data_COV # _chem_comp.id COV _chem_comp.name "(1S,3R,5Z,7E,14beta,17alpha)-17-[(2S,4S)-4-(2-hydroxy-2-methylpropyl)-2-methyltetrahydrofuran-2-yl]-9,10-secoandrosta-5,7,10-triene-1,3-diol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H44 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-04-11 _chem_comp.pdbx_modified_date 2011-06-04 _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 444.647 _chem_comp.one_letter_code ? _chem_comp.three_letter_code COV _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 3CS4 _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 COV C1 C1 C 0 1 N N S 14.132 17.385 35.628 -4.628 -2.643 -0.464 C1 COV 1 COV C20 C20 C 0 1 N N S 9.899 26.113 34.504 2.942 1.367 0.329 C20 COV 2 COV C2 C2 C 0 1 N N N 14.836 16.311 34.746 -6.077 -2.611 0.033 C2 COV 3 COV C25 C25 C 0 1 N N N 4.954 25.246 33.833 6.196 -2.251 0.097 C25 COV 4 COV C26 C26 C 0 1 N N N 4.753 25.777 32.418 7.233 -2.953 -0.781 C26 COV 5 COV C27 C27 C 0 1 N N N 3.918 24.147 34.113 6.835 -1.867 1.433 C27 COV 6 COV C3 C3 C 0 1 N N R 15.908 16.935 33.805 -6.250 -1.483 1.051 C3 COV 7 COV C4 C4 C 0 1 N N N 15.337 18.100 32.936 -6.064 -0.127 0.361 C4 COV 8 COV C5 C5 C 0 1 N N N 14.526 19.122 33.756 -4.690 -0.102 -0.278 C5 COV 9 COV C6 C6 C 0 1 N N N 14.765 20.451 33.524 -3.864 0.956 -0.137 C6 COV 10 COV C7 C7 C 0 1 N N N 14.127 21.615 34.171 -2.543 0.943 -0.769 C7 COV 11 COV C8 C8 C 0 1 N N N 13.855 22.800 33.588 -1.727 1.988 -0.630 C8 COV 12 COV C9 C9 C 0 1 N N N 14.175 23.145 32.110 -2.112 3.221 0.175 C9 COV 13 COV C10 C10 C 0 1 N N N 13.534 18.512 34.753 -4.298 -1.291 -1.063 C10 COV 14 COV C11 C11 C 0 1 N N N 12.895 23.627 31.334 -1.012 3.583 1.170 C11 COV 15 COV C12 C12 C 0 1 N N N 12.043 24.671 32.146 0.374 3.609 0.504 C12 COV 16 COV C13 C13 C 0 1 N N S 11.752 24.295 33.673 0.628 2.236 -0.074 C13 COV 17 COV C14 C14 C 0 1 N N S 13.169 23.965 34.322 -0.362 2.030 -1.249 C14 COV 18 COV C15 C15 C 0 1 N N N 12.811 23.834 35.865 0.161 0.723 -1.849 C15 COV 19 COV C16 C16 C 0 1 N N N 11.608 24.814 36.054 1.703 0.920 -1.812 C16 COV 20 COV C17 C17 C 0 1 N N S 11.365 25.443 34.649 1.983 1.958 -0.707 C17 COV 21 COV C18 C18 C 0 1 N N N 10.755 23.034 33.671 0.358 1.178 0.998 C18 COV 22 COV C19 C19 C 0 1 N N N 12.217 18.891 34.865 -3.683 -1.179 -2.241 C19 COV 23 COV O3 O3 O 0 1 N N N 16.986 17.450 34.610 -7.560 -1.551 1.618 O3 COV 24 COV C21 C21 C 0 1 N N N 9.911 27.489 35.222 3.077 2.324 1.515 C21 COV 25 COV C22 C22 C 0 1 N N N 8.677 25.335 35.092 4.325 1.131 -0.314 C22 COV 26 COV C23 C23 C 0 1 N N S 7.552 25.711 34.096 4.755 -0.221 0.318 C23 COV 27 COV C24 C24 C 0 1 N N N 6.379 24.711 34.108 5.698 -0.989 -0.611 C24 COV 28 COV C28 C28 C 0 1 N N N 8.335 25.770 32.793 3.387 -0.937 0.441 C28 COV 29 COV O1 O1 O 0 1 N N N 13.103 16.749 36.383 -3.749 -2.912 0.631 O1 COV 30 COV O21 O21 O 0 1 N N N 9.594 26.333 33.120 2.450 0.100 0.780 O21 COV 31 COV O25 O25 O 0 1 N N N 4.677 26.330 34.736 5.095 -3.131 0.331 O25 COV 32 COV H1 H1 H 0 1 N N N 14.869 17.842 36.305 -4.517 -3.418 -1.223 H1 COV 33 COV H2 H2 H 0 1 N N N 15.330 15.584 35.407 -6.746 -2.443 -0.811 H2 COV 34 COV H2A H2A H 0 1 N N N 14.070 15.832 34.118 -6.320 -3.563 0.503 H2A COV 35 COV H26 H26 H 0 1 N N N 4.705 26.876 32.442 7.587 -3.852 -0.277 H26 COV 36 COV H26A H26A H 0 0 N N N 5.595 25.461 31.785 6.777 -3.226 -1.733 H26A COV 37 COV H26B H26B H 0 0 N N N 3.814 25.378 32.007 8.073 -2.281 -0.960 H26B COV 38 COV H27 H27 H 0 1 N N N 3.670 23.628 33.175 7.674 -1.196 1.255 H27 COV 39 COV H27A H27A H 0 0 N N N 4.334 23.426 34.832 6.096 -1.367 2.059 H27A COV 40 COV H27B H27B H 0 0 N N N 3.008 24.600 34.533 7.189 -2.766 1.938 H27B COV 41 COV H3 H3 H 0 1 N N N 16.252 16.144 33.122 -5.508 -1.591 1.842 H3 COV 42 COV H4 H4 H 0 1 N N N 16.181 18.626 32.466 -6.828 0.002 -0.406 H4 COV 43 COV H4A H4A H 0 1 N N N 14.657 17.656 32.194 -6.142 0.673 1.096 H4A COV 44 COV H6 H6 H 0 1 N N N 15.512 20.675 32.776 -4.177 1.811 0.443 H6 COV 45 COV H7 H7 H 0 1 N N N 13.852 21.507 35.210 -2.230 0.088 -1.349 H7 COV 46 COV H9 H9 H 0 1 N N N 14.924 23.950 32.090 -2.270 4.059 -0.505 H9 COV 47 COV H9A H9A H 0 1 N N N 14.553 22.236 31.619 -3.036 3.022 0.718 H9A COV 48 COV H11 H11 H 0 1 N N N 13.217 24.099 30.394 -1.222 4.566 1.591 H11 COV 49 COV H11A H11A H 0 0 N N N 12.261 22.745 31.160 -1.005 2.847 1.975 H11A COV 50 COV H12 H12 H 0 1 N N N 12.596 25.622 32.141 0.388 4.354 -0.291 H12 COV 51 COV H12A H12A H 0 0 N N N 11.061 24.710 31.652 1.137 3.844 1.246 H12A COV 52 COV H14 H14 H 0 1 N N N 13.965 24.718 34.219 -0.288 2.848 -1.964 H14 COV 53 COV H15 H15 H 0 1 N N N 12.533 22.802 36.126 -0.134 -0.129 -1.236 H15 COV 54 COV H15A H15A H 0 0 N N N 13.662 24.078 36.518 -0.189 0.601 -2.874 H15A COV 55 COV H16 H16 H 0 1 N N N 10.714 24.275 36.402 2.196 -0.024 -1.581 H16 COV 56 COV H16A H16A H 0 0 N N N 11.822 25.581 36.813 2.054 1.301 -2.771 H16A COV 57 COV H17 H17 H 0 1 N N N 11.976 26.330 34.424 2.398 2.873 -1.128 H17 COV 58 COV H18 H18 H 0 1 N N N 10.527 22.748 32.634 -0.664 1.281 1.361 H18 COV 59 COV H18A H18A H 0 0 N N N 11.232 22.189 34.188 0.494 0.185 0.571 H18A COV 60 COV H18B H18B H 0 0 N N N 9.823 23.303 34.190 1.053 1.315 1.827 H18B COV 61 COV H19 H19 H 0 1 N N N 11.811 18.260 35.642 -3.408 -2.066 -2.792 H19 COV 62 COV H19A H19A H 0 0 N N N 11.701 19.653 34.300 -3.461 -0.202 -2.643 H19A COV 63 COV HO3 HO3 H 0 1 N N N 17.759 17.563 34.070 -7.741 -0.864 2.274 HO3 COV 64 COV H21 H21 H 0 1 N N N 9.914 27.335 36.311 2.087 2.572 1.897 H21 COV 65 COV H21A H21A H 0 0 N N N 10.812 28.048 34.929 3.661 1.846 2.302 H21A COV 66 COV H21B H21B H 0 0 N N N 9.016 28.060 34.935 3.581 3.235 1.192 H21B COV 67 COV H22 H22 H 0 1 N N N 8.854 24.250 35.126 4.240 1.043 -1.397 H22 COV 68 COV H22A H22A H 0 0 N N N 8.448 25.595 36.136 5.020 1.925 -0.042 H22A COV 69 COV H23 H23 H 0 1 N N N 7.024 26.649 34.322 5.210 -0.070 1.297 H23 COV 70 COV H24 H24 H 0 1 N N N 6.358 24.263 35.112 6.548 -0.357 -0.869 H24 COV 71 COV H24A H24A H 0 0 N N N 6.586 24.032 33.267 5.164 -1.268 -1.519 H24A COV 72 COV H28 H28 H 0 1 N N N 8.459 24.763 32.369 3.115 -1.399 -0.508 H28 COV 73 COV H28A H28A H 0 0 N N N 7.810 26.371 32.036 3.422 -1.687 1.232 H28A COV 74 COV HO1 HO1 H 0 1 N N N 13.404 16.608 37.273 -2.815 -2.947 0.385 HO1 COV 75 COV HO25 HO25 H 0 0 N N N 4.616 25.996 35.623 5.337 -3.954 0.778 HO25 COV 76 # 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 COV C1 C2 SING N N 1 COV C1 C10 SING N N 2 COV C1 O1 SING N N 3 COV C20 C17 SING N N 4 COV C20 C21 SING N N 5 COV C20 C22 SING N N 6 COV C20 O21 SING N N 7 COV C2 C3 SING N N 8 COV C25 C26 SING N N 9 COV C25 C27 SING N N 10 COV C25 C24 SING N N 11 COV C25 O25 SING N N 12 COV C3 C4 SING N N 13 COV C3 O3 SING N N 14 COV C4 C5 SING N N 15 COV C5 C6 DOUB N N 16 COV C5 C10 SING N N 17 COV C6 C7 SING N N 18 COV C7 C8 DOUB N N 19 COV C8 C9 SING N N 20 COV C8 C14 SING N N 21 COV C9 C11 SING N N 22 COV C10 C19 DOUB N N 23 COV C11 C12 SING N N 24 COV C12 C13 SING N N 25 COV C13 C14 SING N N 26 COV C13 C17 SING N N 27 COV C13 C18 SING N Z 28 COV C14 C15 SING N N 29 COV C15 C16 SING N N 30 COV C16 C17 SING N N 31 COV C22 C23 SING N E 32 COV C23 C24 SING N N 33 COV C23 C28 SING N N 34 COV C28 O21 SING N N 35 COV C1 H1 SING N N 36 COV C2 H2 SING N N 37 COV C2 H2A SING N N 38 COV C26 H26 SING N N 39 COV C26 H26A SING N N 40 COV C26 H26B SING N N 41 COV C27 H27 SING N N 42 COV C27 H27A SING N N 43 COV C27 H27B SING N N 44 COV C3 H3 SING N N 45 COV C4 H4 SING N N 46 COV C4 H4A SING N N 47 COV C6 H6 SING N N 48 COV C7 H7 SING N N 49 COV C9 H9 SING N N 50 COV C9 H9A SING N N 51 COV C11 H11 SING N N 52 COV C11 H11A SING N N 53 COV C12 H12 SING N N 54 COV C12 H12A SING N N 55 COV C14 H14 SING N N 56 COV C15 H15 SING N N 57 COV C15 H15A SING N N 58 COV C16 H16 SING N N 59 COV C16 H16A SING N N 60 COV C17 H17 SING N N 61 COV C18 H18 SING N N 62 COV C18 H18A SING N N 63 COV C18 H18B SING N N 64 COV C19 H19 SING N N 65 COV C19 H19A SING N N 66 COV O3 HO3 SING N N 67 COV C21 H21 SING N N 68 COV C21 H21A SING N N 69 COV C21 H21B SING N N 70 COV C22 H22 SING N N 71 COV C22 H22A SING N N 72 COV C23 H23 SING N N 73 COV C24 H24 SING N N 74 COV C24 H24A SING N N 75 COV C28 H28 SING N N 76 COV C28 H28A SING N N 77 COV O1 HO1 SING N N 78 COV O25 HO25 SING N N 79 # 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 COV SMILES ACDLabs 10.04 "OC(CC1CC(OC1)(C)C4CCC3\C(=C\C=C2/C(=C)C(O)CC(O)C2)CCCC34C)(C)C" COV SMILES_CANONICAL CACTVS 3.341 "CC(C)(O)C[C@@H]1CO[C@@](C)(C1)[C@H]2CC[C@H]3C(/CCC[C@]23C)=C/C=C4/C[C@@H](O)C[C@H](O)C4=C" COV SMILES CACTVS 3.341 "CC(C)(O)C[CH]1CO[C](C)(C1)[CH]2CC[CH]3C(CCC[C]23C)=CC=C4C[CH](O)C[CH](O)C4=C" COV 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]2[C@@]4(C[C@@H](CO4)CC(C)(C)O)C" COV SMILES "OpenEye OEToolkits" 1.5.0 "CC12CCCC(=CC=C3CC(CC(C3=C)O)O)C1CCC2C4(CC(CO4)CC(C)(C)O)C" COV InChI InChI 1.03 "InChI=1S/C28H44O4/c1-18-21(13-22(29)14-24(18)30)9-8-20-7-6-12-27(4)23(20)10-11-25(27)28(5)16-19(17-32-28)15-26(2,3)31/h8-9,19,22-25,29-31H,1,6-7,10-17H2,2-5H3/b20-8+,21-9-/t19-,22+,23-,24-,25-,27-,28-/m0/s1" COV InChIKey InChI 1.03 QFEREDUWILIRPI-VCQGKADLSA-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 COV "SYSTEMATIC NAME" ACDLabs 10.04 "(1S,3R,5Z,7E,14beta,17alpha)-17-[(2S,4S)-4-(2-hydroxy-2-methylpropyl)-2-methyltetrahydrofuran-2-yl]-9,10-secoandrosta-5,7,10-triene-1,3-diol" COV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(1R,3S,5Z)-5-[(2E)-2-[(1S,3aS,7aS)-1-[(2S,4S)-4-(2-hydroxy-2-methyl-propyl)-2-methyl-oxolan-2-yl]-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 COV "Create component" 2008-04-11 RCSB COV "Modify descriptor" 2011-06-04 RCSB #