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 
# 
