data_BFX # _chem_comp.id BFX _chem_comp.name "4-{4-[3-(2-bromo-5-fluorophenoxy)propyl]phenyl}-N-(2-chlorobenzyl)-N-cyclopropyl-1,2,5,6-tetrahydropyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H31 Br Cl F N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-08 _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 597.945 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BFX _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 3K1W _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 BFX BR1 BR1 BR 0 0 N N N -14.108 -12.432 -6.786 -7.565 -1.364 1.531 BR1 BFX 1 BFX C2 C2 C 0 1 Y N N -12.231 -12.168 -6.723 -7.735 0.138 0.394 C2 BFX 2 BFX C3 C3 C 0 1 Y N N -11.417 -13.242 -7.009 -6.624 0.628 -0.278 C3 BFX 3 BFX C4 C4 C 0 1 Y N N -11.677 -10.934 -6.411 -8.966 0.744 0.228 C4 BFX 4 BFX O5 O5 O 0 1 N N N -12.005 -14.439 -7.320 -5.414 0.029 -0.121 O5 BFX 5 BFX C6 C6 C 0 1 Y N N -10.036 -13.096 -6.994 -6.750 1.729 -1.112 C6 BFX 6 BFX C7 C7 C 0 1 Y N N -10.286 -10.773 -6.387 -9.091 1.841 -0.603 C7 BFX 7 BFX C8 C8 C 0 1 N N N -11.235 -15.642 -7.278 -4.315 0.587 -0.844 C8 BFX 8 BFX C9 C9 C 0 1 Y N N -9.470 -11.862 -6.677 -7.983 2.336 -1.271 C9 BFX 9 BFX C10 C10 C 0 1 N N N -11.996 -16.837 -7.820 -3.046 -0.213 -0.542 C10 BFX 10 BFX F11 F11 F 0 1 N N N -8.129 -11.762 -6.665 -8.108 3.409 -2.082 F11 BFX 11 BFX C12 C12 C 0 1 N N N -11.164 -18.086 -7.523 -1.870 0.384 -1.316 C12 BFX 12 BFX C13 C13 C 0 1 Y N N -10.043 -18.332 -8.533 -0.621 -0.405 -1.019 C13 BFX 13 BFX C14 C14 C 0 1 Y N N -8.728 -18.507 -8.102 -0.289 -1.492 -1.808 C14 BFX 14 BFX C15 C15 C 0 1 Y N N -10.330 -18.387 -9.901 0.192 -0.035 0.039 C15 BFX 15 BFX C16 C16 C 0 1 Y N N -7.672 -18.738 -8.973 0.852 -2.219 -1.543 C16 BFX 16 BFX C17 C17 C 0 1 Y N N -9.268 -18.637 -10.775 1.337 -0.751 0.317 C17 BFX 17 BFX C18 C18 C 0 1 Y N N -7.951 -18.797 -10.341 1.676 -1.855 -0.473 C18 BFX 18 BFX C19 C19 C 0 1 N N N -6.869 -19.084 -11.345 2.896 -2.625 -0.182 C19 BFX 19 BFX C20 C20 C 0 1 N N N -5.697 -18.407 -11.459 4.085 -2.026 -0.317 C20 BFX 20 BFX C21 C21 C 0 1 N N N -7.160 -20.291 -12.224 2.761 -4.056 0.261 C21 BFX 21 BFX C22 C22 C 0 1 N N N -5.289 -17.371 -10.491 4.120 -0.624 -0.738 C22 BFX 22 BFX C23 C23 C 0 1 N N N -4.688 -18.766 -12.540 5.385 -2.731 -0.055 C23 BFX 23 BFX C24 C24 C 0 1 N N N -6.021 -20.661 -13.155 4.105 -4.772 0.105 C24 BFX 24 BFX O25 O25 O 0 1 N N N -4.296 -17.649 -9.848 3.081 -0.024 -0.945 O25 BFX 25 BFX N26 N26 N 0 1 N N N -5.925 -16.189 -10.294 5.302 0.003 -0.896 N26 BFX 26 BFX N27 N27 N 0 1 N N N -5.317 -19.493 -13.629 5.151 -3.950 0.730 N27 BFX 27 BFX C28 C28 C 0 1 N N N -7.117 -15.712 -11.015 6.552 -0.756 -0.803 C28 BFX 28 BFX C29 C29 C 0 1 N N N -5.528 -15.276 -9.212 5.339 1.444 -1.161 C29 BFX 29 BFX C30 C30 C 0 1 N N N -6.867 -15.646 -12.526 7.471 -0.461 0.385 C30 BFX 30 BFX C31 C31 C 0 1 N N N -6.873 -14.362 -11.692 7.860 0.008 -1.019 C31 BFX 31 BFX C32 C32 C 0 1 Y N N -4.299 -14.426 -9.516 5.092 2.196 0.121 C32 BFX 32 BFX C33 C33 C 0 1 Y N N -3.897 -13.467 -8.606 6.160 2.674 0.859 C33 BFX 33 BFX C34 C34 C 0 1 Y N N -3.544 -14.554 -10.679 3.798 2.415 0.556 C34 BFX 34 BFX CL35 CL35 CL 0 0 N N N -4.828 -13.256 -7.099 7.785 2.406 0.309 CL35 BFX 35 BFX C36 C36 C 0 1 Y N N -2.796 -12.652 -8.825 5.933 3.366 2.036 C36 BFX 36 BFX C37 C37 C 0 1 Y N N -2.430 -13.742 -10.906 3.572 3.106 1.732 C37 BFX 37 BFX C38 C38 C 0 1 Y N N -2.048 -12.791 -9.979 4.639 3.579 2.473 C38 BFX 38 BFX H4 H4 H 0 1 N N N -12.320 -10.096 -6.186 -9.831 0.359 0.747 H4 BFX 39 BFX H6 H6 H 0 1 N N N -9.401 -13.938 -7.228 -5.887 2.113 -1.636 H6 BFX 40 BFX H7 H7 H 0 1 N N N -9.851 -9.814 -6.146 -10.054 2.313 -0.732 H7 BFX 41 BFX H8 H8 H 0 1 N N N -10.331 -15.499 -7.888 -4.524 0.547 -1.912 H8 BFX 42 BFX H8A H8A H 0 1 N N N -10.964 -15.846 -6.232 -4.170 1.625 -0.541 H8A BFX 43 BFX H10 H10 H 0 1 N N N -12.979 -16.912 -7.333 -2.837 -0.173 0.527 H10 BFX 44 BFX H10A H10A H 0 0 N N N -12.145 -16.731 -8.905 -3.191 -1.250 -0.845 H10A BFX 45 BFX H12 H12 H 0 1 N N N -10.708 -17.964 -6.529 -2.079 0.344 -2.385 H12 BFX 46 BFX H12A H12A H 0 0 N N N -11.836 -18.956 -7.540 -1.725 1.421 -1.013 H12A BFX 47 BFX H14 H14 H 0 1 N N N -8.522 -18.461 -7.043 -0.926 -1.772 -2.634 H14 BFX 48 BFX H15 H15 H 0 1 N N N -11.335 -18.242 -10.268 -0.071 0.818 0.647 H15 BFX 49 BFX H16 H16 H 0 1 N N N -6.665 -18.868 -8.604 1.110 -3.067 -2.159 H16 BFX 50 BFX H17 H17 H 0 1 N N N -9.476 -18.710 -11.832 1.970 -0.461 1.143 H17 BFX 51 BFX H21 H21 H 0 1 N N N -7.356 -21.151 -11.567 2.454 -4.084 1.307 H21 BFX 52 BFX H21A H21A H 0 0 N N N -8.042 -20.059 -12.840 2.010 -4.556 -0.350 H21A BFX 53 BFX H23 H23 H 0 1 N N N -4.249 -17.839 -12.938 5.849 -2.997 -1.005 H23 BFX 54 BFX H23A H23A H 0 0 N N N -3.903 -19.397 -12.098 6.051 -2.068 0.497 H23A BFX 55 BFX H24 H24 H 0 1 N N N -5.313 -21.303 -12.610 4.061 -5.744 0.598 H24 BFX 56 BFX H24A H24A H 0 0 N N N -6.433 -21.200 -14.021 4.327 -4.906 -0.953 H24A BFX 57 BFX HN27 HN27 H 0 0 N N N -5.970 -18.888 -14.085 6.005 -4.475 0.845 HN27 BFX 58 BFX H28 H28 H 0 1 N N N -7.901 -16.128 -10.365 6.505 -1.785 -1.159 H28 BFX 59 BFX H29 H29 H 0 1 N N N -6.370 -14.594 -9.022 6.316 1.715 -1.560 H29 BFX 60 BFX H29A H29A H 0 0 N N N -5.304 -15.885 -8.324 4.566 1.699 -1.887 H29A BFX 61 BFX H30 H30 H 0 1 N N N -6.080 -16.099 -13.147 7.145 0.297 1.097 H30 BFX 62 BFX H30A H30A H 0 0 N N N -7.494 -15.957 -13.375 8.028 -1.296 0.809 H30A BFX 63 BFX H31 H31 H 0 1 N N N -7.507 -13.465 -11.757 8.674 -0.519 -1.517 H31 BFX 64 BFX H31A H31A H 0 0 N N N -6.090 -13.607 -11.529 7.791 1.075 -1.230 H31A BFX 65 BFX H34 H34 H 0 1 N N N -3.824 -15.292 -11.416 2.964 2.046 -0.022 H34 BFX 66 BFX H36 H36 H 0 1 N N N -2.523 -11.907 -8.092 6.766 3.738 2.613 H36 BFX 67 BFX H37 H37 H 0 1 N N N -1.861 -13.859 -11.816 2.561 3.277 2.071 H37 BFX 68 BFX H38 H38 H 0 1 N N N -1.182 -12.169 -10.153 4.462 4.119 3.391 H38 BFX 69 # 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 BFX BR1 C2 SING N N 1 BFX C2 C3 DOUB Y N 2 BFX C2 C4 SING Y N 3 BFX C3 O5 SING N N 4 BFX C3 C6 SING Y N 5 BFX C4 C7 DOUB Y N 6 BFX O5 C8 SING N N 7 BFX C6 C9 DOUB Y N 8 BFX C7 C9 SING Y N 9 BFX C8 C10 SING N N 10 BFX C9 F11 SING N N 11 BFX C10 C12 SING N N 12 BFX C12 C13 SING N N 13 BFX C13 C14 DOUB Y N 14 BFX C13 C15 SING Y N 15 BFX C14 C16 SING Y N 16 BFX C15 C17 DOUB Y N 17 BFX C16 C18 DOUB Y N 18 BFX C17 C18 SING Y N 19 BFX C18 C19 SING N N 20 BFX C19 C20 DOUB N N 21 BFX C19 C21 SING N N 22 BFX C20 C22 SING N N 23 BFX C20 C23 SING N N 24 BFX C21 C24 SING N N 25 BFX C22 O25 DOUB N N 26 BFX C22 N26 SING N N 27 BFX C23 N27 SING N N 28 BFX C24 N27 SING N N 29 BFX N26 C28 SING N N 30 BFX N26 C29 SING N N 31 BFX C28 C30 SING N N 32 BFX C28 C31 SING N N 33 BFX C29 C32 SING N N 34 BFX C30 C31 SING N N 35 BFX C32 C33 DOUB Y N 36 BFX C32 C34 SING Y N 37 BFX C33 CL35 SING N N 38 BFX C33 C36 SING Y N 39 BFX C34 C37 DOUB Y N 40 BFX C36 C38 DOUB Y N 41 BFX C37 C38 SING Y N 42 BFX C4 H4 SING N N 43 BFX C6 H6 SING N N 44 BFX C7 H7 SING N N 45 BFX C8 H8 SING N N 46 BFX C8 H8A SING N N 47 BFX C10 H10 SING N N 48 BFX C10 H10A SING N N 49 BFX C12 H12 SING N N 50 BFX C12 H12A SING N N 51 BFX C14 H14 SING N N 52 BFX C15 H15 SING N N 53 BFX C16 H16 SING N N 54 BFX C17 H17 SING N N 55 BFX C21 H21 SING N N 56 BFX C21 H21A SING N N 57 BFX C23 H23 SING N N 58 BFX C23 H23A SING N N 59 BFX C24 H24 SING N N 60 BFX C24 H24A SING N N 61 BFX N27 HN27 SING N N 62 BFX C28 H28 SING N N 63 BFX C29 H29 SING N N 64 BFX C29 H29A SING N N 65 BFX C30 H30 SING N N 66 BFX C30 H30A SING N N 67 BFX C31 H31 SING N N 68 BFX C31 H31A SING N N 69 BFX C34 H34 SING N N 70 BFX C36 H36 SING N N 71 BFX C37 H37 SING N N 72 BFX C38 H38 SING N N 73 # 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 BFX SMILES ACDLabs 11.02 "Clc1ccccc1CN(C(=O)C4=C(c2ccc(cc2)CCCOc3cc(F)ccc3Br)CCNC4)C5CC5" BFX SMILES_CANONICAL CACTVS 3.352 "Fc1ccc(Br)c(OCCCc2ccc(cc2)C3=C(CNCC3)C(=O)N(Cc4ccccc4Cl)C5CC5)c1" BFX SMILES CACTVS 3.352 "Fc1ccc(Br)c(OCCCc2ccc(cc2)C3=C(CNCC3)C(=O)N(Cc4ccccc4Cl)C5CC5)c1" BFX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc(c(c1)CN(C2CC2)C(=O)C3=C(CCNC3)c4ccc(cc4)CCCOc5cc(ccc5Br)F)Cl" BFX SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc(c(c1)CN(C2CC2)C(=O)C3=C(CCNC3)c4ccc(cc4)CCCOc5cc(ccc5Br)F)Cl" BFX InChI InChI 1.03 "InChI=1S/C31H31BrClFN2O2/c32-28-14-11-24(34)18-30(28)38-17-3-4-21-7-9-22(10-8-21)26-15-16-35-19-27(26)31(37)36(25-12-13-25)20-23-5-1-2-6-29(23)33/h1-2,5-11,14,18,25,35H,3-4,12-13,15-17,19-20H2" BFX InChIKey InChI 1.03 GNQKDXQPKKYVIX-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 BFX "SYSTEMATIC NAME" ACDLabs 11.02 "4-{4-[3-(2-bromo-5-fluorophenoxy)propyl]phenyl}-N-(2-chlorobenzyl)-N-cyclopropyl-1,2,5,6-tetrahydropyridine-3-carboxamide" BFX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "4-[4-[3-(2-bromo-5-fluoro-phenoxy)propyl]phenyl]-N-[(2-chlorophenyl)methyl]-N-cyclopropyl-1,2,3,6-tetrahydropyridine-5-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 BFX "Create component" 2009-10-08 PDBJ BFX "Modify aromatic_flag" 2011-06-04 RCSB BFX "Modify descriptor" 2011-06-04 RCSB #