data_76B # _chem_comp.id 76B _chem_comp.name "5-(4-fluorophenyl)-2,3-dihydroxy-N-[2-[5-(2-methylpyridin-4-yl)-4H-1,2,4-triazol-3-yl]ethyl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H20 F N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4'-fluoro-4,5-dihydroxy-N-{2-[3-(2-methylpyridin-4-yl)-1H-1,2,4-triazol-5-yl]ethyl}[1,1'-biphenyl]-3-carboxamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-02 _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 433.435 _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 5P91 _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 76B N3 N1 N 0 1 Y N N -3.839 4.900 26.586 -5.044 -1.714 -1.385 N3 76B 1 76B C6 C1 C 0 1 Y N N 0.914 12.280 26.378 3.121 2.868 -0.192 C6 76B 2 76B C7 C2 C 0 1 Y N N -0.494 13.839 25.177 3.220 0.454 -0.086 C7 76B 3 76B C8 C3 C 0 1 Y N N -3.104 6.955 26.407 -3.013 -1.238 -0.674 C8 76B 4 76B C10 C4 C 0 1 Y N N 0.597 14.668 24.948 4.600 0.523 0.057 C10 76B 5 76B C13 C5 C 0 1 Y N N -5.510 5.146 28.407 -6.386 -0.414 0.263 C13 76B 6 76B C15 C6 C 0 1 N N N -2.316 8.181 25.913 -1.516 -1.169 -0.519 C15 76B 7 76B C17 C7 C 0 1 Y N N -5.444 3.837 28.883 -7.630 -0.769 -0.267 C17 76B 8 76B C20 C8 C 0 1 Y N N 1.312 17.021 24.492 4.759 -1.962 0.172 C20 76B 9 76B C21 C9 C 0 1 Y N N -0.452 16.071 23.157 6.779 -0.656 0.334 C21 76B 10 76B C22 C10 C 0 1 Y N N -6.400 3.383 29.745 -8.775 -0.275 0.324 C22 76B 11 76B C26 C11 C 0 1 Y N N 0.311 18.301 22.761 6.877 -3.048 0.445 C26 76B 12 76B C28 C12 C 0 1 Y N N -0.523 17.249 22.439 7.514 -1.817 0.457 C28 76B 13 76B C1 C13 C 0 1 Y N N -0.372 12.643 25.900 2.474 1.627 -0.211 C1 76B 14 76B C2 C14 C 0 1 Y N N -4.477 5.624 27.470 -5.128 -0.916 -0.343 C2 76B 15 76B N4 N2 N 0 1 Y N N -4.048 6.907 27.346 -3.889 -0.632 0.082 N4 76B 16 76B N5 N3 N 0 1 Y N N -3.051 5.716 25.976 -3.677 -1.934 -1.615 N5 76B 17 76B C9 C15 C 0 1 N N N -1.588 11.790 26.079 1.007 1.559 -0.363 C9 76B 18 76B C11 C16 C 0 1 Y N N 2.015 13.084 26.126 4.505 2.927 -0.054 C11 76B 19 76B C12 C17 C 0 1 Y N N 1.864 14.270 25.424 5.240 1.764 0.069 C12 76B 20 76B C14 C18 C 0 1 Y N N 0.480 15.942 24.189 5.394 -0.723 0.190 C14 76B 21 76B N16 N4 N 0 1 Y N N -7.404 4.153 30.141 -8.706 0.522 1.372 N16 76B 22 76B O18 O1 O 0 1 N N N -2.699 12.187 25.715 0.359 2.582 -0.471 O18 76B 23 76B N19 N5 N 0 1 N N N -1.445 10.518 26.508 0.386 0.362 -0.380 N19 76B 24 76B O23 O2 O 0 1 N N N 1.118 11.152 27.128 2.401 4.012 -0.313 O23 76B 25 76B O24 O3 O 0 1 N N N 3.232 12.685 26.591 5.135 4.133 -0.041 O24 76B 26 76B C25 C19 C 0 1 N N N -2.522 9.507 26.726 -1.069 0.295 -0.531 C25 76B 27 76B C27 C20 C 0 1 Y N N -7.514 5.394 29.710 -7.553 0.882 1.903 C27 76B 28 76B C29 C21 C 0 1 Y N N 1.208 18.204 23.792 5.501 -3.118 0.302 C29 76B 29 76B F30 F1 F 0 1 N N N 0.248 19.475 22.082 7.600 -4.182 0.571 F30 76B 30 76B C31 C22 C 0 1 Y N N -6.578 5.925 28.846 -6.360 0.433 1.375 C31 76B 31 76B C32 C23 C 0 1 N N N -6.272 1.959 30.173 -10.122 -0.651 -0.238 C32 76B 32 76B H2 H2 H 0 1 N N N -1.461 14.123 24.788 2.725 -0.506 -0.101 H2 76B 33 76B H3 H3 H 0 1 N N N -1.246 7.929 25.947 -1.226 -1.630 0.425 H3 76B 34 76B H4 H4 H 0 1 N N N -2.614 8.375 24.872 -1.040 -1.700 -1.344 H4 76B 35 76B H5 H5 H 0 1 N N N -4.641 3.186 28.571 -7.694 -1.421 -1.125 H5 76B 36 76B H6 H6 H 0 1 N N N 2.043 16.928 25.281 3.686 -2.019 0.061 H6 76B 37 76B H7 H7 H 0 1 N N N -1.115 15.252 22.921 7.276 0.303 0.349 H7 76B 38 76B H8 H8 H 0 1 N N N -1.229 17.347 21.628 8.587 -1.767 0.568 H8 76B 39 76B H9 H9 H 0 1 N N N 2.725 14.895 25.240 6.313 1.814 0.181 H9 76B 40 76B H10 H10 H 0 1 N N N -0.511 10.219 26.702 0.903 -0.454 -0.294 H10 76B 41 76B H11 H11 H 0 1 N N N 2.039 11.082 27.351 2.099 4.378 0.530 H11 76B 42 76B H12 H12 H 0 1 N N N 3.142 11.855 27.044 5.228 4.519 0.840 H12 76B 43 76B H13 H13 H 0 1 N N N -3.482 9.952 26.427 -1.359 0.756 -1.475 H13 76B 44 76B H14 H14 H 0 1 N N N -2.552 9.257 27.797 -1.545 0.826 0.294 H14 76B 45 76B H15 H15 H 0 1 N N N -8.345 6.001 30.036 -7.543 1.537 2.761 H15 76B 46 76B H16 H16 H 0 1 N N N 1.829 19.048 24.054 5.008 -4.079 0.294 H16 76B 47 76B H17 H17 H 0 1 N N N -6.674 6.947 28.510 -5.419 0.731 1.814 H17 76B 48 76B H18 H18 H 0 1 N N N -7.113 1.697 30.832 -10.479 -1.559 0.250 H18 76B 49 76B H19 H19 H 0 1 N N N -6.284 1.307 29.287 -10.829 0.159 -0.059 H19 76B 50 76B H20 H20 H 0 1 N N N -5.325 1.823 30.716 -10.033 -0.826 -1.310 H20 76B 51 76B H1 H1 H 0 1 N N N -2.447 5.429 25.233 -3.287 -2.481 -2.315 H1 76B 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 76B F30 C26 SING N N 1 76B C28 C26 DOUB Y N 2 76B C28 C21 SING Y N 3 76B C26 C29 SING Y N 4 76B C21 C14 DOUB Y N 5 76B C29 C20 DOUB Y N 6 76B C14 C20 SING Y N 7 76B C14 C10 SING N N 8 76B C10 C7 DOUB Y N 9 76B C10 C12 SING Y N 10 76B C7 C1 SING Y N 11 76B C12 C11 DOUB Y N 12 76B O18 C9 DOUB N N 13 76B C1 C9 SING N N 14 76B C1 C6 DOUB Y N 15 76B C15 C8 SING N N 16 76B C15 C25 SING N N 17 76B N5 C8 SING Y N 18 76B N5 N3 SING Y N 19 76B C9 N19 SING N N 20 76B C11 C6 SING Y N 21 76B C11 O24 SING N N 22 76B C6 O23 SING N N 23 76B C8 N4 DOUB Y N 24 76B N19 C25 SING N N 25 76B N3 C2 DOUB Y N 26 76B N4 C2 SING Y N 27 76B C2 C13 SING N N 28 76B C13 C31 DOUB Y N 29 76B C13 C17 SING Y N 30 76B C31 C27 SING Y N 31 76B C17 C22 DOUB Y N 32 76B C27 N16 DOUB Y N 33 76B C22 N16 SING Y N 34 76B C22 C32 SING N N 35 76B C7 H2 SING N N 36 76B C15 H3 SING N N 37 76B C15 H4 SING N N 38 76B C17 H5 SING N N 39 76B C20 H6 SING N N 40 76B C21 H7 SING N N 41 76B C28 H8 SING N N 42 76B C12 H9 SING N N 43 76B N19 H10 SING N N 44 76B O23 H11 SING N N 45 76B O24 H12 SING N N 46 76B C25 H13 SING N N 47 76B C25 H14 SING N N 48 76B C27 H15 SING N N 49 76B C29 H16 SING N N 50 76B C31 H17 SING N N 51 76B C32 H18 SING N N 52 76B C32 H19 SING N N 53 76B C32 H20 SING N N 54 76B N5 H1 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 76B SMILES ACDLabs 12.01 "n4c(c1ccnc(c1)C)nc(CCNC(c2c(O)c(O)cc(c2)c3ccc(cc3)F)=O)n4" 76B InChI InChI 1.03 "InChI=1S/C23H20FN5O3/c1-13-10-15(6-8-25-13)22-27-20(28-29-22)7-9-26-23(32)18-11-16(12-19(30)21(18)31)14-2-4-17(24)5-3-14/h2-6,8,10-12,30-31H,7,9H2,1H3,(H,26,32)(H,27,28,29)" 76B InChIKey InChI 1.03 ZQNYOBSVRHHBCA-UHFFFAOYSA-N 76B SMILES_CANONICAL CACTVS 3.385 "Cc1cc(ccn1)c2n[nH]c(CCNC(=O)c3cc(cc(O)c3O)c4ccc(F)cc4)n2" 76B SMILES CACTVS 3.385 "Cc1cc(ccn1)c2n[nH]c(CCNC(=O)c3cc(cc(O)c3O)c4ccc(F)cc4)n2" 76B SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "Cc1cc(ccn1)c2nc([nH]n2)CCNC(=O)c3cc(cc(c3O)O)c4ccc(cc4)F" 76B SMILES "OpenEye OEToolkits" 2.0.5 "Cc1cc(ccn1)c2nc([nH]n2)CCNC(=O)c3cc(cc(c3O)O)c4ccc(cc4)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 76B "SYSTEMATIC NAME" ACDLabs 12.01 "4'-fluoro-4,5-dihydroxy-N-{2-[3-(2-methylpyridin-4-yl)-1H-1,2,4-triazol-5-yl]ethyl}[1,1'-biphenyl]-3-carboxamide" 76B "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "5-(4-fluorophenyl)-~{N}-[2-[3-(2-methylpyridin-4-yl)-1~{H}-1,2,4-triazol-5-yl]ethyl]-2,3-bis(oxidanyl)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 76B "Other modification" 2016-09-02 RCSB 76B "Initial release" 2017-08-30 RCSB 76B "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 76B _pdbx_chem_comp_synonyms.name "4'-fluoro-4,5-dihydroxy-N-{2-[3-(2-methylpyridin-4-yl)-1H-1,2,4-triazol-5-yl]ethyl}[1,1'-biphenyl]-3-carboxamide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##