data_G8U # _chem_comp.id G8U _chem_comp.name "3-chloro-6-(hydroxymethyl)-2-methyl-5-{4-[3-(trifluoromethoxy)phenoxy]phenyl}pyridin-4-ol" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H15 Cl F3 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-07-27 _chem_comp.pdbx_modified_date 2015-01-09 _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 425.786 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G8U _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 4UUF _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 G8U C1 C1 C 0 1 N N N 31.860 87.455 9.179 -7.376 0.170 0.177 C1 G8U 1 G8U F1 F1 F 0 1 N N N 32.639 87.654 8.131 -7.267 1.229 -0.731 F1 G8U 2 G8U F2 F2 F 0 1 N N N 30.654 87.103 8.775 -7.198 0.651 1.478 F2 G8U 3 G8U F3 F3 F 0 1 N N N 31.783 88.576 9.872 -8.643 -0.412 0.064 F3 G8U 4 G8U C4 C4 C 0 1 Y N N 32.307 85.104 9.665 -5.079 -0.403 -0.045 C4 G8U 5 G8U C5 C5 C 0 1 Y N N 32.630 84.675 8.381 -4.057 -1.301 -0.312 C5 G8U 6 G8U C6 C6 C 0 1 Y N N 32.522 83.329 8.041 -2.736 -0.883 -0.250 C6 G8U 7 G8U C7 C7 C 0 1 Y N N 32.106 82.413 9.000 -2.441 0.433 0.079 C7 G8U 8 G8U C8 C8 C 0 1 Y N N 31.785 82.837 10.284 -3.461 1.326 0.344 C8 G8U 9 G8U C9 C9 C 0 1 Y N N 31.887 84.182 10.616 -4.779 0.911 0.283 C9 G8U 10 G8U O10 O10 O 0 1 N N N 32.839 82.870 6.784 -1.732 -1.760 -0.510 O10 G8U 11 G8U C11 C11 C 0 1 Y N N 32.515 83.505 5.609 -0.453 -1.310 -0.426 C11 G8U 12 G8U C12 C12 C 0 1 Y N N 31.508 82.982 4.805 0.231 -1.388 0.779 C12 G8U 13 G8U C13 C13 C 0 1 Y N N 31.174 83.604 3.606 1.529 -0.931 0.868 C13 G8U 14 G8U C14 C14 C 0 1 Y N N 31.849 84.750 3.204 2.154 -0.390 -0.255 C14 G8U 15 G8U C15 C15 C 0 1 Y N N 32.860 85.271 4.000 1.465 -0.313 -1.464 C15 G8U 16 G8U C16 C16 C 0 1 Y N N 33.195 84.648 5.197 0.169 -0.777 -1.547 C16 G8U 17 G8U C17 C17 C 0 1 Y N N 31.491 85.407 1.919 3.550 0.102 -0.162 C17 G8U 18 G8U C18 C18 C 0 1 Y N N 32.148 84.984 0.661 4.604 -0.785 0.102 C18 G8U 19 G8U C19 C19 C 0 1 Y N N 31.742 85.675 -0.581 5.894 -0.269 0.178 C19 G8U 20 G8U C20 C20 C 0 1 Y N N 30.712 86.738 -0.484 6.091 1.086 -0.008 C20 G8U 21 G8U C22 C22 C 0 1 Y N N 30.476 86.492 1.854 3.837 1.452 -0.343 C22 G8U 22 G8U O23 O23 O 0 1 N N N 33.009 84.082 0.644 4.372 -2.110 0.279 O23 G8U 23 G8U C24 C24 C 0 1 N N N 29.780 86.953 3.110 2.720 2.420 -0.633 C24 G8U 24 G8U O25 O25 O 0 1 N N N 30.735 87.494 4.029 2.205 2.937 0.595 O25 G8U 25 G8U CL CL CL 0 0 N N N 32.473 85.242 -2.162 7.241 -1.316 0.503 CL G8U 26 G8U C27 C27 C 0 1 N N N 30.285 87.453 -1.731 7.485 1.651 0.072 C27 G8U 27 G8U N28 N28 N 0 1 Y N N 30.155 87.072 0.688 5.076 1.893 -0.255 N28 G8U 28 G8U O29 O29 O 0 1 N N N 32.406 86.429 10.008 -6.375 -0.808 -0.111 O29 G8U 29 G8U H5 H5 H 0 1 N N N 32.966 85.390 7.644 -4.289 -2.324 -0.567 H5 G8U 30 G8U H9 H9 H 0 1 N N N 31.640 84.511 11.614 -5.575 1.611 0.491 H9 G8U 31 G8U H7 H7 H 0 1 N N N 32.032 81.366 8.746 -1.413 0.759 0.128 H7 G8U 32 G8U H8 H8 H 0 1 N N N 31.456 82.121 11.023 -3.230 2.349 0.600 H8 G8U 33 G8U H12 H12 H 0 1 N N N 30.983 82.090 5.112 -0.254 -1.807 1.649 H12 G8U 34 G8U H16 H16 H 0 1 N N N 33.987 85.053 5.810 -0.365 -0.721 -2.485 H16 G8U 35 G8U H13 H13 H 0 1 N N N 30.389 83.195 2.987 2.061 -0.992 1.806 H13 G8U 36 G8U H15 H15 H 0 1 N N N 33.387 86.161 3.689 1.947 0.105 -2.335 H15 G8U 37 G8U H23 H23 H 0 1 N N N 33.314 83.951 -0.246 4.409 -2.629 -0.536 H23 G8U 38 G8U H271 H271 H 0 0 N N N 29.520 88.203 -1.481 7.943 1.631 -0.917 H271 G8U 39 G8U H272 H272 H 0 0 N N N 31.154 87.953 -2.183 7.441 2.679 0.432 H272 G8U 40 G8U H273 H273 H 0 0 N N N 29.868 86.728 -2.445 8.081 1.051 0.760 H273 G8U 41 G8U H241 H241 H 0 0 N N N 29.042 87.727 2.854 3.099 3.241 -1.242 H241 G8U 42 G8U H242 H242 H 0 0 N N N 29.268 86.099 3.577 1.924 1.905 -1.173 H242 G8U 43 G8U H25 H25 H 0 1 N N N 30.289 87.782 4.817 1.481 3.568 0.484 H25 G8U 44 # 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 G8U C1 F1 SING N N 1 G8U C1 F2 SING N N 2 G8U C1 F3 SING N N 3 G8U C1 O29 SING N N 4 G8U C4 C5 SING Y N 5 G8U C4 C9 DOUB Y N 6 G8U C4 O29 SING N N 7 G8U C5 C6 DOUB Y N 8 G8U C6 C7 SING Y N 9 G8U C6 O10 SING N N 10 G8U C7 C8 DOUB Y N 11 G8U C8 C9 SING Y N 12 G8U O10 C11 SING N N 13 G8U C11 C12 SING Y N 14 G8U C11 C16 DOUB Y N 15 G8U C12 C13 DOUB Y N 16 G8U C13 C14 SING Y N 17 G8U C14 C15 DOUB Y N 18 G8U C14 C17 SING N N 19 G8U C15 C16 SING Y N 20 G8U C17 C18 SING Y N 21 G8U C17 C22 DOUB Y N 22 G8U C18 C19 DOUB Y N 23 G8U C18 O23 SING N N 24 G8U C19 C20 SING Y N 25 G8U C19 CL SING N N 26 G8U C20 C27 SING N N 27 G8U C20 N28 DOUB Y N 28 G8U C22 C24 SING N N 29 G8U C22 N28 SING Y N 30 G8U C24 O25 SING N N 31 G8U C5 H5 SING N N 32 G8U C9 H9 SING N N 33 G8U C7 H7 SING N N 34 G8U C8 H8 SING N N 35 G8U C12 H12 SING N N 36 G8U C16 H16 SING N N 37 G8U C13 H13 SING N N 38 G8U C15 H15 SING N N 39 G8U O23 H23 SING N N 40 G8U C27 H271 SING N N 41 G8U C27 H272 SING N N 42 G8U C27 H273 SING N N 43 G8U C24 H241 SING N N 44 G8U C24 H242 SING N N 45 G8U O25 H25 SING N N 46 # 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 G8U SMILES ACDLabs 12.01 "Clc1c(O)c(c(nc1C)CO)c3ccc(Oc2cccc(OC(F)(F)F)c2)cc3" G8U InChI InChI 1.03 "InChI=1S/C20H15ClF3NO4/c1-11-18(21)19(27)17(16(10-26)25-11)12-5-7-13(8-6-12)28-14-3-2-4-15(9-14)29-20(22,23)24/h2-9,26H,10H2,1H3,(H,25,27)" G8U InChIKey InChI 1.03 YYKKTOLSPFTXSV-UHFFFAOYSA-N G8U SMILES_CANONICAL CACTVS 3.385 "Cc1nc(CO)c(c(O)c1Cl)c2ccc(Oc3cccc(OC(F)(F)F)c3)cc2" G8U SMILES CACTVS 3.385 "Cc1nc(CO)c(c(O)c1Cl)c2ccc(Oc3cccc(OC(F)(F)F)c3)cc2" G8U SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c(c(n1)CO)c2ccc(cc2)Oc3cccc(c3)OC(F)(F)F)O)Cl" G8U SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c(c(c(n1)CO)c2ccc(cc2)Oc3cccc(c3)OC(F)(F)F)O)Cl" # 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 G8U "SYSTEMATIC NAME" ACDLabs 12.01 "3-chloro-6-(hydroxymethyl)-2-methyl-5-{4-[3-(trifluoromethoxy)phenoxy]phenyl}pyridin-4-ol" G8U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-chloranyl-2-(hydroxymethyl)-6-methyl-3-[4-[3-(trifluoromethyloxy)phenoxy]phenyl]pyridin-4-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site G8U "Create component" 2014-07-27 EBI G8U "Initial release" 2015-01-14 RCSB #