data_KE9 # _chem_comp.id KE9 _chem_comp.name "(E)-3-(3,5-DIFLUORO-4-((1R,3R)-2-(2-FLUORO-2- METHYLPROPYL)-3-METHYL-2,3,4,9-TETRAHYDRO-1H-PYRIDO(3,4-B)INDOL-1-YL)PHENYL)ACRYLIC ACID" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H25 F3 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-08-15 _chem_comp.pdbx_modified_date 2015-12-11 _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 442.473 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KE9 _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 5ACC _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 KE9 C1 C1 C 0 1 N N N 12.923 23.463 61.414 3.380 -1.935 1.443 C1 KE9 1 KE9 C2 C2 C 0 1 N N R 12.588 23.634 62.900 2.778 -1.939 0.037 C2 KE9 2 KE9 C4 C4 C 0 1 N N N 13.272 24.864 63.483 3.457 -0.857 -0.814 C4 KE9 3 KE9 C5 C5 C 0 1 Y N N 14.713 24.560 63.770 2.995 0.488 -0.312 C5 KE9 4 KE9 C6 C6 C 0 1 Y N N 15.808 25.451 63.932 3.553 1.799 -0.557 C6 KE9 5 KE9 C7 C7 C 0 1 Y N N 15.924 26.832 63.889 4.650 2.243 -1.303 C7 KE9 6 KE9 C8 C8 C 0 1 Y N N 17.180 27.381 64.096 4.891 3.594 -1.311 C8 KE9 7 KE9 C9 C9 C 0 1 Y N N 18.284 26.587 64.347 4.092 4.489 -0.618 C9 KE9 8 KE9 C10 C10 C 0 1 Y N N 18.183 25.206 64.393 3.000 4.079 0.128 C10 KE9 9 KE9 C11 C11 C 0 1 Y N N 16.930 24.672 64.179 2.731 2.712 0.155 C11 KE9 10 KE9 N12 N12 N 0 1 Y N N 16.537 23.349 64.176 1.757 1.984 0.776 N12 KE9 11 KE9 C14 C14 C 0 1 Y N N 15.186 23.285 63.925 1.919 0.655 0.491 C14 KE9 12 KE9 C15 C15 C 0 1 N N R 14.384 22.038 63.853 1.062 -0.493 0.968 C15 KE9 13 KE9 N17 N17 N 0 1 N N N 12.906 22.410 63.727 1.337 -1.664 0.120 N17 KE9 14 KE9 C18 C18 C 0 1 N N N 12.054 21.213 63.434 0.602 -2.843 0.597 C18 KE9 15 KE9 C19 C19 C 0 1 N N N 10.845 21.147 64.374 0.475 -3.859 -0.540 C19 KE9 16 KE9 C20 C20 C 0 1 N N N 10.104 19.855 64.156 -0.374 -5.043 -0.073 C20 KE9 17 KE9 C21 C21 C 0 1 N N N 11.149 21.292 65.843 -0.195 -3.195 -1.744 C21 KE9 18 KE9 F22 F22 F 0 1 N N N 9.996 22.156 64.068 1.747 -4.312 -0.905 F22 KE9 19 KE9 C23 C23 C 0 1 Y N N 14.609 21.178 65.086 -0.394 -0.117 0.858 C23 KE9 20 KE9 C24 C24 C 0 1 Y N N 14.576 21.718 66.360 -1.112 0.203 1.999 C24 KE9 21 KE9 C25 C25 C 0 1 Y N N 14.754 20.957 67.497 -2.446 0.547 1.905 C25 KE9 22 KE9 C26 C26 C 0 1 Y N N 14.980 19.600 67.392 -3.072 0.573 0.655 C26 KE9 23 KE9 C27 C27 C 0 1 Y N N 15.023 19.027 66.137 -2.341 0.249 -0.493 C27 KE9 24 KE9 C28 C28 C 0 1 Y N N 14.835 19.814 65.010 -1.006 -0.088 -0.385 C28 KE9 25 KE9 F29 F29 F 0 1 N N N 14.860 19.222 63.827 -0.297 -0.396 -1.493 F29 KE9 26 KE9 C30 C30 C 0 1 N N N 15.181 18.777 68.587 -4.493 0.939 0.547 C30 KE9 27 KE9 C31 C31 C 0 1 N N N 15.739 19.338 69.668 -5.094 0.963 -0.661 C31 KE9 28 KE9 C32 C32 C 0 1 N N N 15.926 18.440 70.877 -6.506 1.327 -0.768 C32 KE9 29 KE9 O33 O33 O 0 1 N N N 16.327 19.054 71.909 -7.107 1.351 -1.976 O33 KE9 30 KE9 O34 O34 O 0 1 N N N 15.671 17.209 70.739 -7.140 1.608 0.232 O34 KE9 31 KE9 F35 F35 F 0 1 N N N 14.355 23.015 66.528 -0.506 0.177 3.206 F35 KE9 32 KE9 H11C H11C H 0 0 N N N 12.415 22.569 61.024 3.222 -0.959 1.903 H11C KE9 33 KE9 H12C H12C H 0 0 N N N 12.584 24.349 60.857 2.898 -2.703 2.047 H12C KE9 34 KE9 H13C H13C H 0 0 N N N 14.010 23.349 61.294 4.449 -2.138 1.381 H13C KE9 35 KE9 H2 H2 H 0 1 N N N 11.503 23.803 62.969 2.936 -2.914 -0.423 H2 KE9 36 KE9 H41C H41C H 0 0 N N N 13.211 25.692 62.761 4.539 -0.935 -0.715 H41C KE9 37 KE9 H42C H42C H 0 0 N N N 12.768 25.154 64.417 3.172 -0.977 -1.859 H42C KE9 38 KE9 H7 H7 H 0 1 N N N 15.065 27.459 63.701 5.279 1.553 -1.846 H7 KE9 39 KE9 H8 H8 H 0 1 N N N 17.299 28.454 64.060 5.730 3.972 -1.876 H8 KE9 40 KE9 H9 H9 H 0 1 N N N 19.245 27.053 64.511 4.329 5.541 -0.660 H9 KE9 41 KE9 H10 H10 H 0 1 N N N 19.042 24.580 64.587 2.385 4.786 0.664 H10 KE9 42 KE9 H12 H12 H 0 1 N N N 17.137 22.564 64.331 1.056 2.353 1.336 H12 KE9 43 KE9 H15 H15 H 0 1 N N N 14.681 21.466 62.962 1.305 -0.726 2.004 H15 KE9 44 KE9 H181 H181 H 0 0 N N N 11.697 21.273 62.395 1.142 -3.295 1.429 H181 KE9 45 KE9 H182 H182 H 0 0 N N N 12.658 20.303 63.563 -0.391 -2.543 0.929 H182 KE9 46 KE9 H201 H201 H 0 0 N N N 9.237 19.810 64.832 -1.365 -4.690 0.212 H201 KE9 47 KE9 H202 H202 H 0 0 N N N 9.759 19.802 63.113 -0.465 -5.767 -0.883 H202 KE9 48 KE9 H203 H203 H 0 0 N N N 10.775 19.008 64.364 0.104 -5.516 0.785 H203 KE9 49 KE9 H211 H211 H 0 0 N N N 10.214 21.230 66.419 0.410 -2.351 -2.077 H211 KE9 50 KE9 H212 H212 H 0 0 N N N 11.828 20.486 66.158 -0.286 -3.918 -2.555 H212 KE9 51 KE9 H213 H213 H 0 0 N N N 11.627 22.266 66.024 -1.186 -2.842 -1.460 H213 KE9 52 KE9 H25 H25 H 0 1 N N N 14.716 21.424 68.470 -3.005 0.796 2.795 H25 KE9 53 KE9 H27 H27 H 0 1 N N N 15.203 17.967 66.032 -2.819 0.267 -1.462 H27 KE9 54 KE9 H30 H30 H 0 1 N N N 14.885 17.738 68.596 -5.056 1.189 1.434 H30 KE9 55 KE9 H31 H31 H 0 1 N N N 16.040 20.375 69.679 -4.532 0.714 -1.549 H31 KE9 56 KE9 H33 H33 H 0 1 N N N 16.423 18.439 72.627 -8.040 1.602 -1.946 H33 KE9 57 # 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 KE9 C1 C2 SING N N 1 KE9 C2 C4 SING N N 2 KE9 C2 N17 SING N N 3 KE9 C4 C5 SING N N 4 KE9 C5 C6 SING Y N 5 KE9 C5 C14 DOUB Y N 6 KE9 C6 C7 SING Y N 7 KE9 C6 C11 DOUB Y N 8 KE9 C7 C8 DOUB Y N 9 KE9 C8 C9 SING Y N 10 KE9 C9 C10 DOUB Y N 11 KE9 C10 C11 SING Y N 12 KE9 C11 N12 SING Y N 13 KE9 N12 C14 SING Y N 14 KE9 C14 C15 SING N N 15 KE9 C15 N17 SING N N 16 KE9 C15 C23 SING N N 17 KE9 N17 C18 SING N N 18 KE9 C18 C19 SING N N 19 KE9 C19 C20 SING N N 20 KE9 C19 C21 SING N N 21 KE9 C19 F22 SING N N 22 KE9 C23 C24 SING Y N 23 KE9 C23 C28 DOUB Y N 24 KE9 C24 C25 DOUB Y N 25 KE9 C24 F35 SING N N 26 KE9 C25 C26 SING Y N 27 KE9 C26 C27 DOUB Y N 28 KE9 C26 C30 SING N N 29 KE9 C27 C28 SING Y N 30 KE9 C28 F29 SING N N 31 KE9 C30 C31 DOUB N E 32 KE9 C31 C32 SING N N 33 KE9 C32 O33 SING N N 34 KE9 C32 O34 DOUB N N 35 KE9 C1 H11C SING N N 36 KE9 C1 H12C SING N N 37 KE9 C1 H13C SING N N 38 KE9 C2 H2 SING N N 39 KE9 C4 H41C SING N N 40 KE9 C4 H42C SING N N 41 KE9 C7 H7 SING N N 42 KE9 C8 H8 SING N N 43 KE9 C9 H9 SING N N 44 KE9 C10 H10 SING N N 45 KE9 N12 H12 SING N N 46 KE9 C15 H15 SING N N 47 KE9 C18 H181 SING N N 48 KE9 C18 H182 SING N N 49 KE9 C20 H201 SING N N 50 KE9 C20 H202 SING N N 51 KE9 C20 H203 SING N N 52 KE9 C21 H211 SING N N 53 KE9 C21 H212 SING N N 54 KE9 C21 H213 SING N N 55 KE9 C25 H25 SING N N 56 KE9 C27 H27 SING N N 57 KE9 C30 H30 SING N N 58 KE9 C31 H31 SING N N 59 KE9 O33 H33 SING N N 60 # 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 KE9 InChI InChI 1.03 "InChI=1S/C25H25F3N2O2/c1-14-10-17-16-6-4-5-7-20(16)29-23(17)24(30(14)13-25(2,3)28)22-18(26)11-15(12-19(22)27)8-9-21(31)32/h4-9,11-12,14,24,29H,10,13H2,1-3H3,(H,31,32)/b9-8+/t14-,24-/m1/s1" KE9 InChIKey InChI 1.03 DFBDRVGWBHBJNR-BBNFHIFMSA-N KE9 SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1Cc2c([nH]c3ccccc23)[C@H](N1CC(C)(C)F)c4c(F)cc(\C=C\C(O)=O)cc4F" KE9 SMILES CACTVS 3.385 "C[CH]1Cc2c([nH]c3ccccc23)[CH](N1CC(C)(C)F)c4c(F)cc(C=CC(O)=O)cc4F" KE9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@H]1Cc2c3ccccc3[nH]c2[C@H](N1CC(C)(C)F)c4c(cc(cc4F)/C=C/C(=O)O)F" KE9 SMILES "OpenEye OEToolkits" 1.7.6 "CC1Cc2c3ccccc3[nH]c2C(N1CC(C)(C)F)c4c(cc(cc4F)C=CC(=O)O)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 KE9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(E)-3-[3,5-bis(fluoranyl)-4-[(1R,3R)-2-(2-fluoranyl-2-methyl-propyl)-3-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl]phenyl]prop-2-enoic 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 KE9 "Create component" 2015-08-15 EBI KE9 "Initial release" 2015-12-16 RCSB #