data_FYZ # _chem_comp.id FYZ _chem_comp.name "(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-[3-(4-phenylphenyl)prop-2-ynoxy]oxane-3,4,5-triol" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 O6" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-06-18 _chem_comp.pdbx_modified_date 2014-09-05 _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 370.396 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FYZ _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 4AV5 _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 FYZ O2 O2 O 0 1 N N N 5.856 -26.231 45.009 6.058 0.875 1.678 O2 FYZ 1 FYZ C2 C2 C 0 1 N N S 5.845 -27.013 46.215 4.667 1.033 1.393 C2 FYZ 2 FYZ C3 C3 C 0 1 N N S 7.264 -27.280 46.644 4.497 1.691 0.021 C3 FYZ 3 FYZ O3 O3 O 0 1 N N N 8.014 -27.960 45.610 5.189 2.941 0.001 O3 FYZ 4 FYZ C4 C4 C 0 1 N N S 7.954 -25.977 47.022 5.078 0.766 -1.053 C4 FYZ 5 FYZ O4 O4 O 0 1 N N N 9.247 -26.281 47.549 4.859 1.338 -2.344 O4 FYZ 6 FYZ C5 C5 C 0 1 N N R 7.122 -25.228 48.087 4.383 -0.596 -0.972 C5 FYZ 7 FYZ O5 O5 O 0 1 N N N 5.775 -25.028 47.617 4.554 -1.139 0.339 O5 FYZ 8 FYZ C6 C6 C 0 1 N N N 7.726 -23.887 48.455 5.000 -1.544 -2.002 C6 FYZ 9 FYZ O6 O6 O 0 1 N N N 7.670 -23.001 47.325 4.277 -2.777 -2.007 O6 FYZ 10 FYZ C1 C1 C 0 1 N N S 5.071 -26.213 47.250 3.989 -0.340 1.380 C1 FYZ 11 FYZ O1 O1 O 0 1 N N N 4.904 -27.086 48.374 2.588 -0.177 1.148 O1 FYZ 12 FYZ C7 C7 C 0 1 N N N 3.977 -26.593 49.306 1.825 -1.370 1.339 C7 FYZ 13 FYZ C8 C8 C 0 1 N N N 4.397 -26.933 50.673 0.404 -1.090 1.075 C8 FYZ 14 FYZ C9 C9 C 0 1 N N N 4.733 -27.206 51.771 -0.730 -0.867 0.865 C9 FYZ 15 FYZ C10 C10 C 0 1 Y N N 5.100 -27.503 52.966 -2.112 -0.595 0.608 C10 FYZ 16 FYZ C11 C11 C 0 1 Y N N 4.995 -28.812 53.420 -3.059 -1.615 0.731 C11 FYZ 17 FYZ C12 C12 C 0 1 Y N N 5.392 -29.133 54.713 -4.388 -1.352 0.484 C12 FYZ 18 FYZ C13 C13 C 0 1 Y N N 5.893 -28.145 55.552 -4.789 -0.069 0.111 C13 FYZ 19 FYZ C14 C14 C 0 1 Y N N 5.998 -26.836 55.098 -3.843 0.949 -0.012 C14 FYZ 20 FYZ C15 C15 C 0 1 Y N N 5.602 -26.515 53.805 -2.515 0.690 0.241 C15 FYZ 21 FYZ C16 C16 C 0 1 Y N N 6.318 -28.489 56.935 -6.220 0.212 -0.155 C16 FYZ 22 FYZ C21 C21 C 0 1 Y N N 6.403 -29.820 57.326 -6.624 1.493 -0.527 C21 FYZ 23 FYZ C20 C20 C 0 1 Y N N 6.800 -30.141 58.618 -7.957 1.749 -0.774 C20 FYZ 24 FYZ C19 C19 C 0 1 Y N N 7.111 -29.131 59.521 -8.892 0.737 -0.652 C19 FYZ 25 FYZ C18 C18 C 0 1 Y N N 7.026 -27.800 59.131 -8.498 -0.536 -0.282 C18 FYZ 26 FYZ C17 C17 C 0 1 Y N N 6.629 -27.479 57.838 -7.166 -0.805 -0.039 C17 FYZ 27 FYZ H2 H2 H 0 1 N N N 4.963 -26.060 44.734 6.240 0.463 2.534 H2 FYZ 28 FYZ HA HA H 0 1 N N N 5.332 -27.970 46.043 4.208 1.660 2.158 HA FYZ 29 FYZ H3 H3 H 0 1 N N N 7.235 -27.918 47.539 3.437 1.859 -0.174 H3 FYZ 30 FYZ H1 H1 H 0 1 N N N 4.088 -25.951 46.831 4.143 -0.831 2.340 H1 FYZ 31 FYZ HB HB H 0 1 N N N 8.902 -28.113 45.911 4.877 3.575 0.662 HB FYZ 32 FYZ H4 H4 H 0 1 N N N 8.042 -25.342 46.128 6.148 0.641 -0.886 H4 FYZ 33 FYZ HC HC H 0 1 N N N 9.689 -25.475 47.789 5.268 2.206 -2.464 HC FYZ 34 FYZ H5 H5 H 0 1 N N N 7.098 -25.852 48.993 3.320 -0.475 -1.180 H5 FYZ 35 FYZ H61C H61C H 0 0 N N N 7.161 -23.449 49.291 4.950 -1.089 -2.991 H61C FYZ 36 FYZ H62C H62C H 0 0 N N N 8.774 -24.029 48.756 6.041 -1.736 -1.742 H62C FYZ 37 FYZ H6 H6 H 0 1 N N N 8.049 -22.162 47.560 4.613 -3.428 -2.638 H6 FYZ 38 FYZ H71C H71C H 0 0 N N N 3.911 -25.499 49.208 2.177 -2.140 0.652 H71C FYZ 39 FYZ H72C H72C H 0 0 N N N 2.991 -27.039 49.108 1.942 -1.716 2.365 H72C FYZ 40 FYZ H11 H11 H 0 1 N N N 4.605 -29.580 52.768 -2.749 -2.608 1.019 H11 FYZ 41 FYZ H15 H15 H 0 1 N N N 5.684 -25.498 53.452 -1.784 1.480 0.150 H15 FYZ 42 FYZ H12 H12 H 0 1 N N N 5.311 -30.151 55.066 -5.121 -2.140 0.579 H12 FYZ 43 FYZ H14 H14 H 0 1 N N N 6.387 -26.068 55.750 -4.155 1.942 -0.301 H14 FYZ 44 FYZ H21 H21 H 0 1 N N N 6.160 -30.605 56.625 -5.894 2.284 -0.623 H21 FYZ 45 FYZ H17 H17 H 0 1 N N N 6.562 -26.445 57.535 -6.859 -1.800 0.246 H17 FYZ 46 FYZ H20 H20 H 0 1 N N N 6.867 -31.175 58.921 -8.271 2.741 -1.063 H20 FYZ 47 FYZ H19 H19 H 0 1 N N N 7.419 -29.381 60.526 -9.935 0.942 -0.846 H19 FYZ 48 FYZ H18 H18 H 0 1 N N N 7.268 -27.015 59.832 -9.232 -1.322 -0.188 H18 FYZ 49 # 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 FYZ O2 C2 SING N N 1 FYZ C2 C3 SING N N 2 FYZ C2 C1 SING N N 3 FYZ C3 O3 SING N N 4 FYZ C3 C4 SING N N 5 FYZ C4 O4 SING N N 6 FYZ C4 C5 SING N N 7 FYZ C5 O5 SING N N 8 FYZ C5 C6 SING N N 9 FYZ O5 C1 SING N N 10 FYZ C6 O6 SING N N 11 FYZ C1 O1 SING N N 12 FYZ O1 C7 SING N N 13 FYZ C7 C8 SING N N 14 FYZ C8 C9 TRIP N N 15 FYZ C9 C10 SING N N 16 FYZ C10 C11 SING Y N 17 FYZ C10 C15 DOUB Y N 18 FYZ C11 C12 DOUB Y N 19 FYZ C12 C13 SING Y N 20 FYZ C13 C14 DOUB Y N 21 FYZ C13 C16 SING N N 22 FYZ C14 C15 SING Y N 23 FYZ C16 C21 SING Y N 24 FYZ C16 C17 DOUB Y N 25 FYZ C21 C20 DOUB Y N 26 FYZ C20 C19 SING Y N 27 FYZ C19 C18 DOUB Y N 28 FYZ C18 C17 SING Y N 29 FYZ O2 H2 SING N N 30 FYZ C2 HA SING N N 31 FYZ C3 H3 SING N N 32 FYZ C1 H1 SING N N 33 FYZ O3 HB SING N N 34 FYZ C4 H4 SING N N 35 FYZ O4 HC SING N N 36 FYZ C5 H5 SING N N 37 FYZ C6 H61C SING N N 38 FYZ C6 H62C SING N N 39 FYZ O6 H6 SING N N 40 FYZ C7 H71C SING N N 41 FYZ C7 H72C SING N N 42 FYZ C11 H11 SING N N 43 FYZ C15 H15 SING N N 44 FYZ C12 H12 SING N N 45 FYZ C14 H14 SING N N 46 FYZ C21 H21 SING N N 47 FYZ C17 H17 SING N N 48 FYZ C20 H20 SING N N 49 FYZ C19 H19 SING N N 50 FYZ C18 H18 SING N N 51 # 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 FYZ SMILES ACDLabs 12.01 "C(#Cc2ccc(c1ccccc1)cc2)COC3OC(C(O)C(O)C3O)CO" FYZ InChI InChI 1.03 "InChI=1S/C21H22O6/c22-13-17-18(23)19(24)20(25)21(27-17)26-12-4-5-14-8-10-16(11-9-14)15-6-2-1-3-7-15/h1-3,6-11,17-25H,12-13H2/t17-,18-,19+,20+,21+/m1/s1" FYZ InChIKey InChI 1.03 UEPMXFZVTJIHES-MJCUULBUSA-N FYZ SMILES_CANONICAL CACTVS 3.385 "OC[C@H]1O[C@H](OCC#Cc2ccc(cc2)c3ccccc3)[C@@H](O)[C@@H](O)[C@@H]1O" FYZ SMILES CACTVS 3.385 "OC[CH]1O[CH](OCC#Cc2ccc(cc2)c3ccccc3)[CH](O)[CH](O)[CH]1O" FYZ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)c2ccc(cc2)C#CCO[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O" FYZ SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)c2ccc(cc2)C#CCOC3C(C(C(C(O3)CO)O)O)O" # 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 FYZ "SYSTEMATIC NAME" ACDLabs 12.01 "3-(biphenyl-4-yl)prop-2-yn-1-yl alpha-D-mannopyranoside" FYZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-[3-(4-phenylphenyl)prop-2-ynoxy]oxane-3,4,5-triol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FYZ "Create component" 2012-05-23 EBI FYZ "Other modification" 2012-06-14 EBI FYZ "Other modification" 2012-06-18 EBI FYZ "Modify descriptor" 2014-09-05 RCSB #