data_8Y6 # _chem_comp.id 8Y6 _chem_comp.name "4-fluoranyl-6-[(7-fluoranyl-4-oxidanylidene-3H-quinazolin-6-yl)methyl]-8-(2-oxidanylidene-1H-pyridin-3-yl)furo[2,3-e]indole-7-carboxylic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H14 F2 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-10-24 _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 488.399 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8Y6 _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 2YOJ _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 8Y6 C1 C1 C 0 1 Y N N 21.329 1.318 3.758 -2.299 0.731 1.013 C1 8Y6 1 8Y6 C2 C2 C 0 1 Y N N 20.959 0.422 2.716 -3.125 -0.346 0.844 C2 8Y6 2 8Y6 C3 C3 C 0 1 Y N N 19.599 0.282 2.338 -4.157 -0.284 -0.090 C3 8Y6 3 8Y6 C4 C4 C 0 1 Y N N 18.586 1.001 3.007 -4.349 0.887 -0.858 C4 8Y6 4 8Y6 C5 C5 C 0 1 Y N N 18.954 1.894 4.019 -3.495 1.974 -0.669 C5 8Y6 5 8Y6 C6 C6 C 0 1 Y N N 20.308 2.051 4.367 -2.480 1.888 0.262 C6 8Y6 6 8Y6 C7 C7 C 0 1 N N N 25.184 -0.532 0.283 2.664 -1.883 0.003 C7 8Y6 7 8Y6 C8 C8 C 0 1 Y N N 24.589 -1.283 2.727 2.036 0.657 0.274 C8 8Y6 8 8Y6 C9 C9 C 0 1 Y N N 23.920 -0.669 3.776 0.942 1.324 0.850 C9 8Y6 9 8Y6 N1 N1 N 0 1 Y N N 23.589 0.587 3.360 0.078 0.375 1.347 N1 8Y6 10 8Y6 C10 C10 C 0 1 Y N N 24.012 0.813 2.060 0.577 -0.893 1.111 C10 8Y6 11 8Y6 C11 C11 C 0 1 Y N N 24.661 -0.367 1.616 1.792 -0.779 0.447 C11 8Y6 12 8Y6 C12 C12 C 0 1 Y N N 24.119 -2.682 5.095 1.903 3.442 0.265 C12 8Y6 13 8Y6 C13 C13 C 0 1 Y N N 23.675 -1.352 4.976 0.894 2.720 0.835 C13 8Y6 14 8Y6 C14 C14 C 0 1 N N N 23.776 2.038 1.294 -0.047 -2.109 1.484 C14 8Y6 15 8Y6 C15 C15 C 0 1 N N N 22.789 1.486 4.181 -1.187 0.666 2.027 C15 8Y6 16 8Y6 O1 O1 O 0 1 N N N 23.530 2.090 0.108 0.485 -3.171 1.225 O1 8Y6 17 8Y6 C16 C16 C 0 1 N N N 26.074 0.541 -0.336 2.506 -2.453 -1.286 C16 8Y6 18 8Y6 N2 N2 N 0 1 N N N 26.474 0.329 -1.647 3.310 -3.461 -1.676 N2 8Y6 19 8Y6 C17 C17 C 0 1 N N N 26.142 -0.786 -2.389 4.275 -3.943 -0.853 C17 8Y6 20 8Y6 C18 C18 C 0 1 N N N 25.367 -1.748 -1.845 4.461 -3.429 0.388 C18 8Y6 21 8Y6 C19 C19 C 0 1 N N N 24.872 -1.603 -0.494 3.657 -2.379 0.839 C19 8Y6 22 8Y6 O2 O2 O 0 1 N N N 26.419 1.547 0.298 1.644 -2.033 -2.039 O2 8Y6 23 8Y6 O3 O3 O 0 1 N N N 23.828 3.157 2.059 -1.234 -2.088 2.128 O3 8Y6 24 8Y6 F1 F1 F 0 1 N N N 20.611 2.924 5.331 -1.652 2.940 0.447 F1 8Y6 25 8Y6 C20 C20 C 0 1 N N N 19.184 -0.624 1.220 -5.073 -1.412 -0.313 C20 8Y6 26 8Y6 O4 O4 O 0 1 N N N 19.998 -1.252 0.551 -4.963 -2.449 0.315 O4 8Y6 27 8Y6 N3 N3 N 0 1 N N N 17.824 -0.662 0.985 -6.043 -1.252 -1.243 N3 8Y6 28 8Y6 N4 N4 N 0 1 N N N 17.222 0.866 2.684 -5.360 0.924 -1.761 N4 8Y6 29 8Y6 C21 C21 C 0 1 N N N 16.916 0.052 1.722 -6.153 -0.089 -1.936 C21 8Y6 30 8Y6 F2 F2 F 0 1 N N N 23.838 -3.323 6.234 1.842 4.792 0.259 F2 8Y6 31 8Y6 C22 C22 C 0 1 Y N N 24.824 -3.329 4.062 3.007 2.792 -0.303 C22 8Y6 32 8Y6 C23 C23 C 0 1 Y N N 25.042 -2.601 2.883 3.079 1.395 -0.309 C23 8Y6 33 8Y6 O5 O5 O 0 1 Y N N 25.704 -3.303 1.984 4.228 1.053 -0.922 O5 8Y6 34 8Y6 C25 C25 C 0 1 Y N N 25.417 -4.586 3.831 4.229 3.251 -0.975 C25 8Y6 35 8Y6 C24 C24 C 0 1 Y N N 25.952 -4.522 2.571 4.906 2.146 -1.314 C24 8Y6 36 8Y6 H2 H2 H 0 1 N N N 21.719 -0.155 2.210 -2.977 -1.240 1.430 H2 8Y6 37 8Y6 H151 H151 H 0 0 N N N 23.109 2.526 4.021 -1.110 1.622 2.544 H151 8Y6 38 8Y6 H152 H152 H 0 0 N N N 22.904 1.227 5.244 -1.400 -0.122 2.750 H152 8Y6 39 8Y6 H5 H5 H 0 1 N N N 18.196 2.465 4.535 -3.628 2.877 -1.247 H5 8Y6 40 8Y6 H19 H19 H 0 1 N N N 24.232 -2.372 -0.088 3.803 -1.961 1.824 H19 8Y6 41 8Y6 H13 H13 H 0 1 N N N 23.157 -0.868 5.791 0.053 3.233 1.278 H13 8Y6 42 8Y6 H3 H3 H 0 1 N N N 23.648 3.918 1.520 -1.581 -2.965 2.342 H3 8Y6 43 8Y6 HA HA H 0 1 N N N 27.039 1.029 -2.083 3.198 -3.847 -2.558 HA 8Y6 44 8Y6 H17 H17 H 0 1 N N N 26.501 -0.889 -3.402 4.905 -4.752 -1.192 H17 8Y6 45 8Y6 H18 H18 H 0 1 N N N 25.116 -2.627 -2.420 5.234 -3.829 1.027 H18 8Y6 46 8Y6 HB HB H 0 1 N N N 17.485 -1.238 0.241 -6.665 -1.976 -1.416 HB 8Y6 47 8Y6 H21 H21 H 0 1 N N N 15.870 -0.072 1.485 -6.941 -0.003 -2.670 H21 8Y6 48 8Y6 H25 H25 H 0 1 N N N 25.444 -5.427 4.508 4.518 4.274 -1.168 H25 8Y6 49 8Y6 H24 H24 H 0 1 N N N 26.498 -5.326 2.099 5.856 2.134 -1.828 H24 8Y6 50 # 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 8Y6 C1 C2 SING Y N 1 8Y6 C1 C6 DOUB Y N 2 8Y6 C1 C15 SING N N 3 8Y6 C2 C3 DOUB Y N 4 8Y6 C3 C4 SING Y N 5 8Y6 C3 C20 SING N N 6 8Y6 C4 C5 DOUB Y N 7 8Y6 C4 N4 SING N N 8 8Y6 C5 C6 SING Y N 9 8Y6 C6 F1 SING N N 10 8Y6 C7 C11 SING N N 11 8Y6 C7 C16 SING N N 12 8Y6 C7 C19 DOUB N N 13 8Y6 C8 C9 SING Y N 14 8Y6 C8 C11 SING Y N 15 8Y6 C8 C23 DOUB Y N 16 8Y6 C9 N1 SING Y N 17 8Y6 C9 C13 DOUB Y N 18 8Y6 N1 C10 SING Y N 19 8Y6 N1 C15 SING N N 20 8Y6 C10 C11 DOUB Y N 21 8Y6 C10 C14 SING N N 22 8Y6 C12 C13 SING Y N 23 8Y6 C12 F2 SING N N 24 8Y6 C12 C22 DOUB Y N 25 8Y6 C14 O1 DOUB N N 26 8Y6 C14 O3 SING N N 27 8Y6 C16 N2 SING N N 28 8Y6 C16 O2 DOUB N N 29 8Y6 N2 C17 SING N N 30 8Y6 C17 C18 DOUB N N 31 8Y6 C18 C19 SING N N 32 8Y6 C20 O4 DOUB N N 33 8Y6 C20 N3 SING N N 34 8Y6 N3 C21 SING N N 35 8Y6 N4 C21 DOUB N N 36 8Y6 C22 C23 SING Y N 37 8Y6 C22 C25 SING Y N 38 8Y6 C23 O5 SING Y N 39 8Y6 O5 C24 SING Y N 40 8Y6 C24 C25 DOUB Y N 41 8Y6 C2 H2 SING N N 42 8Y6 C15 H151 SING N N 43 8Y6 C15 H152 SING N N 44 8Y6 C5 H5 SING N N 45 8Y6 C19 H19 SING N N 46 8Y6 C13 H13 SING N N 47 8Y6 O3 H3 SING N N 48 8Y6 N2 HA SING N N 49 8Y6 C17 H17 SING N N 50 8Y6 C18 H18 SING N N 51 8Y6 N3 HB SING N N 52 8Y6 C21 H21 SING N N 53 8Y6 C24 H24 SING N N 54 8Y6 C25 H25 SING N N 55 # 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 8Y6 SMILES ACDLabs 12.01 "O=C1c2cc(c(F)cc2N=CN1)Cn4c(c(c5c3occc3c(F)cc45)C6=CC=CNC6=O)C(=O)O" 8Y6 InChI InChI 1.03 "InChI=1S/C25H14F2N4O5/c26-15-7-17-14(24(33)30-10-29-17)6-11(15)9-31-18-8-16(27)12-3-5-36-22(12)20(18)19(21(31)25(34)35)13-2-1-4-28-23(13)32/h1-8,10H,9H2,(H,28,32)(H,34,35)(H,29,30,33)" 8Y6 InChIKey InChI 1.03 ZPEMEBKNEHMBJS-UHFFFAOYSA-N 8Y6 SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1n(Cc2cc3C(=O)NC=Nc3cc2F)c4cc(F)c5ccoc5c4c1C6=CC=CNC6=O" 8Y6 SMILES CACTVS 3.385 "OC(=O)c1n(Cc2cc3C(=O)NC=Nc3cc2F)c4cc(F)c5ccoc5c4c1C6=CC=CNC6=O" 8Y6 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1coc2c1c(cc3c2c(c(n3Cc4cc5c(cc4F)N=CNC5=O)C(=O)O)C6=CC=CNC6=O)F" 8Y6 SMILES "OpenEye OEToolkits" 1.9.2 "c1coc2c1c(cc3c2c(c(n3Cc4cc5c(cc4F)N=CNC5=O)C(=O)O)C6=CC=CNC6=O)F" # 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 8Y6 "SYSTEMATIC NAME" ACDLabs 12.01 "4-fluoro-6-[(7-fluoro-4-oxo-3,4-dihydroquinazolin-6-yl)methyl]-8-(2-oxo-1,2-dihydropyridin-3-yl)-6H-furo[2,3-e]indole-7-carboxylic acid" 8Y6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "4-fluoranyl-6-[(7-fluoranyl-4-oxidanylidene-3H-quinazolin-6-yl)methyl]-8-(2-oxidanylidene-1H-pyridin-3-yl)furo[2,3-e]indole-7-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8Y6 "Create component" 2012-10-24 EBI 8Y6 "Initial release" 2013-10-09 RCSB 8Y6 "Modify descriptor" 2014-09-05 RCSB #