data_HUJ
# 
_chem_comp.id                                    HUJ 
_chem_comp.name                                  "[(1R)-3-methyl-1-[[1-[2-[(2,3,4-trimethoxyphenyl)carbonylamino]ethyl]-1,2,3-triazol-4-yl]carbonylamino]butyl]-tris(oxidanyl)boron" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H31 B N5 O8" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-07-20 
_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                        480.300 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HUJ 
_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        6E5B 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
_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 
HUJ C1  C1  C 0 1 N N N N N N -3.216  21.213 -0.531 7.935   0.258  0.652  C1  HUJ 1  
HUJ C2  C2  C 0 1 N N N N N N -2.365  20.433 -1.549 7.686   1.745  0.912  C2  HUJ 2  
HUJ C3  C3  C 0 1 N N N N N N -1.061  19.900 -0.959 8.624   2.234  2.017  C3  HUJ 3  
HUJ C4  C4  C 0 1 N N N N N N -2.070  21.289 -2.775 7.949   2.538  -0.369 C4  HUJ 4  
HUJ C5  C5  C 0 1 N N N N N N -3.716  17.999 1.120  4.558   0.353  -0.542 C5  HUJ 5  
HUJ C6  C6  C 0 1 Y N N N N N -4.179  16.684 0.582  3.203   0.480  0.027  C6  HUJ 6  
HUJ C7  C7  C 0 1 Y N N N N N -4.311  15.492 1.280  2.104   0.960  -0.626 C7  HUJ 7  
HUJ C8  C8  C 0 1 N N N N N N -5.044  13.127 0.531  -0.306  1.319  -0.008 C8  HUJ 8  
HUJ C11 C9  C 0 1 Y N N N N N -9.134  14.194 2.854  -5.034  0.115  0.010  C11 HUJ 9  
HUJ C12 C10 C 0 1 Y N N N N N -9.785  14.393 1.620  -5.308  1.405  -0.456 C12 HUJ 10 
HUJ C15 C11 C 0 1 Y N N N N N -11.293 14.419 3.981  -7.394  -0.387 -0.015 C15 HUJ 11 
HUJ C16 C12 C 0 1 Y N N N N N -9.901  14.212 4.044  -6.087  -0.785 0.228  C16 HUJ 12 
HUJ C17 C13 C 0 1 N N N N N N -9.055  15.138 6.138  -5.733  -3.073 -0.309 C17 HUJ 13 
HUJ C18 C14 C 0 1 N N N N N N -12.455 13.215 5.766  -8.960  -1.316 1.517  C18 HUJ 14 
HUJ C19 C15 C 0 1 N N N N N N -13.838 16.144 2.953  -9.130  2.622  -1.183 C19 HUJ 15 
HUJ N   N1  N 0 1 N N N N N N -4.007  19.122 0.446  5.562   -0.137 0.211  N   HUJ 16 
HUJ C   C16 C 0 1 N N R N N N -3.574  20.489 0.787  6.908   -0.263 -0.355 C   HUJ 17 
HUJ O   O1  O 0 1 N N N N N N -3.066  17.981 2.147  4.769   0.691  -1.691 O   HUJ 18 
HUJ N1  N2  N 0 1 Y N N N N N -4.716  14.554 0.420  1.077   0.908  0.246  N1  HUJ 19 
HUJ O1  O2  O 0 1 N N N N N N -6.963  14.618 3.662  -3.406  -1.423 0.666  O1  HUJ 20 
HUJ N2  N3  N 0 1 Y N N N N N -4.831  15.091 -0.862 1.587   0.384  1.442  N2  HUJ 21 
HUJ O2  O3  O 0 1 N N N N N N -9.316  14.026 5.279  -5.828  -2.041 0.675  O2  HUJ 22 
HUJ N3  N4  N 0 1 Y N N N N N -4.468  16.441 -0.717 2.841   0.138  1.276  N3  HUJ 23 
HUJ O3  O4  O 0 1 N N N N N N -12.042 14.435 5.133  -8.420  -1.255 0.195  O3  HUJ 24 
HUJ N4  N5  N 0 1 N N N N N N -7.095  13.097 1.988  -2.633  0.568  0.055  N4  HUJ 25 
HUJ O4  O5  O 0 1 N N N N N N -13.285 14.816 2.676  -8.934  1.288  -0.709 O4  HUJ 26 
HUJ O5  O6  O 0 1 N N N N N N -4.705  20.820 3.078  8.479   -1.921 -1.166 O5  HUJ 27 
HUJ O6  O7  O 0 1 N N N N N N -6.013  21.263 0.939  7.089   -2.536 0.470  O6  HUJ 28 
HUJ C9  C17 C 0 1 N N N N N N -5.674  12.769 1.878  -1.250  0.157  0.308  C9  HUJ 29 
HUJ C10 C18 C 0 1 N N N N N N -7.633  13.974 2.862  -3.643  -0.299 0.265  C10 HUJ 30 
HUJ C13 C19 C 0 1 Y N N N N N -11.173 14.598 1.563  -6.608  1.789  -0.693 C13 HUJ 31 
HUJ C14 C20 C 0 1 Y N N N N N -11.929 14.612 2.745  -7.654  0.900  -0.472 C14 HUJ 32 
HUJ B   B1  B 0 1 N N N N N N -4.645  21.360 1.636  7.209   -1.799 -0.675 B   HUJ 33 
HUJ H1  H1  H 0 1 N N N N N N -2.663  22.127 -0.268 8.939   0.123  0.250  H1  HUJ 34 
HUJ H2  H2  H 0 1 N N N N N N -4.159  21.485 -1.027 7.841   -0.295 1.587  H2  HUJ 35 
HUJ H3  H3  H 0 1 N N N N N N -2.958  19.568 -1.881 6.651   1.890  1.224  H3  HUJ 36 
HUJ H4  H4  H 0 1 N N N N N N -1.283  19.284 -0.075 9.658   2.089  1.706  H4  HUJ 37 
HUJ H5  H5  H 0 1 N N N N N N -0.541  19.288 -1.711 8.446   3.293  2.202  H5  HUJ 38 
HUJ H6  H6  H 0 1 N N N N N N -0.419  20.744 -0.666 8.436   1.669  2.930  H6  HUJ 39 
HUJ H7  H7  H 0 1 N N N N N N -3.014  21.669 -3.193 8.955   2.322  -0.730 H7  HUJ 40 
HUJ H8  H8  H 0 1 N N N N N N -1.431  22.136 -2.485 7.222   2.253  -1.129 H8  HUJ 41 
HUJ H9  H9  H 0 1 N N N N N N -1.552  20.680 -3.531 7.858   3.604  -0.162 H9  HUJ 42 
HUJ H10 H10 H 0 1 N N N N N N -4.120  15.348 2.333  2.065   1.313  -1.646 H10 HUJ 43 
HUJ H11 H11 H 0 1 N N N N N N -5.752  12.865 -0.269 -0.553  2.171  0.626  H11 HUJ 44 
HUJ H12 H12 H 0 1 N N N N N N -4.120  12.543 0.408  -0.415  1.601  -1.055 H12 HUJ 45 
HUJ H13 H13 H 0 1 N N N N N N -9.209  14.388 0.706  -4.499  2.099  -0.629 H13 HUJ 46 
HUJ H14 H14 H 0 1 N N N N N N -8.589  14.782 7.068  -6.650  -3.099 -0.898 H14 HUJ 47 
HUJ H15 H15 H 0 1 N N N N N N -8.375  15.840 5.633  -4.886  -2.872 -0.965 H15 HUJ 48 
HUJ H16 H16 H 0 1 N N N N N N -10.000 15.649 6.374  -5.592  -4.034 0.184  H16 HUJ 49 
HUJ H17 H17 H 0 1 N N N N N N -13.041 13.449 6.667  -9.420  -0.359 1.765  H17 HUJ 50 
HUJ H18 H18 H 0 1 N N N N N N -13.073 12.631 5.068  -9.711  -2.104 1.567  H18 HUJ 51 
HUJ H19 H19 H 0 1 N N N N N N -11.567 12.629 6.047  -8.160  -1.530 2.226  H19 HUJ 52 
HUJ H20 H20 H 0 1 N N N N N N -14.933 16.115 2.850  -8.740  3.329  -0.451 H20 HUJ 53 
HUJ H21 H21 H 0 1 N N N N N N -13.574 16.444 3.978  -8.604  2.752  -2.130 H21 HUJ 54 
HUJ H22 H22 H 0 1 N N N N N N -13.422 16.870 2.240  -10.194 2.802  -1.331 H22 HUJ 55 
HUJ H23 H23 H 0 1 N N N N N N -4.575  19.021 -0.371 5.394   -0.407 1.128  H23 HUJ 56 
HUJ H25 H25 H 0 1 N N N N N N -7.721  12.632 1.362  -2.821  1.464  -0.265 H25 HUJ 57 
HUJ H26 H26 H 0 1 N N N N N N -5.332  21.327 3.581  8.656   -1.372 -1.942 H26 HUJ 58 
HUJ H27 H27 H 0 1 N N N N N N -6.653  21.769 1.425  6.212   -2.495 0.874  H27 HUJ 59 
HUJ H28 H28 H 0 1 N N N N N N -5.558  11.686 2.035  -1.002  -0.695 -0.325 H28 HUJ 60 
HUJ H29 H29 H 0 1 N N N N N N -5.133  13.314 2.666  -1.141  -0.125 1.355  H29 HUJ 61 
HUJ H30 H30 H 0 1 N N N N N N -11.659 14.745 0.610  -6.816  2.786  -1.053 H30 HUJ 62 
HUJ O7  O8  O 0 1 N Y N N N N -4.156  22.721 1.729  6.316   -2.253 -1.605 O7  HUJ 63 
HUJ H24 H24 H 0 1 N N N N N N -4.773  23.246 2.225  6.439   -3.181 -1.849 H24 HUJ 64 
HUJ H31 H31 H 0 1 N N N N N N -2.659  20.427 1.395  6.972   0.319  -1.274 H31 HUJ 65 
# 
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 
HUJ C4  C2  SING N N 1  
HUJ C2  C3  SING N N 2  
HUJ C2  C1  SING N N 3  
HUJ N2  N3  DOUB Y N 4  
HUJ N2  N1  SING Y N 5  
HUJ N3  C6  SING Y N 6  
HUJ C1  C   SING N N 7  
HUJ N1  C8  SING N N 8  
HUJ N1  C7  SING Y N 9  
HUJ N   C   SING N N 10 
HUJ N   C5  SING N N 11 
HUJ C8  C9  SING N N 12 
HUJ C6  C5  SING N N 13 
HUJ C6  C7  DOUB Y N 14 
HUJ C   B   SING N N 15 
HUJ O6  B   SING N N 16 
HUJ C5  O   DOUB N N 17 
HUJ C13 C12 DOUB Y N 18 
HUJ C13 C14 SING Y N 19 
HUJ C12 C11 SING Y N 20 
HUJ B   O5  SING N N 21 
HUJ C9  N4  SING N N 22 
HUJ N4  C10 SING N N 23 
HUJ O4  C14 SING N N 24 
HUJ O4  C19 SING N N 25 
HUJ C14 C15 DOUB Y N 26 
HUJ C11 C10 SING N N 27 
HUJ C11 C16 DOUB Y N 28 
HUJ C10 O1  DOUB N N 29 
HUJ C15 C16 SING Y N 30 
HUJ C15 O3  SING N N 31 
HUJ C16 O2  SING N N 32 
HUJ O3  C18 SING N N 33 
HUJ O2  C17 SING N N 34 
HUJ C1  H1  SING N N 35 
HUJ C1  H2  SING N N 36 
HUJ C2  H3  SING N N 37 
HUJ C3  H4  SING N N 38 
HUJ C3  H5  SING N N 39 
HUJ C3  H6  SING N N 40 
HUJ C4  H7  SING N N 41 
HUJ C4  H8  SING N N 42 
HUJ C4  H9  SING N N 43 
HUJ C7  H10 SING N N 44 
HUJ C8  H11 SING N N 45 
HUJ C8  H12 SING N N 46 
HUJ C12 H13 SING N N 47 
HUJ C17 H14 SING N N 48 
HUJ C17 H15 SING N N 49 
HUJ C17 H16 SING N N 50 
HUJ C18 H17 SING N N 51 
HUJ C18 H18 SING N N 52 
HUJ C18 H19 SING N N 53 
HUJ C19 H20 SING N N 54 
HUJ C19 H21 SING N N 55 
HUJ C19 H22 SING N N 56 
HUJ N   H23 SING N N 57 
HUJ N4  H25 SING N N 58 
HUJ O5  H26 SING N N 59 
HUJ O6  H27 SING N N 60 
HUJ C9  H28 SING N N 61 
HUJ C9  H29 SING N N 62 
HUJ C13 H30 SING N N 63 
HUJ B   O7  SING N N 64 
HUJ O7  H24 SING N N 65 
HUJ C   H31 SING N N 66 
# 
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 
HUJ InChI            InChI                1.03  "InChI=1S/C20H31BN5O8/c1-12(2)10-16(21(29,30)31)23-20(28)14-11-26(25-24-14)9-8-22-19(27)13-6-7-15(32-3)18(34-5)17(13)33-4/h6-7,11-12,16,29-31H,8-10H2,1-5H3,(H,22,27)(H,23,28)/t16-/m0/s1" 
HUJ InChIKey         InChI                1.03  BKCQATOXENTEDK-INIZCTEOSA-N                                                                                                                                                                
HUJ SMILES_CANONICAL CACTVS               3.385 "COc1ccc(C(=O)NCCn2cc(nn2)C(=O)N[C@@H](CC(C)C)[B](O)(O)O)c(OC)c1OC"                                                                                                                        
HUJ SMILES           CACTVS               3.385 "COc1ccc(C(=O)NCCn2cc(nn2)C(=O)N[CH](CC(C)C)[B](O)(O)O)c(OC)c1OC"                                                                                                                          
HUJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "B(C(CC(C)C)NC(=O)c1cn(nn1)CCNC(=O)c2ccc(c(c2OC)OC)OC)(O)(O)O"                                                                                                                             
HUJ SMILES           "OpenEye OEToolkits" 2.0.6 "B(C(CC(C)C)NC(=O)c1cn(nn1)CCNC(=O)c2ccc(c(c2OC)OC)OC)(O)(O)O"                                                                                                                             
# 
_pdbx_chem_comp_identifier.comp_id           HUJ 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.6 
_pdbx_chem_comp_identifier.identifier        "[3-methyl-1-[[1-[2-[(2,3,4-trimethoxyphenyl)carbonylamino]ethyl]-1,2,3-triazol-4-yl]carbonylamino]butyl]-tris(oxidanyl)boron" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
HUJ "Create component"   2018-07-20 RCSB 
HUJ "Other modification" 2018-07-20 RCSB 
HUJ "Initial release"    2019-09-11 RCSB 
HUJ "Modify PCM"         2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            HUJ 
_pdbx_chem_comp_pcm.modified_residue_id                THR 
_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               B 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG1 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
