data_A1AO4
# 
_chem_comp.id                                    A1AO4 
_chem_comp.name                                  "(5R)-5-benzyl-3-[(R)-(5-fluoro-3-methyl-1H-indol-2-yl)(phenyl)methyl]-4-hydroxyfuran-2(5H)-one" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H22 F N O3" 
_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                        427.467 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1AO4 
_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        7H68 
_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 
A1AO4 C4  C1  C 0 1 N N R N N N 58.501 9.678  -7.091  0.685  -1.244 0.802  C4  A1AO4 1  
A1AO4 C6  C2  C 0 1 Y N N N N N 60.003 10.792 -5.308  2.647  0.269  1.310  C6  A1AO4 2  
A1AO4 C7  C3  C 0 1 N N N N N N 56.428 8.229  -6.461  -1.826 -1.282 0.470  C7  A1AO4 3  
A1AO4 C10 C4  C 0 1 N N R N N N 56.145 6.755  -6.386  -2.853 -0.314 -0.076 C10 A1AO4 4  
A1AO4 C13 C5  C 0 1 Y N N N N N 60.581 12.026 -3.071  4.636  1.938  0.868  C13 A1AO4 5  
A1AO4 C15 C6  C 0 1 Y N N N N N 57.867 10.630 -8.101  0.901  -2.562 0.104  C15 A1AO4 6  
A1AO4 C20 C7  C 0 1 Y N N N N N 58.636 12.462 -1.674  4.913  2.489  -1.452 C20 A1AO4 7  
A1AO4 C21 C8  C 0 1 Y N N N N N 55.152 6.738  -8.717  -4.954 0.909  0.413  C21 A1AO4 8  
A1AO4 C24 C9  C 0 1 Y N N N N N 57.741 12.003 -7.877  1.197  -3.694 0.840  C24 A1AO4 9  
A1AO4 C26 C10 C 0 1 Y N N N N N 54.310 7.681  -9.283  -6.083 0.327  -0.132 C26 A1AO4 10 
A1AO4 C28 C11 C 0 1 Y N N N N N 56.910 10.937 -10.288 0.989  -3.850 -1.912 C28 A1AO4 11 
A1AO4 C1  C12 C 0 1 N N N N N N 57.709 8.401  -6.878  -0.636 -0.660 0.375  C1  A1AO4 12 
A1AO4 C2  C13 C 0 1 Y N N N N N 58.799 10.369 -5.776  1.796  -0.294 0.437  C2  A1AO4 13 
A1AO4 C3  C14 C 0 1 N N N N N N 58.280 7.102  -7.068  -0.814 0.622  -0.185 C3  A1AO4 14 
A1AO4 N5  N1  N 0 1 Y N N N N N 57.829 10.686 -4.855  2.088  0.122  -0.833 N5  A1AO4 15 
A1AO4 O8  O1  O 0 1 N N N N N N 57.383 6.138  -6.787  -2.111 0.848  -0.466 O8  A1AO4 16 
A1AO4 C9  C15 C 0 1 Y N N N N N 59.755 11.428 -4.014  3.558  1.114  0.535  C9  A1AO4 17 
A1AO4 C11 C16 C 0 1 Y N N N N N 58.380 11.327 -3.754  3.162  0.985  -0.808 C11 A1AO4 18 
A1AO4 O12 O2  O 0 1 N N N N N N 59.358 6.835  -7.573  0.085  1.416  -0.392 O12 A1AO4 19 
A1AO4 C14 C17 C 0 1 N N N N N N 54.967 6.304  -7.273  -3.872 0.044  1.007  C14 A1AO4 20 
A1AO4 C16 C18 C 0 1 Y N N N N N 57.812 11.845 -2.600  3.852  1.681  -1.795 C16 A1AO4 21 
A1AO4 O17 O3  O 0 1 N N N N N N 55.534 9.159  -6.157  -2.057 -2.516 0.959  O17 A1AO4 22 
A1AO4 C18 C19 C 0 1 Y N N N N N 60.007 12.549 -1.934  5.305  2.619  -0.125 C18 A1AO4 23 
A1AO4 C19 C20 C 0 1 N N N N N N 61.369 10.675 -5.969  2.658  0.073  2.804  C19 A1AO4 24 
A1AO4 F22 F1  F 0 1 N N N N N N 60.809 13.160 -1.039  6.348  3.418  0.193  F22 A1AO4 25 
A1AO4 C23 C21 C 0 1 Y N N N N N 57.427 10.103 -9.312  0.797  -2.640 -1.272 C23 A1AO4 26 
A1AO4 C25 C22 C 0 1 Y N N N N N 56.167 6.179  -9.498  -4.814 2.284  0.407  C25 A1AO4 27 
A1AO4 C27 C23 C 0 1 Y N N N N N 57.185 12.832 -8.850  1.395  -4.903 0.199  C27 A1AO4 28 
A1AO4 C29 C24 C 0 1 Y N N N N N 54.469 8.063  -10.610 -7.075 1.120  -0.677 C29 A1AO4 29 
A1AO4 C30 C25 C 0 1 Y N N N N N 56.340 6.573  -10.816 -5.806 3.077  -0.137 C30 A1AO4 30 
A1AO4 C31 C26 C 0 1 Y N N N N N 55.485 7.512  -11.368 -6.938 2.496  -0.678 C31 A1AO4 31 
A1AO4 C32 C27 C 0 1 Y N N N N N 56.779 12.295 -10.058 1.298  -4.980 -1.177 C32 A1AO4 32 
A1AO4 H1  H1  H 0 1 N N N N N N 59.471 9.377  -7.514  0.681  -1.401 1.881  H1  A1AO4 33 
A1AO4 H2  H2  H 0 1 N N N N N N 55.917 6.488  -5.343  -3.358 -0.747 -0.940 H2  A1AO4 34 
A1AO4 H3  H3  H 0 1 N N N N N N 61.648 12.080 -3.226  4.943  2.041  1.899  H3  A1AO4 35 
A1AO4 H4  H4  H 0 1 N N N N N N 58.225 12.871 -0.763  5.446  3.028  -2.223 H4  A1AO4 36 
A1AO4 H5  H5  H 0 1 N N N N N N 58.077 12.426 -6.942  1.274  -3.634 1.916  H5  A1AO4 37 
A1AO4 H6  H6  H 0 1 N N N N N N 53.524 8.123  -8.689  -6.190 -0.748 -0.132 H6  A1AO4 38 
A1AO4 H7  H7  H 0 1 N N N N N N 56.606 10.524 -11.238 0.913  -3.910 -2.988 H7  A1AO4 39 
A1AO4 H8  H8  H 0 1 N N N N N N 56.856 10.482 -4.964  1.611  -0.151 -1.633 H8  A1AO4 40 
A1AO4 H9  H9  H 0 1 N N N N N N 54.038 6.747  -6.884  -4.315 -0.869 1.405  H9  A1AO4 41 
A1AO4 H10 H10 H 0 1 N N N N N N 54.893 5.207  -7.237  -3.374 0.586  1.810  H10 A1AO4 42 
A1AO4 H11 H11 H 0 1 N N N N N N 56.749 11.769 -2.427  3.555  1.589  -2.829 H11 A1AO4 43 
A1AO4 H12 H12 H 0 1 N N N N N N 54.720 8.744  -5.896  -1.290 -3.015 1.272  H12 A1AO4 44 
A1AO4 H13 H13 H 0 1 N N N N N N 61.550 11.560 -6.597  2.017  0.819  3.273  H13 A1AO4 45 
A1AO4 H14 H14 H 0 1 N N N N N N 62.147 10.610 -5.194  2.289  -0.925 3.042  H14 A1AO4 46 
A1AO4 H15 H15 H 0 1 N N N N N N 61.398 9.770  -6.594  3.677  0.182  3.177  H15 A1AO4 47 
A1AO4 H16 H16 H 0 1 N N N N N N 57.489 9.040  -9.491  0.565  -1.756 -1.847 H16 A1AO4 48 
A1AO4 H17 H17 H 0 1 N N N N N N 56.822 5.434  -9.071  -3.930 2.739  0.829  H17 A1AO4 49 
A1AO4 H18 H18 H 0 1 N N N N N N 57.072 13.889 -8.661  1.627  -5.787 0.774  H18 A1AO4 50 
A1AO4 H19 H19 H 0 1 N N N N N N 53.800 8.789  -11.048 -7.957 0.665  -1.103 H19 A1AO4 51 
A1AO4 H20 H20 H 0 1 N N N N N N 57.137 6.150  -11.409 -5.698 4.152  -0.141 H20 A1AO4 52 
A1AO4 H21 H21 H 0 1 N N N N N N 55.613 7.816  -12.397 -7.713 3.115  -1.104 H21 A1AO4 53 
A1AO4 H22 H22 H 0 1 N N N N N N 56.360 12.935 -10.821 1.448  -5.925 -1.677 H22 A1AO4 54 
# 
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 
A1AO4 C31 C30 DOUB Y N 1  
A1AO4 C31 C29 SING Y N 2  
A1AO4 C30 C25 SING Y N 3  
A1AO4 C29 C26 DOUB Y N 4  
A1AO4 C28 C32 DOUB Y N 5  
A1AO4 C28 C23 SING Y N 6  
A1AO4 C32 C27 SING Y N 7  
A1AO4 C25 C21 DOUB Y N 8  
A1AO4 C23 C15 DOUB Y N 9  
A1AO4 C26 C21 SING Y N 10 
A1AO4 C27 C24 DOUB Y N 11 
A1AO4 C21 C14 SING N N 12 
A1AO4 C15 C24 SING Y N 13 
A1AO4 C15 C4  SING N N 14 
A1AO4 O12 C3  DOUB N N 15 
A1AO4 C14 C10 SING N N 16 
A1AO4 C4  C1  SING N N 17 
A1AO4 C4  C2  SING N N 18 
A1AO4 C3  C1  SING N N 19 
A1AO4 C3  O8  SING N N 20 
A1AO4 C1  C7  DOUB N N 21 
A1AO4 O8  C10 SING N N 22 
A1AO4 C7  C10 SING N N 23 
A1AO4 C7  O17 SING N N 24 
A1AO4 C19 C6  SING N N 25 
A1AO4 C2  C6  DOUB Y N 26 
A1AO4 C2  N5  SING Y N 27 
A1AO4 C6  C9  SING Y N 28 
A1AO4 N5  C11 SING Y N 29 
A1AO4 C9  C11 DOUB Y N 30 
A1AO4 C9  C13 SING Y N 31 
A1AO4 C11 C16 SING Y N 32 
A1AO4 C13 C18 DOUB Y N 33 
A1AO4 C16 C20 DOUB Y N 34 
A1AO4 C18 C20 SING Y N 35 
A1AO4 C18 F22 SING N N 36 
A1AO4 C4  H1  SING N N 37 
A1AO4 C10 H2  SING N N 38 
A1AO4 C13 H3  SING N N 39 
A1AO4 C20 H4  SING N N 40 
A1AO4 C24 H5  SING N N 41 
A1AO4 C26 H6  SING N N 42 
A1AO4 C28 H7  SING N N 43 
A1AO4 N5  H8  SING N N 44 
A1AO4 C14 H9  SING N N 45 
A1AO4 C14 H10 SING N N 46 
A1AO4 C16 H11 SING N N 47 
A1AO4 O17 H12 SING N N 48 
A1AO4 C19 H13 SING N N 49 
A1AO4 C19 H14 SING N N 50 
A1AO4 C19 H15 SING N N 51 
A1AO4 C23 H16 SING N N 52 
A1AO4 C25 H17 SING N N 53 
A1AO4 C27 H18 SING N N 54 
A1AO4 C29 H19 SING N N 55 
A1AO4 C30 H20 SING N N 56 
A1AO4 C31 H21 SING N N 57 
A1AO4 C32 H22 SING N N 58 
# 
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 
A1AO4 SMILES           ACDLabs              12.01 "Fc1cc2c(C)c([NH]c2cc1)C(C=1C(=O)OC(Cc2ccccc2)C=1O)c1ccccc1"                                                                                                               
A1AO4 InChI            InChI                1.06  "InChI=1S/C27H22FNO3/c1-16-20-15-19(28)12-13-21(20)29-25(16)23(18-10-6-3-7-11-18)24-26(30)22(32-27(24)31)14-17-8-4-2-5-9-17/h2-13,15,22-23,29-30H,14H2,1H3/t22-,23-/m1/s1" 
A1AO4 InChIKey         InChI                1.06  QPBGSPJKZSCMQU-DHIUTWEWSA-N                                                                                                                                                
A1AO4 SMILES_CANONICAL CACTVS               3.385 "Cc1c([nH]c2ccc(F)cc12)[C@H](c3ccccc3)C4=C(O)[C@@H](Cc5ccccc5)OC4=O"                                                                                                       
A1AO4 SMILES           CACTVS               3.385 "Cc1c([nH]c2ccc(F)cc12)[CH](c3ccccc3)C4=C(O)[CH](Cc5ccccc5)OC4=O"                                                                                                          
A1AO4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1c2cc(ccc2[nH]c1[C@H](c3ccccc3)C4=C([C@H](OC4=O)Cc5ccccc5)O)F"                                                                                                          
A1AO4 SMILES           "OpenEye OEToolkits" 2.0.7 "Cc1c2cc(ccc2[nH]c1C(c3ccccc3)C4=C(C(OC4=O)Cc5ccccc5)O)F"                                                                                                                  
# 
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 
A1AO4 "SYSTEMATIC NAME" ACDLabs              12.01 "(5R)-5-benzyl-3-[(R)-(5-fluoro-3-methyl-1H-indol-2-yl)(phenyl)methyl]-4-hydroxyfuran-2(5H)-one"                         
A1AO4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(2~{R})-4-[(~{R})-(5-fluoranyl-3-methyl-1~{H}-indol-2-yl)-phenyl-methyl]-3-oxidanyl-2-(phenylmethyl)-2~{H}-furan-5-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 
A1AO4 "Create component" 2024-04-19 RCSB 
A1AO4 "Initial release"  2025-03-05 RCSB 
# 
