data_8K4 # _chem_comp.id 8K4 _chem_comp.name "2-[2-(4-fluorophenyl)-2-adamantyl]-1-(3-methoxyazetidin-1-yl)ethanone " _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H28 F N O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-02-10 _chem_comp.pdbx_modified_date 2017-10-27 _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 357.462 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8K4 _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 5PGU _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 8K4 C13 C1 C 0 1 Y N N 43.054 61.744 80.791 -1.332 -1.620 0.992 C13 8K4 1 8K4 C18 C2 C 0 1 N N N 45.290 59.452 83.093 1.319 0.378 0.508 C18 8K4 2 8K4 C17 C3 C 0 1 Y N N 43.016 59.386 81.113 -0.887 -1.730 -1.359 C17 8K4 3 8K4 C16 C4 C 0 1 Y N N 43.127 59.190 79.743 -0.935 -3.110 -1.305 C16 8K4 4 8K4 C15 C5 C 0 1 Y N N 43.191 60.292 78.936 -1.171 -3.747 -0.098 C15 8K4 5 8K4 C22 C6 C 0 1 N N N 46.494 60.586 81.116 3.830 0.142 1.194 C22 8K4 6 8K4 C23 C7 C 0 1 N N N 47.231 59.542 80.258 4.646 0.200 -0.105 C23 8K4 7 8K4 C24 C8 C 0 1 N N N 46.874 58.479 81.314 3.571 1.212 -0.525 C24 8K4 8 8K4 C11 C9 C 0 1 Y N N 43.012 60.664 81.669 -1.084 -0.985 -0.211 C11 8K4 9 8K4 C12 C10 C 0 1 N N N 44.611 60.727 83.537 0.407 0.969 -0.537 C12 8K4 10 8K4 C1 C11 C 0 1 N N N 42.211 59.846 83.993 -1.510 1.101 1.061 C1 8K4 11 8K4 C2 C12 C 0 1 N N N 43.090 60.878 83.226 -1.031 0.520 -0.272 C2 8K4 12 8K4 C3 C13 C 0 1 N N N 42.579 62.285 83.667 -1.937 1.017 -1.400 C3 8K4 13 8K4 C4 C14 C 0 1 N N N 42.720 62.471 85.185 -1.883 2.545 -1.461 C4 8K4 14 8K4 C5 C15 C 0 1 N N N 41.885 61.425 85.918 -2.362 3.126 -0.129 C5 8K4 15 8K4 C6 C16 C 0 1 N N N 42.352 60.028 85.512 -1.456 2.628 0.999 C6 8K4 16 8K4 C7 C17 C 0 1 N N N 40.728 60.018 83.632 -2.948 0.651 1.326 C7 8K4 17 8K4 C8 C18 C 0 1 N N N 40.412 61.596 85.542 -3.800 2.677 0.136 C8 8K4 18 8K4 C9 C19 C 0 1 N N N 40.252 61.417 84.032 -3.854 1.149 0.198 C9 8K4 19 8K4 C10 C20 C 0 1 N N N 41.092 62.467 83.306 -3.375 0.568 -1.135 C10 8K4 20 8K4 C14 C21 C 0 1 Y N N 43.145 61.565 79.420 -1.375 -3.000 1.049 C14 8K4 21 8K4 N19 N1 N 0 1 N N N 46.092 59.500 82.010 2.652 0.546 0.411 N19 8K4 22 8K4 O20 O1 O 0 1 N N N 45.129 58.421 83.728 0.852 -0.249 1.435 O20 8K4 23 8K4 F21 F1 F 0 1 N N N 43.315 60.110 77.588 -1.214 -5.096 -0.043 F21 8K4 24 8K4 O25 O2 O 0 1 N N N 46.429 59.372 79.092 5.951 0.762 0.048 O25 8K4 25 8K4 C26 C22 C 0 1 N N N 47.147 59.458 77.882 6.918 0.245 -0.868 C26 8K4 26 8K4 H43 H1 H 0 1 N N N 43.015 62.747 81.189 -1.486 -1.037 1.888 H43 8K4 27 8K4 H46 H2 H 0 1 N N N 42.931 58.528 81.763 -0.693 -1.233 -2.298 H46 8K4 28 8K4 H45 H3 H 0 1 N N N 43.162 58.194 79.326 -0.780 -3.692 -2.201 H45 8K4 29 8K4 H47 H4 H 0 1 N N N 47.148 61.339 81.579 3.750 -0.862 1.611 H47 8K4 30 8K4 H48 H5 H 0 1 N N N 45.660 61.089 80.605 4.135 0.883 1.933 H48 8K4 31 8K4 H49 H6 H 0 1 N N N 48.307 59.723 80.115 4.638 -0.725 -0.680 H49 8K4 32 8K4 H51 H7 H 0 1 N N N 46.283 57.635 80.930 3.807 2.238 -0.244 H51 8K4 33 8K4 H50 H8 H 0 1 N N N 47.733 58.095 81.884 3.270 1.118 -1.569 H50 8K4 34 8K4 H42 H9 H 0 1 N N N 44.734 60.803 84.627 0.462 2.057 -0.493 H42 8K4 35 8K4 H41 H10 H 0 1 N N N 45.132 61.565 83.050 0.718 0.629 -1.525 H41 8K4 36 8K4 H27 H11 H 0 1 N N N 42.534 58.831 83.720 -0.864 0.746 1.864 H27 8K4 37 8K4 H28 H12 H 0 1 N N N 43.171 63.056 83.152 -1.596 0.603 -2.349 H28 8K4 38 8K4 H30 H13 H 0 1 N N N 43.777 62.358 85.469 -0.859 2.865 -1.650 H30 8K4 39 8K4 H29 H14 H 0 1 N N N 42.371 63.476 85.463 -2.529 2.899 -2.265 H29 8K4 40 8K4 H31 H15 H 0 1 N N N 42.005 61.552 87.004 -2.323 4.214 -0.173 H31 8K4 41 8K4 H32 H16 H 0 1 N N N 41.738 59.275 86.027 -1.797 3.043 1.948 H32 8K4 42 8K4 H33 H17 H 0 1 N N N 43.406 59.899 85.798 -0.431 2.949 0.810 H33 8K4 43 8K4 H35 H18 H 0 1 N N N 40.599 59.885 82.548 -2.986 -0.437 1.369 H35 8K4 44 8K4 H34 H19 H 0 1 N N N 40.133 59.264 84.167 -3.289 1.065 2.275 H34 8K4 45 8K4 H36 H20 H 0 1 N N N 40.073 62.602 85.831 -4.141 3.091 1.085 H36 8K4 46 8K4 H37 H21 H 0 1 N N N 39.809 60.841 86.068 -4.445 3.031 -0.668 H37 8K4 47 8K4 H38 H22 H 0 1 N N N 39.194 61.538 83.757 -4.879 0.829 0.386 H38 8K4 48 8K4 H39 H23 H 0 1 N N N 40.763 63.472 83.609 -4.021 0.922 -1.938 H39 8K4 49 8K4 H40 H24 H 0 1 N N N 40.963 62.351 82.220 -3.414 -0.521 -1.091 H40 8K4 50 8K4 H44 H25 H 0 1 N N N 43.179 62.413 78.752 -1.568 -3.496 1.989 H44 8K4 51 8K4 H52 H26 H 0 1 N N N 46.459 59.317 77.036 7.881 0.721 -0.688 H52 8K4 52 8K4 H53 H27 H 0 1 N N N 47.622 60.447 77.807 7.012 -0.832 -0.727 H53 8K4 53 8K4 H54 H28 H 0 1 N N N 47.921 58.677 77.859 6.597 0.450 -1.890 H54 8K4 54 # 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 8K4 F21 C15 SING N N 1 8K4 C26 O25 SING N N 2 8K4 C15 C14 DOUB Y N 3 8K4 C15 C16 SING Y N 4 8K4 O25 C23 SING N N 5 8K4 C14 C13 SING Y N 6 8K4 C16 C17 DOUB Y N 7 8K4 C23 C22 SING N N 8 8K4 C23 C24 SING N N 9 8K4 C13 C11 DOUB Y N 10 8K4 C17 C11 SING Y N 11 8K4 C22 N19 SING N N 12 8K4 C24 N19 SING N N 13 8K4 C11 C2 SING N N 14 8K4 N19 C18 SING N N 15 8K4 C18 C12 SING N N 16 8K4 C18 O20 DOUB N N 17 8K4 C2 C12 SING N N 18 8K4 C2 C3 SING N N 19 8K4 C2 C1 SING N N 20 8K4 C10 C3 SING N N 21 8K4 C10 C9 SING N N 22 8K4 C7 C1 SING N N 23 8K4 C7 C9 SING N N 24 8K4 C3 C4 SING N N 25 8K4 C1 C6 SING N N 26 8K4 C9 C8 SING N N 27 8K4 C4 C5 SING N N 28 8K4 C6 C5 SING N N 29 8K4 C8 C5 SING N N 30 8K4 C13 H43 SING N N 31 8K4 C17 H46 SING N N 32 8K4 C16 H45 SING N N 33 8K4 C22 H47 SING N N 34 8K4 C22 H48 SING N N 35 8K4 C23 H49 SING N N 36 8K4 C24 H51 SING N N 37 8K4 C24 H50 SING N N 38 8K4 C12 H42 SING N N 39 8K4 C12 H41 SING N N 40 8K4 C1 H27 SING N N 41 8K4 C3 H28 SING N N 42 8K4 C4 H30 SING N N 43 8K4 C4 H29 SING N N 44 8K4 C5 H31 SING N N 45 8K4 C6 H32 SING N N 46 8K4 C6 H33 SING N N 47 8K4 C7 H35 SING N N 48 8K4 C7 H34 SING N N 49 8K4 C8 H36 SING N N 50 8K4 C8 H37 SING N N 51 8K4 C9 H38 SING N N 52 8K4 C10 H39 SING N N 53 8K4 C10 H40 SING N N 54 8K4 C14 H44 SING N N 55 8K4 C26 H52 SING N N 56 8K4 C26 H53 SING N N 57 8K4 C26 H54 SING N N 58 # 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 8K4 SMILES ACDLabs 12.01 "c1c(ccc(c1)F)C3(CC(=O)N2CC(C2)OC)C4CC5CC3CC(C4)C5" 8K4 InChI InChI 1.03 "InChI=1S/C22H28FNO2/c1-26-20-12-24(13-20)21(25)11-22(16-2-4-19(23)5-3-16)17-7-14-6-15(9-17)10-18(22)8-14/h2-5,14-15,17-18,20H,6-13H2,1H3/t14-,15+,17-,18+,22-" 8K4 InChIKey InChI 1.03 WUEWLMUHOBWRQF-BPYUXQLRSA-N 8K4 SMILES_CANONICAL CACTVS 3.385 "CO[C@H]1CN(C1)C(=O)C[C@@]2(C3CC4CC(C3)CC2C4)c5ccc(F)cc5" 8K4 SMILES CACTVS 3.385 "CO[CH]1CN(C1)C(=O)C[C]2(C3CC4CC(C3)CC2C4)c5ccc(F)cc5" 8K4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COC1CN(C1)C(=O)CC2(C3CC4CC(C3)CC2C4)c5ccc(cc5)F" 8K4 SMILES "OpenEye OEToolkits" 2.0.6 "COC1CN(C1)C(=O)CC2(C3CC4CC(C3)CC2C4)c5ccc(cc5)F" # 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 8K4 "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(1R,2s,3S,5S,7S)-2-(4-fluorophenyl)tricyclo[3.3.1.1~3,7~]decan-2-yl]-1-(3-methoxyazetidin-1-yl)ethan-1-one" 8K4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[2-(4-fluorophenyl)-2-adamantyl]-1-(3-methoxyazetidin-1-yl)ethanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8K4 "Create component" 2017-02-10 RCSB 8K4 "Modify name" 2017-04-18 RCSB 8K4 "Modify name" 2017-04-26 RCSB 8K4 "Initial release" 2017-11-01 RCSB #