data_XE4 # _chem_comp.id XE4 _chem_comp.name "1,3-CYCLOHEXANEDIOL, 4-METHYLENE-5-[(2E)-[(1S,3AS,7AS)-OCTAHYDRO-1-(5-HYDROXY-5-METHYL-1,3-HEXADIYNYL)-7A-METHYL-4H-INDEN-4-YLIDENE]ETHYLIDENE]-, (1R,3S,5Z)" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H34 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "21-NOR-CALCITRIOL-20(22),23-DIYNE" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-06-20 _chem_comp.pdbx_modified_date 2021-03-13 _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 394.546 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XE4 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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.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 XE4 C1 C1 C 0 1 N N N 0.003 38.816 38.454 -5.543 0.472 -1.062 C1 XE4 1 XE4 C2 C2 C 0 1 N N R 0.728 40.025 39.101 -5.683 1.994 -0.960 C2 XE4 2 XE4 C3 C3 C 0 1 N N N 2.208 40.143 38.657 -5.885 2.399 0.501 C3 XE4 3 XE4 C4 C4 C 0 1 N N S 3.008 38.845 38.926 -4.619 2.088 1.306 C4 XE4 4 XE4 C5 C5 C 0 1 N N N 2.284 37.610 38.356 -4.320 0.604 1.171 C5 XE4 5 XE4 C6 C6 C 0 1 N N N 0.789 37.513 38.646 -4.378 0.040 -0.194 C6 XE4 6 XE4 C7 C7 C 0 1 N N N 0.117 36.396 39.089 -3.442 -0.822 -0.643 C7 XE4 7 XE4 C8 C8 C 0 1 N N N 0.693 35.058 39.320 -2.331 -1.215 0.227 C8 XE4 8 XE4 C9 C9 C 0 1 N N N 0.140 33.871 38.972 -1.407 -2.067 -0.217 C9 XE4 9 XE4 C10 C10 C 0 1 N N N 2.952 36.702 37.598 -4.016 -0.147 2.230 C10 XE4 10 XE4 O1 O1 O 0 1 N N N 0.683 39.883 40.525 -6.809 2.421 -1.729 O1 XE4 11 XE4 O2 O2 O 0 1 N N N 4.311 38.958 38.325 -3.524 2.852 0.796 O2 XE4 12 XE4 C11 C11 C 0 1 N N S 0.837 32.535 39.224 -0.248 -2.506 0.627 C11 XE4 13 XE4 C12 C12 C 0 1 N N R 1.146 31.854 37.848 1.033 -2.117 -0.167 C12 XE4 14 XE4 C13 C13 C 0 1 N N N -0.231 31.531 37.168 1.062 -2.945 -1.425 C13 XE4 15 XE4 C14 C14 C 0 1 N N N -1.169 32.780 37.013 -0.106 -2.497 -2.319 C14 XE4 16 XE4 C15 C15 C 0 1 N N N -1.222 33.718 38.261 -1.453 -2.663 -1.617 C15 XE4 17 XE4 C16 C16 C 0 1 N N N 2.213 32.481 39.964 -0.028 -1.750 1.940 C16 XE4 18 XE4 C17 C17 C 0 1 N N N 2.905 31.199 39.416 1.480 -1.994 2.228 C17 XE4 19 XE4 C18 C18 C 0 1 N N R 1.972 30.627 38.321 2.143 -2.294 0.859 C18 XE4 20 XE4 C19 C19 C 0 1 N N N 2.708 29.972 37.204 3.235 -1.343 0.599 C19 XE4 21 XE4 C20 C20 C 0 1 N N N 3.300 29.453 36.277 4.107 -0.584 0.392 C20 XE4 22 XE4 C21 C21 C 0 1 N N N 3.966 28.876 35.207 5.129 0.307 0.150 C21 XE4 23 XE4 C22 C22 C 0 1 N N N 4.542 28.375 34.265 6.000 1.066 -0.057 C22 XE4 24 XE4 C23 C23 C 0 1 N N N 5.237 27.763 33.122 7.093 2.017 -0.317 C23 XE4 25 XE4 C24 C24 C 0 1 N N N 4.222 27.442 32.022 6.544 3.445 -0.281 C24 XE4 26 XE4 O3 O3 O 0 1 N N N 5.845 26.556 33.570 8.101 1.869 0.685 O3 XE4 27 XE4 C25 C25 C 0 1 N N N 6.334 28.696 32.602 7.697 1.737 -1.694 C25 XE4 28 XE4 C26 C26 C 0 1 N N N 2.009 32.768 36.863 0.923 -0.637 -0.537 C26 XE4 29 XE4 H11A 1H1 H 0 0 N N N -0.977 38.702 38.941 -5.353 0.190 -2.098 H11A XE4 30 XE4 H12 2H1 H 0 1 N N N -0.108 39.006 37.376 -6.458 -0.005 -0.713 H12 XE4 31 XE4 H2 H2 H 0 1 N N N 0.210 40.937 38.770 -4.780 2.468 -1.345 H2 XE4 32 XE4 H31 1H3 H 0 1 N N N 2.672 40.953 39.239 -6.096 3.467 0.556 H31 XE4 33 XE4 H32 2H3 H 0 1 N N N 2.233 40.352 37.577 -6.725 1.843 0.918 H32 XE4 34 XE4 H4 H4 H 0 1 N N N 3.100 38.714 40.014 -4.781 2.334 2.355 H4 XE4 35 XE4 H7 H7 H 0 1 N N N -0.938 36.511 39.287 -3.512 -1.221 -1.644 H7 XE4 36 XE4 H8 H8 H 0 1 N N N 1.652 35.021 39.816 -2.261 -0.816 1.228 H8 XE4 37 XE4 H101 1H10 H 0 0 N N N 3.997 36.743 37.329 -3.977 0.298 3.213 H101 XE4 38 XE4 H102 2H10 H 0 0 N N N 2.251 35.931 37.312 -3.809 -1.199 2.104 H102 XE4 39 XE4 HO1 HO1 H 0 1 N N N 0.673 38.960 40.752 -6.641 2.152 -2.643 HO1 XE4 40 XE4 HO2 HO2 H 0 1 N N N 4.223 38.983 37.379 -2.751 2.625 1.330 HO2 XE4 41 XE4 H11 H11 H 0 1 N N N 0.106 32.059 39.894 -0.284 -3.581 0.803 H11 XE4 42 XE4 H131 1H13 H 0 0 N N N -0.753 30.814 37.819 0.949 -3.998 -1.168 H131 XE4 43 XE4 H132 2H13 H 0 0 N N N -0.030 31.129 36.164 2.007 -2.789 -1.946 H132 XE4 44 XE4 H141 1H14 H 0 0 N N N -2.188 32.390 36.871 -0.105 -3.095 -3.231 H141 XE4 45 XE4 H142 2H14 H 0 0 N N N -0.800 33.373 36.163 0.029 -1.448 -2.583 H142 XE4 46 XE4 H151 1H15 H 0 0 N N N -1.520 34.716 37.907 -1.693 -3.724 -1.547 H151 XE4 47 XE4 H152 2H15 H 0 0 N N N -1.938 33.293 38.980 -2.225 -2.158 -2.197 H152 XE4 48 XE4 H161 1H16 H 0 0 N N N 2.095 32.453 41.057 -0.646 -2.169 2.734 H161 XE4 49 XE4 H162 2H16 H 0 0 N N N 2.813 33.378 39.750 -0.230 -0.687 1.812 H162 XE4 50 XE4 H171 1H17 H 0 0 N N N 3.070 30.465 40.218 1.600 -2.846 2.898 H171 XE4 51 XE4 H172 2H17 H 0 0 N N N 3.890 31.445 38.992 1.925 -1.103 2.672 H172 XE4 52 XE4 H18 H18 H 0 1 N N N 1.337 29.818 38.711 2.519 -3.317 0.837 H18 XE4 53 XE4 H241 1H24 H 0 0 N N N 4.488 26.487 31.546 5.775 3.558 -1.045 H241 XE4 54 XE4 H242 2H24 H 0 0 N N N 4.232 28.243 31.269 6.114 3.645 0.700 H242 XE4 55 XE4 H243 3H24 H 0 0 N N N 3.216 27.365 32.461 7.354 4.150 -0.473 H243 XE4 56 XE4 HO3 HO3 H 0 1 N N N 5.980 25.976 32.830 7.680 2.054 1.536 HO3 XE4 57 XE4 H251 1H25 H 0 0 N N N 7.313 28.207 32.712 8.506 2.442 -1.886 H251 XE4 58 XE4 H252 2H25 H 0 0 N N N 6.324 29.632 33.181 8.088 0.720 -1.719 H252 XE4 59 XE4 H253 3H25 H 0 0 N N N 6.153 28.920 31.540 6.928 1.850 -2.458 H253 XE4 60 XE4 H261 1H26 H 0 0 N N N 1.451 32.928 35.929 0.000 -0.470 -1.093 H261 XE4 61 XE4 H262 2H26 H 0 0 N N N 2.963 32.267 36.640 0.914 -0.035 0.371 H262 XE4 62 XE4 H263 3H26 H 0 0 N N N 2.207 33.738 37.342 1.775 -0.352 -1.154 H263 XE4 63 # # 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 XE4 C1 C2 SING N N 1 XE4 C1 C6 SING N N 2 XE4 C1 H11A SING N N 3 XE4 C1 H12 SING N N 4 XE4 C2 C3 SING N N 5 XE4 C2 O1 SING N N 6 XE4 C2 H2 SING N N 7 XE4 C3 C4 SING N N 8 XE4 C3 H31 SING N N 9 XE4 C3 H32 SING N N 10 XE4 C4 C5 SING N N 11 XE4 C4 O2 SING N N 12 XE4 C4 H4 SING N N 13 XE4 C5 C6 SING N N 14 XE4 C5 C10 DOUB N N 15 XE4 C6 C7 DOUB N Z 16 XE4 C7 C8 SING N N 17 XE4 C7 H7 SING N N 18 XE4 C8 C9 DOUB N E 19 XE4 C8 H8 SING N N 20 XE4 C9 C11 SING N N 21 XE4 C9 C15 SING N N 22 XE4 C10 H101 SING N N 23 XE4 C10 H102 SING N N 24 XE4 O1 HO1 SING N N 25 XE4 O2 HO2 SING N N 26 XE4 C11 C12 SING N N 27 XE4 C11 C16 SING N N 28 XE4 C11 H11 SING N N 29 XE4 C12 C13 SING N N 30 XE4 C12 C18 SING N N 31 XE4 C12 C26 SING N N 32 XE4 C13 C14 SING N N 33 XE4 C13 H131 SING N N 34 XE4 C13 H132 SING N N 35 XE4 C14 C15 SING N N 36 XE4 C14 H141 SING N N 37 XE4 C14 H142 SING N N 38 XE4 C15 H151 SING N N 39 XE4 C15 H152 SING N N 40 XE4 C16 C17 SING N N 41 XE4 C16 H161 SING N N 42 XE4 C16 H162 SING N N 43 XE4 C17 C18 SING N N 44 XE4 C17 H171 SING N N 45 XE4 C17 H172 SING N N 46 XE4 C18 C19 SING N N 47 XE4 C18 H18 SING N N 48 XE4 C19 C20 TRIP N N 49 XE4 C20 C21 SING N N 50 XE4 C21 C22 TRIP N N 51 XE4 C22 C23 SING N N 52 XE4 C23 C24 SING N N 53 XE4 C23 O3 SING N N 54 XE4 C23 C25 SING N N 55 XE4 C24 H241 SING N N 56 XE4 C24 H242 SING N N 57 XE4 C24 H243 SING N N 58 XE4 O3 HO3 SING N N 59 XE4 C25 H251 SING N N 60 XE4 C25 H252 SING N N 61 XE4 C25 H253 SING N N 62 XE4 C26 H261 SING N N 63 XE4 C26 H262 SING N N 64 XE4 C26 H263 SING N N 65 # # 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 XE4 SMILES ACDLabs 10.04 "OC3C(=C)/C(=C\C=C1/CCCC2(C)C(C#CC#CC(O)(C)C)CCC12)CC(O)C3" XE4 SMILES_CANONICAL CACTVS 3.341 "CC(C)(O)C#CC#C[C@H]1CC[C@H]2/C(CCC[C@]12C)=C/C=C3/C[C@@H](O)C[C@H](O)C3=C" XE4 SMILES CACTVS 3.341 "CC(C)(O)C#CC#C[CH]1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)C[CH](O)C3=C" XE4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@]12CCC/C(=C\C=C/3\C[C@H](C[C@@H](C3=C)O)O)/[C@@H]1CC[C@@H]2C#CC#CC(C)(C)O" XE4 SMILES "OpenEye OEToolkits" 1.5.0 "CC12CCCC(=CC=C3CC(CC(C3=C)O)O)C1CCC2C#CC#CC(C)(C)O" XE4 InChI InChI 1.03 "InChI=1S/C26H34O3/c1-18-20(16-22(27)17-24(18)28)11-10-19-8-7-15-26(4)21(12-13-23(19)26)9-5-6-14-25(2,3)29/h10-11,21-24,27-29H,1,7-8,12-13,15-17H2,2-4H3/b19-10+,20-11-/t21-,22+,23-,24-,26+/m0/s1" XE4 InChIKey InChI 1.03 CEEUUHVULXTFGS-BQXVGYHGSA-N # # 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 XE4 "SYSTEMATIC NAME" ACDLabs 10.04 "(1R,3S,5Z)-5-{(2E)-2-[(1S,3aS,7aS)-1-(5-hydroxy-5-methylhexa-1,3-diyn-1-yl)-7a-methyloctahydro-4H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol (non-preferred name)" XE4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,3S,5Z)-5-[(2E)-2-[(1S,3aS,7aS)-1-(5-hydroxy-5-methyl-hexa-1,3-diynyl)-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XE4 "Create component" 2006-06-20 RCSB XE4 "Modify descriptor" 2011-06-04 RCSB XE4 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id XE4 _pdbx_chem_comp_synonyms.name "21-NOR-CALCITRIOL-20(22),23-DIYNE" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##