data_743
# 
_chem_comp.id                                    743 
_chem_comp.name                                  "(1R,5R)-5-{(1Z)-N-[(4'-fluorobiphenyl-4-yl)methoxy]butanimidoyl}-2,2-dimethyl-4,6-dioxocyclohexanecarbonitrile" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H27 F N2 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2008-08-18 
_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                        434.503 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     743 
_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        3QSB 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
743 C1   C1   C 0 1 Y N N 50.455 8.209  43.845 -7.961 0.812  -0.503 C1   743 1  
743 F1   F1   F 0 1 N N N 49.551 7.367  44.368 -9.203 1.276  -0.764 F1   743 2  
743 C2   C2   C 0 1 Y N N 50.711 9.400  44.519 -7.186 1.422  0.470  C2   743 3  
743 C3   C3   C 0 1 Y N N 51.643 10.290 43.953 -5.918 0.952  0.740  C3   743 4  
743 C4   C4   C 0 1 Y N N 52.334 9.981  42.782 -5.416 -0.139 0.032  C4   743 5  
743 C5   C5   C 0 1 Y N N 52.014 8.778  42.080 -6.198 -0.749 -0.946 C5   743 6  
743 C6   C6   C 0 1 Y N N 51.079 7.917  42.617 -7.468 -0.275 -1.206 C6   743 7  
743 C7   C7   C 0 1 Y N N 53.266 10.891 42.278 -4.052 -0.648 0.318  C7   743 8  
743 C8   C8   C 0 1 Y N N 53.498 12.126 42.932 -3.549 -1.738 -0.390 C8   743 9  
743 C9   C9   C 0 1 Y N N 54.407 13.043 42.387 -2.280 -2.207 -0.119 C9   743 10 
743 C10  C10  C 0 1 Y N N 55.141 12.763 41.240 -1.507 -1.598 0.853  C10  743 11 
743 C11  C11  C 0 1 Y N N 54.909 11.551 40.588 -2.001 -0.515 1.558  C11  743 12 
743 C12  C12  C 0 1 Y N N 53.969 10.624 41.112 -3.266 -0.034 1.292  C12  743 13 
743 C13  C13  C 0 1 N N N 56.160 13.754 40.684 -0.122 -2.115 1.144  C13  743 14 
743 O14  O14  O 0 1 N N N 57.421 13.723 41.418 0.823  -1.444 0.308  O14  743 15 
743 N15  N15  N 0 1 N N N 58.189 14.860 41.369 2.172  -1.777 0.581  N15  743 16 
743 C16  C16  C 0 1 N N N 58.763 15.308 42.405 3.117  -1.173 -0.034 C16  743 17 
743 C17  C17  C 0 1 N N R 58.647 14.653 43.771 2.803  -0.018 -0.951 C17  743 18 
743 C18  C18  C 0 1 N N N 57.281 14.790 44.423 2.163  1.106  -0.162 C18  743 19 
743 O18  O18  O 0 1 N N N 56.465 15.630 44.021 0.984  1.346  -0.268 O18  743 20 
743 C19  C19  C 0 1 N N R 57.052 13.924 45.645 3.042  1.918  0.763  C19  743 21 
743 C20  C20  C 0 1 N N N 57.680 12.499 45.555 4.224  2.475  -0.034 C20  743 22 
743 C21  C21  C 0 1 N N N 59.172 12.645 45.370 5.009  1.321  -0.664 C21  743 23 
743 C22  C22  C 0 1 N N N 59.441 13.415 44.090 4.083  0.523  -1.555 C22  743 24 
743 O22  O22  O 0 1 N N N 60.419 13.141 43.429 4.355  0.323  -2.714 O22  743 25 
743 C23  C23  C 0 1 N N N 55.647 13.797 46.128 3.541  1.058  1.849  C23  743 26 
743 N23  N23  N 0 1 N N N 54.547 13.658 46.548 3.926  0.394  2.687  N23  743 27 
743 C24  C24  C 0 1 N N N 57.382 11.796 46.874 3.705  3.400  -1.136 C24  743 28 
743 C25  C25  C 0 1 N N N 57.140 11.623 44.394 5.142  3.264  0.902  C25  743 29 
743 C26  C26  C 0 1 N N N 59.506 16.620 42.299 4.545  -1.615 0.157  C26  743 30 
743 C27  C27  C 0 1 N N N 60.869 16.604 41.630 4.843  -2.793 -0.773 C27  743 31 
743 C28  C28  C 0 1 N N N 61.443 18.004 41.742 6.293  -3.242 -0.578 C28  743 32 
743 H2   H2   H 0 1 N N N 50.210 9.634  45.447 -7.576 2.267  1.018  H2   743 33 
743 H3   H3   H 0 1 N N N 51.828 11.237 44.438 -5.314 1.428  1.499  H3   743 34 
743 H5   H5   H 0 1 N N N 52.497 8.546  41.142 -5.813 -1.594 -1.498 H5   743 35 
743 H6   H6   H 0 1 N N N 50.823 7.010  42.090 -8.077 -0.751 -1.961 H6   743 36 
743 H8   H8   H 0 1 N N N 52.976 12.360 43.848 -4.152 -2.215 -1.148 H8   743 37 
743 H9   H9   H 0 1 N N N 54.542 13.998 42.874 -1.890 -3.053 -0.667 H9   743 38 
743 H11  H11  H 0 1 N N N 55.447 11.317 39.681 -1.393 -0.043 2.316  H11  743 39 
743 H12  H12  H 0 1 N N N 53.798 9.693  40.592 -3.649 0.814  1.840  H12  743 40 
743 H13  H13  H 0 1 N N N 56.361 13.497 39.633 0.122  -1.931 2.190  H13  743 41 
743 H13A H13A H 0 0 N N N 55.738 14.767 40.757 -0.085 -3.187 0.946  H13A 743 42 
743 H17  H17  H 0 1 N N N 59.303 15.324 44.345 2.128  -0.346 -1.742 H17  743 43 
743 H19  H19  H 0 1 N N N 57.592 14.518 46.397 2.465  2.741  1.184  H19  743 44 
743 H21  H21  H 0 1 N N N 59.598 13.190 46.225 5.831  1.720  -1.258 H21  743 45 
743 H21A H21A H 0 0 N N N 59.635 11.649 45.306 5.404  0.676  0.121  H21A 743 46 
743 H24  H24  H 0 1 N N N 57.809 10.782 46.854 3.149  4.223  -0.688 H24  743 47 
743 H24A H24A H 0 0 N N N 57.829 12.366 47.702 4.547  3.796  -1.704 H24A 743 48 
743 H24B H24B H 0 0 N N N 56.293 11.732 47.018 3.050  2.839  -1.803 H24B 743 49 
743 H25  H25  H 0 1 N N N 57.638 10.643 44.411 5.512  2.606  1.688  H25  743 50 
743 H25A H25A H 0 0 N N N 56.055 11.485 44.513 5.985  3.661  0.335  H25A 743 51 
743 H25B H25B H 0 0 N N N 57.343 12.121 43.434 4.585  4.087  1.349  H25B 743 52 
743 H26  H26  H 0 1 N N N 58.871 17.300 41.712 5.216  -0.789 -0.076 H26  743 53 
743 H26A H26A H 0 0 N N N 59.659 16.984 43.326 4.694  -1.923 1.192  H26A 743 54 
743 H27  H27  H 0 1 N N N 61.530 15.881 42.131 4.172  -3.619 -0.539 H27  743 55 
743 H27A H27A H 0 0 N N N 60.770 16.318 40.573 4.694  -2.485 -1.808 H27A 743 56 
743 H28  H28  H 0 1 N N N 62.435 18.033 41.267 6.505  -4.081 -1.241 H28  743 57 
743 H28A H28A H 0 0 N N N 60.773 18.716 41.237 6.964  -2.415 -0.812 H28A 743 58 
743 H28B H28B H 0 0 N N N 61.537 18.278 42.803 6.442  -3.550 0.457  H28B 743 59 
# 
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 
743 C1  F1   SING N N 1  
743 C1  C2   DOUB Y N 2  
743 C1  C6   SING Y N 3  
743 C2  C3   SING Y N 4  
743 C3  C4   DOUB Y N 5  
743 C4  C5   SING Y N 6  
743 C4  C7   SING Y N 7  
743 C5  C6   DOUB Y N 8  
743 C7  C8   DOUB Y N 9  
743 C7  C12  SING Y N 10 
743 C8  C9   SING Y N 11 
743 C9  C10  DOUB Y N 12 
743 C10 C11  SING Y N 13 
743 C10 C13  SING N N 14 
743 C11 C12  DOUB Y N 15 
743 C13 O14  SING N N 16 
743 O14 N15  SING N N 17 
743 N15 C16  DOUB N N 18 
743 C16 C17  SING N N 19 
743 C16 C26  SING N N 20 
743 C17 C18  SING N N 21 
743 C17 C22  SING N N 22 
743 C18 O18  DOUB N N 23 
743 C18 C19  SING N N 24 
743 C19 C20  SING N N 25 
743 C19 C23  SING N N 26 
743 C20 C21  SING N N 27 
743 C20 C24  SING N Z 28 
743 C20 C25  SING N N 29 
743 C21 C22  SING N N 30 
743 C22 O22  DOUB N N 31 
743 C23 N23  TRIP N N 32 
743 C26 C27  SING N N 33 
743 C27 C28  SING N N 34 
743 C2  H2   SING N N 35 
743 C3  H3   SING N N 36 
743 C5  H5   SING N N 37 
743 C6  H6   SING N N 38 
743 C8  H8   SING N N 39 
743 C9  H9   SING N N 40 
743 C11 H11  SING N N 41 
743 C12 H12  SING N N 42 
743 C13 H13  SING N N 43 
743 C13 H13A SING N N 44 
743 C17 H17  SING N N 45 
743 C19 H19  SING N N 46 
743 C21 H21  SING N N 47 
743 C21 H21A SING N N 48 
743 C24 H24  SING N N 49 
743 C24 H24A SING N N 50 
743 C24 H24B SING N N 51 
743 C25 H25  SING N N 52 
743 C25 H25A SING N N 53 
743 C25 H25B SING N N 54 
743 C26 H26  SING N N 55 
743 C26 H26A SING N N 56 
743 C27 H27  SING N N 57 
743 C27 H27A SING N N 58 
743 C28 H28  SING N N 59 
743 C28 H28A SING N N 60 
743 C28 H28B SING N N 61 
# 
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 
743 SMILES           ACDLabs              12.01 "Fc1ccc(cc1)c2ccc(cc2)CO\N=C(/C3C(=O)CC(C)(C)C(C#N)C3=O)CCC"                                                                                                                  
743 SMILES_CANONICAL CACTVS               3.370 "CCCC(=N/OCc1ccc(cc1)c2ccc(F)cc2)/[C@@H]3C(=O)CC(C)(C)[C@H](C#N)C3=O"                                                                                                         
743 SMILES           CACTVS               3.370 "CCCC(=NOCc1ccc(cc1)c2ccc(F)cc2)[CH]3C(=O)CC(C)(C)[CH](C#N)C3=O"                                                                                                              
743 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCC/C(=N/OCc1ccc(cc1)c2ccc(cc2)F)/[C@@H]3C(=O)CC([C@@H](C3=O)C#N)(C)C"                                                                                                       
743 SMILES           "OpenEye OEToolkits" 1.7.0 "CCCC(=NOCc1ccc(cc1)c2ccc(cc2)F)C3C(=O)CC(C(C3=O)C#N)(C)C"                                                                                                                    
743 InChI            InChI                1.03  "InChI=1S/C26H27FN2O3/c1-4-5-22(24-23(30)14-26(2,3)21(15-28)25(24)31)29-32-16-17-6-8-18(9-7-17)19-10-12-20(27)13-11-19/h6-13,21,24H,4-5,14,16H2,1-3H3/b29-22-/t21-,24-/m1/s1" 
743 InChIKey         InChI                1.03  QRVDHQOKZPXAJH-FQRCLESUSA-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 
743 "SYSTEMATIC NAME" ACDLabs              12.01 "(1R,5R)-5-{(1Z)-N-[(4'-fluorobiphenyl-4-yl)methoxy]butanimidoyl}-2,2-dimethyl-4,6-dioxocyclohexanecarbonitrile"                 
743 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(1R,5R)-5-[(Z)-N-[[4-(4-fluorophenyl)phenyl]methoxy]-C-propyl-carbonimidoyl]-2,2-dimethyl-4,6-dioxo-cyclohexane-1-carbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
743 "Create component"     2008-08-18 PDBJ 
743 "Modify aromatic_flag" 2011-06-04 RCSB 
743 "Modify descriptor"    2011-06-04 RCSB 
# 
