26  F 0 1 N N N 22.076 31.112 36.380 -4.508 2.231  -2.554 F26  LQ5 21 
LQ5 F27  F27  F 0 1 N N N 20.715 32.633 37.169 -5.332 0.269  -1.722 F27  LQ5 22 
LQ5 F28  F28  F 0 1 N N N 19.954 30.644 36.623 -6.028 2.263  -0.849 F28  LQ5 23 
LQ5 C29  C29  C 0 1 Y N N 22.332 29.945 38.910 -2.596 2.094  -0.701 C29  LQ5 24 
LQ5 C30  C30  C 0 1 N N N 18.896 31.715 39.497 -5.347 0.308  1.165  C30  LQ5 25 
LQ5 N31  N31  N 0 1 N N N 17.660 30.996 39.877 -5.449 -1.016 0.536  N31  LQ5 26 
LQ5 C32  C32  C 0 1 N N N 17.228 29.957 38.902 -6.817 -1.544 0.637  C32  LQ5 27 
LQ5 N30  N30  N 0 1 Y N N 32.813 25.254 37.708 6.815  -0.897 -0.747 N30  LQ5 28 
LQ5 C33  C33  C 0 1 N N N 16.050 29.133 39.485 -6.899 -2.884 -0.098 C33  LQ5 29 
LQ5 N34  N34  N 0 1 N N N 14.930 30.050 39.847 -5.932 -3.821 0.489  N34  LQ5 30 
LQ5 C26  C26  C 0 1 Y N N 28.088 26.976 40.754 4.380  2.579  0.476  C26  LQ5 31 
LQ5 C35  C35  C 0 1 N N N 15.337 31.120 40.816 -4.564 -3.294 0.388  C35  LQ5 32 
LQ5 C36  C36  C 0 1 N N N 16.565 31.925 40.290 -4.481 -1.954 1.123  C36  LQ5 33 
LQ5 C37  C37  C 0 1 N N N 13.725 29.291 40.267 -6.033 -5.145 -0.140 C37  LQ5 34 
LQ5 O39  O39  O 0 1 N N N 24.892 28.597 38.551 0.759  1.085  1.107  O39  LQ5 35 
LQ5 N20  N20  N 0 1 N N N 25.772 27.624 40.367 2.013  2.538  -0.010 N20  LQ5 36 
LQ5 H02  H02  H 0 1 N N N 28.476 25.920 37.039 4.311  -1.214 1.150  H02  LQ5 37 
LQ5 H03  H03  H 0 1 N N N 26.327 26.862 37.836 2.244  -0.045 0.504  H03  LQ5 38 
LQ5 H26  H26  H 0 1 N N N 27.975 27.264 41.789 4.397  3.642  0.287  H26  LQ5 39 
LQ5 H20  H20  H 0 1 N N N 25.606 27.451 41.338 2.060  3.354  -0.532 H20  LQ5 40 
LQ5 H06  H06  H 0 1 N N N 30.145 26.345 40.991 6.464  2.471  0.929  H06  LQ5 41 
LQ5 H10  H10  H 0 1 N N N 31.178 28.166 38.253 8.776  -1.621 1.843  H10  LQ5 42 
LQ5 H11  H11  H 0 1 N N N 33.413 29.007 37.482 9.842  -3.003 0.080  H11  LQ5 43 
LQ5 H171 H171 H 0 0 N N N 35.827 25.375 36.736 7.342  -2.202 -3.633 H171 LQ5 44 
LQ5 H172 H172 H 0 0 N N N 35.214 24.284 37.785 6.140  -1.119 -3.180 H172 LQ5 45 
LQ5 H19  H19  H 0 1 N N N 23.771 28.283 41.440 -0.275 3.420  -0.628 H19  LQ5 46 
LQ5 H21  H21  H 0 1 N N N 21.764 29.150 42.178 -0.954 1.401  2.174  H21  LQ5 47 
LQ5 H29  H29  H 0 1 N N N 23.066 29.799 38.132 -2.446 2.572  -1.658 H29  LQ5 48 
LQ5 H22  H22  H 0 1 N N N 19.714 30.443 41.708 -3.138 0.402  2.713  H22  LQ5 49 
LQ5 H301 H301 H 0 0 N N N 18.975 32.614 40.126 -5.440 0.204  2.246  H301 LQ5 50 
LQ5 H302 H302 H 0 0 N N N 18.807 32.013 38.442 -6.145 0.950  0.792  H302 LQ5 51 
LQ5 H321 H321 H 0 0 N N N 16.905 30.445 37.971 -7.075 -1.688 1.686  H321 LQ5 52 
LQ5 H322 H322 H 0 0 N N N 18.072 29.284 38.690 -7.513 -0.838 0.184  H322 LQ5 53 
LQ5 H361 H361 H 0 0 N N N 16.933 32.587 41.088 -3.475 -1.547 1.025  H361 LQ5 54 
LQ5 H362 H362 H 0 0 N N N 16.258 32.530 39.424 -4.713 -2.102 2.178  H362 LQ5 55 
LQ5 H331 H331 H 0 0 N N N 15.702 28.409 38.734 -7.905 -3.291 0.000  H331 LQ5 56 
LQ5 H332 H332 H 0 0 N N N 16.388 28.595 40.383 -6.668 -2.735 -1.153 H332 LQ5 57 
LQ5 H351 H351 H 0 0 N N N 14.493 31.810 40.963 -3.867 -4.000 0.840  H351 LQ5 58 
LQ5 H352 H352 H 0 0 N N N 15.600 30.652 41.776 -4.306 -3.150 -0.661 H352 LQ5 59 
LQ5 H371 H371 H 0 0 N N N 12.920 29.994 40.526 -5.831 -5.056 -1.208 H371 LQ5 60 
LQ5 H372 H372 H 0 0 N N N 13.394 28.643 39.442 -5.306 -5.819 0.313  H372 LQ5 61 
LQ5 H373 H373 H 0 0 N N N 13.968 28.673 41.144 -7.038 -5.542 0.007  H373 LQ5 62 
# 
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 
LQ5 C02 C03  SING Y N 1  
LQ5 C02 C07  DOUB Y N 2  
LQ5 C03 C04  DOUB Y N 3  
LQ5 C04 C26  SING Y N 4  
LQ5 C04 N20  SING N N 5  
LQ5 C06 C07  SING Y N 6  
LQ5 C06 C26  DOUB Y N 7  
LQ5 C07 O08  SING N N 8  
LQ5 O08 C09  SING N N 9  
LQ5 C09 C10  DOUB Y N 10 
LQ5 C09 N30  SING Y N 11 
LQ5 C10 C11  SING Y N 12 
LQ5 C11 N12  DOUB Y N 13 
LQ5 N12 C13  SING Y N 14 
LQ5 C13 N17  SING N N 15 
LQ5 C13 N30  DOUB Y N 16 
LQ5 C18 N19  SING N N 17 
LQ5 C18 O39  DOUB N N 18 
LQ5 C18 N20  SING N N 19 
LQ5 N19 C20  SING N N 20 
LQ5 C20 C21  SING Y N 21 
LQ5 C20 C29  DOUB Y N 22 
LQ5 C21 C22  DOUB Y N 23 
LQ5 C22 C23  SING Y N 24 
LQ5 C23 C24  DOUB Y N 25 
LQ5 C23 C30  SING N N 26 
LQ5 C24 C25  SING N N 27 
LQ5 C24 C29  SING Y N 28 
LQ5 C25 F26  SING N N 29 
LQ5 C25 F27  SING N N 30 
LQ5 C25 F28  SING N N 31 
LQ5 C30 N31  SING N N 32 
LQ5 N31 C32  SING N N 33 
LQ5 N31 C36  SING N N 34 
LQ5 C32 C33  SING N N 35 
LQ5 C33 N34  SING N N 36 
LQ5 N34 C35  SING N N 37 
LQ5 N34 C37  SING N N 38 
LQ5 C35 C36  SING N N 39 
LQ5 C02 H02  SING N N 40 
LQ5 C03 H03  SING N N 41 
LQ5 C26 H26  SING N N 42 
LQ5 N20 H20  SING N N 43 
LQ5 C06 H06  SING N N 44 
LQ5 C10 H10  SING N N 45 
LQ5 C11 H11  SING N N 46 
LQ5 N17 H171 SING N N 47 
LQ5 N17 H172 SING N N 48 
LQ5 N19 H19  SING N N 49 
LQ5 C21 H21  SING N N 50 
LQ5 C29 H29  SING N N 51 
LQ5 C22 H22  SING N N 52 
LQ5 C30 H301 SING N N 53 
LQ5 C30 H302 SING N N 54 
LQ5 C32 H321 SING N N 55 
LQ5 C32 H322 SING N N 56 
LQ5 C36 H361 SING N N 57 
LQ5 C36 H362 SING N N 58 
LQ5 C33 H331 SING N N 59 
LQ5 C33 H332 SING N N 60 
LQ5 C35 H351 SING N N 61 
LQ5 C35 H352 SING N N 62 
LQ5 C37 H371 SING N N 63 
LQ5 C37 H372 SING N N 64 
LQ5 C37 H373 SING N N 65 
# 
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 
LQ5 InChI            InChI                1.03  "InChI=1S/C24H26F3N7O2/c1-33-10-12-34(13-11-33)15-16-2-3-18(14-20(16)24(25,26)27)31-23(35)30-17-4-6-19(7-5-17)36-21-8-9-29-22(28)32-21/h2-9,14H,10-13,15H2,1H3,(H2,28,29,32)(H2,30,31,35)" 
LQ5 InChIKey         InChI                1.03  PWDLXPJQFNVTNL-UHFFFAOYSA-N                                                                                                                                                                
LQ5 SMILES_CANONICAL CACTVS               3.385 "CN1CCN(CC1)Cc2ccc(NC(=O)Nc3ccc(Oc4ccnc(N)n4)cc3)cc2C(F)(F)F"                                                                                                                              
LQ5 SMILES           CACTVS               3.385 "CN1CCN(CC1)Cc2ccc(NC(=O)Nc3ccc(Oc4ccnc(N)n4)cc3)cc2C(F)(F)F"                                                                                                                              
LQ5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)Cc2ccc(cc2C(F)(F)F)NC(=O)Nc3ccc(cc3)Oc4ccnc(n4)N"                                                                                                                              
LQ5 SMILES           "OpenEye OEToolkits" 1.7.6 "CN1CCN(CC1)Cc2ccc(cc2C(F)(F)F)NC(=O)Nc3ccc(cc3)Oc4ccnc(n4)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 
LQ5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[4-(2-azanylpyrimidin-4-yl)oxyphenyl]-3-[4-[(4-methylpiperazin-1-yl)methyl]-3-(trifluoromethyl)phenyl]urea" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
LQ5 "Create component" 2015-04-27 EBI  
LQ5 "Initial release"  2015-07-22 RCSB 
# 
