data_GQL # _chem_comp.id GQL _chem_comp.name "(E)-[4-(3,5-difluorophenyl)-3H-pyrrolo[2,3-b]pyridin-3-ylidene](3-methoxyphenyl)methanol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H14 F2 N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-05-27 _chem_comp.pdbx_modified_date 2011-06-04 _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 364.345 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GQL _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 3GQL _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 GQL C1 C1 C 0 1 Y N N 24.444 29.191 32.152 -0.959 1.868 0.146 C1 GQL 1 GQL C2 C2 C 0 1 Y N N 25.452 29.034 33.111 -2.271 1.378 0.115 C2 GQL 2 GQL C3 C3 C 0 1 Y N N 25.545 27.904 33.914 -2.543 -0.075 0.019 C3 GQL 3 GQL C4 C4 C 0 1 Y N N 26.410 30.033 33.251 -3.314 2.305 0.178 C4 GQL 4 GQL C5 C5 C 0 1 Y N N 26.353 31.161 32.441 -3.015 3.653 0.268 C5 GQL 5 GQL C7 C7 C 0 1 Y N N 24.445 30.344 31.376 -0.732 3.259 0.238 C7 GQL 6 GQL C9 C9 C 0 1 N N N 22.722 29.155 30.765 1.277 2.347 0.173 C9 GQL 7 GQL C10 C10 C 0 1 N N N 23.334 28.474 31.731 0.378 1.256 0.097 C10 GQL 8 GQL C11 C11 C 0 1 N N N 22.831 27.124 32.262 0.692 -0.099 -0.001 C11 GQL 9 GQL C13 C13 C 0 1 Y N N 21.789 26.329 31.472 2.086 -0.545 0.149 C13 GQL 10 GQL C14 C14 C 0 1 Y N N 22.186 25.250 30.687 2.396 -1.611 1.000 C14 GQL 11 GQL C15 C15 C 0 1 Y N N 21.238 24.534 29.962 3.704 -2.025 1.138 C15 GQL 12 GQL C19 C19 C 0 1 N N N 17.803 27.273 29.904 6.739 -0.209 -0.907 C19 GQL 13 GQL O18 O18 O 0 1 N N N 18.181 26.316 30.900 5.411 0.282 -1.107 O18 GQL 14 GQL C17 C17 C 0 1 Y N N 19.497 25.976 30.812 4.416 -0.334 -0.416 C17 GQL 15 GQL C20 C20 C 0 1 Y N N 20.447 26.692 31.535 3.108 0.092 -0.563 C20 GQL 16 GQL C16 C16 C 0 1 Y N N 19.897 24.897 30.027 4.713 -1.389 0.437 C16 GQL 17 GQL O12 O12 O 0 1 N N N 23.205 26.695 33.351 -0.283 -1.001 -0.232 O12 GQL 18 GQL N8 N8 N 0 1 N N N 23.395 30.283 30.555 0.599 3.463 0.250 N8 GQL 19 GQL N6 N6 N 0 1 Y N N 25.388 31.282 31.541 -1.775 4.089 0.295 N6 GQL 20 GQL C27 C27 C 0 1 Y N N 25.217 27.987 35.265 -2.190 -0.924 1.067 C27 GQL 21 GQL C25 C25 C 0 1 Y N N 25.294 26.861 36.080 -2.446 -2.279 0.973 C25 GQL 22 GQL F26 F26 F 0 1 N N N 24.976 26.948 37.388 -2.104 -3.102 1.989 F26 GQL 23 GQL C24 C24 C 0 1 Y N N 25.698 25.641 35.548 -3.053 -2.794 -0.160 C24 GQL 24 GQL C22 C22 C 0 1 Y N N 26.024 25.556 34.200 -3.407 -1.955 -1.204 C22 GQL 25 GQL F23 F23 F 0 1 N N N 26.380 24.360 33.688 -3.999 -2.463 -2.306 F23 GQL 26 GQL C21 C21 C 0 1 Y N N 25.952 26.680 33.383 -3.160 -0.598 -1.117 C21 GQL 27 GQL H4 H4 H 0 1 N N N 27.195 29.932 33.986 -4.342 1.974 0.157 H4 GQL 28 GQL H5 H5 H 0 1 N N N 27.095 31.939 32.545 -3.823 4.368 0.316 H5 GQL 29 GQL H9 H9 H 0 1 N N N 21.830 28.844 30.241 2.354 2.270 0.164 H9 GQL 30 GQL H14 H14 H 0 1 N N N 23.228 24.969 30.641 1.611 -2.109 1.550 H14 GQL 31 GQL H15 H15 H 0 1 N N N 21.543 23.698 29.350 3.942 -2.848 1.795 H15 GQL 32 GQL H19 H19 H 0 1 N N N 17.706 28.266 30.367 7.008 -0.111 0.144 H19 GQL 33 GQL H19A H19A H 0 0 N N N 18.573 27.308 29.119 6.786 -1.258 -1.198 H19A GQL 34 GQL H19B H19B H 0 0 N N N 16.840 26.980 29.461 7.435 0.368 -1.516 H19B GQL 35 GQL H20 H20 H 0 1 N N N 20.142 27.530 32.145 2.876 0.913 -1.226 H20 GQL 36 GQL H16 H16 H 0 1 N N N 19.162 24.339 29.466 5.735 -1.718 0.549 H16 GQL 37 GQL HO12 HO12 H 0 0 N N N 23.302 25.751 33.304 -0.017 -1.929 -0.292 HO12 GQL 38 GQL H27 H27 H 0 1 N N N 24.901 28.931 35.683 -1.716 -0.523 1.951 H27 GQL 39 GQL H24 H24 H 0 1 N N N 25.758 24.766 36.178 -3.251 -3.853 -0.230 H24 GQL 40 GQL H21 H21 H 0 1 N N N 26.211 26.605 32.337 -3.440 0.056 -1.929 H21 GQL 41 # 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 GQL C1 C2 DOUB Y N 1 GQL C1 C7 SING Y N 2 GQL C1 C10 SING N N 3 GQL C2 C3 SING Y N 4 GQL C2 C4 SING Y N 5 GQL C3 C27 DOUB Y N 6 GQL C3 C21 SING Y N 7 GQL C4 C5 DOUB Y N 8 GQL C5 N6 SING Y N 9 GQL C7 N8 SING N N 10 GQL C7 N6 DOUB Y N 11 GQL C9 C10 SING N N 12 GQL C9 N8 DOUB N N 13 GQL C10 C11 DOUB N N 14 GQL C11 C13 SING N N 15 GQL C11 O12 SING N N 16 GQL C13 C14 DOUB Y E 17 GQL C13 C20 SING Y N 18 GQL C14 C15 SING Y N 19 GQL C15 C16 DOUB Y N 20 GQL C19 O18 SING N N 21 GQL O18 C17 SING N N 22 GQL C17 C20 DOUB Y N 23 GQL C17 C16 SING Y N 24 GQL C27 C25 SING Y N 25 GQL C25 F26 SING N N 26 GQL C25 C24 DOUB Y N 27 GQL C24 C22 SING Y N 28 GQL C22 F23 SING N N 29 GQL C22 C21 DOUB Y N 30 GQL C4 H4 SING N N 31 GQL C5 H5 SING N N 32 GQL C9 H9 SING N N 33 GQL C14 H14 SING N N 34 GQL C15 H15 SING N N 35 GQL C19 H19 SING N N 36 GQL C19 H19A SING N N 37 GQL C19 H19B SING N N 38 GQL C20 H20 SING N N 39 GQL C16 H16 SING N N 40 GQL O12 HO12 SING N N 41 GQL C27 H27 SING N N 42 GQL C24 H24 SING N N 43 GQL C21 H21 SING N N 44 # 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 GQL SMILES ACDLabs 10.04 "Fc4cc(c1ccnc2N=CC(\c12)=C(\O)c3cccc(OC)c3)cc(F)c4" GQL SMILES_CANONICAL CACTVS 3.341 "COc1cccc(c1)/C(O)=C/2C=Nc3nccc(c4cc(F)cc(F)c4)c/23" GQL SMILES CACTVS 3.341 "COc1cccc(c1)C(O)=C2C=Nc3nccc(c4cc(F)cc(F)c4)c23" GQL SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COc1cccc(c1)/C(=C/2\C=Nc3c2c(ccn3)c4cc(cc(c4)F)F)/O" GQL SMILES "OpenEye OEToolkits" 1.5.0 "COc1cccc(c1)C(=C2C=Nc3c2c(ccn3)c4cc(cc(c4)F)F)O" GQL InChI InChI 1.03 "InChI=1S/C21H14F2N2O2/c1-27-16-4-2-3-12(9-16)20(26)18-11-25-21-19(18)17(5-6-24-21)13-7-14(22)10-15(23)8-13/h2-11,26H,1H3/b20-18-" GQL InChIKey InChI 1.03 HQMUBYFTZASKLP-ZZEZOPTASA-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 GQL "SYSTEMATIC NAME" ACDLabs 10.04 "(E)-[4-(3,5-difluorophenyl)-3H-pyrrolo[2,3-b]pyridin-3-ylidene](3-methoxyphenyl)methanol" GQL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(E)-[4-(3,5-difluorophenyl)pyrrolo[5,4-b]pyridin-3-ylidene]-(3-methoxyphenyl)methanol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GQL "Create component" 2009-05-27 RCSB GQL "Modify aromatic_flag" 2011-06-04 RCSB GQL "Modify descriptor" 2011-06-04 RCSB #