data_2F3 # _chem_comp.id 2F3 _chem_comp.name "1-[(2-chloroquinolin-3-yl)methyl]-6-fluoro-5-methyl-3-(2-oxo-1,2-dihydropyridin-3-yl)-1H-indole-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H17 Cl 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 2013-10-07 _chem_comp.pdbx_modified_date 2013-12-06 _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 461.872 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2F3 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 4MZ4 _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 2F3 C1 C1 C 0 1 Y N N 28.871 43.302 41.526 -4.396 -0.677 -0.652 C1 2F3 1 2F3 C2 C2 C 0 1 Y N N 27.634 43.124 40.847 -3.473 -1.718 -0.383 C2 2F3 2 2F3 C3 C3 C 0 1 Y N N 27.545 43.327 39.447 -3.670 -2.985 -0.954 C3 2F3 3 2F3 C7 C7 C 0 1 Y N N 26.627 42.567 43.002 -2.244 -0.200 0.976 C7 2F3 4 2F3 C8 C8 C 0 1 Y N N 26.524 42.752 41.609 -2.373 -1.455 0.456 C8 2F3 5 2F3 C9 C9 C 0 1 Y N N 27.891 42.740 43.559 -3.188 0.781 0.671 C9 2F3 6 2F3 C10 C10 C 0 1 N N N 23.038 45.905 46.071 3.274 -1.016 -0.386 C10 2F3 7 2F3 C11 C11 C 0 1 Y N N 24.284 43.818 48.201 2.375 2.120 -0.988 C11 2F3 8 2F3 C12 C12 C 0 1 Y N N 24.931 42.762 48.886 1.804 3.356 -1.089 C12 2F3 9 2F3 C13 C13 C 0 1 Y N N 24.334 43.857 46.779 1.749 1.124 -0.234 C13 2F3 10 2F3 C14 C14 C 0 1 Y N N 25.004 42.822 46.088 0.533 1.396 0.419 C14 2F3 11 2F3 C15 C15 C 0 1 Y N N 24.200 44.266 44.530 1.065 -0.753 0.880 C15 2F3 12 2F3 C16 C16 C 0 1 Y N N 23.827 44.739 45.793 2.085 -0.272 0.072 C16 2F3 13 2F3 C19 C19 C 0 1 N N N 23.915 44.916 43.253 0.984 -2.103 1.433 C19 2F3 14 2F3 C20 C20 C 0 1 N N N 25.425 42.138 43.757 -1.082 0.128 1.879 C20 2F3 15 2F3 C21 C21 C 0 1 N N N 21.722 46.086 45.335 4.465 -1.015 0.384 C21 2F3 16 2F3 C22 C22 C 0 1 N N N 21.369 48.124 46.610 5.504 -2.402 -1.208 C22 2F3 17 2F3 C24 C24 C 0 1 N N N 23.371 46.819 47.008 3.244 -1.734 -1.576 C24 2F3 18 2F3 C4 C4 C 0 1 Y N N 28.677 43.705 38.723 -4.746 -3.200 -1.760 C4 2F3 19 2F3 C5 C5 C 0 1 Y N N 29.885 43.888 39.380 -5.655 -2.178 -2.026 C5 2F3 20 2F3 C6 C6 C 0 1 Y N N 29.978 43.688 40.766 -5.492 -0.936 -1.493 C6 2F3 21 2F3 N1 N1 N 0 1 Y N N 28.994 43.107 42.864 -4.212 0.532 -0.111 N1 2F3 22 2F3 N2 N2 N 0 1 Y N N 24.890 43.074 44.752 0.138 0.255 1.077 N2 2F3 23 2F3 C17 C17 C 0 1 Y N N 25.607 41.786 48.148 0.605 3.634 -0.441 C17 2F3 24 2F3 C18 C18 C 0 1 Y N N 25.643 41.777 46.758 -0.033 2.664 0.303 C18 2F3 25 2F3 O1 O1 O 0 1 N N N 23.902 46.123 43.082 0.003 -2.417 2.305 O1 2F3 26 2F3 N3 N3 N 0 1 N N N 20.984 47.209 45.663 5.540 -1.704 -0.046 N3 2F3 27 2F3 C23 C23 C 0 1 N N N 22.520 47.971 47.286 4.388 -2.426 -1.978 C23 2F3 28 2F3 O2 O2 O 0 1 N N N 21.347 45.272 44.474 4.517 -0.393 1.431 O2 2F3 29 2F3 O3 O3 O 0 1 N N N 23.585 44.049 42.277 1.801 -2.944 1.108 O3 2F3 30 2F3 C25 C25 C 0 1 N N N 24.926 42.681 50.395 2.479 4.428 -1.906 C25 2F3 31 2F3 F1 F1 F 0 1 N N N 26.257 40.809 48.796 0.054 4.863 -0.551 F1 2F3 32 2F3 H1 H1 H 0 1 N N N 26.601 43.189 38.940 -2.972 -3.785 -0.755 H1 2F3 33 2F3 H2 H2 H 0 1 N N N 25.571 42.604 41.122 -1.651 -2.226 0.682 H2 2F3 34 2F3 H4 H4 H 0 1 N N N 23.759 44.585 48.751 3.307 1.911 -1.493 H4 2F3 35 2F3 H5 H5 H 0 1 N N N 24.627 41.941 43.026 -1.277 1.067 2.396 H5 2F3 36 2F3 H6 H6 H 0 1 N N N 25.679 41.206 44.283 -0.955 -0.670 2.611 H6 2F3 37 2F3 H7 H7 H 0 1 N N N 20.739 48.977 46.815 6.383 -2.941 -1.531 H7 2F3 38 2F3 H8 H8 H 0 1 N N N 24.288 46.694 47.564 2.349 -1.755 -2.180 H8 2F3 39 2F3 H9 H9 H 0 1 N N N 28.613 43.854 37.655 -4.899 -4.176 -2.196 H9 2F3 40 2F3 H10 H10 H 0 1 N N N 30.760 44.186 38.821 -6.500 -2.373 -2.669 H10 2F3 41 2F3 H11 H11 H 0 1 N N N 30.928 43.836 41.257 -6.206 -0.155 -1.709 H11 2F3 42 2F3 H12 H12 H 0 1 N N N 26.147 40.990 46.216 -0.966 2.887 0.799 H12 2F3 43 2F3 H13 H13 H 0 1 N N N 23.633 46.314 42.191 0.050 -3.322 2.641 H13 2F3 44 2F3 H14 H14 H 0 1 N N N 20.121 47.363 45.182 6.352 -1.700 0.484 H14 2F3 45 2F3 H15 H15 H 0 1 N N N 22.813 48.696 48.031 4.382 -2.988 -2.900 H15 2F3 46 2F3 H16 H16 H 0 1 N N N 25.794 43.226 50.795 2.122 4.378 -2.935 H16 2F3 47 2F3 H17 H17 H 0 1 N N N 24.000 43.130 50.783 2.245 5.406 -1.487 H17 2F3 48 2F3 H18 H18 H 0 1 N N N 24.981 41.627 50.706 3.558 4.273 -1.888 H18 2F3 49 2F3 CL1 CL1 CL 0 0 N Y N ? ? ? -3.004 2.371 1.342 CL1 2F3 50 # 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 2F3 C4 C5 DOUB Y N 1 2F3 C4 C3 SING Y N 2 2F3 C5 C6 SING Y N 3 2F3 C3 C2 DOUB Y N 4 2F3 C6 C1 DOUB Y N 5 2F3 C2 C1 SING Y N 6 2F3 C2 C8 SING Y N 7 2F3 C1 N1 SING Y N 8 2F3 C8 C7 DOUB Y N 9 2F3 O3 C19 DOUB N N 10 2F3 N1 C9 DOUB Y N 11 2F3 C7 C9 SING Y N 12 2F3 C7 C20 SING N N 13 2F3 O1 C19 SING N N 14 2F3 C19 C15 SING N N 15 2F3 C20 N2 SING N N 16 2F3 O2 C21 DOUB N N 17 2F3 C15 N2 SING Y N 18 2F3 C15 C16 DOUB Y N 19 2F3 N2 C14 SING Y N 20 2F3 C21 N3 SING N N 21 2F3 C21 C10 SING N N 22 2F3 N3 C22 SING N N 23 2F3 C16 C10 SING N N 24 2F3 C16 C13 SING Y N 25 2F3 C10 C24 DOUB N N 26 2F3 C14 C18 DOUB Y N 27 2F3 C14 C13 SING Y N 28 2F3 C22 C23 DOUB N N 29 2F3 C18 C17 SING Y N 30 2F3 C13 C11 DOUB Y N 31 2F3 C24 C23 SING N N 32 2F3 C17 F1 SING N N 33 2F3 C17 C12 DOUB Y N 34 2F3 C11 C12 SING Y N 35 2F3 C12 C25 SING N N 36 2F3 C3 H1 SING N N 37 2F3 C8 H2 SING N N 38 2F3 C11 H4 SING N N 39 2F3 C20 H5 SING N N 40 2F3 C20 H6 SING N N 41 2F3 C22 H7 SING N N 42 2F3 C24 H8 SING N N 43 2F3 C4 H9 SING N N 44 2F3 C5 H10 SING N N 45 2F3 C6 H11 SING N N 46 2F3 C18 H12 SING N N 47 2F3 O1 H13 SING N N 48 2F3 N3 H14 SING N N 49 2F3 C23 H15 SING N N 50 2F3 C25 H16 SING N N 51 2F3 C25 H17 SING N N 52 2F3 C25 H18 SING N N 53 2F3 C9 CL1 SING N N 54 # 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 2F3 SMILES ACDLabs 12.01 "O=C5NC=CC=C5c2c1cc(c(F)cc1n(c2C(=O)O)Cc3cc4ccccc4nc3Cl)C" 2F3 InChI InChI 1.03 "InChI=1S/C25H17ClFN3O3/c1-13-9-17-20(11-18(13)27)30(12-15-10-14-5-2-3-7-19(14)29-23(15)26)22(25(32)33)21(17)16-6-4-8-28-24(16)31/h2-11H,12H2,1H3,(H,28,31)(H,32,33)" 2F3 InChIKey InChI 1.03 UZVPIJMLVISXHS-UHFFFAOYSA-N 2F3 SMILES_CANONICAL CACTVS 3.385 "Cc1cc2c(cc1F)n(Cc3cc4ccccc4nc3Cl)c(C(O)=O)c2C5=CC=CNC5=O" 2F3 SMILES CACTVS 3.385 "Cc1cc2c(cc1F)n(Cc3cc4ccccc4nc3Cl)c(C(O)=O)c2C5=CC=CNC5=O" 2F3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc2c(cc1F)n(c(c2C3=CC=CNC3=O)C(=O)O)Cc4cc5ccccc5nc4Cl" 2F3 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc2c(cc1F)n(c(c2C3=CC=CNC3=O)C(=O)O)Cc4cc5ccccc5nc4Cl" # 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 2F3 "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(2-chloroquinolin-3-yl)methyl]-6-fluoro-5-methyl-3-(2-oxo-1,2-dihydropyridin-3-yl)-1H-indole-2-carboxylic acid" 2F3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[(2-chloranylquinolin-3-yl)methyl]-6-fluoranyl-5-methyl-3-(2-oxidanylidene-1H-pyridin-3-yl)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 2F3 "Create component" 2013-10-07 RCSB 2F3 "Initial release" 2013-12-11 RCSB #