data_763 # _chem_comp.id 763 _chem_comp.name "5-(4-fluorophenyl)-2,3-dihydroxy-N-[3-(pyrrolo[3,2-c]pyridin-1-ylmethoxy)propyl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 F N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "4'-fluoro-4,5-dihydroxy-N-{3-[(1H-pyrrolo[3,2-c]pyridin-1-yl)methoxy]propyl}[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 435.448 _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 5P8Y _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 763 C4 C1 C 0 1 Y N N -0.499 14.174 25.257 -3.598 -0.477 -0.012 C4 763 1 763 C5 C2 C 0 1 Y N N -0.444 12.974 25.950 -3.404 -1.859 -0.012 C5 763 2 763 C6 C3 C 0 1 Y N N 0.754 12.525 26.459 -4.510 -2.717 -0.015 C6 763 3 763 C7 C4 C 0 1 Y N N 0.564 16.236 24.284 -5.096 1.510 -0.007 C7 763 4 763 C8 C5 C 0 1 Y N N 1.394 17.327 24.596 -6.387 2.032 -0.004 C8 763 5 763 C10 C6 C 0 1 Y N N -0.378 16.370 23.254 -4.000 2.371 -0.005 C10 763 6 763 C13 C7 C 0 1 Y N N -0.429 17.549 22.512 -4.199 3.736 0.001 C13 763 7 763 C20 C8 C 0 1 N N N -3.205 9.430 25.605 1.400 -0.993 -0.004 C20 763 8 763 C21 C9 C 0 1 N N N -4.607 8.807 25.713 2.817 -1.569 -0.002 C21 763 9 763 C26 C10 C 0 1 Y N N -4.730 4.047 28.275 6.649 2.365 0.017 C26 763 10 763 C28 C11 C 0 1 Y N N -6.456 5.554 28.644 7.380 0.190 0.006 C28 763 11 763 C1 C12 C 0 1 Y N N 1.912 13.301 26.164 -5.799 -2.189 -0.017 C1 763 12 763 C2 C13 C 0 1 Y N N 1.879 14.532 25.494 -5.987 -0.820 -0.016 C2 763 13 763 C3 C14 C 0 1 Y N N 0.608 14.958 25.041 -4.887 0.041 -0.008 C3 763 14 763 C9 C15 C 0 1 Y N N 1.335 18.552 23.936 -6.577 3.399 -0.003 C9 763 15 763 F11 F1 F 0 1 N N N 0.345 19.763 22.189 -5.674 5.589 0.010 F11 763 16 763 C12 C16 C 0 1 Y N N 0.397 18.581 22.903 -5.485 4.251 0.004 C12 763 17 763 O14 O1 O 0 1 N N N 3.141 12.825 26.623 -6.874 -3.022 -0.020 O14 763 18 763 O15 O2 O 0 1 N N N 0.960 11.370 27.180 -4.328 -4.062 -0.016 O15 763 19 763 C16 C17 C 0 1 N N N -1.671 12.223 26.150 -2.037 -2.415 -0.010 C16 763 20 763 N17 N1 N 0 1 N N N -1.640 10.991 26.698 -0.973 -1.587 -0.008 N17 763 21 763 O18 O3 O 0 1 N N N -2.777 12.693 25.745 -1.870 -3.619 -0.011 O18 763 22 763 C19 C18 C 0 1 N N N -2.876 10.186 26.882 0.384 -2.138 -0.007 C19 763 23 763 O22 O4 O 0 1 N N N -4.622 7.859 26.768 3.765 -0.500 -0.000 O22 763 24 763 C23 C19 C 0 1 N N N -5.876 7.164 26.824 5.128 -0.932 0.002 C23 763 25 763 N24 N2 N 0 1 Y N N -5.661 6.029 27.645 6.010 0.238 0.004 N24 763 26 763 C25 C20 C 0 1 Y N N -4.588 5.112 27.416 5.589 1.541 0.014 C25 763 27 763 C27 C21 C 0 1 Y N N -5.931 4.270 29.072 7.845 1.522 0.007 C27 763 28 763 C29 C22 C 0 1 Y N N -6.632 3.604 30.060 9.217 1.761 0.001 C29 763 29 763 N30 N3 N 0 1 Y N N -7.797 4.138 30.559 10.064 0.752 -0.007 N30 763 30 763 C31 C23 C 0 1 Y N N -8.195 5.351 30.114 9.661 -0.508 -0.009 C31 763 31 763 C32 C24 C 0 1 Y N N -7.655 6.126 29.093 8.324 -0.835 -0.002 C32 763 32 763 H1 H1 H 0 1 N N N -1.452 14.506 24.871 -2.748 0.189 -0.009 H1 763 33 763 H2 H2 H 0 1 N N N 2.116 17.209 25.390 -7.239 1.368 -0.002 H2 763 34 763 H3 H3 H 0 1 N N N -1.062 15.563 23.036 -2.997 1.970 -0.008 H3 763 35 763 H4 H4 H 0 1 N N N -1.090 17.650 21.664 -3.350 4.405 0.007 H4 763 36 763 H5 H5 H 0 1 N N N -2.462 8.633 25.451 1.255 -0.381 0.886 H5 763 37 763 H6 H6 H 0 1 N N N -3.179 10.125 24.753 1.258 -0.380 -0.894 H6 763 38 763 H7 H7 H 0 1 N N N -5.345 9.597 25.919 2.959 -2.183 0.887 H7 763 39 763 H8 H8 H 0 1 N N N -4.860 8.307 24.767 2.962 -2.181 -0.892 H8 763 40 763 H9 H9 H 0 1 N N N -4.069 3.196 28.347 6.624 3.445 0.020 H9 763 41 763 H10 H10 H 0 1 N N N 2.770 15.120 25.333 -6.988 -0.414 -0.018 H10 763 42 763 H11 H11 H 0 1 N N N 1.955 19.397 24.198 -7.578 3.805 -0.000 H11 763 43 763 H12 H12 H 0 1 N N N 3.016 11.988 27.054 -7.187 -3.263 0.862 H12 763 44 763 H13 H13 H 0 1 N N N 1.879 11.299 27.410 -4.276 -4.453 0.867 H13 763 45 763 H14 H14 H 0 1 N N N -0.763 10.609 26.988 -1.106 -0.626 -0.008 H14 763 46 763 H15 H15 H 0 1 N N N -3.712 10.856 27.133 0.529 -2.750 -0.897 H15 763 47 763 H16 H16 H 0 1 N N N -2.723 9.467 27.701 0.526 -2.751 0.883 H16 763 48 763 H17 H17 H 0 1 N N N -6.651 7.810 27.262 5.318 -1.532 0.891 H17 763 49 763 H18 H18 H 0 1 N N N -6.185 6.852 25.815 5.320 -1.531 -0.888 H18 763 50 763 H19 H19 H 0 1 N N N -3.798 5.235 26.690 4.557 1.859 0.019 H19 763 51 763 H20 H20 H 0 1 N N N -6.264 2.663 30.441 9.588 2.776 0.002 H20 763 52 763 H21 H21 H 0 1 N N N -9.049 5.776 30.620 10.398 -1.297 -0.015 H21 763 53 763 H22 H22 H 0 1 N N N -8.094 7.033 28.704 8.011 -1.869 -0.004 H22 763 54 # # 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 763 F11 C12 SING N N 1 763 C13 C12 DOUB Y N 2 763 C13 C10 SING Y N 3 763 C12 C9 SING Y N 4 763 C10 C7 DOUB Y N 5 763 C9 C8 DOUB Y N 6 763 C7 C8 SING Y N 7 763 C7 C3 SING N N 8 763 C3 C4 DOUB Y N 9 763 C3 C2 SING Y N 10 763 C4 C5 SING Y N 11 763 C2 C1 DOUB Y N 12 763 C20 C21 SING N N 13 763 C20 C19 SING N N 14 763 C21 O22 SING N N 15 763 O18 C16 DOUB N N 16 763 C5 C16 SING N N 17 763 C5 C6 DOUB Y N 18 763 C16 N17 SING N N 19 763 C1 C6 SING Y N 20 763 C1 O14 SING N N 21 763 C6 O15 SING N N 22 763 N17 C19 SING N N 23 763 O22 C23 SING N N 24 763 C23 N24 SING N N 25 763 C25 N24 SING Y N 26 763 C25 C26 DOUB Y N 27 763 N24 C28 SING Y N 28 763 C26 C27 SING Y N 29 763 C28 C27 SING Y N 30 763 C28 C32 DOUB Y N 31 763 C27 C29 DOUB Y N 32 763 C32 C31 SING Y N 33 763 C29 N30 SING Y N 34 763 C31 N30 DOUB Y N 35 763 C4 H1 SING N N 36 763 C8 H2 SING N N 37 763 C10 H3 SING N N 38 763 C13 H4 SING N N 39 763 C20 H5 SING N N 40 763 C20 H6 SING N N 41 763 C21 H7 SING N N 42 763 C21 H8 SING N N 43 763 C26 H9 SING N N 44 763 C2 H10 SING N N 45 763 C9 H11 SING N N 46 763 O14 H12 SING N N 47 763 O15 H13 SING N N 48 763 N17 H14 SING N N 49 763 C19 H15 SING N N 50 763 C19 H16 SING N N 51 763 C23 H17 SING N N 52 763 C23 H18 SING N N 53 763 C25 H19 SING N N 54 763 C29 H20 SING N N 55 763 C31 H21 SING N N 56 763 C32 H22 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 763 SMILES ACDLabs 12.01 "c3c(C(NCCCOCn1c2c(cc1)cncc2)=O)c(O)c(O)cc3c4ccc(cc4)F" 763 InChI InChI 1.03 "InChI=1S/C24H22FN3O4/c25-19-4-2-16(3-5-19)18-12-20(23(30)22(29)13-18)24(31)27-8-1-11-32-15-28-10-7-17-14-26-9-6-21(17)28/h2-7,9-10,12-14,29-30H,1,8,11,15H2,(H,27,31)" 763 InChIKey InChI 1.03 RWYTVUVWQHASIX-UHFFFAOYSA-N 763 SMILES_CANONICAL CACTVS 3.385 "Oc1cc(cc(C(=O)NCCCOCn2ccc3cnccc23)c1O)c4ccc(F)cc4" 763 SMILES CACTVS 3.385 "Oc1cc(cc(C(=O)NCCCOCn2ccc3cnccc23)c1O)c4ccc(F)cc4" 763 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCCOCn3ccc4c3ccnc4)F" 763 SMILES "OpenEye OEToolkits" 2.0.5 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCCOCn3ccc4c3ccnc4)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 763 "SYSTEMATIC NAME" ACDLabs 12.01 "4'-fluoro-4,5-dihydroxy-N-{3-[(1H-pyrrolo[3,2-c]pyridin-1-yl)methoxy]propyl}[1,1'-biphenyl]-3-carboxamide" 763 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "5-(4-fluorophenyl)-2,3-bis(oxidanyl)-~{N}-[3-(pyrrolo[3,2-c]pyridin-1-ylmethoxy)propyl]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 763 "Create component" 2016-09-02 RCSB 763 "Initial release" 2017-08-30 RCSB 763 "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 763 _pdbx_chem_comp_synonyms.name "4'-fluoro-4,5-dihydroxy-N-{3-[(1H-pyrrolo[3,2-c]pyridin-1-yl)methoxy]propyl}[1,1'-biphenyl]-3-carboxamide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##