data_09I # _chem_comp.id 09I _chem_comp.name "3-azanyl-5-(azepan-1-yl)-N-carbamimidoyl-6-(4-fluoranyl-1-benzofuran-2-yl)pyrazine-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 F N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-02-16 _chem_comp.pdbx_modified_date 2018-12-14 _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 411.433 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 09I _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 5ZC5 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 09I C5 C1 C 0 1 Y N N -2.256 -32.862 -31.988 2.830 3.652 -0.491 C5 09I 1 09I C8 C2 C 0 1 Y N N -1.553 -32.611 -28.400 0.811 0.683 0.086 C8 09I 2 09I C3 C3 C 0 1 Y N N -4.324 -31.593 -31.898 4.720 2.928 0.797 C3 09I 3 09I C6 C4 C 0 1 Y N N -2.104 -32.706 -30.609 2.175 2.457 -0.183 C6 09I 4 09I C1 C5 C 0 1 Y N N -3.059 -32.005 -29.921 2.807 1.494 0.624 C1 09I 5 09I C17 C6 C 0 1 N N N 1.839 -28.692 -27.753 3.893 -2.878 -0.810 C17 09I 6 09I C14 C7 C 0 1 N N N -0.108 -29.292 -25.587 1.459 -2.998 0.943 C14 09I 7 09I C9 C8 C 0 1 Y N N -1.031 -32.721 -27.025 -0.333 -0.248 0.020 C9 09I 8 09I C20 C9 C 0 1 N N N -1.470 -37.843 -25.789 -5.490 1.713 0.160 C20 09I 9 09I C19 C10 C 0 1 N N N -0.403 -29.789 -27.985 1.452 -2.737 -1.490 C19 09I 10 09I C4 C11 C 0 1 Y N N -3.373 -32.308 -32.626 4.099 3.879 0.001 C4 09I 11 09I C13 C12 C 0 1 N N N -0.937 -35.701 -24.873 -3.980 -0.102 0.090 C13 09I 12 09I C7 C13 C 0 1 Y N N -1.127 -33.117 -29.626 0.866 1.894 -0.520 C7 09I 13 09I C18 C14 C 0 1 N N N 1.035 -29.772 -28.478 2.755 -3.556 -1.525 C18 09I 14 09I C2 C15 C 0 1 Y N N -4.174 -31.430 -30.520 4.084 1.745 1.109 C2 09I 15 09I F1 F1 F 0 1 N N N -1.332 -33.543 -32.687 2.228 4.576 -1.271 F1 09I 16 09I O1 O1 O 0 1 Y N N -2.743 -31.966 -28.647 1.957 0.455 0.757 O1 09I 17 09I C12 C16 C 0 1 Y N N -0.571 -31.672 -26.217 -0.109 -1.636 -0.108 C12 09I 18 09I N3 N1 N 0 1 N N N -0.393 -30.310 -26.606 1.182 -2.123 -0.171 N3 09I 19 09I C16 C17 C 0 1 N N N 2.388 -29.207 -26.419 3.914 -3.353 0.660 C16 09I 20 09I C15 C18 C 0 1 N N N 1.390 -29.308 -25.256 2.880 -2.696 1.453 C15 09I 21 09I N2 N2 N 0 1 Y N N -0.212 -32.017 -24.939 -1.136 -2.470 -0.166 N2 09I 22 09I C11 C19 C 0 1 Y N N -0.315 -33.275 -24.455 -2.378 -2.002 -0.105 C11 09I 23 09I N4 N3 N 0 1 N N N 0.055 -33.546 -23.180 -3.448 -2.874 -0.165 N4 09I 24 09I C10 C20 C 0 1 Y N N -0.809 -34.276 -25.279 -2.603 -0.621 0.022 C10 09I 25 09I N1 N4 N 0 1 Y N N -1.149 -33.973 -26.545 -1.571 0.219 0.086 N1 09I 26 09I O2 O2 O 0 1 N N N -0.809 -36.018 -23.703 -4.919 -0.874 0.140 O2 09I 27 09I N5 N5 N 0 1 N N N -1.092 -36.576 -25.886 -4.200 1.227 0.096 N5 09I 28 09I N7 N6 N 0 1 N N N -1.535 -38.571 -26.905 -6.496 0.887 0.213 N7 09I 29 09I N6 N7 N 0 1 N N N -1.767 -38.380 -24.609 -5.715 3.069 0.166 N6 09I 30 09I H1 H1 H 0 1 N N N -5.178 -31.165 -32.402 5.713 3.116 1.177 H1 09I 31 09I H2 H2 H 0 1 N N N 2.680 -28.383 -28.391 4.835 -3.141 -1.291 H2 09I 32 09I H3 H3 H 0 1 N N N 1.186 -27.827 -27.562 3.756 -1.798 -0.843 H3 09I 33 09I H4 H4 H 0 1 N N N -0.389 -28.300 -25.971 0.737 -2.819 1.739 H4 09I 34 09I H5 H5 H 0 1 N N N -0.687 -29.511 -24.678 1.398 -4.037 0.619 H5 09I 35 09I H6 H6 H 0 1 N N N -0.817 -28.770 -27.998 1.516 -1.947 -2.237 H6 09I 36 09I H7 H7 H 0 1 N N N -1.013 -30.441 -28.628 0.621 -3.395 -1.747 H7 09I 37 09I H8 H8 H 0 1 N N N -3.499 -32.436 -33.691 4.610 4.801 -0.234 H8 09I 38 09I H9 H9 H 0 1 N N N -0.238 -33.703 -29.807 0.100 2.351 -1.129 H9 09I 39 09I H10 H10 H 0 1 N N N 1.494 -30.753 -28.288 3.040 -3.718 -2.564 H10 09I 40 09I H11 H11 H 0 1 N N N 1.044 -29.566 -29.558 2.574 -4.524 -1.058 H11 09I 41 09I H12 H12 H 0 1 N N N -4.898 -30.877 -29.940 4.579 1.014 1.730 H12 09I 42 09I H13 H13 H 0 1 N N N 2.799 -30.212 -26.594 3.751 -4.431 0.688 H13 09I 43 09I H14 H14 H 0 1 N N N 3.196 -28.529 -26.107 4.889 -3.131 1.093 H14 09I 44 09I H15 H15 H 0 1 N N N 1.598 -30.250 -24.728 3.044 -1.619 1.421 H15 09I 45 09I H16 H16 H 0 1 N N N 1.585 -28.460 -24.583 2.962 -3.032 2.487 H16 09I 46 09I H17 H17 H 0 1 N N N 0.379 -32.708 -22.741 -3.296 -3.817 -0.332 H17 09I 47 09I H18 H18 H 0 1 N N N -0.730 -33.905 -22.675 -4.351 -2.542 -0.042 H18 09I 48 09I H19 H19 H 0 1 N N N -0.902 -36.234 -26.806 -3.452 1.843 0.057 H19 09I 49 09I H20 H20 H 0 1 N N N -1.821 -39.512 -26.722 -7.402 1.228 0.257 H20 09I 50 09I H21 H21 H 0 1 N N N -1.707 -37.826 -23.778 -4.966 3.685 0.127 H21 09I 51 09I H22 H22 H 0 1 N N N -2.051 -39.337 -24.552 -6.622 3.411 0.211 H22 09I 52 # 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 09I F1 C5 SING N N 1 09I C4 C5 DOUB Y N 2 09I C4 C3 SING Y N 3 09I C5 C6 SING Y N 4 09I C3 C2 DOUB Y N 5 09I C6 C1 DOUB Y N 6 09I C6 C7 SING Y N 7 09I C2 C1 SING Y N 8 09I C1 O1 SING Y N 9 09I C7 C8 DOUB Y N 10 09I O1 C8 SING Y N 11 09I C18 C19 SING N N 12 09I C18 C17 SING N N 13 09I C8 C9 SING N N 14 09I C19 N3 SING N N 15 09I C17 C16 SING N N 16 09I C9 N1 DOUB Y N 17 09I C9 C12 SING Y N 18 09I N7 C20 DOUB N N 19 09I N3 C12 SING N N 20 09I N3 C14 SING N N 21 09I N1 C10 SING Y N 22 09I C16 C15 SING N N 23 09I C12 N2 DOUB Y N 24 09I N5 C20 SING N N 25 09I N5 C13 SING N N 26 09I C20 N6 SING N N 27 09I C14 C15 SING N N 28 09I C10 C13 SING N N 29 09I C10 C11 DOUB Y N 30 09I N2 C11 SING Y N 31 09I C13 O2 DOUB N N 32 09I C11 N4 SING N N 33 09I C3 H1 SING N N 34 09I C17 H2 SING N N 35 09I C17 H3 SING N N 36 09I C14 H4 SING N N 37 09I C14 H5 SING N N 38 09I C19 H6 SING N N 39 09I C19 H7 SING N N 40 09I C4 H8 SING N N 41 09I C7 H9 SING N N 42 09I C18 H10 SING N N 43 09I C18 H11 SING N N 44 09I C2 H12 SING N N 45 09I C16 H13 SING N N 46 09I C16 H14 SING N N 47 09I C15 H15 SING N N 48 09I C15 H16 SING N N 49 09I N4 H17 SING N N 50 09I N4 H18 SING N N 51 09I N5 H19 SING N N 52 09I N7 H20 SING N N 53 09I N6 H21 SING N N 54 09I N6 H22 SING N N 55 # 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 09I InChI InChI 1.03 "InChI=1S/C20H22FN7O2/c21-12-6-5-7-13-11(12)10-14(30-13)15-18(28-8-3-1-2-4-9-28)26-17(22)16(25-15)19(29)27-20(23)24/h5-7,10H,1-4,8-9H2,(H2,22,26)(H4,23,24,27,29)" 09I InChIKey InChI 1.03 ITMHCPYYAUUUAC-UHFFFAOYSA-N 09I SMILES_CANONICAL CACTVS 3.385 "NC(=N)NC(=O)c1nc(c2oc3cccc(F)c3c2)c(nc1N)N4CCCCCC4" 09I SMILES CACTVS 3.385 "NC(=N)NC(=O)c1nc(c2oc3cccc(F)c3c2)c(nc1N)N4CCCCCC4" 09I SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "[H]/N=C(/N)\NC(=O)c1c(nc(c(n1)c2cc3c(o2)cccc3F)N4CCCCCC4)N" 09I SMILES "OpenEye OEToolkits" 2.0.6 "c1cc2c(cc(o2)c3c(nc(c(n3)C(=O)NC(=N)N)N)N4CCCCCC4)c(c1)F" # 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 09I "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-azanyl-5-(azepan-1-yl)-~{N}-carbamimidoyl-6-(4-fluoranyl-1-benzofuran-2-yl)pyrazine-2-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 09I "Create component" 2018-02-16 PDBJ 09I "Initial release" 2018-12-19 RCSB #