data_BQN
# 
_chem_comp.id                                    BQN 
_chem_comp.name                                  4-{(2E)-3-[4-{[2-(pyridin-3-ylmethoxy)phenyl]sulfanyl}-2,3-bis(trifluoromethyl)phenyl]prop-2-enoyl}morpholine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H22 F6 N2 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-01-03 
_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                        568.531 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BQN 
_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        3BQN 
_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 
BQN F6   F6   F 0 1 N N N -16.480 14.172 -6.002  -1.082 3.363  -2.522 F6   BQN 1  
BQN C12  C12  C 0 1 N N N -17.703 14.623 -5.775  -1.495 2.805  -1.308 C12  BQN 2  
BQN F4   F4   F 0 1 N N N -18.580 13.867 -6.377  -1.317 3.737  -0.280 F4   BQN 3  
BQN F5   F5   F 0 1 N N N -17.870 14.478 -4.471  -2.847 2.455  -1.391 F5   BQN 4  
BQN C11  C11  C 0 1 Y N N -17.777 16.089 -6.192  -0.675 1.574  -1.016 C11  BQN 5  
BQN C9   C9   C 0 1 Y N N -17.039 16.582 -7.298  0.556  1.695  -0.438 C9   BQN 6  
BQN C10  C10  C 0 1 N N N -16.244 15.651 -8.191  1.095  3.059  -0.092 C10  BQN 7  
BQN F3   F3   F 0 1 N N N -15.030 15.376 -7.768  0.652  3.426  1.183  F3   BQN 8  
BQN F2   F2   F 0 1 N N N -16.940 14.536 -8.323  2.494  3.025  -0.107 F2   BQN 9  
BQN F1   F1   F 0 1 N N N -16.188 16.109 -9.423  0.641  3.993  -1.030 F1   BQN 10 
BQN C13  C13  C 0 1 Y N N -18.537 16.985 -5.424  -1.178 0.313  -1.332 C13  BQN 11 
BQN S    S    S 0 1 N N N -19.466 16.498 -4.082  -2.770 0.161  -2.070 S    BQN 12 
BQN C14  C14  C 0 1 Y N N -20.399 17.829 -3.576  -3.022 -1.583 -2.114 C14  BQN 13 
BQN C19  C19  C 0 1 Y N N -21.477 18.293 -4.333  -3.412 -2.261 -0.960 C19  BQN 14 
BQN O3   O3   O 0 1 N N N -21.803 17.658 -5.510  -3.599 -1.580 0.201  O3   BQN 15 
BQN C20  C20  C 0 1 N N N -23.070 17.835 -6.160  -3.999 -2.341 1.343  C20  BQN 16 
BQN C21  C21  C 0 1 Y N N -22.972 18.943 -7.187  -4.157 -1.423 2.528  C21  BQN 17 
BQN C25  C25  C 0 1 Y N N -21.748 19.270 -7.766  -5.378 -0.823 2.793  C25  BQN 18 
BQN C24  C24  C 0 1 Y N N -21.696 20.297 -8.708  -5.477 0.013  3.895  C24  BQN 19 
BQN C23  C23  C 0 1 Y N N -22.871 20.969 -9.051  -4.363 0.219  4.686  C23  BQN 20 
BQN N2   N2   N 0 1 Y N N -24.036 20.630 -8.477  -3.216 -0.368 4.403  N2   BQN 21 
BQN C22  C22  C 0 1 Y N N -24.115 19.646 -7.565  -3.087 -1.174 3.367  C22  BQN 22 
BQN C18  C18  C 0 1 Y N N -22.214 19.396 -3.891  -3.609 -3.632 -1.001 C18  BQN 23 
BQN C17  C17  C 0 1 Y N N -21.870 20.036 -2.704  -3.418 -4.324 -2.183 C17  BQN 24 
BQN C16  C16  C 0 1 Y N N -20.793 19.572 -1.952  -3.031 -3.651 -3.328 C16  BQN 25 
BQN C15  C15  C 0 1 Y N N -20.060 18.470 -2.389  -2.839 -2.283 -3.298 C15  BQN 26 
BQN C26  C26  C 0 1 Y N N -18.580 18.339 -5.766  -0.424 -0.828 -1.064 C26  BQN 27 
BQN C27  C27  C 0 1 Y N N -17.871 18.819 -6.858  0.811  -0.715 -0.491 C27  BQN 28 
BQN C8   C8   C 0 1 Y N N -17.112 17.948 -7.635  1.317  0.551  -0.168 C8   BQN 29 
BQN C7   C7   C 0 1 N N N -16.341 18.494 -8.791  2.642  0.677  0.453  C7   BQN 30 
BQN C6   C6   C 0 1 N N N -15.998 19.781 -8.915  3.512  -0.355 0.403  C6   BQN 31 
BQN C1   C1   C 0 1 N N N -15.182 20.217 -10.071 4.831  -0.229 1.021  C1   BQN 32 
BQN O1   O1   O 0 1 N N N -14.427 19.405 -10.581 5.110  0.767  1.663  O1   BQN 33 
BQN N1   N1   N 0 1 N N N -15.243 21.476 -10.515 5.738  -1.216 0.880  N1   BQN 34 
BQN C5   C5   C 0 1 N N N -16.054 22.533 -9.905  5.466  -2.377 0.017  C5   BQN 35 
BQN C4   C4   C 0 1 N N N -15.078 23.644 -9.510  6.660  -2.567 -0.926 C4   BQN 36 
BQN O2   O2   O 0 1 N N N -14.247 24.010 -10.624 7.864  -2.615 -0.157 O2   BQN 37 
BQN C3   C3   C 0 1 N N N -13.487 22.919 -11.140 8.146  -1.414 0.565  C3   BQN 38 
BQN C2   C2   C 0 1 N N N -14.467 21.887 -11.685 7.031  -1.162 1.580  C2   BQN 39 
BQN H20  H20  H 0 1 N N N -23.356 16.898 -6.661  -4.949 -2.834 1.137  H20  BQN 40 
BQN H20A H20A H 0 0 N N N -23.828 18.103 -5.409  -3.240 -3.091 1.563  H20A BQN 41 
BQN H25  H25  H 0 1 N N N -20.851 18.735 -7.489  -6.232 -1.003 2.157  H25  BQN 42 
BQN H24  H24  H 0 1 N N N -20.757 20.570 -9.167  -6.413 0.498  4.132  H24  BQN 43 
BQN H23  H23  H 0 1 N N N -22.842 21.765 -9.781  -4.431 0.869  5.546  H23  BQN 44 
BQN H22  H22  H 0 1 N N N -25.069 19.399 -7.123  -2.134 -1.640 3.170  H22  BQN 45 
BQN H18  H18  H 0 1 N N N -23.052 19.752 -4.472  -3.911 -4.160 -0.108 H18  BQN 46 
BQN H17  H17  H 0 1 N N N -22.437 20.891 -2.366  -3.572 -5.392 -2.212 H17  BQN 47 
BQN H16  H16  H 0 1 N N N -20.526 20.067 -1.030  -2.884 -4.196 -4.248 H16  BQN 48 
BQN H15  H15  H 0 1 N N N -19.226 18.112 -1.804  -2.541 -1.760 -4.194 H15  BQN 49 
BQN H26  H26  H 0 1 N N N -19.172 19.020 -5.173  -0.817 -1.804 -1.311 H26  BQN 50 
BQN H27  H27  H 0 1 N N N -17.908 19.870 -7.106  1.394  -1.600 -0.284 H27  BQN 51 
BQN H7   H7   H 0 1 N N N -16.043 17.810 -9.572  2.920  1.595  0.949  H7   BQN 52 
BQN H6   H6   H 0 1 N N N -16.315 20.500 -8.174  3.233  -1.273 -0.093 H6   BQN 53 
BQN H5   H5   H 0 1 N N N -16.800 22.910 -10.620 5.337  -3.269 0.631  H5   BQN 54 
BQN H5A  H5A  H 0 1 N N N -16.608 22.158 -9.032  4.563  -2.198 -0.566 H5A  BQN 55 
BQN H4   H4   H 0 1 N N N -15.650 24.525 -9.184  6.543  -3.500 -1.478 H4   BQN 56 
BQN H4A  H4A  H 0 1 N N N -14.437 23.279 -8.694  6.708  -1.733 -1.626 H4A  BQN 57 
BQN H3   H3   H 0 1 N N N -12.822 23.269 -11.943 9.098  -1.518 1.086  H3   BQN 58 
BQN H3A  H3A  H 0 1 N N N -12.864 22.477 -10.349 8.199  -0.576 -0.129 H3A  BQN 59 
BQN H2   H2   H 0 1 N N N -13.939 21.033 -12.133 7.163  -0.179 2.032  H2   BQN 60 
BQN H2A  H2A  H 0 1 N N N -15.101 22.294 -12.487 7.062  -1.929 2.354  H2A  BQN 61 
# 
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 
BQN F6  C12  SING N N 1  
BQN C12 F4   SING N N 2  
BQN C12 F5   SING N N 3  
BQN C12 C11  SING N N 4  
BQN C11 C9   DOUB Y N 5  
BQN C11 C13  SING Y N 6  
BQN C9  C10  SING N N 7  
BQN C9  C8   SING Y N 8  
BQN C10 F3   SING N N 9  
BQN C10 F2   SING N N 10 
BQN C10 F1   SING N N 11 
BQN C13 S    SING N N 12 
BQN C13 C26  DOUB Y N 13 
BQN S   C14  SING N N 14 
BQN C14 C19  DOUB Y N 15 
BQN C14 C15  SING Y N 16 
BQN C19 O3   SING N N 17 
BQN C19 C18  SING Y N 18 
BQN O3  C20  SING N N 19 
BQN C20 C21  SING N N 20 
BQN C21 C25  DOUB N N 21 
BQN C21 C22  SING N N 22 
BQN C25 C24  SING Y N 23 
BQN C24 C23  DOUB Y N 24 
BQN C23 N2   SING Y N 25 
BQN N2  C22  DOUB N N 26 
BQN C18 C17  DOUB Y N 27 
BQN C17 C16  SING N N 28 
BQN C16 C15  DOUB Y N 29 
BQN C26 C27  SING N N 30 
BQN C27 C8   DOUB Y N 31 
BQN C8  C7   SING N N 32 
BQN C7  C6   DOUB Y N 33 
BQN C6  C1   SING N N 34 
BQN C1  O1   DOUB Y N 35 
BQN C1  N1   SING N N 36 
BQN N1  C5   SING Y N 37 
BQN N1  C2   SING N N 38 
BQN C5  C4   SING N N 39 
BQN C4  O2   SING Y N 40 
BQN O2  C3   SING N N 41 
BQN C3  C2   SING Y N 42 
BQN C20 H20  SING N N 43 
BQN C20 H20A SING N N 44 
BQN C25 H25  SING N E 45 
BQN C24 H24  SING N N 46 
BQN C23 H23  SING N N 47 
BQN C22 H22  SING N N 48 
BQN C18 H18  SING N N 49 
BQN C17 H17  SING N N 50 
BQN C16 H16  SING N N 51 
BQN C15 H15  SING N N 52 
BQN C26 H26  SING N N 53 
BQN C27 H27  SING N N 54 
BQN C7  H7   SING N N 55 
BQN C6  H6   SING N N 56 
BQN C5  H5   SING N N 57 
BQN C5  H5A  SING N N 58 
BQN C4  H4   SING N N 59 
BQN C4  H4A  SING N N 60 
BQN C3  H3   SING N N 61 
BQN C3  H3A  SING N N 62 
BQN C2  H2   SING N N 63 
BQN C2  H2A  SING N N 64 
# 
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 
BQN SMILES           ACDLabs              10.04 O=C(\C=C\c3ccc(Sc2ccccc2OCc1cccnc1)c(c3C(F)(F)F)C(F)(F)F)N4CCOCC4                                                                                                          
BQN InChI            InChI                1.02b InChI=1/C27H22F6N2O3S/c28-26(29,30)24-19(8-10-23(36)35-12-14-37-15-13-35)7-9-22(25(24)27(31,32)33)39-21-6-2-1-5-20(21)38-17-18-4-3-11-34-16-18/h1-11,16H,12-15,17H2/b10-8+ 
BQN InChIKey         InChI                1.02b ZRIKDHLPCRURPX-CSKARUKUBF                                                                                                                                                  
BQN SMILES_CANONICAL CACTVS               3.341 FC(F)(F)c1c(Sc2ccccc2OCc3cccnc3)ccc(\C=C\C(=O)N4CCOCC4)c1C(F)(F)F                                                                                                          
BQN SMILES           CACTVS               3.341 FC(F)(F)c1c(Sc2ccccc2OCc3cccnc3)ccc(C=CC(=O)N4CCOCC4)c1C(F)(F)F                                                                                                            
BQN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)OCc2cccnc2)Sc3ccc(c(c3C(F)(F)F)C(F)(F)F)\C=C\C(=O)N4CCOCC4                                                                                                      
BQN SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(c(c1)OCc2cccnc2)Sc3ccc(c(c3C(F)(F)F)C(F)(F)F)C=CC(=O)N4CCOCC4                                                                                                        
# 
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 
BQN "SYSTEMATIC NAME" ACDLabs              10.04 4-{(2E)-3-[4-{[2-(pyridin-3-ylmethoxy)phenyl]sulfanyl}-2,3-bis(trifluoromethyl)phenyl]prop-2-enoyl}morpholine    
BQN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (E)-1-morpholin-4-yl-3-[4-[2-(pyridin-3-ylmethoxy)phenyl]sulfanyl-2,3-bis(trifluoromethyl)phenyl]prop-2-en-1-one 
# 
