data_XKE
# 
_chem_comp.id                                    XKE 
_chem_comp.name                                  "(1~{R},3~{a}~{R},6~{a}~{R})-4-phenyl-3~{a}-(1-phenylethenyl)-5-[9-(1~{H}-1,2,3,4-tetrazol-5-yl)nonyl]-2,3,6,6~{a}-tetrahydro-1~{H}-pentalen-1-ol" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H40 N4 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2022-11-23 
_chem_comp.pdbx_modified_date                    2023-11-24 
_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                        496.686 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     XKE 
_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        8F8M 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
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 
XKE C15 C1  C 0 1 N N N N N N 25.031 -32.956 4.523  1.287  -0.317 -1.087 C15 XKE 1  
XKE C12 C2  C 0 1 N N N N N N 25.999 -29.827 6.172  -2.428 -0.559 -0.190 C12 XKE 2  
XKE C10 C3  C 0 1 N N R N N N 25.305 -27.643 5.332  -3.935 -1.555 1.425  C10 XKE 3  
XKE C18 C4  C 0 1 N N N N N N 24.360 -35.177 1.774  5.045  -0.315 -0.247 C18 XKE 4  
XKE C13 C5  C 0 1 N N N N N N 25.874 -31.310 6.357  -1.210 -0.399 -1.064 C13 XKE 5  
XKE C20 C6  C 0 1 N N N N N N 25.293 -35.727 -0.518 7.542  -0.234 -0.270 C20 XKE 6  
XKE C16 C7  C 0 1 N N N N N N 25.138 -33.079 2.993  2.548  -0.397 -0.224 C16 XKE 7  
XKE C17 C8  C 0 1 N N N N N N 25.515 -34.482 2.508  3.784  -0.235 -1.110 C17 XKE 8  
XKE C11 C9  C 0 1 N N N N N N 24.791 -29.022 5.757  -3.018 -1.886 0.224  C11 XKE 9  
XKE C19 C10 C 0 1 N N N N N N 24.320 -34.855 0.282  6.281  -0.154 -1.134 C19 XKE 10 
XKE C14 C11 C 0 1 N N N N N N 26.221 -32.232 5.160  0.051  -0.479 -0.200 C14 XKE 11 
XKE C01 C12 C 0 1 N N N N N N 28.597 -26.674 4.072  -6.536 0.868  0.923  C01 XKE 12 
XKE C02 C13 C 0 1 N N N N N N 27.500 -27.443 4.119  -5.591 0.084  0.423  C02 XKE 13 
XKE C03 C14 C 0 1 Y N N N N N 26.985 -28.019 2.834  -5.827 -0.642 -0.843 C03 XKE 14 
XKE C04 C15 C 0 1 Y N N N N N 26.359 -27.242 1.851  -5.902 0.057  -2.048 C04 XKE 15 
XKE C05 C16 C 0 1 Y N N N N N 25.883 -27.791 0.658  -6.123 -0.627 -3.226 C05 XKE 16 
XKE C06 C17 C 0 1 Y N N N N N 26.017 -29.149 0.398  -6.270 -2.002 -3.214 C06 XKE 17 
XKE C07 C18 C 0 1 Y N N N N N 26.634 -29.941 1.355  -6.198 -2.701 -2.022 C07 XKE 18 
XKE C08 C19 C 0 1 Y N N N N N 27.107 -29.384 2.547  -5.971 -2.030 -0.838 C08 XKE 19 
XKE C09 C20 C 0 1 N N R N N N 26.849 -27.680 5.482  -4.277 -0.067 1.145  C09 XKE 20 
XKE C21 C21 C 0 1 N N N N N N 25.712 -35.062 -1.824 8.778  -0.072 -1.157 C21 XKE 21 
XKE C22 C22 C 0 1 Y N N N N N 27.159 -35.303 -2.126 10.020 -0.150 -0.307 C22 XKE 22 
XKE C27 C23 C 0 1 N N N N N N 27.131 -29.059 6.106  -3.120 0.444  0.321  C27 XKE 23 
XKE C28 C24 C 0 1 Y N N N N N 28.513 -29.463 6.419  -2.806 1.873  0.113  C28 XKE 24 
XKE C29 C25 C 0 1 Y N N N N N 29.444 -29.725 5.408  -2.336 2.649  1.173  C29 XKE 25 
XKE C30 C26 C 0 1 Y N N N N N 30.755 -30.112 5.683  -2.044 3.982  0.972  C30 XKE 26 
XKE C31 C27 C 0 1 Y N N N N N 31.186 -30.261 6.993  -2.218 4.551  -0.277 C31 XKE 27 
XKE C32 C28 C 0 1 Y N N N N N 30.283 -30.013 8.018  -2.685 3.787  -1.332 C32 XKE 28 
XKE C33 C29 C 0 1 Y N N N N N 28.972 -29.624 7.736  -2.973 2.451  -1.146 C33 XKE 29 
XKE C34 C30 C 0 1 N N R N N N 24.784 -26.486 6.226  -3.083 -1.549 2.704  C34 XKE 30 
XKE C36 C31 C 0 1 N N N N N N 25.864 -26.245 7.284  -3.296 -0.194 3.392  C36 XKE 31 
XKE C37 C32 C 0 1 N N N N N N 27.146 -26.541 6.518  -4.303 0.601  2.528  C37 XKE 32 
XKE N23 N1  N 0 1 Y N N N N N 28.090 -35.908 -1.357 11.060 -0.987 -0.479 N23 XKE 33 
XKE N24 N2  N 0 1 Y N N N N N 29.240 -35.868 -2.080 11.911 -0.733 0.457  N24 XKE 34 
XKE N25 N3  N 0 1 Y N N N N N 29.093 -35.279 -3.238 11.448 0.216  1.193  N25 XKE 35 
XKE N26 N4  N 0 1 Y N N N N N 27.772 -34.904 -3.296 10.299 0.586  0.741  N26 XKE 36 
XKE O35 O1  O 0 1 N N N N N N 24.629 -25.322 5.467  -3.503 -2.605 3.571  O35 XKE 37 
XKE H1  H1  H 0 1 N N N N N N 24.114 -32.399 4.765  1.251  0.650  -1.588 H1  XKE 38 
XKE H2  H2  H 0 1 N N N N N N 24.969 -33.968 4.951  1.306  -1.112 -1.832 H2  XKE 39 
XKE H3  H3  H 0 1 N N N N N N 25.039 -27.450 4.282  -4.813 -2.197 1.486  H3  XKE 40 
XKE H4  H4  H 0 1 N N N N N N 23.412 -34.854 2.228  5.026  0.479  0.498  H4  XKE 41 
XKE H5  H5  H 0 1 N N N N N N 24.472 -36.265 1.895  5.081  -1.283 0.254  H5  XKE 42 
XKE H6  H6  H 0 1 N N N N N N 24.830 -31.517 6.635  -1.191 -1.194 -1.809 H6  XKE 43 
XKE H7  H7  H 0 1 N N N N N N 26.538 -31.592 7.188  -1.246 0.568  -1.565 H7  XKE 44 
XKE H8  H8  H 0 1 N N N N N N 24.805 -36.685 -0.748 7.523  0.561  0.475  H8  XKE 45 
XKE H9  H9  H 0 1 N N N N N N 26.190 -35.910 0.092  7.578  -1.201 0.231  H9  XKE 46 
XKE H10 H10 H 0 1 N N N N N N 25.905 -32.373 2.642  2.529  0.398  0.522  H10 XKE 47 
XKE H11 H11 H 0 1 N N N N N N 24.165 -32.811 2.555  2.584  -1.365 0.277  H11 XKE 48 
XKE H12 H12 H 0 1 N N N N N N 25.799 -35.092 3.378  3.748  0.732  -1.612 H12 XKE 49 
XKE H13 H13 H 0 1 N N N N N N 26.371 -34.401 1.822  3.803  -1.030 -1.856 H13 XKE 50 
XKE H14 H14 H 0 1 N N N N N N 24.093 -28.923 6.602  -3.601 -2.313 -0.592 H14 XKE 51 
XKE H15 H15 H 0 1 N N N N N N 24.280 -29.512 4.915  -2.229 -2.574 0.528  H15 XKE 52 
XKE H16 H16 H 0 1 N N N N N N 24.590 -33.798 0.139  6.300  -0.948 -1.879 H16 XKE 53 
XKE H17 H17 H 0 1 N N N N N N 23.300 -35.027 -0.091 6.245  0.814  -1.635 H17 XKE 54 
XKE H18 H18 H 0 1 N N N N N N 26.932 -32.993 5.513  0.087  -1.446 0.301  H18 XKE 55 
XKE H19 H19 H 0 1 N N N N N N 26.698 -31.616 4.384  0.032  0.316  0.545  H19 XKE 56 
XKE H20 H20 H 0 1 N N N N N N 28.994 -26.244 4.979  -7.449 1.034  0.371  H20 XKE 57 
XKE H21 H21 H 0 1 N N N N N N 29.084 -26.485 3.127  -6.392 1.342  1.883  H21 XKE 58 
XKE H22 H22 H 0 1 N N N N N N 26.240 -26.182 2.021  -5.788 1.131  -2.059 H22 XKE 59 
XKE H23 H23 H 0 1 N N N N N N 25.405 -27.152 -0.070 -6.181 -0.087 -4.160 H23 XKE 60 
XKE H24 H24 H 0 1 N N N N N N 25.651 -29.576 -0.524 -6.443 -2.533 -4.139 H24 XKE 61 
XKE H25 H25 H 0 1 N N N N N N 26.750 -31.000 1.177  -6.314 -3.775 -2.019 H25 XKE 62 
XKE H26 H26 H 0 1 N N N N N N 27.583 -30.029 3.271  -5.914 -2.577 0.092  H26 XKE 63 
XKE H27 H27 H 0 1 N N N N N N 25.540 -33.979 -1.744 8.797  -0.867 -1.903 H27 XKE 64 
XKE H28 H28 H 0 1 N N N N N N 25.103 -35.471 -2.644 8.742  0.896  -1.658 H28 XKE 65 
XKE H29 H29 H 0 1 N N N N N N 29.136 -29.624 4.378  -2.200 2.207  2.149  H29 XKE 66 
XKE H30 H30 H 0 1 N N N N N N 31.441 -30.297 4.869  -1.680 4.584  1.792  H30 XKE 67 
XKE H31 H31 H 0 1 N N N N N N 32.200 -30.563 7.210  -1.989 5.595  -0.430 H31 XKE 68 
XKE H32 H32 H 0 1 N N N N N N 30.598 -30.122 9.045  -2.819 4.237  -2.305 H32 XKE 69 
XKE H33 H33 H 0 1 N N N N N N 28.291 -29.442 8.555  -3.332 1.855  -1.972 H33 XKE 70 
XKE H34 H34 H 0 1 N N N N N N 23.844 -26.788 6.711  -2.031 -1.673 2.449  H34 XKE 71 
XKE H35 H35 H 0 1 N N N N N N 25.845 -25.205 7.641  -3.716 -0.345 4.387  H35 XKE 72 
XKE H36 H36 H 0 1 N N N N N N 25.744 -26.928 8.138  -2.347 0.337  3.467  H36 XKE 73 
XKE H37 H37 H 0 1 N N N N N N 27.930 -26.869 7.217  -3.972 1.637  2.451  H37 XKE 74 
XKE H38 H38 H 0 1 N N N N N N 27.481 -25.636 5.990  -5.308 0.558  2.947  H38 XKE 75 
XKE H39 H39 H 0 1 N N N N N N 27.960 -36.302 -0.447 11.152 -1.656 -1.175 H39 XKE 76 
XKE H40 H40 H 0 1 N N N N N N 24.310 -24.621 6.023  -3.004 -2.656 4.398  H40 XKE 77 
# 
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 
XKE N26 N25 SING Y N 1  
XKE N26 C22 DOUB Y N 2  
XKE N25 N24 DOUB Y N 3  
XKE C22 C21 SING N N 4  
XKE C22 N23 SING Y N 5  
XKE N24 N23 SING Y N 6  
XKE C21 C20 SING N N 7  
XKE C20 C19 SING N N 8  
XKE C19 C18 SING N N 9  
XKE C06 C05 DOUB Y N 10 
XKE C06 C07 SING Y N 11 
XKE C05 C04 SING Y N 12 
XKE C07 C08 DOUB Y N 13 
XKE C18 C17 SING N N 14 
XKE C04 C03 DOUB Y N 15 
XKE C17 C16 SING N N 16 
XKE C08 C03 SING Y N 17 
XKE C03 C02 SING N N 18 
XKE C16 C15 SING N N 19 
XKE C01 C02 DOUB N N 20 
XKE C02 C09 SING N N 21 
XKE C15 C14 SING N N 22 
XKE C14 C13 SING N N 23 
XKE C10 C09 SING N N 24 
XKE C10 C11 SING N N 25 
XKE C10 C34 SING N N 26 
XKE C29 C30 DOUB Y N 27 
XKE C29 C28 SING Y N 28 
XKE O35 C34 SING N N 29 
XKE C09 C27 SING N N 30 
XKE C09 C37 SING N N 31 
XKE C30 C31 SING Y N 32 
XKE C11 C12 SING N N 33 
XKE C27 C12 DOUB N N 34 
XKE C27 C28 SING N N 35 
XKE C12 C13 SING N N 36 
XKE C34 C36 SING N N 37 
XKE C28 C33 DOUB Y N 38 
XKE C37 C36 SING N N 39 
XKE C31 C32 DOUB Y N 40 
XKE C33 C32 SING Y N 41 
XKE C15 H1  SING N N 42 
XKE C15 H2  SING N N 43 
XKE C10 H3  SING N N 44 
XKE C18 H4  SING N N 45 
XKE C18 H5  SING N N 46 
XKE C13 H6  SING N N 47 
XKE C13 H7  SING N N 48 
XKE C20 H8  SING N N 49 
XKE C20 H9  SING N N 50 
XKE C16 H10 SING N N 51 
XKE C16 H11 SING N N 52 
XKE C17 H12 SING N N 53 
XKE C17 H13 SING N N 54 
XKE C11 H14 SING N N 55 
XKE C11 H15 SING N N 56 
XKE C19 H16 SING N N 57 
XKE C19 H17 SING N N 58 
XKE C14 H18 SING N N 59 
XKE C14 H19 SING N N 60 
XKE C01 H20 SING N N 61 
XKE C01 H21 SING N N 62 
XKE C04 H22 SING N N 63 
XKE C05 H23 SING N N 64 
XKE C06 H24 SING N N 65 
XKE C07 H25 SING N N 66 
XKE C08 H26 SING N N 67 
XKE C21 H27 SING N N 68 
XKE C21 H28 SING N N 69 
XKE C29 H29 SING N N 70 
XKE C30 H30 SING N N 71 
XKE C31 H31 SING N N 72 
XKE C32 H32 SING N N 73 
XKE C33 H33 SING N N 74 
XKE C34 H34 SING N N 75 
XKE C36 H35 SING N N 76 
XKE C36 H36 SING N N 77 
XKE C37 H37 SING N N 78 
XKE C37 H38 SING N N 79 
XKE N23 H39 SING N N 80 
XKE O35 H40 SING N N 81 
# 
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 
XKE SMILES           ACDLabs              12.01 "C=C(c1ccccc1)C12CCC(O)C2CC(CCCCCCCCCc2nnn[NH]2)=C1c1ccccc1"                                                                                                                                                              
XKE InChI            InChI                1.06  "InChI=1S/C32H40N4O/c1-24(25-15-10-7-11-16-25)32-22-21-29(37)28(32)23-27(31(32)26-17-12-8-13-18-26)19-9-5-3-2-4-6-14-20-30-33-35-36-34-30/h7-8,10-13,15-18,28-29,37H,1-6,9,14,19-23H2,(H,33,34,35,36)/t28-,29+,32-/m0/s1" 
XKE InChIKey         InChI                1.06  KWRMCWKEHBRILN-LBRLCBGXSA-N                                                                                                                                                                                               
XKE SMILES_CANONICAL CACTVS               3.385 "O[C@@H]1CC[C@@]2([C@H]1CC(=C2c3ccccc3)CCCCCCCCCc4[nH]nnn4)C(=C)c5ccccc5"                                                                                                                                                 
XKE SMILES           CACTVS               3.385 "O[CH]1CC[C]2([CH]1CC(=C2c3ccccc3)CCCCCCCCCc4[nH]nnn4)C(=C)c5ccccc5"                                                                                                                                                      
XKE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C=C(c1ccccc1)[C@@]23CC[C@H]([C@@H]2CC(=C3c4ccccc4)CCCCCCCCCc5[nH]nnn5)O"                                                                                                                                                 
XKE SMILES           "OpenEye OEToolkits" 2.0.7 "C=C(c1ccccc1)C23CCC(C2CC(=C3c4ccccc4)CCCCCCCCCc5[nH]nnn5)O"                                                                                                                                                              
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
XKE "SYSTEMATIC NAME" ACDLabs              12.01 "(1R,3aR,6aR)-4-phenyl-3a-(1-phenylethenyl)-5-[9-(1H-tetrazol-5-yl)nonyl]-1,2,3,3a,6,6a-hexahydropentalen-1-ol (non-preferred name)"               
XKE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "(1~{R},3~{a}~{R},6~{a}~{R})-4-phenyl-3~{a}-(1-phenylethenyl)-5-[9-(1~{H}-1,2,3,4-tetrazol-5-yl)nonyl]-2,3,6,6~{a}-tetrahydro-1~{H}-pentalen-1-ol" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
XKE "Create component" 2022-11-23 RCSB 
XKE "Initial release"  2023-11-29 RCSB 
# 
