data_GW6 # _chem_comp.id GW6 _chem_comp.name ;(6alpha,11alpha,14beta,16alpha,17alpha)-6,9-difluoro-17-{[(fluoromethyl)sulfanyl]carbonyl}-11-hydroxy-16-methyl-3-oxoan drosta-1,4-dien-17-yl furan-2-carboxylate ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H29 F3 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Fluticasone furoate" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-03-21 _chem_comp.pdbx_modified_date 2020-06-17 _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 538.576 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GW6 _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 3CLD _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 GW6 C1 C1 C 0 1 N N N 32.864 -5.840 -44.940 -2.253 -0.312 3.348 C1 GW6 1 GW6 C2 C2 C 0 1 N N R 32.571 -4.557 -44.198 -1.836 -1.262 2.223 C2 GW6 2 GW6 C3 C3 C 0 1 N N N 33.614 -4.369 -43.118 -0.311 -1.547 2.305 C3 GW6 3 GW6 C4 C4 C 0 1 N N S 32.774 -4.371 -41.861 0.282 -0.526 1.327 C4 GW6 4 GW6 C5 C5 C 0 1 N N S 33.438 -3.907 -40.595 1.651 -0.865 0.766 C5 GW6 5 GW6 C6 C6 C 0 1 N N N 34.576 -4.851 -40.293 2.682 -0.896 1.895 C6 GW6 6 GW6 C7 C7 C 0 1 N N S 35.279 -4.387 -39.041 4.054 -1.278 1.331 C7 GW6 7 GW6 F1 F1 F 0 1 N N N 36.261 -5.276 -38.738 5.021 -1.192 2.338 F1 GW6 8 GW6 C8 C8 C 0 1 N N N 34.303 -4.229 -37.924 4.391 -0.307 0.214 C8 GW6 9 GW6 C9 C9 C 0 1 N N N 34.517 -4.887 -36.784 5.561 0.317 0.235 C9 GW6 10 GW6 C10 C10 C 0 1 N N N 33.559 -4.730 -35.679 5.914 1.280 -0.819 C10 GW6 11 GW6 O1 O1 O 0 1 N N N 33.772 -5.269 -34.607 7.002 1.824 -0.825 O1 GW6 12 GW6 C11 C11 C 0 1 N N N 32.349 -3.917 -35.868 4.921 1.569 -1.868 C11 GW6 13 GW6 C12 C12 C 0 1 N N N 32.198 -3.305 -37.042 3.763 0.929 -1.873 C12 GW6 14 GW6 C13 C13 C 0 1 N N S 33.135 -3.342 -38.185 3.375 -0.104 -0.871 C13 GW6 15 GW6 C14 C14 C 0 1 N N N 33.627 -1.922 -38.380 3.206 -1.433 -1.610 C14 GW6 16 GW6 C15 C15 C 0 1 N N R 32.449 -3.900 -39.434 2.021 0.235 -0.241 C15 GW6 17 GW6 F2 F2 F 0 1 N N N 32.144 -5.197 -39.160 2.119 1.459 0.430 F2 GW6 18 GW6 C16 C16 C 0 1 N N S 31.096 -3.261 -39.778 0.973 0.369 -1.341 C16 GW6 19 GW6 O2 O2 O 0 1 N N N 31.182 -1.844 -39.806 0.975 -0.819 -2.135 O2 GW6 20 GW6 C17 C17 C 0 1 N N N 30.522 -3.727 -41.110 -0.435 0.581 -0.761 C17 GW6 21 GW6 C18 C18 C 0 1 N N S 31.516 -3.636 -42.258 -0.727 -0.597 0.148 C18 GW6 22 GW6 C19 C19 C 0 1 N N N 31.782 -2.185 -42.642 -0.535 -1.906 -0.621 C19 GW6 23 GW6 C20 C20 C 0 1 N N R 31.216 -4.498 -43.483 -2.083 -0.596 0.846 C20 GW6 24 GW6 O3 O3 O 0 1 N N N 30.835 -5.788 -42.973 -2.557 0.765 1.023 O3 GW6 25 GW6 C21 C21 C 0 1 N N N 30.093 -6.651 -43.740 -2.934 1.431 -0.087 C21 GW6 26 GW6 O4 O4 O 0 1 N N N 29.893 -6.578 -44.949 -2.924 0.870 -1.166 O4 GW6 27 GW6 C22 C22 C 0 1 Y N N 29.610 -7.684 -42.875 -3.354 2.831 0.006 C22 GW6 28 GW6 C23 C23 C 0 1 Y N N 29.929 -8.002 -41.573 -3.758 3.619 -1.035 C23 GW6 29 GW6 C24 C24 C 0 1 Y N N 29.138 -9.127 -41.241 -4.066 4.876 -0.493 C24 GW6 30 GW6 C25 C25 C 0 1 Y N N 28.389 -9.422 -42.359 -3.840 4.802 0.838 C25 GW6 31 GW6 O5 O5 O 0 1 Y N N 28.672 -8.545 -43.361 -3.417 3.567 1.135 O5 GW6 32 GW6 C26 C26 C 0 1 N N N 30.151 -3.912 -44.399 -3.080 -1.398 0.051 C26 GW6 33 GW6 O6 O6 O 0 1 N N N 30.404 -3.555 -45.541 -4.039 -0.849 -0.451 O6 GW6 34 GW6 S1 S1 S 0 1 N N N 28.514 -3.781 -43.739 -2.860 -3.085 -0.147 S1 GW6 35 GW6 C27 C27 C 0 1 N N N 27.672 -3.018 -45.138 -4.314 -3.476 -1.151 C27 GW6 36 GW6 F3 F3 F 0 1 N N N 28.398 -1.935 -45.524 -4.106 -3.036 -2.463 F3 GW6 37 GW6 H1 H1 H 0 1 N N N 32.935 -5.633 -46.018 -1.639 0.588 3.310 H1 GW6 38 GW6 H1A H1A H 0 1 N N N 33.816 -6.260 -44.584 -3.302 -0.042 3.225 H1A GW6 39 GW6 H1B H1B H 0 1 N N N 32.054 -6.561 -44.758 -2.115 -0.806 4.310 H1B GW6 40 GW6 H2 H2 H 0 1 N N N 32.572 -3.781 -44.977 -2.395 -2.194 2.295 H2 GW6 41 GW6 H3 H3 H 0 1 N N N 34.358 -5.180 -43.118 0.060 -1.374 3.315 H3 GW6 42 GW6 H3A H3A H 0 1 N N N 34.216 -3.457 -43.243 -0.091 -2.564 1.981 H3A GW6 43 GW6 H4 H4 H 0 1 N N N 32.562 -5.400 -41.536 0.292 0.467 1.776 H4 GW6 44 GW6 H5 H5 H 0 1 N N N 33.809 -2.880 -40.726 1.616 -1.837 0.274 H5 GW6 45 GW6 H6 H6 H 0 1 N N N 34.183 -5.867 -40.141 2.742 0.089 2.359 H6 GW6 46 GW6 H6A H6A H 0 1 N N N 35.284 -4.861 -41.135 2.381 -1.630 2.643 H6A GW6 47 GW6 H7 H7 H 0 1 N N N 35.737 -3.400 -39.205 4.021 -2.294 0.938 H7 GW6 48 GW6 H9 H9 H 0 1 N N N 35.381 -5.526 -36.674 6.260 0.116 1.034 H9 GW6 49 GW6 H11 H11 H 0 1 N N N 31.611 -3.819 -35.086 5.138 2.303 -2.630 H11 GW6 50 GW6 H12 H12 H 0 1 N N N 31.298 -2.722 -37.172 3.054 1.170 -2.652 H12 GW6 51 GW6 H14 H14 H 0 1 N N N 33.746 -1.437 -37.400 2.585 -2.103 -1.015 H14 GW6 52 GW6 H14A H14A H 0 0 N N N 34.596 -1.938 -38.901 2.728 -1.255 -2.573 H14A GW6 53 GW6 H14B H14B H 0 0 N N N 32.896 -1.360 -38.980 4.184 -1.888 -1.768 H14B GW6 54 GW6 H16 H16 H 0 1 N N N 30.420 -3.591 -38.976 1.227 1.220 -1.973 H16 GW6 55 GW6 HO2 HO2 H 0 1 N N N 31.201 -1.510 -38.917 0.333 -0.810 -2.858 HO2 GW6 56 GW6 H17 H17 H 0 1 N N N 30.215 -4.778 -41.003 -0.465 1.508 -0.189 H17 GW6 57 GW6 H17A H17A H 0 0 N N N 29.678 -3.065 -41.353 -1.167 0.617 -1.568 H17A GW6 58 GW6 H19 H19 H 0 1 N N N 31.846 -1.570 -41.732 -0.839 -2.744 0.007 H19 GW6 59 GW6 H19A H19A H 0 0 N N N 32.730 -2.120 -43.196 -1.145 -1.889 -1.524 H19A GW6 60 GW6 H19B H19B H 0 0 N N N 30.961 -1.817 -43.276 0.514 -2.017 -0.893 H19B GW6 61 GW6 H23 H23 H 0 1 N N N 30.639 -7.496 -40.935 -3.826 3.331 -2.073 H23 GW6 62 GW6 H24 H24 H 0 1 N N N 29.124 -9.651 -40.297 -4.418 5.741 -1.036 H24 GW6 63 GW6 H25 H25 H 0 1 N N N 27.679 -10.233 -42.430 -3.982 5.606 1.546 H25 GW6 64 GW6 H27 H27 H 0 1 N N N 27.597 -3.736 -45.968 -4.477 -4.554 -1.151 H27 GW6 65 GW6 H27A H27A H 0 0 N N N 26.655 -2.713 -44.852 -5.189 -2.976 -0.735 H27A GW6 66 # # 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 GW6 C1 C2 SING N N 1 GW6 C2 C3 SING N N 2 GW6 C2 C20 SING N N 3 GW6 C3 C4 SING N N 4 GW6 C4 C5 SING N N 5 GW6 C4 C18 SING N N 6 GW6 C5 C6 SING N N 7 GW6 C5 C15 SING N N 8 GW6 C6 C7 SING N N 9 GW6 C7 F1 SING N N 10 GW6 C7 C8 SING N N 11 GW6 C8 C9 DOUB N N 12 GW6 C8 C13 SING N N 13 GW6 C9 C10 SING N N 14 GW6 C10 O1 DOUB N N 15 GW6 C10 C11 SING N N 16 GW6 C11 C12 DOUB N N 17 GW6 C12 C13 SING N N 18 GW6 C13 C14 SING N N 19 GW6 C13 C15 SING N N 20 GW6 C15 F2 SING N N 21 GW6 C15 C16 SING N N 22 GW6 C16 O2 SING N N 23 GW6 C16 C17 SING N N 24 GW6 C17 C18 SING N N 25 GW6 C18 C19 SING N N 26 GW6 C18 C20 SING N N 27 GW6 C20 O3 SING N N 28 GW6 C20 C26 SING N N 29 GW6 O3 C21 SING N N 30 GW6 C21 O4 DOUB N N 31 GW6 C21 C22 SING N N 32 GW6 C22 C23 DOUB Y N 33 GW6 C22 O5 SING Y N 34 GW6 C23 C24 SING Y N 35 GW6 C24 C25 DOUB Y N 36 GW6 C25 O5 SING Y N 37 GW6 C26 O6 DOUB N N 38 GW6 C26 S1 SING N N 39 GW6 S1 C27 SING N N 40 GW6 C27 F3 SING N N 41 GW6 C1 H1 SING N N 42 GW6 C1 H1A SING N N 43 GW6 C1 H1B SING N N 44 GW6 C2 H2 SING N N 45 GW6 C3 H3 SING N N 46 GW6 C3 H3A SING N N 47 GW6 C4 H4 SING N N 48 GW6 C5 H5 SING N N 49 GW6 C6 H6 SING N N 50 GW6 C6 H6A SING N N 51 GW6 C7 H7 SING N N 52 GW6 C9 H9 SING N N 53 GW6 C11 H11 SING N N 54 GW6 C12 H12 SING N N 55 GW6 C14 H14 SING N N 56 GW6 C14 H14A SING N N 57 GW6 C14 H14B SING N N 58 GW6 C16 H16 SING N N 59 GW6 O2 HO2 SING N N 60 GW6 C17 H17 SING N N 61 GW6 C17 H17A SING N N 62 GW6 C19 H19 SING N N 63 GW6 C19 H19A SING N N 64 GW6 C19 H19B SING N N 65 GW6 C23 H23 SING N N 66 GW6 C24 H24 SING N N 67 GW6 C25 H25 SING N N 68 GW6 C27 H27 SING N N 69 GW6 C27 H27A SING N N 70 # # 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 GW6 SMILES ACDLabs 10.04 "O=C(SCF)C5(OC(=O)c1occc1)C4(C)CC(O)C3(F)C2(C=CC(=O)C=C2C(F)CC3C4CC5C)C" GW6 SMILES_CANONICAL CACTVS 3.341 "C[C@@H]1C[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(OC(=O)c5occc5)C(=O)SCF" GW6 SMILES CACTVS 3.341 "C[CH]1C[CH]2[CH]3C[CH](F)C4=CC(=O)C=C[C]4(C)[C]3(F)[CH](O)C[C]2(C)[C]1(OC(=O)c5occc5)C(=O)SCF" GW6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)SCF)OC(=O)c5ccco5)C)O)F)C)F" GW6 SMILES "OpenEye OEToolkits" 1.5.0 "CC1CC2C3CC(C4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)SCF)OC(=O)c5ccco5)C)O)F)C)F" GW6 InChI InChI 1.03 "InChI=1S/C27H29F3O6S/c1-14-9-16-17-11-19(29)18-10-15(31)6-7-24(18,2)26(17,30)21(32)12-25(16,3)27(14,23(34)37-13-28)36-22(33)20-5-4-8-35-20/h4-8,10,14,16-17,19,21,32H,9,11-13H2,1-3H3/t14-,16+,17+,19+,21+,24+,25+,26+,27+/m1/s1" GW6 InChIKey InChI 1.03 XTULMSXFIHGYFS-VLSRWLAYSA-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 GW6 "SYSTEMATIC NAME" ACDLabs 10.04 "(6alpha,11alpha,14beta,16alpha,17alpha)-6,9-difluoro-17-{[(fluoromethyl)sulfanyl]carbonyl}-11-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17-yl furan-2-carboxylate" GW6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] furan-2-carboxylate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GW6 "Create component" 2008-03-21 RCSB GW6 "Modify aromatic_flag" 2011-06-04 RCSB GW6 "Modify descriptor" 2011-06-04 RCSB GW6 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id GW6 _pdbx_chem_comp_synonyms.name "Fluticasone furoate" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##