data_766 # _chem_comp.id 766 _chem_comp.name "5-(4-fluorophenyl)-2,3-dihydroxy-N-(4-thieno[3,2-c]pyridin-2-ylbutyl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H21 F N2 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4'-fluoro-4,5-dihydroxy-N-[4-(thieno[3,2-c]pyridin-2-yl)butyl][1,1'-biphenyl]-3-carboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-02 _chem_comp.pdbx_modified_date 2020-06-17 _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 436.499 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ? _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 5P8Z _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 766 N1 N1 N 0 1 N N N -1.629 11.046 26.692 0.756 -1.027 -0.024 N1 766 1 766 C4 C1 C 0 1 N N N -4.570 8.874 26.736 -2.943 -0.199 -0.036 C4 766 2 766 C5 C2 C 0 1 N N N -5.168 7.649 26.147 -3.690 1.136 -0.032 C5 766 3 766 C6 C3 C 0 1 Y N N -5.540 6.651 27.146 -5.175 0.881 -0.040 C6 766 4 766 C8 C4 C 0 1 Y N N -6.600 6.651 27.977 -5.913 0.755 1.046 C8 766 5 766 C10 C5 C 0 1 Y N N -5.524 4.582 28.507 -7.613 0.465 -0.568 C10 766 6 766 C17 C6 C 0 1 Y N N 1.906 14.570 25.501 5.817 -1.351 0.013 C17 766 7 766 C20 C7 C 0 1 Y N N 0.642 15.025 25.055 4.927 -0.275 0.015 C20 766 8 766 C21 C8 C 0 1 Y N N 0.577 16.297 24.296 5.445 1.115 0.030 C21 766 9 766 C22 C9 C 0 1 N N N -1.692 12.303 26.227 1.617 -2.063 -0.020 C22 766 10 766 C24 C10 C 0 1 Y N N 1.962 13.354 26.191 5.341 -2.648 -0.001 C24 766 11 766 C26 C11 C 0 1 Y N N -0.438 17.565 22.538 5.045 3.482 0.057 C26 766 12 766 C28 C12 C 0 1 Y N N 1.348 18.566 23.893 7.296 2.643 0.057 C28 766 13 766 C2 C13 C 0 1 N N N -2.825 10.261 27.036 -0.688 -1.275 -0.031 C2 766 14 766 C3 C14 C 0 1 N N N -3.423 9.419 25.915 -1.435 0.060 -0.028 C3 766 15 766 S7 S1 S 0 1 Y N N -4.542 5.251 27.335 -6.142 0.722 -1.494 S7 766 16 766 C9 C15 C 0 1 Y N N -6.643 5.446 28.765 -7.323 0.513 0.802 C9 766 17 766 C11 C16 C 0 1 Y N N -5.397 3.403 29.239 -8.935 0.237 -0.969 C11 766 18 766 C12 C17 C 0 1 Y N N -6.373 3.078 30.145 -9.899 0.069 -0.018 C12 766 19 766 N13 N2 N 0 1 Y N N -7.482 3.915 30.389 -9.607 0.120 1.271 N13 766 20 766 C14 C18 C 0 1 Y N N -7.563 5.021 29.736 -8.387 0.331 1.707 C14 766 21 766 O15 O1 O 0 1 N N N 3.176 12.902 26.670 6.213 -3.692 -0.009 O15 766 22 766 O16 O2 O 0 1 N N N 0.968 11.453 27.224 3.503 -4.163 -0.022 O16 766 23 766 C18 C19 C 0 1 Y N N -0.433 13.053 26.019 3.072 -1.814 -0.012 C18 766 24 766 C19 C20 C 0 1 Y N N -0.501 14.235 25.299 3.557 -0.505 0.002 C19 766 25 766 C23 C21 C 0 1 Y N N 0.797 12.602 26.467 3.969 -2.889 -0.008 C23 766 26 766 C25 C22 C 0 1 Y N N -0.375 16.429 23.294 4.559 2.191 0.037 C25 766 27 766 C27 C23 C 0 1 Y N N 0.412 18.594 22.882 6.412 3.710 0.070 C27 766 28 766 C29 C24 C 0 1 Y N N 1.412 17.375 24.603 6.819 1.349 0.043 C29 766 29 766 F30 F1 F 0 1 N N N 0.398 19.780 22.161 6.883 4.976 0.089 F30 766 30 766 O31 O3 O 0 1 N N N -2.775 12.829 25.959 1.196 -3.204 -0.022 O31 766 31 766 H1 H1 H 0 1 N N N -0.730 10.624 26.810 1.091 -0.117 -0.018 H1 766 32 766 H2 H2 H 0 1 N N N -4.199 8.634 27.743 -3.218 -0.771 0.850 H2 766 33 766 H3 H3 H 0 1 N N N -5.350 9.647 26.807 -3.210 -0.762 -0.930 H3 766 34 766 H4 H4 H 0 1 N N N -6.070 7.935 25.587 -3.422 1.700 0.862 H4 766 35 766 H5 H5 H 0 1 N N N -4.437 7.199 25.459 -3.415 1.709 -0.918 H5 766 36 766 H6 H6 H 0 1 N N N -7.323 7.450 28.044 -5.499 0.827 2.041 H6 766 37 766 H7 H7 H 0 1 N N N 2.801 15.145 25.314 6.882 -1.169 0.018 H7 766 38 766 H8 H8 H 0 1 N N N -1.123 17.653 21.708 4.359 4.316 0.067 H8 766 39 766 H9 H9 H 0 1 N N N 1.985 19.409 24.117 8.361 2.826 0.067 H9 766 40 766 H10 H10 H 0 1 N N N -3.600 10.963 27.379 -0.956 -1.839 -0.925 H10 766 41 766 H11 H11 H 0 1 N N N -2.556 9.582 27.858 -0.963 -1.848 0.854 H11 766 42 766 H12 H12 H 0 1 N N N -2.740 8.633 25.561 -1.160 0.632 -0.914 H12 766 43 766 H13 H13 H 0 1 N N N -3.760 10.024 25.060 -1.168 0.624 0.866 H13 766 44 766 H14 H14 H 0 1 N N N -4.544 2.756 29.095 -9.188 0.195 -2.017 H14 766 45 766 H15 H15 H 0 1 N N N -6.290 2.150 30.691 -10.920 -0.106 -0.324 H15 766 46 766 H16 H16 H 0 1 N N N -8.400 5.669 29.951 -8.198 0.364 2.770 H16 766 47 766 H17 H17 H 0 1 N N N 3.053 12.070 27.112 6.463 -4.002 0.873 H17 766 48 766 H18 H18 H 0 1 N N N 1.890 11.336 27.419 3.365 -4.541 0.858 H18 766 49 766 H19 H19 H 0 1 N N N -1.456 14.561 24.914 2.869 0.327 0.004 H19 766 50 766 H20 H20 H 0 1 N N N -1.073 15.625 23.110 3.494 2.014 0.027 H20 766 51 766 H21 H21 H 0 1 N N N 2.123 17.279 25.411 7.509 0.518 0.041 H21 766 52 # # 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 766 F30 C27 SING N N 1 766 C26 C27 DOUB Y N 2 766 C26 C25 SING Y N 3 766 C27 C28 SING Y N 4 766 C25 C21 DOUB Y N 5 766 C28 C29 DOUB Y N 6 766 C21 C29 SING Y N 7 766 C21 C20 SING N N 8 766 C20 C19 DOUB Y N 9 766 C20 C17 SING Y N 10 766 C19 C18 SING Y N 11 766 C17 C24 DOUB Y N 12 766 C3 C4 SING N N 13 766 C3 C2 SING N N 14 766 O31 C22 DOUB N N 15 766 C18 C22 SING N N 16 766 C18 C23 DOUB Y N 17 766 C5 C4 SING N N 18 766 C5 C6 SING N N 19 766 C24 C23 SING Y N 20 766 C24 O15 SING N N 21 766 C22 N1 SING N N 22 766 C23 O16 SING N N 23 766 N1 C2 SING N N 24 766 C6 S7 SING Y N 25 766 C6 C8 DOUB Y N 26 766 S7 C10 SING Y N 27 766 C8 C9 SING Y N 28 766 C10 C9 DOUB Y N 29 766 C10 C11 SING Y N 30 766 C9 C14 SING Y N 31 766 C11 C12 DOUB Y N 32 766 C14 N13 DOUB Y N 33 766 C12 N13 SING Y N 34 766 N1 H1 SING N N 35 766 C4 H2 SING N N 36 766 C4 H3 SING N N 37 766 C5 H4 SING N N 38 766 C5 H5 SING N N 39 766 C8 H6 SING N N 40 766 C17 H7 SING N N 41 766 C26 H8 SING N N 42 766 C28 H9 SING N N 43 766 C2 H10 SING N N 44 766 C2 H11 SING N N 45 766 C3 H12 SING N N 46 766 C3 H13 SING N N 47 766 C11 H14 SING N N 48 766 C12 H15 SING N N 49 766 C14 H16 SING N N 50 766 O15 H17 SING N N 51 766 O16 H18 SING N N 52 766 C19 H19 SING N N 53 766 C25 H20 SING N N 54 766 C29 H21 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 766 SMILES ACDLabs 12.01 "N(CCCCc1sc2c(c1)cncc2)C(c3c(c(cc(c3)c4ccc(cc4)F)O)O)=O" 766 InChI InChI 1.03 "InChI=1S/C24H21FN2O3S/c25-18-6-4-15(5-7-18)16-12-20(23(29)21(28)13-16)24(30)27-9-2-1-3-19-11-17-14-26-10-8-22(17)31-19/h4-8,10-14,28-29H,1-3,9H2,(H,27,30)" 766 InChIKey InChI 1.03 XWFQNEQLXCLGOK-UHFFFAOYSA-N 766 SMILES_CANONICAL CACTVS 3.385 "Oc1cc(cc(c1O)C(=O)NCCCCc2sc3ccncc3c2)c4ccc(F)cc4" 766 SMILES CACTVS 3.385 "Oc1cc(cc(c1O)C(=O)NCCCCc2sc3ccncc3c2)c4ccc(F)cc4" 766 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCCCc3cc4cnccc4s3)F" 766 SMILES "OpenEye OEToolkits" 2.0.5 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCCCc3cc4cnccc4s3)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 766 "SYSTEMATIC NAME" ACDLabs 12.01 "4'-fluoro-4,5-dihydroxy-N-[4-(thieno[3,2-c]pyridin-2-yl)butyl][1,1'-biphenyl]-3-carboxamide" 766 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "5-(4-fluorophenyl)-2,3-bis(oxidanyl)-~{N}-(4-thieno[3,2-c]pyridin-2-ylbutyl)benzamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 766 "Create component" 2016-09-02 RCSB 766 "Initial release" 2017-08-30 RCSB 766 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 766 _pdbx_chem_comp_synonyms.name "4'-fluoro-4,5-dihydroxy-N-[4-(thieno[3,2-c]pyridin-2-yl)butyl][1,1'-biphenyl]-3-carboxamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##