data_75Z # _chem_comp.id 75Z _chem_comp.name "N-[2-[5-(1H-benzimidazol-5-yl)-4H-1,2,4-triazol-3-yl]ethyl]-5-(4-fluorophenyl)-2,3-dihydroxybenzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H19 F N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "N-{2-[5-(1H-benzimidazol-5-yl)-4H-1,2,4-triazol-3-yl]ethyl}-4'-fluoro-4,5-dihydroxy[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 458.444 _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 5P8X _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 75Z C4 C1 C 0 1 Y N N 0.719 14.994 24.825 5.316 0.229 -0.142 C4 75Z 1 75Z C5 C2 C 0 1 Y N N 0.618 16.244 24.047 5.869 -1.145 -0.057 C5 75Z 2 75Z C6 C3 C 0 1 N N N -1.612 12.208 25.997 1.977 1.954 0.040 C6 75Z 3 75Z C8 C4 C 0 1 Y N N 0.899 12.556 26.275 4.290 2.811 -0.316 C8 75Z 4 75Z C13 C5 C 0 1 Y N N 1.391 18.495 23.640 7.751 -2.635 -0.107 C13 75Z 5 75Z C15 C6 C 0 1 Y N N -0.413 17.552 22.321 5.539 -3.503 0.244 C15 75Z 6 75Z C20 C7 C 0 1 N N N -2.913 9.241 25.376 -0.995 -0.206 0.617 C20 75Z 7 75Z C21 C8 C 0 1 Y N N -4.115 8.466 25.729 -2.478 0.024 0.758 C21 75Z 8 75Z C26 C9 C 0 1 Y N N -5.739 5.900 27.528 -5.997 -0.399 0.022 C26 75Z 9 75Z C28 C10 C 0 1 Y N N -5.720 3.810 28.747 -7.412 -1.648 -1.462 C28 75Z 10 75Z C1 C11 C 0 1 Y N N 1.963 14.517 25.293 6.170 1.313 -0.359 C1 75Z 11 75Z C2 C12 C 0 1 Y N N -0.363 12.975 25.789 3.429 1.729 -0.098 C2 75Z 12 75Z C3 C13 C 0 1 Y N N -0.405 14.187 25.060 3.948 0.436 -0.012 C3 75Z 13 75Z O7 O1 O 0 1 N N N -2.685 12.735 25.684 1.527 3.080 -0.035 O7 75Z 14 75Z C9 C14 C 0 1 Y N N 2.074 13.330 26.019 5.659 2.594 -0.445 C9 75Z 15 75Z O10 O2 O 0 1 N N N 3.285 12.905 26.487 6.496 3.645 -0.657 O10 75Z 16 75Z O11 O3 O 0 1 N N N 1.092 11.444 27.028 3.790 4.070 -0.401 O11 75Z 17 75Z C12 C15 C 0 1 Y N N 1.469 17.318 24.362 7.240 -1.355 -0.187 C12 75Z 18 75Z C14 C16 C 0 1 Y N N 0.447 18.606 22.619 6.902 -3.709 0.103 C14 75Z 19 75Z C16 C17 C 0 1 Y N N -0.356 16.373 23.041 5.020 -2.228 0.160 C16 75Z 20 75Z F17 F1 F 0 1 N N N 0.382 19.767 21.932 7.406 -4.960 0.186 F17 75Z 21 75Z N18 N1 N 0 1 N N N -1.474 10.936 26.469 1.150 0.910 0.250 N18 75Z 22 75Z C19 C18 C 0 1 N N N -2.578 10.054 26.639 -0.291 1.133 0.388 C19 75Z 23 75Z N22 N2 N 0 1 Y N N -4.026 7.291 26.473 -3.459 -0.570 0.025 N22 75Z 24 75Z C23 C19 C 0 1 Y N N -5.324 6.883 26.592 -4.638 -0.062 0.499 C23 75Z 25 75Z N24 N3 N 0 1 Y N N -6.117 7.644 25.735 -4.333 0.783 1.459 N24 75Z 26 75Z N25 N4 N 0 1 Y N N -5.428 8.727 25.429 -3.057 0.826 1.611 N25 75Z 27 75Z C27 C20 C 0 1 Y N N -5.126 4.646 27.793 -6.162 -1.324 -1.016 C27 75Z 28 75Z C29 C21 C 0 1 Y N N -6.864 6.374 28.127 -7.106 0.198 0.610 C29 75Z 29 75Z C30 C22 C 0 1 Y N N -7.454 5.570 29.052 -8.384 -0.130 0.157 C30 75Z 30 75Z C31 C23 C 0 1 Y N N -6.880 4.291 29.369 -8.532 -1.060 -0.887 C31 75Z 31 75Z N32 N5 N 0 1 Y N N -7.717 3.786 30.339 -9.890 -1.173 -1.105 N32 75Z 32 75Z C33 C24 C 0 1 Y N N -8.725 4.725 30.589 -10.512 -0.342 -0.226 C33 75Z 33 75Z N34 N6 N 0 1 Y N N -8.599 5.807 29.824 -9.633 0.269 0.513 N34 75Z 34 75Z H1 H1 H 0 1 N N N 2.053 19.318 23.864 8.814 -2.798 -0.208 H1 75Z 35 75Z H2 H2 H 0 1 N N N -1.131 17.656 21.521 4.881 -4.344 0.407 H2 75Z 36 75Z H3 H3 H 0 1 N N N -2.082 8.569 25.117 -0.610 -0.667 1.526 H3 75Z 37 75Z H4 H4 H 0 1 N N N -3.120 9.911 24.529 -0.809 -0.864 -0.232 H4 75Z 38 75Z H6 H6 H 0 1 N N N -5.305 2.843 28.991 -7.529 -2.362 -2.264 H6 75Z 39 75Z H7 H7 H 0 1 N N N 2.855 15.088 25.083 7.232 1.148 -0.460 H7 75Z 40 75Z H8 H8 H 0 1 N N N -1.356 14.509 24.662 3.288 -0.403 0.155 H8 75Z 41 75Z H9 H9 H 0 1 N N N 3.174 12.086 26.955 6.641 3.852 -1.590 H9 75Z 42 75Z H10 H10 H 0 1 N N N 2.014 11.360 27.239 3.744 4.533 0.447 H10 75Z 43 75Z H11 H11 H 0 1 N N N 2.183 17.224 25.167 7.903 -0.518 -0.351 H11 75Z 44 75Z H12 H12 H 0 1 N N N -1.045 15.568 22.835 3.956 -2.069 0.261 H12 75Z 45 75Z H13 H13 H 0 1 N N N -0.559 10.609 26.706 1.510 0.011 0.310 H13 75Z 46 75Z H14 H14 H 0 1 N N N -3.461 10.650 26.914 -0.675 1.595 -0.522 H14 75Z 47 75Z H15 H15 H 0 1 N N N -2.341 9.352 27.452 -0.477 1.792 1.236 H15 75Z 48 75Z H16 H16 H 0 1 N N N -3.205 6.850 26.835 -3.345 -1.220 -0.687 H16 75Z 49 75Z H21 H21 H 0 1 N N N -4.228 4.346 27.274 -5.296 -1.783 -1.468 H21 75Z 50 75Z H22 H22 H 0 1 N N N -7.270 7.344 27.880 -6.978 0.911 1.411 H22 75Z 51 75Z H23 H23 H 0 1 N N N -7.621 2.898 30.789 -10.321 -1.739 -1.764 H23 75Z 52 75Z H24 H24 H 0 1 N N N -9.512 4.588 31.316 -11.582 -0.208 -0.152 H24 75Z 53 # # 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 75Z F17 C14 SING N N 1 75Z C15 C14 DOUB Y N 2 75Z C15 C16 SING Y N 3 75Z C14 C13 SING Y N 4 75Z C16 C5 DOUB Y N 5 75Z C13 C12 DOUB Y N 6 75Z C5 C12 SING Y N 7 75Z C5 C4 SING N N 8 75Z C4 C3 DOUB Y N 9 75Z C4 C1 SING Y N 10 75Z C3 C2 SING Y N 11 75Z C1 C9 DOUB Y N 12 75Z C20 C21 SING N N 13 75Z C20 C19 SING N N 14 75Z N25 C21 DOUB Y N 15 75Z N25 N24 SING Y N 16 75Z O7 C6 DOUB N N 17 75Z C21 N22 SING Y N 18 75Z N24 C23 DOUB Y N 19 75Z C2 C6 SING N N 20 75Z C2 C8 DOUB Y N 21 75Z C6 N18 SING N N 22 75Z C9 C8 SING Y N 23 75Z C9 O10 SING N N 24 75Z C8 O11 SING N N 25 75Z N18 C19 SING N N 26 75Z N22 C23 SING Y N 27 75Z C23 C26 SING N N 28 75Z C26 C27 DOUB Y N 29 75Z C26 C29 SING Y N 30 75Z C27 C28 SING Y N 31 75Z C29 C30 DOUB Y N 32 75Z C28 C31 DOUB Y N 33 75Z C30 C31 SING Y N 34 75Z C30 N34 SING Y N 35 75Z C31 N32 SING Y N 36 75Z N34 C33 DOUB Y N 37 75Z N32 C33 SING Y N 38 75Z C13 H1 SING N N 39 75Z C15 H2 SING N N 40 75Z C20 H3 SING N N 41 75Z C20 H4 SING N N 42 75Z C28 H6 SING N N 43 75Z C1 H7 SING N N 44 75Z C3 H8 SING N N 45 75Z O10 H9 SING N N 46 75Z O11 H10 SING N N 47 75Z C12 H11 SING N N 48 75Z C16 H12 SING N N 49 75Z N18 H13 SING N N 50 75Z C19 H14 SING N N 51 75Z C19 H15 SING N N 52 75Z N22 H16 SING N N 53 75Z C27 H21 SING N N 54 75Z C29 H22 SING N N 55 75Z N32 H23 SING N N 56 75Z C33 H24 SING N N 57 # # 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 75Z SMILES ACDLabs 12.01 "c4(cc(C(NCCc3nc(c1ccc2c(c1)ncn2)nn3)=O)c(O)c(c4)O)c5ccc(cc5)F" 75Z InChI InChI 1.03 "InChI=1S/C24H19FN6O3/c25-16-4-1-13(2-5-16)15-9-17(22(33)20(32)11-15)24(34)26-8-7-21-29-23(31-30-21)14-3-6-18-19(10-14)28-12-27-18/h1-6,9-12,32-33H,7-8H2,(H,26,34)(H,27,28)(H,29,30,31)" 75Z InChIKey InChI 1.03 JTVOGMMEJFMJHA-UHFFFAOYSA-N 75Z SMILES_CANONICAL CACTVS 3.385 "Oc1cc(cc(c1O)C(=O)NCCc2[nH]c(nn2)c3ccc4[nH]cnc4c3)c5ccc(F)cc5" 75Z SMILES CACTVS 3.385 "Oc1cc(cc(c1O)C(=O)NCCc2[nH]c(nn2)c3ccc4[nH]cnc4c3)c5ccc(F)cc5" 75Z SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCc3[nH]c(nn3)c4ccc5c(c4)nc[nH]5)F" 75Z SMILES "OpenEye OEToolkits" 2.0.5 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCc3[nH]c(nn3)c4ccc5c(c4)nc[nH]5)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 75Z "SYSTEMATIC NAME" ACDLabs 12.01 "N-{2-[5-(1H-benzimidazol-5-yl)-4H-1,2,4-triazol-3-yl]ethyl}-4'-fluoro-4,5-dihydroxy[1,1'-biphenyl]-3-carboxamide" 75Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "~{N}-[2-[5-(1~{H}-benzimidazol-5-yl)-4~{H}-1,2,4-triazol-3-yl]ethyl]-5-(4-fluorophenyl)-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 75Z "Create component" 2016-09-02 RCSB 75Z "Initial release" 2017-08-30 RCSB 75Z "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 75Z _pdbx_chem_comp_synonyms.name "N-{2-[5-(1H-benzimidazol-5-yl)-4H-1,2,4-triazol-3-yl]ethyl}-4'-fluoro-4,5-dihydroxy[1,1'-biphenyl]-3-carboxamide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##