data_O7K # _chem_comp.id O7K _chem_comp.name pyrazinoquinolinone _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H23 Cl F2 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(2R,4aR)-3-acryloyl-11-chloro-9-fluoro-10-(2-fluoro-6-hydroxyphenyl)-2,6-dimethyl-2,3,4,4a-tetrahydro-1H-pyrazino[1',2':4,5]pyrazino[2,3-c]quinolin-5(6H)-one." _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-02-18 _chem_comp.pdbx_modified_date 2021-03-13 _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 500.925 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O7K _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 6T5B _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBE # # 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 O7K C1 C1 C 0 1 N N N -12.207 -5.152 4.597 -6.832 -0.931 0.675 C1 O7K 1 O7K C2 C2 C 0 1 N N N -10.729 -5.210 4.214 -5.766 -1.411 -0.275 C2 O7K 2 O7K C3 C3 C 0 1 N N N -10.985 -7.619 3.629 -4.057 -0.744 1.358 C3 O7K 3 O7K C7 C4 C 0 1 Y N N -7.550 -11.966 4.793 -0.419 3.143 -0.258 C7 O7K 4 O7K C8 C5 C 0 1 Y N N -6.613 -11.746 2.699 1.326 1.620 -0.127 C8 O7K 5 O7K C9 C6 C 0 1 Y N N -7.350 -10.583 2.433 0.419 0.546 0.063 C9 O7K 6 O7K C10 C7 C 0 1 Y N N -8.226 -10.103 3.446 -0.961 0.827 0.086 C10 O7K 7 O7K C11 C8 C 0 1 N N N -8.104 -7.654 3.718 -2.406 -0.629 -1.031 C11 O7K 8 O7K C12 C9 C 0 1 N N R -8.847 -6.395 3.299 -3.402 -1.776 -0.842 C12 O7K 9 O7K C13 C10 C 0 1 N N N -8.894 -6.179 1.796 -2.690 -2.984 -0.231 C13 O7K 10 O7K C14 C11 C 0 1 Y N N -7.113 -9.893 1.230 0.904 -0.762 0.220 C14 O7K 11 O7K C15 C12 C 0 1 Y N N -6.210 -10.343 0.302 2.243 -0.999 0.188 C15 O7K 12 O7K C16 C13 C 0 1 Y N N -5.464 -11.503 0.532 3.154 0.053 -0.002 C16 O7K 13 O7K C19 C14 C 0 1 Y N N -4.759 -13.190 -1.192 5.238 -0.530 -1.247 C19 O7K 14 O7K C20 C15 C 0 1 Y N N -3.830 -13.631 -2.143 6.599 -0.789 -1.271 C20 O7K 15 O7K C21 C16 C 0 1 Y N N -2.671 -12.912 -2.389 7.331 -0.757 -0.099 C21 O7K 16 O7K C22 C17 C 0 1 Y N N -2.415 -11.713 -1.753 6.712 -0.467 1.104 C22 O7K 17 O7K C24 C18 C 0 1 N N N -8.922 -10.806 7.012 -3.255 3.661 -0.711 C24 O7K 18 O7K CL CL1 CL 0 0 N N N -6.045 -9.502 -1.216 2.833 -2.621 0.385 CL O7K 19 O7K C18 C19 C 0 1 Y N N -4.470 -12.019 -0.485 4.609 -0.231 -0.036 C18 O7K 20 O7K C23 C20 C 0 1 Y N N -3.313 -11.310 -0.793 5.355 -0.207 1.143 C23 O7K 21 O7K F1 F1 F 0 1 N N N -3.041 -10.203 -0.075 4.754 0.076 2.319 F1 O7K 22 O7K O2 O1 O 0 1 N N N -5.937 -13.842 -0.984 4.518 -0.561 -2.399 O2 O7K 23 O7K C17 C21 C 0 1 Y N N -5.700 -12.178 1.724 2.705 1.353 -0.158 C17 O7K 24 O7K F F2 F 0 1 N N N -5.032 -13.318 1.992 3.588 2.360 -0.341 F O7K 25 O7K N2 N1 N 0 1 Y N N -6.699 -12.422 3.886 0.866 2.868 -0.274 N2 O7K 26 O7K C6 C22 C 0 1 Y N N -8.336 -10.830 4.626 -1.371 2.143 -0.082 C6 O7K 27 O7K N1 N2 N 0 1 N N N -9.115 -10.279 5.662 -2.744 2.443 -0.078 N1 O7K 28 O7K C5 C23 C 0 1 N N N -9.988 -9.249 5.397 -3.581 1.566 0.533 C5 O7K 29 O7K O1 O2 O 0 1 N N N -10.531 -8.622 6.308 -4.773 1.783 0.595 O1 O7K 30 O7K N3 N3 N 0 1 N N N -8.873 -8.824 3.275 -1.905 -0.179 0.278 N3 O7K 31 O7K C4 C24 C 0 1 N N R -10.179 -8.880 3.949 -2.990 0.318 1.131 C4 O7K 32 O7K N N4 N 0 1 N N N -10.204 -6.378 3.878 -4.465 -1.314 0.066 N O7K 33 O7K O O3 O 0 1 N N N -10.024 -4.197 4.204 -6.078 -1.886 -1.347 O O7K 34 O7K C C25 C 0 1 N N N -12.445 -4.279 5.644 -8.210 -1.154 0.051 C O7K 35 O7K H1 H1 H 0 1 N N N -12.786 -4.821 3.722 -6.762 -1.487 1.610 H1 O7K 36 O7K H2 H2 H 0 1 N N N -12.535 -6.159 4.895 -6.690 0.132 0.873 H2 O7K 37 O7K H3 H3 H 0 1 N N N -11.886 -7.604 4.260 -3.655 -1.533 1.993 H3 O7K 38 O7K H4 H4 H 0 1 N N N -11.280 -7.646 2.570 -4.922 -0.292 1.845 H4 O7K 39 O7K H5 H5 H 0 1 N N N -7.639 -12.511 5.721 -0.743 4.166 -0.383 H5 O7K 40 O7K H6 H6 H 0 1 N N N -7.997 -7.674 4.813 -1.570 -0.973 -1.640 H6 O7K 41 O7K H7 H7 H 0 1 N N N -7.108 -7.668 3.252 -2.902 0.202 -1.533 H7 O7K 42 O7K H8 H8 H 0 1 N N N -8.297 -5.544 3.726 -3.834 -2.050 -1.804 H8 O7K 43 O7K H9 H9 H 0 1 N N N -9.445 -5.253 1.575 -2.270 -2.707 0.736 H9 O7K 44 O7K H10 H10 H 0 1 N N N -7.869 -6.097 1.405 -3.403 -3.798 -0.099 H10 O7K 45 O7K H11 H11 H 0 1 N N N -9.402 -7.030 1.319 -1.889 -3.307 -0.896 H11 O7K 46 O7K H12 H12 H 0 1 N N N -7.658 -8.982 1.032 0.214 -1.579 0.367 H12 O7K 47 O7K H13 H13 H 0 1 N N N -4.019 -14.542 -2.691 7.089 -1.017 -2.206 H13 O7K 48 O7K H14 H14 H 0 1 N N N -1.951 -13.299 -3.095 8.392 -0.960 -0.123 H14 O7K 49 O7K H15 H15 H 0 1 N N N -1.548 -11.118 -1.999 7.291 -0.445 2.015 H15 O7K 50 O7K H16 H16 H 0 1 N N N -9.593 -10.284 7.710 -3.496 3.455 -1.754 H16 O7K 51 O7K H17 H17 H 0 1 N N N -9.149 -11.882 7.021 -4.153 3.992 -0.190 H17 O7K 52 O7K H18 H18 H 0 1 N N N -7.878 -10.649 7.321 -2.497 4.442 -0.660 H18 O7K 53 O7K H19 H19 H 0 1 N N N -6.430 -13.397 -0.305 4.475 0.288 -2.859 H19 O7K 54 O7K H20 H20 H 0 1 N N N -10.732 -9.714 3.492 -2.566 0.586 2.099 H20 O7K 55 O7K H21 H21 H 0 1 N N N -13.519 -4.274 5.881 -8.352 -2.216 -0.147 H21 O7K 56 O7K H22 H22 H 0 1 N N N -11.877 -4.603 6.528 -8.981 -0.806 0.738 H22 O7K 57 O7K H23 H23 H 0 1 N N N -12.128 -3.266 5.356 -8.280 -0.598 -0.884 H23 O7K 58 # # 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 O7K C21 C20 DOUB Y N 1 O7K C21 C22 SING Y N 2 O7K C20 C19 SING Y N 3 O7K C22 C23 DOUB Y N 4 O7K CL C15 SING N N 5 O7K C19 O2 SING N N 6 O7K C19 C18 DOUB Y N 7 O7K C23 C18 SING Y N 8 O7K C23 F1 SING N N 9 O7K C18 C16 SING N N 10 O7K C15 C16 DOUB Y N 11 O7K C15 C14 SING Y N 12 O7K C16 C17 SING Y N 13 O7K C14 C9 DOUB Y N 14 O7K C17 F SING N N 15 O7K C17 C8 DOUB Y N 16 O7K C13 C12 SING N N 17 O7K C9 C8 SING Y N 18 O7K C9 C10 SING Y N 19 O7K C8 N2 SING Y N 20 O7K N3 C10 SING N N 21 O7K N3 C11 SING N N 22 O7K N3 C4 SING N N 23 O7K C12 C11 SING N N 24 O7K C12 N SING N N 25 O7K C10 C6 DOUB Y N 26 O7K C3 N SING N N 27 O7K C3 C4 SING N N 28 O7K N C2 SING N N 29 O7K N2 C7 DOUB Y N 30 O7K C4 C5 SING N N 31 O7K O C2 DOUB N N 32 O7K C2 C1 SING N N 33 O7K C1 C SING N N 34 O7K C6 C7 SING Y N 35 O7K C6 N1 SING N N 36 O7K C5 N1 SING N N 37 O7K C5 O1 DOUB N N 38 O7K N1 C24 SING N N 39 O7K C1 H1 SING N N 40 O7K C1 H2 SING N N 41 O7K C3 H3 SING N N 42 O7K C3 H4 SING N N 43 O7K C7 H5 SING N N 44 O7K C11 H6 SING N N 45 O7K C11 H7 SING N N 46 O7K C12 H8 SING N N 47 O7K C13 H9 SING N N 48 O7K C13 H10 SING N N 49 O7K C13 H11 SING N N 50 O7K C14 H12 SING N N 51 O7K C20 H13 SING N N 52 O7K C21 H14 SING N N 53 O7K C22 H15 SING N N 54 O7K C24 H16 SING N N 55 O7K C24 H17 SING N N 56 O7K C24 H18 SING N N 57 O7K O2 H19 SING N N 58 O7K C4 H20 SING N N 59 O7K C H21 SING N N 60 O7K C H22 SING N N 61 O7K C H23 SING N N 62 # # 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 O7K InChI InChI 1.03 "InChI=1S/C25H23ClF2N4O3/c1-4-19(34)31-11-17-25(35)30(3)16-9-29-23-13(24(16)32(17)10-12(31)2)8-14(26)20(22(23)28)21-15(27)6-5-7-18(21)33/h5-9,12,17,33H,4,10-11H2,1-3H3/t12-,17-/m1/s1" O7K InChIKey InChI 1.03 PJYYTOVRCBFDTN-SJKOYZFVSA-N O7K SMILES_CANONICAL CACTVS 3.385 "CCC(=O)N1C[C@H]2N(C[C@H]1C)c3c(cnc4c(F)c(c(Cl)cc34)c5c(O)cccc5F)N(C)C2=O" O7K SMILES CACTVS 3.385 "CCC(=O)N1C[CH]2N(C[CH]1C)c3c(cnc4c(F)c(c(Cl)cc34)c5c(O)cccc5F)N(C)C2=O" O7K SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CCC(=O)N1C[C@@H]2C(=O)N(c3cnc4c(c3N2C[C@H]1C)cc(c(c4F)c5c(cccc5F)O)Cl)C" O7K SMILES "OpenEye OEToolkits" 2.0.7 "CCC(=O)N1CC2C(=O)N(c3cnc4c(c3N2CC1C)cc(c(c4F)c5c(cccc5F)O)Cl)C" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site O7K "Create component" 2020-02-18 PDBE O7K "Initial release" 2020-02-26 RCSB O7K "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id O7K _pdbx_chem_comp_synonyms.name "(2R,4aR)-3-acryloyl-11-chloro-9-fluoro-10-(2-fluoro-6-hydroxyphenyl)-2,6-dimethyl-2,3,4,4a-tetrahydro-1H-pyrazino[1',2':4,5]pyrazino[2,3-c]quinolin-5(6H)-one." _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##