data_8KA # _chem_comp.id 8KA _chem_comp.name "2-[(1R,3S,5R,7S)-2-[4-(4-FLUOROPHENYL)PHENYL]-6-HYDROXYADAMANTAN-2-YL]-1-(3-HYDROXYAZETIDIN-1-YL)ETHAN-1-ONE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H30 F N O3" _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 435.530 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8KA _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 5PGW _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 8KA N14 N1 N 0 1 N N N 44.122 61.525 80.109 -2.204 -3.199 0.355 N14 8KA 1 8KA C13 C1 C 0 1 N N N 44.870 60.792 79.257 -1.765 -1.926 0.407 C13 8KA 2 8KA C18 C2 C 0 1 N N N 43.946 62.966 80.308 -1.991 -4.426 1.138 C18 8KA 3 8KA C17 C3 C 0 1 N N N 42.723 62.642 81.229 -2.311 -5.227 -0.131 C17 8KA 4 8KA C16 C4 C 0 1 N N N 43.253 61.146 81.224 -3.111 -3.972 -0.507 C16 8KA 5 8KA C20 C5 C 0 1 Y N N 43.291 63.257 76.659 0.449 0.557 1.014 C20 8KA 6 8KA C21 C6 C 0 1 Y N N 41.992 63.710 76.820 1.828 0.533 1.065 C21 8KA 7 8KA C22 C7 C 0 1 Y N N 40.966 62.847 77.199 2.563 0.388 -0.110 C22 8KA 8 8KA C23 C8 C 0 1 Y N N 41.293 61.504 77.390 1.900 0.268 -1.330 C23 8KA 9 8KA C24 C9 C 0 1 Y N N 42.591 61.049 77.214 0.521 0.294 -1.369 C24 8KA 10 8KA C11 C10 C 0 1 Y N N 43.620 61.916 76.850 -0.204 0.438 -0.200 C11 8KA 11 8KA C12 C11 C 0 1 N N N 45.647 61.510 78.178 -2.233 -0.925 -0.617 C12 8KA 12 8KA C27 C12 C 0 1 Y N N 38.066 64.961 78.415 6.159 0.193 -1.188 C27 8KA 13 8KA C1 C13 C 0 1 N N N 45.108 61.413 76.718 -1.710 0.465 -0.248 C1 8KA 14 8KA C2 C14 C 0 1 N N N 46.860 60.313 73.752 -3.721 3.299 0.390 C2 8KA 15 8KA C3 C15 C 0 1 N N N 45.961 62.295 75.755 -2.168 1.478 -1.299 C3 8KA 16 8KA C4 C16 C 0 1 N N N 45.177 59.969 76.138 -2.257 0.869 1.122 C4 8KA 17 8KA C5 C17 C 0 1 N N N 45.397 62.249 74.328 -1.645 2.868 -0.931 C5 8KA 18 8KA C6 C18 C 0 1 N N N 44.594 59.921 74.717 -1.734 2.259 1.491 C6 8KA 19 8KA C7 C19 C 0 1 N N N 45.419 60.817 73.790 -2.193 3.271 0.440 C7 8KA 20 8KA C8 C20 C 0 1 N N N 46.629 59.469 76.079 -3.786 0.896 1.073 C8 8KA 21 8KA C9 C21 C 0 1 N N N 47.454 60.363 75.158 -4.245 1.909 0.022 C9 8KA 22 8KA C10 C22 C 0 1 N N N 47.411 61.797 75.690 -3.697 1.505 -1.349 C10 8KA 23 8KA O15 O1 O 0 1 N N N 44.989 59.586 79.386 -0.993 -1.586 1.279 O15 8KA 24 8KA O19 O2 O 0 1 N N N 42.806 63.224 82.542 -1.181 -5.474 -0.970 O19 8KA 25 8KA C25 C23 C 0 1 Y N N 39.583 63.348 77.423 4.046 0.362 -0.062 C25 8KA 26 8KA C26 C24 C 0 1 Y N N 39.351 64.518 78.150 4.780 0.217 -1.237 C26 8KA 27 8KA C28 C25 C 0 1 Y N N 37.016 64.219 77.941 6.813 0.308 0.028 C28 8KA 28 8KA C29 C26 C 0 1 Y N N 37.185 63.088 77.192 6.086 0.452 1.199 C29 8KA 29 8KA C30 C27 C 0 1 Y N N 38.475 62.651 76.941 4.707 0.482 1.158 C30 8KA 30 8KA F31 F1 F 0 1 N N N 35.749 64.581 78.295 8.163 0.280 0.072 F31 8KA 31 8KA O32 O3 O 0 1 N N N 47.636 61.083 72.840 -4.150 4.245 -0.591 O32 8KA 32 8KA H52 H1 H 0 1 N N N 44.784 63.461 80.821 -0.963 -4.549 1.481 H52 8KA 33 8KA H51 H2 H 0 1 N N N 43.693 63.525 79.395 -2.721 -4.564 1.935 H51 8KA 34 8KA H50 H3 H 0 1 N N N 41.754 62.756 80.721 -2.921 -6.114 0.042 H50 8KA 35 8KA H49 H4 H 0 1 N N N 42.492 60.391 80.977 -4.140 -3.990 -0.147 H49 8KA 36 8KA H48 H5 H 0 1 N N N 43.785 60.845 82.138 -3.037 -3.709 -1.562 H48 8KA 37 8KA H54 H6 H 0 1 N N N 44.065 63.957 76.380 -0.122 0.665 1.925 H54 8KA 38 8KA H55 H7 H 0 1 N N N 41.770 64.753 76.648 2.336 0.626 2.013 H55 8KA 39 8KA H56 H8 H 0 1 N N N 40.521 60.806 77.680 2.465 0.156 -2.244 H56 8KA 40 8KA H57 H9 H 0 1 N N N 42.809 60.002 77.362 0.007 0.201 -2.314 H57 8KA 41 8KA H46 H10 H 0 1 N N N 46.668 61.102 78.180 -1.854 -1.207 -1.600 H46 8KA 42 8KA H47 H11 H 0 1 N N N 45.678 62.576 78.448 -3.323 -0.909 -0.638 H47 8KA 43 8KA H59 H12 H 0 1 N N N 37.896 65.866 78.979 6.729 0.080 -2.099 H59 8KA 44 8KA H33 H13 H 0 1 N N N 46.846 59.263 73.425 -4.111 3.586 1.367 H33 8KA 45 8KA H34 H14 H 0 1 N N N 45.949 63.334 76.117 -1.778 1.190 -2.276 H34 8KA 46 8KA H35 H15 H 0 1 N N N 44.594 59.299 76.787 -1.931 0.147 1.871 H35 8KA 47 8KA H36 H16 H 0 1 N N N 46.008 62.890 73.676 -0.556 2.848 -0.896 H36 8KA 48 8KA H37 H17 H 0 1 N N N 44.360 62.617 74.336 -1.972 3.589 -1.680 H37 8KA 49 8KA H38 H18 H 0 1 N N N 43.553 60.276 74.737 -2.124 2.546 2.467 H38 8KA 50 8KA H39 H19 H 0 1 N N N 44.622 58.886 74.345 -0.645 2.239 1.526 H39 8KA 51 8KA H40 H20 H 0 1 N N N 44.991 60.795 72.777 -1.820 4.261 0.702 H40 8KA 52 8KA H42 H21 H 0 1 N N N 46.644 58.438 75.695 -4.159 -0.094 0.810 H42 8KA 53 8KA H41 H22 H 0 1 N N N 47.062 59.490 77.090 -4.176 1.184 2.049 H41 8KA 54 8KA H43 H23 H 0 1 N N N 48.495 60.009 75.133 -5.334 1.928 -0.014 H43 8KA 55 8KA H44 H24 H 0 1 N N N 47.850 61.824 76.698 -4.024 2.227 -2.098 H44 8KA 56 8KA H45 H25 H 0 1 N N N 47.990 62.450 75.021 -4.070 0.515 -1.612 H45 8KA 57 8KA H53 H26 H 0 1 N N N 42.035 62.987 83.043 -1.386 -5.979 -1.769 H53 8KA 58 8KA H58 H27 H 0 1 N N N 40.192 65.090 78.513 4.271 0.123 -2.185 H58 8KA 59 8KA H60 H28 H 0 1 N N N 36.333 62.548 76.805 6.600 0.542 2.144 H60 8KA 60 8KA H61 H29 H 0 1 N N N 38.626 61.753 76.361 4.142 0.595 2.071 H61 8KA 61 8KA H62 H30 H 0 1 N N N 48.528 60.757 72.829 -5.110 4.315 -0.677 H62 8KA 62 # 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 8KA O32 C2 SING N N 1 8KA C2 C7 SING N N 2 8KA C2 C9 SING N N 3 8KA C7 C5 SING N N 4 8KA C7 C6 SING N N 5 8KA C5 C3 SING N N 6 8KA C6 C4 SING N N 7 8KA C9 C10 SING N N 8 8KA C9 C8 SING N N 9 8KA C10 C3 SING N N 10 8KA C3 C1 SING N N 11 8KA C8 C4 SING N N 12 8KA C4 C1 SING N N 13 8KA C20 C21 DOUB Y N 14 8KA C20 C11 SING Y N 15 8KA C1 C11 SING N N 16 8KA C1 C12 SING N N 17 8KA C21 C22 SING Y N 18 8KA C11 C24 DOUB Y N 19 8KA C30 C29 DOUB Y N 20 8KA C30 C25 SING Y N 21 8KA C29 C28 SING Y N 22 8KA C22 C23 DOUB Y N 23 8KA C22 C25 SING N N 24 8KA C24 C23 SING Y N 25 8KA C25 C26 DOUB Y N 26 8KA C28 F31 SING N N 27 8KA C28 C27 DOUB Y N 28 8KA C26 C27 SING Y N 29 8KA C12 C13 SING N N 30 8KA C13 O15 DOUB N N 31 8KA C13 N14 SING N N 32 8KA N14 C18 SING N N 33 8KA N14 C16 SING N N 34 8KA C18 C17 SING N N 35 8KA C16 C17 SING N N 36 8KA C17 O19 SING N N 37 8KA C18 H52 SING N N 38 8KA C18 H51 SING N N 39 8KA C17 H50 SING N N 40 8KA C16 H49 SING N N 41 8KA C16 H48 SING N N 42 8KA C20 H54 SING N N 43 8KA C21 H55 SING N N 44 8KA C23 H56 SING N N 45 8KA C24 H57 SING N N 46 8KA C12 H46 SING N N 47 8KA C12 H47 SING N N 48 8KA C27 H59 SING N N 49 8KA C2 H33 SING N N 50 8KA C3 H34 SING N N 51 8KA C4 H35 SING N N 52 8KA C5 H36 SING N N 53 8KA C5 H37 SING N N 54 8KA C6 H38 SING N N 55 8KA C6 H39 SING N N 56 8KA C7 H40 SING N N 57 8KA C8 H42 SING N N 58 8KA C8 H41 SING N N 59 8KA C9 H43 SING N N 60 8KA C10 H44 SING N N 61 8KA C10 H45 SING N N 62 8KA O19 H53 SING N N 63 8KA C26 H58 SING N N 64 8KA C29 H60 SING N N 65 8KA C30 H61 SING N N 66 8KA O32 H62 SING N N 67 # 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 8KA SMILES ACDLabs 12.01 "N1(CC(O)C1)C(=O)CC4(c2ccc(cc2)c3ccc(F)cc3)C6CC5C(C(CC4C5)C6)O" 8KA InChI InChI 1.03 "InChI=1S/C27H30FNO3/c28-23-7-3-17(4-8-23)16-1-5-20(6-2-16)27(13-25(31)29-14-24(30)15-29)21-9-18-10-22(27)12-19(11-21)26(18)32/h1-8,18-19,21-22,24,26,30,32H,9-15H2/t18-,19+,21-,22+,26-,27-/m1/s1" 8KA InChIKey InChI 1.03 FBTIGDUFOZJGFY-YRDUTZFVSA-N 8KA SMILES_CANONICAL CACTVS 3.385 "O[C@H]1CN(C1)C(=O)C[C@]2(C3CC4CC2CC(C3)[C@@H]4O)c5ccc(cc5)c6ccc(F)cc6" 8KA SMILES CACTVS 3.385 "O[CH]1CN(C1)C(=O)C[C]2(C3CC4CC2CC(C3)[CH]4O)c5ccc(cc5)c6ccc(F)cc6" 8KA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2ccc(cc2)F)C3(C4CC5CC3CC(C4)C5O)CC(=O)N6CC(C6)O" 8KA SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2ccc(cc2)F)C3(C4CC5CC3CC(C4)C5O)CC(=O)N6CC(C6)O" # 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 8KA "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(1R,2S,3S,5R,6S,7S)-2-(4'-fluoro[1,1'-biphenyl]-4-yl)-6-hydroxytricyclo[3.3.1.1~3,7~]decan-2-yl]-1-(3-hydroxyazetidin-1-yl)ethan-1-one" 8KA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-[2-[4-(4-fluorophenyl)phenyl]-6-oxidanyl-2-adamantyl]-1-(3-oxidanylazetidin-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 8KA "Create component" 2017-02-10 RCSB 8KA "Modify name" 2017-04-18 RCSB 8KA "Initial release" 2017-11-01 RCSB #