data_KA8 # _chem_comp.id KA8 _chem_comp.name "(2~{S},4~{S})-~{N}-[(2~{S})-1-azanyl-3-[4-(4-cyanophenyl)phenyl]propan-2-yl]-4-fluoranyl-pyrrolidine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 F N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-05-08 _chem_comp.pdbx_modified_date 2019-08-23 _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 366.432 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KA8 _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 6RNE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 KA8 C1 C1 C 0 1 N N N 7.584 11.552 22.663 -7.523 1.819 0.286 C1 KA8 1 KA8 C2 C2 C 0 1 Y N N 8.756 12.346 22.526 -6.277 1.128 0.140 C2 KA8 2 KA8 C3 C3 C 0 1 Y N N 9.362 12.517 21.298 -5.388 1.494 -0.874 C3 KA8 3 KA8 C7 C4 C 0 1 Y N N 9.276 12.950 23.648 -5.947 0.089 1.016 C7 KA8 4 KA8 C8 C5 C 0 1 Y N N 12.279 14.666 22.258 -2.576 -0.928 -0.294 C8 KA8 5 KA8 C9 C6 C 0 1 Y N N 13.052 14.636 21.112 -1.686 -0.560 -1.301 C9 KA8 6 KA8 C10 C7 C 0 1 Y N N 14.226 15.357 21.023 -0.487 -1.230 -1.437 C10 KA8 7 KA8 C11 C8 C 0 1 Y N N 14.650 16.119 22.096 -0.169 -2.265 -0.577 C11 KA8 8 KA8 C12 C9 C 0 1 Y N N 13.904 16.147 23.261 -1.049 -2.635 0.424 C12 KA8 9 KA8 C13 C10 C 0 1 Y N N 12.725 15.427 23.328 -2.247 -1.968 0.574 C13 KA8 10 KA8 C14 C11 C 0 1 N N N 15.927 16.896 21.991 1.142 -2.993 -0.731 C14 KA8 11 KA8 C15 C12 C 0 1 N N S 15.665 18.347 21.572 2.213 -2.301 0.115 C15 KA8 12 KA8 C16 C13 C 0 1 N N N 16.951 19.095 21.259 3.510 -3.111 0.057 C16 KA8 13 KA8 C19 C14 C 0 1 N N S 12.849 18.515 19.095 3.185 1.393 -0.139 C19 KA8 14 KA8 C20 C15 C 0 1 N N N 13.538 19.119 17.882 4.534 1.431 -0.888 C20 KA8 15 KA8 C21 C16 C 0 1 N N S 12.579 20.124 17.296 5.108 2.820 -0.504 C21 KA8 16 KA8 C22 C17 C 0 1 N N N 11.266 19.670 17.853 4.624 2.965 0.960 C22 KA8 17 KA8 N23 N1 N 0 1 N N N 11.522 19.130 19.184 3.277 2.355 0.975 N23 KA8 18 KA8 N26 N2 N 0 1 N N N 6.642 10.889 22.796 -8.511 2.367 0.402 N26 KA8 19 KA8 C4 C18 C 0 1 Y N N 10.504 13.286 21.212 -4.191 0.829 -1.013 C4 KA8 20 KA8 C5 C19 C 0 1 Y N N 11.053 13.889 22.335 -3.866 -0.212 -0.142 C5 KA8 21 KA8 C6 C20 C 0 1 Y N N 10.419 13.715 23.550 -4.749 -0.575 0.874 C6 KA8 22 KA8 N17 N3 N 0 1 N N N 14.870 18.337 20.357 2.453 -0.955 -0.410 N17 KA8 23 KA8 C18 C21 C 0 1 N N N 13.618 18.895 20.331 2.938 0.007 0.401 C18 KA8 24 KA8 F24 F1 F 0 1 N N N 12.830 21.347 17.858 6.505 2.821 -0.572 F24 KA8 25 KA8 O25 O1 O 0 1 N N N 13.190 19.613 21.225 3.174 -0.242 1.564 O25 KA8 26 KA8 N27 N4 N 0 1 N N N 17.906 19.137 22.334 4.571 -2.386 0.769 N27 KA8 27 KA8 H1 H1 H 0 1 N N N 8.947 12.054 20.415 -5.641 2.299 -1.548 H1 KA8 28 KA8 H2 H2 H 0 1 N N N 8.789 12.825 24.604 -6.631 -0.192 1.803 H2 KA8 29 KA8 H3 H3 H 0 1 N N N 12.732 14.038 20.272 -1.933 0.248 -1.974 H3 KA8 30 KA8 H4 H4 H 0 1 N N N 14.812 15.326 20.117 0.204 -0.946 -2.217 H4 KA8 31 KA8 H5 H5 H 0 1 N N N 14.239 16.725 24.109 -0.795 -3.444 1.093 H5 KA8 32 KA8 H6 H6 H 0 1 N N N 12.138 15.458 24.234 -2.931 -2.254 1.359 H6 KA8 33 KA8 H7 H7 H 0 1 N N N 16.576 16.419 21.242 1.026 -4.025 -0.397 H7 KA8 34 KA8 H8 H8 H 0 1 N N N 16.431 16.891 22.969 1.442 -2.982 -1.779 H8 KA8 35 KA8 H9 H9 H 0 1 N N N 15.126 18.866 22.378 1.872 -2.233 1.148 H9 KA8 36 KA8 H10 H10 H 0 1 N N N 17.429 18.607 20.397 3.353 -4.081 0.528 H10 KA8 37 KA8 H11 H11 H 0 1 N N N 16.688 20.130 20.995 3.803 -3.254 -0.983 H11 KA8 38 KA8 H12 H12 H 0 1 N N N 12.780 17.422 18.997 2.377 1.679 -0.811 H12 KA8 39 KA8 H13 H13 H 0 1 N N N 13.763 18.335 17.144 5.191 0.633 -0.540 H13 KA8 40 KA8 H14 H14 H 0 1 N N N 14.471 19.617 18.185 4.379 1.359 -1.964 H14 KA8 41 KA8 H15 H15 H 0 1 N N N 12.591 20.116 16.196 4.688 3.604 -1.134 H15 KA8 42 KA8 H16 H16 H 0 1 N N N 10.571 20.520 17.919 5.290 2.429 1.635 H16 KA8 43 KA8 H17 H17 H 0 1 N N N 10.833 18.891 17.208 4.567 4.017 1.238 H17 KA8 44 KA8 H18 H18 H 0 1 N N N 11.518 19.861 19.866 3.093 1.905 1.859 H18 KA8 45 KA8 H20 H20 H 0 1 N N N 10.980 13.421 20.252 -3.504 1.112 -1.796 H20 KA8 46 KA8 H21 H21 H 0 1 N N N 10.824 14.184 24.435 -4.494 -1.377 1.551 H21 KA8 47 KA8 H22 H22 H 0 1 N N N 15.241 17.918 19.528 2.265 -0.755 -1.340 H22 KA8 48 KA8 H23 H23 H 0 1 N N N 18.716 19.646 22.041 4.296 -2.184 1.719 H23 KA8 49 KA8 H24 H24 H 0 1 N N N 17.496 19.590 23.126 5.438 -2.900 0.746 H24 KA8 50 # # 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 KA8 C21 C22 SING N N 1 KA8 C21 F24 SING N N 2 KA8 C21 C20 SING N N 3 KA8 C22 N23 SING N N 4 KA8 C20 C19 SING N N 5 KA8 C19 N23 SING N N 6 KA8 C19 C18 SING N N 7 KA8 C18 N17 SING N N 8 KA8 C18 O25 DOUB N N 9 KA8 N17 C15 SING N N 10 KA8 C10 C9 DOUB Y N 11 KA8 C10 C11 SING Y N 12 KA8 C9 C8 SING Y N 13 KA8 C4 C3 DOUB Y N 14 KA8 C4 C5 SING Y N 15 KA8 C16 C15 SING N N 16 KA8 C16 N27 SING N N 17 KA8 C3 C2 SING Y N 18 KA8 C15 C14 SING N N 19 KA8 C14 C11 SING N N 20 KA8 C11 C12 DOUB Y N 21 KA8 C8 C5 SING N N 22 KA8 C8 C13 DOUB Y N 23 KA8 C5 C6 DOUB Y N 24 KA8 C2 C1 SING N N 25 KA8 C2 C7 DOUB Y N 26 KA8 C1 N26 TRIP N N 27 KA8 C12 C13 SING Y N 28 KA8 C6 C7 SING Y N 29 KA8 C3 H1 SING N N 30 KA8 C7 H2 SING N N 31 KA8 C9 H3 SING N N 32 KA8 C10 H4 SING N N 33 KA8 C12 H5 SING N N 34 KA8 C13 H6 SING N N 35 KA8 C14 H7 SING N N 36 KA8 C14 H8 SING N N 37 KA8 C15 H9 SING N N 38 KA8 C16 H10 SING N N 39 KA8 C16 H11 SING N N 40 KA8 C19 H12 SING N N 41 KA8 C20 H13 SING N N 42 KA8 C20 H14 SING N N 43 KA8 C21 H15 SING N N 44 KA8 C22 H16 SING N N 45 KA8 C22 H17 SING N N 46 KA8 N23 H18 SING N N 47 KA8 C4 H20 SING N N 48 KA8 C6 H21 SING N N 49 KA8 N17 H22 SING N N 50 KA8 N27 H23 SING N N 51 KA8 N27 H24 SING N N 52 # # 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 KA8 InChI InChI 1.03 "InChI=1S/C21H23FN4O/c22-18-10-20(25-13-18)21(27)26-19(12-24)9-14-1-5-16(6-2-14)17-7-3-15(11-23)4-8-17/h1-8,18-20,25H,9-10,12-13,24H2,(H,26,27)/t18-,19-,20-/m0/s1" KA8 InChIKey InChI 1.03 RGWNXQWTRNJRSW-UFYCRDLUSA-N KA8 SMILES_CANONICAL CACTVS 3.385 "NC[C@H](Cc1ccc(cc1)c2ccc(cc2)C#N)NC(=O)[C@@H]3C[C@H](F)CN3" KA8 SMILES CACTVS 3.385 "NC[CH](Cc1ccc(cc1)c2ccc(cc2)C#N)NC(=O)[CH]3C[CH](F)CN3" KA8 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1C[C@@H](CN)NC(=O)[C@@H]2C[C@@H](CN2)F)c3ccc(cc3)C#N" KA8 SMILES "OpenEye OEToolkits" 2.0.7 "c1cc(ccc1CC(CN)NC(=O)C2CC(CN2)F)c3ccc(cc3)C#N" # _pdbx_chem_comp_identifier.comp_id KA8 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.7 _pdbx_chem_comp_identifier.identifier "(2~{S},4~{S})-~{N}-[(2~{S})-1-azanyl-3-[4-(4-cyanophenyl)phenyl]propan-2-yl]-4-fluoranyl-pyrrolidine-2-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 KA8 "Create component" 2019-05-08 EBI KA8 "Initial release" 2019-08-28 RCSB ##