data_A1IB3
# 
_chem_comp.id                                    A1IB3 
_chem_comp.name                                  "(2~{R},3~{R},4~{S},5~{R},6~{R})-~{N}-cyclopropyl-~{N}-(2-hydroxyethyl)-6-(hydroxymethyl)-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                               "C20 H23 F3 N4 O6" 
_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                        472.415 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1IB3 
_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        9FDB 
_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 
A1IB3 N1    N1  N 0 1 N N N N N N -21.177 10.400 -1.102 4.148  1.627  -0.131 N1    A1IB3 1  
A1IB3 N3    N2  N 0 1 Y N N N N N -13.290 8.087  -1.702 -2.387 -1.410 2.066  N3    A1IB3 2  
A1IB3 C4    C1  C 0 1 Y N N N N N -13.287 8.486  -0.412 -2.549 -0.736 0.914  C4    A1IB3 3  
A1IB3 C5    C2  C 0 1 N N N N N N -21.560 8.862  -3.143 4.605  2.911  2.037  C5    A1IB3 4  
A1IB3 C6    C3  C 0 1 N N N N N N -19.775 10.408 -0.792 3.601  0.598  -0.808 C6    A1IB3 5  
A1IB3 C7    C4  C 0 1 N N R N N N -18.989 9.216  -1.222 3.027  -0.577 -0.058 C7    A1IB3 6  
A1IB3 C8    C5  C 0 1 N N N N N N -22.901 9.439  -2.754 5.423  1.619  2.089  C8    A1IB3 7  
A1IB3 C13   C6  C 0 1 Y N N N N N -9.718  9.074  0.551  -4.997 1.050  -1.317 C13   A1IB3 8  
A1IB3 C15   C7  C 0 1 Y N N N N N -11.022 8.878  2.561  -6.170 0.244  0.621  C15   A1IB3 9  
A1IB3 C17   C8  C 0 1 Y N N N N N -14.595 8.571  -0.021 -1.319 -0.689 0.324  C17   A1IB3 10 
A1IB3 OP3   O1  O 0 1 N N N N N N -22.127 9.961  1.468  3.211  4.367  -0.058 OP3   A1IB3 11 
A1IB3 C1    C9  C 0 1 N N N N N N -22.975 10.644 0.526  3.741  3.767  -1.242 C1    A1IB3 12 
A1IB3 C2    C10 C 0 1 N N N N N N -22.126 11.355 -0.527 4.791  2.723  -0.859 C2    A1IB3 13 
A1IB3 C3    C11 C 0 1 N N N N N N -21.834 9.220  -1.679 4.094  1.652  1.333  C3    A1IB3 14 
A1IB3 "C5'" C12 C 0 1 N N R N N N -17.479 9.422  -1.095 1.546  -0.322 0.234  "C5'" A1IB3 15 
A1IB3 C9    C13 C 0 1 N N S N N N -16.748 8.120  -1.345 0.955  -1.545 0.943  C9    A1IB3 16 
A1IB3 N2    N3  N 0 1 Y N N N N N -15.300 8.244  -1.085 -0.479 -1.341 1.159  N2    A1IB3 17 
A1IB3 NAA   N4  N 0 1 Y N N N N N -14.530 7.939  -2.092 -1.152 -1.751 2.176  NAA   A1IB3 18 
A1IB3 C11   C14 C 0 1 Y N N N N N -12.081 8.717  0.418  -3.813 -0.161 0.388  C11   A1IB3 19 
A1IB3 C12   C15 C 0 1 Y N N N N N -10.854 8.898  -0.213 -3.819 0.515  -0.830 C12   A1IB3 20 
A1IB3 F1    F1  F 0 1 N N N N N N -8.488  9.260  -0.052 -5.004 1.700  -2.501 F1    A1IB3 21 
A1IB3 C14   C16 C 0 1 Y N N N N N -12.167 8.696  1.804  -4.995 -0.294 1.112  C14   A1IB3 22 
A1IB3 F2    F2  F 0 1 N N N N N N -11.083 8.861  3.938  -7.317 0.116  1.323  F2    A1IB3 23 
A1IB3 C16   C17 C 0 1 Y N N N N N -9.810  9.070  1.929  -6.172 0.915  -0.593 C16   A1IB3 24 
A1IB3 F3    F3  F 0 1 N N N N N N -8.665  9.259  2.672  -7.321 1.440  -1.071 F3    A1IB3 25 
A1IB3 "O5'" O2  O 0 1 N N N N N N -17.040 10.403 -2.048 1.416  0.827  1.074  "O5'" A1IB3 26 
A1IB3 "O2'" O3  O 0 1 N N N N N N -19.420 8.151  -0.385 3.158  -1.758 -0.851 "O2'" A1IB3 27 
A1IB3 "C2'" C18 C 0 1 N N R N N N -18.809 6.906  -0.679 2.665  -2.942 -0.220 "C2'" A1IB3 28 
A1IB3 "C3'" C19 C 0 1 N N N N N N -19.426 5.846  0.211  2.883  -4.141 -1.145 "C3'" A1IB3 29 
A1IB3 "O3'" O4  O 0 1 N N N N N N -20.830 5.814  -0.005 4.284  -4.361 -1.318 "O3'" A1IB3 30 
A1IB3 "C1'" C20 C 0 1 N N R N N N -17.317 7.026  -0.459 1.170  -2.782 0.066  "C1'" A1IB3 31 
A1IB3 "O4'" O5  O 0 1 N N N N N N -17.060 7.339  0.913  0.463  -2.623 -1.166 "O4'" A1IB3 32 
A1IB3 O6    O6  O 0 1 N N N N N N -19.255 11.289 -0.147 3.570  0.617  -2.020 O6    A1IB3 33 
A1IB3 H9    H1  H 0 1 N N N N N N -21.483 7.807  -3.445 4.094  3.220  2.949  H9    A1IB3 34 
A1IB3 H10   H2  H 0 1 N N N N N N -20.853 9.465  -3.732 4.982  3.720  1.411  H10   A1IB3 35 
A1IB3 H11   H3  H 0 1 N N N N N N -19.225 8.990  -2.272 3.565  -0.707 0.881  H11   A1IB3 36 
A1IB3 H8    H4  H 0 1 N N N N N N -23.169 10.461 -3.061 6.338  1.579  1.498  H8    A1IB3 37 
A1IB3 H7    H5  H 0 1 N N N N N N -23.798 8.803  -2.774 5.451  1.079  3.036  H7    A1IB3 38 
A1IB3 H16   H6  H 0 1 N N N N N N -14.970 8.848  0.953  -1.068 -0.225 -0.618 H16   A1IB3 39 
A1IB3 H1    H7  H 0 1 N N N N N N -22.664 9.523  2.118  2.538  5.040  -0.226 H1    A1IB3 40 
A1IB3 H3    H8  H 0 1 N N N N N N -23.588 11.385 1.060  2.935  3.285  -1.797 H3    A1IB3 41 
A1IB3 H2    H9  H 0 1 N N N N N N -23.631 9.913  0.031  4.201  4.535  -1.864 H2    A1IB3 42 
A1IB3 H5    H10 H 0 1 N N N N N N -21.576 12.184 -0.058 5.549  3.185  -0.226 H5    A1IB3 43 
A1IB3 H4    H11 H 0 1 N N N N N N -22.778 11.750 -1.320 5.262  2.333  -1.762 H4    A1IB3 44 
A1IB3 H6    H12 H 0 1 N N N N N N -22.005 8.368  -1.005 3.247  1.134  1.781  H6    A1IB3 45 
A1IB3 H12   H13 H 0 1 N N N N N N -17.255 9.765  -0.074 1.014  -0.151 -0.702 H12   A1IB3 46 
A1IB3 H13   H14 H 0 1 N N N N N N -16.899 7.831  -2.395 1.452  -1.686 1.903  H13   A1IB3 47 
A1IB3 H14   H15 H 0 1 N N N N N N -10.791 8.901  -1.291 -2.904 0.619  -1.395 H14   A1IB3 48 
A1IB3 H15   H16 H 0 1 N N N N N N -13.120 8.539  2.288  -4.994 -0.816 2.058  H15   A1IB3 49 
A1IB3 H17   H17 H 0 1 N N N N N N -17.497 11.222 -1.894 1.678  1.656  0.650  H17   A1IB3 50 
A1IB3 H18   H18 H 0 1 N N N N N N -18.991 6.635  -1.729 3.199  -3.104 0.716  H18   A1IB3 51 
A1IB3 H19   H19 H 0 1 N N N N N N -18.994 4.864  -0.032 2.428  -5.028 -0.704 H19   A1IB3 52 
A1IB3 H20   H20 H 0 1 N N N N N N -19.221 6.086  1.265  2.424  -3.941 -2.113 H20   A1IB3 53 
A1IB3 H21   H21 H 0 1 N N N N N N -21.221 5.151  0.551  4.497  -5.108 -1.895 H21   A1IB3 54 
A1IB3 H22   H22 H 0 1 N N N N N N -16.840 6.071  -0.723 0.802  -3.666 0.587  H22   A1IB3 55 
A1IB3 H23   H23 H 0 1 N N N N N N -17.416 6.654  1.467  0.554  -3.372 -1.771 H23   A1IB3 56 
# 
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 
A1IB3 C5    C8    SING N N 1  
A1IB3 C5    C3    SING N N 2  
A1IB3 C8    C3    SING N N 3  
A1IB3 NAA   N3    DOUB Y N 4  
A1IB3 NAA   N2    SING Y N 5  
A1IB3 "O5'" "C5'" SING N N 6  
A1IB3 N3    C4    SING Y N 7  
A1IB3 C3    N1    SING N N 8  
A1IB3 C9    "C5'" SING N N 9  
A1IB3 C9    N2    SING N N 10 
A1IB3 C9    "C1'" SING N N 11 
A1IB3 C7    "C5'" SING N N 12 
A1IB3 C7    C6    SING N N 13 
A1IB3 C7    "O2'" SING N N 14 
A1IB3 N1    C6    SING N N 15 
A1IB3 N1    C2    SING N N 16 
A1IB3 N2    C17   SING Y N 17 
A1IB3 C6    O6    DOUB N N 18 
A1IB3 "C2'" "C1'" SING N N 19 
A1IB3 "C2'" "O2'" SING N N 20 
A1IB3 "C2'" "C3'" SING N N 21 
A1IB3 C2    C1    SING N N 22 
A1IB3 "C1'" "O4'" SING N N 23 
A1IB3 C4    C17   DOUB Y N 24 
A1IB3 C4    C11   SING N N 25 
A1IB3 C12   C11   DOUB Y N 26 
A1IB3 C12   C13   SING Y N 27 
A1IB3 F1    C13   SING N N 28 
A1IB3 "O3'" "C3'" SING N N 29 
A1IB3 C11   C14   SING Y N 30 
A1IB3 C1    OP3   SING N N 31 
A1IB3 C13   C16   DOUB Y N 32 
A1IB3 C14   C15   DOUB Y N 33 
A1IB3 C16   C15   SING Y N 34 
A1IB3 C16   F3    SING N N 35 
A1IB3 C15   F2    SING N N 36 
A1IB3 C5    H9    SING N N 37 
A1IB3 C5    H10   SING N N 38 
A1IB3 C7    H11   SING N N 39 
A1IB3 C8    H8    SING N N 40 
A1IB3 C8    H7    SING N N 41 
A1IB3 C17   H16   SING N N 42 
A1IB3 OP3   H1    SING N N 43 
A1IB3 C1    H3    SING N N 44 
A1IB3 C1    H2    SING N N 45 
A1IB3 C2    H5    SING N N 46 
A1IB3 C2    H4    SING N N 47 
A1IB3 C3    H6    SING N N 48 
A1IB3 "C5'" H12   SING N N 49 
A1IB3 C9    H13   SING N N 50 
A1IB3 C12   H14   SING N N 51 
A1IB3 C14   H15   SING N N 52 
A1IB3 "O5'" H17   SING N N 53 
A1IB3 "C2'" H18   SING N N 54 
A1IB3 "C3'" H19   SING N N 55 
A1IB3 "C3'" H20   SING N N 56 
A1IB3 "O3'" H21   SING N N 57 
A1IB3 "C1'" H22   SING N N 58 
A1IB3 "O4'" H23   SING N N 59 
# 
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 
A1IB3 InChI            InChI                1.06  "InChI=1S/C20H23F3N4O6/c21-11-5-9(6-12(22)15(11)23)13-7-27(25-24-13)16-17(30)14(8-29)33-19(18(16)31)20(32)26(3-4-28)10-1-2-10/h5-7,10,14,16-19,28-31H,1-4,8H2/t14-,16+,17+,18-,19-/m1/s1" 
A1IB3 InChIKey         InChI                1.06  XFYVGVWUFSLCMZ-QFACEVIFSA-N                                                                                                                                                               
A1IB3 SMILES_CANONICAL CACTVS               3.385 "OCCN(C1CC1)C(=O)[C@@H]2O[C@H](CO)[C@H](O)[C@@H]([C@H]2O)n3cc(nn3)c4cc(F)c(F)c(F)c4"                                                                                                      
A1IB3 SMILES           CACTVS               3.385 "OCCN(C1CC1)C(=O)[CH]2O[CH](CO)[CH](O)[CH]([CH]2O)n3cc(nn3)c4cc(F)c(F)c(F)c4"                                                                                                             
A1IB3 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c(cc(c(c1F)F)F)c2cn(nn2)[C@H]3[C@H]([C@H](O[C@H]([C@@H]3O)C(=O)N(CCO)C4CC4)CO)O"                                                                                                       
A1IB3 SMILES           "OpenEye OEToolkits" 2.0.7 "c1c(cc(c(c1F)F)F)c2cn(nn2)C3C(C(OC(C3O)C(=O)N(CCO)C4CC4)CO)O"                                                                                                                            
# 
_pdbx_chem_comp_identifier.comp_id           A1IB3 
_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}-cyclopropyl-~{N}-(2-hydroxyethyl)-6-(hydroxymethyl)-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 
A1IB3 "Create component" 2024-05-20 PDBE 
A1IB3 "Initial release"  2025-03-26 RCSB 
# 
