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 
# 
