data_JJS
# 
_chem_comp.id                                    JJS 
_chem_comp.name                                  "5-[(6R)-5-ethanoyl-4-methyl-2-oxidanylidene-3-[3-(trifluoromethyl)phenyl]-1,6-dihydropyrimidin-6-yl]pyridine-2-carbonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H15 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                     2015-04-17 
_chem_comp.pdbx_modified_date                    2015-08-14 
_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                        400.354 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JJS 
_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        5A0A 
_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 
JJS F25  F25  F 0 1 N N N -10.305 33.302 1.254  -5.986 1.658  -0.555 F25  JJS 1  
JJS C24  C24  C 0 1 N N N -10.043 34.021 0.174  -4.590 1.749  -0.540 C24  JJS 2  
JJS F27  F27  F 0 1 N N N -10.916 35.011 0.060  -4.125 1.998  -1.836 F27  JJS 3  
JJS F26  F26  F 0 1 N N N -10.192 33.245 -0.868 -4.200 2.794  0.304  F26  JJS 4  
JJS C20  C20  C 0 1 Y N N -8.638  34.620 0.222  -4.008 0.453  -0.037 C20  JJS 5  
JJS C21  C21  C 0 1 Y N N -8.067  34.983 1.448  -4.845 -0.588 0.321  C21  JJS 6  
JJS C22  C22  C 0 1 Y N N -6.796  35.561 1.522  -4.315 -1.778 0.783  C22  JJS 7  
JJS C23  C23  C 0 1 Y N N -6.095  35.778 0.334  -2.947 -1.931 0.888  C23  JJS 8  
JJS C19  C19  C 0 1 Y N N -7.927  34.810 -0.955 -2.638 0.304  0.060  C19  JJS 9  
JJS C18  C18  C 0 1 Y N N -6.644  35.396 -0.906 -2.103 -0.889 0.529  C18  JJS 10 
JJS N4   N4   N 0 1 N N N -5.916  35.581 -2.127 -0.715 -1.041 0.634  N4   JJS 11 
JJS C3   C3   C 0 1 N N N -5.938  36.823 -2.653 -0.134 -0.750 1.805  C3   JJS 12 
JJS O29  O29  O 0 1 N N N -6.558  37.701 -2.083 -0.829 -0.366 2.726  O29  JJS 13 
JJS C5   C5   C 0 1 N N N -5.138  34.592 -2.665 -0.031 -1.484 -0.460 C5   JJS 14 
JJS C28  C28  C 0 1 N N N -4.874  33.357 -1.823 -0.781 -1.789 -1.730 C28  JJS 15 
JJS C6   C6   C 0 1 N N N -4.614  34.726 -3.914 1.314  -1.652 -0.422 C6   JJS 16 
JJS C15  C15  C 0 1 N N N -3.744  33.724 -4.587 2.021  -2.106 -1.548 C15  JJS 17 
JJS O16  O16  O 0 1 N N N -3.265  32.774 -3.979 1.437  -2.301 -2.595 O16  JJS 18 
JJS C17  C17  C 0 1 N N N -3.441  33.897 -6.061 3.505  -2.352 -1.456 C17  JJS 19 
JJS C1   C1   C 0 1 N N R -4.910  35.967 -4.702 2.027  -1.332 0.876  C1   JJS 20 
JJS N2   N2   N 0 1 N N N -5.284  37.074 -3.805 1.194  -0.867 1.998  N2   JJS 21 
JJS C7   C7   C 0 1 Y N N -6.050  35.827 -5.664 3.061  -0.274 0.589  C7   JJS 22 
JJS C8   C8   C 0 1 Y N N -5.999  36.527 -6.872 2.671  1.005  0.230  C8   JJS 23 
JJS N9   N9   N 0 1 Y N N -7.062  36.481 -7.793 3.564  1.938  -0.023 N9   JJS 24 
JJS C10  C10  C 0 1 Y N N -8.168  35.689 -7.481 4.867  1.694  0.055  C10  JJS 25 
JJS C13  C13  C 0 1 N N N -9.142  35.640 -8.330 5.804  2.740  -0.228 C13  JJS 26 
JJS N14  N14  N 0 1 N N N -10.005 35.604 -9.101 6.547  3.570  -0.453 N14  JJS 27 
JJS C11  C11  C 0 1 Y N N -8.209  34.965 -6.283 5.331  0.429  0.412  C11  JJS 28 
JJS C12  C12  C 0 1 Y N N -7.169  35.035 -5.372 4.412  -0.571 0.689  C12  JJS 29 
JJS H21  H21  H 0 1 N N N -8.622  34.812 2.359  -5.916 -0.470 0.239  H21  JJS 30 
JJS H19  H19  H 0 1 N N N -8.353  34.511 -1.902 -1.985 1.115  -0.224 H19  JJS 31 
JJS H22  H22  H 0 1 N N N -6.367  35.833 2.475  -4.972 -2.589 1.062  H22  JJS 32 
JJS H23  H23  H 0 1 N N N -5.121  36.244 0.366  -2.533 -2.861 1.249  H23  JJS 33 
JJS H2   H2   H 0 1 N N N -5.052  38.015 -4.051 1.593  -0.650 2.855  H2   JJS 34 
JJS H281 H281 H 0 0 N N N -4.238  32.658 -2.386 -1.849 -1.643 -1.566 H281 JJS 35 
JJS H282 H282 H 0 0 N N N -4.363  33.649 -0.894 -0.441 -1.123 -2.523 H282 JJS 36 
JJS H283 H283 H 0 0 N N N -5.829  32.869 -1.579 -0.597 -2.824 -2.021 H283 JJS 37 
JJS H1   H1   H 0 1 N N N -4.008  36.251 -5.264 2.552  -2.230 1.201  H1   JJS 38 
JJS H171 H171 H 0 0 N N N -2.784  33.082 -6.399 3.705  -3.084 -0.673 H171 JJS 39 
JJS H172 H172 H 0 0 N N N -4.380  33.872 -6.634 3.870  -2.733 -2.410 H172 JJS 40 
JJS H173 H173 H 0 0 N N N -2.939  34.863 -6.221 4.015  -1.418 -1.219 H173 JJS 41 
JJS H8   H8   H 0 1 N N N -5.124  37.117 -7.104 1.620  1.240  0.155  H8   JJS 42 
JJS H12  H12  H 0 1 N N N -7.219  34.484 -4.444 4.741  -1.559 0.972  H12  JJS 43 
JJS H11  H11  H 0 1 N N N -9.065  34.343 -6.067 6.391  0.232  0.475  H11  JJS 44 
# 
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 
JJS F25 C24  SING N N 1  
JJS C24 F27  SING N N 2  
JJS C24 F26  SING N N 3  
JJS C24 C20  SING N N 4  
JJS C20 C21  SING Y N 5  
JJS C20 C19  DOUB Y N 6  
JJS C21 C22  DOUB Y N 7  
JJS C22 C23  SING Y N 8  
JJS C23 C18  DOUB Y N 9  
JJS C19 C18  SING Y N 10 
JJS C18 N4   SING N N 11 
JJS N4  C3   SING N N 12 
JJS N4  C5   SING N N 13 
JJS C3  O29  DOUB N N 14 
JJS C3  N2   SING N N 15 
JJS C5  C28  SING N N 16 
JJS C5  C6   DOUB N N 17 
JJS C6  C15  SING N N 18 
JJS C6  C1   SING N N 19 
JJS C15 O16  DOUB N N 20 
JJS C15 C17  SING N N 21 
JJS C1  N2   SING N N 22 
JJS C1  C7   SING N N 23 
JJS C7  C8   SING Y N 24 
JJS C7  C12  DOUB Y N 25 
JJS C8  N9   DOUB Y N 26 
JJS N9  C10  SING Y N 27 
JJS C10 C13  SING N N 28 
JJS C10 C11  DOUB Y N 29 
JJS C13 N14  TRIP N N 30 
JJS C11 C12  SING Y N 31 
JJS C21 H21  SING N N 32 
JJS C19 H19  SING N N 33 
JJS C22 H22  SING N N 34 
JJS C23 H23  SING N N 35 
JJS N2  H2   SING N N 36 
JJS C28 H281 SING N N 37 
JJS C28 H282 SING N N 38 
JJS C28 H283 SING N N 39 
JJS C1  H1   SING N N 40 
JJS C17 H171 SING N N 41 
JJS C17 H172 SING N N 42 
JJS C17 H173 SING N N 43 
JJS C8  H8   SING N N 44 
JJS C12 H12  SING N N 45 
JJS C11 H11  SING N N 46 
# 
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 
JJS InChI            InChI                1.03  "InChI=1S/C20H15F3N4O2/c1-11-17(12(2)28)18(13-6-7-15(9-24)25-10-13)26-19(29)27(11)16-5-3-4-14(8-16)20(21,22)23/h3-8,10,18H,1-2H3,(H,26,29)/t18-/m1/s1" 
JJS InChIKey         InChI                1.03  PGIVGIFOWOVINL-GOSISDBHSA-N                                                                                                                            
JJS SMILES_CANONICAL CACTVS               3.385 "CC(=O)C1=C(C)N(C(=O)N[C@@H]1c2ccc(nc2)C#N)c3cccc(c3)C(F)(F)F"                                                                                         
JJS SMILES           CACTVS               3.385 "CC(=O)C1=C(C)N(C(=O)N[CH]1c2ccc(nc2)C#N)c3cccc(c3)C(F)(F)F"                                                                                           
JJS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=C([C@H](NC(=O)N1c2cccc(c2)C(F)(F)F)c3ccc(nc3)C#N)C(=O)C"                                                                                          
JJS SMILES           "OpenEye OEToolkits" 1.7.6 "CC1=C(C(NC(=O)N1c2cccc(c2)C(F)(F)F)c3ccc(nc3)C#N)C(=O)C"                                                                                              
# 
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 
JJS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-[(6R)-5-ethanoyl-4-methyl-2-oxidanylidene-3-[3-(trifluoromethyl)phenyl]-1,6-dihydropyrimidin-6-yl]pyridine-2-carbonitrile" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
JJS "Create component" 2015-04-17 EBI  
JJS "Initial release"  2015-08-19 RCSB 
# 
