data_U0I
# 
_chem_comp.id                                    U0I 
_chem_comp.name                                  "5-hydroxy-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-6-oxo-2-{[2-(trifluoromethyl)phenyl]methyl}-1,6-dihydropyrimidine-4-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H20 F3 N3 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-08-01 
_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                        463.407 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     U0I 
_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        8DVO 
_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 
U0I C02 C1  C 0 1 N N N 15.545 39.191 -18.184 4.133  -2.793 0.119  C02 U0I 1  
U0I C04 C2  C 0 1 N N N 13.627 38.861 -16.542 3.712  -0.568 -0.492 C04 U0I 2  
U0I C05 C3  C 0 1 N N N 12.516 37.962 -15.907 4.254  0.787  -0.869 C05 U0I 3  
U0I C06 C4  C 0 1 Y N N 11.594 38.911 -15.081 3.108  1.732  -1.124 C06 U0I 4  
U0I C07 C5  C 0 1 Y N N 10.667 39.792 -15.703 2.524  2.411  -0.072 C07 U0I 5  
U0I C08 C6  C 0 1 N N N 10.485 39.892 -17.224 3.032  2.206  1.332  C08 U0I 6  
U0I C12 C7  C 0 1 Y N N 9.879  40.624 -14.917 1.473  3.278  -0.306 C12 U0I 7  
U0I C13 C8  C 0 1 Y N N 9.988  40.598 -13.528 1.006  3.466  -1.594 C13 U0I 8  
U0I C14 C9  C 0 1 Y N N 10.903 39.729 -12.916 1.591  2.787  -2.647 C14 U0I 9  
U0I C15 C10 C 0 1 Y N N 11.701 38.893 -13.700 2.645  1.925  -2.413 C15 U0I 10 
U0I C17 C11 C 0 1 N N N 14.790 41.138 -16.637 1.865  -1.913 -0.113 C17 U0I 11 
U0I C18 C12 C 0 1 N N N 14.946 42.587 -16.107 0.392  -2.054 -0.068 C18 U0I 12 
U0I C20 C13 C 0 1 N N N 14.313 44.382 -14.419 -1.852 -1.138 -0.312 C20 U0I 13 
U0I C21 C14 C 0 1 N N N 15.226 44.232 -13.169 -2.504 0.197  -0.678 C21 U0I 14 
U0I C22 C15 C 0 1 Y N N 15.501 42.715 -12.913 -4.003 0.053  -0.633 C22 U0I 15 
U0I C23 C16 C 0 1 Y N N 16.578 42.102 -13.534 -4.694 -0.337 -1.765 C23 U0I 16 
U0I C24 C17 C 0 1 Y N N 16.827 40.746 -13.344 -6.069 -0.470 -1.729 C24 U0I 17 
U0I C25 C18 C 0 1 Y N N 15.995 40.017 -12.521 -6.759 -0.213 -0.555 C25 U0I 18 
U0I C27 C19 C 0 1 Y N N 14.913 40.615 -11.890 -6.064 0.180  0.585  C27 U0I 19 
U0I C29 C20 C 0 1 N N N 13.723 40.535 -9.852  -5.958 0.832  2.870  C29 U0I 20 
U0I C30 C21 C 0 1 Y N N 14.662 41.972 -12.090 -4.685 0.306  0.543  C30 U0I 21 
U0I C32 C22 C 0 1 N N N 15.699 40.611 -17.703 2.680  -2.995 0.182  C32 U0I 22 
U0I F09 F1  F 0 1 N N N 11.513 40.623 -17.751 2.289  2.994  2.217  F09 U0I 23 
U0I F10 F2  F 0 1 N N N 9.311  40.548 -17.460 2.900  0.858  1.684  F10 U0I 24 
U0I F11 F3  F 0 1 N N N 10.422 38.670 -17.826 4.380  2.575  1.398  F11 U0I 25 
U0I N03 N1  N 0 1 N N N 14.515 38.332 -17.604 4.587  -1.566 -0.221 N03 U0I 26 
U0I N16 N2  N 0 1 N N N 13.776 40.274 -16.055 2.424  -0.734 -0.441 N16 U0I 27 
U0I N19 N3  N 0 1 N N N 14.128 43.027 -14.983 -0.395 -0.999 -0.357 N19 U0I 28 
U0I O01 O1  O 0 1 N N N 16.254 38.767 -19.033 4.905  -3.701 0.371  O01 U0I 29 
U0I O26 O2  O 0 1 N N N 16.273 38.658 -12.355 -8.112 -0.343 -0.517 O26 U0I 30 
U0I O28 O3  O 0 1 N N N 14.063 39.866 -11.050 -6.737 0.433  1.740  O28 U0I 31 
U0I O31 O4  O 0 1 N N N 15.768 43.313 -16.558 -0.107 -3.122 0.228  O31 U0I 32 
U0I O33 O5  O 0 1 N N N 16.691 41.440 -18.254 2.153  -4.199 0.516  O33 U0I 33 
U0I H1  H1  H 0 1 N N N 11.936 37.461 -16.696 4.867  1.172  -0.054 H1  U0I 34 
U0I H2  H2  H 0 1 N N N 12.969 37.206 -15.249 4.860  0.699  -1.770 H2  U0I 35 
U0I H3  H3  H 0 1 N N N 9.176  41.296 -15.387 1.016  3.808  0.516  H3  U0I 36 
U0I H4  H4  H 0 1 N N N 9.369  41.245 -12.924 0.185  4.143  -1.777 H4  U0I 37 
U0I H5  H5  H 0 1 N N N 10.990 39.706 -11.840 1.226  2.934  -3.653 H5  U0I 38 
U0I H6  H6  H 0 1 N N N 12.407 38.227 -13.226 3.105  1.398  -3.236 H6  U0I 39 
U0I H7  H7  H 0 1 N N N 14.792 45.038 -15.161 -2.159 -1.429 0.692  H7  U0I 40 
U0I H8  H8  H 0 1 N N N 13.341 44.806 -14.128 -2.166 -1.903 -1.023 H8  U0I 41 
U0I H9  H9  H 0 1 N N N 16.178 44.754 -13.344 -2.190 0.961  0.033  H9  U0I 42 
U0I H10 H10 H 0 1 N N N 14.724 44.668 -12.293 -2.197 0.487  -1.683 H10 U0I 43 
U0I H11 H11 H 0 1 N N N 17.230 42.682 -14.171 -4.157 -0.538 -2.681 H11 U0I 44 
U0I H12 H12 H 0 1 N N N 17.663 40.270 -13.836 -6.606 -0.774 -2.615 H12 U0I 45 
U0I H13 H13 H 0 1 N N N 13.062 39.895 -9.249  -5.422 1.751  2.636  H13 U0I 46 
U0I H14 H14 H 0 1 N N N 14.638 40.755 -9.283  -6.616 1.002  3.722  H14 U0I 47 
U0I H15 H15 H 0 1 N N N 13.205 41.475 -10.092 -5.244 0.046  3.114  H15 U0I 48 
U0I H16 H16 H 0 1 N N N 13.819 42.444 -11.607 -4.143 0.607  1.427  H16 U0I 49 
U0I H18 H18 H 0 1 N N N 13.442 42.413 -14.593 0.004  -0.147 -0.593 H18 U0I 50 
U0I H19 H19 H 0 1 N N N 15.632 38.272 -11.769 -8.416 -1.227 -0.269 H19 U0I 51 
U0I H20 H20 H 0 1 N N N 16.657 42.294 -17.840 2.814  -4.880 0.700  H20 U0I 52 
U0I H17 H17 H 0 1 N N N 14.410 37.390 -17.923 5.542  -1.401 -0.271 H17 U0I 53 
# 
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 
U0I O01 C02 DOUB N N 1  
U0I O33 C32 SING N N 2  
U0I C02 C32 SING N N 3  
U0I C02 N03 SING N N 4  
U0I F11 C08 SING N N 5  
U0I F09 C08 SING N N 6  
U0I C32 C17 DOUB N N 7  
U0I N03 C04 SING N N 8  
U0I F10 C08 SING N N 9  
U0I C08 C07 SING N N 10 
U0I C17 C18 SING N N 11 
U0I C17 N16 SING N N 12 
U0I O31 C18 DOUB N N 13 
U0I C04 N16 DOUB N N 14 
U0I C04 C05 SING N N 15 
U0I C18 N19 SING N N 16 
U0I C05 C06 SING N N 17 
U0I C07 C06 DOUB Y N 18 
U0I C07 C12 SING Y N 19 
U0I C06 C15 SING Y N 20 
U0I N19 C20 SING N N 21 
U0I C12 C13 DOUB Y N 22 
U0I C20 C21 SING N N 23 
U0I C15 C14 DOUB Y N 24 
U0I C23 C24 DOUB Y N 25 
U0I C23 C22 SING Y N 26 
U0I C13 C14 SING Y N 27 
U0I C24 C25 SING Y N 28 
U0I C21 C22 SING N N 29 
U0I C22 C30 DOUB Y N 30 
U0I C25 O26 SING N N 31 
U0I C25 C27 DOUB Y N 32 
U0I C30 C27 SING Y N 33 
U0I C27 O28 SING N N 34 
U0I O28 C29 SING N N 35 
U0I C05 H1  SING N N 36 
U0I C05 H2  SING N N 37 
U0I C12 H3  SING N N 38 
U0I C13 H4  SING N N 39 
U0I C14 H5  SING N N 40 
U0I C15 H6  SING N N 41 
U0I C20 H7  SING N N 42 
U0I C20 H8  SING N N 43 
U0I C21 H9  SING N N 44 
U0I C21 H10 SING N N 45 
U0I C23 H11 SING N N 46 
U0I C24 H12 SING N N 47 
U0I C29 H13 SING N N 48 
U0I C29 H14 SING N N 49 
U0I C29 H15 SING N N 50 
U0I C30 H16 SING N N 51 
U0I N19 H18 SING N N 52 
U0I O26 H19 SING N N 53 
U0I O33 H20 SING N N 54 
U0I N03 H17 SING N N 55 
# 
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 
U0I SMILES           ACDLabs              12.01 "OC1=C(N=C(Cc2ccccc2C(F)(F)F)NC1=O)C(=O)NCCc1ccc(O)c(OC)c1"                                                                                                                   
U0I InChI            InChI                1.06  "InChI=1S/C22H20F3N3O5/c1-33-16-10-12(6-7-15(16)29)8-9-26-20(31)18-19(30)21(32)28-17(27-18)11-13-4-2-3-5-14(13)22(23,24)25/h2-7,10,29-30H,8-9,11H2,1H3,(H,26,31)(H,27,28,32)" 
U0I InChIKey         InChI                1.06  QUQYRTNVRWIOMG-UHFFFAOYSA-N                                                                                                                                                   
U0I SMILES_CANONICAL CACTVS               3.385 "COc1cc(CCNC(=O)C2=C(O)C(=O)NC(=N2)Cc3ccccc3C(F)(F)F)ccc1O"                                                                                                                   
U0I SMILES           CACTVS               3.385 "COc1cc(CCNC(=O)C2=C(O)C(=O)NC(=N2)Cc3ccccc3C(F)(F)F)ccc1O"                                                                                                                   
U0I SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1cc(ccc1O)CCNC(=O)C2=C(C(=O)NC(=N2)Cc3ccccc3C(F)(F)F)O"                                                                                                                   
U0I SMILES           "OpenEye OEToolkits" 2.0.7 "COc1cc(ccc1O)CCNC(=O)C2=C(C(=O)NC(=N2)Cc3ccccc3C(F)(F)F)O"                                                                                                                   
# 
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 
U0I "SYSTEMATIC NAME" ACDLabs              12.01 "5-hydroxy-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-6-oxo-2-{[2-(trifluoromethyl)phenyl]methyl}-1,6-dihydropyrimidine-4-carboxamide"            
U0I "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[2-(3-methoxy-4-oxidanyl-phenyl)ethyl]-5-oxidanyl-6-oxidanylidene-2-[[2-(trifluoromethyl)phenyl]methyl]-1~{H}-pyrimidine-4-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 
U0I "Create component" 2022-08-01 RCSB 
U0I "Initial release"  2022-09-14 RCSB 
# 
