data_A92 # _chem_comp.id A92 _chem_comp.name "2-{2-fluoro-4-[(2S)-piperidin-2-yl]phenyl}-1H-benzimidazole-7-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H19 F N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-01-21 _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 338.379 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A92 _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 3L3M _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 A92 F F F 0 1 N N N 28.063 9.052 27.628 0.199 -1.678 0.014 F A92 1 A92 C1 C1 C 0 1 Y N N 23.120 7.599 24.044 -5.590 1.799 -0.006 C1 A92 2 A92 C2 C2 C 0 1 Y N N 26.482 12.300 27.578 1.068 1.865 0.137 C2 A92 3 A92 C3 C3 C 0 1 Y N N 22.804 8.782 23.414 -5.714 0.423 -0.050 C3 A92 4 A92 C4 C4 C 0 1 Y N N 27.341 12.987 28.409 2.444 1.780 0.164 C4 A92 5 A92 C5 C5 C 0 1 Y N N 24.007 7.542 25.095 -4.347 2.394 0.038 C5 A92 6 A92 C6 C6 C 0 1 Y N N 28.646 11.024 28.690 2.314 -0.615 0.090 C6 A92 7 A92 C7 C7 C 0 1 Y N N 26.691 10.967 27.302 0.301 0.700 0.086 C7 A92 8 A92 C8 C8 C 0 1 Y N N 23.384 9.969 23.794 -4.577 -0.386 -0.049 C8 A92 9 A92 C9 C9 C 0 1 Y N N 28.425 12.350 28.968 3.066 0.544 0.141 C9 A92 10 A92 C10 C10 C 0 1 Y N N 24.281 9.911 24.834 -3.308 0.206 -0.005 C10 A92 11 A92 C11 C11 C 0 1 Y N N 24.584 8.736 25.485 -3.192 1.606 0.038 C11 A92 12 A92 C12 C12 C 0 1 Y N N 27.786 10.343 27.863 0.934 -0.545 0.063 C12 A92 13 A92 C13 C13 C 0 1 Y N N 25.769 10.253 26.447 -1.175 0.784 0.058 C13 A92 14 A92 C14 C14 C 0 1 N N N 23.015 11.208 23.110 -4.711 -1.855 -0.095 C14 A92 15 A92 C15 C15 C 0 1 N N N 29.775 13.603 32.236 6.624 0.121 -1.209 C15 A92 16 A92 C16 C16 C 0 1 N N N 30.178 15.001 31.835 7.027 -1.012 -0.262 C16 A92 17 A92 C17 C17 C 0 1 N N N 28.753 13.068 31.265 5.097 0.224 -1.247 C17 A92 18 A92 C18 C18 C 0 1 N N N 30.673 15.021 30.409 6.445 -0.740 1.127 C18 A92 19 A92 C19 C19 C 0 1 N N S 29.359 13.051 29.886 4.571 0.461 0.170 C19 A92 20 A92 N20 N20 N 0 1 Y N N 25.034 10.858 25.466 -2.025 -0.289 0.008 N20 A92 21 A92 N21 N21 N 0 1 Y N N 25.497 8.965 26.476 -1.868 1.896 0.075 N21 A92 22 A92 N22 N22 N 0 1 N N N 29.601 14.468 29.549 4.983 -0.650 1.038 N22 A92 23 A92 N23 N23 N 0 1 N N N 23.707 12.302 23.563 -5.934 -2.419 -0.137 N23 A92 24 A92 O24 O24 O 0 1 N N N 22.152 11.189 22.241 -3.718 -2.556 -0.094 O24 A92 25 A92 H1 H1 H 0 1 N N N 22.656 6.685 23.702 -6.477 2.416 -0.011 H1 A92 26 A92 H2 H2 H 0 1 N N N 25.638 12.812 27.140 0.585 2.830 0.159 H2 A92 27 A92 H3 H3 H 0 1 N N N 22.087 8.777 22.606 -6.694 -0.028 -0.084 H3 A92 28 A92 H4 H4 H 0 1 N N N 27.162 14.031 28.622 3.039 2.681 0.203 H4 A92 29 A92 H5 H5 H 0 1 N N N 24.240 6.611 25.590 -4.265 3.470 0.072 H5 A92 30 A92 H6 H6 H 0 1 N N N 29.496 10.516 29.121 2.806 -1.577 0.072 H6 A92 31 A92 H15 H15 H 0 1 N N N 30.661 12.952 32.228 7.044 1.061 -0.853 H15 A92 32 A92 H15A H15A H 0 0 N N N 29.342 13.624 33.247 6.999 -0.091 -2.211 H15A A92 33 A92 H16 H16 H 0 1 N N N 29.307 15.666 31.923 6.640 -1.958 -0.640 H16 A92 34 A92 H16A H16A H 0 0 N N N 30.982 15.349 32.500 8.114 -1.063 -0.197 H16A A92 35 A92 H17 H17 H 0 1 N N N 28.463 12.047 31.556 4.804 1.057 -1.888 H17 A92 36 A92 H17A H17A H 0 0 N N N 27.862 13.713 31.271 4.679 -0.702 -1.641 H17A A92 37 A92 H18 H18 H 0 1 N N N 30.905 16.052 30.105 6.719 -1.552 1.801 H18 A92 38 A92 H18A H18A H 0 0 N N N 31.583 14.409 30.317 6.844 0.199 1.510 H18A A92 39 A92 H19 H19 H 0 1 N N N 30.310 12.504 29.810 4.979 1.394 0.558 H19 A92 40 A92 HN20 HN20 H 0 0 N N N 25.046 11.834 25.247 -1.769 -1.225 -0.014 HN20 A92 41 A92 HN22 HN22 H 0 0 N N N 28.760 14.990 29.694 4.585 -1.522 0.722 HN22 A92 42 A92 HN23 HN23 H 0 0 N N N 23.525 13.205 23.174 -6.727 -1.860 -0.138 HN23 A92 43 A92 HN2A HN2A H 0 0 N N N 24.394 12.197 24.282 -6.022 -3.385 -0.167 HN2A A92 44 # 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 A92 F C12 SING N N 1 A92 C1 C3 DOUB Y N 2 A92 C1 C5 SING Y N 3 A92 C2 C4 DOUB Y N 4 A92 C2 C7 SING Y N 5 A92 C3 C8 SING Y N 6 A92 C4 C9 SING Y N 7 A92 C5 C11 DOUB Y N 8 A92 C6 C9 DOUB Y N 9 A92 C6 C12 SING Y N 10 A92 C7 C12 DOUB Y N 11 A92 C7 C13 SING Y N 12 A92 C8 C10 DOUB Y N 13 A92 C8 C14 SING N N 14 A92 C9 C19 SING N N 15 A92 C10 C11 SING Y N 16 A92 C10 N20 SING Y N 17 A92 C11 N21 SING Y N 18 A92 C13 N20 SING Y N 19 A92 C13 N21 DOUB Y N 20 A92 C14 N23 SING N N 21 A92 C14 O24 DOUB N N 22 A92 C15 C16 SING N N 23 A92 C15 C17 SING N N 24 A92 C16 C18 SING N N 25 A92 C17 C19 SING N N 26 A92 C18 N22 SING N N 27 A92 C19 N22 SING N N 28 A92 C1 H1 SING N N 29 A92 C2 H2 SING N N 30 A92 C3 H3 SING N N 31 A92 C4 H4 SING N N 32 A92 C5 H5 SING N N 33 A92 C6 H6 SING N N 34 A92 C15 H15 SING N N 35 A92 C15 H15A SING N N 36 A92 C16 H16 SING N N 37 A92 C16 H16A SING N N 38 A92 C17 H17 SING N N 39 A92 C17 H17A SING N N 40 A92 C18 H18 SING N N 41 A92 C18 H18A SING N N 42 A92 C19 H19 SING N N 43 A92 N20 HN20 SING N N 44 A92 N22 HN22 SING N N 45 A92 N23 HN23 SING N N 46 A92 N23 HN2A SING N N 47 # 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 A92 SMILES_CANONICAL CACTVS 3.352 "NC(=O)c1cccc2nc([nH]c12)c3ccc(cc3F)[C@@H]4CCCCN4" A92 SMILES CACTVS 3.352 "NC(=O)c1cccc2nc([nH]c12)c3ccc(cc3F)[CH]4CCCCN4" A92 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(c2c(c1)nc([nH]2)c3ccc(cc3F)[C@@H]4CCCCN4)C(=O)N" A92 SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(c2c(c1)nc([nH]2)c3ccc(cc3F)C4CCCCN4)C(=O)N" A92 InChI InChI 1.03 "InChI=1S/C19H19FN4O/c20-14-10-11(15-5-1-2-9-22-15)7-8-12(14)19-23-16-6-3-4-13(18(21)25)17(16)24-19/h3-4,6-8,10,15,22H,1-2,5,9H2,(H2,21,25)(H,23,24)/t15-/m0/s1" A92 InChIKey InChI 1.03 LGVIXHMVSRYWJL-HNNXBMFYSA-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 A92 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-[2-fluoro-4-[(2S)-piperidin-2-yl]phenyl]-3H-benzimidazole-4-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 A92 "Create component" 2010-01-21 RCSB A92 "Modify aromatic_flag" 2011-06-04 RCSB A92 "Modify descriptor" 2011-06-04 RCSB #