data_YKN
# 
_chem_comp.id                                    YKN 
_chem_comp.name                                  "2-[DIFLUORO-[(4-METHYL-PYRIMIDINYL)-THIO]METHYL]-BENZOXAZOLE" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H9 F2 N3 O S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-05-31 
_chem_comp.pdbx_modified_date                    2011-08-12 
_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                        293.292 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YKN 
_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        2YKN 
_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 
YKN F10  F10  F 0 1 N N N 46.879 65.999 16.258 -0.367 1.364  -1.142 F10  YKN 1  
YKN C9   C9   C 0 1 N N N 46.571 64.783 15.822 -0.042 0.623  -0.001 C9   YKN 2  
YKN F11  F11  F 0 1 N N N 45.249 64.840 15.904 -0.367 1.362  1.142  F11  YKN 3  
YKN S12  S12  S 0 1 N N N 47.278 64.273 14.167 -0.975 -0.928 -0.002 S12  YKN 4  
YKN C13  C13  C 0 1 Y N N 48.967 64.420 14.368 -2.620 -0.296 -0.001 C13  YKN 5  
YKN N15  N15  N 0 1 Y N N 49.417 64.881 15.551 -3.639 -1.144 -0.001 N15  YKN 6  
YKN C16  C16  C 0 1 Y N N 50.720 65.079 15.825 -4.885 -0.702 -0.000 C16  YKN 7  
YKN C17  C17  C 0 1 N N N 51.044 65.586 17.221 -6.038 -1.673 -0.000 C17  YKN 8  
YKN C18  C18  C 0 1 Y N N 51.669 64.790 14.825 -5.119 0.665  0.001  C18  YKN 9  
YKN C19  C19  C 0 1 Y N N 51.164 64.307 13.609 -4.031 1.523  0.002  C19  YKN 10 
YKN N20  N20  N 0 1 Y N N 49.842 64.121 13.395 -2.809 1.016  0.005  N20  YKN 11 
YKN C8   C8   C 0 1 Y N N 46.985 63.936 16.979 1.434  0.322  -0.001 C8   YKN 12 
YKN N7   N7   N 0 1 Y N N 47.387 64.431 18.168 2.375  1.217  -0.001 N7   YKN 13 
YKN C6   C6   C 0 1 Y N N 47.631 63.337 18.946 3.581  0.587  -0.001 C6   YKN 14 
YKN C5   C5   C 0 1 Y N N 48.099 63.153 20.245 4.904  1.032  0.000  C5   YKN 15 
YKN C4   C4   C 0 1 Y N N 48.269 61.855 20.712 5.932  0.116  0.001  C4   YKN 16 
YKN C3   C3   C 0 1 Y N N 47.912 60.814 19.865 5.661  -1.244 0.000  C3   YKN 17 
YKN C2   C2   C 0 1 Y N N 47.437 60.976 18.599 4.359  -1.698 -0.001 C2   YKN 18 
YKN C1   C1   C 0 1 Y N N 47.326 62.259 18.161 3.311  -0.790 -0.001 C1   YKN 19 
YKN O14  O14  O 0 1 Y N N 46.917 62.601 16.971 1.965  -0.911 0.004  O14  YKN 20 
YKN H171 H171 H 0 0 N N N 50.112 65.709 17.792 -6.316 -1.907 1.027  H171 YKN 21 
YKN H172 H172 H 0 0 N N N 51.695 64.861 17.732 -6.890 -1.225 -0.513 H172 YKN 22 
YKN H173 H173 H 0 0 N N N 51.560 66.555 17.148 -5.744 -2.587 -0.515 H173 YKN 23 
YKN H18  H18  H 0 1 N N N 52.727 64.933 14.986 -6.127 1.052  0.002  H18  YKN 24 
YKN H19  H19  H 0 1 N N N 51.857 64.075 12.814 -4.178 2.593  0.002  H19  YKN 25 
YKN H5   H5   H 0 1 N N N 48.325 64.000 20.875 5.120  2.090  0.000  H5   YKN 26 
YKN H4   H4   H 0 1 N N N 48.665 61.663 21.698 6.956  0.459  0.001  H4   YKN 27 
YKN H3   H3   H 0 1 N N N 48.019 59.805 20.236 6.476  -1.953 -0.000 H3   YKN 28 
YKN H2   H2   H 0 1 N N N 47.164 60.135 17.979 4.156  -2.759 -0.002 H2   YKN 29 
# 
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 
YKN F10 C9   SING N N 1  
YKN C9  F11  SING N N 2  
YKN C9  S12  SING N N 3  
YKN C9  C8   SING N N 4  
YKN S12 C13  SING N N 5  
YKN C13 N15  SING Y N 6  
YKN C13 N20  DOUB Y N 7  
YKN N15 C16  DOUB Y N 8  
YKN C16 C17  SING N N 9  
YKN C16 C18  SING Y N 10 
YKN C18 C19  DOUB Y N 11 
YKN C19 N20  SING Y N 12 
YKN C8  N7   DOUB Y N 13 
YKN C8  O14  SING Y N 14 
YKN N7  C6   SING Y N 15 
YKN C6  C5   SING Y N 16 
YKN C6  C1   DOUB Y N 17 
YKN C5  C4   DOUB Y N 18 
YKN C4  C3   SING Y N 19 
YKN C3  C2   DOUB Y N 20 
YKN C2  C1   SING Y N 21 
YKN C1  O14  SING Y N 22 
YKN C17 H171 SING N N 23 
YKN C17 H172 SING N N 24 
YKN C17 H173 SING N N 25 
YKN C18 H18  SING N N 26 
YKN C19 H19  SING N N 27 
YKN C5  H5   SING N N 28 
YKN C4  H4   SING N N 29 
YKN C3  H3   SING N N 30 
YKN C2  H2   SING N N 31 
# 
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 
YKN SMILES           ACDLabs              12.01 "FC(F)(Sc1nc(ccn1)C)c2nc3ccccc3o2"                                                          
YKN SMILES_CANONICAL CACTVS               3.370 "Cc1ccnc(SC(F)(F)c2oc3ccccc3n2)n1"                                                          
YKN SMILES           CACTVS               3.370 "Cc1ccnc(SC(F)(F)c2oc3ccccc3n2)n1"                                                          
YKN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1ccnc(n1)SC(c2nc3ccccc3o2)(F)F"                                                          
YKN SMILES           "OpenEye OEToolkits" 1.7.2 "Cc1ccnc(n1)SC(c2nc3ccccc3o2)(F)F"                                                          
YKN InChI            InChI                1.03  "InChI=1S/C13H9F2N3OS/c1-8-6-7-16-12(17-8)20-13(14,15)11-18-9-4-2-3-5-10(9)19-11/h2-7H,1H3" 
YKN InChIKey         InChI                1.03  VJAIXDQDRKEAAZ-UHFFFAOYSA-N                                                                 
# 
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 
YKN "SYSTEMATIC NAME" ACDLabs              12.01 "2-{difluoro[(4-methylpyrimidin-2-yl)sulfanyl]methyl}-1,3-benzoxazole"       
YKN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "2-[bis(fluoranyl)-(4-methylpyrimidin-2-yl)sulfanyl-methyl]-1,3-benzoxazole" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YKN "Create component"     2011-05-28 EBI  
YKN "Modify aromatic_flag" 2011-06-04 RCSB 
YKN "Modify descriptor"    2011-06-04 RCSB 
# 
