data_DUH # _chem_comp.id DUH _chem_comp.name "2-oxidanyl-~{N}-[2,3,5,6-tetrakis(fluoranyl)-4-phenyl-phenyl]pyrazolo[1,5-a]pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H11 F4 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-01-31 _chem_comp.pdbx_modified_date 2018-07-06 _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 401.314 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DUH _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 6FMD _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 DUH C2 C1 C 0 1 Y N N 32.295 6.122 -0.170 6.354 1.048 -1.345 C2 DUH 1 DUH C3 C2 C 0 1 Y N N 32.586 7.539 0.289 4.994 0.878 -1.184 C3 DUH 2 DUH C4 C3 C 0 1 Y N N 32.173 7.877 1.548 4.505 0.237 -0.046 C4 DUH 3 DUH C5 C4 C 0 1 Y N N 31.514 6.889 2.475 5.393 -0.227 0.922 C5 DUH 4 DUH C6 C5 C 0 1 Y N N 31.267 5.654 2.008 6.751 -0.051 0.750 C6 DUH 5 DUH C7 C6 C 0 1 Y N N 31.684 5.250 0.619 7.231 0.585 -0.380 C7 DUH 6 DUH C10 C7 C 0 1 Y N N 32.492 9.267 1.994 3.044 0.052 0.133 C10 DUH 7 DUH C11 C8 C 0 1 Y N N 32.061 10.337 1.336 2.212 1.162 0.283 C11 DUH 8 DUH C12 C9 C 0 1 Y N N 32.478 11.683 1.790 0.850 0.986 0.449 C12 DUH 9 DUH C13 C10 C 0 1 Y N N 33.243 11.806 2.884 0.311 -0.296 0.468 C13 DUH 10 DUH C14 C11 C 0 1 Y N N 33.681 10.610 3.619 1.138 -1.403 0.319 C14 DUH 11 DUH C15 C12 C 0 1 Y N N 33.331 9.435 3.207 2.499 -1.233 0.146 C15 DUH 12 DUH F16 F1 F 0 1 N N N 32.015 12.737 1.104 0.044 2.060 0.594 F16 DUH 13 DUH F17 F2 F 0 1 N N N 31.304 10.250 0.246 2.735 2.407 0.266 F17 DUH 14 DUH F18 F3 F 0 1 N N N 33.754 8.342 3.867 3.302 -2.309 -0.004 F18 DUH 15 DUH F19 F4 F 0 1 N N N 34.455 10.809 4.698 0.611 -2.647 0.338 F19 DUH 16 DUH N20 N1 N 0 1 N N N 33.618 13.090 3.350 -1.068 -0.471 0.637 N20 DUH 17 DUH C22 C13 C 0 1 N N N 34.338 13.980 2.493 -1.880 -0.501 -0.438 C22 DUH 18 DUH O23 O1 O 0 1 N N N 34.568 13.646 1.363 -1.407 -0.466 -1.560 O23 DUH 19 DUH C25 C14 C 0 1 Y N N 34.533 15.359 3.067 -3.330 -0.578 -0.258 C25 DUH 20 DUH C26 C15 C 0 1 Y N N 34.200 15.738 4.371 -4.106 -1.752 -0.165 C26 DUH 21 DUH N27 N2 N 0 1 Y N N 34.354 17.058 4.557 -5.362 -1.412 -0.007 N27 DUH 22 DUH N28 N3 N 0 1 Y N N 34.740 17.461 3.268 -5.472 -0.016 0.012 N28 DUH 23 DUH C29 C16 C 0 1 Y N N 34.868 16.440 2.349 -4.220 0.509 -0.137 C29 DUH 24 DUH C30 C17 C 0 1 Y N N 35.244 16.701 1.044 -4.034 1.897 -0.149 C30 DUH 25 DUH C31 C18 C 0 1 Y N N 35.553 18.046 0.670 -5.116 2.716 -0.006 C31 DUH 26 DUH C32 C19 C 0 1 Y N N 35.424 19.111 1.639 -6.390 2.153 0.149 C32 DUH 27 DUH C33 C20 C 0 1 Y N N 35.025 18.815 2.952 -6.546 0.809 0.150 C33 DUH 28 DUH O34 O2 O 0 1 N N N 33.786 14.991 5.404 -3.631 -3.022 -0.230 O34 DUH 29 DUH H1 H1 H 0 1 N N N 32.593 5.817 -1.162 6.735 1.540 -2.228 H1 DUH 30 DUH H2 H2 H 0 1 N N N 33.095 8.247 -0.348 4.311 1.240 -1.937 H2 DUH 31 DUH H3 H3 H 0 1 N N N 31.248 7.165 3.485 5.019 -0.724 1.805 H3 DUH 32 DUH H4 H4 H 0 1 N N N 30.761 4.939 2.640 7.440 -0.411 1.500 H4 DUH 33 DUH H5 H5 H 0 1 N N N 31.485 4.249 0.265 8.295 0.720 -0.511 H5 DUH 34 DUH H6 H6 H 0 1 N N N 33.379 13.374 4.279 -1.439 -0.570 1.528 H6 DUH 35 DUH H9 H9 H 0 1 N N N 35.303 15.902 0.319 -3.045 2.314 -0.269 H9 DUH 36 DUH H10 H10 H 0 1 N N N 35.882 18.266 -0.335 -4.992 3.789 -0.012 H10 DUH 37 DUH H11 H11 H 0 1 N N N 35.634 20.131 1.354 -7.251 2.794 0.263 H11 DUH 38 DUH H12 H12 H 0 1 N N N 34.938 19.592 3.697 -7.532 0.387 0.270 H12 DUH 39 DUH H7 H7 H 0 1 N N N 33.655 15.546 6.164 -3.383 -3.394 0.628 H7 DUH 40 # 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 DUH C2 C3 DOUB Y N 1 DUH C2 C7 SING Y N 2 DUH F17 C11 SING N N 3 DUH C3 C4 SING Y N 4 DUH C7 C6 DOUB Y N 5 DUH C31 C30 DOUB Y N 6 DUH C31 C32 SING Y N 7 DUH C30 C29 SING Y N 8 DUH F16 C12 SING N N 9 DUH C11 C12 DOUB Y N 10 DUH C11 C10 SING Y N 11 DUH O23 C22 DOUB N N 12 DUH C4 C10 SING N N 13 DUH C4 C5 DOUB Y N 14 DUH C32 C33 DOUB Y N 15 DUH C12 C13 SING Y N 16 DUH C10 C15 DOUB Y N 17 DUH C6 C5 SING Y N 18 DUH C29 C25 DOUB Y N 19 DUH C29 N28 SING Y N 20 DUH C22 C25 SING N N 21 DUH C22 N20 SING N N 22 DUH C13 N20 SING N N 23 DUH C13 C14 DOUB Y N 24 DUH C33 N28 SING Y N 25 DUH C25 C26 SING Y N 26 DUH C15 C14 SING Y N 27 DUH C15 F18 SING N N 28 DUH N28 N27 SING Y N 29 DUH C14 F19 SING N N 30 DUH C26 N27 DOUB Y N 31 DUH C26 O34 SING N N 32 DUH C2 H1 SING N N 33 DUH C3 H2 SING N N 34 DUH C5 H3 SING N N 35 DUH C6 H4 SING N N 36 DUH C7 H5 SING N N 37 DUH N20 H6 SING N N 38 DUH C30 H9 SING N N 39 DUH C31 H10 SING N N 40 DUH C32 H11 SING N N 41 DUH C33 H12 SING N N 42 DUH O34 H7 SING N N 43 # 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 DUH InChI InChI 1.03 "InChI=1S/C20H11F4N3O2/c21-14-12(10-6-2-1-3-7-10)15(22)17(24)18(16(14)23)25-19(28)13-11-8-4-5-9-27(11)26-20(13)29/h1-9H,(H,25,28)(H,26,29)" DUH InChIKey InChI 1.03 JIIXZPWFDKPNKW-UHFFFAOYSA-N DUH SMILES_CANONICAL CACTVS 3.385 "Oc1nn2ccccc2c1C(=O)Nc3c(F)c(F)c(c(F)c3F)c4ccccc4" DUH SMILES CACTVS 3.385 "Oc1nn2ccccc2c1C(=O)Nc3c(F)c(F)c(c(F)c3F)c4ccccc4" DUH SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)c2c(c(c(c(c2F)F)NC(=O)c3c4ccccn4nc3O)F)F" DUH SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)c2c(c(c(c(c2F)F)NC(=O)c3c4ccccn4nc3O)F)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 DUH "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "2-oxidanyl-~{N}-[2,3,5,6-tetrakis(fluoranyl)-4-phenyl-phenyl]pyrazolo[1,5-a]pyridine-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DUH "Create component" 2018-01-31 EBI DUH "Initial release" 2018-07-11 RCSB #