data_5QU
# 
_chem_comp.id                                    5QU 
_chem_comp.name                                  "(2~{R},4~{S},6~{S})-4-[2,4-bis(fluoranyl)-5-pyrimidin-5-yl-phenyl]-6-(3,5-dimethyl-1,2-oxazol-4-yl)-1,3-thiazinan-2-amine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H19 F2 N5 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-11-11 
_chem_comp.pdbx_modified_date                    2016-09-30 
_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                        403.449 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5QU 
_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        5ENM 
_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 
5QU N14 N1  N 0 1 N N N 15.232 40.061 -6.084  -2.078 2.720  2.597  N14 5QU 1  
5QU C18 C1  C 0 1 Y N N 22.059 39.414 -7.559  3.015  -1.820 0.236  C18 5QU 2  
5QU C17 C2  C 0 1 Y N N 21.105 40.068 -6.774  2.917  -0.447 0.011  C17 5QU 3  
5QU C16 C3  C 0 1 Y N N 19.751 39.869 -7.046  1.668  0.171  0.032  C16 5QU 4  
5QU C15 C4  C 0 1 Y N N 19.321 39.032 -8.077  0.535  -0.577 0.275  C15 5QU 5  
5QU C19 C5  C 0 1 Y N N 21.636 38.581 -8.593  1.873  -2.562 0.473  C19 5QU 6  
5QU C20 C6  C 0 1 Y N N 20.282 38.388 -8.856  0.636  -1.941 0.498  C20 5QU 7  
5QU C23 C7  C 0 1 Y N N 21.506 40.973 -5.654  4.139  0.354  -0.249 C23 5QU 8  
5QU C24 C8  C 0 1 Y N N 22.391 42.029 -5.882  4.207  1.227  -1.338 C24 5QU 9  
5QU C12 C9  C 0 1 N N R 16.083 40.056 -7.120  -2.145 1.686  1.556  C12 5QU 10 
5QU C1  C10 C 0 1 N N N 14.492 40.996 -11.097 -5.858 0.968  -1.154 C1  5QU 11 
5QU C2  C11 C 0 1 Y N N 15.732 41.823 -11.360 -4.921 -0.156 -0.793 C2  5QU 12 
5QU C3  C12 C 0 1 Y N N 16.935 41.884 -10.651 -3.508 -0.115 -0.796 C3  5QU 13 
5QU C4  C13 C 0 1 Y N N 17.750 42.803 -11.312 -3.144 -1.358 -0.401 C4  5QU 14 
5QU O5  O1  O 0 1 Y N N 17.109 43.268 -12.342 -4.280 -2.039 -0.193 O5  5QU 15 
5QU N6  N2  N 0 1 Y N N 15.835 42.672 -12.403 -5.253 -1.355 -0.410 N6  5QU 16 
5QU C7  C14 C 0 1 N N N 19.153 43.200 -10.908 -1.738 -1.874 -0.229 C7  5QU 17 
5QU C8  C15 C 0 1 N N S 17.364 41.145 -9.397  -2.614 1.043  -1.157 C8  5QU 18 
5QU C9  C16 C 0 1 N N N 17.389 39.622 -9.578  -1.148 0.599  -1.103 C9  5QU 19 
5QU C10 C17 C 0 1 N N S 17.828 38.881 -8.301  -0.816 0.091  0.297  C10 5QU 20 
5QU N11 N3  N 0 1 N N N 17.043 39.202 -7.093  -0.792 1.194  1.260  N11 5QU 21 
5QU S13 S1  S 0 1 N N N 16.363 41.572 -7.975  -2.852 2.394  0.038  S13 5QU 22 
5QU F21 F1  F 0 1 N N N 19.988 37.569 -9.872  -0.479 -2.670 0.729  F21 5QU 23 
5QU F22 F2  F 0 1 N N N 23.370 39.578 -7.332  4.223  -2.425 0.218  F22 5QU 24 
5QU N25 N4  N 0 1 Y N N 22.737 42.838 -4.851  5.315  1.922  -1.533 N25 5QU 25 
5QU C26 C18 C 0 1 Y N N 22.231 42.641 -3.611  6.344  1.799  -0.719 C26 5QU 26 
5QU N27 N5  N 0 1 Y N N 21.369 41.625 -3.371  6.322  0.986  0.319  N27 5QU 27 
5QU C28 C19 C 0 1 Y N N 20.998 40.787 -4.366  5.251  0.260  0.591  C28 5QU 28 
5QU H1  H1  H 0 1 N N N 15.171 39.141 -5.698  -2.997 3.072  2.816  H1  5QU 29 
5QU H2  H2  H 0 1 N N N 15.562 40.695 -5.384  -1.617 2.370  3.424  H2  5QU 30 
5QU H4  H4  H 0 1 N N N 19.014 40.377 -6.441  1.588  1.234  -0.142 H4  5QU 31 
5QU H5  H5  H 0 1 N N N 22.372 38.076 -9.201  1.946  -3.626 0.643  H5  5QU 32 
5QU H6  H6  H 0 1 N N N 22.795 42.199 -6.869  3.368  1.333  -2.009 H6  5QU 33 
5QU H7  H7  H 0 1 N N N 15.438 39.589 -7.879  -2.767 0.860  1.901  H7  5QU 34 
5QU H8  H8  H 0 1 N N N 13.739 41.207 -11.871 -6.114 0.902  -2.211 H8  5QU 35 
5QU H9  H9  H 0 1 N N N 14.752 39.927 -11.121 -6.766 0.892  -0.555 H9  5QU 36 
5QU H10 H10 H 0 1 N N N 14.083 41.252 -10.108 -5.372 1.924  -0.957 H10 5QU 37 
5QU H11 H11 H 0 1 N N N 19.544 43.941 -11.620 -1.439 -1.773 0.814  H11 5QU 38 
5QU H12 H12 H 0 1 N N N 19.134 43.636 -9.898  -1.699 -2.925 -0.517 H12 5QU 39 
5QU H13 H13 H 0 1 N N N 19.801 42.311 -10.911 -1.060 -1.299 -0.859 H13 5QU 40 
5QU H14 H14 H 0 1 N N N 18.383 41.471 -9.141  -2.857 1.395  -2.160 H14 5QU 41 
5QU H15 H15 H 0 1 N N N 16.379 39.283 -9.852  -0.985 -0.199 -1.827 H15 5QU 42 
5QU H16 H16 H 0 1 N N N 18.091 39.375 -10.388 -0.504 1.444  -1.345 H16 5QU 43 
5QU H17 H17 H 0 1 N N N 17.660 37.813 -8.505  -1.569 -0.635 0.604  H17 5QU 44 
5QU H18 H18 H 0 1 N N N 16.644 38.340 -6.779  -0.312 0.925  2.106  H18 5QU 45 
5QU H20 H20 H 0 1 N N N 22.518 43.301 -2.805  7.233  2.382  -0.908 H20 5QU 46 
5QU H21 H21 H 0 1 N N N 20.312 39.977 -4.165  5.239  -0.400 1.446  H21 5QU 47 
# 
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 
5QU N6  O5  SING Y N 1  
5QU N6  C2  DOUB Y N 2  
5QU O5  C4  SING Y N 3  
5QU C2  C1  SING N N 4  
5QU C2  C3  SING Y N 5  
5QU C4  C7  SING N N 6  
5QU C4  C3  DOUB Y N 7  
5QU C3  C8  SING N N 8  
5QU F21 C20 SING N N 9  
5QU C9  C8  SING N N 10 
5QU C9  C10 SING N N 11 
5QU C8  S13 SING N N 12 
5QU C20 C19 DOUB Y N 13 
5QU C20 C15 SING Y N 14 
5QU C19 C18 SING Y N 15 
5QU C10 C15 SING N N 16 
5QU C10 N11 SING N N 17 
5QU C15 C16 DOUB Y N 18 
5QU S13 C12 SING N N 19 
5QU C18 F22 SING N N 20 
5QU C18 C17 DOUB Y N 21 
5QU C12 N11 SING N N 22 
5QU C12 N14 SING N N 23 
5QU C16 C17 SING Y N 24 
5QU C17 C23 SING N N 25 
5QU C24 C23 DOUB Y N 26 
5QU C24 N25 SING Y N 27 
5QU C23 C28 SING Y N 28 
5QU N25 C26 DOUB Y N 29 
5QU C28 N27 DOUB Y N 30 
5QU C26 N27 SING Y N 31 
5QU N14 H1  SING N N 32 
5QU N14 H2  SING N N 33 
5QU C16 H4  SING N N 34 
5QU C19 H5  SING N N 35 
5QU C24 H6  SING N N 36 
5QU C12 H7  SING N N 37 
5QU C1  H8  SING N N 38 
5QU C1  H9  SING N N 39 
5QU C1  H10 SING N N 40 
5QU C7  H11 SING N N 41 
5QU C7  H12 SING N N 42 
5QU C7  H13 SING N N 43 
5QU C8  H14 SING N N 44 
5QU C9  H15 SING N N 45 
5QU C9  H16 SING N N 46 
5QU C10 H17 SING N N 47 
5QU N11 H18 SING N N 48 
5QU C26 H20 SING N N 49 
5QU C28 H21 SING N N 50 
# 
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 
5QU InChI            InChI                1.03  "InChI=1S/C19H19F2N5OS/c1-9-18(10(2)27-26-9)17-5-16(25-19(22)28-17)13-3-12(14(20)4-15(13)21)11-6-23-8-24-7-11/h3-4,6-8,16-17,19,25H,5,22H2,1-2H3/t16-,17-,19+/m0/s1" 
5QU InChIKey         InChI                1.03  QXXCXVMLHLDXDN-JENIJYKNSA-N                                                                                                                                          
5QU SMILES_CANONICAL CACTVS               3.385 "Cc1onc(C)c1[C@@H]2C[C@H](N[C@@H](N)S2)c3cc(c(F)cc3F)c4cncnc4"                                                                                                       
5QU SMILES           CACTVS               3.385 "Cc1onc(C)c1[CH]2C[CH](N[CH](N)S2)c3cc(c(F)cc3F)c4cncnc4"                                                                                                            
5QU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1c(c(on1)C)[C@@H]2C[C@H](N[C@H](S2)N)c3cc(c(cc3F)F)c4cncnc4"                                                                                                      
5QU SMILES           "OpenEye OEToolkits" 2.0.4 "Cc1c(c(on1)C)C2CC(NC(S2)N)c3cc(c(cc3F)F)c4cncnc4"                                                                                                                   
# 
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 
5QU "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{R},4~{S},6~{S})-4-[2,4-bis(fluoranyl)-5-pyrimidin-5-yl-phenyl]-6-(3,5-dimethyl-1,2-oxazol-4-yl)-1,3-thiazinan-2-amine" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
5QU "Create component" 2015-11-11 RCSB 
5QU "Initial release"  2016-10-05 RCSB 
# 
