data_053 # _chem_comp.id 053 _chem_comp.name "1-[(2-aminopyridin-4-yl)methyl]-3-(2-oxo-1,2-dihydropyridin-3-yl)-5-(trifluoromethyl)-1H-indole-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H15 F3 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-06-28 _chem_comp.pdbx_modified_date 2011-08-26 _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 428.364 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 053 _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 3SKA _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 053 C1 C1 C 0 1 N N N 23.141 46.171 45.535 -1.055 2.360 -0.336 C1 053 1 053 C2 C2 C 0 1 N N N 23.446 47.014 46.557 -0.920 2.708 -1.675 C2 053 2 053 C3 C3 C 0 1 N N N 22.584 48.139 46.896 -1.528 3.880 -2.134 C3 053 3 053 C4 C4 C 0 1 N N N 21.461 48.364 46.174 -2.236 4.659 -1.280 C4 053 4 053 N5 N5 N 0 1 N N N 21.109 47.513 45.149 -2.371 4.325 0.027 N5 053 5 053 C6 C6 C 0 1 N N N 21.853 46.413 44.776 -1.806 3.206 0.520 C6 053 6 053 C7 C7 C 0 1 Y N N 26.972 43.542 42.396 3.199 -1.309 0.592 C7 053 7 053 C8 C8 C 0 1 Y N N 27.584 44.609 43.063 4.121 -0.447 0.027 C8 053 8 053 C9 C9 C 0 1 Y N N 28.768 45.140 42.545 4.959 -0.917 -0.979 C9 053 9 053 N10 N10 N 0 1 Y N N 29.338 44.673 41.410 4.878 -2.172 -1.392 N10 053 10 053 C11 C11 C 0 1 Y N N 28.731 43.636 40.783 4.008 -3.017 -0.871 C11 053 11 053 C12 C12 C 0 1 Y N N 27.571 43.037 41.231 3.150 -2.619 0.135 C12 053 12 053 C13 C13 C 0 1 Y N N 25.039 42.790 48.034 -2.575 -2.034 0.071 C13 053 13 053 C14 C14 C 0 1 Y N N 25.777 41.889 47.254 -1.627 -2.883 0.627 C14 053 14 053 C15 C15 C 0 1 Y N N 25.883 42.051 45.884 -0.390 -2.407 1.000 C15 053 15 053 C16 C16 C 0 1 Y N N 24.402 43.893 47.455 -2.293 -0.711 -0.121 C16 053 16 053 C17 C17 C 0 1 Y N N 24.489 44.076 46.065 -1.045 -0.206 0.250 C17 053 17 053 C18 C18 C 0 1 Y N N 25.220 43.150 45.309 -0.082 -1.060 0.819 C18 053 18 053 N19 N19 N 0 1 Y N N 25.116 43.549 44.009 1.042 -0.315 1.089 N19 053 19 053 C20 C20 C 0 1 Y N N 24.371 44.691 43.882 0.840 1.001 0.718 C20 053 20 053 C21 C21 C 0 1 Y N N 23.964 45.036 45.168 -0.433 1.127 0.184 C21 053 21 053 C22 C22 C 0 1 N N N 24.112 45.285 42.577 1.815 2.082 0.855 C22 053 22 053 O23 O23 O 0 1 N N N 23.803 44.651 41.590 1.530 3.208 0.494 O23 053 23 053 C24 C24 C 0 1 N N N 25.710 42.877 42.856 2.273 -0.840 1.685 C24 053 24 053 C25 C25 C 0 1 N N N 24.945 42.536 49.494 -3.922 -2.578 -0.330 C25 053 25 053 O26 O26 O 0 1 N N N 24.055 46.629 42.591 3.031 1.831 1.384 O26 053 26 053 F27 F27 F 0 1 N N N 24.471 41.303 49.753 -3.976 -3.946 -0.046 F27 053 27 053 F28 F28 F 0 1 N N N 26.138 42.611 50.112 -4.924 -1.913 0.384 F28 053 28 053 F29 F29 F 0 1 N N N 24.160 43.410 50.146 -4.116 -2.378 -1.701 F29 053 29 053 O30 O30 O 0 1 N N N 21.487 45.657 43.861 -1.939 2.921 1.698 O30 053 30 053 N31 N31 N 0 1 N N N 29.373 46.186 43.236 5.889 -0.060 -1.556 N31 053 31 053 H2 H2 H 0 1 N N N 24.346 46.846 47.130 -0.354 2.083 -2.350 H2 053 32 053 H3 H3 H 0 1 N N N 22.840 48.790 47.719 -1.433 4.165 -3.172 H3 053 33 053 H4 H4 H 0 1 N N N 20.837 49.216 46.403 -2.700 5.563 -1.648 H4 053 34 053 HN5 HN5 H 0 1 N N N 20.266 47.704 44.647 -2.883 4.900 0.617 HN5 053 35 053 H8 H8 H 0 1 N N N 27.148 45.016 43.964 4.188 0.578 0.361 H8 053 36 053 H11 H11 H 0 1 N N N 29.182 43.256 39.878 3.970 -4.034 -1.233 H11 053 37 053 H12 H12 H 0 1 N N N 27.136 42.203 40.700 2.442 -3.318 0.555 H12 053 38 053 H14 H14 H 0 1 N N N 26.271 41.055 47.730 -1.863 -3.927 0.769 H14 053 39 053 H15 H15 H 0 1 N N N 26.453 41.360 45.280 0.339 -3.075 1.433 H15 053 40 053 H16 H16 H 0 1 N N N 23.852 44.593 48.067 -3.033 -0.058 -0.558 H16 053 41 053 H24 H24 H 0 1 N N N 24.984 42.895 42.029 2.032 -1.676 2.341 H24 053 42 053 H24A H24A H 0 0 N N N 25.944 41.840 43.139 2.761 -0.054 2.262 H24A 053 43 053 HO26 HO26 H 0 0 N N N 23.751 46.942 41.747 3.606 2.607 1.434 HO26 053 44 053 HN31 HN31 H 0 0 N N N 30.206 46.464 42.758 5.952 0.860 -1.258 HN31 053 45 053 HN3A HN3A H 0 0 N N N 28.743 46.961 43.286 6.476 -0.384 -2.258 HN3A 053 46 # 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 053 C1 C2 DOUB N N 1 053 C6 C1 SING N N 2 053 C21 C1 SING N N 3 053 C2 C3 SING N N 4 053 C2 H2 SING N N 5 053 C3 C4 DOUB N N 6 053 C3 H3 SING N N 7 053 N5 C4 SING N N 8 053 C4 H4 SING N N 9 053 C6 N5 SING N N 10 053 N5 HN5 SING N N 11 053 O30 C6 DOUB N N 12 053 C12 C7 DOUB Y N 13 053 C7 C24 SING N N 14 053 C7 C8 SING Y N 15 053 C9 C8 DOUB Y N 16 053 C8 H8 SING N N 17 053 N10 C9 SING Y N 18 053 C9 N31 SING N N 19 053 C11 N10 DOUB Y N 20 053 C11 C12 SING Y N 21 053 C11 H11 SING N N 22 053 C12 H12 SING N N 23 053 C14 C13 DOUB Y N 24 053 C16 C13 SING Y N 25 053 C13 C25 SING N N 26 053 C15 C14 SING Y N 27 053 C14 H14 SING N N 28 053 C18 C15 DOUB Y N 29 053 C15 H15 SING N N 30 053 C17 C16 DOUB Y N 31 053 C16 H16 SING N N 32 053 C21 C17 SING Y N 33 053 C18 C17 SING Y N 34 053 N19 C18 SING Y N 35 053 C24 N19 SING N N 36 053 C20 N19 SING Y N 37 053 C22 C20 SING N N 38 053 C20 C21 DOUB Y N 39 053 O23 C22 DOUB N N 40 053 C22 O26 SING N N 41 053 C24 H24 SING N N 42 053 C24 H24A SING N N 43 053 C25 F27 SING N N 44 053 C25 F28 SING N N 45 053 C25 F29 SING N N 46 053 O26 HO26 SING N N 47 053 N31 HN31 SING N N 48 053 N31 HN3A SING N N 49 # 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 053 SMILES ACDLabs 12.01 "FC(F)(F)c1cc2c(cc1)n(c(c2C3=CC=CNC3=O)C(=O)O)Cc4ccnc(N)c4" 053 InChI InChI 1.03 "InChI=1S/C21H15F3N4O3/c22-21(23,24)12-3-4-15-14(9-12)17(13-2-1-6-27-19(13)29)18(20(30)31)28(15)10-11-5-7-26-16(25)8-11/h1-9H,10H2,(H2,25,26)(H,27,29)(H,30,31)" 053 InChIKey InChI 1.03 CNFSTRPHYZHTGV-UHFFFAOYSA-N 053 SMILES_CANONICAL CACTVS 3.370 "Nc1cc(Cn2c3ccc(cc3c(C4=CC=CNC4=O)c2C(O)=O)C(F)(F)F)ccn1" 053 SMILES CACTVS 3.370 "Nc1cc(Cn2c3ccc(cc3c(C4=CC=CNC4=O)c2C(O)=O)C(F)(F)F)ccn1" 053 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1cc2c(cc1C(F)(F)F)c(c(n2Cc3ccnc(c3)N)C(=O)O)C4=CC=CNC4=O" 053 SMILES "OpenEye OEToolkits" 1.7.2 "c1cc2c(cc1C(F)(F)F)c(c(n2Cc3ccnc(c3)N)C(=O)O)C4=CC=CNC4=O" # 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 053 "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(2-aminopyridin-4-yl)methyl]-3-(2-oxo-1,2-dihydropyridin-3-yl)-5-(trifluoromethyl)-1H-indole-2-carboxylic acid" 053 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "1-[(2-azanylpyridin-4-yl)methyl]-3-(2-oxidanylidene-1H-pyridin-3-yl)-5-(trifluoromethyl)indole-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 053 "Create component" 2011-06-28 RCSB #