data_A1AO3
# 
_chem_comp.id                                    A1AO3 
_chem_comp.name                                  "(4S)-2-[(R)-(3,5-dimethyl-1-benzothiophen-2-yl)(phenyl)methyl]-3-hydroxy-4-methyl-4-phenylcyclobut-2-en-1-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H24 O2 S" 
_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                        424.554 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AO3 
_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        7H67 
_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 
A1AO3 C1  C1  C 0 1 N N N N N N -27.958 20.926 6.788  0.945  -0.260 0.607  C1  A1AO3 1  
A1AO3 C2  C2  C 0 1 Y N N N N N -26.199 22.256 5.447  -1.443 0.300  0.400  C2  A1AO3 2  
A1AO3 C3  C3  C 0 1 N N N N N N -29.192 20.947 7.349  1.769  -1.019 1.347  C3  A1AO3 3  
A1AO3 C4  C4  C 0 1 N N S N N N -29.606 19.554 6.900  2.396  -1.652 0.139  C4  A1AO3 4  
A1AO3 C5  C5  C 0 1 N N N N N N -28.205 19.587 6.278  1.433  -0.770 -0.601 C5  A1AO3 5  
A1AO3 C10 C6  C 0 1 Y N N N N N -25.190 22.165 3.176  -3.431 -0.442 -0.978 C10 A1AO3 6  
A1AO3 C12 C7  C 0 1 Y N N N N N -29.701 18.458 7.938  3.847  -1.298 -0.062 C12 A1AO3 7  
A1AO3 C14 C8  C 0 1 Y N N N N N -25.815 21.378 7.836  0.250  2.086  0.344  C14 A1AO3 8  
A1AO3 C18 C9  C 0 1 Y N N N N N -24.426 24.265 1.541  -5.946 -1.088 0.004  C18 A1AO3 9  
A1AO3 C23 C10 C 0 1 Y N N N N N -26.212 21.419 9.190  0.438  3.187  1.158  C23 A1AO3 10 
A1AO3 C28 C11 C 0 1 Y N N N N N -29.347 17.649 10.191 5.872  -1.488 -1.326 C28 A1AO3 11 
A1AO3 O15 O1  O 0 1 N N N N N N -29.852 21.877 8.075  1.961  -1.158 2.673  O15 A1AO3 12 
A1AO3 C17 C12 C 0 1 N N N N N N -30.804 19.519 5.925  2.113  -3.149 -0.003 C17 A1AO3 13 
A1AO3 C22 C13 C 0 1 Y N N N N N -30.183 17.196 7.565  4.484  -0.459 0.833  C22 A1AO3 14 
A1AO3 C27 C14 C 0 1 Y N N N N N -30.259 16.155 8.492  5.815  -0.134 0.648  C27 A1AO3 15 
A1AO3 C31 C15 C 0 1 Y N N N N N -29.840 16.398 9.802  6.509  -0.648 -0.431 C31 A1AO3 16 
A1AO3 C21 C16 C 0 1 Y N N N N N -29.272 18.681 9.256  4.542  -1.816 -1.139 C21 A1AO3 17 
A1AO3 O11 O2  O 0 1 N N N N N N -27.567 18.751 5.637  1.179  -0.577 -1.773 O11 A1AO3 18 
A1AO3 C7  C17 C 0 1 N N R N N N -26.795 21.907 6.788  -0.115 0.755  0.950  C7  A1AO3 19 
A1AO3 C24 C18 C 0 1 Y N N N N N -24.585 20.770 7.547  0.391  2.206  -1.026 C24 A1AO3 20 
A1AO3 C29 C19 C 0 1 Y N N N N N -23.767 20.287 8.575  0.720  3.428  -1.582 C29 A1AO3 21 
A1AO3 C30 C20 C 0 1 Y N N N N N -24.156 20.359 9.918  0.908  4.530  -0.768 C30 A1AO3 22 
A1AO3 C26 C21 C 0 1 Y N N N N N -25.391 20.934 10.222 0.773  4.408  0.602  C26 A1AO3 23 
A1AO3 C8  C22 C 0 1 Y N N N N N -25.952 23.505 4.929  -2.510 0.067  1.137  C8  A1AO3 24 
A1AO3 C19 C23 C 0 1 N N N N N N -26.235 24.861 5.573  -2.515 0.234  2.635  C19 A1AO3 25 
A1AO3 C9  C24 C 0 1 Y N N N N N -25.375 23.473 3.620  -3.684 -0.363 0.395  C9  A1AO3 26 
A1AO3 C13 C25 C 0 1 Y N N N N N -24.994 24.565 2.778  -4.971 -0.697 0.869  C13 A1AO3 27 
A1AO3 C25 C26 C 0 1 N N N N N N -24.016 25.382 0.635  -7.314 -1.439 0.529  C25 A1AO3 28 
A1AO3 C20 C27 C 0 1 Y N N N N N -24.234 22.932 1.110  -5.692 -1.165 -1.359 C20 A1AO3 29 
A1AO3 C16 C28 C 0 1 Y N N N N N -24.610 21.876 1.920  -4.449 -0.841 -1.849 C16 A1AO3 30 
A1AO3 S6  S1  S 0 1 Y N N N N N -25.750 20.998 4.323  -1.765 0.022  -1.300 S6  A1AO3 31 
A1AO3 H1  H1  H 0 1 N N N N N N -27.176 21.836 9.440  0.324  3.094  2.228  H1  A1AO3 32 
A1AO3 H2  H2  H 0 1 N N N N N N -29.027 17.814 11.209 6.414  -1.890 -2.169 H2  A1AO3 33 
A1AO3 H3  H3  H 0 1 N N N N N N -30.712 21.547 8.306  1.411  -0.617 3.255  H3  A1AO3 34 
A1AO3 H4  H4  H 0 1 N N N N N N -31.743 19.498 6.498  1.038  -3.310 -0.080 H4  A1AO3 35 
A1AO3 H5  H5  H 0 1 N N N N N N -30.784 20.415 5.287  2.602  -3.527 -0.901 H5  A1AO3 36 
A1AO3 H6  H6  H 0 1 N N N N N N -30.738 18.619 5.295  2.498  -3.676 0.870  H6  A1AO3 37 
A1AO3 H7  H7  H 0 1 N N N N N N -30.500 17.027 6.547  3.943  -0.057 1.676  H7  A1AO3 38 
A1AO3 H8  H8  H 0 1 N N N N N N -30.633 15.184 8.203  6.313  0.522  1.347  H8  A1AO3 39 
A1AO3 H9  H9  H 0 1 N N N N N N -29.898 15.603 10.531 7.549  -0.394 -0.576 H9  A1AO3 40 
A1AO3 H10 H10 H 0 1 N N N N N N -28.886 19.647 9.545  4.045  -2.475 -1.836 H10 A1AO3 41 
A1AO3 H11 H11 H 0 1 N N N N N N -27.194 22.847 7.198  -0.185 0.856  2.033  H11 A1AO3 42 
A1AO3 H12 H12 H 0 1 N N N N N N -24.265 20.673 6.520  0.244  1.346  -1.662 H12 A1AO3 43 
A1AO3 H13 H13 H 0 1 N N N N N N -22.812 19.848 8.326  0.831  3.522  -2.652 H13 A1AO3 44 
A1AO3 H14 H14 H 0 1 N N N N N N -23.516 19.979 10.700 1.166  5.484  -1.202 H14 A1AO3 45 
A1AO3 H15 H15 H 0 1 N N N N N N -25.715 21.006 11.250 0.920  5.268  1.238  H15 A1AO3 46 
A1AO3 H16 H16 H 0 1 N N N N N N -27.250 25.191 5.304  -2.806 1.254  2.886  H16 A1AO3 47 
A1AO3 H17 H17 H 0 1 N N N N N N -26.156 24.771 6.666  -3.224 -0.466 3.076  H17 A1AO3 48 
A1AO3 H18 H18 H 0 1 N N N N N N -25.503 25.598 5.212  -1.517 0.034  3.026  H18 A1AO3 49 
A1AO3 H19 H19 H 0 1 N N N N N N -25.142 25.588 3.091  -5.183 -0.642 1.927  H19 A1AO3 50 
A1AO3 H20 H20 H 0 1 N N N N N N -24.859 25.655 -0.016 -7.938 -0.545 0.545  H20 A1AO3 51 
A1AO3 H21 H21 H 0 1 N N N N N N -23.721 26.254 1.238  -7.770 -2.189 -0.118 H21 A1AO3 52 
A1AO3 H22 H22 H 0 1 N N N N N N -23.165 25.059 0.017  -7.224 -1.837 1.540  H22 A1AO3 53 
A1AO3 H23 H23 H 0 1 N N N N N N -23.792 22.738 0.144  -6.473 -1.476 -2.036 H23 A1AO3 54 
A1AO3 H24 H24 H 0 1 N N N N N N -24.464 20.855 1.600  -4.255 -0.902 -2.910 H24 A1AO3 55 
# 
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 
A1AO3 C25 C18 SING N N 1  
A1AO3 C20 C18 DOUB Y N 2  
A1AO3 C20 C16 SING Y N 3  
A1AO3 C18 C13 SING Y N 4  
A1AO3 C16 C10 DOUB Y N 5  
A1AO3 C13 C9  DOUB Y N 6  
A1AO3 C10 C9  SING Y N 7  
A1AO3 C10 S6  SING Y N 8  
A1AO3 C9  C8  SING Y N 9  
A1AO3 S6  C2  SING Y N 10 
A1AO3 C8  C2  DOUB Y N 11 
A1AO3 C8  C19 SING N N 12 
A1AO3 C2  C7  SING N N 13 
A1AO3 O11 C5  DOUB N N 14 
A1AO3 C17 C4  SING N N 15 
A1AO3 C5  C1  SING N N 16 
A1AO3 C5  C4  SING N N 17 
A1AO3 C1  C7  SING N N 18 
A1AO3 C1  C3  DOUB N N 19 
A1AO3 C7  C14 SING N N 20 
A1AO3 C4  C3  SING N N 21 
A1AO3 C4  C12 SING N N 22 
A1AO3 C3  O15 SING N N 23 
A1AO3 C24 C14 DOUB Y N 24 
A1AO3 C24 C29 SING Y N 25 
A1AO3 C22 C12 DOUB Y N 26 
A1AO3 C22 C27 SING Y N 27 
A1AO3 C14 C23 SING Y N 28 
A1AO3 C12 C21 SING Y N 29 
A1AO3 C27 C31 DOUB Y N 30 
A1AO3 C29 C30 DOUB Y N 31 
A1AO3 C23 C26 DOUB Y N 32 
A1AO3 C21 C28 DOUB Y N 33 
A1AO3 C31 C28 SING Y N 34 
A1AO3 C30 C26 SING Y N 35 
A1AO3 C23 H1  SING N N 36 
A1AO3 C28 H2  SING N N 37 
A1AO3 O15 H3  SING N N 38 
A1AO3 C17 H4  SING N N 39 
A1AO3 C17 H5  SING N N 40 
A1AO3 C17 H6  SING N N 41 
A1AO3 C22 H7  SING N N 42 
A1AO3 C27 H8  SING N N 43 
A1AO3 C31 H9  SING N N 44 
A1AO3 C21 H10 SING N N 45 
A1AO3 C7  H11 SING N N 46 
A1AO3 C24 H12 SING N N 47 
A1AO3 C29 H13 SING N N 48 
A1AO3 C30 H14 SING N N 49 
A1AO3 C26 H15 SING N N 50 
A1AO3 C19 H16 SING N N 51 
A1AO3 C19 H17 SING N N 52 
A1AO3 C19 H18 SING N N 53 
A1AO3 C13 H19 SING N N 54 
A1AO3 C25 H20 SING N N 55 
A1AO3 C25 H21 SING N N 56 
A1AO3 C25 H22 SING N N 57 
A1AO3 C20 H23 SING N N 58 
A1AO3 C16 H24 SING N N 59 
# 
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 
A1AO3 SMILES           ACDLabs              12.01 "OC1=C(C(=O)C1(C)c1ccccc1)C(c1sc2ccc(C)cc2c1C)c1ccccc1"                                                                                                    
A1AO3 InChI            InChI                1.06  "InChI=1S/C28H24O2S/c1-17-14-15-22-21(16-17)18(2)25(31-22)23(19-10-6-4-7-11-19)24-26(29)28(3,27(24)30)20-12-8-5-9-13-20/h4-16,23,29H,1-3H3/t23-,28+/m1/s1" 
A1AO3 InChIKey         InChI                1.06  IJNJEVPGHNANEV-LXFBAYGMSA-N                                                                                                                                
A1AO3 SMILES_CANONICAL CACTVS               3.385 "Cc1ccc2sc([C@H](c3ccccc3)C4=C(O)[C@@](C)(C4=O)c5ccccc5)c(C)c2c1"                                                                                          
A1AO3 SMILES           CACTVS               3.385 "Cc1ccc2sc([CH](c3ccccc3)C4=C(O)[C](C)(C4=O)c5ccccc5)c(C)c2c1"                                                                                             
A1AO3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1ccc2c(c1)c(c(s2)[C@H](c3ccccc3)C4=C([C@](C4=O)(C)c5ccccc5)O)C"                                                                                         
A1AO3 SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1ccc2c(c1)c(c(s2)C(c3ccccc3)C4=C(C(C4=O)(C)c5ccccc5)O)C"                                                                                                
# 
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 
A1AO3 "SYSTEMATIC NAME" ACDLabs              12.01 "(4S)-2-[(R)-(3,5-dimethyl-1-benzothiophen-2-yl)(phenyl)methyl]-3-hydroxy-4-methyl-4-phenylcyclobut-2-en-1-one"         
A1AO3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(4~{S})-2-[(~{R})-(3,5-dimethyl-1-benzothiophen-2-yl)-phenyl-methyl]-4-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 
A1AO3 "Create component" 2024-04-19 RCSB 
A1AO3 "Initial release"  2025-03-05 RCSB 
# 
