data_A1AO2
# 
_chem_comp.id                                    A1AO2 
_chem_comp.name                                  "(4S)-3-hydroxy-4-methyl-2-[(S)-(naphthalen-2-yl)(phenyl)methyl]-4-phenylcyclobut-2-en-1-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H22 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-04-19 
_chem_comp.pdbx_modified_date                    2025-02-28 
_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                        390.473 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AO2 
_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        7H66 
_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 
A1AO2 C5  C1  C 0 1 N N N N N N -28.060 19.583 6.512  -1.138 0.666  -0.737 C5  A1AO2 1  
A1AO2 C8  C2  C 0 1 Y N N N N N -25.517 24.424 4.942  3.088  0.067  -1.646 C8  A1AO2 2  
A1AO2 C3  C3  C 0 1 N N N N N N -29.049 20.784 7.722  -1.446 1.148  1.267  C3  A1AO2 3  
A1AO2 C6  C4  C 0 1 Y N N N N N -25.712 21.627 5.015  2.766  0.280  1.122  C6  A1AO2 4  
A1AO2 C1  C5  C 0 1 N N N N N N -27.792 20.811 7.220  -0.632 0.336  0.542  C1  A1AO2 5  
A1AO2 C17 C6  C 0 1 N N N N N N -30.680 19.760 6.096  -1.850 3.079  -0.344 C17 A1AO2 6  
A1AO2 C14 C7  C 0 1 Y N N N N N -25.594 21.109 8.340  0.113  -2.009 0.519  C14 A1AO2 7  
A1AO2 C9  C8  C 0 1 Y N N N N N -25.104 23.678 3.796  4.150  0.553  -0.865 C9  A1AO2 8  
A1AO2 C4  C9  C 0 1 N N S N N N -29.489 19.507 7.060  -2.091 1.602  -0.025 C4  A1AO2 9  
A1AO2 C13 C10 C 0 1 Y N N N N N -24.605 24.298 2.599  5.370  0.935  -1.449 C13 A1AO2 10 
A1AO2 C7  C11 C 0 1 N N S N N N -26.609 21.745 7.408  0.460  -0.612 0.965  C7  A1AO2 11 
A1AO2 C2  C12 C 0 1 Y N N N N N -26.084 22.364 6.120  1.762  -0.192 0.335  C2  A1AO2 12 
A1AO2 C18 C13 C 0 1 Y N N N N N -24.199 23.540 1.518  6.376  1.403  -0.660 C18 A1AO2 13 
A1AO2 O15 O1  O 0 1 N N N N N N -29.731 21.593 8.545  -1.610 1.428  2.574  O15 A1AO2 14 
A1AO2 O11 O2  O 0 1 N N N N N N -27.404 18.838 5.803  -0.909 0.346  -1.887 O11 A1AO2 15 
A1AO2 C12 C14 C 0 1 Y N N N N N -29.654 18.286 7.943  -3.538 1.204  -0.153 C12 A1AO2 16 
A1AO2 C21 C15 C 0 1 Y N N N N N -29.148 18.275 9.247  -4.236 1.497  -1.310 C21 A1AO2 17 
A1AO2 C28 C16 C 0 1 Y N N N N N -29.272 17.148 10.054 -5.564 1.131  -1.427 C28 A1AO2 18 
A1AO2 C31 C17 C 0 1 Y N N N N N -29.905 16.009 9.551  -6.194 0.472  -0.388 C31 A1AO2 19 
A1AO2 C27 C18 C 0 1 Y N N N N N -30.380 15.999 8.244  -5.496 0.178  0.768  C27 A1AO2 20 
A1AO2 C22 C19 C 0 1 Y N N N N N -30.260 17.136 7.440  -4.166 0.539  0.883  C22 A1AO2 21 
A1AO2 C23 C20 C 0 1 Y N N N N N -25.934 20.946 9.694  1.117  -2.934 0.301  C23 A1AO2 22 
A1AO2 C26 C21 C 0 1 Y N N N N N -25.006 20.337 10.542 0.798  -4.216 -0.109 C26 A1AO2 23 
A1AO2 C30 C22 C 0 1 Y N N N N N -23.751 19.907 10.114 -0.524 -4.572 -0.300 C30 A1AO2 24 
A1AO2 C29 C23 C 0 1 Y N N N N N -23.427 20.080 8.762  -1.527 -3.647 -0.082 C29 A1AO2 25 
A1AO2 C24 C24 C 0 1 Y N N N N N -24.349 20.663 7.886  -1.209 -2.367 0.333  C24 A1AO2 26 
A1AO2 C10 C25 C 0 1 Y N N N N N -25.200 22.271 3.855  3.987  0.662  0.539  C10 A1AO2 27 
A1AO2 C19 C26 C 0 1 Y N N N N N -25.953 23.781 6.076  1.920  -0.293 -1.046 C19 A1AO2 28 
A1AO2 C16 C27 C 0 1 Y N N N N N -24.802 21.510 2.723  5.049  1.148  1.320  C16 A1AO2 29 
A1AO2 C20 C28 C 0 1 Y N N N N N -24.319 22.124 1.589  6.216  1.509  0.720  C20 A1AO2 30 
A1AO2 H1  H1  H 0 1 N N N N N N -25.486 25.503 4.917  3.195  -0.016 -2.718 H1  A1AO2 31 
A1AO2 H2  H2  H 0 1 N N N N N N -25.810 20.552 5.031  2.630  0.353  2.191  H2  A1AO2 32 
A1AO2 H3  H3  H 0 1 N N N N N N -31.626 19.667 6.649  -2.295 3.319  -1.310 H3  A1AO2 33 
A1AO2 H4  H4  H 0 1 N N N N N N -30.600 20.772 5.673  -2.307 3.697  0.429  H4  A1AO2 34 
A1AO2 H5  H5  H 0 1 N N N N N N -30.657 19.020 5.283  -0.779 3.274  -0.379 H5  A1AO2 35 
A1AO2 H6  H6  H 0 1 N N N N N N -24.547 25.375 2.544  5.508  0.858  -2.517 H6  A1AO2 36 
A1AO2 H7  H7  H 0 1 N N N N N N -27.014 22.594 7.978  0.558  -0.592 2.051  H7  A1AO2 37 
A1AO2 H8  H8  H 0 1 N N N N N N -23.798 24.014 0.634  7.313  1.696  -1.111 H8  A1AO2 38 
A1AO2 H9  H9  H 0 1 N N N N N N -29.180 22.324 8.799  -1.032 0.966  3.197  H9  A1AO2 39 
A1AO2 H10 H10 H 0 1 N N N N N N -28.654 19.154 9.633  -3.744 2.013  -2.121 H10 A1AO2 40 
A1AO2 H11 H11 H 0 1 N N N N N N -28.882 17.154 11.061 -6.110 1.361  -2.330 H11 A1AO2 41 
A1AO2 H12 H12 H 0 1 N N N N N N -30.025 15.137 10.177 -7.232 0.186  -0.479 H12 A1AO2 42 
A1AO2 H13 H13 H 0 1 N N N N N N -30.844 15.108 7.848  -5.988 -0.336 1.580  H13 A1AO2 43 
A1AO2 H14 H14 H 0 1 N N N N N N -30.637 17.123 6.428  -3.619 0.306  1.785  H14 A1AO2 44 
A1AO2 H15 H15 H 0 1 N N N N N N -26.889 21.283 10.069 2.149  -2.656 0.450  H15 A1AO2 45 
A1AO2 H16 H16 H 0 1 N N N N N N -25.274 20.192 11.578 1.583  -4.938 -0.280 H16 A1AO2 46 
A1AO2 H17 H17 H 0 1 N N N N N N -23.052 19.455 10.802 -0.772 -5.573 -0.621 H17 A1AO2 47 
A1AO2 H18 H18 H 0 1 N N N N N N -22.462 19.762 8.395  -2.560 -3.925 -0.232 H18 A1AO2 48 
A1AO2 H19 H19 H 0 1 N N N N N N -24.095 20.770 6.842  -1.994 -1.644 0.503  H19 A1AO2 49 
A1AO2 H20 H20 H 0 1 N N N N N N -26.201 24.363 6.952  1.104  -0.662 -1.650 H20 A1AO2 50 
A1AO2 H21 H21 H 0 1 N N N N N N -24.880 20.433 2.752  4.939  1.236  2.391  H21 A1AO2 51 
A1AO2 H22 H22 H 0 1 N N N N N N -24.027 21.522 0.741  7.030  1.883  1.323  H22 A1AO2 52 
# 
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 
A1AO2 C18 C20 DOUB Y N 1  
A1AO2 C18 C13 SING Y N 2  
A1AO2 C20 C16 SING Y N 3  
A1AO2 C13 C9  DOUB Y N 4  
A1AO2 C16 C10 DOUB Y N 5  
A1AO2 C9  C10 SING Y N 6  
A1AO2 C9  C8  SING Y N 7  
A1AO2 C10 C6  SING Y N 8  
A1AO2 C8  C19 DOUB Y N 9  
A1AO2 C6  C2  DOUB Y N 10 
A1AO2 O11 C5  DOUB N N 11 
A1AO2 C19 C2  SING Y N 12 
A1AO2 C17 C4  SING N N 13 
A1AO2 C2  C7  SING N N 14 
A1AO2 C5  C4  SING N N 15 
A1AO2 C5  C1  SING N N 16 
A1AO2 C4  C3  SING N N 17 
A1AO2 C4  C12 SING N N 18 
A1AO2 C1  C7  SING N N 19 
A1AO2 C1  C3  DOUB N N 20 
A1AO2 C7  C14 SING N N 21 
A1AO2 C22 C12 DOUB Y N 22 
A1AO2 C22 C27 SING Y N 23 
A1AO2 C3  O15 SING N N 24 
A1AO2 C24 C14 DOUB Y N 25 
A1AO2 C24 C29 SING Y N 26 
A1AO2 C12 C21 SING Y N 27 
A1AO2 C27 C31 DOUB Y N 28 
A1AO2 C14 C23 SING Y N 29 
A1AO2 C29 C30 DOUB Y N 30 
A1AO2 C21 C28 DOUB Y N 31 
A1AO2 C31 C28 SING Y N 32 
A1AO2 C23 C26 DOUB Y N 33 
A1AO2 C30 C26 SING Y N 34 
A1AO2 C8  H1  SING N N 35 
A1AO2 C6  H2  SING N N 36 
A1AO2 C17 H3  SING N N 37 
A1AO2 C17 H4  SING N N 38 
A1AO2 C17 H5  SING N N 39 
A1AO2 C13 H6  SING N N 40 
A1AO2 C7  H7  SING N N 41 
A1AO2 C18 H8  SING N N 42 
A1AO2 O15 H9  SING N N 43 
A1AO2 C21 H10 SING N N 44 
A1AO2 C28 H11 SING N N 45 
A1AO2 C31 H12 SING N N 46 
A1AO2 C27 H13 SING N N 47 
A1AO2 C22 H14 SING N N 48 
A1AO2 C23 H15 SING N N 49 
A1AO2 C26 H16 SING N N 50 
A1AO2 C30 H17 SING N N 51 
A1AO2 C29 H18 SING N N 52 
A1AO2 C24 H19 SING N N 53 
A1AO2 C19 H20 SING N N 54 
A1AO2 C16 H21 SING N N 55 
A1AO2 C20 H22 SING N N 56 
# 
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 
A1AO2 SMILES           ACDLabs              12.01 "CC1(c2ccccc2)C(O)=C(C1=O)C(c1cc2ccccc2cc1)c1ccccc1"                                                                                                 
A1AO2 InChI            InChI                1.06  "InChI=1S/C28H22O2/c1-28(23-14-6-3-7-15-23)26(29)25(27(28)30)24(20-11-4-2-5-12-20)22-17-16-19-10-8-9-13-21(19)18-22/h2-18,24,29H,1H3/t24-,28-/m0/s1" 
A1AO2 InChIKey         InChI                1.06  ZSFJEXURHKYMFX-CUBQBAPOSA-N                                                                                                                          
A1AO2 SMILES_CANONICAL CACTVS               3.385 "C[C@@]1(C(=C([C@@H](c2ccccc2)c3ccc4ccccc4c3)C1=O)O)c5ccccc5"                                                                                        
A1AO2 SMILES           CACTVS               3.385 "C[C]1(C(=C([CH](c2ccccc2)c3ccc4ccccc4c3)C1=O)O)c5ccccc5"                                                                                            
A1AO2 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@@]1(C(=C(C1=O)[C@@H](c2ccccc2)c3ccc4ccccc4c3)O)c5ccccc5"                                                                                        
A1AO2 SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(C(=C(C1=O)C(c2ccccc2)c3ccc4ccccc4c3)O)c5ccccc5"                                                                                                 
# 
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 
A1AO2 "SYSTEMATIC NAME" ACDLabs              12.01 "(4S)-3-hydroxy-4-methyl-2-[(S)-(naphthalen-2-yl)(phenyl)methyl]-4-phenylcyclobut-2-en-1-one"       
A1AO2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{S})-4-methyl-2-[(~{S})-naphthalen-2-yl(phenyl)methyl]-3-oxidanyl-4-phenyl-cyclobut-2-en-1-one" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1AO2 "Create component" 2024-04-19 RCSB 
A1AO2 "Initial release"  2025-03-05 RCSB 
# 
