data_76G # _chem_comp.id 76G _chem_comp.name "5-(4-fluorophenyl)-2,3-dihydroxy-N-(4-thieno[2,3-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[2,3-c]pyridin-2-yl)butyl][1,1'-biphenyl]-3-carboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-07 _chem_comp.pdbx_modified_date 2021-03-13 _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 76G _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 5P92 _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 76G N1 N1 N 0 1 N N N -1.608 11.011 26.684 0.757 -1.027 -0.021 N1 76G 1 76G C4 C1 C 0 1 N N N -4.739 8.998 26.375 -2.942 -0.199 -0.028 C4 76G 2 76G C5 C2 C 0 1 N N N -4.577 7.529 26.152 -3.689 1.136 -0.020 C5 76G 3 76G C6 C3 C 0 1 Y N N -5.268 6.609 27.148 -5.174 0.881 -0.028 C6 76G 4 76G C8 C4 C 0 1 Y N N -4.747 5.370 27.457 -5.912 0.746 1.060 C8 76G 5 76G C10 C5 C 0 1 Y N N -6.710 5.527 28.770 -7.614 0.469 -0.555 C10 76G 6 76G N12 N2 N 0 1 Y N N -7.498 3.815 30.304 -9.883 0.075 -0.068 N12 76G 7 76G C13 C6 C 0 1 Y N N -6.406 3.077 29.926 -9.643 0.106 1.233 C13 76G 8 76G C17 C7 C 0 1 Y N N 1.911 14.547 25.496 5.818 -1.351 0.012 C17 76G 9 76G C20 C8 C 0 1 Y N N 0.651 15.001 25.031 4.928 -0.275 0.017 C20 76G 10 76G C21 C9 C 0 1 Y N N 0.580 16.288 24.298 5.446 1.115 0.036 C21 76G 11 76G C22 C10 C 0 1 N N N -1.699 12.272 26.186 1.618 -2.064 -0.020 C22 76G 12 76G C24 C11 C 0 1 Y N N 1.945 13.309 26.199 5.342 -2.648 -0.006 C24 76G 13 76G C26 C12 C 0 1 Y N N 1.337 18.545 23.914 7.297 2.643 0.067 C26 76G 14 76G C28 C13 C 0 1 Y N N -0.428 17.606 22.542 5.046 3.482 0.048 C28 76G 15 76G C2 C14 C 0 1 N N N -2.769 10.182 27.013 -0.687 -1.276 -0.028 C2 76G 16 76G C3 C15 C 0 1 N N N -3.495 9.639 25.780 -1.434 0.060 -0.021 C3 76G 17 76G S7 S1 S 0 1 Y N N -6.758 7.006 27.958 -6.144 0.732 -1.481 S7 76G 18 76G C9 C16 C 0 1 Y N N -5.519 4.713 28.398 -7.320 0.507 0.814 C9 76G 19 76G C11 C17 C 0 1 Y N N -7.627 5.010 29.736 -8.931 0.249 -0.958 C11 76G 20 76G C14 C18 C 0 1 Y N N -5.413 3.491 29.049 -8.389 0.317 1.719 C14 76G 21 76G O15 O1 O 0 1 N N N 3.181 12.905 26.643 6.214 -3.691 -0.017 O15 76G 22 76G O16 O2 O 0 1 N N N 1.004 11.415 27.141 3.504 -4.163 -0.029 O16 76G 23 76G C18 C19 C 0 1 Y N N -0.441 13.039 25.967 3.073 -1.814 -0.013 C18 76G 24 76G C19 C20 C 0 1 Y N N -0.491 14.250 25.241 3.558 -0.505 0.005 C19 76G 25 76G C23 C21 C 0 1 Y N N 0.763 12.578 26.443 3.970 -2.889 -0.013 C23 76G 26 76G C25 C22 C 0 1 Y N N 1.414 17.353 24.650 6.820 1.349 0.049 C25 76G 27 76G C27 C23 C 0 1 Y N N 0.410 18.667 22.890 6.413 3.710 0.072 C27 76G 28 76G C29 C24 C 0 1 Y N N -0.328 16.404 23.241 4.560 2.191 0.036 C29 76G 29 76G F30 F1 F 0 1 N N N 0.352 19.839 22.181 6.884 4.976 0.083 F30 76G 30 76G O31 O3 O 0 1 N N N -2.814 12.786 25.896 1.198 -3.204 -0.026 O31 76G 31 76G H1 H1 H 0 1 N N N -0.697 10.628 26.834 1.092 -0.117 -0.013 H1 76G 32 76G H2 H2 H 0 1 N N N -4.808 9.218 27.451 -3.216 -0.774 0.856 H2 76G 33 76G H3 H3 H 0 1 N N N -5.642 9.367 25.867 -3.210 -0.760 -0.924 H3 76G 34 76G H4 H4 H 0 1 N N N -4.974 7.297 25.153 -3.421 1.697 0.875 H4 76G 35 76G H5 H5 H 0 1 N N N -3.501 7.304 26.180 -3.415 1.711 -0.905 H5 76G 36 76G H6 H6 H 0 1 N N N -3.848 4.963 27.019 -5.497 0.809 2.055 H6 76G 37 76G H7 H7 H 0 1 N N N -6.310 2.087 30.347 -10.460 -0.043 1.924 H7 76G 38 76G H8 H8 H 0 1 N N N 2.811 15.118 25.324 6.883 -1.168 0.017 H8 76G 39 76G H9 H9 H 0 1 N N N 1.999 19.367 24.145 8.361 2.826 0.077 H9 76G 40 76G H10 H10 H 0 1 N N N -1.145 17.715 21.741 4.360 4.316 0.052 H10 76G 41 76G H11 H11 H 0 1 N N N -3.477 10.789 27.596 -0.955 -1.836 -0.924 H11 76G 42 76G H12 H12 H 0 1 N N N -2.429 9.331 27.621 -0.961 -1.850 0.856 H12 76G 43 76G H13 H13 H 0 1 N N N -2.879 8.895 25.254 -1.160 0.635 -0.905 H13 76G 44 76G H14 H14 H 0 1 N N N -3.761 10.451 25.087 -1.166 0.621 0.875 H14 76G 45 76G H15 H15 H 0 1 N N N -8.470 5.623 30.020 -9.171 0.221 -2.010 H15 76G 46 76G H16 H16 H 0 1 N N N -4.554 2.860 28.872 -8.214 0.339 2.785 H16 76G 47 76G H17 H17 H 0 1 N N N 3.099 12.074 27.096 6.465 -4.004 0.863 H17 76G 48 76G H18 H18 H 0 1 N N N 1.930 11.352 27.343 3.366 -4.543 0.849 H18 76G 49 76G H19 H19 H 0 1 N N N -1.435 14.594 24.844 2.870 0.327 0.009 H19 76G 50 76G H20 H20 H 0 1 N N N 2.106 17.260 25.474 7.510 0.518 0.045 H20 76G 51 76G H21 H21 H 0 1 N N N -0.950 15.565 22.967 3.495 2.014 0.026 H21 76G 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 76G F30 C27 SING N N 1 76G C28 C27 DOUB Y N 2 76G C28 C29 SING Y N 3 76G C27 C26 SING Y N 4 76G C29 C21 DOUB Y N 5 76G C26 C25 DOUB Y N 6 76G C21 C25 SING Y N 7 76G C21 C20 SING N N 8 76G C20 C19 DOUB Y N 9 76G C20 C17 SING Y N 10 76G C19 C18 SING Y N 11 76G C17 C24 DOUB Y N 12 76G C3 C4 SING N N 13 76G C3 C2 SING N N 14 76G O31 C22 DOUB N N 15 76G C18 C22 SING N N 16 76G C18 C23 DOUB Y N 17 76G C5 C4 SING N N 18 76G C5 C6 SING N N 19 76G C22 N1 SING N N 20 76G C24 C23 SING Y N 21 76G C24 O15 SING N N 22 76G C23 O16 SING N N 23 76G N1 C2 SING N N 24 76G C6 C8 DOUB Y N 25 76G C6 S7 SING Y N 26 76G C8 C9 SING Y N 27 76G S7 C10 SING Y N 28 76G C9 C10 DOUB Y N 29 76G C9 C14 SING Y N 30 76G C10 C11 SING Y N 31 76G C14 C13 DOUB Y N 32 76G C11 N12 DOUB Y N 33 76G C13 N12 SING Y N 34 76G N1 H1 SING N N 35 76G C4 H2 SING N N 36 76G C4 H3 SING N N 37 76G C5 H4 SING N N 38 76G C5 H5 SING N N 39 76G C8 H6 SING N N 40 76G C13 H7 SING N N 41 76G C17 H8 SING N N 42 76G C26 H9 SING N N 43 76G C28 H10 SING N N 44 76G C2 H11 SING N N 45 76G C2 H12 SING N N 46 76G C3 H13 SING N N 47 76G C3 H14 SING N N 48 76G C11 H15 SING N N 49 76G C14 H16 SING N N 50 76G O15 H17 SING N N 51 76G O16 H18 SING N N 52 76G C19 H19 SING N N 53 76G C25 H20 SING N N 54 76G 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 76G SMILES ACDLabs 12.01 "N(CCCCc2cc1c(cncc1)s2)C(c3c(c(cc(c3)c4ccc(cc4)F)O)O)=O" 76G InChI InChI 1.03 "InChI=1S/C24H21FN2O3S/c25-18-6-4-15(5-7-18)17-12-20(23(29)21(28)13-17)24(30)27-9-2-1-3-19-11-16-8-10-26-14-22(16)31-19/h4-8,10-14,28-29H,1-3,9H2,(H,27,30)" 76G InChIKey InChI 1.03 XMHHXGQAUPXIKY-UHFFFAOYSA-N 76G SMILES_CANONICAL CACTVS 3.385 "Oc1cc(cc(c1O)C(=O)NCCCCc2sc3cnccc3c2)c4ccc(F)cc4" 76G SMILES CACTVS 3.385 "Oc1cc(cc(c1O)C(=O)NCCCCc2sc3cnccc3c2)c4ccc(F)cc4" 76G SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCCCc3cc4ccncc4s3)F" 76G SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCCCc3cc4ccncc4s3)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 76G "SYSTEMATIC NAME" ACDLabs 12.01 "4'-fluoro-4,5-dihydroxy-N-[4-(thieno[2,3-c]pyridin-2-yl)butyl][1,1'-biphenyl]-3-carboxamide" 76G "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-(4-fluorophenyl)-2,3-bis(oxidanyl)-~{N}-(4-thieno[2,3-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 76G "Create component" 2016-09-07 RCSB 76G "Initial release" 2017-08-30 RCSB 76G "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 76G _pdbx_chem_comp_synonyms.name "4'-fluoro-4,5-dihydroxy-N-[4-(thieno[2,3-c]pyridin-2-yl)butyl][1,1'-biphenyl]-3-carboxamide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##