data_YQH
# 
_chem_comp.id                                    YQH 
_chem_comp.name                                  "(2Z)-N-(4-acetylphenyl)-2-cyano-3-hydroxy-3-(5-methyl-1,2-oxazol-4-yl)prop-2-enamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H13 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-02-15 
_chem_comp.pdbx_modified_date                    2024-02-16 
_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                        311.292 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YQH 
_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        7FTR 
_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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
YQH C10 C1  C 0 1 N N N N N N 13.249 9.357  20.794 -0.168 0.008  0.189  C10 YQH 1  
YQH C11 C2  C 0 1 N N N N N N 11.985 8.760  18.765 -1.990 -1.714 0.085  C11 YQH 2  
YQH C15 C3  C 0 1 Y N N N N N 14.742 9.938  22.744 2.117  -0.615 0.047  C15 YQH 3  
YQH C16 C4  C 0 1 Y N N N N N 13.810 10.483 23.627 2.580  0.455  0.808  C16 YQH 4  
YQH C17 C5  C 0 1 Y N N N N N 16.050 9.733  23.180 3.000  -1.350 -0.740 C17 YQH 5  
YQH C18 C6  C 0 1 Y N N N N N 14.169 10.768 24.938 3.905  0.789  0.785  C18 YQH 6  
YQH C19 C7  C 0 1 Y N N N N N 16.408 10.027 24.487 4.326  -1.024 -0.768 C19 YQH 7  
YQH C20 C8  C 0 1 Y N N N N N 15.472 10.544 25.388 4.797  0.053  -0.005 C20 YQH 8  
YQH C21 C9  C 0 1 N N N N N N 15.850 10.866 26.801 6.221  0.408  -0.034 C21 YQH 9  
YQH C22 C10 C 0 1 N N N N N N 17.248 10.608 27.267 7.198  -0.454 -0.791 C22 YQH 10 
YQH C1  C11 C 0 1 Y N N N N N 14.398 8.549  17.120 -3.975 0.326  0.193  C1  YQH 11 
YQH C2  C12 C 0 1 N N N N N N 14.368 8.858  18.562 -2.551 0.667  0.083  C2  YQH 12 
YQH C3  C13 C 0 1 Y N N N N N 15.407 8.084  16.330 -5.001 0.587  -0.703 C3  YQH 13 
YQH C4  C14 C 0 1 Y N N N N N 13.332 8.747  16.218 -4.670 -0.385 1.280  C4  YQH 14 
YQH C5  C15 C 0 1 N N N N N N 13.256 9.007  19.362 -1.589 -0.339 0.118  C5  YQH 15 
YQH O6  O1  O 0 1 N N N N N N 15.571 9.104  19.056 -2.175 1.955  -0.052 O6  YQH 16 
YQH O7  O2  O 0 1 Y N N N N N 14.981 8.003  15.060 -6.109 0.081  -0.156 O7  YQH 17 
YQH C8  C16 C 0 1 N N N N N N 16.808 7.666  16.571 -4.887 1.298  -2.027 C8  YQH 18 
YQH N9  N1  N 0 1 Y N N N N N 13.637 8.431  14.997 -5.915 -0.441 0.914  N9  YQH 19 
YQH N12 N2  N 0 1 N N N N N N 14.449 9.622  21.387 0.767  -0.956 0.079  N12 YQH 20 
YQH O13 O3  O 0 1 N N N N N N 12.177 9.446  21.394 0.168  1.168  0.342  O13 YQH 21 
YQH N14 N3  N 0 1 N N N N N N 10.947 8.530  18.338 -2.307 -2.804 0.059  N14 YQH 22 
YQH O23 O4  O 0 1 N N N N N N 15.018 11.336 27.576 6.611  1.396  0.552  O23 YQH 23 
YQH H30 H1  H 0 1 N N N N N N 12.804 10.684 23.290 1.892  1.022  1.417  H30 YQH 24 
YQH H31 H2  H 0 1 N N N N N N 16.789 9.343  22.496 2.636  -2.179 -1.328 H31 YQH 25 
YQH H32 H3  H 0 1 N N N N N N 13.431 11.168 25.618 4.263  1.619  1.375  H32 YQH 26 
YQH H33 H4  H 0 1 N N N N N N 17.423 9.854  24.813 5.010  -1.594 -1.379 H33 YQH 27 
YQH H34 H5  H 0 1 N N N N N N 17.342 10.899 28.324 6.656  -1.237 -1.322 H34 YQH 28 
YQH H35 H6  H 0 1 N N N N N N 17.479 9.538  27.159 7.744  0.159  -1.508 H35 YQH 29 
YQH H36 H7  H 0 1 N N N N N N 17.951 11.197 26.660 7.899  -0.909 -0.092 H36 YQH 30 
YQH H24 H8  H 0 1 N N N N N N 12.363 9.122  16.513 -4.236 -0.776 2.189  H24 YQH 31 
YQH H25 H9  H 0 1 N N N N N N 15.500 9.297  19.984 -1.235 2.124  -0.205 H25 YQH 32 
YQH H28 H10 H 0 1 N N N N N N 17.266 7.351  15.622 -4.769 0.565  -2.825 H28 YQH 33 
YQH H27 H11 H 0 1 N N N N N N 17.376 8.510  16.989 -5.790 1.884  -2.203 H27 YQH 34 
YQH H26 H12 H 0 1 N N N N N N 16.823 6.827  17.282 -4.022 1.960  -2.011 H26 YQH 35 
YQH H29 H13 H 0 1 N N N N N N 15.241 9.589  20.777 0.500  -1.887 0.021  H29 YQH 36 
# 
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 
YQH C1  C2  SING N N 1  
YQH C1  C3  DOUB Y N 2  
YQH C1  C4  SING Y N 3  
YQH C2  C5  DOUB N Z 4  
YQH C2  O6  SING N N 5  
YQH C3  O7  SING Y N 6  
YQH C3  C8  SING N N 7  
YQH C4  N9  DOUB Y N 8  
YQH C5  C10 SING N N 9  
YQH C5  C11 SING N N 10 
YQH O7  N9  SING Y N 11 
YQH C10 N12 SING N N 12 
YQH C10 O13 DOUB N N 13 
YQH C11 N14 TRIP N N 14 
YQH N12 C15 SING N N 15 
YQH C15 C16 DOUB Y N 16 
YQH C15 C17 SING Y N 17 
YQH C16 C18 SING Y N 18 
YQH C17 C19 DOUB Y N 19 
YQH C18 C20 DOUB Y N 20 
YQH C19 C20 SING Y N 21 
YQH C20 C21 SING N N 22 
YQH C21 C22 SING N N 23 
YQH C21 O23 DOUB N N 24 
YQH C16 H30 SING N N 25 
YQH C17 H31 SING N N 26 
YQH C18 H32 SING N N 27 
YQH C19 H33 SING N N 28 
YQH C22 H34 SING N N 29 
YQH C22 H35 SING N N 30 
YQH C22 H36 SING N N 31 
YQH C4  H24 SING N N 32 
YQH O6  H25 SING N N 33 
YQH C8  H28 SING N N 34 
YQH C8  H27 SING N N 35 
YQH C8  H26 SING N N 36 
YQH N12 H29 SING N N 37 
# 
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 
YQH SMILES           ACDLabs              12.01 "Cc1oncc1C(/O)=C(\C#N)C(=O)Nc1ccc(cc1)C(C)=O"                                                                               
YQH InChI            InChI                1.06  "InChI=1S/C16H13N3O4/c1-9(20)11-3-5-12(6-4-11)19-16(22)13(7-17)15(21)14-8-18-23-10(14)2/h3-6,8,21H,1-2H3,(H,19,22)/b15-13-" 
YQH InChIKey         InChI                1.06  QDFLPOTVNLFIHJ-SQFISAMPSA-N                                                                                                 
YQH SMILES_CANONICAL CACTVS               3.385 "CC(=O)c1ccc(NC(=O)/C(C#N)=C(O)/c2cnoc2C)cc1"                                                                               
YQH SMILES           CACTVS               3.385 "CC(=O)c1ccc(NC(=O)C(C#N)=C(O)c2cnoc2C)cc1"                                                                                 
YQH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c(cno1)/C(=C(\C#N)/C(=O)Nc2ccc(cc2)C(=O)C)/O"                                                                           
YQH SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c(cno1)C(=C(C#N)C(=O)Nc2ccc(cc2)C(=O)C)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 
YQH "SYSTEMATIC NAME" ACDLabs              12.01 "(2Z)-N-(4-acetylphenyl)-2-cyano-3-hydroxy-3-(5-methyl-1,2-oxazol-4-yl)prop-2-enamide"          
YQH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(~{Z})-2-cyano-~{N}-(4-ethanoylphenyl)-3-(5-methyl-1,2-oxazol-4-yl)-3-oxidanyl-prop-2-enamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
YQH "Create component" 2023-02-15 RCSB 
YQH "Initial release"  2024-02-21 RCSB 
# 
