data_JJV
# 
_chem_comp.id                                    JJV 
_chem_comp.name                                  "(6S)-6-(4-cyano-2-methylsulfonyl-phenyl)-4-methyl-2-oxidanylidene-3-[3-(trifluoromethyl)phenyl]-1,6-dihydropyrimidine-5-carbonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H15 F3 N4 O3 S" 
_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                        460.429 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     JJV 
_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        5A0C 
_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 
JJV C28  C28  C 0 1 N N N 12.831 7.095  16.248 3.294  2.584  -1.832 C28  JJV 1  
JJV S26  S26  S 0 1 N N N 12.688 5.873  17.159 3.924  2.020  -0.227 S26  JJV 2  
JJV O27  O27  O 0 1 N N N 11.560 4.963  17.262 5.325  2.242  -0.135 O27  JJV 3  
JJV O29  O29  O 0 1 N N N 13.776 4.790  16.677 3.049  2.419  0.820  O29  JJV 4  
JJV C4   C4   C 0 1 Y N N 13.150 6.193  18.887 3.764  0.267  -0.283 C4   JJV 5  
JJV C2   C2   C 0 1 Y N N 12.403 5.561  19.945 4.892  -0.528 -0.289 C2   JJV 6  
JJV C1   C1   C 0 1 Y N N 12.757 5.803  21.252 4.763  -1.917 -0.333 C1   JJV 7  
JJV C31  C31  C 0 1 N N N 12.013 5.175  22.339 5.929  -2.748 -0.340 C31  JJV 8  
JJV N30  N30  N 0 1 N N N 11.448 4.699  23.179 6.854  -3.407 -0.345 N30  JJV 9  
JJV C3   C3   C 0 1 Y N N 13.798 6.641  21.518 3.491  -2.493 -0.371 C3   JJV 10 
JJV C5   C5   C 0 1 Y N N 14.491 7.304  20.523 2.372  -1.687 -0.364 C5   JJV 11 
JJV C6   C6   C 0 1 Y N N 14.171 7.116  19.171 2.507  -0.311 -0.315 C6   JJV 12 
JJV C22  C22  C 0 1 N N S 14.992 7.937  18.090 1.279  0.563  -0.301 C22  JJV 13 
JJV C9   C9   C 0 1 N N N 16.485 7.888  18.196 0.669  0.489  1.084  C9   JJV 14 
JJV C11  C11  C 0 1 N N N 17.202 8.929  18.727 -0.606 0.064  1.186  C11  JJV 15 
JJV C25  C25  C 0 1 N N N 18.686 8.775  18.984 -1.251 -0.024 2.546  C25  JJV 16 
JJV C24  C24  C 0 1 N N N 17.061 6.638  17.840 1.422  0.858  2.245  C24  JJV 17 
JJV N32  N32  N 0 1 N N N 17.527 5.653  17.558 2.019  1.151  3.166  N32  JJV 18 
JJV N7   N7   N 0 1 N N N 14.468 9.308  18.358 0.424  0.162  -1.431 N7   JJV 19 
JJV C8   C8   C 0 1 N N N 15.241 10.283 18.936 -0.835 -0.242 -1.171 C8   JJV 20 
JJV O23  O23  O 0 1 N N N 14.755 11.371 19.249 -1.548 -0.575 -2.098 O23  JJV 21 
JJV N10  N10  N 0 1 N N N 16.574 10.069 19.177 -1.326 -0.289 0.074  N10  JJV 22 
JJV C12  C12  C 0 1 Y N N 17.251 11.083 19.866 -2.646 -0.722 0.249  C12  JJV 23 
JJV C13  C13  C 0 1 Y N N 17.388 10.910 21.230 -3.702 0.076  -0.172 C13  JJV 24 
JJV C14  C14  C 0 1 Y N N 17.738 12.227 19.311 -2.902 -1.952 0.839  C14  JJV 25 
JJV C16  C16  C 0 1 Y N N 18.343 13.206 20.132 -4.206 -2.376 1.010  C16  JJV 26 
JJV C17  C17  C 0 1 Y N N 18.523 12.997 21.490 -5.254 -1.578 0.594  C17  JJV 27 
JJV C15  C15  C 0 1 Y N N 17.960 11.840 22.089 -5.003 -0.354 0.001  C15  JJV 28 
JJV C18  C18  C 0 1 N N N 18.078 11.600 23.601 -6.149 0.512  -0.455 C18  JJV 29 
JJV F20  F20  F 0 1 N N N 19.207 12.162 24.144 -6.470 0.199  -1.781 F20  JJV 30 
JJV F21  F21  F 0 1 N N N 17.096 12.221 24.177 -7.261 0.281  0.361  F21  JJV 31 
JJV F19  F19  F 0 1 N N N 18.017 10.311 23.986 -5.779 1.858  -0.370 F19  JJV 32 
JJV H281 H281 H 0 0 N N N 13.810 7.566  16.417 3.860  2.107  -2.632 H281 JJV 33 
JJV H282 H282 H 0 0 N N N 12.752 6.780  15.197 2.241  2.318  -1.923 H282 JJV 34 
JJV H283 H283 H 0 0 N N N 12.033 7.817  16.475 3.402  3.666  -1.905 H283 JJV 35 
JJV H2   H2   H 0 1 N N N 11.576 4.906  19.715 5.872  -0.076 -0.261 H2   JJV 36 
JJV H3   H3   H 0 1 N N N 14.093 6.793  22.546 3.384  -3.567 -0.405 H3   JJV 37 
JJV H5   H5   H 0 1 N N N 15.292 7.977  20.791 1.388  -2.131 -0.393 H5   JJV 38 
JJV H22  H22  H 0 1 N N N 14.680 7.608  17.088 1.600  1.591  -0.472 H22  JJV 39 
JJV H7   H7   H 0 1 N N N 13.524 9.523  18.109 0.760  0.189  -2.341 H7   JJV 40 
JJV H251 H251 H 0 0 N N N 19.084 9.709  19.408 -0.530 0.263  3.310  H251 JJV 41 
JJV H252 H252 H 0 0 N N N 18.852 7.950  19.693 -2.109 0.647  2.585  H252 JJV 42 
JJV H253 H253 H 0 0 N N N 19.201 8.554  18.037 -1.582 -1.047 2.725  H253 JJV 43 
JJV H13  H13  H 0 1 N N N 17.025 9.987  21.658 -3.506 1.032  -0.635 H13  JJV 44 
JJV H14  H14  H 0 1 N N N 17.662 12.386 18.245 -2.083 -2.577 1.164  H14  JJV 45 
JJV H16  H16  H 0 1 N N N 18.672 14.136 19.692 -4.405 -3.333 1.469  H16  JJV 46 
JJV H17  H17  H 0 1 N N N 19.083 13.704 22.084 -6.273 -1.912 0.728  H17  JJV 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 
JJV C28 S26  SING N N 1  
JJV S26 O27  DOUB N N 2  
JJV S26 O29  DOUB N N 3  
JJV S26 C4   SING N N 4  
JJV C4  C2   SING Y N 5  
JJV C4  C6   DOUB Y N 6  
JJV C2  C1   DOUB Y N 7  
JJV C1  C31  SING N N 8  
JJV C1  C3   SING Y N 9  
JJV C31 N30  TRIP N N 10 
JJV C3  C5   DOUB Y N 11 
JJV C5  C6   SING Y N 12 
JJV C6  C22  SING N N 13 
JJV C22 C9   SING N N 14 
JJV C22 N7   SING N N 15 
JJV C9  C11  DOUB N N 16 
JJV C9  C24  SING N N 17 
JJV C11 C25  SING N N 18 
JJV C11 N10  SING N N 19 
JJV C24 N32  TRIP N N 20 
JJV N7  C8   SING N N 21 
JJV C8  O23  DOUB N N 22 
JJV C8  N10  SING N N 23 
JJV N10 C12  SING N N 24 
JJV C12 C13  SING Y N 25 
JJV C12 C14  DOUB Y N 26 
JJV C13 C15  DOUB Y N 27 
JJV C14 C16  SING Y N 28 
JJV C16 C17  DOUB Y N 29 
JJV C17 C15  SING Y N 30 
JJV C15 C18  SING N N 31 
JJV C18 F20  SING N N 32 
JJV C18 F21  SING N N 33 
JJV C18 F19  SING N N 34 
JJV C28 H281 SING N N 35 
JJV C28 H282 SING N N 36 
JJV C28 H283 SING N N 37 
JJV C2  H2   SING N N 38 
JJV C3  H3   SING N N 39 
JJV C5  H5   SING N N 40 
JJV C22 H22  SING N N 41 
JJV N7  H7   SING N N 42 
JJV C25 H251 SING N N 43 
JJV C25 H252 SING N N 44 
JJV C25 H253 SING N N 45 
JJV C13 H13  SING N N 46 
JJV C14 H14  SING N N 47 
JJV C16 H16  SING N N 48 
JJV C17 H17  SING N N 49 
# 
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 
JJV InChI            InChI                1.03  "InChI=1S/C21H15F3N4O3S/c1-12-17(11-26)19(16-7-6-13(10-25)8-18(16)32(2,30)31)27-20(29)28(12)15-5-3-4-14(9-15)21(22,23)24/h3-9,19H,1-2H3,(H,27,29)/t19-/m1/s1" 
JJV InChIKey         InChI                1.03  WQASVWJQEKONLG-LJQANCHMSA-N                                                                                                                                   
JJV SMILES_CANONICAL CACTVS               3.385 "CC1=C(C#N)[C@H](NC(=O)N1c2cccc(c2)C(F)(F)F)c3ccc(cc3[S](C)(=O)=O)C#N"                                                                                        
JJV SMILES           CACTVS               3.385 "CC1=C(C#N)[CH](NC(=O)N1c2cccc(c2)C(F)(F)F)c3ccc(cc3[S](C)(=O)=O)C#N"                                                                                         
JJV SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC1=C([C@H](NC(=O)N1c2cccc(c2)C(F)(F)F)c3ccc(cc3S(=O)(=O)C)C#N)C#N"                                                                                          
JJV SMILES           "OpenEye OEToolkits" 1.7.6 "CC1=C(C(NC(=O)N1c2cccc(c2)C(F)(F)F)c3ccc(cc3S(=O)(=O)C)C#N)C#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 
JJV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(6S)-6-(4-cyano-2-methylsulfonyl-phenyl)-4-methyl-2-oxidanylidene-3-[3-(trifluoromethyl)phenyl]-1,6-dihydropyrimidine-5-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 
JJV "Create component" 2015-04-17 EBI  
JJV "Initial release"  2015-08-19 RCSB 
# 
