data_L8V # _chem_comp.id L8V _chem_comp.name "2-({4-[(2-aminopyridin-4-yl)oxy]-3-fluorophenyl}amino)-N-(2,4-difluorophenyl)pyridine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H16 F3 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-12 _chem_comp.pdbx_modified_date 2011-06-04 _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 451.401 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L8V _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 3L8V _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 L8V N1 N1 N 0 1 Y N N -1.080 12.667 59.405 -7.139 2.982 -0.317 N1 L8V 1 L8V C2 C2 C 0 1 Y N N 0.164 13.189 59.451 -6.584 2.295 -1.304 C2 L8V 2 L8V C3 C3 C 0 1 Y N N 1.145 12.751 58.553 -5.957 1.080 -1.057 C3 L8V 3 L8V C4 C4 C 0 1 Y N N 0.766 11.754 57.620 -5.919 0.594 0.244 C4 L8V 4 L8V O5 O5 O 0 1 N N N 1.784 11.341 56.735 -5.316 -0.588 0.527 O5 L8V 5 L8V C6 C6 C 0 1 Y N N 1.648 10.122 56.055 -3.956 -0.633 0.504 C6 L8V 6 L8V C7 C7 C 0 1 Y N N 1.891 8.867 56.685 -3.227 0.535 0.345 C7 L8V 7 L8V C8 C8 C 0 1 Y N N 1.739 7.671 55.957 -1.847 0.491 0.321 C8 L8V 8 L8V C9 C9 C 0 1 Y N N 1.351 7.718 54.608 -1.188 -0.723 0.458 C9 L8V 9 L8V C10 C10 C 0 1 Y N N 1.113 8.941 53.978 -1.918 -1.894 0.619 C10 L8V 10 L8V C11 C11 C 0 1 Y N N 1.261 10.118 54.706 -3.299 -1.849 0.647 C11 L8V 11 L8V F12 F12 F 0 1 N N N 1.022 11.260 54.073 -4.009 -2.986 0.809 F12 L8V 12 L8V N13 N13 N 0 1 N N N 1.230 6.530 53.984 0.211 -0.768 0.434 N13 L8V 13 L8V C14 C14 C 0 1 Y N N 0.882 6.193 52.714 0.859 -1.932 0.062 C14 L8V 14 L8V C15 C15 C 0 1 Y N N 0.476 4.870 52.494 2.247 -1.919 -0.159 C15 L8V 15 L8V C16 C16 C 0 1 Y N N 0.121 4.536 51.173 2.881 -3.109 -0.534 C16 L8V 16 L8V C17 C17 C 0 1 Y N N 0.157 5.447 50.117 2.110 -4.250 -0.671 C17 L8V 17 L8V C18 C18 C 0 1 Y N N 0.575 6.742 50.439 0.748 -4.184 -0.436 C18 L8V 18 L8V N19 N19 N 0 1 Y N N 0.926 7.101 51.700 0.170 -3.054 -0.078 N19 L8V 19 L8V C20 C20 C 0 1 N N N 0.426 3.878 53.583 3.021 -0.674 0.001 C20 L8V 20 L8V O21 O21 O 0 1 N N N 0.686 4.131 54.762 2.488 0.319 0.457 O21 L8V 21 L8V N22 N22 N 0 1 N N N 0.068 2.632 53.207 4.319 -0.637 -0.359 N22 L8V 22 L8V C23 C23 C 0 1 Y N N -0.017 1.611 54.122 5.099 0.485 -0.053 C23 L8V 23 L8V C24 C24 C 0 1 Y N N -1.035 1.551 55.134 4.789 1.267 1.051 C24 L8V 24 L8V C25 C25 C 0 1 Y N N -1.053 0.456 56.048 5.559 2.374 1.352 C25 L8V 25 L8V C26 C26 C 0 1 Y N N -0.051 -0.553 55.924 6.640 2.705 0.553 C26 L8V 26 L8V C27 C27 C 0 1 Y N N 0.943 -0.519 54.957 6.953 1.927 -0.550 C27 L8V 27 L8V C28 C28 C 0 1 Y N N 0.943 0.562 54.072 6.189 0.815 -0.851 C28 L8V 28 L8V F29 F29 F 0 1 N N N 0.009 -1.610 56.730 7.391 3.788 0.849 F29 L8V 29 L8V C30 C30 C 0 1 Y N N -1.447 11.716 58.519 -7.119 2.547 0.930 C30 L8V 30 L8V C31 C31 C 0 1 Y N N -0.554 11.218 57.593 -6.516 1.351 1.253 C31 L8V 31 L8V F32 F32 F 0 1 N N N 1.909 0.570 53.152 6.498 0.053 -1.923 F32 L8V 32 L8V N33 N33 N 0 1 N N N 0.399 14.141 60.399 -6.631 2.793 -2.601 N33 L8V 33 L8V H3 H3 H 0 1 N N N 2.146 13.155 58.571 -5.507 0.522 -1.864 H3 L8V 34 L8V H7 H7 H 0 1 N N N 2.192 8.833 57.722 -3.739 1.480 0.238 H7 L8V 35 L8V H8 H8 H 0 1 N N N 1.920 6.720 56.435 -1.279 1.402 0.196 H8 L8V 36 L8V H10 H10 H 0 1 N N N 0.818 8.973 52.940 -1.406 -2.840 0.725 H10 L8V 37 L8V HN13 HN13 H 0 0 N N N 1.436 5.745 54.568 0.725 0.018 0.677 HN13 L8V 38 L8V H16 H16 H 0 1 N N N -0.195 3.524 50.967 3.946 -3.136 -0.713 H16 L8V 39 L8V H17 H17 H 0 1 N N N -0.121 5.169 49.111 2.568 -5.184 -0.959 H17 L8V 40 L8V H18 H18 H 0 1 N N N 0.620 7.484 49.655 0.148 -5.075 -0.543 H18 L8V 41 L8V HN22 HN22 H 0 0 N N N -0.139 2.449 52.246 4.714 -1.388 -0.830 HN22 L8V 42 L8V H24 H24 H 0 1 N N N -1.781 2.329 55.202 3.945 1.010 1.675 H24 L8V 43 L8V H25 H25 H 0 1 N N N -1.808 0.392 56.817 5.317 2.982 2.211 H25 L8V 44 L8V H27 H27 H 0 1 N N N 1.688 -1.298 54.891 7.797 2.187 -1.171 H27 L8V 45 L8V H30 H30 H 0 1 N N N -2.459 11.338 58.536 -7.582 3.137 1.707 H30 L8V 46 L8V H31 H31 H 0 1 N N N -0.842 10.458 56.881 -6.505 1.004 2.275 H31 L8V 47 L8V HN33 HN33 H 0 0 N N N -0.435 14.299 60.927 -7.068 3.641 -2.780 HN33 L8V 48 L8V HN3A HN3A H 0 0 N N N 1.127 13.830 61.010 -6.227 2.294 -3.328 HN3A L8V 49 # 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 L8V N1 C2 DOUB Y N 1 L8V N1 C30 SING Y N 2 L8V C2 C3 SING Y N 3 L8V C2 N33 SING N N 4 L8V C3 C4 DOUB Y N 5 L8V C4 O5 SING N N 6 L8V C4 C31 SING Y N 7 L8V O5 C6 SING N N 8 L8V C6 C7 DOUB Y N 9 L8V C6 C11 SING Y N 10 L8V C7 C8 SING Y N 11 L8V C8 C9 DOUB Y N 12 L8V C9 C10 SING Y N 13 L8V C9 N13 SING N N 14 L8V C10 C11 DOUB Y N 15 L8V C11 F12 SING N N 16 L8V N13 C14 SING N N 17 L8V C14 C15 DOUB Y N 18 L8V C14 N19 SING Y N 19 L8V C15 C16 SING Y N 20 L8V C15 C20 SING N N 21 L8V C16 C17 DOUB Y N 22 L8V C17 C18 SING Y N 23 L8V C18 N19 DOUB Y N 24 L8V C20 O21 DOUB N N 25 L8V C20 N22 SING N N 26 L8V N22 C23 SING N N 27 L8V C23 C24 DOUB Y N 28 L8V C23 C28 SING Y N 29 L8V C24 C25 SING Y N 30 L8V C25 C26 DOUB Y N 31 L8V C26 C27 SING Y N 32 L8V C26 F29 SING N N 33 L8V C27 C28 DOUB Y N 34 L8V C28 F32 SING N N 35 L8V C30 C31 DOUB Y N 36 L8V C3 H3 SING N N 37 L8V C7 H7 SING N N 38 L8V C8 H8 SING N N 39 L8V C10 H10 SING N N 40 L8V N13 HN13 SING N N 41 L8V C16 H16 SING N N 42 L8V C17 H17 SING N N 43 L8V C18 H18 SING N N 44 L8V N22 HN22 SING N N 45 L8V C24 H24 SING N N 46 L8V C25 H25 SING N N 47 L8V C27 H27 SING N N 48 L8V C30 H30 SING N N 49 L8V C31 H31 SING N N 50 L8V N33 HN33 SING N N 51 L8V N33 HN3A SING N N 52 # 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 L8V SMILES_CANONICAL CACTVS 3.352 "Nc1cc(Oc2ccc(Nc3ncccc3C(=O)Nc4ccc(F)cc4F)cc2F)ccn1" L8V SMILES CACTVS 3.352 "Nc1cc(Oc2ccc(Nc3ncccc3C(=O)Nc4ccc(F)cc4F)cc2F)ccn1" L8V SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(c(nc1)Nc2ccc(c(c2)F)Oc3ccnc(c3)N)C(=O)Nc4ccc(cc4F)F" L8V SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(c(nc1)Nc2ccc(c(c2)F)Oc3ccnc(c3)N)C(=O)Nc4ccc(cc4F)F" L8V InChI InChI 1.03 "InChI=1S/C23H16F3N5O2/c24-13-3-5-19(17(25)10-13)31-23(32)16-2-1-8-29-22(16)30-14-4-6-20(18(26)11-14)33-15-7-9-28-21(27)12-15/h1-12H,(H2,27,28)(H,29,30)(H,31,32)" L8V InChIKey InChI 1.03 VPOULRXFJKYXDN-UHFFFAOYSA-N # 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 L8V "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-[[4-(2-azanylpyridin-4-yl)oxy-3-fluoro-phenyl]amino]-N-(2,4-difluorophenyl)pyridine-3-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L8V "Create component" 2010-01-12 RCSB L8V "Modify aromatic_flag" 2011-06-04 RCSB L8V "Modify descriptor" 2011-06-04 RCSB #