data_LH5
# 
_chem_comp.id                                    LH5 
_chem_comp.name                                  "4-[(3~{S})-1-oxidanyl-3,4-dihydro-2,1-benzoxaborinin-3-yl]-2-(pyridin-3-ylmethoxy)benzenecarboximidamide" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H20 B N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2019-08-15 
_chem_comp.pdbx_modified_date                    2024-09-27 
_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                        373.213 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LH5 
_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        6SKB 
_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.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_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 
LH5 C10 C1  C 0 1 Y N N N N N -34.631 -22.968 -22.728 0.887  2.323  0.161  C10 LH5 1  
LH5 C13 C2  C 0 1 Y N N N N N -34.535 -24.020 -20.581 -0.330 0.277  -0.140 C13 LH5 2  
LH5 C15 C3  C 0 1 Y N N N N N -34.557 -25.268 -21.187 -1.524 0.951  0.067  C15 LH5 3  
LH5 C17 C4  C 0 1 N N N N N N -34.696 -26.436 -19.048 -2.641 -1.122 -0.248 C17 LH5 4  
LH5 C20 C5  C 0 1 Y N N N N N -33.501 -25.838 -18.353 -4.035 -1.694 -0.261 C20 LH5 5  
LH5 C21 C6  C 0 1 Y N N N N N -33.645 -24.995 -17.260 -4.763 -1.740 -1.440 C21 LH5 6  
LH5 C28 C7  C 0 1 Y N N N N N -32.211 -26.071 -18.801 -4.602 -2.184 0.900  C28 LH5 7  
LH5 N01 N1  N 0 1 N N N N N N -35.464 -26.885 -24.355 -3.917 2.447  0.374  N01 LH5 8  
LH5 C04 C8  C 0 1 N N N N N N -34.636 -26.685 -23.304 -2.777 3.058  0.534  C04 LH5 9  
LH5 N05 N2  N 0 1 N N N N N N -33.834 -27.635 -22.948 -2.753 4.384  0.911  N05 LH5 10 
LH5 C07 C9  C 0 1 Y N N N N N -34.613 -25.384 -22.587 -1.510 2.329  0.312  C07 LH5 11 
LH5 C08 C10 C 0 1 Y N N N N N -34.647 -24.206 -23.343 -0.292 3.009  0.363  C08 LH5 12 
LH5 C12 C11 C 0 1 Y N N N N N -34.572 -22.856 -21.345 0.868  0.962  -0.093 C12 LH5 13 
LH5 O16 O1  O 0 1 N N N N N N -34.514 -26.451 -20.478 -2.703 0.280  0.020  O16 LH5 14 
LH5 C23 C12 C 0 1 Y N N N N N -32.530 -24.432 -16.666 -6.042 -2.274 -1.405 C23 LH5 15 
LH5 C25 C13 C 0 1 Y N N N N N -31.290 -24.726 -17.193 -6.545 -2.740 -0.204 C25 LH5 16 
LH5 N27 N3  N 0 1 Y N N N N N -31.114 -25.531 -18.253 -5.821 -2.685 0.896  N27 LH5 17 
LH5 C30 C14 C 0 1 N N S N N N -34.534 -21.507 -20.662 2.162  0.223  -0.318 C30 LH5 18 
LH5 C32 C15 C 0 1 N N N N N N -35.661 -21.294 -19.665 2.755  -0.181 1.029  C32 LH5 19 
LH5 C35 C16 C 0 1 Y N N N N N -35.592 -19.917 -19.049 4.097  -0.839 0.857  C35 LH5 20 
LH5 C36 C17 C 0 1 Y N N N N N -36.034 -19.698 -17.744 4.587  -1.686 1.829  C36 LH5 21 
LH5 C38 C18 C 0 1 Y N N N N N -36.017 -18.427 -17.191 5.824  -2.285 1.667  C38 LH5 22 
LH5 C40 C19 C 0 1 Y N N N N N -35.556 -17.359 -17.934 6.580  -2.042 0.534  C40 LH5 23 
LH5 C42 C20 C 0 1 Y N N N N N -35.119 -17.557 -19.236 6.100  -1.196 -0.448 C42 LH5 24 
LH5 C44 C21 C 0 1 Y N N N N N -35.137 -18.830 -19.832 4.858  -0.597 -0.287 C44 LH5 25 
LH5 B45 B1  B 0 1 N N N N N N -34.617 -19.098 -21.257 4.270  0.366  -1.387 B45 LH5 26 
LH5 O46 O2  O 0 1 N N N N N N -34.064 -18.125 -22.018 4.887  0.526  -2.656 O46 LH5 27 
LH5 O48 O3  O 0 1 N N N N N N -34.251 -20.390 -21.553 3.074  1.071  -1.029 O48 LH5 28 
LH5 H1  H1  H 0 1 N N N N N N -34.665 -22.074 -23.333 1.829  2.850  0.196  H1  LH5 29 
LH5 H2  H2  H 0 1 N N N N N N -34.489 -23.950 -19.504 -0.338 -0.784 -0.339 H2  LH5 30 
LH5 H3  H3  H 0 1 N N N N N N -35.588 -25.839 -18.806 -2.054 -1.615 0.528  H3  LH5 31 
LH5 H4  H4  H 0 1 N N N N N N -34.838 -27.468 -18.694 -2.171 -1.287 -1.217 H4  LH5 32 
LH5 H5  H5  H 0 1 N N N N N N -34.630 -24.778 -16.873 -4.345 -1.368 -2.364 H5  LH5 33 
LH5 H6  H6  H 0 1 N N N N N N -32.081 -26.730 -19.646 -4.039 -2.156 1.822  H6  LH5 34 
LH5 H7  H7  H 0 1 N N N N N N -36.016 -26.076 -24.556 -3.936 1.531  0.054  H7  LH5 35 
LH5 H8  H8  H 0 1 N N N N N N -33.198 -27.494 -22.190 -3.584 4.862  1.056  H8  LH5 36 
LH5 H9  H9  H 0 1 N N N N N N -33.850 -28.510 -23.431 -1.905 4.839  1.030  H9  LH5 37 
LH5 H10 H10 H 0 1 N N N N N N -34.686 -24.265 -24.421 -0.273 4.070  0.561  H10 LH5 38 
LH5 H11 H11 H 0 1 N N N N N N -32.628 -23.779 -15.811 -6.638 -2.326 -2.304 H11 LH5 39 
LH5 H12 H12 H 0 1 N N N N N N -30.418 -24.287 -16.731 -7.540 -3.157 -0.169 H12 LH5 40 
LH5 H13 H13 H 0 1 N N N N N N -33.640 -21.570 -20.024 1.969  -0.671 -0.910 H13 LH5 41 
LH5 H14 H14 H 0 1 N N N N N N -36.625 -21.407 -20.183 2.869  0.708  1.650  H14 LH5 42 
LH5 H15 H15 H 0 1 N N N N N N -35.582 -22.048 -18.868 2.077  -0.876 1.523  H15 LH5 43 
LH5 H16 H16 H 0 1 N N N N N N -36.394 -20.530 -17.157 4.005  -1.883 2.718  H16 LH5 44 
LH5 H17 H17 H 0 1 N N N N N N -36.364 -18.273 -16.180 6.203  -2.947 2.431  H17 LH5 45 
LH5 H18 H18 H 0 1 N N N N N N -35.535 -16.369 -17.502 7.545  -2.512 0.417  H18 LH5 46 
LH5 H19 H19 H 0 1 N N N N N N -34.757 -16.713 -19.805 6.686  -1.003 -1.334 H19 LH5 47 
LH5 H20 H20 H 0 1 N N N N N N -33.486 -18.516 -22.662 4.429  1.144  -3.241 H20 LH5 48 
# 
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 
LH5 N01 C04 DOUB N N 1  
LH5 C08 C10 DOUB Y N 2  
LH5 C08 C07 SING Y N 3  
LH5 C04 N05 SING N N 4  
LH5 C04 C07 SING N N 5  
LH5 C10 C12 SING Y N 6  
LH5 C07 C15 DOUB Y N 7  
LH5 O46 B45 SING N N 8  
LH5 O48 B45 SING N N 9  
LH5 O48 C30 SING N N 10 
LH5 C12 C30 SING N N 11 
LH5 C12 C13 DOUB Y N 12 
LH5 B45 C44 SING N N 13 
LH5 C15 C13 SING Y N 14 
LH5 C15 O16 SING N N 15 
LH5 C30 C32 SING N N 16 
LH5 O16 C17 SING N N 17 
LH5 C44 C42 DOUB Y N 18 
LH5 C44 C35 SING Y N 19 
LH5 C32 C35 SING N N 20 
LH5 C42 C40 SING Y N 21 
LH5 C35 C36 DOUB Y N 22 
LH5 C17 C20 SING N N 23 
LH5 C28 C20 DOUB Y N 24 
LH5 C28 N27 SING Y N 25 
LH5 C20 C21 SING Y N 26 
LH5 N27 C25 DOUB Y N 27 
LH5 C40 C38 DOUB Y N 28 
LH5 C36 C38 SING Y N 29 
LH5 C21 C23 DOUB Y N 30 
LH5 C25 C23 SING Y N 31 
LH5 C10 H1  SING N N 32 
LH5 C13 H2  SING N N 33 
LH5 C17 H3  SING N N 34 
LH5 C17 H4  SING N N 35 
LH5 C21 H5  SING N N 36 
LH5 C28 H6  SING N N 37 
LH5 N01 H7  SING N N 38 
LH5 N05 H8  SING N N 39 
LH5 N05 H9  SING N N 40 
LH5 C08 H10 SING N N 41 
LH5 C23 H11 SING N N 42 
LH5 C25 H12 SING N N 43 
LH5 C30 H13 SING N N 44 
LH5 C32 H14 SING N N 45 
LH5 C32 H15 SING N N 46 
LH5 C36 H16 SING N N 47 
LH5 C38 H17 SING N N 48 
LH5 C40 H18 SING N N 49 
LH5 C42 H19 SING N N 50 
LH5 O46 H20 SING N N 51 
# 
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 
LH5 InChI            InChI                1.03  "InChI=1S/C21H20BN3O3/c23-21(24)17-8-7-16(11-20(17)27-13-14-4-3-9-25-12-14)19-10-15-5-1-2-6-18(15)22(26)28-19/h1-9,11-12,19,26H,10,13H2,(H3,23,24)/t19-/m0/s1" 
LH5 InChIKey         InChI                1.03  YENXZRUMZHNJKP-IBGZPJMESA-N                                                                                                                                    
LH5 SMILES_CANONICAL CACTVS               3.385 "NC(=N)c1ccc(cc1OCc2cccnc2)[C@@H]3Cc4ccccc4B(O)O3"                                                                                                             
LH5 SMILES           CACTVS               3.385 "NC(=N)c1ccc(cc1OCc2cccnc2)[CH]3Cc4ccccc4B(O)O3"                                                                                                               
LH5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "[H]/N=C(/c1ccc(cc1OCc2cccnc2)[C@@H]3Cc4ccccc4B(O3)O)\N"                                                                                                       
LH5 SMILES           "OpenEye OEToolkits" 2.0.7 "B1(c2ccccc2CC(O1)c3ccc(c(c3)OCc4cccnc4)C(=N)N)O"                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           LH5 
_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-[(3~{S})-1-oxidanyl-3,4-dihydro-2,1-benzoxaborinin-3-yl]-2-(pyridin-3-ylmethoxy)benzenecarboximidamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
LH5 "Create component" 2019-08-15 PDBE 
LH5 "Initial release"  2019-09-25 RCSB 
LH5 "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            LH5 
_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               B45 
_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      ? 
# 
