data_LKO
# 
_chem_comp.id                                    LKO 
_chem_comp.name                                  "16,17-dimethoxy-21-(2-pyridin-4-ylethyl)-5,7-dioxa-13$l^{4}-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(13),2,4(8),9,14,16,18,20-octaene" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H25 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2022-07-06 
_chem_comp.pdbx_modified_date                    2022-12-02 
_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                        441.498 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LKO 
_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        8AAD 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
# 
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 
LKO O2  O1  O 0 1 N N N 0.161  -15.205 4.777 -5.489 -2.182 0.231  O2  LKO 1  
LKO C2  C1  C 0 1 Y N N -0.316 -16.487 4.933 -4.155 -2.138 0.055  C2  LKO 2  
LKO C3  C2  C 0 1 Y N N 0.728  -17.369 5.036 -3.633 -1.228 0.989  C3  LKO 3  
LKO O3  O2  O 0 1 N N N -3.582 -24.971 5.505 4.962  -1.821 -0.158 O3  LKO 4  
LKO C4  C3  C 0 1 Y N N -1.621 -16.905 5.074 -3.319 -2.819 -0.818 C4  LKO 5  
LKO O4  O3  O 0 1 N N N -1.726 -26.969 5.276 6.030  0.569  0.647  O4  LKO 6  
LKO C5  C4  C 0 1 Y N N -1.855 -18.255 5.340 -1.970 -2.519 -0.768 C5  LKO 7  
LKO C6  C5  C 0 1 Y N N -0.800 -19.179 5.330 -1.445 -1.560 0.101  C6  LKO 8  
LKO C1  C6  C 0 1 N N N 1.584  -15.312 4.851 -5.764 -1.666 1.542  C1  LKO 9  
LKO O1  O4  O 0 1 N N N 1.924  -16.687 5.053 -4.666 -0.760 1.719  O1  LKO 10 
LKO C19 C7  C 0 1 N N N -4.476 -23.974 4.987 5.372  -1.913 -1.523 C19 LKO 11 
LKO C18 C8  C 0 1 Y N N -2.233 -24.685 5.376 4.144  -0.786 0.173  C18 LKO 12 
LKO C13 C9  C 0 1 Y N N -1.854 -23.317 5.406 2.747  -0.930 0.102  C13 LKO 13 
LKO C12 C10 C 0 1 Y N N -0.483 -22.973 5.194 1.909  0.167  0.440  C12 LKO 14 
LKO C15 C11 C 0 1 Y N N 0.431  -24.022 4.924 2.491  1.368  0.869  C15 LKO 15 
LKO C16 C12 C 0 1 Y N N 0.034  -25.330 4.895 3.849  1.484  0.930  C16 LKO 16 
LKO C17 C13 C 0 1 Y N N -1.290 -25.677 5.151 4.680  0.420  0.582  C17 LKO 17 
LKO C20 C14 C 0 1 N N N -3.065 -27.259 4.879 6.522  1.840  1.078  C20 LKO 18 
LKO C11 C15 C 0 1 Y N N -0.098 -21.591 5.186 0.516  -0.008 0.332  C11 LKO 19 
LKO C10 C16 C 0 1 Y N N -1.083 -20.625 5.345 0.007  -1.256 0.046  C10 LKO 20 
LKO N1  N1  N 1 1 Y N N -2.434 -21.024 5.480 0.838  -2.243 -0.343 N1  LKO 21 
LKO C14 C17 C 0 1 Y N N -2.791 -22.302 5.554 2.145  -2.126 -0.305 C14 LKO 22 
LKO C7  C18 C 0 1 Y N N 0.513  -18.721 5.199 -2.280 -0.938 1.037  C7  LKO 23 
LKO C8  C19 C 0 1 N N N -3.187 -18.710 5.855 -1.012 -3.268 -1.667 C8  LKO 24 
LKO C9  C20 C 0 1 N N N -3.522 -20.042 5.230 0.284  -3.494 -0.881 C9  LKO 25 
LKO C21 C21 C 0 1 N N N 1.323  -21.179 4.858 -0.375 1.205  0.450  C21 LKO 26 
LKO C22 C22 C 0 1 N N N 2.460  -22.048 5.489 -0.480 1.895  -0.911 C22 LKO 27 
LKO C25 C23 C 0 1 Y N N 3.810  -21.390 5.283 -1.370 3.106  -0.794 C25 LKO 28 
LKO C26 C24 C 0 1 Y N N 4.979  -22.131 5.265 -0.841 4.347  -0.472 C26 LKO 29 
LKO C27 C25 C 0 1 Y N N 6.180  -21.490 5.034 -1.687 5.435  -0.373 C27 LKO 30 
LKO N2  N2  N 0 1 Y N N 6.290  -20.174 4.841 -2.983 5.302  -0.581 N2  LKO 31 
LKO C29 C26 C 0 1 Y N N 5.158  -19.464 4.874 -3.520 4.138  -0.889 C29 LKO 32 
LKO C30 C27 C 0 1 Y N N 3.914  -20.022 5.080 -2.736 3.007  -1.010 C30 LKO 33 
LKO H1  H1  H 0 1 N N N -2.440 -16.207 4.981 -3.708 -3.554 -1.508 H1  LKO 34 
LKO H2  H2  H 0 1 N N N 2.033  -14.952 3.913 -6.717 -1.137 1.563  H2  LKO 35 
LKO H3  H3  H 0 1 N N N -5.516 -24.299 5.139 6.019  -2.780 -1.651 H3  LKO 36 
LKO H4  H4  H 0 1 N N N -4.308 -23.022 5.513 4.494  -2.018 -2.160 H4  LKO 37 
LKO H5  H5  H 0 1 N N N -4.289 -23.837 3.912 5.916  -1.010 -1.801 H5  LKO 38 
LKO H6  H6  H 0 1 N N N 1.467  -23.782 4.736 1.887  2.214  1.162  H6  LKO 39 
LKO H7  H7  H 0 1 N N N 0.755  -26.102 4.671 4.285  2.418  1.252  H7  LKO 40 
LKO H8  H8  H 0 1 N N N -3.271 -28.328 5.035 7.612  1.824  1.085  H8  LKO 41 
LKO H9  H9  H 0 1 N N N -3.764 -26.659 5.481 6.174  2.615  0.395  H9  LKO 42 
LKO H10 H10 H 0 1 N N N -3.193 -27.013 3.815 6.155  2.050  2.083  H10 LKO 43 
LKO H11 H11 H 0 1 N N N -3.826 -22.555 5.732 2.763  -2.966 -0.591 H11 LKO 44 
LKO H12 H12 H 0 1 N N N 1.343  -19.412 5.225 -1.897 -0.290 1.813  H12 LKO 45 
LKO H13 H13 H 0 1 N N N -3.958 -17.972 5.588 -1.442 -4.226 -1.944 H13 LKO 46 
LKO H14 H14 H 0 1 N N N -3.144 -18.816 6.949 -0.802 -2.675 -2.553 H14 LKO 47 
LKO H15 H15 H 0 1 N N N -3.649 -19.911 4.145 1.018  -3.950 -1.542 H15 LKO 48 
LKO H16 H16 H 0 1 N N N -4.458 -20.421 5.666 0.077  -4.171 -0.055 H16 LKO 49 
LKO H17 H17 H 0 1 N N N 1.439  -21.218 3.765 -1.367 0.896  0.779  H17 LKO 50 
LKO H18 H18 H 0 1 N N N 1.460  -20.144 5.205 0.049  1.898  1.177  H18 LKO 51 
LKO H19 H19 H 0 1 N N N 2.273  -22.160 6.567 0.512  2.204  -1.240 H19 LKO 52 
LKO H20 H20 H 0 1 N N N 2.464  -23.039 5.012 -0.904 1.202  -1.638 H20 LKO 53 
LKO H21 H21 H 0 1 N N N 4.952  -23.198 5.430 0.219  4.461  -0.300 H21 LKO 54 
LKO H22 H22 H 0 1 N N N 7.080  -22.086 5.008 -1.283 6.404  -0.123 H22 LKO 55 
LKO H23 H23 H 0 1 N N N 5.221  -18.395 4.732 -4.586 4.068  -1.051 H23 LKO 56 
LKO H24 H24 H 0 1 N N N 3.031  -19.401 5.083 -3.181 2.056  -1.263 H24 LKO 57 
LKO H25 H25 H 0 1 N N N 1.959  -14.709 5.692 -5.743 -2.461 2.288  H25 LKO 58 
# 
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 
LKO O2  C1  SING N N 1  
LKO O2  C2  SING N N 2  
LKO N2  C29 DOUB Y N 3  
LKO N2  C27 SING Y N 4  
LKO C1  O1  SING N N 5  
LKO C21 C11 SING N N 6  
LKO C21 C22 SING N N 7  
LKO C29 C30 SING Y N 8  
LKO C20 O4  SING N N 9  
LKO C16 C15 DOUB Y N 10 
LKO C16 C17 SING Y N 11 
LKO C15 C12 SING Y N 12 
LKO C2  C3  DOUB Y N 13 
LKO C2  C4  SING Y N 14 
LKO C19 O3  SING N N 15 
LKO C27 C26 DOUB Y N 16 
LKO C3  O1  SING N N 17 
LKO C3  C7  SING Y N 18 
LKO C4  C5  DOUB Y N 19 
LKO C30 C25 DOUB Y N 20 
LKO C17 O4  SING N N 21 
LKO C17 C18 DOUB Y N 22 
LKO C11 C12 DOUB Y N 23 
LKO C11 C10 SING Y N 24 
LKO C12 C13 SING Y N 25 
LKO C7  C6  DOUB Y N 26 
LKO C9  N1  SING N N 27 
LKO C9  C8  SING N N 28 
LKO C26 C25 SING Y N 29 
LKO C25 C22 SING N N 30 
LKO C6  C5  SING Y N 31 
LKO C6  C10 SING N N 32 
LKO C5  C8  SING N N 33 
LKO C10 N1  DOUB Y N 34 
LKO C18 C13 SING Y N 35 
LKO C18 O3  SING N N 36 
LKO C13 C14 DOUB Y N 37 
LKO N1  C14 SING Y N 38 
LKO C4  H1  SING N N 39 
LKO C1  H2  SING N N 40 
LKO C19 H3  SING N N 41 
LKO C19 H4  SING N N 42 
LKO C19 H5  SING N N 43 
LKO C15 H6  SING N N 44 
LKO C16 H7  SING N N 45 
LKO C20 H8  SING N N 46 
LKO C20 H9  SING N N 47 
LKO C20 H10 SING N N 48 
LKO C14 H11 SING N N 49 
LKO C7  H12 SING N N 50 
LKO C8  H13 SING N N 51 
LKO C8  H14 SING N N 52 
LKO C9  H15 SING N N 53 
LKO C9  H16 SING N N 54 
LKO C21 H17 SING N N 55 
LKO C21 H18 SING N N 56 
LKO C22 H19 SING N N 57 
LKO C22 H20 SING N N 58 
LKO C26 H21 SING N N 59 
LKO C27 H22 SING N N 60 
LKO C29 H23 SING N N 61 
LKO C30 H24 SING N N 62 
LKO C1  H25 SING N N 63 
# 
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 
LKO InChI            InChI                1.06  "InChI=1S/C27H25N2O4/c1-30-23-6-5-19-20(4-3-17-7-10-28-11-8-17)26-21-14-25-24(32-16-33-25)13-18(21)9-12-29(26)15-22(19)27(23)31-2/h5-8,10-11,13-15H,3-4,9,12,16H2,1-2H3/q+1" 
LKO InChIKey         InChI                1.06  RNEIDRUOMNDERD-UHFFFAOYSA-N                                                                                                                                                  
LKO SMILES_CANONICAL CACTVS               3.385 "COc1ccc2c(CCc3ccncc3)c4c5cc6OCOc6cc5CC[n+]4cc2c1OC"                                                                                                                         
LKO SMILES           CACTVS               3.385 "COc1ccc2c(CCc3ccncc3)c4c5cc6OCOc6cc5CC[n+]4cc2c1OC"                                                                                                                         
LKO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "COc1ccc2c(c1OC)c[n+]3c(c2CCc4ccncc4)-c5cc6c(cc5CC3)OCO6"                                                                                                                    
LKO SMILES           "OpenEye OEToolkits" 2.0.7 "COc1ccc2c(c1OC)c[n+]3c(c2CCc4ccncc4)-c5cc6c(cc5CC3)OCO6"                                                                                                                    
# 
_pdbx_chem_comp_identifier.comp_id           LKO 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   3.1.0.0 
_pdbx_chem_comp_identifier.identifier        "16,17-dimethoxy-21-(2-pyridin-4-ylethyl)-5,7-dioxa-13-azoniapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(13),2,4(8),9,14,16,18,20-octaene" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
LKO "Create component"  2022-07-06 PDBE 
LKO "Modify charge"     2022-07-06 PDBE 
LKO "Modify descriptor" 2022-08-22 RCSB 
LKO "Initial release"   2022-12-07 RCSB 
# 
