data_XQN
# 
_chem_comp.id                                    XQN 
_chem_comp.name                                  "4-chloranyl-N-[[(3S)-1-oxidanyl-3H-2,1$l^{4}-benzoxaborol-3-yl]methyl]benzenesulfonamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H13 B Cl N O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    -1 
_chem_comp.pdbx_initial_date                     2023-11-08 
_chem_comp.pdbx_modified_date                    2024-11-15 
_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                        337.586 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XQN 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        8R31 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              Y 
# 
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.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 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
XQN C11  C1  C  0  1 Y N N -11.923 -5.212 7.368  ? ? ? C11  XQN 1  N N N 
XQN C14  C2  C  0  1 Y N N -10.998 -3.131 8.083  ? ? ? C14  XQN 2  N N N 
XQN O15  O1  O  0  1 N N N -8.725  -1.293 8.052  ? ? ? O15  XQN 3  N N N 
XQN C17  C3  C  0  1 Y N N -7.040  -1.115 12.150 ? ? ? C17  XQN 4  N N N 
XQN B2   B1  B  -1 1 N N N -6.131  -3.067 13.116 ? ? ? B2   XQN 5  N N N 
XQN C10  C4  C  0  1 Y N N -10.664 -5.760 7.245  ? ? ? C10  XQN 6  N N N 
XQN C13  C5  C  0  1 Y N N -12.101 -3.910 7.784  ? ? ? C13  XQN 7  N N N 
XQN C18  C6  C  0  1 Y N N -7.107  0.168  11.612 ? ? ? C18  XQN 8  N N N 
XQN C19  C7  C  0  1 Y N N -5.991  0.980  11.655 ? ? ? C19  XQN 9  N N N 
XQN C20  C8  C  0  1 Y N N -4.820  0.522  12.226 ? ? ? C20  XQN 10 N N N 
XQN C21  C9  C  0  1 Y N N -4.759  -0.756 12.758 ? ? ? C21  XQN 11 N N N 
XQN C22  C10 C  0  1 Y N N -5.875  -1.603 12.726 ? ? ? C22  XQN 12 N N N 
XQN C4   C11 C  0  1 N N S -8.146  -2.136 12.127 ? ? ? C4   XQN 13 N N N 
XQN C5   C12 C  0  1 N N N -8.812  -2.390 10.781 ? ? ? C5   XQN 14 N N N 
XQN C8   C13 C  0  1 Y N N -9.725  -3.675 7.957  ? ? ? C8   XQN 15 N N N 
XQN C9   C14 C  0  1 Y N N -9.558  -4.987 7.542  ? ? ? C9   XQN 16 N N N 
XQN N6   N1  N  0  1 N N N -7.861  -2.814 9.753  ? ? ? N6   XQN 17 N N N 
XQN O1   O2  O  0  1 N N N -5.177  -3.939 12.459 ? ? ? O1   XQN 18 N N N 
XQN O16  O3  O  0  1 N N N -7.235  -3.172 7.429  ? ? ? O16  XQN 19 N N N 
XQN O3   O4  O  0  1 N N N -7.552  -3.301 12.686 ? ? ? O3   XQN 20 N N N 
XQN S7   S1  S  0  1 N N N -8.314  -2.658 8.217  ? ? ? S7   XQN 21 N N N 
XQN CL12 CL1 CL 0  0 N N N -13.312 -6.160 6.893  ? ? ? CL12 XQN 22 N N N 
XQN H14  H1  H  0  1 N N N -11.125 -2.110 8.411  ? ? ? H14  XQN 23 N N N 
XQN H10  H2  H  0  1 N N N -10.543 -6.783 6.920  ? ? ? H10  XQN 24 N N N 
XQN H13  H3  H  0  1 N N N -13.096 -3.500 7.876  ? ? ? H13  XQN 25 N N N 
XQN H18  H4  H  0  1 N N N -8.023  0.524  11.165 ? ? ? H18  XQN 26 N N N 
XQN H19  H5  H  0  1 N N N -6.034  1.976  11.241 ? ? ? H19  XQN 27 N N N 
XQN H20  H6  H  0  1 N N N -3.950  1.161  12.258 ? ? ? H20  XQN 28 N N N 
XQN H21  H7  H  0  1 N N N -3.839  -1.104 13.203 ? ? ? H21  XQN 29 N N N 
XQN H4   H8  H  0  1 N N N -8.930  -1.784 12.814 ? ? ? H4   XQN 30 N N N 
XQN H5B  H9  H  0  1 N N N -9.570  -3.177 10.906 ? ? ? H5B  XQN 31 N N N 
XQN H5A  H10 H  0  1 N N N -9.299  -1.462 10.448 ? ? ? H5A  XQN 32 N N N 
XQN H9   H11 H  0  1 N N N -8.566  -5.404 7.451  ? ? ? H9   XQN 33 N N N 
XQN H6   H12 H  0  1 N N N -7.027  -2.276 9.876  ? ? ? H6   XQN 34 N N N 
XQN H1   H13 H  0  1 N N N -5.635  -4.516 11.859 ? ? ? H1   XQN 35 N N N 
# 
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 
XQN O1  B2   SING N N 1  
XQN B2  O3   SING N N 2  
XQN O3  C4   SING N N 3  
XQN C4  C5   SING N N 4  
XQN C5  N6   SING N N 5  
XQN N6  S7   SING N N 6  
XQN S7  C8   SING N N 7  
XQN C8  C9   DOUB Y N 8  
XQN C9  C10  SING Y N 9  
XQN C10 C11  DOUB Y N 10 
XQN C11 CL12 SING N N 11 
XQN C11 C13  SING Y N 12 
XQN C13 C14  DOUB Y N 13 
XQN S7  O15  DOUB N N 14 
XQN S7  O16  DOUB N N 15 
XQN C4  C17  SING N N 16 
XQN C17 C18  DOUB Y N 17 
XQN C18 C19  SING Y N 18 
XQN C19 C20  DOUB Y N 19 
XQN C20 C21  SING Y N 20 
XQN C21 C22  DOUB Y N 21 
XQN C22 B2   SING N N 22 
XQN C14 C8   SING Y N 23 
XQN C22 C17  SING Y N 24 
XQN C14 H14  SING N N 25 
XQN C10 H10  SING N N 26 
XQN C13 H13  SING N N 27 
XQN C18 H18  SING N N 28 
XQN C19 H19  SING N N 29 
XQN C20 H20  SING N N 30 
XQN C21 H21  SING N N 31 
XQN C4  H4   SING N N 32 
XQN C5  H5B  SING N N 33 
XQN C5  H5A  SING N N 34 
XQN C9  H9   SING N N 35 
XQN N6  H6   SING N N 36 
XQN O1  H1   SING N N 37 
# 
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 
XQN InChI            InChI                1.06  "InChI=1S/C14H14BClNO4S/c16-10-5-7-11(8-6-10)22(19,20)17-9-14-12-3-1-2-4-13(12)15(18)21-14/h1-8,14-15,17-18H,9H2/q-1/t14-,15-/m1/s1" 
XQN InChIKey         InChI                1.06  DXTRMTXHWZFCQA-HUUCEWRRSA-N                                                                                                          
XQN SMILES_CANONICAL CACTVS               3.385 "O[B-]1O[C@H](CN[S](=O)(=O)c2ccc(Cl)cc2)c3ccccc13"                                                                                   
XQN SMILES           CACTVS               3.385 "O[B-]1O[CH](CN[S](=O)(=O)c2ccc(Cl)cc2)c3ccccc13"                                                                                    
XQN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[B-]1(c2ccccc2[C@H](O1)CNS(=O)(=O)c3ccc(cc3)Cl)O"                                                                                   
XQN SMILES           "OpenEye OEToolkits" 2.0.7 "[B-]1(c2ccccc2C(O1)CNS(=O)(=O)c3ccc(cc3)Cl)O"                                                                                       
# 
_pdbx_chem_comp_identifier.comp_id           XQN 
_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        "4-chloranyl-~{N}-[[(3~{S})-1-oxidanyl-3~{H}-2,1$l^{4}-benzoxaborol-3-yl]methyl]benzenesulfonamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XQN "Create component" 2023-11-08 PDBE 
XQN "Modify charge"    2023-11-12 PDBE 
XQN "Modify PCM"       2024-09-27 PDBE 
XQN "Initial release"  2024-11-20 RCSB 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            XQN 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               B2 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
