data_8DJ # _chem_comp.id 8DJ _chem_comp.name "5-[(3S,4R)-3-{[(2H-1,3-benzodioxol-5-yl)oxy]methyl}piperidin-4-yl]-2-fluoro-N-[(pyridin-2-yl)methyl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H26 F N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-01-24 _chem_comp.pdbx_modified_date 2017-03-28 _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 463.501 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8DJ _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 5UKK _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 8DJ O O1 O 0 1 N N N 109.302 35.525 73.856 -3.649 -0.139 -2.896 O 8DJ 1 8DJ C6 C1 C 0 1 N N N 110.460 35.846 74.117 -3.168 0.086 -1.802 C6 8DJ 2 8DJ N N1 N 0 1 N N N 111.115 36.830 73.500 -3.526 -0.664 -0.741 N 8DJ 3 8DJ C7 C2 C 0 1 N N N 110.485 37.712 72.546 -4.495 -1.750 -0.906 C7 8DJ 4 8DJ C8 C3 C 0 1 Y N N 110.433 37.095 71.172 -4.721 -2.428 0.421 C8 8DJ 5 8DJ N1 N2 N 0 1 Y N N 109.443 37.518 70.336 -3.902 -3.384 0.812 N1 8DJ 6 8DJ C12 C4 C 0 1 Y N N 109.316 37.040 69.091 -4.060 -4.005 1.965 C12 8DJ 7 8DJ C11 C5 C 0 1 Y N N 110.226 36.097 68.630 -5.101 -3.671 2.810 C11 8DJ 8 8DJ C10 C6 C 0 1 Y N N 111.258 35.647 69.454 -5.983 -2.669 2.434 C10 8DJ 9 8DJ C9 C7 C 0 1 Y N N 111.371 36.145 70.745 -5.781 -2.035 1.217 C9 8DJ 10 8DJ C5 C8 C 0 1 Y N N 111.152 35.181 75.265 -2.186 1.177 -1.638 C5 8DJ 11 8DJ C C9 C 0 1 Y N N 111.189 33.810 75.390 -1.808 1.954 -2.737 C 8DJ 12 8DJ F F1 F 0 1 N N N 110.616 33.042 74.449 -2.340 1.709 -3.955 F 8DJ 13 8DJ C4 C10 C 0 1 Y N N 111.730 35.988 76.239 -1.635 1.441 -0.382 C4 8DJ 14 8DJ C3 C11 C 0 1 Y N N 112.373 35.446 77.353 -0.719 2.461 -0.235 C3 8DJ 15 8DJ C2 C12 C 0 1 Y N N 112.414 34.055 77.472 -0.343 3.223 -1.328 C2 8DJ 16 8DJ C1 C13 C 0 1 Y N N 111.821 33.243 76.498 -0.887 2.973 -2.574 C1 8DJ 17 8DJ C13 C14 C 0 1 N N R 113.012 36.319 78.386 -0.124 2.747 1.120 C13 8DJ 18 8DJ C17 C15 C 0 1 N N S 114.344 36.928 77.921 1.397 2.588 1.055 C17 8DJ 19 8DJ C16 C16 C 0 1 N N N 114.933 37.723 79.067 2.001 2.939 2.417 C16 8DJ 20 8DJ N2 N3 N 0 1 N N N 114.016 38.833 79.351 1.650 4.321 2.768 N2 8DJ 21 8DJ C15 C17 C 0 1 N N N 112.712 38.368 79.838 0.195 4.486 2.883 C15 8DJ 22 8DJ C14 C18 C 0 1 N N N 112.069 37.450 78.821 -0.462 4.182 1.535 C14 8DJ 23 8DJ C18 C19 C 0 1 N N N 115.411 35.952 77.440 1.745 1.141 0.700 C18 8DJ 24 8DJ O1 O2 O 0 1 N N N 115.691 35.010 78.450 3.158 1.020 0.525 O1 8DJ 25 8DJ C19 C20 C 0 1 Y N N 116.838 34.266 78.584 3.637 -0.212 0.203 C19 8DJ 26 8DJ C25 C21 C 0 1 Y N N 117.861 34.214 77.634 4.999 -0.401 0.025 C25 8DJ 27 8DJ C24 C22 C 0 1 Y N N 118.957 33.412 77.918 5.487 -1.655 -0.303 C24 8DJ 28 8DJ O3 O3 O 0 1 N N N 120.067 33.202 77.167 6.758 -2.100 -0.529 O3 8DJ 29 8DJ C23 C23 C 0 1 N N N 120.962 32.338 77.883 6.689 -3.534 -0.416 C23 8DJ 30 8DJ O2 O4 O 0 1 N N N 120.224 31.978 79.059 5.327 -3.840 -0.772 O2 8DJ 31 8DJ C22 C24 C 0 1 Y N N 119.057 32.678 79.054 4.607 -2.724 -0.452 C22 8DJ 32 8DJ C21 C25 C 0 1 Y N N 118.061 32.711 80.009 3.248 -2.531 -0.273 C21 8DJ 33 8DJ C20 C26 C 0 1 Y N N 116.945 33.512 79.760 2.764 -1.279 0.060 C20 8DJ 34 8DJ H1 H1 H 0 1 N N N 112.084 36.963 73.707 -3.142 -0.485 0.131 H1 8DJ 35 8DJ H2 H2 H 0 1 N N N 111.057 38.650 72.495 -5.438 -1.343 -1.271 H2 8DJ 36 8DJ H3 H3 H 0 1 N N N 109.459 37.926 72.881 -4.111 -2.475 -1.623 H3 8DJ 37 8DJ H4 H4 H 0 1 N N N 108.515 37.384 68.453 -3.369 -4.784 2.251 H4 8DJ 38 8DJ H5 H5 H 0 1 N N N 110.134 35.709 67.626 -5.225 -4.183 3.753 H5 8DJ 39 8DJ H6 H6 H 0 1 N N N 111.965 34.916 69.090 -6.805 -2.387 3.074 H6 8DJ 40 8DJ H7 H7 H 0 1 N N N 112.160 35.810 71.402 -6.448 -1.251 0.892 H7 8DJ 41 8DJ H8 H8 H 0 1 N N N 111.680 37.061 76.131 -1.926 0.848 0.472 H8 8DJ 42 8DJ H9 H9 H 0 1 N N N 112.906 33.603 78.321 0.375 4.021 -1.206 H9 8DJ 43 8DJ H10 H10 H 0 1 N N N 111.853 32.169 76.605 -0.593 3.575 -3.421 H10 8DJ 44 8DJ H11 H11 H 0 1 N N N 113.221 35.702 79.272 -0.533 2.050 1.852 H11 8DJ 45 8DJ H12 H12 H 0 1 N N N 114.126 37.625 77.098 1.801 3.257 0.295 H12 8DJ 46 8DJ H13 H13 H 0 1 N N N 115.034 37.083 79.956 1.607 2.260 3.174 H13 8DJ 47 8DJ H14 H14 H 0 1 N N N 115.921 38.115 78.783 3.085 2.840 2.370 H14 8DJ 48 8DJ H15 H15 H 0 1 N N N 114.428 39.421 80.047 2.114 4.607 3.617 H15 8DJ 49 8DJ H17 H17 H 0 1 N N N 112.058 39.236 80.009 -0.190 3.801 3.638 H17 8DJ 50 8DJ H18 H18 H 0 1 N N N 112.851 37.822 80.783 -0.032 5.512 3.174 H18 8DJ 51 8DJ H19 H19 H 0 1 N N N 111.791 38.041 77.936 -0.088 4.876 0.782 H19 8DJ 52 8DJ H20 H20 H 0 1 N N N 111.165 37.007 79.264 -1.543 4.289 1.624 H20 8DJ 53 8DJ H21 H21 H 0 1 N N N 115.048 35.428 76.543 1.421 0.481 1.504 H21 8DJ 54 8DJ H22 H22 H 0 1 N N N 116.329 36.507 77.195 1.239 0.862 -0.225 H22 8DJ 55 8DJ H23 H23 H 0 1 N N N 117.801 34.776 76.714 5.680 0.430 0.141 H23 8DJ 56 8DJ H24 H24 H 0 1 N N N 121.207 31.447 77.286 7.382 -4.006 -1.112 H24 8DJ 57 8DJ H25 H25 H 0 1 N N N 118.142 32.136 80.919 2.565 -3.359 -0.389 H25 8DJ 58 8DJ H26 H26 H 0 1 N N N 116.148 33.551 80.488 1.704 -1.132 0.204 H26 8DJ 59 8DJ H16 H16 H 0 1 N N N 121.889 32.868 78.149 6.897 -3.848 0.607 H16 8DJ 60 # 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 8DJ C11 C12 DOUB Y N 1 8DJ C11 C10 SING Y N 2 8DJ C12 N1 SING Y N 3 8DJ C10 C9 DOUB Y N 4 8DJ N1 C8 DOUB Y N 5 8DJ C9 C8 SING Y N 6 8DJ C8 C7 SING N N 7 8DJ C7 N SING N N 8 8DJ N C6 SING N N 9 8DJ O C6 DOUB N N 10 8DJ C6 C5 SING N N 11 8DJ F C SING N N 12 8DJ C5 C DOUB Y N 13 8DJ C5 C4 SING Y N 14 8DJ C C1 SING Y N 15 8DJ C4 C3 DOUB Y N 16 8DJ C1 C2 DOUB Y N 17 8DJ O3 C23 SING N N 18 8DJ O3 C24 SING N N 19 8DJ C3 C2 SING Y N 20 8DJ C3 C13 SING N N 21 8DJ C18 C17 SING N N 22 8DJ C18 O1 SING N N 23 8DJ C25 C24 DOUB Y N 24 8DJ C25 C19 SING Y N 25 8DJ C23 O2 SING N N 26 8DJ C24 C22 SING Y N 27 8DJ C17 C13 SING N N 28 8DJ C17 C16 SING N N 29 8DJ C13 C14 SING N N 30 8DJ O1 C19 SING N N 31 8DJ C19 C20 DOUB Y N 32 8DJ C14 C15 SING N N 33 8DJ C22 O2 SING N N 34 8DJ C22 C21 DOUB Y N 35 8DJ C16 N2 SING N N 36 8DJ N2 C15 SING N N 37 8DJ C20 C21 SING Y N 38 8DJ N H1 SING N N 39 8DJ C7 H2 SING N N 40 8DJ C7 H3 SING N N 41 8DJ C12 H4 SING N N 42 8DJ C11 H5 SING N N 43 8DJ C10 H6 SING N N 44 8DJ C9 H7 SING N N 45 8DJ C4 H8 SING N N 46 8DJ C2 H9 SING N N 47 8DJ C1 H10 SING N N 48 8DJ C13 H11 SING N N 49 8DJ C17 H12 SING N N 50 8DJ C16 H13 SING N N 51 8DJ C16 H14 SING N N 52 8DJ N2 H15 SING N N 53 8DJ C15 H17 SING N N 54 8DJ C15 H18 SING N N 55 8DJ C14 H19 SING N N 56 8DJ C14 H20 SING N N 57 8DJ C18 H21 SING N N 58 8DJ C18 H22 SING N N 59 8DJ C25 H23 SING N N 60 8DJ C23 H24 SING N N 61 8DJ C21 H25 SING N N 62 8DJ C20 H26 SING N N 63 8DJ C23 H16 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 8DJ SMILES ACDLabs 12.01 "O=C(c1c(ccc(c1)C2CCNCC2COc3ccc4c(c3)OCO4)F)NCc5ncccc5" 8DJ InChI InChI 1.03 "InChI=1S/C26H26FN3O4/c27-23-6-4-17(11-22(23)26(31)30-14-19-3-1-2-9-29-19)21-8-10-28-13-18(21)15-32-20-5-7-24-25(12-20)34-16-33-24/h1-7,9,11-12,18,21,28H,8,10,13-16H2,(H,30,31)/t18-,21-/m0/s1" 8DJ InChIKey InChI 1.03 DXYYFJOVZVSYFY-RXVVDRJESA-N 8DJ SMILES_CANONICAL CACTVS 3.385 "Fc1ccc(cc1C(=O)NCc2ccccn2)[C@@H]3CCNC[C@H]3COc4ccc5OCOc5c4" 8DJ SMILES CACTVS 3.385 "Fc1ccc(cc1C(=O)NCc2ccccn2)[CH]3CCNC[CH]3COc4ccc5OCOc5c4" 8DJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccnc(c1)CNC(=O)c2cc(ccc2F)[C@@H]3CCNC[C@H]3COc4ccc5c(c4)OCO5" 8DJ SMILES "OpenEye OEToolkits" 2.0.6 "c1ccnc(c1)CNC(=O)c2cc(ccc2F)C3CCNCC3COc4ccc5c(c4)OCO5" # 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 8DJ "SYSTEMATIC NAME" ACDLabs 12.01 "5-[(3S,4R)-3-{[(2H-1,3-benzodioxol-5-yl)oxy]methyl}piperidin-4-yl]-2-fluoro-N-[(pyridin-2-yl)methyl]benzamide" 8DJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-[(3~{S},4~{R})-3-(1,3-benzodioxol-5-yloxymethyl)piperidin-4-yl]-2-fluoranyl-~{N}-(pyridin-2-ylmethyl)benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8DJ "Create component" 2017-01-24 RCSB 8DJ "Initial release" 2017-04-02 RCSB #