data_U9U
# 
_chem_comp.id                                    U9U 
_chem_comp.name                                  "5-hydroxy-6-oxo-N-[2-(pyridin-4-yl)ethyl]-2-{[2-(trifluoromethyl)phenyl]methyl}-3,6-dihydropyrimidine-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H17 F3 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-08-15 
_chem_comp.pdbx_modified_date                    2022-09-09 
_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                        418.369 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     U9U 
_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        8E21 
_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 
U9U C20 C1  C 0 1 N N N 43.196 14.364 14.726 4.009  -0.286 0.046  C20 U9U 1  
U9U C21 C2  C 0 1 N N N 43.319 13.489 13.482 4.593  1.064  -0.375 C21 U9U 2  
U9U C22 C3  C 0 1 Y N N 42.315 13.888 12.399 6.096  1.014  -0.277 C22 U9U 3  
U9U C23 C4  C 0 1 Y N N 41.987 15.220 12.177 6.864  0.613  -1.359 C23 U9U 4  
U9U C24 C5  C 0 1 Y N N 41.066 15.517 11.184 8.240  0.579  -1.233 C24 U9U 5  
U9U C26 C6  C 0 1 Y N N 40.798 13.291 10.650 8.123  1.316  0.947  C26 U9U 6  
U9U C29 C7  C 0 1 N N N 39.739 15.984 18.095 -0.390 -2.438 0.298  C29 U9U 7  
U9U C02 C8  C 0 1 N N N 38.347 16.041 18.628 -1.844 -2.357 0.077  C02 U9U 8  
U9U C04 C9  C 0 1 N N N 37.602 14.465 16.780 -1.614 -0.147 -0.539 C04 U9U 9  
U9U C05 C10 C 0 1 N N N 36.492 13.671 16.095 -2.259 1.135  -1.001 C05 U9U 10 
U9U C06 C11 C 0 1 Y N N 36.999 12.249 15.860 -3.745 0.927  -1.142 C06 U9U 11 
U9U C07 C12 C 0 1 Y N N 37.354 11.800 14.588 -4.571 1.069  -0.042 C07 U9U 12 
U9U C08 C13 C 0 1 N N N 37.261 12.697 13.346 -3.984 1.434  1.298  C08 U9U 13 
U9U C12 C14 C 0 1 Y N N 37.809 10.499 14.432 -5.933 0.879  -0.171 C12 U9U 14 
U9U C13 C15 C 0 1 Y N N 37.912 9.652  15.523 -6.471 0.545  -1.401 C13 U9U 15 
U9U C14 C16 C 0 1 Y N N 37.559 10.100 16.786 -5.646 0.402  -2.500 C14 U9U 16 
U9U C15 C17 C 0 1 Y N N 37.104 11.398 16.951 -4.284 0.598  -2.372 C15 U9U 17 
U9U C17 C18 C 0 1 N N N 40.045 15.157 16.897 0.353  -1.310 0.074  C17 U9U 18 
U9U C18 C19 C 0 1 N N N 41.479 15.126 16.375 1.815  -1.321 0.275  C18 U9U 19 
U9U C27 C20 C 0 1 Y N N 41.707 12.913 11.623 6.744  1.374  0.895  C27 U9U 20 
U9U F09 F1  F 0 1 N N N 37.695 11.988 12.262 -3.068 0.451  1.688  F09 U9U 21 
U9U F10 F2  F 0 1 N N N 35.968 13.083 13.127 -3.332 2.668  1.201  F10 U9U 22 
U9U F11 F3  F 0 1 N N N 38.055 13.800 13.488 -5.008 1.520  2.247  F11 U9U 23 
U9U N03 N1  N 0 1 N N N 37.291 15.289 17.976 -2.370 -1.193 -0.336 N03 U9U 24 
U9U N16 N2  N 0 1 N N N 38.988 14.406 16.246 -0.289 -0.166 -0.343 N16 U9U 25 
U9U N19 N3  N 0 1 N N N 41.824 14.356 15.198 2.548  -0.237 -0.048 N19 U9U 26 
U9U N25 N4  N 0 1 Y N N 40.509 14.564 10.461 8.822  0.924  -0.101 N25 U9U 27 
U9U O01 O1  O 0 1 N N N 38.100 16.698 19.580 -2.557 -3.330 0.264  O01 U9U 28 
U9U O28 O2  O 0 1 N N N 42.318 15.751 16.930 2.359  -2.307 0.734  O28 U9U 29 
U9U O30 O3  O 0 1 N N N 40.773 16.703 18.707 0.192  -3.589 0.714  O30 U9U 30 
U9U H1  H1  H 0 1 N N N 43.856 13.973 15.514 4.390  -1.067 -0.611 H1  U9U 31 
U9U H2  H2  H 0 1 N N N 43.491 15.394 14.479 4.300  -0.502 1.074  H2  U9U 32 
U9U H3  H3  H 0 1 N N N 43.138 12.442 13.765 4.302  1.281  -1.403 H3  U9U 33 
U9U H4  H4  H 0 1 N N N 44.337 13.589 13.077 4.212  1.846  0.283  H4  U9U 34 
U9U H5  H5  H 0 1 N N N 42.439 16.006 12.764 6.394  0.329  -2.289 H5  U9U 35 
U9U H6  H6  H 0 1 N N N 40.800 16.547 10.999 8.846  0.267  -2.071 H6  U9U 36 
U9U H7  H7  H 0 1 N N N 40.321 12.537 10.041 8.635  1.595  1.856  H7  U9U 37 
U9U H8  H8  H 0 1 N N N 36.238 14.140 15.133 -2.070 1.921  -0.271 H8  U9U 38 
U9U H9  H9  H 0 1 N N N 35.600 13.647 16.738 -1.840 1.425  -1.965 H9  U9U 39 
U9U H10 H10 H 0 1 N N N 38.086 10.143 13.451 -6.578 0.991  0.688  H10 U9U 40 
U9U H11 H11 H 0 1 N N N 38.268 8.641  15.389 -7.536 0.396  -1.501 H11 U9U 41 
U9U H12 H12 H 0 1 N N N 37.638 9.440  17.638 -6.066 0.141  -3.460 H12 U9U 42 
U9U H13 H13 H 0 1 N N N 36.829 11.750 17.935 -3.639 0.491  -3.232 H13 U9U 43 
U9U H14 H14 H 0 1 N N N 41.940 11.870 11.776 6.177  1.695  1.756  H14 U9U 44 
U9U H15 H15 H 0 1 N N N 39.191 13.850 15.440 0.229  0.637  -0.508 H15 U9U 45 
U9U H16 H16 H 0 1 N N N 41.126 13.826 14.717 2.108  0.575  -0.344 H16 U9U 46 
U9U H17 H17 H 0 1 N N N 41.585 16.552 18.238 -0.428 -4.319 0.844  H17 U9U 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 
U9U N25 C26 DOUB Y N 1  
U9U N25 C24 SING Y N 2  
U9U C26 C27 SING Y N 3  
U9U C24 C23 DOUB Y N 4  
U9U C27 C22 DOUB Y N 5  
U9U C23 C22 SING Y N 6  
U9U F09 C08 SING N N 7  
U9U C22 C21 SING N N 8  
U9U F10 C08 SING N N 9  
U9U C08 F11 SING N N 10 
U9U C08 C07 SING N N 11 
U9U C21 C20 SING N N 12 
U9U C12 C07 DOUB Y N 13 
U9U C12 C13 SING Y N 14 
U9U C07 C06 SING Y N 15 
U9U C20 N19 SING N N 16 
U9U N19 C18 SING N N 17 
U9U C13 C14 DOUB Y N 18 
U9U C06 C05 SING N N 19 
U9U C06 C15 DOUB Y N 20 
U9U C05 C04 SING N N 21 
U9U N16 C04 SING N N 22 
U9U N16 C17 SING N N 23 
U9U C18 C17 SING N N 24 
U9U C18 O28 DOUB N N 25 
U9U C04 N03 DOUB N N 26 
U9U C14 C15 SING Y N 27 
U9U C17 C29 DOUB N N 28 
U9U N03 C02 SING N N 29 
U9U C29 C02 SING N N 30 
U9U C29 O30 SING N N 31 
U9U C02 O01 DOUB N N 32 
U9U C20 H1  SING N N 33 
U9U C20 H2  SING N N 34 
U9U C21 H3  SING N N 35 
U9U C21 H4  SING N N 36 
U9U C23 H5  SING N N 37 
U9U C24 H6  SING N N 38 
U9U C26 H7  SING N N 39 
U9U C05 H8  SING N N 40 
U9U C05 H9  SING N N 41 
U9U C12 H10 SING N N 42 
U9U C13 H11 SING N N 43 
U9U C14 H12 SING N N 44 
U9U C15 H13 SING N N 45 
U9U C27 H14 SING N N 46 
U9U N16 H15 SING N N 47 
U9U N19 H16 SING N N 48 
U9U O30 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 
U9U SMILES           ACDLabs              12.01 "FC(F)(F)c1ccccc1CC1=NC(=O)C(O)=C(N1)C(=O)NCCc1ccncc1"                                                                                                          
U9U InChI            InChI                1.06  "InChI=1S/C20H17F3N4O3/c21-20(22,23)14-4-2-1-3-13(14)11-15-26-16(17(28)19(30)27-15)18(29)25-10-7-12-5-8-24-9-6-12/h1-6,8-9,28H,7,10-11H2,(H,25,29)(H,26,27,30)" 
U9U InChIKey         InChI                1.06  FACMTIGIIYGQOE-UHFFFAOYSA-N                                                                                                                                     
U9U SMILES_CANONICAL CACTVS               3.385 "OC1=C(NC(=NC1=O)Cc2ccccc2C(F)(F)F)C(=O)NCCc3ccncc3"                                                                                                            
U9U SMILES           CACTVS               3.385 "OC1=C(NC(=NC1=O)Cc2ccccc2C(F)(F)F)C(=O)NCCc3ccncc3"                                                                                                            
U9U SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)CC2=NC(=O)C(=C(N2)C(=O)NCCc3ccncc3)O)C(F)(F)F"                                                                                                      
U9U SMILES           "OpenEye OEToolkits" 2.0.7 "c1ccc(c(c1)CC2=NC(=O)C(=C(N2)C(=O)NCCc3ccncc3)O)C(F)(F)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 
U9U "SYSTEMATIC NAME" ACDLabs              12.01 "5-hydroxy-6-oxo-N-[2-(pyridin-4-yl)ethyl]-2-{[2-(trifluoromethyl)phenyl]methyl}-3,6-dihydropyrimidine-4-carboxamide"        
U9U "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "5-oxidanyl-4-oxidanylidene-~{N}-(2-pyridin-4-ylethyl)-2-[[2-(trifluoromethyl)phenyl]methyl]-1~{H}-pyrimidine-6-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
U9U "Create component" 2022-08-15 RCSB 
U9U "Initial release"  2022-09-14 RCSB 
# 
