data_WZA
# 
_chem_comp.id                                    WZA 
_chem_comp.name                                  "(9BETA,14BETA,17BETA)-17-HYDROXY-2-METHOXYESTRA-1,3,5(10)-TRIEN-3-YL SULFAMATE" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H27 N O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-12-03 
_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                        381.486 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     WZA 
_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        2WZU 
_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 
WZA C1   C1   C 0 1 Y N N 2.136  4.832  -17.902 2.671  0.031  0.642  C1   WZA 1  
WZA O1   O1   O 0 1 N N N 1.537  7.737  -19.358 4.444  -0.282 -1.267 O1   WZA 2  
WZA O2   O2   O 0 1 N N N -0.513 7.041  -18.434 6.243  0.265  0.380  O2   WZA 3  
WZA C2   C2   C 0 1 Y N N 1.293  3.772  -18.510 2.128  -1.182 0.230  C2   WZA 4  
WZA C3   C3   C 0 1 Y N N 1.834  2.573  -18.947 0.799  -1.241 -0.149 C3   WZA 5  
WZA C4   C4   C 0 1 Y N N 3.189  2.324  -18.836 0.005  -0.102 -0.121 C4   WZA 6  
WZA S1   S1   S 0 1 N N N 0.879  7.306  -18.170 4.928  0.425  -0.133 S1   WZA 7  
WZA N1   N1   N 0 1 N N N 1.007  8.485  -17.100 4.753  2.036  -0.479 N1   WZA 8  
WZA O3   O3   O 0 1 N N N 1.606  6.017  -17.423 3.978  0.105  1.012  O3   WZA 9  
WZA C5   C5   C 0 1 Y N N 4.062  3.354  -18.215 0.539  1.098  0.297  C5   WZA 10 
WZA C6   C6   C 0 1 Y N N 3.503  4.565  -17.771 1.877  1.162  0.669  C6   WZA 11 
WZA O4   O4   O 0 1 N N N -0.041 3.912  -18.646 2.898  -2.302 0.199  O4   WZA 12 
WZA C7   C7   C 0 1 N N N -0.777 2.943  -17.904 2.271  -3.510 -0.236 C7   WZA 13 
WZA C8   C8   C 0 1 N N S 3.706  1.017  -19.317 -1.423 -0.221 -0.569 C8   WZA 14 
WZA C10  C10  C 0 1 N N N 5.835  1.567  -18.047 -1.575 2.245  -0.402 C10  WZA 15 
WZA C11  C11  C 0 1 N N N 5.548  3.074  -18.083 -0.269 2.367  0.381  C11  WZA 16 
WZA C12  C12  C 0 1 N N N 3.190  0.639  -20.714 -2.022 -1.571 -0.201 C12  WZA 17 
WZA C13  C13  C 0 1 N N N 3.564  -0.816 -21.063 -3.487 -1.661 -0.670 C13  WZA 18 
WZA C14  C14  C 0 1 N N S 5.032  -1.148 -20.773 -4.242 -0.509 -0.042 C14  WZA 19 
WZA C15  C15  C 0 1 N N S 5.283  -2.635 -20.597 -5.724 -0.391 -0.381 C15  WZA 20 
WZA C16  C16  C 0 1 N N N 5.887  -0.544 -21.899 -4.065 -0.546 1.477  C16  WZA 21 
WZA C17  C17  C 0 1 N N S 5.375  -0.644 -19.367 -3.643 0.816  -0.592 C17  WZA 22 
WZA C18  C18  C 0 1 N N N 6.632  -1.389 -18.881 -4.672 1.842  -0.108 C18  WZA 23 
WZA C19  C19  C 0 1 N N N 6.607  -2.740 -19.785 -6.026 1.128  -0.370 C19  WZA 24 
WZA CAW  CAW  C 0 1 N N R 5.230  0.881  -19.271 -2.254 0.936  0.001  CAW  WZA 25 
WZA OAF  OAF  O 0 1 N N N 5.359  -3.324 -21.859 -6.512 -1.061 0.604  OAF  WZA 26 
WZA H6   H6   H 0 1 N N N 4.144  5.307  -17.318 2.298  2.103  0.990  H6   WZA 27 
WZA H3   H3   H 0 1 N N N 1.188  1.823  -19.380 0.375  -2.181 -0.469 H3   WZA 28 
WZA H8   H8   H 0 1 N N N 3.297  0.302  -18.588 -1.443 -0.130 -1.655 H8   WZA 29 
WZA H11N H11N H 0 0 N N N 1.034  8.098  -16.178 4.126  2.575  0.028  H11N WZA 30 
WZA H12N H12N H 0 0 N N N 1.848  8.999  -17.270 5.278  2.440  -1.187 H12N WZA 31 
WZA H111 H111 H 0 0 N N N 6.070  3.514  -18.946 -0.497 2.576  1.426  H111 WZA 32 
WZA H112 H112 H 0 0 N N N 5.901  3.516  -17.140 0.317  3.191  -0.028 H112 WZA 33 
WZA H71C H71C H 0 0 N N N -0.967 2.063  -18.536 1.438  -3.746 0.427  H71C WZA 34 
WZA H72C H72C H 0 0 N N N -0.197 2.641  -17.019 1.900  -3.381 -1.253 H72C WZA 35 
WZA H73C H73C H 0 0 N N N -1.735 3.377  -17.584 2.995  -4.324 -0.213 H73C WZA 36 
WZA H121 H121 H 0 0 N N N 2.095  0.741  -20.731 -1.443 -2.363 -0.677 H121 WZA 37 
WZA H122 H122 H 0 0 N N N 3.653  1.309  -21.454 -1.982 -1.699 0.881  H122 WZA 38 
WZA HAW  HAW  H 0 1 N N N 5.796  1.391  -20.064 -2.293 0.861  1.088  HAW  WZA 39 
WZA H101 H101 H 0 0 N N N 6.923  1.406  -18.044 -2.227 3.085  -0.164 H101 WZA 40 
WZA H102 H102 H 0 0 N N N 5.386  1.139  -17.139 -1.364 2.235  -1.472 H102 WZA 41 
WZA H131 H131 H 0 0 N N N 2.934  -1.487 -20.462 -3.532 -1.585 -1.757 H131 WZA 42 
WZA H132 H132 H 0 0 N N N 3.404  -0.947 -22.143 -3.921 -2.608 -0.347 H132 WZA 43 
WZA H15  H15  H 0 1 N N N 4.452  -3.123 -20.067 -5.919 -0.808 -1.369 H15  WZA 44 
WZA H161 H161 H 0 0 N N N 5.265  -0.400 -22.795 -3.002 -0.562 1.718  H161 WZA 45 
WZA H162 H162 H 0 0 N N N 6.290  0.426  -21.573 -4.523 0.339  1.918  H162 WZA 46 
WZA H163 H163 H 0 0 N N N 6.717  -1.226 -22.135 -4.542 -1.440 1.877  H163 WZA 47 
WZA H17  H17  H 0 1 N N N 4.650  -0.907 -18.582 -3.606 0.797  -1.681 H17  WZA 48 
WZA H191 H191 H 0 0 N N N 6.617  -3.641 -19.155 -6.431 1.436  -1.334 H191 WZA 49 
WZA H192 H192 H 0 0 N N N 7.490  -2.825 -20.435 -6.734 1.363  0.426  H192 WZA 50 
WZA HAF  HAF  H 0 1 N N N 5.376  -2.690 -22.566 -7.464 -1.019 0.441  HAF  WZA 51 
WZA H181 H181 H 0 0 N N N 7.547  -0.801 -19.046 -4.543 2.046  0.956  H181 WZA 52 
WZA H182 H182 H 0 0 N N N 6.632  -1.587 -17.799 -4.602 2.762  -0.688 H182 WZA 53 
# 
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 
WZA C1  C2   SING Y N 1  
WZA C1  O3   SING N N 2  
WZA C1  C6   DOUB Y N 3  
WZA O1  S1   DOUB N N 4  
WZA O2  S1   DOUB N N 5  
WZA C2  C3   DOUB Y N 6  
WZA C2  O4   SING N N 7  
WZA C3  C4   SING Y N 8  
WZA C4  C5   DOUB Y N 9  
WZA C4  C8   SING N N 10 
WZA S1  N1   SING N N 11 
WZA S1  O3   SING N N 12 
WZA C5  C6   SING Y N 13 
WZA C5  C11  SING N N 14 
WZA O4  C7   SING N N 15 
WZA C8  C12  SING N N 16 
WZA C8  CAW  SING N N 17 
WZA C10 C11  SING N N 18 
WZA C10 CAW  SING N N 19 
WZA C12 C13  SING N N 20 
WZA C13 C14  SING N N 21 
WZA C14 C15  SING N N 22 
WZA C14 C16  SING N N 23 
WZA C14 C17  SING N N 24 
WZA C15 C19  SING N N 25 
WZA C15 OAF  SING N N 26 
WZA C17 C18  SING N N 27 
WZA C17 CAW  SING N N 28 
WZA C18 C19  SING N N 29 
WZA C6  H6   SING N N 30 
WZA C3  H3   SING N N 31 
WZA C8  H8   SING N N 32 
WZA N1  H11N SING N N 33 
WZA N1  H12N SING N N 34 
WZA C11 H111 SING N N 35 
WZA C11 H112 SING N N 36 
WZA C7  H71C SING N N 37 
WZA C7  H72C SING N N 38 
WZA C7  H73C SING N N 39 
WZA C12 H121 SING N N 40 
WZA C12 H122 SING N N 41 
WZA CAW HAW  SING N N 42 
WZA C10 H101 SING N N 43 
WZA C10 H102 SING N N 44 
WZA C13 H131 SING N N 45 
WZA C13 H132 SING N N 46 
WZA C15 H15  SING N N 47 
WZA C16 H161 SING N N 48 
WZA C16 H162 SING N N 49 
WZA C16 H163 SING N N 50 
WZA C17 H17  SING N N 51 
WZA C19 H191 SING N N 52 
WZA C19 H192 SING N N 53 
WZA OAF HAF  SING N N 54 
WZA C18 H181 SING N N 55 
WZA C18 H182 SING N N 56 
# 
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 
WZA SMILES           ACDLabs              10.04 "O=S(=O)(Oc1cc4c(cc1OC)C3CCC2(C(CCC2O)C3CC4)C)N"                                                                                                                                   
WZA SMILES_CANONICAL CACTVS               3.352 "COc1cc2[C@H]3CC[C@]4(C)[C@@H](O)CC[C@H]4[C@@H]3CCc2cc1O[S](N)(=O)=O"                                                                                                              
WZA SMILES           CACTVS               3.352 "COc1cc2[CH]3CC[C]4(C)[CH](O)CC[CH]4[CH]3CCc2cc1O[S](N)(=O)=O"                                                                                                                     
WZA SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "C[C@]12CC[C@@H]3c4cc(c(cc4CC[C@H]3[C@@H]1CC[C@@H]2O)OS(=O)(=O)N)OC"                                                                                                               
WZA SMILES           "OpenEye OEToolkits" 1.6.1 "CC12CCC3c4cc(c(cc4CCC3C1CCC2O)OS(=O)(=O)N)OC"                                                                                                                                     
WZA InChI            InChI                1.03  "InChI=1S/C19H27NO5S/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-17(25-26(20,22)23)16(24-2)10-14(11)12/h9-10,12-13,15,18,21H,3-8H2,1-2H3,(H2,20,22,23)/t12-,13+,15-,18-,19-/m0/s1" 
WZA InChIKey         InChI                1.03  RWIXFHUXVURZCZ-SSTWWWIQSA-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 
WZA "SYSTEMATIC NAME" ACDLabs              10.04 "(9beta,14beta,17beta)-17-hydroxy-2-methoxyestra-1,3,5(10)-trien-3-yl sulfamate"                                                  
WZA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[(8R,9S,13S,14S,17S)-17-hydroxy-2-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] sulfamate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
WZA "Create component"     2009-12-03 EBI  
WZA "Modify aromatic_flag" 2011-06-04 RCSB 
WZA "Modify descriptor"    2011-06-04 RCSB 
# 
