data_G8Y
# 
_chem_comp.id                                    G8Y 
_chem_comp.name                                  "(8R)-8-(4-{2-[3-(fluoromethyl)azetidin-1-yl]ethoxy}phenyl)-1,8-dihydro-2H-[1]benzopyrano[4,3-d][1]benzoxepine-5,11-diol" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C29 H28 F N O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2018-05-15 
_chem_comp.pdbx_modified_date                    2019-02-15 
_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                        489.535 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     G8Y 
_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        6DF6 
_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 
G8Y C4  C1  C 0 1 Y N N 57.652 12.789 60.596 1.349  -0.211 2.072  C4  G8Y 1  
G8Y C14 C2  C 0 1 Y N N 55.451 10.741 54.178 -2.358 -2.636 -0.773 C14 G8Y 2  
G8Y C5  C3  C 0 1 Y N N 57.975 13.007 59.263 -0.018 -0.377 2.186  C5  G8Y 3  
G8Y C6  C4  C 0 1 Y N N 57.506 12.131 58.279 -0.876 0.418  1.448  C6  G8Y 4  
G8Y C11 C5  C 0 1 N N N 57.918 9.039  54.828 -3.824 -0.546 -1.916 C11 G8Y 5  
G8Y C7  C6  C 0 1 N N R 57.872 12.399 56.826 -2.366 0.235  1.574  C7  G8Y 6  
G8Y C9  C7  C 0 1 N N N 57.362 11.308 55.889 -2.879 -0.504 0.368  C9  G8Y 7  
G8Y C10 C8  C 0 1 N N N 58.215 10.221 55.713 -3.286 0.191  -0.719 C10 G8Y 8  
G8Y C12 C9  C 0 1 N N N 57.413 9.469  53.465 -2.691 -1.240 -2.670 C12 G8Y 9  
G8Y C3  C10 C 0 1 Y N N 56.855 11.693 60.952 1.860  0.754  1.216  C3  G8Y 10 
G8Y C1  C11 C 0 1 Y N N 56.708 11.041 58.645 -0.368 1.380  0.594  C1  G8Y 11 
G8Y C2  C12 C 0 1 Y N N 56.379 10.822 59.973 0.998  1.546  0.473  C2  G8Y 12 
G8Y O13 O1  O 0 1 N N N 56.014 9.637  53.604 -1.808 -1.904 -1.776 O13 G8Y 13 
G8Y C15 C13 C 0 1 Y N N 56.017 11.528 55.244 -2.911 -1.973 0.336  C15 G8Y 14 
G8Y C16 C14 C 0 1 Y N N 55.250 12.632 55.681 -3.477 -2.708 1.376  C16 G8Y 15 
G8Y C17 C15 C 0 1 Y N N 54.010 12.949 55.156 -3.493 -4.086 1.309  C17 G8Y 16 
G8Y C18 C16 C 0 1 Y N N 53.484 12.161 54.141 -2.948 -4.740 0.211  C18 G8Y 17 
G8Y C19 C17 C 0 1 Y N N 54.204 11.071 53.665 -2.376 -4.016 -0.826 C19 G8Y 18 
G8Y O20 O2  O 0 1 N N N 52.272 12.451 53.602 -2.969 -6.098 0.155  O20 G8Y 19 
G8Y C21 C18 C 0 1 Y N N 59.532 10.210 56.409 -3.201 1.657  -0.687 C21 G8Y 20 
G8Y C22 C19 C 0 1 Y N N 60.324 9.056  56.579 -3.268 2.422  -1.847 C22 G8Y 21 
G8Y C23 C20 C 0 1 Y N N 61.558 9.144  57.224 -3.181 3.797  -1.764 C23 G8Y 22 
G8Y C24 C21 C 0 1 Y N N 62.023 10.383 57.695 -3.027 4.416  -0.530 C24 G8Y 23 
G8Y C25 C22 C 0 1 Y N N 61.262 11.536 57.533 -2.960 3.659  0.633  C25 G8Y 24 
G8Y C26 C23 C 0 1 Y N N 60.039 11.454 56.883 -3.047 2.283  0.564  C26 G8Y 25 
G8Y O27 O3  O 0 1 N N N 59.285 12.561 56.717 -2.990 1.515  1.681  O27 G8Y 26 
G8Y O28 O4  O 0 1 N N N 63.219 10.486 58.325 -2.942 5.770  -0.459 O28 G8Y 27 
G8Y O29 O5  O 0 1 N N N 56.498 11.440 62.237 3.204  0.923  1.107  O29 G8Y 28 
G8Y C30 C24 C 0 1 N N N 57.294 11.835 63.355 3.660  1.935  0.207  C30 G8Y 29 
G8Y C31 C25 C 0 1 N N N 56.507 11.428 64.602 5.189  1.977  0.218  C31 G8Y 30 
G8Y N32 N1  N 0 1 N N N 55.217 12.144 64.652 5.718  0.715  -0.317 N32 G8Y 31 
G8Y C33 C26 C 0 1 N N N 55.025 12.742 65.987 6.003  -0.241 0.769  C33 G8Y 32 
G8Y C34 C27 C 0 1 N N N 53.759 11.903 66.228 7.293  -0.616 0.025  C34 G8Y 33 
G8Y C35 C28 C 0 1 N N N 54.057 11.251 64.863 7.172  0.804  -0.545 C35 G8Y 34 
G8Y C36 C29 C 0 1 N N N 52.474 12.735 66.309 7.117  -1.725 -1.014 C36 G8Y 35 
G8Y F37 F1  F 0 1 N N N 52.509 13.578 67.433 8.365  -2.066 -1.548 F37 G8Y 36 
G8Y H1  H1  H 0 1 N N N 58.015 13.464 61.357 2.018  -0.829 2.652  H1  G8Y 37 
G8Y H2  H2  H 0 1 N N N 58.588 13.852 58.987 -0.417 -1.128 2.852  H2  G8Y 38 
G8Y H3  H3  H 0 1 N N N 57.151 8.416  55.312 -4.546 -1.292 -1.584 H3  G8Y 39 
G8Y H4  H4  H 0 1 N N N 58.839 8.452  54.697 -4.317 0.162  -2.582 H4  G8Y 40 
G8Y H5  H5  H 0 1 N N N 57.386 13.340 56.531 -2.582 -0.346 2.470  H5  G8Y 41 
G8Y H6  H6  H 0 1 N N N 57.633 8.696  52.714 -3.116 -1.968 -3.360 H6  G8Y 42 
G8Y H7  H7  H 0 1 N N N 57.884 10.416 53.164 -2.132 -0.495 -3.237 H7  G8Y 43 
G8Y H8  H8  H 0 1 N N N 56.345 10.364 57.885 -1.040 1.999  0.019  H8  G8Y 44 
G8Y H9  H9  H 0 1 N N N 55.758 9.982  60.248 1.394  2.299  -0.193 H9  G8Y 45 
G8Y H10 H10 H 0 1 N N N 55.652 13.259 56.463 -3.901 -2.202 2.230  H10 G8Y 46 
G8Y H11 H11 H 0 1 N N N 53.458 13.798 55.531 -3.932 -4.658 2.113  H11 G8Y 47 
G8Y H12 H12 H 0 1 N N N 53.782 10.466 52.876 -1.954 -4.530 -1.676 H12 G8Y 48 
G8Y H13 H13 H 0 1 N N N 51.910 13.217 54.031 -3.759 -6.461 -0.268 H13 G8Y 49 
G8Y H14 H14 H 0 1 N N N 59.975 8.103  56.210 -3.387 1.943  -2.808 H14 G8Y 50 
G8Y H15 H15 H 0 1 N N N 62.158 8.256  57.362 -3.233 4.395  -2.662 H15 G8Y 51 
G8Y H16 H16 H 0 1 N N N 61.619 12.484 57.909 -2.840 4.146  1.589  H16 G8Y 52 
G8Y H17 H17 H 0 1 N N N 63.370 11.391 58.573 -3.795 6.213  -0.355 H17 G8Y 53 
G8Y H18 H18 H 0 1 N N N 58.266 11.320 63.332 3.310  1.709  -0.801 H18 G8Y 54 
G8Y H19 H19 H 0 1 N N N 57.455 12.923 63.344 3.268  2.903  0.520  H19 G8Y 55 
G8Y H20 H20 H 0 1 N N N 56.319 10.344 64.575 5.535  2.806  -0.400 H20 G8Y 56 
G8Y H21 H21 H 0 1 N N N 57.094 11.676 65.498 5.542  2.114  1.240  H21 G8Y 57 
G8Y H23 H23 H 0 1 N N N 55.841 12.524 66.691 6.181  0.236  1.732  H23 G8Y 58 
G8Y H24 H24 H 0 1 N N N 54.840 13.826 65.964 5.284  -1.058 0.829  H24 G8Y 59 
G8Y H25 H25 H 0 1 N N N 53.867 11.200 67.067 8.155  -0.767 0.675  H25 G8Y 60 
G8Y H26 H26 H 0 1 N N N 53.254 11.384 64.123 7.443  0.874  -1.598 H26 G8Y 61 
G8Y H27 H27 H 0 1 N N N 54.323 10.186 64.928 7.661  1.561  0.068  H27 G8Y 62 
G8Y H28 H28 H 0 1 N N N 52.380 13.347 65.400 6.674  -2.600 -0.540 H28 G8Y 63 
G8Y H29 H29 H 0 1 N N N 51.609 12.060 66.388 6.464  -1.374 -1.813 H29 G8Y 64 
# 
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 
G8Y C12 O13 SING N N 1  
G8Y C12 C11 SING N N 2  
G8Y O20 C18 SING N N 3  
G8Y O13 C14 SING N N 4  
G8Y C19 C18 DOUB Y N 5  
G8Y C19 C14 SING Y N 6  
G8Y C18 C17 SING Y N 7  
G8Y C14 C15 DOUB Y N 8  
G8Y C11 C10 SING N N 9  
G8Y C17 C16 DOUB Y N 10 
G8Y C15 C16 SING Y N 11 
G8Y C15 C9  SING N N 12 
G8Y C10 C9  DOUB N N 13 
G8Y C10 C21 SING N N 14 
G8Y C9  C7  SING N N 15 
G8Y C21 C22 DOUB Y N 16 
G8Y C21 C26 SING Y N 17 
G8Y C22 C23 SING Y N 18 
G8Y O27 C7  SING N N 19 
G8Y O27 C26 SING N N 20 
G8Y C7  C6  SING N N 21 
G8Y C26 C25 DOUB Y N 22 
G8Y C23 C24 DOUB Y N 23 
G8Y C25 C24 SING Y N 24 
G8Y C24 O28 SING N N 25 
G8Y C6  C1  DOUB Y N 26 
G8Y C6  C5  SING Y N 27 
G8Y C1  C2  SING Y N 28 
G8Y C5  C4  DOUB Y N 29 
G8Y C2  C3  DOUB Y N 30 
G8Y C4  C3  SING Y N 31 
G8Y C3  O29 SING N N 32 
G8Y O29 C30 SING N N 33 
G8Y C30 C31 SING N N 34 
G8Y C31 N32 SING N N 35 
G8Y N32 C35 SING N N 36 
G8Y N32 C33 SING N N 37 
G8Y C35 C34 SING N N 38 
G8Y C33 C34 SING N N 39 
G8Y C34 C36 SING N N 40 
G8Y C36 F37 SING N N 41 
G8Y C4  H1  SING N N 42 
G8Y C5  H2  SING N N 43 
G8Y C11 H3  SING N N 44 
G8Y C11 H4  SING N N 45 
G8Y C7  H5  SING N N 46 
G8Y C12 H6  SING N N 47 
G8Y C12 H7  SING N N 48 
G8Y C1  H8  SING N N 49 
G8Y C2  H9  SING N N 50 
G8Y C16 H10 SING N N 51 
G8Y C17 H11 SING N N 52 
G8Y C19 H12 SING N N 53 
G8Y O20 H13 SING N N 54 
G8Y C22 H14 SING N N 55 
G8Y C23 H15 SING N N 56 
G8Y C25 H16 SING N N 57 
G8Y O28 H17 SING N N 58 
G8Y C30 H18 SING N N 59 
G8Y C30 H19 SING N N 60 
G8Y C31 H20 SING N N 61 
G8Y C31 H21 SING N N 62 
G8Y C33 H23 SING N N 63 
G8Y C33 H24 SING N N 64 
G8Y C34 H25 SING N N 65 
G8Y C35 H26 SING N N 66 
G8Y C35 H27 SING N N 67 
G8Y C36 H28 SING N N 68 
G8Y C36 H29 SING N N 69 
# 
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 
G8Y SMILES           ACDLabs              12.01 "c2c(OCCN1CC(C1)CF)ccc(c2)C6C3=C(CCOc4c3ccc(c4)O)c5ccc(O)cc5O6"                                                                                                                             
G8Y InChI            InChI                1.03  "InChI=1S/C29H28FNO5/c30-15-18-16-31(17-18)10-12-34-22-5-1-19(2-6-22)29-28-24(23-7-3-21(33)14-27(23)36-29)9-11-35-26-13-20(32)4-8-25(26)28/h1-8,13-14,18,29,32-33H,9-12,15-17H2/t29-/m1/s1" 
G8Y InChIKey         InChI                1.03  OXWBLBDJUUJFFV-GDLZYMKVSA-N                                                                                                                                                                 
G8Y SMILES_CANONICAL CACTVS               3.385 "Oc1ccc2c(OCCC3=C2[C@H](Oc4cc(O)ccc34)c5ccc(OCCN6CC(CF)C6)cc5)c1"                                                                                                                           
G8Y SMILES           CACTVS               3.385 "Oc1ccc2c(OCCC3=C2[CH](Oc4cc(O)ccc34)c5ccc(OCCN6CC(CF)C6)cc5)c1"                                                                                                                            
G8Y SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1[C@@H]2C3=C(CCOc4c3ccc(c4)O)c5ccc(cc5O2)O)OCCN6CC(C6)CF"                                                                                                                          
G8Y SMILES           "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1C2C3=C(CCOc4c3ccc(c4)O)c5ccc(cc5O2)O)OCCN6CC(C6)CF"                                                                                                                               
# 
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 
G8Y "SYSTEMATIC NAME" ACDLabs 12.01 "(8R)-8-(4-{2-[3-(fluoromethyl)azetidin-1-yl]ethoxy}phenyl)-1,8-dihydro-2H-[1]benzopyrano[4,3-d][1]benzoxepine-5,11-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 
G8Y "Create component" 2018-05-15 RCSB 
G8Y "Initial release"  2019-02-20 RCSB 
# 
