data_3WF
# 
_chem_comp.id                                    3WF 
_chem_comp.name                                  "Ethinyl estradiol" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H24 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-11-26 
_chem_comp.pdbx_modified_date                    2015-09-04 
_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                        296.403 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3WF 
_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        4X1F 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
3WF CAB C1  C 0 1 N N N 13.269 77.161 0.473  -1.740 0.170  -1.884 CAB 3WF 1  
3WF CAV C2  C 0 1 N N S 13.401 78.644 0.728  -2.132 0.330  -0.414 CAV 3WF 2  
3WF CAN C3  C 0 1 N N N 12.742 79.024 2.016  -1.574 1.632  0.121  CAN 3WF 3  
3WF CAK C4  C 0 1 N N N 11.244 78.818 1.905  -0.052 1.622  -0.123 CAK 3WF 4  
3WF CAR C5  C 0 1 N N S 10.643 79.509 0.706  0.589  0.408  0.533  CAR 3WF 5  
3WF CAQ C6  C 0 1 Y N N 9.273  79.285 0.608  2.069  0.356  0.286  CAQ 3WF 6  
3WF CAG C7  C 0 1 Y N N 8.552  78.965 1.741  2.764  1.555  0.205  CAG 3WF 7  
3WF CAF C8  C 0 1 Y N N 7.204  78.735 1.744  4.126  1.564  -0.011 CAF 3WF 8  
3WF CAO C9  C 0 1 Y N N 6.526  78.835 0.560  4.807  0.364  -0.148 CAO 3WF 9  
3WF OAC O1  O 0 1 N N N 5.211  78.628 0.572  6.150  0.361  -0.357 OAC 3WF 10 
3WF CAH C10 C 0 1 Y N N 7.233  79.172 -0.596 4.113  -0.831 -0.071 CAH 3WF 11 
3WF CAP C11 C 0 1 Y N N 8.599  79.382 -0.577 2.741  -0.840 0.141  CAP 3WF 12 
3WF CAI C12 C 0 1 N N N 9.245  79.720 -1.742 2.050  -2.177 0.186  CAI 3WF 13 
3WF CAJ C13 C 0 1 N N N 10.723 79.996 -1.596 0.643  -2.056 0.768  CAJ 3WF 14 
3WF CAS C14 C 0 1 N N R 11.342 79.125 -0.537 -0.055 -0.899 0.051  CAS 3WF 15 
3WF CAT C15 C 0 1 N N S 12.785 79.468 -0.343 -1.523 -0.833 0.417  CAT 3WF 16 
3WF CAL C16 C 0 1 N N N 13.661 79.150 -1.494 -2.381 -2.022 -0.030 CAL 3WF 17 
3WF CAM C17 C 0 1 N N N 15.036 78.936 -0.892 -3.812 -1.419 -0.081 CAM 3WF 18 
3WF CAU C18 C 0 1 N N R 14.858 79.030 0.578  -3.632 0.108  -0.258 CAU 3WF 19 
3WF OAD O2  O 0 1 N N N 15.659 78.106 1.219  -4.302 0.552  -1.439 OAD 3WF 20 
3WF CAE C19 C 0 1 N N N 15.118 80.363 1.008  -4.147 0.823  0.921  CAE 3WF 21 
3WF CAA C20 C 0 1 N N N 15.267 81.204 1.269  -4.558 1.392  1.862  CAA 3WF 22 
3WF H1  H1  H 0 1 N N N 13.741 76.604 1.295  -0.657 0.244  -1.982 H1  3WF 23 
3WF H2  H2  H 0 1 N N N 12.204 76.893 0.413  -2.072 -0.804 -2.245 H2  3WF 24 
3WF H3  H3  H 0 1 N N N 13.765 76.906 -0.475 -2.212 0.956  -2.474 H3  3WF 25 
3WF H4  H4  H 0 1 N N N 13.138 78.397 2.828  -2.027 2.473  -0.404 H4  3WF 26 
3WF H5  H5  H 0 1 N N N 12.950 80.082 2.235  -1.777 1.710  1.189  H5  3WF 27 
3WF H6  H6  H 0 1 N N N 10.767 79.214 2.814  0.139  1.594  -1.196 H6  3WF 28 
3WF H7  H7  H 0 1 N N N 11.043 77.739 1.826  0.384  2.528  0.296  H7  3WF 29 
3WF H8  H8  H 0 1 N N N 10.805 80.588 0.848  0.430  0.483  1.609  H8  3WF 30 
3WF H9  H9  H 0 1 N N N 9.083  78.892 2.679  2.233  2.489  0.313  H9  3WF 31 
3WF H10 H10 H 0 1 N N N 6.688  78.481 2.658  4.659  2.502  -0.075 H10 3WF 32 
3WF H11 H11 H 0 1 N N N 4.932  78.411 1.454  6.674  0.338  0.455  H11 3WF 33 
3WF H12 H12 H 0 1 N N N 6.699  79.271 -1.529 4.644  -1.766 -0.176 H12 3WF 34 
3WF H13 H13 H 0 1 N N N 8.767  80.624 -2.147 1.985  -2.583 -0.823 H13 3WF 35 
3WF H14 H14 H 0 1 N N N 9.122  78.890 -2.454 2.636  -2.856 0.806  H14 3WF 36 
3WF H15 H15 H 0 1 N N N 11.220 79.799 -2.557 0.093  -2.981 0.598  H15 3WF 37 
3WF H16 H16 H 0 1 N N N 10.864 81.051 -1.319 0.703  -1.855 1.838  H16 3WF 38 
3WF H17 H17 H 0 1 N N N 11.209 78.058 -0.767 0.046  -1.020 -1.028 H17 3WF 39 
3WF H18 H18 H 0 1 N N N 12.878 80.534 -0.089 -1.641 -0.638 1.483  H18 3WF 40 
3WF H19 H19 H 0 1 N N N 13.678 79.985 -2.210 -2.068 -2.358 -1.018 H19 3WF 41 
3WF H20 H20 H 0 1 N N N 13.315 78.238 -2.003 -2.332 -2.839 0.690  H20 3WF 42 
3WF H21 H21 H 0 1 N N N 15.424 77.944 -1.167 -4.366 -1.844 -0.918 H21 3WF 43 
3WF H22 H22 H 0 1 N N N 15.732 79.712 -1.243 -4.335 -1.618 0.855  H22 3WF 44 
3WF H23 H23 H 0 1 N N N 15.536 78.177 2.158  -5.258 0.402  -1.429 H23 3WF 45 
3WF H24 H24 H 0 1 N N N 15.444 82.202 1.579  -4.926 1.902  2.703  H24 3WF 46 
# 
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 
3WF CAI CAJ SING N N 1  
3WF CAI CAP SING N N 2  
3WF CAJ CAS SING N N 3  
3WF CAL CAM SING N N 4  
3WF CAL CAT SING N N 5  
3WF CAM CAU SING N N 6  
3WF CAH CAP DOUB Y N 7  
3WF CAH CAO SING Y N 8  
3WF CAP CAQ SING Y N 9  
3WF CAS CAT SING N N 10 
3WF CAS CAR SING N N 11 
3WF CAT CAV SING N N 12 
3WF CAB CAV SING N N 13 
3WF CAO OAC SING N N 14 
3WF CAO CAF DOUB Y N 15 
3WF CAU CAV SING N N 16 
3WF CAU CAE SING N N 17 
3WF CAU OAD SING N N 18 
3WF CAQ CAR SING N N 19 
3WF CAQ CAG DOUB Y N 20 
3WF CAR CAK SING N N 21 
3WF CAV CAN SING N N 22 
3WF CAE CAA TRIP N N 23 
3WF CAG CAF SING Y N 24 
3WF CAK CAN SING N N 25 
3WF CAB H1  SING N N 26 
3WF CAB H2  SING N N 27 
3WF CAB H3  SING N N 28 
3WF CAN H4  SING N N 29 
3WF CAN H5  SING N N 30 
3WF CAK H6  SING N N 31 
3WF CAK H7  SING N N 32 
3WF CAR H8  SING N N 33 
3WF CAG H9  SING N N 34 
3WF CAF H10 SING N N 35 
3WF OAC H11 SING N N 36 
3WF CAH H12 SING N N 37 
3WF CAI H13 SING N N 38 
3WF CAI H14 SING N N 39 
3WF CAJ H15 SING N N 40 
3WF CAJ H16 SING N N 41 
3WF CAS H17 SING N N 42 
3WF CAT H18 SING N N 43 
3WF CAL H19 SING N N 44 
3WF CAL H20 SING N N 45 
3WF CAM H21 SING N N 46 
3WF CAM H22 SING N N 47 
3WF OAD H23 SING N N 48 
3WF CAA H24 SING N N 49 
# 
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 
3WF SMILES           ACDLabs              12.01 "Oc1cc4c(cc1)C3CCC2(C(CCC2(C#C)O)C3CC4)C"                                                                                                                  
3WF InChI            InChI                1.03  "InChI=1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1" 
3WF InChIKey         InChI                1.03  BFPYWIDHMRZLRN-SLHNCBLASA-N                                                                                                                                
3WF SMILES_CANONICAL CACTVS               3.385 "C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1CC[C@@]2(O)C#C"                                                                                               
3WF SMILES           CACTVS               3.385 "C[C]12CC[CH]3[CH](CCc4cc(O)ccc34)[CH]1CC[C]2(O)C#C"                                                                                                       
3WF SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1CC[C@]2(C#C)O)O"                                                                                                  
3WF SMILES           "OpenEye OEToolkits" 1.9.2 "CC12CCC3c4ccc(cc4CCC3C1CCC2(C#C)O)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 
3WF "SYSTEMATIC NAME" ACDLabs              12.01 "(9beta,13alpha,14beta,17alpha)-17-ethynylestra-1(10),2,4-triene-3,17-diol"                                      
3WF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(8R,9S,13S,14S,17R)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-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 
3WF "Create component" 2014-11-26 EBI  
3WF "Initial release"  2015-09-09 RCSB 
# 
