data_546 # _chem_comp.id 546 _chem_comp.name "2-methoxy-6,7-dimethyl-9-(4-methylpyridin-3-yl)imidazo[1,5-a]pyrido[3,2-e]pyrazine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-07-11 _chem_comp.pdbx_modified_date 2011-10-21 _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 319.360 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 546 _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 3SNI _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 546 C1 C1 C 0 1 N N N 15.107 -41.175 -20.047 1.433 3.044 1.652 C1 546 1 546 N1 N1 N 0 1 Y N N 11.594 -39.476 -21.879 3.375 0.549 -1.189 N1 546 2 546 O1 O1 O 0 1 N N N 16.119 -37.918 -23.962 2.081 -3.264 0.179 O1 546 3 546 C2 C2 C 0 1 Y N N 13.885 -40.552 -20.662 2.121 2.159 0.645 C2 546 4 546 N2 N2 N 0 1 Y N N 13.617 -38.598 -17.893 -0.850 2.480 -0.307 N2 546 5 546 C3 C3 C 0 1 Y N N 13.239 -41.241 -21.702 3.501 2.100 0.577 C3 546 6 546 N3 N3 N 0 1 Y N N 15.112 -37.722 -19.275 -0.904 0.311 -0.100 N3 546 7 546 C4 C4 C 0 1 Y N N 12.111 -40.667 -22.272 4.099 1.277 -0.361 C4 546 8 546 N4 N4 N 0 1 Y N N 15.581 -37.846 -21.631 0.558 -1.528 0.046 N4 546 9 546 C5 C5 C 0 1 Y N N 12.228 -38.822 -20.870 2.058 0.570 -1.164 C5 546 10 546 N5 N5 N 0 1 Y N N 17.262 -35.952 -18.896 -3.043 -1.427 0.109 N5 546 11 546 C6 C6 C 0 1 Y N N 13.370 -39.307 -20.227 1.379 1.375 -0.248 C6 546 12 546 C7 C7 C 0 1 Y N N 14.009 -38.551 -19.151 -0.098 1.398 -0.219 C7 546 13 546 C8 C8 C 0 1 Y N N 14.465 -37.783 -17.177 -2.136 2.143 -0.249 C8 546 14 546 C9 C9 C 0 1 Y N N 15.412 -37.215 -18.018 -2.209 0.771 -0.117 C9 546 15 546 C10 C10 C 0 1 Y N N 15.884 -37.354 -20.407 -0.675 -1.048 0.025 C10 546 16 546 C11 C11 C 0 1 Y N N 16.949 -36.465 -20.173 -1.777 -1.915 0.129 C11 546 17 546 C12 C12 C 0 1 Y N N 17.728 -36.086 -21.272 -1.548 -3.293 0.255 C12 546 18 546 C13 C13 C 0 1 Y N N 17.435 -36.582 -22.544 -0.243 -3.741 0.271 C13 546 19 546 C14 C14 C 0 1 Y N N 16.356 -37.453 -22.675 0.798 -2.822 0.163 C14 546 20 546 C15 C15 C 0 1 N N N 14.772 -38.280 -24.266 3.108 -2.277 0.065 C15 546 21 546 C16 C16 C 0 1 Y N N 16.537 -36.301 -17.870 -3.275 -0.145 -0.009 C16 546 22 546 C17 C17 C 0 1 N N N 16.931 -35.712 -16.543 -4.695 0.357 -0.027 C17 546 23 546 C18 C18 C 0 1 N N N 14.238 -37.651 -15.720 -3.305 3.091 -0.314 C18 546 24 546 H1 H1 H 0 1 N N N 16.003 -40.839 -20.590 1.267 4.029 1.216 H1 546 25 546 H1A H1A H 0 1 N N N 15.182 -40.871 -18.992 0.476 2.603 1.929 H1A 546 26 546 H1B H1B H 0 1 N N N 15.030 -42.271 -20.109 2.060 3.140 2.539 H1B 546 27 546 H3 H3 H 0 1 N N N 13.611 -42.194 -22.049 4.106 2.691 1.249 H3 546 28 546 H4 H4 H 0 1 N N N 11.618 -41.198 -23.073 5.177 1.229 -0.415 H4 546 29 546 H5 H5 H 0 1 N N N 11.826 -37.873 -20.547 1.500 -0.040 -1.858 H5 546 30 546 H12 H12 H 0 1 N N N 18.558 -35.408 -21.136 -2.372 -3.986 0.338 H12 546 31 546 H13 H13 H 0 1 N N N 18.028 -36.299 -23.401 -0.030 -4.795 0.367 H13 546 32 546 H15 H15 H 0 1 N N N 14.712 -38.630 -25.307 2.994 -1.741 -0.878 H15 546 33 546 H15A H15A H 0 0 N N N 14.447 -39.084 -23.589 3.030 -1.574 0.894 H15A 546 34 546 H15B H15B H 0 0 N N N 14.119 -37.404 -24.136 4.083 -2.763 0.091 H15B 546 35 546 H17 H17 H 0 1 N N N 17.805 -35.058 -16.677 -5.380 -0.485 0.067 H17 546 36 546 H17A H17A H 0 0 N N N 16.093 -35.126 -16.139 -4.849 1.045 0.804 H17A 546 37 546 H17B H17B H 0 0 N N N 17.183 -36.522 -15.843 -4.885 0.876 -0.967 H17B 546 38 546 H18 H18 H 0 1 N N N 13.374 -38.264 -15.426 -3.608 3.223 -1.353 H18 546 39 546 H18A H18A H 0 0 N N N 15.132 -37.993 -15.177 -4.137 2.682 0.258 H18A 546 40 546 H18B H18B H 0 0 N N N 14.040 -36.597 -15.474 -3.015 4.055 0.105 H18B 546 41 # 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 546 C1 C2 SING N N 1 546 C1 H1 SING N N 2 546 C1 H1A SING N N 3 546 C1 H1B SING N N 4 546 C4 N1 DOUB Y N 5 546 N1 C5 SING Y N 6 546 C15 O1 SING N N 7 546 O1 C14 SING N N 8 546 C2 C3 DOUB Y N 9 546 C2 C6 SING Y N 10 546 C7 N2 DOUB Y N 11 546 N2 C8 SING Y N 12 546 C3 C4 SING Y N 13 546 C3 H3 SING N N 14 546 C10 N3 SING Y N 15 546 N3 C7 SING Y N 16 546 N3 C9 SING Y N 17 546 C4 H4 SING N N 18 546 C14 N4 SING Y N 19 546 N4 C10 DOUB Y N 20 546 C5 C6 DOUB Y N 21 546 C5 H5 SING N N 22 546 C11 N5 SING Y N 23 546 N5 C16 DOUB Y N 24 546 C6 C7 SING N N 25 546 C9 C8 DOUB Y N 26 546 C8 C18 SING N N 27 546 C9 C16 SING Y N 28 546 C10 C11 SING Y N 29 546 C12 C11 DOUB Y N 30 546 C13 C12 SING Y N 31 546 C12 H12 SING N N 32 546 C14 C13 DOUB Y N 33 546 C13 H13 SING N N 34 546 C15 H15 SING N N 35 546 C15 H15A SING N N 36 546 C15 H15B SING N N 37 546 C16 C17 SING N N 38 546 C17 H17 SING N N 39 546 C17 H17A SING N N 40 546 C17 H17B SING N N 41 546 C18 H18 SING N N 42 546 C18 H18A SING N N 43 546 C18 H18B SING N N 44 # 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 546 SMILES ACDLabs 12.01 "n2c1c(nc(OC)cc1)n4c(c2C)c(nc4c3c(ccnc3)C)C" 546 InChI InChI 1.03 "InChI=1S/C18H17N5O/c1-10-7-8-19-9-13(10)17-21-12(3)16-11(2)20-14-5-6-15(24-4)22-18(14)23(16)17/h5-9H,1-4H3" 546 InChIKey InChI 1.03 VAYNYSLGOOSRMO-UHFFFAOYSA-N 546 SMILES_CANONICAL CACTVS 3.370 "COc1ccc2nc(C)c3n(c2n1)c(nc3C)c4cnccc4C" 546 SMILES CACTVS 3.370 "COc1ccc2nc(C)c3n(c2n1)c(nc3C)c4cnccc4C" 546 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1ccncc1c2nc(c3n2c4c(ccc(n4)OC)nc3C)C" 546 SMILES "OpenEye OEToolkits" 1.7.2 "Cc1ccncc1c2nc(c3n2c4c(ccc(n4)OC)nc3C)C" # 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 546 "SYSTEMATIC NAME" ACDLabs 12.01 "2-methoxy-6,7-dimethyl-9-(4-methylpyridin-3-yl)imidazo[1,5-a]pyrido[3,2-e]pyrazine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 546 "Create component" 2011-07-11 RCSB #