data_6XU # _chem_comp.id 6XU _chem_comp.name "(2S)-4,4-difluoro-1-[[(4S)-4-(4-fluorophenyl)-5-methoxycarbonyl-4-methyl-2-(1,3-thiazol-2-yl)-1H-pyrimidin-6-yl]methyl]pyrrolidine-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 F3 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-07-20 _chem_comp.pdbx_modified_date 2016-08-05 _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 494.487 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6XU _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 5GMZ _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 6XU C01 C1 C 0 1 N N N -26.548 -6.518 -4.321 2.570 0.190 -2.581 C01 6XU 1 6XU C02 C2 C 0 1 N N S -26.318 -7.771 -5.233 1.966 0.137 -1.176 C02 6XU 2 6XU C03 C3 C 0 1 N N N -24.825 -7.899 -5.656 0.629 -0.544 -1.241 C03 6XU 3 6XU C04 C4 C 0 1 N N N -24.480 -8.049 -6.968 -0.515 0.164 -1.168 C04 6XU 4 6XU N05 N1 N 0 1 N N N -25.446 -7.978 -7.933 -0.462 1.526 -1.024 N05 6XU 5 6XU C06 C5 C 0 1 N N N -26.755 -7.801 -7.644 0.711 2.122 -0.603 C06 6XU 6 6XU N07 N2 N 0 1 N N N -27.182 -7.668 -6.439 1.843 1.494 -0.659 N07 6XU 7 6XU C08 C6 C 0 1 Y N N -27.690 -7.800 -8.740 0.674 3.500 -0.079 C08 6XU 8 6XU N09 N3 N 0 1 Y N N -27.397 -7.783 -10.026 -0.396 4.239 0.038 N09 6XU 9 6XU C10 C7 C 0 1 Y N N -28.551 -7.859 -10.867 -0.211 5.437 0.534 C10 6XU 10 6XU C11 C8 C 0 1 Y N N -29.748 -8.000 -10.225 1.051 5.746 0.856 C11 6XU 11 6XU S12 S1 S 0 1 Y N N -29.458 -8.020 -8.496 2.063 4.414 0.500 S12 6XU 12 6XU C13 C9 C 0 1 N N N -23.111 -8.464 -7.472 -1.846 -0.538 -1.246 C13 6XU 13 6XU N14 N4 N 0 1 N N N -23.205 -8.938 -8.790 -2.568 -0.362 0.021 N14 6XU 14 6XU C15 C10 C 0 1 N N N -23.695 -10.316 -8.843 -1.921 -1.126 1.110 C15 6XU 15 6XU C16 C11 C 0 1 N N N -23.499 -10.690 -10.336 -3.042 -1.615 2.046 C16 6XU 16 6XU C17 C12 C 0 1 N N N -22.260 -9.832 -10.754 -4.354 -1.109 1.404 C17 6XU 17 6XU C18 C13 C 0 1 N N S -21.920 -8.984 -9.549 -3.953 -0.889 -0.077 C18 6XU 18 6XU C19 C14 C 0 1 N N N -21.359 -7.609 -10.065 -4.861 0.120 -0.730 C19 6XU 19 6XU O20 O1 O 0 1 N N N -20.175 -7.611 -10.452 -4.405 1.150 -1.166 O20 6XU 20 6XU O21 O2 O 0 1 N N N -22.143 -6.653 -10.046 -6.177 -0.125 -0.827 O21 6XU 21 6XU F22 F1 F 0 1 N N N -23.295 -11.997 -10.428 -3.042 -3.012 2.114 F22 6XU 22 6XU F23 F2 F 0 1 N N N -24.615 -10.454 -11.027 -2.883 -1.065 3.323 F23 6XU 23 6XU C24 C15 C 0 1 N N N -23.827 -7.979 -4.586 0.570 -1.950 -1.379 C24 6XU 24 6XU O25 O3 O 0 1 N N N -22.633 -7.779 -4.741 0.714 -2.663 -0.404 O25 6XU 25 6XU O26 O4 O 0 1 N N N -24.229 -8.285 -3.308 0.352 -2.500 -2.592 O26 6XU 26 6XU C27 C16 C 0 1 N N N -23.278 -8.220 -2.256 0.418 -3.925 -2.679 C27 6XU 27 6XU C28 C17 C 0 1 Y N N -26.847 -9.064 -4.540 2.880 -0.654 -0.276 C28 6XU 28 6XU C29 C18 C 0 1 Y N N -27.309 -9.112 -3.201 3.555 -1.754 -0.771 C29 6XU 29 6XU C30 C19 C 0 1 Y N N -27.813 -10.297 -2.645 4.394 -2.479 0.054 C30 6XU 30 6XU C31 C20 C 0 1 Y N N -27.898 -11.473 -3.406 4.558 -2.104 1.377 C31 6XU 31 6XU C32 C21 C 0 1 Y N N -27.462 -11.459 -4.742 3.881 -1.002 1.871 C32 6XU 32 6XU C33 C22 C 0 1 Y N N -26.964 -10.269 -5.267 3.047 -0.275 1.043 C33 6XU 33 6XU F34 F3 F 0 1 N N N -28.382 -12.588 -2.885 5.377 -2.812 2.184 F34 6XU 34 6XU H1 H1 H 0 1 N N N -25.910 -6.592 -3.428 2.679 -0.824 -2.968 H1 6XU 35 6XU H2 H2 H 0 1 N N N -26.292 -5.606 -4.880 1.913 0.760 -3.238 H2 6XU 36 6XU H3 H3 H 0 1 N N N -27.604 -6.476 -4.015 3.548 0.669 -2.539 H3 6XU 37 6XU H4 H4 H 0 1 N N N -25.173 -8.060 -8.892 -1.243 2.067 -1.218 H4 6XU 38 6XU H5 H5 H 0 1 N N N -28.480 -7.808 -11.943 -1.026 6.132 0.673 H5 6XU 39 6XU H6 H6 H 0 1 N N N -30.713 -8.085 -10.703 1.378 6.687 1.275 H6 6XU 40 6XU H7 H7 H 0 1 N N N -22.712 -9.260 -6.827 -2.433 -0.114 -2.061 H7 6XU 41 6XU H8 H8 H 0 1 N N N -22.435 -7.597 -7.445 -1.686 -1.601 -1.428 H8 6XU 42 6XU H10 H10 H 0 1 N N N -24.755 -10.371 -8.556 -1.384 -1.979 0.696 H10 6XU 43 6XU H11 H11 H 0 1 N N N -23.103 -10.973 -8.188 -1.231 -0.483 1.656 H11 6XU 44 6XU H12 H12 H 0 1 N N N -21.413 -10.484 -11.015 -5.138 -1.862 1.483 H12 6XU 45 6XU H13 H13 H 0 1 N N N -22.509 -9.193 -11.614 -4.670 -0.171 1.861 H13 6XU 46 6XU H14 H14 H 0 1 N N N -21.146 -9.484 -8.949 -3.967 -1.832 -0.623 H14 6XU 47 6XU H15 H15 H 0 1 N N N -21.707 -5.878 -10.381 -6.720 0.552 -1.254 H15 6XU 48 6XU H16 H16 H 0 1 N N N -23.762 -8.493 -1.306 0.225 -4.235 -3.705 H16 6XU 49 6XU H17 H17 H 0 1 N N N -22.455 -8.920 -2.462 1.410 -4.262 -2.377 H17 6XU 50 6XU H18 H18 H 0 1 N N N -22.880 -7.197 -2.184 -0.331 -4.364 -2.020 H18 6XU 51 6XU H19 H19 H 0 1 N N N -27.272 -8.218 -2.596 3.427 -2.046 -1.802 H19 6XU 52 6XU H20 H20 H 0 1 N N N -28.141 -10.304 -1.616 4.921 -3.339 -0.333 H20 6XU 53 6XU H21 H21 H 0 1 N N N -27.512 -12.351 -5.348 4.008 -0.708 2.903 H21 6XU 54 6XU H22 H22 H 0 1 N N N -26.646 -10.268 -6.299 2.519 0.585 1.429 H22 6XU 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 6XU F23 C16 SING N N 1 6XU C10 C11 DOUB Y N 2 6XU C10 N09 SING Y N 3 6XU C17 C16 SING N N 4 6XU C17 C18 SING N N 5 6XU O20 C19 DOUB N N 6 6XU F22 C16 SING N N 7 6XU C16 C15 SING N N 8 6XU C11 S12 SING Y N 9 6XU C19 O21 SING N N 10 6XU C19 C18 SING N N 11 6XU N09 C08 DOUB Y N 12 6XU C18 N14 SING N N 13 6XU C15 N14 SING N N 14 6XU N14 C13 SING N N 15 6XU C08 S12 SING Y N 16 6XU C08 C06 SING N N 17 6XU N05 C06 SING N N 18 6XU N05 C04 SING N N 19 6XU C06 N07 DOUB N N 20 6XU C13 C04 SING N N 21 6XU C04 C03 DOUB N N 22 6XU N07 C02 SING N N 23 6XU C03 C02 SING N N 24 6XU C03 C24 SING N N 25 6XU C33 C32 DOUB Y N 26 6XU C33 C28 SING Y N 27 6XU C02 C28 SING N N 28 6XU C02 C01 SING N N 29 6XU C32 C31 SING Y N 30 6XU O25 C24 DOUB N N 31 6XU C24 O26 SING N N 32 6XU C28 C29 DOUB Y N 33 6XU C31 F34 SING N N 34 6XU C31 C30 DOUB Y N 35 6XU O26 C27 SING N N 36 6XU C29 C30 SING Y N 37 6XU C01 H1 SING N N 38 6XU C01 H2 SING N N 39 6XU C01 H3 SING N N 40 6XU N05 H4 SING N N 41 6XU C10 H5 SING N N 42 6XU C11 H6 SING N N 43 6XU C13 H7 SING N N 44 6XU C13 H8 SING N N 45 6XU C15 H10 SING N N 46 6XU C15 H11 SING N N 47 6XU C17 H12 SING N N 48 6XU C17 H13 SING N N 49 6XU C18 H14 SING N N 50 6XU O21 H15 SING N N 51 6XU C27 H16 SING N N 52 6XU C27 H17 SING N N 53 6XU C27 H18 SING N N 54 6XU C29 H19 SING N N 55 6XU C30 H20 SING N N 56 6XU C32 H21 SING N N 57 6XU C33 H22 SING N N 58 # 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 6XU InChI InChI 1.03 "InChI=1S/C22H21F3N4O4S/c1-21(12-3-5-13(23)6-4-12)16(20(32)33-2)14(27-17(28-21)18-26-7-8-34-18)10-29-11-22(24,25)9-15(29)19(30)31/h3-8,15H,9-11H2,1-2H3,(H,27,28)(H,30,31)/t15-,21-/m0/s1" 6XU InChIKey InChI 1.03 ZUNJWALIUFZGCH-BTYIYWSLSA-N 6XU SMILES_CANONICAL CACTVS 3.385 "COC(=O)C1=C(CN2CC(F)(F)C[C@H]2C(O)=O)NC(=N[C@@]1(C)c3ccc(F)cc3)c4sccn4" 6XU SMILES CACTVS 3.385 "COC(=O)C1=C(CN2CC(F)(F)C[CH]2C(O)=O)NC(=N[C]1(C)c3ccc(F)cc3)c4sccn4" 6XU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "C[C@@]1(C(=C(NC(=N1)c2nccs2)CN3CC(C[C@H]3C(=O)O)(F)F)C(=O)OC)c4ccc(cc4)F" 6XU SMILES "OpenEye OEToolkits" 2.0.5 "CC1(C(=C(NC(=N1)c2nccs2)CN3CC(CC3C(=O)O)(F)F)C(=O)OC)c4ccc(cc4)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 6XU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(2~{S})-4,4-bis(fluoranyl)-1-[[(4~{S})-4-(4-fluorophenyl)-5-methoxycarbonyl-4-methyl-2-(1,3-thiazol-2-yl)-1~{H}-pyrimidin-6-yl]methyl]pyrrolidine-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 6XU "Create component" 2016-07-20 PDBJ 6XU "Initial release" 2016-08-10 RCSB #