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 #