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        ?
##
