data_A1BTU
# 
_chem_comp.id                                    A1BTU 
_chem_comp.name                                  "5-{2-[2-(2-oxo-4-sulfanylidene-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]phenoxy}naphthalene-2-carbonitrile" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H17 N3 O3 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2025-01-20 
_chem_comp.pdbx_modified_date                    2025-09-05 
_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                        415.464 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1BTU 
_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        9MXB 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_chem_comp.pdbx_pcm                              ? 
# 
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_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_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 
A1BTU C8  C1  C 0 1 Y N N N N N 48.264 -11.405 21.434 0.808  3.614  1.898  C8  A1BTU 1  
A1BTU C9  C2  C 0 1 Y N N N N N 48.287 -11.197 20.063 0.108  4.804  1.827  C9  A1BTU 2  
A1BTU C10 C3  C 0 1 Y N N N N N 47.197 -11.522 19.298 -0.970 4.925  0.971  C10 A1BTU 3  
A1BTU C11 C4  C 0 1 Y N N N N N 46.064 -12.067 19.886 -1.354 3.857  0.181  C11 A1BTU 4  
A1BTU C12 C5  C 0 1 Y N N N N N 46.024 -12.273 21.256 -0.656 2.661  0.247  C12 A1BTU 5  
A1BTU C13 C6  C 0 1 N N N N N N 43.988 -13.500 21.157 -2.156 1.807  -1.389 C13 A1BTU 6  
A1BTU N1  N1  N 0 1 N N N N N N 49.719 -11.448 30.402 5.342  -4.765 -0.012 N1  A1BTU 7  
A1BTU C6  C7  C 0 1 Y N N N N N 46.968 -11.042 24.215 2.116  1.168  0.272  C6  A1BTU 8  
A1BTU C3  C8  C 0 1 Y N N N N N 48.772 -12.386 27.168 3.101  -2.303 1.024  C3  A1BTU 9  
A1BTU C5  C9  C 0 1 Y N N N N N 47.547 -11.166 25.488 2.785  -0.072 0.218  C5  A1BTU 10 
A1BTU C4  C10 C 0 1 Y N N N N N 48.232 -12.327 25.918 2.444  -1.117 1.093  C4  A1BTU 11 
A1BTU C2  C11 C 0 1 Y N N N N N 48.659 -11.273 28.051 4.127  -2.505 0.083  C2  A1BTU 12 
A1BTU C15 C12 C 0 1 N N N N N N 44.482 -14.971 24.044 -1.873 -1.346 -0.691 C15 A1BTU 13 
A1BTU C16 C13 C 0 1 N N N N N N 45.247 -15.863 24.729 -2.243 -2.320 0.168  C16 A1BTU 14 
A1BTU C17 C14 C 0 1 N N N N N N 45.499 -17.149 24.183 -3.615 -2.492 0.465  C17 A1BTU 15 
A1BTU C18 C15 C 0 1 N N N N N N 44.179 -16.542 22.272 -4.129 -0.712 -0.959 C18 A1BTU 16 
A1BTU C19 C16 C 0 1 Y N N N N N 46.311 -9.927  23.820 2.476  2.171  -0.601 C19 A1BTU 17 
A1BTU C22 C17 C 0 1 Y N N N N N 47.435 -10.063 26.374 3.817  -0.262 -0.735 C22 A1BTU 18 
A1BTU C1  C18 C 0 1 N N N N N N 49.250 -11.371 29.362 4.804  -3.766 0.030  C1  A1BTU 19 
A1BTU C14 C19 C 0 1 N N N N N N 43.128 -14.327 22.084 -2.427 0.524  -2.177 C14 A1BTU 20 
A1BTU C20 C20 C 0 1 Y N N N N N 46.205 -8.841  24.703 3.491  1.974  -1.533 C20 A1BTU 21 
A1BTU C21 C21 C 0 1 Y N N N N N 46.749 -8.904  25.945 4.155  0.789  -1.608 C21 A1BTU 22 
A1BTU C23 C22 C 0 1 Y N N N N N 48.009 -10.147 27.662 4.486  -1.493 -0.793 C23 A1BTU 23 
A1BTU C7  C23 C 0 1 Y N N N N N 47.141 -11.940 22.015 0.429  2.539  1.109  C7  A1BTU 24 
A1BTU N2  N2  N 0 1 N N N N N N 43.951 -15.301 22.835 -2.828 -0.540 -1.254 N2  A1BTU 25 
A1BTU N3  N3  N 0 1 N N N N N N 44.942 -17.427 22.962 -4.525 -1.682 -0.115 N3  A1BTU 26 
A1BTU O1  O1  O 0 1 N N N N N N 47.098 -12.156 23.380 1.121  1.370  1.173  O1  A1BTU 27 
A1BTU O2  O2  O 0 1 N N N N N N 44.970 -12.811 21.937 -1.032 1.610  -0.529 O2  A1BTU 28 
A1BTU O3  O3  O 0 1 N N N N N N 43.712 -16.845 21.188 -4.960 0.020  -1.463 O3  A1BTU 29 
A1BTU S1  S1  S 0 1 N N N N N N 46.426 -18.324 24.942 -4.117 -3.718 1.549  S1  A1BTU 30 
A1BTU H1  H1  H 0 1 N N N N N N 49.121 -11.149 22.039 1.653  3.523  2.565  H1  A1BTU 31 
A1BTU H2  H2  H 0 1 N N N N N N 49.166 -10.778 19.597 0.404  5.640  2.443  H2  A1BTU 32 
A1BTU H3  H3  H 0 1 N N N N N N 47.220 -11.353 18.232 -1.515 5.857  0.919  H3  A1BTU 33 
A1BTU H4  H4  H 0 1 N N N N N N 45.213 -12.331 19.276 -2.197 3.954  -0.487 H4  A1BTU 34 
A1BTU H5  H5  H 0 1 N N N N N N 43.361 -12.771 20.622 -1.944 2.622  -2.082 H5  A1BTU 35 
A1BTU H6  H6  H 0 1 N N N N N N 44.487 -14.157 20.430 -3.032 2.058  -0.791 H6  A1BTU 36 
A1BTU H7  H7  H 0 1 N N N N N N 49.287 -13.279 27.490 2.832  -3.102 1.700  H7  A1BTU 37 
A1BTU H8  H8  H 0 1 N N N N N N 48.328 -13.172 25.252 1.658  -0.977 1.821  H8  A1BTU 38 
A1BTU H9  H9  H 0 1 N N N N N N 44.294 -13.993 24.463 -0.830 -1.199 -0.928 H9  A1BTU 39 
A1BTU H10 H10 H 0 1 N N N N N N 45.663 -15.593 25.688 -1.501 -2.959 0.623  H10 A1BTU 40 
A1BTU H11 H11 H 0 1 N N N N N N 45.872 -9.873  22.835 1.965  3.122  -0.561 H11 A1BTU 41 
A1BTU H12 H12 H 0 1 N N N N N N 42.620 -13.660 22.796 -3.226 0.701  -2.897 H12 A1BTU 42 
A1BTU H13 H13 H 0 1 N N N N N N 42.378 -14.870 21.491 -1.522 0.225  -2.706 H13 A1BTU 43 
A1BTU H14 H14 H 0 1 N N N N N N 45.686 -7.947  24.391 3.757  2.776  -2.207 H14 A1BTU 44 
A1BTU H15 H15 H 0 1 N N N N N N 46.657 -8.060  26.612 4.940  0.654  -2.338 H15 A1BTU 45 
A1BTU H16 H16 H 0 1 N N N N N N 47.930 -9.311  28.341 5.274  -1.652 -1.513 H16 A1BTU 46 
A1BTU H17 H17 H 0 1 N N N N N N 45.106 -18.327 22.559 -5.467 -1.792 0.087  H17 A1BTU 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 
A1BTU C10 C11 DOUB Y N 1  
A1BTU C10 C9  SING Y N 2  
A1BTU C11 C12 SING Y N 3  
A1BTU C9  C8  DOUB Y N 4  
A1BTU C13 O2  SING N N 5  
A1BTU C13 C14 SING N N 6  
A1BTU O3  C18 DOUB N N 7  
A1BTU C12 O2  SING N N 8  
A1BTU C12 C7  DOUB Y N 9  
A1BTU C8  C7  SING Y N 10 
A1BTU C7  O1  SING N N 11 
A1BTU C14 N2  SING N N 12 
A1BTU C18 N2  SING N N 13 
A1BTU C18 N3  SING N N 14 
A1BTU N2  C15 SING N N 15 
A1BTU N3  C17 SING N N 16 
A1BTU O1  C6  SING N N 17 
A1BTU C19 C6  DOUB Y N 18 
A1BTU C19 C20 SING Y N 19 
A1BTU C15 C16 DOUB N N 20 
A1BTU C17 C16 SING N N 21 
A1BTU C17 S1  DOUB N N 22 
A1BTU C6  C5  SING Y N 23 
A1BTU C20 C21 DOUB Y N 24 
A1BTU C5  C4  DOUB Y N 25 
A1BTU C5  C22 SING Y N 26 
A1BTU C4  C3  SING Y N 27 
A1BTU C21 C22 SING Y N 28 
A1BTU C22 C23 DOUB Y N 29 
A1BTU C3  C2  DOUB Y N 30 
A1BTU C23 C2  SING Y N 31 
A1BTU C2  C1  SING N N 32 
A1BTU C1  N1  TRIP N N 33 
A1BTU C8  H1  SING N N 34 
A1BTU C9  H2  SING N N 35 
A1BTU C10 H3  SING N N 36 
A1BTU C11 H4  SING N N 37 
A1BTU C13 H5  SING N N 38 
A1BTU C13 H6  SING N N 39 
A1BTU C3  H7  SING N N 40 
A1BTU C4  H8  SING N N 41 
A1BTU C15 H9  SING N N 42 
A1BTU C16 H10 SING N N 43 
A1BTU C19 H11 SING N N 44 
A1BTU C14 H12 SING N N 45 
A1BTU C14 H13 SING N N 46 
A1BTU C20 H14 SING N N 47 
A1BTU C21 H15 SING N N 48 
A1BTU C23 H16 SING N N 49 
A1BTU N3  H17 SING N N 50 
# 
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 
A1BTU SMILES           ACDLabs              14.52   "N#Cc1ccc2c(c1)cccc2Oc1ccccc1OCCN1C=CC(=S)NC1=O"                                                                                                    
A1BTU InChI            InChI                1.06    "InChI=1S/C23H17N3O3S/c24-15-16-8-9-18-17(14-16)4-3-7-19(18)29-21-6-2-1-5-20(21)28-13-12-26-11-10-22(30)25-23(26)27/h1-11,14H,12-13H2,(H,25,27,30)" 
A1BTU InChIKey         InChI                1.06    MADLNJACUUKLRV-UHFFFAOYSA-N                                                                                                                         
A1BTU SMILES_CANONICAL CACTVS               3.385   "O=C1NC(=S)C=CN1CCOc2ccccc2Oc3cccc4cc(ccc34)C#N"                                                                                                    
A1BTU SMILES           CACTVS               3.385   "O=C1NC(=S)C=CN1CCOc2ccccc2Oc3cccc4cc(ccc34)C#N"                                                                                                    
A1BTU SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1ccc(c(c1)OCCN2C=CC(=S)NC2=O)Oc3cccc4c3ccc(c4)C#N"                                                                                                
A1BTU SMILES           "OpenEye OEToolkits" 3.1.0.0 "c1ccc(c(c1)OCCN2C=CC(=S)NC2=O)Oc3cccc4c3ccc(c4)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 
A1BTU "SYSTEMATIC NAME" ACDLabs              14.52   "5-{2-[2-(2-oxo-4-sulfanylidene-3,4-dihydropyrimidin-1(2H)-yl)ethoxy]phenoxy}naphthalene-2-carbonitrile" 
A1BTU "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "5-[2-[2-(2-oxidanylidene-4-sulfanylidene-pyrimidin-1-yl)ethoxy]phenoxy]naphthalene-2-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 
A1BTU "Create component" 2025-01-20 RCSB 
A1BTU "Initial release"  2025-09-10 RCSB 
# 
