data_9HY
# 
_chem_comp.id                                    9HY 
_chem_comp.name                                  "N-(6-cyano-3-{2-[2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]phenoxy}-4-methylnaphthalen-1-yl)-N-methylacetamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H24 N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2017-05-12 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        484.503 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     9HY 
_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        5VQX 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              Y 
# 
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 
9HY C26 C1  C 0 1 N N N N N N -30.229 -37.802 40.333 1.711  -1.269 2.771  C26 9HY 1  
9HY C25 C2  C 0 1 N N N N N N -31.537 -37.201 39.812 2.851  -2.098 2.237  C25 9HY 2  
9HY C27 C3  C 0 1 N N N N N N -33.764 -37.298 38.807 4.253  -2.864 0.397  C27 9HY 3  
9HY N4  N1  N 0 1 N N N N N N -35.953 -43.617 43.358 5.292  5.188  -0.306 N4  9HY 4  
9HY C24 C4  C 0 1 N N N N N N -32.278 -43.701 38.610 0.747  1.932  -2.393 C24 9HY 5  
9HY C22 C5  C 0 1 Y N N N N N -34.028 -39.737 41.109 4.339  0.620  0.774  C22 9HY 6  
9HY C21 C6  C 0 1 Y N N N N N -34.732 -40.602 41.965 4.864  1.869  0.675  C21 9HY 7  
9HY N3  N2  N 0 1 N N N N N N -32.545 -37.956 39.293 3.224  -1.979 0.947  N3  9HY 8  
9HY C23 C7  C 0 1 N N N N N N -35.378 -42.897 42.658 4.838  4.149  -0.236 C23 9HY 9  
9HY C20 C8  C 0 1 Y N N N N N -34.654 -41.994 41.778 4.265  2.839  -0.149 C20 9HY 10 
9HY C1  C9  C 0 1 Y N N N N N -27.636 -41.646 35.324 -2.175 -3.356 -0.560 C1  9HY 11 
9HY C2  C10 C 0 1 Y N N N N N -29.024 -41.830 35.532 -1.610 -2.109 -0.777 C2  9HY 12 
9HY C7  C11 C 0 1 N N N N N N -29.497 -42.437 33.245 -2.712 -1.373 1.198  C7  9HY 13 
9HY C6  C12 C 0 1 Y N N N N N -26.802 -41.337 36.416 -1.921 -4.392 -1.439 C6  9HY 14 
9HY C5  C13 C 0 1 Y N N N N N -27.346 -41.211 37.709 -1.105 -4.188 -2.536 C5  9HY 15 
9HY C4  C14 C 0 1 Y N N N N N -28.727 -41.392 37.917 -0.538 -2.946 -2.759 C4  9HY 16 
9HY C3  C15 C 0 1 Y N N N N N -29.562 -41.698 36.823 -0.789 -1.903 -1.881 C3  9HY 17 
9HY C8  C16 C 0 1 N N N N N N -30.603 -43.266 32.575 -2.874 -0.113 2.052  C8  9HY 18 
9HY C9  C17 C 0 1 N N N N N N -30.080 -45.595 33.112 -4.918 0.981  1.322  C9  9HY 19 
9HY C10 C18 C 0 1 N N N N N N -31.371 -46.821 34.827 -4.917 2.803  -0.141 C10 9HY 20 
9HY C11 C19 C 0 1 N N N N N N -32.160 -45.612 35.022 -3.504 2.744  -0.196 C11 9HY 21 
9HY C12 C20 C 0 1 N N N N N N -31.893 -44.505 34.291 -2.858 1.797  0.517  C12 9HY 22 
9HY C13 C21 C 0 1 Y N N N N N -31.656 -41.334 37.958 0.888  -0.358 -1.400 C13 9HY 23 
9HY O2  O1  O 0 1 N N N N N N -29.938 -42.132 34.553 -1.859 -1.089 0.087  O2  9HY 24 
9HY O1  O2  O 0 1 N N N N N N -30.915 -41.894 36.946 -0.232 -0.682 -2.098 O1  9HY 25 
9HY N1  N3  N 0 1 N N N N N N -30.883 -44.456 33.345 -3.575 0.914  1.278  N1  9HY 26 
9HY C14 C22 C 0 1 Y N N N N N -32.369 -42.193 38.819 1.412  0.911  -1.506 C14 9HY 27 
9HY N2  N4  N 0 1 N N N N N N -30.370 -46.721 33.867 -5.588 1.915  0.621  N2  9HY 28 
9HY C15 C23 C 0 1 Y N N N N N -33.155 -41.650 39.864 2.570  1.250  -0.786 C15 9HY 29 
9HY C19 C24 C 0 1 Y N N N N N -33.869 -42.512 40.733 3.126  2.536  -0.876 C19 9HY 30 
9HY O5  O3  O 0 1 N N N N N N -31.634 -35.976 39.881 3.433  -2.871 2.967  O5  9HY 31 
9HY C16 C25 C 0 1 Y N N N N N -33.232 -40.241 40.048 3.187  0.280  0.044  C16 9HY 32 
9HY C17 C26 C 0 1 Y N N N N N -32.508 -39.379 39.175 2.628  -1.012 0.134  C17 9HY 33 
9HY C18 C27 C 0 1 Y N N N N N -31.739 -39.938 38.133 1.493  -1.316 -0.584 C18 9HY 34 
9HY O4  O4  O 0 1 N N N N N N -31.531 -47.875 35.433 -5.522 3.648  -0.776 O4  9HY 35 
9HY O3  O5  O 0 1 N N N N N N -29.163 -45.637 32.295 -5.536 0.184  2.000  O3  9HY 36 
9HY H1  H1  H 0 1 N N N N N N -29.573 -36.996 40.695 2.105  -0.364 3.234  H1  9HY 37 
9HY H2  H2  H 0 1 N N N N N N -30.447 -38.496 41.158 1.044  -0.998 1.952  H2  9HY 38 
9HY H3  H3  H 0 1 N N N N N N -29.726 -38.346 39.520 1.159  -1.846 3.513  H3  9HY 39 
9HY H4  H4  H 0 1 N N N N N N -33.676 -36.211 38.949 3.779  -3.718 -0.086 H4  9HY 40 
9HY H5  H5  H 0 1 N N N N N N -33.898 -37.518 37.738 4.850  -2.318 -0.333 H5  9HY 41 
9HY H6  H6  H 0 1 N N N N N N -34.632 -37.672 39.370 4.898  -3.216 1.203  H6  9HY 42 
9HY H7  H7  H 0 1 N N N N N N -31.439 -44.103 39.196 0.005  2.484  -1.816 H7  9HY 43 
9HY H8  H8  H 0 1 N N N N N N -33.215 -44.174 38.940 1.497  2.623  -2.777 H8  9HY 44 
9HY H9  H9  H 0 1 N N N N N N -32.115 -43.914 37.543 0.258  1.427  -3.225 H9  9HY 45 
9HY H10 H10 H 0 1 N N N N N N -34.094 -38.670 41.262 4.811  -0.114 1.410  H10 9HY 46 
9HY H11 H11 H 0 1 N N N N N N -35.333 -40.198 42.766 5.752  2.120  1.236  H11 9HY 47 
9HY H12 H12 H 0 1 N N N N N N -27.219 -41.742 34.333 -2.809 -3.519 0.299  H12 9HY 48 
9HY H13 H13 H 0 1 N N N N N N -28.564 -43.018 33.288 -2.271 -2.166 1.801  H13 9HY 49 
9HY H14 H14 H 0 1 N N N N N N -29.326 -41.509 32.679 -3.688 -1.693 0.834  H14 9HY 50 
9HY H15 H15 H 0 1 N N N N N N -25.742 -41.196 36.261 -2.361 -5.363 -1.269 H15 9HY 51 
9HY H16 H16 H 0 1 N N N N N N -26.702 -40.975 38.543 -0.909 -5.000 -3.220 H16 9HY 52 
9HY H17 H17 H 0 1 N N N N N N -29.144 -41.297 38.909 0.099  -2.789 -3.616 H17 9HY 53 
9HY H18 H18 H 0 1 N N N N N N -31.517 -42.658 32.503 -3.451 -0.352 2.945  H18 9HY 54 
9HY H19 H19 H 0 1 N N N N N N -30.276 -43.557 31.566 -1.891 0.258  2.342  H19 9HY 55 
9HY H20 H20 H 0 1 N N N N N N -32.958 -45.599 35.750 -2.950 3.447  -0.801 H20 9HY 56 
9HY H21 H21 H 0 1 N N N N N N -32.493 -43.622 34.452 -1.780 1.736  0.487  H21 9HY 57 
9HY H22 H22 H 0 1 N N N N N N -29.809 -47.534 33.707 -6.556 1.949  0.663  H22 9HY 58 
9HY H23 H23 H 0 1 N N N N N N -33.809 -43.581 40.591 2.666  3.285  -1.505 H23 9HY 59 
9HY H24 H24 H 0 1 N N N N N N -31.205 -39.285 37.458 1.066  -2.305 -0.514 H24 9HY 60 
# 
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 
9HY O3  C9  DOUB N N 1  
9HY C8  C7  SING N N 2  
9HY C8  N1  SING N N 3  
9HY C9  N1  SING N N 4  
9HY C9  N2  SING N N 5  
9HY C7  O2  SING N N 6  
9HY N1  C12 SING N N 7  
9HY N2  C10 SING N N 8  
9HY C12 C11 DOUB N N 9  
9HY O2  C2  SING N N 10 
9HY C10 C11 SING N N 11 
9HY C10 O4  DOUB N N 12 
9HY C1  C2  DOUB Y N 13 
9HY C1  C6  SING Y N 14 
9HY C2  C3  SING Y N 15 
9HY C6  C5  DOUB Y N 16 
9HY C3  O1  SING N N 17 
9HY C3  C4  DOUB Y N 18 
9HY O1  C13 SING N N 19 
9HY C5  C4  SING Y N 20 
9HY C13 C18 DOUB Y N 21 
9HY C13 C14 SING Y N 22 
9HY C18 C17 SING Y N 23 
9HY C24 C14 SING N N 24 
9HY C27 N3  SING N N 25 
9HY C14 C15 DOUB Y N 26 
9HY C17 N3  SING N N 27 
9HY C17 C16 DOUB Y N 28 
9HY N3  C25 SING N N 29 
9HY C25 O5  DOUB N N 30 
9HY C25 C26 SING N N 31 
9HY C15 C16 SING Y N 32 
9HY C15 C19 SING Y N 33 
9HY C16 C22 SING Y N 34 
9HY C19 C20 DOUB Y N 35 
9HY C22 C21 DOUB Y N 36 
9HY C20 C21 SING Y N 37 
9HY C20 C23 SING N N 38 
9HY C23 N4  TRIP N N 39 
9HY C26 H1  SING N N 40 
9HY C26 H2  SING N N 41 
9HY C26 H3  SING N N 42 
9HY C27 H4  SING N N 43 
9HY C27 H5  SING N N 44 
9HY C27 H6  SING N N 45 
9HY C24 H7  SING N N 46 
9HY C24 H8  SING N N 47 
9HY C24 H9  SING N N 48 
9HY C22 H10 SING N N 49 
9HY C21 H11 SING N N 50 
9HY C1  H12 SING N N 51 
9HY C7  H13 SING N N 52 
9HY C7  H14 SING N N 53 
9HY C6  H15 SING N N 54 
9HY C5  H16 SING N N 55 
9HY C4  H17 SING N N 56 
9HY C8  H18 SING N N 57 
9HY C8  H19 SING N N 58 
9HY C11 H20 SING N N 59 
9HY C12 H21 SING N N 60 
9HY N2  H22 SING N N 61 
9HY C19 H23 SING N N 62 
9HY C18 H24 SING N N 63 
# 
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 
9HY SMILES           ACDLabs              12.01 "CC(=O)N(C)c1c4ccc(C#N)cc4c(C)c(c1)Oc2c(cccc2)OCCN3C(NC(C=C3)=O)=O"                                                                                                           
9HY InChI            InChI                1.03  "InChI=1S/C27H24N4O5/c1-17-21-14-19(16-28)8-9-20(21)22(30(3)18(2)32)15-25(17)36-24-7-5-4-6-23(24)35-13-12-31-11-10-26(33)29-27(31)34/h4-11,14-15H,12-13H2,1-3H3,(H,29,33,34)" 
9HY InChIKey         InChI                1.03  BUPXJFBLNQOLSS-UHFFFAOYSA-N                                                                                                                                                   
9HY SMILES_CANONICAL CACTVS               3.385 "CN(C(C)=O)c1cc(Oc2ccccc2OCCN3C=CC(=O)NC3=O)c(C)c4cc(ccc14)C#N"                                                                                                               
9HY SMILES           CACTVS               3.385 "CN(C(C)=O)c1cc(Oc2ccccc2OCCN3C=CC(=O)NC3=O)c(C)c4cc(ccc14)C#N"                                                                                                               
9HY SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1c2cc(ccc2c(cc1Oc3ccccc3OCCN4C=CC(=O)NC4=O)N(C)C(=O)C)C#N"                                                                                                                 
9HY SMILES           "OpenEye OEToolkits" 2.0.6 "Cc1c2cc(ccc2c(cc1Oc3ccccc3OCCN4C=CC(=O)NC4=O)N(C)C(=O)C)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 
9HY "SYSTEMATIC NAME" ACDLabs              12.01 "N-(6-cyano-3-{2-[2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]phenoxy}-4-methylnaphthalen-1-yl)-N-methylacetamide"       
9HY "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "~{N}-[3-[2-[2-[2,4-bis(oxidanylidene)pyrimidin-1-yl]ethoxy]phenoxy]-6-cyano-4-methyl-naphthalen-1-yl]-~{N}-methyl-ethanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
9HY "Create component" 2017-05-12 RCSB 
9HY "Initial release"  2017-08-23 RCSB 
9HY "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            9HY 
_pdbx_chem_comp_pcm.modified_residue_id                CYS 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C26 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   SG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
