data_B5K # _chem_comp.id B5K _chem_comp.name "3-[(1~{R})-2-(~{tert}-butylamino)-1-[methanoyl-[[3,4,5-tris(fluoranyl)phenyl]methyl]amino]-2-oxidanylidene-ethyl]-6-chloranyl-1~{H}-indole-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H21 Cl F3 N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-09-15 _chem_comp.pdbx_modified_date 2019-02-08 _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 495.879 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B5K _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 5OAI _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 B5K N N1 N 0 1 Y N N 56.181 1.033 16.510 1.652 2.838 0.227 N B5K 1 B5K C C1 C 0 1 Y N N 59.978 1.755 18.020 4.651 0.013 0.500 C B5K 2 B5K O O1 O 0 1 N N N 58.369 -3.097 20.158 1.146 -1.885 -1.776 O B5K 3 B5K C1 C2 C 0 1 Y N N 59.546 2.573 16.976 5.048 1.339 0.629 C1 B5K 4 B5K C10 C3 C 0 1 N N N 56.667 -0.289 21.500 -1.997 -1.158 -1.429 C10 B5K 5 B5K C11 C4 C 0 1 Y N N 56.105 1.078 21.175 -3.163 -0.772 -0.556 C11 B5K 6 B5K C12 C5 C 0 1 Y N N 56.919 2.206 21.311 -4.119 0.107 -1.030 C12 B5K 7 B5K C13 C6 C 0 1 Y N N 56.436 3.483 21.035 -5.191 0.462 -0.230 C13 B5K 8 B5K C14 C7 C 0 1 Y N N 55.031 3.635 20.597 -5.306 -0.064 1.047 C14 B5K 9 B5K C15 C8 C 0 1 Y N N 54.204 2.414 20.473 -4.346 -0.944 1.521 C15 B5K 10 B5K C16 C9 C 0 1 Y N N 54.775 1.183 20.771 -3.278 -1.301 0.715 C16 B5K 11 B5K C17 C10 C 0 1 N N N 59.508 -3.727 17.602 2.399 -3.560 -0.074 C17 B5K 12 B5K C18 C11 C 0 1 N N N 59.585 -3.956 16.101 1.633 -4.524 -0.982 C18 B5K 13 B5K C19 C12 C 0 1 N N N 59.561 -5.093 18.283 2.889 -4.309 1.167 C19 B5K 14 B5K C2 C13 C 0 1 Y N N 58.289 2.431 16.382 4.123 2.359 0.554 C2 B5K 15 B5K C20 C14 C 0 1 N N N 60.720 -2.904 18.024 3.599 -2.990 -0.833 C20 B5K 16 B5K C21 C15 C 0 1 N N N 54.428 -0.678 17.159 -0.826 2.460 -0.147 C21 B5K 17 B5K C22 C16 C 0 1 N N N 55.397 -2.104 20.588 -0.795 0.894 -1.962 C22 B5K 18 B5K C3 C17 C 0 1 Y N N 57.430 1.443 16.841 2.780 2.061 0.346 C3 B5K 19 B5K C4 C18 C 0 1 Y N N 57.922 0.600 17.946 2.381 0.716 0.216 C4 B5K 20 B5K C5 C19 C 0 1 Y N N 59.168 0.751 18.522 3.339 -0.303 0.296 C5 B5K 21 B5K C6 C20 C 0 1 Y N N 55.755 -0.004 17.273 0.562 2.012 0.027 C6 B5K 22 B5K C7 C21 C 0 1 Y N N 56.859 -0.359 18.225 0.980 0.718 0.016 C7 B5K 23 B5K C8 C22 C 0 1 N N R 57.287 -1.220 19.371 0.108 -0.496 -0.175 C8 B5K 24 B5K C9 C23 C 0 1 N N N 58.018 -2.524 19.141 0.960 -1.665 -0.598 C9 B5K 25 B5K F F1 F 0 1 N N N 54.522 4.848 20.320 -6.351 0.282 1.830 F B5K 26 B5K F1 F2 F 0 1 N N N 52.923 2.499 20.078 -4.455 -1.458 2.766 F1 B5K 27 B5K F2 F3 F 0 1 N N N 57.219 4.570 21.160 -6.125 1.321 -0.694 F2 B5K 28 B5K N1 N2 N 0 1 N N N 56.342 -1.277 20.481 -0.892 -0.221 -1.211 N1 B5K 29 B5K N2 N3 N 0 1 N N N 58.288 -2.978 17.912 1.514 -2.466 0.334 N2 B5K 30 B5K O1 O2 O 0 1 N N N 53.753 -0.478 16.124 -1.722 1.643 -0.231 O1 B5K 31 B5K O2 O3 O 0 1 N N N 53.999 -1.397 18.081 -1.105 3.777 -0.214 O2 B5K 32 B5K O3 O4 O 0 1 N N N 54.757 -2.159 21.626 -1.684 1.184 -2.735 O3 B5K 33 B5K CL CL1 CL 0 0 N N N 60.659 3.844 16.390 6.723 1.715 0.887 CL B5K 34 B5K H1 H1 H 0 1 N N N 55.634 1.449 15.784 1.625 3.806 0.280 H1 B5K 35 B5K H2 H2 H 0 1 N N N 60.960 1.907 18.443 5.387 -0.774 0.562 H2 B5K 36 B5K H3 H3 H 0 1 N N N 56.251 -0.623 22.462 -1.673 -2.167 -1.177 H3 B5K 37 B5K H4 H4 H 0 1 N N N 57.761 -0.211 21.581 -2.300 -1.124 -2.476 H4 B5K 38 B5K H5 H5 H 0 1 N N N 57.942 2.085 21.636 -4.029 0.516 -2.026 H5 B5K 39 B5K H6 H6 H 0 1 N N N 54.176 0.288 20.688 -2.530 -1.987 1.084 H6 B5K 40 B5K H7 H7 H 0 1 N N N 60.500 -4.518 15.862 1.283 -3.991 -1.866 H7 B5K 41 B5K H8 H8 H 0 1 N N N 58.706 -4.529 15.772 2.291 -5.338 -1.286 H8 B5K 42 B5K H9 H9 H 0 1 N N N 59.605 -2.986 15.583 0.777 -4.931 -0.442 H9 B5K 43 B5K H10 H10 H 0 1 N N N 59.507 -4.962 19.374 2.034 -4.716 1.707 H10 B5K 44 B5K H11 H11 H 0 1 N N N 58.711 -5.704 17.945 3.547 -5.123 0.863 H11 B5K 45 B5K H12 H12 H 0 1 N N N 60.503 -5.597 18.021 3.434 -3.623 1.814 H12 B5K 46 B5K H13 H13 H 0 1 N N N 57.990 3.083 15.575 4.441 3.386 0.655 H13 B5K 47 B5K H14 H14 H 0 1 N N N 60.684 -2.727 19.109 4.144 -2.303 -0.186 H14 B5K 48 B5K H15 H15 H 0 1 N N N 61.640 -3.452 17.773 4.257 -3.804 -1.136 H15 B5K 49 B5K H16 H16 H 0 1 N N N 60.711 -1.940 17.494 3.250 -2.457 -1.717 H16 B5K 50 B5K H17 H17 H 0 1 N N N 55.155 -2.761 19.766 0.074 1.529 -1.875 H17 B5K 51 B5K H18 H18 H 0 1 N N N 59.496 0.113 19.329 3.040 -1.336 0.197 H18 B5K 52 B5K H19 H19 H 0 1 N N N 58.090 -0.606 19.805 -0.396 -0.733 0.762 H19 B5K 53 B5K H20 H20 H 0 1 N N N 57.633 -2.799 17.178 1.327 -2.318 1.274 H20 B5K 54 B5K H21 H21 H 0 1 N N N 53.138 -1.726 17.852 -2.033 4.024 -0.330 H21 B5K 55 # 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 B5K C18 C17 SING N N 1 B5K O1 C21 DOUB N N 2 B5K C2 C3 DOUB Y N 3 B5K C2 C1 SING Y N 4 B5K CL C1 SING N N 5 B5K N C3 SING Y N 6 B5K N C6 SING Y N 7 B5K C3 C4 SING Y N 8 B5K C1 C DOUB Y N 9 B5K C21 C6 SING N N 10 B5K C21 O2 SING N N 11 B5K C6 C7 DOUB Y N 12 B5K C17 N2 SING N N 13 B5K C17 C20 SING N N 14 B5K C17 C19 SING N N 15 B5K N2 C9 SING N N 16 B5K C4 C7 SING Y N 17 B5K C4 C5 DOUB Y N 18 B5K C C5 SING Y N 19 B5K C7 C8 SING N N 20 B5K C9 C8 SING N N 21 B5K C9 O DOUB N N 22 B5K C8 N1 SING N N 23 B5K F1 C15 SING N N 24 B5K F C14 SING N N 25 B5K C15 C14 DOUB Y N 26 B5K C15 C16 SING Y N 27 B5K N1 C22 SING N N 28 B5K N1 C10 SING N N 29 B5K C22 O3 DOUB N N 30 B5K C14 C13 SING Y N 31 B5K C16 C11 DOUB Y N 32 B5K C13 F2 SING N N 33 B5K C13 C12 DOUB Y N 34 B5K C11 C12 SING Y N 35 B5K C11 C10 SING N N 36 B5K N H1 SING N N 37 B5K C H2 SING N N 38 B5K C10 H3 SING N N 39 B5K C10 H4 SING N N 40 B5K C12 H5 SING N N 41 B5K C16 H6 SING N N 42 B5K C18 H7 SING N N 43 B5K C18 H8 SING N N 44 B5K C18 H9 SING N N 45 B5K C19 H10 SING N N 46 B5K C19 H11 SING N N 47 B5K C19 H12 SING N N 48 B5K C2 H13 SING N N 49 B5K C20 H14 SING N N 50 B5K C20 H15 SING N N 51 B5K C20 H16 SING N N 52 B5K C22 H17 SING N N 53 B5K C5 H18 SING N N 54 B5K C8 H19 SING N N 55 B5K N2 H20 SING N N 56 B5K O2 H21 SING N N 57 # 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 B5K InChI InChI 1.03 "InChI=1S/C23H21ClF3N3O4/c1-23(2,3)29-21(32)20(30(10-31)9-11-6-14(25)18(27)15(26)7-11)17-13-5-4-12(24)8-16(13)28-19(17)22(33)34/h4-8,10,20,28H,9H2,1-3H3,(H,29,32)(H,33,34)/t20-/m1/s1" B5K InChIKey InChI 1.03 FZINKXKQKUDBDP-HXUWFJFHSA-N B5K SMILES_CANONICAL CACTVS 3.385 "CC(C)(C)NC(=O)[C@H](N(Cc1cc(F)c(F)c(F)c1)C=O)c2c([nH]c3cc(Cl)ccc23)C(O)=O" B5K SMILES CACTVS 3.385 "CC(C)(C)NC(=O)[CH](N(Cc1cc(F)c(F)c(F)c1)C=O)c2c([nH]c3cc(Cl)ccc23)C(O)=O" B5K SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)(C)NC(=O)[C@@H](c1c2ccc(cc2[nH]c1C(=O)O)Cl)N(Cc3cc(c(c(c3)F)F)F)C=O" B5K SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)(C)NC(=O)C(c1c2ccc(cc2[nH]c1C(=O)O)Cl)N(Cc3cc(c(c(c3)F)F)F)C=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 B5K "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[(1~{R})-2-(~{tert}-butylamino)-1-[methanoyl-[[3,4,5-tris(fluoranyl)phenyl]methyl]amino]-2-oxidanylidene-ethyl]-6-chloranyl-1~{H}-indole-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B5K "Create component" 2017-09-15 EBI B5K "Initial release" 2019-02-13 RCSB #