data_YI2
# 
_chem_comp.id                                    YI2 
_chem_comp.name                                  "(1R,2E,3R,5Z,7E)-17-{(1S)-1-[(2-ethyl-2-hydroxybutyl)sulfanyl]ethyl}-2-(2-hydroxyethylidene)-9,10-secoestra-5,7,16-triene-1,3-diol" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C28 H44 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2012-06-21 
_chem_comp.pdbx_modified_date                    2013-05-17 
_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                        476.712 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     YI2 
_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        3VT5 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
YI2 C12 C12 C 0 1 N N N 13.044 9.925  27.619 -1.249  3.010  -0.233 C12 YI2 1  
YI2 C13 C13 C 0 1 N N S 13.117 8.798  26.533 -1.140  1.516  -0.154 C13 YI2 2  
YI2 C14 C14 C 0 1 N N S 14.460 8.977  25.763 -0.102  1.155  0.946  C14 YI2 3  
YI2 C15 C15 C 0 1 N N N 14.573 7.670  24.982 -0.357  -0.353 1.000  C15 YI2 4  
YI2 C16 C16 C 0 1 N N N 14.255 6.731  26.164 -1.863  -0.441 0.771  C16 YI2 5  
YI2 C21 C21 C 0 1 N N N 13.364 5.338  28.618 -4.254  2.081  0.637  C21 YI2 6  
YI2 C23 C23 C 0 1 N N N 10.493 5.641  27.170 -6.371  -0.063 -0.561 C23 YI2 7  
YI2 C24 C24 C 0 1 N N N 9.435  4.584  27.543 -7.352  -1.223 -0.383 C24 YI2 8  
YI2 C29 C29 C 0 1 N N N 7.416  6.300  27.941 -7.873  -0.518 1.956  C29 YI2 9  
YI2 C27 C27 C 0 1 N N N 8.316  5.163  28.476 -7.361  -1.664 1.082  C27 YI2 10 
YI2 C26 C26 C 0 1 N N N 8.897  3.911  26.253 -8.757  -0.769 -0.788 C26 YI2 11 
YI2 C28 C28 C 0 1 N N N 7.972  2.691  26.434 -9.759  -1.888 -0.493 C28 YI2 12 
YI2 O03 O03 O 0 1 N N N 10.172 3.611  28.302 -6.950  -2.319 -1.208 O03 YI2 13 
YI2 S22 S22 S 0 1 N N N 11.008 6.872  28.448 -4.740  -0.550 0.067  S22 YI2 14 
YI2 C20 C20 C 0 1 N N S 12.861 6.782  28.411 -3.732  0.930  -0.226 C20 YI2 15 
YI2 C17 C17 C 0 1 N N N 13.425 7.371  27.051 -2.298  0.641  0.137  C17 YI2 16 
YI2 C18 C18 C 0 1 N N N 11.759 8.738  25.726 -0.534  1.036  -1.474 C18 YI2 17 
YI2 C11 C11 C 0 1 N N N 13.085 11.368 26.988 0.087   3.542  -0.782 C11 YI2 18 
YI2 C09 C09 C 0 1 N N N 14.224 11.559 25.965 1.273   3.110  0.077  C09 YI2 19 
YI2 C08 C08 C 0 1 N N N 14.370 10.351 24.988 1.208   1.636  0.393  C08 YI2 20 
YI2 C07 C07 C 0 1 N N N 14.390 10.468 23.586 2.239   0.827  0.175  C07 YI2 21 
YI2 C06 C06 C 0 1 N N N 14.293 11.613 22.784 3.536   1.384  -0.240 C06 YI2 22 
YI2 C05 C05 C 0 1 N N N 14.090 11.701 21.406 4.537   0.571  -0.560 C05 YI2 23 
YI2 C10 C10 C 0 1 N N N 13.940 10.435 20.497 5.913   1.122  -0.853 C10 YI2 24 
YI2 C01 C01 C 0 1 N N R 14.680 10.599 19.133 6.925   0.431  0.071  C01 YI2 25 
YI2 O01 O01 O 0 1 N N N 14.249 9.539  18.284 6.731   0.878  1.414  O01 YI2 26 
YI2 C04 C04 C 0 1 N N N 14.003 13.099 20.737 4.320   -0.924 -0.632 C04 YI2 27 
YI2 C03 C03 C 0 1 N N R 14.776 13.227 19.404 5.335   -1.610 0.292  C03 YI2 28 
YI2 O02 O02 O 0 1 N N N 16.171 13.236 19.737 5.322   -3.020 0.055  O02 YI2 29 
YI2 C02 C02 C 0 1 N N N 14.392 12.024 18.515 6.706   -1.063 -0.007 C02 YI2 30 
YI2 C30 C30 C 0 1 N N N 13.811 12.266 17.249 7.693   -1.865 -0.323 C30 YI2 31 
YI2 C31 C31 C 0 1 N N N 13.348 11.440 16.219 9.093   -1.323 -0.452 C31 YI2 32 
YI2 O04 O04 O 0 1 N N N 12.791 12.259 15.183 10.002  -2.181 0.241  O04 YI2 33 
YI2 H1  H1  H 0 1 N N N 12.106 9.812  28.183 -2.062  3.287  -0.904 H1  YI2 34 
YI2 H2  H2  H 0 1 N N N 13.899 9.813  28.302 -1.432  3.421  0.760  H2  YI2 35 
YI2 H3  H3  H 0 1 N N N 15.282 9.038  26.491 -0.333  1.634  1.898  H3  YI2 36 
YI2 H4  H4  H 0 1 N N N 13.832 7.596  24.172 0.186   -0.866 0.206  H4  YI2 37 
YI2 H5  H5  H 0 1 N N N 15.581 7.508  24.573 -0.089  -0.757 1.976  H5  YI2 38 
YI2 H6  H6  H 0 1 N N N 14.628 5.724  26.277 -2.487  -1.267 1.080  H6  YI2 39 
YI2 H8  H8  H 0 1 N N N 12.966 4.942  29.564 -4.194  1.803  1.689  H8  YI2 40 
YI2 H9  H9  H 0 1 N N N 13.022 4.708  27.784 -3.648  2.970  0.461  H9  YI2 41 
YI2 H10 H10 H 0 1 N N N 14.463 5.334  28.653 -5.291  2.290  0.374  H10 YI2 42 
YI2 H11 H11 H 0 1 N N N 11.398 5.098  26.861 -6.293  0.188  -1.619 H11 YI2 43 
YI2 H12 H12 H 0 1 N N N 10.096 6.209  26.315 -6.729  0.804  -0.007 H12 YI2 44 
YI2 H13 H13 H 0 1 N N N 6.689  6.588  28.715 -7.948  -0.856 2.990  H13 YI2 45 
YI2 H14 H14 H 0 1 N N N 8.039  7.169  27.681 -7.181  0.321  1.897  H14 YI2 46 
YI2 H15 H15 H 0 1 N N N 6.880  5.952  27.046 -8.856  -0.204 1.605  H15 YI2 47 
YI2 H16 H16 H 0 1 N N N 7.654  4.326  28.745 -8.014  -2.529 1.197  H16 YI2 48 
YI2 H17 H17 H 0 1 N N N 8.814  5.543  29.381 -6.349  -1.930 1.387  H17 YI2 49 
YI2 H18 H18 H 0 1 N N N 9.765  3.584  25.662 -9.028  0.121  -0.220 H18 YI2 50 
YI2 H19 H19 H 0 1 N N N 8.336  4.672  25.691 -8.772  -0.539 -1.853 H19 YI2 51 
YI2 H20 H20 H 0 1 N N N 7.665  2.313  25.448 -9.487  -2.778 -1.060 H20 YI2 52 
YI2 H21 H21 H 0 1 N N N 8.510  1.901  26.978 -9.744  -2.117 0.572  H21 YI2 53 
YI2 H22 H22 H 0 1 N N N 7.081  2.988  27.006 -10.759 -1.564 -0.781 H22 YI2 54 
YI2 H23 H23 H 0 1 N N N 10.506 4.014  29.095 -6.922  -2.110 -2.152 H23 YI2 55 
YI2 H24 H24 H 0 1 N N N 13.211 7.412  29.242 -3.792  1.208  -1.278 H24 YI2 56 
YI2 H26 H26 H 0 1 N N N 10.921 8.609  26.427 -1.214  1.269  -2.293 H26 YI2 57 
YI2 H27 H27 H 0 1 N N N 11.626 9.673  25.163 0.420   1.538  -1.639 H27 YI2 58 
YI2 H28 H28 H 0 1 N N N 11.785 7.889  25.027 -0.374  -0.042 -1.430 H28 YI2 59 
YI2 H29 H29 H 0 1 N N N 13.219 12.099 27.799 0.229   3.167  -1.796 H29 YI2 60 
YI2 H30 H30 H 0 1 N N N 12.127 11.554 26.481 0.050   4.631  -0.810 H30 YI2 61 
YI2 H31 H31 H 0 1 N N N 15.170 11.685 26.512 2.199   3.328  -0.455 H31 YI2 62 
YI2 H32 H32 H 0 1 N N N 14.018 12.465 25.375 1.259   3.667  1.014  H32 YI2 63 
YI2 H33 H33 H 0 1 N N N 14.496 9.537  23.048 2.126   -0.239 0.303  H33 YI2 64 
YI2 H34 H34 H 0 1 N N N 14.388 12.555 23.303 3.675   2.454  -0.284 H34 YI2 65 
YI2 H35 H35 H 0 1 N N N 12.871 10.263 20.302 6.173   0.924  -1.893 H35 YI2 66 
YI2 H36 H36 H 0 1 N N N 14.360 9.567  21.026 5.923   2.197  -0.671 H36 YI2 67 
YI2 H37 H37 H 0 1 N N N 15.762 10.520 19.316 7.938   0.670  -0.252 H37 YI2 68 
YI2 H38 H38 H 0 1 N N N 14.442 8.705  18.695 6.844   1.832  1.532  H38 YI2 69 
YI2 H39 H39 H 0 1 N N N 14.408 13.841 21.441 3.308   -1.163 -0.305 H39 YI2 70 
YI2 H40 H40 H 0 1 N N N 12.943 13.320 20.541 4.464   -1.266 -1.656 H40 YI2 71 
YI2 H41 H41 H 0 1 N N N 14.485 14.161 18.901 5.076   -1.412 1.332  H41 YI2 72 
YI2 H42 H42 H 0 1 N N N 16.362 13.990 20.283 4.465   -3.438 0.214  H42 YI2 73 
YI2 H43 H43 H 0 1 N N N 13.700 13.318 17.029 7.503   -2.914 -0.491 H43 YI2 74 
YI2 H44 H44 H 0 1 N N N 12.575 10.761 16.609 9.369   -1.276 -1.505 H44 YI2 75 
YI2 H45 H45 H 0 1 N N N 14.184 10.850 15.814 9.137   -0.323 -0.020 H45 YI2 76 
YI2 H46 H46 H 0 1 N N N 12.474 11.707 14.478 10.924  -1.892 0.200  H46 YI2 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 
YI2 O04 C31 SING N N 1  
YI2 C31 C30 SING N N 2  
YI2 C30 C02 DOUB N E 3  
YI2 O01 C01 SING N N 4  
YI2 C02 C01 SING N N 5  
YI2 C02 C03 SING N N 6  
YI2 C01 C10 SING N N 7  
YI2 C03 O02 SING N N 8  
YI2 C03 C04 SING N N 9  
YI2 C10 C05 SING N N 10 
YI2 C04 C05 SING N N 11 
YI2 C05 C06 DOUB N Z 12 
YI2 C06 C07 SING N N 13 
YI2 C07 C08 DOUB N E 14 
YI2 C15 C14 SING N N 15 
YI2 C15 C16 SING N N 16 
YI2 C08 C14 SING N N 17 
YI2 C08 C09 SING N N 18 
YI2 C18 C13 SING N N 19 
YI2 C14 C13 SING N N 20 
YI2 C09 C11 SING N N 21 
YI2 C16 C17 DOUB N N 22 
YI2 C26 C28 SING N N 23 
YI2 C26 C24 SING N N 24 
YI2 C13 C17 SING N N 25 
YI2 C13 C12 SING N N 26 
YI2 C11 C12 SING N N 27 
YI2 C17 C20 SING N N 28 
YI2 C23 C24 SING N N 29 
YI2 C23 S22 SING N N 30 
YI2 C24 O03 SING N N 31 
YI2 C24 C27 SING N N 32 
YI2 C29 C27 SING N N 33 
YI2 C20 S22 SING N N 34 
YI2 C20 C21 SING N N 35 
YI2 C12 H1  SING N N 36 
YI2 C12 H2  SING N N 37 
YI2 C14 H3  SING N N 38 
YI2 C15 H4  SING N N 39 
YI2 C15 H5  SING N N 40 
YI2 C16 H6  SING N N 41 
YI2 C21 H8  SING N N 42 
YI2 C21 H9  SING N N 43 
YI2 C21 H10 SING N N 44 
YI2 C23 H11 SING N N 45 
YI2 C23 H12 SING N N 46 
YI2 C29 H13 SING N N 47 
YI2 C29 H14 SING N N 48 
YI2 C29 H15 SING N N 49 
YI2 C27 H16 SING N N 50 
YI2 C27 H17 SING N N 51 
YI2 C26 H18 SING N N 52 
YI2 C26 H19 SING N N 53 
YI2 C28 H20 SING N N 54 
YI2 C28 H21 SING N N 55 
YI2 C28 H22 SING N N 56 
YI2 O03 H23 SING N N 57 
YI2 C20 H24 SING N N 58 
YI2 C18 H26 SING N N 59 
YI2 C18 H27 SING N N 60 
YI2 C18 H28 SING N N 61 
YI2 C11 H29 SING N N 62 
YI2 C11 H30 SING N N 63 
YI2 C09 H31 SING N N 64 
YI2 C09 H32 SING N N 65 
YI2 C07 H33 SING N N 66 
YI2 C06 H34 SING N N 67 
YI2 C10 H35 SING N N 68 
YI2 C10 H36 SING N N 69 
YI2 C01 H37 SING N N 70 
YI2 O01 H38 SING N N 71 
YI2 C04 H39 SING N N 72 
YI2 C04 H40 SING N N 73 
YI2 C03 H41 SING N N 74 
YI2 O02 H42 SING N N 75 
YI2 C30 H43 SING N N 76 
YI2 C31 H44 SING N N 77 
YI2 C31 H45 SING N N 78 
YI2 O04 H46 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 
YI2 SMILES           ACDLabs              12.01 "OC3C(=C\CO)\C(O)C/C(=C\C=C1/CCCC2(C(=CCC12)C(SCC(O)(CC)CC)C)C)C3" 
YI2 InChI            InChI                1.03  
"InChI=1S/C28H44O4S/c1-5-28(32,6-2)18-33-19(3)23-11-12-24-21(8-7-14-27(23,24)4)10-9-20-16-25(30)22(13-15-29)26(31)17-20/h9-11,13,19,24-26,29-32H,5-8,12,14-18H2,1-4H3/b20-9-,21-10+,22-13-/t19-,24-,25+,26+,27+/m0/s1" 
YI2 InChIKey         InChI                1.03  PIRFBNFXEQEXIT-NSHLMRFWSA-N 
YI2 SMILES_CANONICAL CACTVS               3.370 "CCC(O)(CC)CS[C@@H](C)C1=CC[C@H]2/C(CCC[C@]12C)=C/C=C3C[C@@H](O)C(=CCO)[C@H](O)C3" 
YI2 SMILES           CACTVS               3.370 "CCC(O)(CC)CS[CH](C)C1=CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)C(=CCO)[CH](O)C3" 
YI2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCC(CC)(CS[C@@H](C)C1=CC[C@@H]\2[C@@]1(CCC/C2=C\C=C3C[C@H](C(=CCO)[C@@H](C3)O)O)C)O" 
YI2 SMILES           "OpenEye OEToolkits" 1.7.6 "CCC(CC)(CSC(C)C1=CCC2C1(CCCC2=CC=C3CC(C(=CCO)C(C3)O)O)C)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 
YI2 "SYSTEMATIC NAME" ACDLabs              12.01 "(1R,2E,3R,5Z,7E)-17-{(1S)-1-[(2-ethyl-2-hydroxybutyl)sulfanyl]ethyl}-2-(2-hydroxyethylidene)-9,10-secoestra-5,7,16-triene-1,3-diol"                                                        
YI2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1R,3R)-5-[(2E)-2-[(3aS,7aS)-1-[(1S)-1-(2-ethyl-2-oxidanyl-butyl)sulfanylethyl]-7a-methyl-3a,5,6,7-tetrahydro-3H-inden-4-ylidene]ethylidene]-2-(2-oxidanylethylidene)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 
YI2 "Create component" 2012-06-21 PDBJ 
YI2 "Initial release"  2013-05-22 RCSB 
# 
