data_VDU
# 
_chem_comp.id                                    VDU 
_chem_comp.name                                  fluorolissoclimide 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H30 F N O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(3R)-3-[(1S)-2-[(1R,3S,4aS,7S,8aS)-7-fluoranyl-5,5,8a-trimethyl-2-methylidene-3-oxidanyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-1-oxidanyl-ethyl]pyrrolidine-2,5-dione" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-09-12 
_chem_comp.pdbx_modified_date                    2025-06-20 
_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                        367.455 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VDU 
_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        8P85 
_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_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 
VDU N   N1  N 0 1 N N N N N N 195.038 41.733 180.711 4.307  0.396  1.126  N   VDU 1  
VDU C   C1  C 0 1 N N N N N N 196.499 46.186 189.348 -4.446 1.881  -0.910 C   VDU 2  
VDU O   O1  O 0 1 N N N N N N 194.568 41.224 189.117 -3.798 -3.178 0.222  O   VDU 3  
VDU C1  C2  C 0 1 N N N N N N 197.393 45.283 188.489 -3.171 1.706  -0.053 C1  VDU 4  
VDU C10 C3  C 0 1 N N S N N N 196.553 44.162 187.774 -2.596 0.331  -0.326 C10 VDU 5  
VDU C12 C4  C 0 1 N N N N N N 195.772 40.082 186.959 -1.133 -3.435 0.305  C12 VDU 6  
VDU C13 C5  C 0 1 N N N N N N 197.220 41.496 184.938 0.748  -1.514 -0.002 C13 VDU 7  
VDU C14 C6  C 0 1 N N S N N N 196.279 40.986 183.853 1.802  -0.798 -0.849 C14 VDU 8  
VDU C15 C7  C 0 1 N N R N N N 195.812 42.088 182.893 3.193  -1.086 -0.281 C15 VDU 9  
VDU C16 C8  C 0 1 N N N N N N 196.864 42.577 181.891 4.273  -0.332 -1.084 C16 VDU 10 
VDU C17 C9  C 0 1 N N N N N N 196.270 42.304 180.533 4.904  0.584  -0.058 C17 VDU 11 
VDU C18 C10 C 0 1 N N N N N N 194.683 41.567 182.028 3.333  -0.523 1.117  C18 VDU 12 
VDU C19 C11 C 0 1 N N N N N N 198.508 42.481 187.608 -1.023 -0.031 1.633  C19 VDU 13 
VDU C2  C12 C 0 1 N N N N N N 198.104 46.157 187.434 -2.212 2.822  -0.468 C2  VDU 14 
VDU C20 C13 C 0 1 N N N N N N 198.452 44.684 189.423 -3.576 1.889  1.409  C20 VDU 15 
VDU C3  C14 C 0 1 N N S N N N 198.973 45.297 186.543 -0.826 2.605  0.129  C3  VDU 16 
VDU C4  C15 C 0 1 N N N N N N 198.185 44.209 185.851 -0.269 1.269  -0.363 C4  VDU 17 
VDU C5  C16 C 0 1 N N S N N N 197.452 43.271 186.819 -1.157 0.120  0.118  C5  VDU 18 
VDU C6  C17 C 0 1 N N R N N N 196.519 42.288 186.056 -0.647 -1.182 -0.536 C6  VDU 19 
VDU C7  C18 C 0 1 N N N N N N 195.782 41.398 187.032 -1.594 -2.305 -0.182 C7  VDU 20 
VDU C8  C19 C 0 1 N N S N N N 195.037 42.132 188.123 -3.076 -2.115 -0.403 C8  VDU 21 
VDU C9  C20 C 0 1 N N N N N N 195.855 43.235 188.789 -3.501 -0.776 0.216  C9  VDU 22 
VDU F   F1  F 0 1 N N N N N N 199.554 46.123 185.558 0.026  3.637  -0.299 F   VDU 23 
VDU O1  O2  O 0 1 N N N N N N 193.625 41.077 182.415 2.670  -0.852 2.076  O1  VDU 24 
VDU O2  O3  O 0 1 N N N N N N 196.788 42.545 179.446 5.806  1.364  -0.273 O2  VDU 25 
VDU O3  O4  O 0 1 N N N N N N 196.939 39.958 183.113 1.731  -1.269 -2.196 O3  VDU 26 
VDU H1  H1  H 0 1 N N N N N N 194.449 41.461 179.950 4.562  0.882  1.926  H1  VDU 27 
VDU H2  H2  H 0 1 N N N N N N 195.984 45.578 190.106 -4.859 2.877  -0.750 H2  VDU 28 
VDU H3  H3  H 0 1 N N N N N N 197.118 46.947 189.846 -4.196 1.757  -1.964 H3  VDU 29 
VDU H4  H4  H 0 1 N N N N N N 195.754 46.681 188.707 -5.184 1.132  -0.622 H4  VDU 30 
VDU H5  H5  H 0 1 N N N N N N 194.104 41.705 189.792 -3.573 -4.057 -0.113 H5  VDU 31 
VDU H6  H6  H 0 1 N N N N N N 195.783 44.650 187.159 -2.596 0.205  -1.438 H6  VDU 32 
VDU H7  H7  H 0 1 N N N N N N 195.223 39.505 187.689 -0.093 -3.518 0.584  H7  VDU 33 
VDU H8  H8  H 0 1 N N N N N N 196.312 39.581 186.170 -1.794 -4.280 0.426  H8  VDU 34 
VDU H9  H9  H 0 1 N N N N N N 197.725 40.631 185.392 0.910  -2.591 -0.054 H9  VDU 35 
VDU H10 H10 H 0 1 N N N N N N 197.968 42.151 184.467 0.828  -1.184 1.034  H10 VDU 36 
VDU H11 H11 H 0 1 N N N N N N 195.389 40.566 184.344 1.616  0.276  -0.829 H11 VDU 37 
VDU H12 H12 H 0 1 N N N N N N 195.452 42.945 183.481 3.393  -2.157 -0.281 H12 VDU 38 
VDU H13 H13 H 0 1 N N N N N N 197.806 42.023 182.019 5.012  -1.029 -1.481 H13 VDU 39 
VDU H14 H14 H 0 1 N N N N N N 197.051 43.653 182.022 3.820  0.245  -1.890 H14 VDU 40 
VDU H15 H15 H 0 1 N N N N N N 198.007 41.799 188.311 -1.475 0.831  2.125  H15 VDU 41 
VDU H16 H16 H 0 1 N N N N N N 199.127 41.898 186.910 -1.531 -0.940 1.954  H16 VDU 42 
VDU H17 H17 H 0 1 N N N N N N 199.146 43.180 188.168 0.032  -0.091 1.900  H17 VDU 43 
VDU H18 H18 H 0 1 N N N N N N 198.732 46.903 187.943 -2.139 2.844  -1.559 H18 VDU 44 
VDU H19 H19 H 0 1 N N N N N N 197.350 46.671 186.820 -2.610 3.781  -0.127 H19 VDU 45 
VDU H20 H20 H 0 1 N N N N N N 197.960 44.057 190.182 -4.212 1.059  1.716  H20 VDU 46 
VDU H21 H21 H 0 1 N N N N N N 199.152 44.069 188.838 -2.683 1.913  2.033  H21 VDU 47 
VDU H22 H22 H 0 1 N N N N N N 199.004 45.496 189.920 -4.123 2.826  1.520  H22 VDU 48 
VDU H23 H23 H 0 1 N N N N N N 199.757 44.830 187.157 -0.870 2.623  1.215  H23 VDU 49 
VDU H24 H24 H 0 1 N N N N N N 197.440 44.683 185.195 -0.238 1.272  -1.454 H24 VDU 50 
VDU H25 H25 H 0 1 N N N N N N 198.879 43.609 185.244 0.743  1.149  0.025  H25 VDU 51 
VDU H26 H26 H 0 1 N N N N N N 195.758 42.910 185.563 -0.610 -1.052 -1.615 H26 VDU 52 
VDU H27 H27 H 0 1 N N N N N N 194.165 42.614 187.656 -3.292 -2.105 -1.472 H27 VDU 53 
VDU H28 H28 H 0 1 N N N N N N 196.623 42.768 189.423 -3.447 -0.847 1.297  H28 VDU 54 
VDU H29 H29 H 0 1 N N N N N N 195.183 43.842 189.414 -4.539 -0.588 -0.069 H29 VDU 55 
VDU H30 H30 H 0 1 N N N N N N 197.228 39.275 183.707 1.814  -2.229 -2.282 H30 VDU 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 
VDU O2  C17 DOUB N N 1  
VDU C17 N   SING N N 2  
VDU C17 C16 SING N N 3  
VDU N   C18 SING N N 4  
VDU C16 C15 SING N N 5  
VDU C18 O1  DOUB N N 6  
VDU C18 C15 SING N N 7  
VDU C15 C14 SING N N 8  
VDU O3  C14 SING N N 9  
VDU C14 C13 SING N N 10 
VDU C13 C6  SING N N 11 
VDU F   C3  SING N N 12 
VDU C4  C3  SING N N 13 
VDU C4  C5  SING N N 14 
VDU C6  C5  SING N N 15 
VDU C6  C7  SING N N 16 
VDU C3  C2  SING N N 17 
VDU C5  C19 SING N N 18 
VDU C5  C10 SING N N 19 
VDU C12 C7  DOUB N N 20 
VDU C7  C8  SING N N 21 
VDU C2  C1  SING N N 22 
VDU C10 C1  SING N N 23 
VDU C10 C9  SING N N 24 
VDU C8  C9  SING N N 25 
VDU C8  O   SING N N 26 
VDU C1  C   SING N N 27 
VDU C1  C20 SING N N 28 
VDU N   H1  SING N N 29 
VDU C   H2  SING N N 30 
VDU C   H3  SING N N 31 
VDU C   H4  SING N N 32 
VDU O   H5  SING N N 33 
VDU C10 H6  SING N N 34 
VDU C12 H7  SING N N 35 
VDU C12 H8  SING N N 36 
VDU C13 H9  SING N N 37 
VDU C13 H10 SING N N 38 
VDU C14 H11 SING N N 39 
VDU C15 H12 SING N N 40 
VDU C16 H13 SING N N 41 
VDU C16 H14 SING N N 42 
VDU C19 H15 SING N N 43 
VDU C19 H16 SING N N 44 
VDU C19 H17 SING N N 45 
VDU C2  H18 SING N N 46 
VDU C2  H19 SING N N 47 
VDU C20 H20 SING N N 48 
VDU C20 H21 SING N N 49 
VDU C20 H22 SING N N 50 
VDU C3  H23 SING N N 51 
VDU C4  H24 SING N N 52 
VDU C4  H25 SING N N 53 
VDU C6  H26 SING N N 54 
VDU C8  H27 SING N N 55 
VDU C9  H28 SING N N 56 
VDU C9  H29 SING N N 57 
VDU O3  H30 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 
VDU InChI            InChI                1.06  "InChI=1S/C20H30FNO4/c1-10-13(6-15(24)12-5-17(25)22-18(12)26)20(4)9-11(21)8-19(2,3)16(20)7-14(10)23/h11-16,23-24H,1,5-9H2,2-4H3,(H,22,25,26)/t11-,12+,13-,14-,15-,16-,20+/m0/s1" 
VDU InChIKey         InChI                1.06  GYMIYUOGANGZND-LWHFJPTFSA-N                                                                                                                                                      
VDU SMILES_CANONICAL CACTVS               3.385 "CC1(C)C[C@H](F)C[C@]2(C)[C@@H](C[C@H](O)[C@H]3CC(=O)NC3=O)C(=C)[C@@H](O)C[C@@H]12"                                                                                              
VDU SMILES           CACTVS               3.385 "CC1(C)C[CH](F)C[C]2(C)[CH](C[CH](O)[CH]3CC(=O)NC3=O)C(=C)[CH](O)C[CH]12"                                                                                                        
VDU SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@]12C[C@H](CC([C@@H]1C[C@@H](C(=C)[C@@H]2C[C@@H]([C@H]3CC(=O)NC3=O)O)O)(C)C)F"                                                                                               
VDU SMILES           "OpenEye OEToolkits" 2.0.7 "CC1(CC(CC2(C1CC(C(=C)C2CC(C3CC(=O)NC3=O)O)O)C)F)C"                                                                                                                              
# 
_pdbx_chem_comp_identifier.comp_id           VDU 
_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        "(3~{R})-3-[(1~{S})-2-[(1~{R},3~{S},4~{a}~{S},7~{S},8~{a}~{S})-7-fluoranyl-5,5,8~{a}-trimethyl-2-methylidene-3-oxidanyl-3,4,4~{a},6,7,8-hexahydro-1~{H}-naphthalen-1-yl]-1-oxidanyl-ethyl]pyrrolidine-2,5-dione" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
VDU "Create component" 2023-09-12 PDBE 
VDU "Initial release"  2025-06-25 RCSB 
# 
_pdbx_chem_comp_synonyms.ordinal      1 
_pdbx_chem_comp_synonyms.comp_id      VDU 
_pdbx_chem_comp_synonyms.name         "(3R)-3-[(1S)-2-[(1R,3S,4aS,7S,8aS)-7-fluoranyl-5,5,8a-trimethyl-2-methylidene-3-oxidanyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-1-oxidanyl-ethyl]pyrrolidine-2,5-dione" 
_pdbx_chem_comp_synonyms.provenance   PDB 
_pdbx_chem_comp_synonyms.type         ? 
# 
