data_A1IB4
# 
_chem_comp.id                                    A1IB4 
_chem_comp.name                                  "(2~{R},3~{R},4~{S},5~{R},6~{R})-~{N}-[3,5-bis(chloranyl)phenyl]-6-(hydroxymethyl)-~{N}-methyl-3,5-bis(oxidanyl)-4-[4-[3,4,5-tris(fluoranyl)phenyl]-1,2,3-triazol-1-yl]oxane-2-carboxamide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H19 Cl2 F3 N4 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2024-05-20 
_chem_comp.pdbx_modified_date                    2025-03-21 
_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                        547.311 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IB4 
_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        9FDC 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_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 
A1IB4 N3    N1  N  0 1 Y N N N N N -14.976 7.794  -2.043 -3.071 -2.160 1.910  N3    A1IB4 1  
A1IB4 C4    C1  C  0 1 N N N N N N -22.250 11.589 -1.496 3.077  -0.773 2.256  C4    A1IB4 2  
A1IB4 C6    C2  C  0 1 Y N N N N N -11.380 8.843  -0.127 -6.000 0.757  0.944  C6    A1IB4 3  
A1IB4 C7    C3  C  0 1 Y N N N N N -12.606 8.661  0.490  -4.748 0.593  0.356  C7    A1IB4 4  
A1IB4 C8    C4  C  0 1 Y N N N N N -21.996 9.448  -2.633 4.117  0.581  0.455  C8    A1IB4 5  
A1IB4 C10   C5  C  0 1 Y N N N N N -12.713 8.618  1.872  -4.346 1.447  -0.668 C10   A1IB4 6  
A1IB4 C13   C6  C  0 1 Y N N N N N -15.122 8.450  0.039  -2.596 -0.773 0.349  C13   A1IB4 7  
A1IB4 C15   C7  C  0 1 N N N N N N -19.917 5.531  0.192  0.376  -5.154 -1.580 C15   A1IB4 8  
A1IB4 C20   C8  C  0 1 Y N N N N N -23.231 7.622  -4.355 5.828  2.622  -0.300 C20   A1IB4 9  
A1IB4 C21   C9  C  0 1 Y N N N N N -23.230 7.395  -2.994 5.021  2.012  -1.244 C21   A1IB4 10 
A1IB4 C22   C10 C  0 1 Y N N N N N -22.677 8.335  -2.141 4.166  0.992  -0.870 C22   A1IB4 11 
A1IB4 N9    N2  N  0 1 N N N N N N -21.464 10.383 -1.726 3.253  -0.451 0.837  N9    A1IB4 12 
A1IB4 "C1'" C11 C  0 1 N N N N N N -20.229 10.173 -1.036 2.581  -1.149 -0.100 "C1'" A1IB4 13 
A1IB4 "C2'" C12 C  0 1 N N R N N N -19.475 8.915  -1.368 1.542  -2.160 0.313  "C2'" A1IB4 14 
A1IB4 "C3'" C13 C  0 1 N N R N N N -17.985 9.168  -1.165 0.206  -1.451 0.551  "C3'" A1IB4 15 
A1IB4 "C4'" C14 C  0 1 N N S N N N -17.214 7.871  -1.361 -0.858 -2.492 0.912  "C4'" A1IB4 16 
A1IB4 NAA   N3  N  0 1 Y N N N N N -15.781 8.083  -1.055 -2.156 -1.832 1.067  NAA   A1IB4 17 
A1IB4 N2    N4  N  0 1 Y N N N N N -13.758 7.990  -1.635 -4.090 -1.384 1.795  N2    A1IB4 18 
A1IB4 C2    C15 C  0 1 Y N N N N N -13.803 8.419  -0.354 -3.844 -0.488 0.822  C2    A1IB4 19 
A1IB4 C9    C16 C  0 1 Y N N N N N -10.254 9.027  0.656  -6.839 1.766  0.509  C9    A1IB4 20 
A1IB4 F1    F1  F  0 1 N N N N N N -9.025  9.228  0.068  -8.056 1.923  1.075  F1    A1IB4 21 
A1IB4 C11   C17 C  0 1 Y N N N N N -11.573 8.812  2.637  -5.190 2.453  -1.099 C11   A1IB4 22 
A1IB4 F2    F2  F  0 1 N N N N N N -11.631 8.802  4.010  -4.801 3.281  -2.093 F2    A1IB4 23 
A1IB4 C12   C18 C  0 1 Y N N N N N -10.352 9.015  2.030  -6.434 2.617  -0.508 C12   A1IB4 24 
A1IB4 F3    F3  F  0 1 N N N N N N -9.225  9.195  2.810  -7.257 3.601  -0.931 F3    A1IB4 25 
A1IB4 "O3'" O1  O  0 1 N N N N N N -17.560 10.134 -2.126 0.345  -0.518 1.624  "O3'" A1IB4 26 
A1IB4 "O2'" O2  O  0 1 N N N N N N -19.942 7.821  -0.556 1.386  -3.133 -0.721 "O2'" A1IB4 27 
A1IB4 C14   C19 C  0 1 N N R N N N -19.291 6.561  -0.747 0.438  -4.159 -0.419 C14   A1IB4 28 
A1IB4 OP3   O3  O  0 1 N N N N N N -21.320 5.434  -0.088 1.632  -5.824 -1.700 OP3   A1IB4 29 
A1IB4 "C5'" C20 C  0 1 N N R N N N -17.787 6.748  -0.490 -0.942 -3.530 -0.211 "C5'" A1IB4 30 
A1IB4 "O5'" O4  O  0 1 N N N N N N -17.558 7.043  0.890  -1.364 -2.894 -1.419 "O5'" A1IB4 31 
A1IB4 O5    O5  O  0 1 N N N N N N -19.807 10.994 -0.226 2.813  -0.964 -1.276 O5    A1IB4 32 
A1IB4 C18   C21 C  0 1 Y N N N N N -21.974 9.674  -4.005 4.932  1.191  1.400  C18   A1IB4 33 
A1IB4 C19   C22 C  0 1 Y N N N N N -22.599 8.758  -4.852 5.785  2.210  1.020  C19   A1IB4 34 
A1IB4 CL1   CL1 CL 0 0 N N N N N N -22.559 9.012  -6.636 6.804  2.973  2.201  CL1   A1IB4 35 
A1IB4 CL2   CL2 CL 0 0 N N N N N N -24.114 5.974  -2.308 5.082  2.528  -2.901 CL2   A1IB4 36 
A1IB4 H1    H1  H  0 1 N N N N N N -23.157 11.560 -2.117 2.319  -0.118 2.686  H1    A1IB4 37 
A1IB4 H3    H2  H  0 1 N N N N N N -22.534 11.645 -0.435 2.760  -1.811 2.356  H3    A1IB4 38 
A1IB4 H2    H3  H  0 1 N N N N N N -21.652 12.473 -1.762 4.022  -0.629 2.780  H2    A1IB4 39 
A1IB4 H7    H4  H  0 1 N N N N N N -11.304 8.841  -1.204 -6.317 0.094  1.736  H7    A1IB4 40 
A1IB4 H8    H5  H  0 1 N N N N N N -13.667 8.437  2.344  -3.375 1.323  -1.126 H8    A1IB4 41 
A1IB4 H9    H6  H  0 1 N N N N N N -15.525 8.711  1.006  -2.066 -0.258 -0.439 H9    A1IB4 42 
A1IB4 H13   H7  H  0 1 N N N N N N -19.441 4.552  0.035  -0.410 -5.885 -1.390 H13   A1IB4 43 
A1IB4 H12   H8  H  0 1 N N N N N N -19.770 5.847  1.236  0.159  -4.620 -2.505 H12   A1IB4 44 
A1IB4 H18   H9  H  0 1 N N N N N N -23.716 6.928  -5.025 6.495  3.418  -0.595 H18   A1IB4 45 
A1IB4 H19   H10 H  0 1 N N N N N N -22.775 8.204  -1.074 3.537  0.516  -1.607 H19   A1IB4 46 
A1IB4 H4    H11 H  0 1 N N N N N N -19.642 8.678  -2.429 1.860  -2.653 1.232  H4    A1IB4 47 
A1IB4 H5    H12 H  0 1 N N N N N N -17.817 9.539  -0.143 -0.092 -0.924 -0.355 H5    A1IB4 48 
A1IB4 H6    H13 H  0 1 N N N N N N -17.310 7.569  -2.414 -0.585 -2.984 1.845  H6    A1IB4 49 
A1IB4 H10   H14 H  0 1 N N N N N N -16.632 10.305 -2.015 0.948  0.214  1.434  H10   A1IB4 50 
A1IB4 H11   H15 H  0 1 N N N N N N -19.429 6.221  -1.784 0.742  -4.679 0.489  H11   A1IB4 51 
A1IB4 H14   H16 H  0 1 N N N N N N -21.716 4.795  0.493  1.665  -6.472 -2.418 H14   A1IB4 52 
A1IB4 H15   H17 H  0 1 N N N N N N -17.275 5.812  -0.756 -1.658 -4.306 0.061  H15   A1IB4 53 
A1IB4 H16   H18 H  0 1 N N N N N N -16.627 7.157  1.040  -1.435 -3.493 -2.175 H16   A1IB4 54 
A1IB4 H17   H19 H  0 1 N N N N N N -21.480 10.546 -4.409 4.898  0.869  2.431  H17   A1IB4 55 
# 
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 
A1IB4 C4    N9    SING N N 1  
A1IB4 "C1'" N9    SING N N 2  
A1IB4 "C1'" "C2'" SING N N 3  
A1IB4 "C2'" "C3'" SING N N 4  
A1IB4 "C3'" "C4'" SING N N 5  
A1IB4 "C4'" NAA   SING N N 6  
A1IB4 NAA   N3    SING Y N 7  
A1IB4 N3    N2    DOUB Y N 8  
A1IB4 C2    N2    SING Y N 9  
A1IB4 C2    C7    SING N N 10 
A1IB4 C7    C6    DOUB Y N 11 
A1IB4 C6    C9    SING Y N 12 
A1IB4 C9    F1    SING N N 13 
A1IB4 C7    C10   SING Y N 14 
A1IB4 C10   C11   DOUB Y N 15 
A1IB4 C11   F2    SING N N 16 
A1IB4 C11   C12   SING Y N 17 
A1IB4 C12   F3    SING N N 18 
A1IB4 C2    C13   DOUB Y N 19 
A1IB4 "C3'" "O3'" SING N N 20 
A1IB4 "C2'" "O2'" SING N N 21 
A1IB4 C14   "O2'" SING N N 22 
A1IB4 C14   C15   SING N N 23 
A1IB4 C15   OP3   SING N N 24 
A1IB4 C14   "C5'" SING N N 25 
A1IB4 "C5'" "O5'" SING N N 26 
A1IB4 "C1'" O5    DOUB N N 27 
A1IB4 C8    N9    SING N N 28 
A1IB4 C8    C18   SING Y N 29 
A1IB4 C18   C19   DOUB Y N 30 
A1IB4 C19   CL1   SING N N 31 
A1IB4 C19   C20   SING Y N 32 
A1IB4 C20   C21   DOUB Y N 33 
A1IB4 C21   CL2   SING N N 34 
A1IB4 C21   C22   SING Y N 35 
A1IB4 "C5'" "C4'" SING N N 36 
A1IB4 C22   C8    DOUB Y N 37 
A1IB4 C13   NAA   SING Y N 38 
A1IB4 C12   C9    DOUB Y N 39 
A1IB4 C4    H1    SING N N 40 
A1IB4 C4    H3    SING N N 41 
A1IB4 C4    H2    SING N N 42 
A1IB4 C6    H7    SING N N 43 
A1IB4 C10   H8    SING N N 44 
A1IB4 C13   H9    SING N N 45 
A1IB4 C15   H13   SING N N 46 
A1IB4 C15   H12   SING N N 47 
A1IB4 C20   H18   SING N N 48 
A1IB4 C22   H19   SING N N 49 
A1IB4 "C2'" H4    SING N N 50 
A1IB4 "C3'" H5    SING N N 51 
A1IB4 "C4'" H6    SING N N 52 
A1IB4 "O3'" H10   SING N N 53 
A1IB4 C14   H11   SING N N 54 
A1IB4 OP3   H14   SING N N 55 
A1IB4 "C5'" H15   SING N N 56 
A1IB4 "O5'" H16   SING N N 57 
A1IB4 C18   H17   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 
A1IB4 InChI            InChI                1.06  "InChI=1S/C22H19Cl2F3N4O5/c1-30(12-5-10(23)4-11(24)6-12)22(35)21-20(34)18(19(33)16(8-32)36-21)31-7-15(28-29-31)9-2-13(25)17(27)14(26)3-9/h2-7,16,18-21,32-34H,8H2,1H3/t16-,18+,19+,20-,21-/m1/s1" 
A1IB4 InChIKey         InChI                1.06  SEOMSSBVKBAYLW-OBJCFNGXSA-N                                                                                                                                                                       
A1IB4 SMILES_CANONICAL CACTVS               3.385 "CN(C(=O)[C@@H]1O[C@H](CO)[C@H](O)[C@@H]([C@H]1O)n2cc(nn2)c3cc(F)c(F)c(F)c3)c4cc(Cl)cc(Cl)c4"                                                                                                     
A1IB4 SMILES           CACTVS               3.385 "CN(C(=O)[CH]1O[CH](CO)[CH](O)[CH]([CH]1O)n2cc(nn2)c3cc(F)c(F)c(F)c3)c4cc(Cl)cc(Cl)c4"                                                                                                            
A1IB4 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN(c1cc(cc(c1)Cl)Cl)C(=O)[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)n3cc(nn3)c4cc(c(c(c4)F)F)F)O"                                                                                                    
A1IB4 SMILES           "OpenEye OEToolkits" 2.0.7 "CN(c1cc(cc(c1)Cl)Cl)C(=O)C2C(C(C(C(O2)CO)O)n3cc(nn3)c4cc(c(c(c4)F)F)F)O"                                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           A1IB4 
_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~{R},3~{R},4~{S},5~{R},6~{R})-~{N}-[3,5-bis(chloranyl)phenyl]-6-(hydroxymethyl)-~{N}-methyl-3,5-bis(oxidanyl)-4-[4-[3,4,5-tris(fluoranyl)phenyl]-1,2,3-triazol-1-yl]oxane-2-carboxamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
A1IB4 "Create component" 2024-05-20 PDBE 
A1IB4 "Initial release"  2025-03-26 RCSB 
# 
