data_77Q # _chem_comp.id 77Q _chem_comp.name "5-(4-fluorophenyl)-2,3-dihydroxy-N-(5-pyrrolo[3,2-c]pyridin-1-ylpentyl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H24 F N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-09-08 _chem_comp.pdbx_modified_date 2017-08-25 _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 433.475 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 77Q _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 5P9C _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 77Q C5 C1 C 0 1 N N N -1.730 14.757 14.426 -1.995 2.465 -0.038 C5 77Q 1 77Q C6 C2 C 0 1 Y N N 0.574 12.046 15.550 -4.697 -0.153 -0.073 C6 77Q 2 77Q C7 C3 C 0 1 Y N N 1.916 13.708 14.432 -5.727 2.011 -0.314 C7 77Q 3 77Q C8 C4 C 0 1 Y N N -4.917 22.084 13.110 6.888 0.070 2.005 C8 77Q 4 77Q C10 C5 C 0 1 Y N N -5.057 23.048 12.207 7.801 -0.894 1.803 C10 77Q 5 77Q C13 C6 C 0 1 Y N N 0.480 10.747 16.285 -4.823 -1.628 0.020 C13 77Q 6 77Q C17 C7 C 0 1 Y N N 1.344 9.713 15.954 -3.685 -2.419 0.173 C17 77Q 7 77Q C20 C8 C 0 1 Y N N -7.867 20.934 11.413 6.790 -0.243 -1.603 C20 77Q 8 77Q C22 C9 C 0 1 Y N N 0.364 8.311 17.605 -5.058 -4.382 0.193 C22 77Q 9 77Q C24 C10 C 0 1 Y N N 1.284 8.535 16.624 -3.807 -3.790 0.259 C24 77Q 10 77Q C28 C11 C 0 1 Y N N -8.447 21.610 10.384 7.556 -1.112 -2.347 C28 77Q 11 77Q C1 C12 C 0 1 Y N N -0.468 14.012 14.639 -3.326 1.829 -0.101 C1 77Q 12 77Q C2 C13 C 0 1 Y N N 0.782 14.474 14.178 -4.475 2.616 -0.250 C2 77Q 13 77Q C3 C14 C 0 1 Y N N -0.551 12.814 15.313 -3.442 0.441 -0.013 C3 77Q 14 77Q N4 N1 N 0 1 Y N N -5.893 21.148 12.991 6.360 0.472 0.807 N4 77Q 15 77Q C9 C15 C 0 1 Y N N -6.721 21.483 11.973 6.936 -0.234 -0.218 C9 77Q 16 77Q C11 C16 C 0 1 Y N N -6.239 22.708 11.441 7.866 -1.124 0.359 C11 77Q 17 77Q C12 C17 C 0 1 Y N N 1.814 12.516 15.123 -5.838 0.636 -0.227 C12 77Q 18 77Q O14 O1 O 0 1 N N N -2.790 14.211 14.701 -1.896 3.675 -0.114 O14 77Q 19 77Q N15 N2 N 0 1 Y N N -7.974 22.742 9.913 8.418 -1.936 -1.775 N15 77Q 20 77Q N16 N3 N 0 1 N N N -1.672 16.011 13.951 -0.892 1.707 0.111 N16 77Q 21 77Q C18 C18 C 0 1 Y N N -0.457 10.537 17.287 -6.080 -2.228 -0.041 C18 77Q 22 77Q O19 O2 O 0 1 N N N 0.897 15.640 13.514 -4.367 3.966 -0.336 O19 77Q 23 77Q O21 O3 O 0 1 N N N 3.125 14.125 14.001 -6.843 2.774 -0.464 O21 77Q 24 77Q C23 C19 C 0 1 Y N N -6.909 23.302 10.393 8.598 -1.971 -0.470 C23 77Q 25 77Q C25 C20 C 0 1 Y N N -0.507 9.325 17.936 -6.192 -3.600 0.047 C25 77Q 26 77Q F26 F1 F 0 1 N N N 0.338 7.119 18.220 -5.173 -5.726 0.278 F26 77Q 27 77Q C27 C21 C 0 1 N N N -6.037 19.981 13.845 5.333 1.504 0.644 C27 77Q 28 77Q C29 C22 C 0 1 N N N -2.893 16.801 13.729 0.429 2.338 0.174 C29 77Q 29 77Q C30 C23 C 0 1 N N N -4.702 19.238 13.909 3.954 0.844 0.579 C30 77Q 30 77Q C31 C24 C 0 1 N N N -3.424 17.385 15.038 1.502 1.261 0.343 C31 77Q 31 77Q C32 C25 C 0 1 N N N -4.792 18.036 14.852 2.881 1.921 0.409 C32 77Q 32 77Q H1 H1 H 0 1 N N N -4.127 22.049 13.846 6.609 0.467 2.970 H1 77Q 33 77Q H2 H2 H 0 1 N N N -4.420 23.909 12.071 8.377 -1.404 2.561 H2 77Q 34 77Q H3 H3 H 0 1 N N N 2.066 9.846 15.162 -2.710 -1.958 0.223 H3 77Q 35 77Q H4 H4 H 0 1 N N N -8.282 20.007 11.780 6.087 0.421 -2.086 H4 77Q 36 77Q H5 H5 H 0 1 N N N 1.985 7.752 16.373 -2.926 -4.404 0.377 H5 77Q 37 77Q H6 H6 H 0 1 N N N -9.337 21.197 9.934 7.448 -1.124 -3.421 H6 77Q 38 77Q H7 H7 H 0 1 N N N -1.512 12.468 15.663 -2.559 -0.170 0.102 H7 77Q 39 77Q H8 H8 H 0 1 N N N 2.705 11.943 15.334 -6.811 0.170 -0.277 H8 77Q 40 77Q H9 H9 H 0 1 N N N -0.782 16.416 13.744 -0.971 0.742 0.176 H9 77Q 41 77Q H10 H10 H 0 1 N N N -1.146 11.324 17.557 -6.964 -1.618 -0.155 H10 77Q 42 77Q H11 H11 H 0 1 N N N 0.040 16.039 13.422 -4.411 4.420 0.517 H11 77Q 43 77Q H12 H12 H 0 1 N N N 3.787 13.493 14.254 -7.241 3.057 0.371 H12 77Q 44 77Q H13 H13 H 0 1 N N N -6.548 24.230 9.974 9.314 -2.657 -0.043 H13 77Q 45 77Q H14 H14 H 0 1 N N N -1.238 9.167 18.715 -7.166 -4.065 -0.004 H14 77Q 46 77Q H15 H15 H 0 1 N N N -6.330 20.299 14.856 5.368 2.188 1.492 H15 77Q 47 77Q H16 H16 H 0 1 N N N -6.809 19.315 13.432 5.515 2.056 -0.277 H16 77Q 48 77Q H17 H17 H 0 1 N N N -2.666 17.624 13.036 0.611 2.891 -0.748 H17 77Q 49 77Q H18 H18 H 0 1 N N N -3.664 16.152 13.288 0.464 3.023 1.021 H18 77Q 50 77Q H19 H19 H 0 1 N N N -4.437 18.886 12.901 3.919 0.159 -0.269 H19 77Q 51 77Q H20 H20 H 0 1 N N N -3.924 19.925 14.274 3.771 0.291 1.500 H20 77Q 52 77Q H21 H21 H 0 1 N N N -3.512 16.577 15.779 1.319 0.708 1.265 H21 77Q 53 77Q H22 H22 H 0 1 N N N -2.715 18.143 15.404 1.467 0.576 -0.504 H22 77Q 54 77Q H23 H23 H 0 1 N N N -5.166 18.373 15.830 2.916 2.606 1.257 H23 77Q 55 77Q H24 H24 H 0 1 N N N -5.488 17.297 14.428 3.063 2.474 -0.512 H24 77Q 56 # 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 77Q N15 C28 DOUB Y N 1 77Q N15 C23 SING Y N 2 77Q C28 C20 SING Y N 3 77Q C23 C11 DOUB Y N 4 77Q C20 C9 DOUB Y N 5 77Q C11 C9 SING Y N 6 77Q C11 C10 SING Y N 7 77Q C9 N4 SING Y N 8 77Q C10 C8 DOUB Y N 9 77Q N4 C8 SING Y N 10 77Q N4 C27 SING N N 11 77Q O19 C2 SING N N 12 77Q C29 N16 SING N N 13 77Q C29 C31 SING N N 14 77Q C27 C30 SING N N 15 77Q C30 C32 SING N N 16 77Q N16 C5 SING N N 17 77Q O21 C7 SING N N 18 77Q C2 C7 DOUB Y N 19 77Q C2 C1 SING Y N 20 77Q C5 C1 SING N N 21 77Q C5 O14 DOUB N N 22 77Q C7 C12 SING Y N 23 77Q C1 C3 DOUB Y N 24 77Q C32 C31 SING N N 25 77Q C12 C6 DOUB Y N 26 77Q C3 C6 SING Y N 27 77Q C6 C13 SING N N 28 77Q C17 C13 DOUB Y N 29 77Q C17 C24 SING Y N 30 77Q C13 C18 SING Y N 31 77Q C24 C22 DOUB Y N 32 77Q C18 C25 DOUB Y N 33 77Q C22 C25 SING Y N 34 77Q C22 F26 SING N N 35 77Q C8 H1 SING N N 36 77Q C10 H2 SING N N 37 77Q C17 H3 SING N N 38 77Q C20 H4 SING N N 39 77Q C24 H5 SING N N 40 77Q C28 H6 SING N N 41 77Q C3 H7 SING N N 42 77Q C12 H8 SING N N 43 77Q N16 H9 SING N N 44 77Q C18 H10 SING N N 45 77Q O19 H11 SING N N 46 77Q O21 H12 SING N N 47 77Q C23 H13 SING N N 48 77Q C25 H14 SING N N 49 77Q C27 H15 SING N N 50 77Q C27 H16 SING N N 51 77Q C29 H17 SING N N 52 77Q C29 H18 SING N N 53 77Q C30 H19 SING N N 54 77Q C30 H20 SING N N 55 77Q C31 H21 SING N N 56 77Q C31 H22 SING N N 57 77Q C32 H23 SING N N 58 77Q C32 H24 SING N N 59 # 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 77Q SMILES ACDLabs 12.01 "C(c2cc(c1ccc(F)cc1)cc(c2O)O)(=O)NCCCCCn4ccc3c4ccnc3" 77Q InChI InChI 1.03 "InChI=1S/C25H24FN3O3/c26-20-6-4-17(5-7-20)19-14-21(24(31)23(30)15-19)25(32)28-10-2-1-3-12-29-13-9-18-16-27-11-8-22(18)29/h4-9,11,13-16,30-31H,1-3,10,12H2,(H,28,32)" 77Q InChIKey InChI 1.03 IPHKDWUCDYFNGH-UHFFFAOYSA-N 77Q SMILES_CANONICAL CACTVS 3.385 "Oc1cc(cc(c1O)C(=O)NCCCCCn2ccc3cnccc23)c4ccc(F)cc4" 77Q SMILES CACTVS 3.385 "Oc1cc(cc(c1O)C(=O)NCCCCCn2ccc3cnccc23)c4ccc(F)cc4" 77Q SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCCCCn3ccc4c3ccnc4)F" 77Q SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1c2cc(c(c(c2)O)O)C(=O)NCCCCCn3ccc4c3ccnc4)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 77Q "SYSTEMATIC NAME" ACDLabs 12.01 "4'-fluoro-4,5-dihydroxy-N-[5-(1H-pyrrolo[3,2-c]pyridin-1-yl)pentyl][1,1'-biphenyl]-3-carboxamide" 77Q "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5-(4-fluorophenyl)-2,3-bis(oxidanyl)-N-(5-pyrrolo[3,2-c]pyridin-1-ylpentyl)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 77Q "Create component" 2016-09-08 RCSB 77Q "Initial release" 2017-08-30 RCSB #