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 #