data_IUF
# 
_chem_comp.id                                    IUF 
_chem_comp.name                                  "~{O}9-methyl ~{O}4-[2,2,2-tris(chloranyl)ethyl] (5~{a}~{S},6~{a}~{S},9~{R},10~{a}~{S})-7-methyl-3-nitro-5,5~{a},6,6~{a},8,9,10,10~{a}-octahydroindolo[4,3-fg]quinoline-4,9-dicarboxylate" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H22 Cl3 N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-04-13 
_chem_comp.pdbx_modified_date                    2023-01-20 
_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                        506.764 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IUF 
_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        7ZGA 
_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 
IUF C1  C1  C  0  1 Y N N 23.635 101.359 -1.021 -1.260 3.344  0.104  C1  IUF 1  
IUF C2  C2  C  0  1 Y N N 23.604 102.292 -2.063 -0.029 2.719  -0.051 C2  IUF 2  
IUF C3  C3  C  0  1 Y N N 22.483 103.121 -2.170 -0.024 1.324  -0.146 C3  IUF 3  
IUF C4  C4  C  0  1 Y N N 21.474 102.962 -1.274 -1.241 0.673  -0.128 C4  IUF 4  
IUF C5  C5  C  0  1 Y N N 21.477 102.044 -0.264 -2.467 1.286  0.079  C5  IUF 5  
IUF C6  C6  C  0  1 Y N N 22.583 101.224 -0.120 -2.463 2.651  0.180  C6  IUF 6  
IUF C7  C7  C  0  1 N N S 20.293 102.067 0.635  -3.599 0.317  0.208  C7  IUF 7  
IUF C8  C8  C  0  1 N N S 19.026 102.126 -0.214 -3.173 -0.860 1.076  C8  IUF 8  
IUF C9  C9  C  0  1 N N N 18.992 103.290 -1.225 -1.842 -1.507 0.767  C9  IUF 9  
IUF C10 C10 C  0  1 N N S 20.364 103.900 -1.515 -1.065 -0.807 -0.340 C10 IUF 10 
IUF C11 C11 C  0  1 N N N 20.328 100.975 1.700  -4.829 0.982  0.828  C11 IUF 11 
IUF C12 C12 C  0  1 N N R 18.922 100.610 2.157  -5.942 -0.064 0.950  C12 IUF 12 
IUF C13 C13 C  0  1 N N N 18.022 101.826 2.027  -5.449 -1.248 1.783  C13 IUF 13 
IUF C15 C14 C  0  1 N N N 16.866 103.192 0.363  -4.577 -2.382 -0.173 C15 IUF 14 
IUF C16 C15 C  0  1 N N N 18.977 100.129 3.573  -6.331 -0.545 -0.424 C16 IUF 15 
IUF C19 C16 C  0  1 N N N 20.039 98.752  5.295  -7.523 -1.974 -1.913 C19 IUF 16 
IUF C24 C17 C  0  1 N N N 20.592 104.271 -2.981 0.457  -0.973 -0.210 C24 IUF 17 
IUF C25 C18 C  0  1 N N N 22.798 105.016 -3.731 2.318  0.706  -0.194 C25 IUF 18 
IUF C27 C19 C  0  1 N N N 22.924 106.207 -5.969 4.629  0.129  -0.044 C27 IUF 19 
IUF C28 C20 C  0  1 N N N 22.943 105.320 -7.229 5.521  -1.113 -0.013 C28 IUF 20 
IUF N14 N1  N  0  1 N N N 17.773 102.044 0.585  -4.258 -1.841 1.155  N14 IUF 21 
IUF O17 O1  O  0  1 N N N 19.924 99.110  3.924  -7.195 -1.563 -0.560 O17 IUF 22 
IUF O18 O2  O  0  1 N N N 18.241 100.542 4.451  -5.865 -0.014 -1.405 O18 IUF 23 
IUF N20 N2  N  1  1 N N N 24.725 102.310 -2.897 1.228  3.499  -0.112 N20 IUF 24 
IUF O21 O3  O  0  1 N N N 25.081 103.451 -3.594 1.648  4.058  0.885  O21 IUF 25 
IUF O22 O4  O  -1 1 N N N 25.428 101.310 -2.994 1.843  3.581  -1.160 O22 IUF 26 
IUF N23 N3  N  0  1 N N N 22.052 104.157 -3.035 1.005  0.399  -0.183 N23 IUF 27 
IUF O26 O5  O  0  1 N N N 22.172 105.711 -4.851 3.239  -0.275 -0.154 O26 IUF 28 
IUF CL1 CL1 CL 0  0 N N N 22.469 106.343 -8.629 5.079  -2.135 1.405  CL1 IUF 29 
IUF CL2 CL2 CL 0  0 N N N 21.804 103.931 -7.178 5.288  -2.059 -1.531 CL2 IUF 30 
IUF CL3 CL3 CL 0  0 N N N 24.612 104.676 -7.447 7.247  -0.611 0.123  CL3 IUF 31 
IUF O32 O6  O  0  1 N N N 23.951 105.287 -3.454 2.670  1.868  -0.240 O32 IUF 32 
IUF H1  H1  H  0  1 N N N 24.502 100.724 -0.912 -1.284 4.422  0.172  H1  IUF 33 
IUF H2  H2  H  0  1 N N N 22.629 100.495 0.675  -3.389 3.186  0.324  H2  IUF 34 
IUF H3  H3  H  0  1 N N N 20.336 103.022 1.180  -3.860 -0.059 -0.781 H3  IUF 35 
IUF H4  H4  H  0  1 N N N 19.047 101.214 -0.828 -3.068 -0.461 2.085  H4  IUF 36 
IUF H5  H5  H  0  1 N N N 18.340 104.079 -0.822 -1.236 -1.507 1.673  H5  IUF 37 
IUF H6  H6  H  0  1 N N N 18.573 102.915 -2.170 -2.018 -2.540 0.467  H6  IUF 38 
IUF H7  H7  H  0  1 N N N 20.495 104.798 -0.894 -1.423 -1.112 -1.324 H7  IUF 39 
IUF H8  H8  H  0  1 N N N 20.813 100.081 1.282  -4.577 1.366  1.817  H8  IUF 40 
IUF H9  H9  H  0  1 N N N 20.905 101.335 2.565  -5.163 1.800  0.190  H9  IUF 41 
IUF H10 H10 H  0  1 N N N 18.534 99.806  1.514  -6.809 0.384  1.436  H10 IUF 42 
IUF H11 H11 H  0  1 N N N 18.517 102.708 2.460  -5.196 -0.905 2.786  H11 IUF 43 
IUF H12 H12 H  0  1 N N N 17.071 101.646 2.549  -6.235 -2.000 1.845  H12 IUF 44 
IUF H13 H13 H  0  1 N N N 15.963 103.071 0.980  -3.802 -3.086 -0.474 H13 IUF 45 
IUF H14 H14 H  0  1 N N N 17.379 104.124 0.643  -5.539 -2.893 -0.136 H14 IUF 46 
IUF H15 H15 H  0  1 N N N 16.582 103.235 -0.699 -4.626 -1.566 -0.895 H15 IUF 47 
IUF H16 H16 H  0  1 N N N 20.799 97.964  5.406  -7.972 -1.136 -2.448 H16 IUF 48 
IUF H17 H17 H  0  1 N N N 20.337 99.634  5.880  -6.616 -2.289 -2.428 H17 IUF 49 
IUF H18 H18 H  0  1 N N N 19.070 98.380  5.659  -8.229 -2.803 -1.880 H18 IUF 50 
IUF H19 H19 H  0  1 N N N 20.252 105.293 -3.203 0.701  -1.495 0.715  H19 IUF 51 
IUF H20 H20 H  0  1 N N N 20.100 103.564 -3.665 0.851  -1.521 -1.066 H20 IUF 52 
IUF H21 H21 H  0  1 N N N 23.965 106.342 -5.639 4.770  0.701  0.873  H21 IUF 53 
IUF H22 H22 H  0  1 N N N 22.500 107.182 -6.252 4.896  0.747  -0.902 H22 IUF 54 
# 
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 
IUF CL1 C28 SING N N 1  
IUF CL3 C28 SING N N 2  
IUF C28 CL2 SING N N 3  
IUF C28 C27 SING N N 4  
IUF C27 O26 SING N N 5  
IUF O26 C25 SING N N 6  
IUF C25 O32 DOUB N N 7  
IUF C25 N23 SING N N 8  
IUF O21 N20 DOUB N N 9  
IUF N23 C24 SING N N 10 
IUF N23 C3  SING N N 11 
IUF O22 N20 SING N N 12 
IUF C24 C10 SING N N 13 
IUF N20 C2  SING N N 14 
IUF C3  C2  DOUB Y N 15 
IUF C3  C4  SING Y N 16 
IUF C2  C1  SING Y N 17 
IUF C10 C4  SING N N 18 
IUF C10 C9  SING N N 19 
IUF C4  C5  DOUB Y N 20 
IUF C9  C8  SING N N 21 
IUF C1  C6  DOUB Y N 22 
IUF C5  C6  SING Y N 23 
IUF C5  C7  SING N N 24 
IUF C8  N14 SING N N 25 
IUF C8  C7  SING N N 26 
IUF C15 N14 SING N N 27 
IUF N14 C13 SING N N 28 
IUF C7  C11 SING N N 29 
IUF C11 C12 SING N N 30 
IUF C13 C12 SING N N 31 
IUF C12 C16 SING N N 32 
IUF C16 O17 SING N N 33 
IUF C16 O18 DOUB N N 34 
IUF O17 C19 SING N N 35 
IUF C1  H1  SING N N 36 
IUF C6  H2  SING N N 37 
IUF C7  H3  SING N N 38 
IUF C8  H4  SING N N 39 
IUF C9  H5  SING N N 40 
IUF C9  H6  SING N N 41 
IUF C10 H7  SING N N 42 
IUF C11 H8  SING N N 43 
IUF C11 H9  SING N N 44 
IUF C12 H10 SING N N 45 
IUF C13 H11 SING N N 46 
IUF C13 H12 SING N N 47 
IUF C15 H13 SING N N 48 
IUF C15 H14 SING N N 49 
IUF C15 H15 SING N N 50 
IUF C19 H16 SING N N 51 
IUF C19 H17 SING N N 52 
IUF C19 H18 SING N N 53 
IUF C24 H19 SING N N 54 
IUF C24 H20 SING N N 55 
IUF C27 H21 SING N N 56 
IUF C27 H22 SING N N 57 
# 
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 
IUF InChI            InChI                1.06  "InChI=1S/C20H22Cl3N3O6/c1-24-7-11(18(27)31-2)5-13-12-3-4-14(26(29)30)17-16(12)10(6-15(13)24)8-25(17)19(28)32-9-20(21,22)23/h3-4,10-11,13,15H,5-9H2,1-2H3/t10-,11-,13+,15+/m1/s1" 
IUF InChIKey         InChI                1.06  NQHZXZRFBLSAPZ-ZSEWYUTFSA-N                                                                                                                                                       
IUF SMILES_CANONICAL CACTVS               3.385 "COC(=O)[C@@H]1C[C@@H]2[C@H](C[C@@H]3CN(C(=O)OCC(Cl)(Cl)Cl)c4c(ccc2c34)[N+]([O-])=O)N(C)C1"                                                                                       
IUF SMILES           CACTVS               3.385 "COC(=O)[CH]1C[CH]2[CH](C[CH]3CN(C(=O)OCC(Cl)(Cl)Cl)c4c(ccc2c34)[N+]([O-])=O)N(C)C1"                                                                                              
IUF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN1C[C@@H](C[C@@H]2[C@@H]1C[C@@H]3CN(c4c3c2ccc4[N+](=O)[O-])C(=O)OCC(Cl)(Cl)Cl)C(=O)OC"                                                                                          
IUF SMILES           "OpenEye OEToolkits" 2.0.7 "CN1CC(CC2C1CC3CN(c4c3c2ccc4[N+](=O)[O-])C(=O)OCC(Cl)(Cl)Cl)C(=O)OC"                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           IUF 
_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        "~{O}9-methyl ~{O}4-[2,2,2-tris(chloranyl)ethyl] (5~{a}~{S},6~{a}~{S},9~{R},10~{a}~{S})-7-methyl-3-nitro-5,5~{a},6,6~{a},8,9,10,10~{a}-octahydroindolo[4,3-fg]quinoline-4,9-dicarboxylate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
IUF "Create component"  2022-04-13 PDBE 
IUF "Modify descriptor" 2022-08-22 RCSB 
IUF "Initial release"   2023-01-25 RCSB 
# 
