data_KWN # _chem_comp.id KWN _chem_comp.name "(1~{S},2~{S},3~{S},6~{R})-2-[[2-[5,7-bis(fluoranyl)-1~{H}-indol-3-yl]-5-fluoranyl-pyrimidin-4-yl]amino]-3,6-dimethyl-cyclohexane-1-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H21 F3 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-07-02 _chem_comp.pdbx_modified_date 2019-11-01 _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 418.412 _chem_comp.one_letter_code ? _chem_comp.three_letter_code KWN _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 6S5V _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 KWN C10 C1 C 0 1 Y N N 39.655 -31.488 -23.451 1.823 1.640 0.090 C10 KWN 1 KWN C15 C2 C 0 1 Y N N 36.860 -28.866 -25.372 0.704 -3.044 -0.351 C15 KWN 2 KWN C20 C3 C 0 1 N N S 33.274 -31.166 -22.760 -2.872 0.247 -0.290 C20 KWN 3 KWN C21 C4 C 0 1 N N S 31.806 -31.344 -22.911 -4.304 0.299 0.245 C21 KWN 4 KWN C22 C5 C 0 1 N N N 31.449 -32.549 -23.827 -4.353 -0.330 1.614 C22 KWN 5 KWN C26 C6 C 0 1 N N N 31.966 -32.416 -20.657 -4.713 2.394 -1.053 C26 KWN 6 KWN C28 C7 C 0 1 N N S 33.587 -30.699 -21.360 -2.823 0.885 -1.679 C28 KWN 7 KWN C02 C8 C 0 1 Y N N 39.474 -33.954 -20.761 5.439 1.683 0.300 C02 KWN 8 KWN C03 C9 C 0 1 Y N N 38.304 -34.457 -20.083 6.294 0.602 0.262 C03 KWN 9 KWN C04 C10 C 0 1 Y N N 37.007 -33.971 -20.477 5.797 -0.689 0.129 C04 KWN 10 KWN C06 C11 C 0 1 Y N N 36.841 -32.987 -21.529 4.438 -0.905 0.034 C06 KWN 11 KWN C07 C12 C 0 1 Y N N 38.095 -32.466 -22.215 3.562 0.180 0.071 C07 KWN 12 KWN C08 C13 C 0 1 Y N N 39.333 -32.941 -21.850 4.063 1.485 0.205 C08 KWN 13 KWN C11 C14 C 0 1 Y N N 38.309 -31.584 -23.227 2.098 0.313 -0.001 C11 KWN 14 KWN C12 C15 C 0 1 Y N N 37.323 -30.736 -23.888 1.117 -0.784 -0.145 C12 KWN 15 KWN C16 C16 C 0 1 Y N N 35.472 -28.997 -25.019 -0.653 -2.785 -0.407 C16 KWN 16 KWN C18 C17 C 0 1 Y N N 35.055 -30.001 -24.079 -1.082 -1.456 -0.324 C18 KWN 17 KWN C25 C18 C 0 1 N N R 31.164 -31.536 -21.553 -4.762 1.756 0.336 C25 KWN 18 KWN C27 C19 C 0 1 N N N 33.322 -31.821 -20.400 -3.280 2.342 -1.588 C27 KWN 19 KWN C29 C20 C 0 1 N N N 32.686 -29.477 -21.070 -3.749 0.118 -2.626 C29 KWN 20 KWN C30 C21 C 0 1 N N N 31.121 -30.141 -20.868 -6.194 1.808 0.871 C30 KWN 21 KWN F01 F1 F 0 1 N N N 40.707 -34.345 -20.450 5.935 2.933 0.429 F01 KWN 22 KWN F05 F2 F 0 1 N N N 35.955 -34.437 -19.826 6.648 -1.738 0.092 F05 KWN 23 KWN F17 F3 F 0 1 N N N 34.589 -28.161 -25.553 -1.544 -3.792 -0.539 F17 KWN 24 KWN N09 N1 N 0 1 Y N N 40.281 -32.345 -22.613 2.982 2.343 0.213 N09 KWN 25 KWN N13 N2 N 0 1 Y N N 35.976 -30.856 -23.500 -0.177 -0.493 -0.195 N13 KWN 26 KWN N14 N3 N 0 1 Y N N 37.794 -29.738 -24.786 1.553 -2.035 -0.221 N14 KWN 27 KWN N19 N4 N 0 1 N N N 33.715 -30.139 -23.750 -2.434 -1.149 -0.377 N19 KWN 28 KWN O23 O1 O 0 1 N N N 32.332 -33.093 -24.542 -3.345 -0.774 2.111 O23 KWN 29 KWN O24 O2 O 0 1 N N N 30.236 -32.886 -23.810 -5.516 -0.396 2.281 O24 KWN 30 KWN H101 H1 H 0 0 N N N 40.134 -30.841 -24.171 0.834 2.073 0.064 H101 KWN 31 KWN H151 H2 H 0 0 N N N 37.179 -28.111 -26.075 1.069 -4.060 -0.407 H151 KWN 32 KWN H201 H3 H 0 0 N N N 33.789 -32.118 -22.956 -2.212 0.793 0.385 H201 KWN 33 KWN H211 H4 H 0 0 N N N 31.385 -30.436 -23.368 -4.964 -0.248 -0.429 H211 KWN 34 KWN H262 H5 H 0 0 N N N 31.437 -32.535 -19.700 -5.372 1.848 -1.727 H262 KWN 35 KWN H261 H6 H 0 0 N N N 32.088 -33.400 -21.133 -5.039 3.432 -0.988 H261 KWN 36 KWN H281 H7 H 0 0 N N N 34.642 -30.395 -21.297 -1.802 0.848 -2.060 H281 KWN 37 KWN H031 H8 H 0 0 N N N 38.399 -35.187 -19.292 7.360 0.759 0.335 H031 KWN 38 KWN H061 H9 H 0 0 N N N 35.861 -32.636 -21.816 4.054 -1.909 -0.070 H061 KWN 39 KWN H251 H10 H 0 0 N N N 30.142 -31.926 -21.666 -4.102 2.302 1.011 H251 KWN 40 KWN H272 H11 H 0 0 N N N 33.360 -31.435 -19.371 -3.245 2.796 -2.578 H272 KWN 41 KWN H271 H12 H 0 0 N N N 34.090 -32.598 -20.529 -2.621 2.888 -0.914 H271 KWN 42 KWN H1 H13 H 0 1 N N N 32.886 -29.106 -20.054 -4.769 0.155 -2.245 H1 KWN 43 KWN H291 H14 H 0 0 N N N 32.901 -28.682 -21.799 -3.713 0.572 -3.616 H291 KWN 44 KWN H292 H15 H 0 0 N N N 31.630 -29.773 -21.151 -3.422 -0.920 -2.691 H292 KWN 45 KWN H2 H16 H 0 1 N N N 30.660 -30.234 -19.874 -6.229 1.354 1.861 H2 KWN 46 KWN H301 H17 H 0 0 N N N 32.145 -29.753 -20.762 -6.520 2.846 0.936 H301 KWN 47 KWN H302 H18 H 0 0 N N N 30.528 -29.449 -21.484 -6.854 1.262 0.197 H302 KWN 48 KWN H091 H19 H 0 0 N N N 41.266 -32.509 -22.565 3.040 3.308 0.293 H091 KWN 49 KWN H191 H20 H 0 0 N N N 33.231 -30.338 -24.602 -3.089 -1.858 -0.472 H191 KWN 50 KWN H3 H21 H 0 1 N N N 30.098 -33.606 -24.415 -5.497 -0.808 3.156 H3 KWN 51 # # 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 KWN C10 C11 DOUB Y N 1 KWN C10 N09 SING Y N 2 KWN C15 C16 DOUB Y N 3 KWN C15 N14 SING Y N 4 KWN C20 C21 SING N N 5 KWN C20 C28 SING N N 6 KWN C20 N19 SING N N 7 KWN C21 C22 SING N N 8 KWN C21 C25 SING N N 9 KWN C22 O23 DOUB N N 10 KWN C22 O24 SING N N 11 KWN C26 C25 SING N N 12 KWN C26 C27 SING N N 13 KWN C28 C27 SING N N 14 KWN C28 C29 SING N N 15 KWN C02 C03 DOUB Y N 16 KWN C02 C08 SING Y N 17 KWN C02 F01 SING N N 18 KWN C03 C04 SING Y N 19 KWN C04 C06 DOUB Y N 20 KWN C04 F05 SING N N 21 KWN C06 C07 SING Y N 22 KWN C07 C08 DOUB Y N 23 KWN C07 C11 SING Y N 24 KWN C08 N09 SING Y N 25 KWN C11 C12 SING N N 26 KWN C12 N13 SING Y N 27 KWN C12 N14 DOUB Y N 28 KWN C16 C18 SING Y N 29 KWN C16 F17 SING N N 30 KWN C18 N13 DOUB Y N 31 KWN C18 N19 SING N N 32 KWN C25 C30 SING N N 33 KWN C10 H101 SING N N 34 KWN C15 H151 SING N N 35 KWN C20 H201 SING N N 36 KWN C21 H211 SING N N 37 KWN C26 H262 SING N N 38 KWN C26 H261 SING N N 39 KWN C28 H281 SING N N 40 KWN C03 H031 SING N N 41 KWN C06 H061 SING N N 42 KWN C25 H251 SING N N 43 KWN C27 H272 SING N N 44 KWN C27 H271 SING N N 45 KWN C29 H1 SING N N 46 KWN C29 H291 SING N N 47 KWN C29 H292 SING N N 48 KWN C30 H2 SING N N 49 KWN C30 H301 SING N N 50 KWN C30 H302 SING N N 51 KWN N09 H091 SING N N 52 KWN N19 H191 SING N N 53 KWN O24 H3 SING N N 54 # # 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 KWN InChI InChI 1.03 "InChI=1S/C21H21F3N4O2/c1-9-3-4-10(2)17(16(9)21(29)30)27-20-15(24)8-26-19(28-20)13-7-25-18-12(13)5-11(22)6-14(18)23/h5-10,16-17,25H,3-4H2,1-2H3,(H,29,30)(H,26,27,28)/t9-,10+,16+,17+/m1/s1" KWN InChIKey InChI 1.03 HENNGHMYDSBUNC-SBJSHCRGSA-N KWN SMILES_CANONICAL CACTVS 3.385 "C[C@H]1CC[C@@H](C)[C@@H]([C@H]1Nc2nc(ncc2F)c3c[nH]c4c(F)cc(F)cc34)C(O)=O" KWN SMILES CACTVS 3.385 "C[CH]1CC[CH](C)[CH]([CH]1Nc2nc(ncc2F)c3c[nH]c4c(F)cc(F)cc34)C(O)=O" KWN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@H]1CC[C@@H]([C@@H]([C@H]1C(=O)O)Nc2c(cnc(n2)c3c[nH]c4c3cc(cc4F)F)F)C" KWN SMILES "OpenEye OEToolkits" 2.0.7 "CC1CCC(C(C1C(=O)O)Nc2c(cnc(n2)c3c[nH]c4c3cc(cc4F)F)F)C" # _pdbx_chem_comp_identifier.comp_id KWN _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 "(1~{S},2~{S},3~{S},6~{R})-2-[[2-[5,7-bis(fluoranyl)-1~{H}-indol-3-yl]-5-fluoranyl-pyrimidin-4-yl]amino]-3,6-dimethyl-cyclohexane-1-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 KWN "Create component" 2019-07-02 EBI KWN "Initial release" 2019-11-06 RCSB ##