data_A1LXH
# 
_chem_comp.id                                    A1LXH 
_chem_comp.name                                  "2-[[(9~{R})-3-(4-methoxyphenoxy)-7,7-bis(oxidanyl)-8-oxa-7-boranuidabicyclo[4.3.0]nona-1(6),2,4-trien-9-yl]methyl]prop-2-enoic acid" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H18 B O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    -1 
_chem_comp.pdbx_initial_date                     2024-02-01 
_chem_comp.pdbx_modified_date                    2025-01-31 
_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                        357.142 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1LXH 
_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        8Y4M 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
_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 
A1LXH C11 C1  C 0  1 N N N N N N 0.266   0.719  -29.190 -1.793 -3.490 -0.953 C11 A1LXH 1  
A1LXH C12 C2  C 0  1 Y N N N N N -3.840  -1.123 -28.767 -0.871 0.942  -0.226 C12 A1LXH 2  
A1LXH C13 C3  C 0  1 Y N N N N N -4.739  -2.101 -29.336 0.486  1.046  -0.022 C13 A1LXH 3  
A1LXH C14 C4  C 0  1 Y N N N N N -6.030  -2.137 -28.770 1.050  2.287  0.246  C14 A1LXH 4  
A1LXH C16 C5  C 0  1 Y N N N N N -8.046  -2.098 -29.744 3.141  1.265  0.367  C16 A1LXH 5  
A1LXH C17 C6  C 0  1 Y N N N N N -9.349  -2.543 -29.824 3.686  0.880  -0.849 C17 A1LXH 6  
A1LXH C18 C7  C 0  1 Y N N N N N -10.309 -1.774 -30.447 4.450  -0.268 -0.931 C18 A1LXH 7  
A1LXH C19 C8  C 0  1 Y N N N N N -9.987  -0.554 -31.016 4.672  -1.036 0.203  C19 A1LXH 8  
A1LXH C22 C9  C 0  1 Y N N N N N -8.695  -0.081 -30.953 4.127  -0.650 1.419  C22 A1LXH 9  
A1LXH C23 C10 C 0  1 Y N N N N N -7.724  -0.852 -30.321 3.367  0.500  1.502  C23 A1LXH 10 
A1LXH C24 C11 C 0  1 Y N N N N N -6.413  -1.322 -27.762 0.245  3.416  0.307  C24 A1LXH 11 
A1LXH C25 C12 C 0  1 Y N N N N N -5.563  -0.415 -27.291 -1.118 3.305  0.103  C25 A1LXH 12 
A1LXH C26 C13 C 0  1 Y N N N N N -4.300  -0.371 -27.788 -1.674 2.072  -0.162 C26 A1LXH 13 
A1LXH O01 O1  O 0  1 N N N N N N -3.360  0.706  -25.679 -3.484 1.860  -1.727 O01 A1LXH 14 
A1LXH B02 B1  B -1 1 N N N N N N -3.298  0.641  -27.316 -3.131 1.587  -0.434 B02 A1LXH 15 
A1LXH O03 O2  O 0  1 N N N N N N -3.981  2.064  -27.958 -3.998 2.194  0.431  O03 A1LXH 16 
A1LXH O04 O3  O 0  1 N N N N N N -2.088  0.063  -27.734 -3.122 0.227  -0.222 O04 A1LXH 17 
A1LXH C05 C14 C 0  1 N N R N N N -2.413  -0.640 -28.939 -1.790 -0.215 -0.537 C05 A1LXH 18 
A1LXH C06 C15 C 0  1 N N N N N N -2.160  0.524  -29.833 -1.424 -1.423 0.328  C06 A1LXH 19 
A1LXH C07 C16 C 0  1 N N N N N N -0.936  1.284  -29.243 -2.266 -2.606 -0.078 C07 A1LXH 20 
A1LXH C08 C17 C 0  1 N N N N N N -0.963  2.701  -28.718 -3.609 -2.782 0.492  C08 A1LXH 21 
A1LXH O09 O4  O 0  1 N N N N N N -2.020  3.356  -28.687 -4.287 -3.736 0.164  O09 A1LXH 22 
A1LXH O10 O5  O 0  1 N N N N N N 0.116   3.237  -28.337 -4.088 -1.887 1.378  O10 A1LXH 23 
A1LXH O15 O6  O 0  1 N N N N N N -7.102  -2.953 -29.112 2.389  2.395  0.448  O15 A1LXH 24 
A1LXH O20 O7  O 0  1 N N N N N N -10.980 0.210  -31.632 5.419  -2.168 0.121  O20 A1LXH 25 
A1LXH C21 C18 C 0  1 N N N N N N -11.667 -0.403 -32.687 5.949  -2.505 -1.162 C21 A1LXH 26 
A1LXH H1  H1  H 0  1 N N N N N N 1.106   1.273  -28.798 -2.396 -4.337 -1.245 H1  A1LXH 27 
A1LXH H2  H2  H 0  1 N N N N N N 0.403   -0.294 -29.539 -0.807 -3.358 -1.376 H2  A1LXH 28 
A1LXH H3  H3  H 0  1 N N N N N N -4.442  -2.759 -30.139 1.111  0.166  -0.070 H3  A1LXH 29 
A1LXH H4  H4  H 0  1 N N N N N N -9.618  -3.498 -29.397 3.513  1.477  -1.732 H4  A1LXH 30 
A1LXH H5  H5  H 0  1 N N N N N N -11.328 -2.129 -30.492 4.874  -0.568 -1.878 H5  A1LXH 31 
A1LXH H6  H6  H 0  1 N N N N N N -8.439  0.874  -31.388 4.300  -1.248 2.302  H6  A1LXH 32 
A1LXH H7  H7  H 0  1 N N N N N N -6.708  -0.490 -30.272 2.943  0.800  2.449  H7  A1LXH 33 
A1LXH H8  H8  H 0  1 N N N N N N -7.404  -1.407 -27.342 0.683  4.381  0.515  H8  A1LXH 34 
A1LXH H9  H9  H 0  1 N N N N N N -5.873  0.278  -26.523 -1.746 4.182  0.151  H9  A1LXH 35 
A1LXH H10 H10 H 0  1 N N N N N N -2.980  -0.085 -25.316 -4.381 1.581  -1.957 H10 A1LXH 36 
A1LXH H11 H11 H 0  1 N N N N N N -3.289  2.635  -28.270 -4.921 1.933  0.311  H11 A1LXH 37 
A1LXH H12 H12 H 0  1 N N N N N N -1.726  -1.474 -29.146 -1.718 -0.476 -1.593 H12 A1LXH 38 
A1LXH H13 H13 H 0  1 N N N N N N -3.040  1.183  -29.856 -0.370 -1.663 0.190  H13 A1LXH 39 
A1LXH H14 H14 H 0  1 N N N N N N -1.935  0.177  -30.852 -1.609 -1.189 1.376  H14 A1LXH 40 
A1LXH H15 H15 H 0  1 N N N N N N -0.054  4.130  -28.062 -4.976 -2.045 1.725  H15 A1LXH 41 
A1LXH H16 H16 H 0  1 N N N N N N -12.419 0.292  -33.089 5.131  -2.642 -1.869 H16 A1LXH 42 
A1LXH H17 H17 H 0  1 N N N N N N -10.955 -0.672 -33.481 6.598  -1.700 -1.510 H17 A1LXH 43 
A1LXH H18 H18 H 0  1 N N N N N N -12.167 -1.311 -32.320 6.524  -3.428 -1.088 H18 A1LXH 44 
# 
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 
A1LXH C21 O20 SING N N 1  
A1LXH O20 C19 SING N N 2  
A1LXH C19 C22 DOUB Y N 3  
A1LXH C19 C18 SING Y N 4  
A1LXH C22 C23 SING Y N 5  
A1LXH C18 C17 DOUB Y N 6  
A1LXH C23 C16 DOUB Y N 7  
A1LXH C06 C07 SING N N 8  
A1LXH C06 C05 SING N N 9  
A1LXH C17 C16 SING Y N 10 
A1LXH C16 O15 SING N N 11 
A1LXH C13 C14 DOUB Y N 12 
A1LXH C13 C12 SING Y N 13 
A1LXH C07 C11 DOUB N N 14 
A1LXH C07 C08 SING N N 15 
A1LXH O15 C14 SING N N 16 
A1LXH C05 C12 SING N N 17 
A1LXH C05 O04 SING N N 18 
A1LXH C14 C24 SING Y N 19 
A1LXH C12 C26 DOUB Y N 20 
A1LXH C08 O09 DOUB N N 21 
A1LXH C08 O10 SING N N 22 
A1LXH O03 B02 SING N N 23 
A1LXH C26 B02 SING N N 24 
A1LXH C26 C25 SING Y N 25 
A1LXH C24 C25 DOUB Y N 26 
A1LXH O04 B02 SING N N 27 
A1LXH B02 O01 SING N N 28 
A1LXH C11 H1  SING N N 29 
A1LXH C11 H2  SING N N 30 
A1LXH C13 H3  SING N N 31 
A1LXH C17 H4  SING N N 32 
A1LXH C18 H5  SING N N 33 
A1LXH C22 H6  SING N N 34 
A1LXH C23 H7  SING N N 35 
A1LXH C24 H8  SING N N 36 
A1LXH C25 H9  SING N N 37 
A1LXH O01 H10 SING N N 38 
A1LXH O03 H11 SING N N 39 
A1LXH C05 H12 SING N N 40 
A1LXH C06 H13 SING N N 41 
A1LXH C06 H14 SING N N 42 
A1LXH O10 H15 SING N N 43 
A1LXH C21 H16 SING N N 44 
A1LXH C21 H17 SING N N 45 
A1LXH C21 H18 SING N N 46 
# 
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 
A1LXH InChI            InChI                1.06  "InChI=1S/C18H18BO7/c1-11(18(20)21)9-17-15-10-14(7-8-16(15)19(22,23)26-17)25-13-5-3-12(24-2)4-6-13/h3-8,10,17,22-23H,1,9H2,2H3,(H,20,21)/q-1/t17-/m1/s1" 
A1LXH InChIKey         InChI                1.06  LKZWSGRMMVRPIY-QGZVFWFLSA-N                                                                                                                              
A1LXH SMILES_CANONICAL CACTVS               3.385 "COc1ccc(Oc2ccc3c(c2)[C@@H](CC(=C)C(O)=O)O[B-]3(O)O)cc1"                                                                                                 
A1LXH SMILES           CACTVS               3.385 "COc1ccc(Oc2ccc3c(c2)[CH](CC(=C)C(O)=O)O[B-]3(O)O)cc1"                                                                                                   
A1LXH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[B-]1(c2ccc(cc2[C@H](O1)CC(=C)C(=O)O)Oc3ccc(cc3)OC)(O)O"                                                                                                
A1LXH SMILES           "OpenEye OEToolkits" 2.0.7 "[B-]1(c2ccc(cc2C(O1)CC(=C)C(=O)O)Oc3ccc(cc3)OC)(O)O"                                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           A1LXH 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "2-[[(9~{R})-3-(4-methoxyphenoxy)-7,7-bis(oxidanyl)-8-oxa-7-boranuidabicyclo[4.3.0]nona-1(6),2,4-trien-9-yl]methyl]prop-2-enoic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1LXH "Create component" 2024-02-01 PDBJ 
A1LXH "Initial release"  2025-02-05 RCSB 
# 
