data_LGF # _chem_comp.id LGF _chem_comp.name "1-[5-[[3-[2,4-bis(fluoranyl)phenyl]-6,8-dihydro-5~{H}-imidazo[1,5-a]pyrazin-7-yl]carbonyl]-6-methoxy-1~{H}-pyrrolo[2,3-b]pyridin-3-yl]-2-[(3~{R})-3-oxidanylpyrrolidin-1-yl]ethane-1,2-dione" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H24 F2 N6 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "3,11-DIFLUORO-6,8,13-TRIMETHYL-8H-QUINO[4,3,2-KL]ACRIDIN-13-IUM" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-06-25 _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 550.513 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LGF _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 2QD9 _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 LGF C13 C1 C 0 1 Y N N -5.197 0.811 16.066 8.278 -1.387 0.419 C13 LGF 1 LGF C18 C2 C 0 1 Y N N -1.139 -1.672 24.854 -0.462 2.487 -0.707 C18 LGF 2 LGF C16 C3 C 0 1 N N N -1.631 -2.206 23.488 0.688 2.210 -1.586 C16 LGF 3 LGF C15 C4 C 0 1 Y N N -3.199 1.707 17.191 6.253 -0.106 0.379 C15 LGF 4 LGF C19 C5 C 0 1 Y N N -1.951 -1.819 25.919 -1.544 1.604 -0.652 C19 LGF 5 LGF C21 C6 C 0 1 Y N N 0.186 -0.919 24.969 -0.486 3.642 0.095 C21 LGF 6 LGF C22 C7 C 0 1 Y N N -0.231 -0.632 27.124 -2.554 3.087 0.972 C22 LGF 7 LGF C23 C8 C 0 1 Y N N -1.370 -1.265 27.132 -2.598 1.913 0.198 C23 LGF 8 LGF C24 C9 C 0 1 Y N N -1.924 -1.256 28.506 -3.878 1.255 0.526 C24 LGF 9 LGF C11 C10 C 0 1 Y N N -5.153 0.871 18.368 6.166 -2.518 0.493 C11 LGF 10 LGF C12 C11 C 0 1 Y N N -5.863 0.536 17.174 7.547 -2.562 0.481 C12 LGF 11 LGF C27 C12 C 0 1 N N N -3.187 -1.873 29.011 -4.387 -0.001 -0.021 C27 LGF 12 LGF F33 F1 F 0 1 N N N -5.736 0.379 14.951 9.628 -1.435 0.401 F33 LGF 13 LGF C14 C13 C 0 1 Y N N -3.900 1.395 16.067 7.631 -0.162 0.368 C14 LGF 14 LGF F32 F2 F 0 1 N N N -5.791 0.511 19.524 5.453 -3.664 0.554 F32 LGF 15 LGF C10 C14 C 0 1 Y N N -3.876 1.360 18.425 5.509 -1.285 0.442 C10 LGF 16 LGF C9 C15 C 0 1 Y N N -3.222 1.584 19.761 4.032 -1.231 0.455 C9 LGF 17 LGF N8 N1 N 0 1 Y N N -2.701 2.670 20.216 3.241 -1.909 1.262 N8 LGF 18 LGF N5 N2 N 0 1 Y N N -2.891 0.515 20.616 3.255 -0.469 -0.359 N5 LGF 19 LGF C6 C16 C 0 1 Y N N -2.200 1.035 21.611 1.950 -0.723 -0.018 C6 LGF 20 LGF C7 C17 C 0 1 Y N N -2.061 2.353 21.457 1.962 -1.611 0.984 C7 LGF 21 LGF C4 C18 C 0 1 N N N -1.644 0.226 22.697 0.764 -0.080 -0.696 C4 LGF 22 LGF N3 N3 N 0 1 N N N -1.908 -1.175 22.459 1.293 1.006 -1.544 N3 LGF 23 LGF C2 C19 C 0 1 N N N -2.092 -1.736 21.089 2.498 0.737 -2.343 C2 LGF 24 LGF C1 C20 C 0 1 N N N -3.227 -0.914 20.433 3.680 0.463 -1.405 C1 LGF 25 LGF O17 O1 O 0 1 N N N -1.752 -3.357 23.167 1.092 3.066 -2.349 O17 LGF 26 LGF N26 N4 N 0 1 Y N N 0.015 -0.209 28.388 -3.713 3.141 1.711 N26 LGF 27 LGF C25 C21 C 0 1 Y N N -1.025 -0.580 29.242 -4.497 2.068 1.455 C25 LGF 28 LGF N20 N5 N 0 1 Y N N 0.578 -0.466 26.062 -1.506 3.899 0.890 N20 LGF 29 LGF O34 O2 O 0 1 N N N 0.907 -0.775 23.833 0.557 4.505 0.050 O34 LGF 30 LGF C35 C22 C 0 1 N N N 2.180 -0.050 23.914 0.479 5.661 0.886 C35 LGF 31 LGF O28 O3 O 0 1 N N N -3.858 -2.641 28.301 -3.731 -0.618 -0.838 O28 LGF 32 LGF C29 C23 C 0 1 N N N -3.634 -1.602 30.445 -5.710 -0.527 0.423 C29 LGF 33 LGF O31 O4 O 0 1 N N N -3.446 -0.491 30.957 -6.365 0.089 1.239 O31 LGF 34 LGF N30 N6 N 0 1 N N N -4.214 -2.575 31.258 -6.179 -1.685 -0.082 N30 LGF 35 LGF C36 C24 C 0 1 N N N -3.684 -3.892 31.486 -7.462 -2.315 0.266 C36 LGF 36 LGF C37 C25 C 0 1 N N R -5.040 -4.598 31.463 -7.559 -3.630 -0.535 C37 LGF 37 LGF O40 O5 O 0 1 N N N -5.564 -4.696 30.140 -8.136 -4.666 0.263 O40 LGF 38 LGF C38 C26 C 0 1 N N N -5.897 -3.763 32.401 -6.075 -3.949 -0.860 C38 LGF 39 LGF C39 C27 C 0 1 N N N -5.465 -2.335 31.984 -5.494 -2.528 -1.079 C39 LGF 40 LGF H1 H1 H 0 1 N N N -2.225 2.172 17.166 5.750 0.849 0.339 H1 LGF 41 LGF H2 H2 H 0 1 N N N -2.921 -2.293 25.877 -1.561 0.707 -1.254 H2 LGF 42 LGF H3 H3 H 0 1 N N N -6.851 0.099 17.177 8.057 -3.513 0.520 H3 LGF 43 LGF H4 H4 H 0 1 N N N -3.441 1.605 15.112 8.206 0.750 0.319 H4 LGF 44 LGF H5 H5 H 0 1 N N N -1.568 3.039 22.130 1.094 -2.014 1.484 H5 LGF 45 LGF H6 H6 H 0 1 N N N -0.557 0.387 22.751 0.244 -0.813 -1.312 H6 LGF 46 LGF H7 H7 H 0 1 N N N -2.107 0.527 23.648 0.084 0.328 0.052 H7 LGF 47 LGF H8 H8 H 0 1 N N N -2.375 -2.797 21.147 2.328 -0.132 -2.977 H8 LGF 48 LGF H9 H9 H 0 1 N N N -1.163 -1.635 20.508 2.722 1.603 -2.966 H9 LGF 49 LGF H10 H10 H 0 1 N N N -4.187 -1.141 20.920 4.009 1.397 -0.950 H10 LGF 50 LGF H11 H11 H 0 1 N N N -3.294 -1.152 19.361 4.501 0.024 -1.972 H11 LGF 51 LGF H12 H12 H 0 1 N N N 0.829 0.299 28.670 -3.938 3.851 2.332 H12 LGF 52 LGF H13 H13 H 0 1 N N N -1.094 -0.364 30.298 -5.459 1.877 1.908 H13 LGF 53 LGF H14 H14 H 0 1 N N N 2.647 -0.015 22.919 1.376 6.266 0.754 H14 LGF 54 LGF H15 H15 H 0 1 N N N 1.996 0.975 24.268 -0.398 6.248 0.613 H15 LGF 55 LGF H16 H16 H 0 1 N N N 2.852 -0.566 24.616 0.399 5.352 1.928 H16 LGF 56 LGF H17 H17 H 0 1 N N N -3.013 -4.228 30.682 -7.492 -2.528 1.335 H17 LGF 57 LGF H18 H18 H 0 1 N N N -3.170 -3.984 32.454 -8.285 -1.653 -0.002 H18 LGF 58 LGF H19 H19 H 0 1 N N N -4.920 -5.602 31.895 -8.131 -3.483 -1.450 H19 LGF 59 LGF H20 H20 H 0 1 N N N -6.404 -5.139 30.164 -9.037 -4.479 0.558 H20 LGF 60 LGF H21 H21 H 0 1 N N N -6.970 -3.930 32.227 -5.590 -4.448 -0.021 H21 LGF 61 LGF H22 H22 H 0 1 N N N -5.661 -3.967 33.456 -5.994 -4.548 -1.767 H22 LGF 62 LGF H23 H23 H 0 1 N N N -5.296 -1.699 32.865 -5.714 -2.177 -2.087 H23 LGF 63 LGF H24 H24 H 0 1 N N N -6.218 -1.867 31.333 -4.419 -2.527 -0.902 H24 LGF 64 # # 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 LGF F33 C13 SING N N 1 LGF C13 C14 DOUB Y N 2 LGF C13 C12 SING Y N 3 LGF C14 C15 SING Y N 4 LGF C12 C11 DOUB Y N 5 LGF C15 C10 DOUB Y N 6 LGF C11 C10 SING Y N 7 LGF C11 F32 SING N N 8 LGF C10 C9 SING N N 9 LGF C9 N8 DOUB Y N 10 LGF C9 N5 SING Y N 11 LGF N8 C7 SING Y N 12 LGF C1 N5 SING N N 13 LGF C1 C2 SING N N 14 LGF N5 C6 SING Y N 15 LGF C2 N3 SING N N 16 LGF C7 C6 DOUB Y N 17 LGF C6 C4 SING N N 18 LGF N3 C4 SING N N 19 LGF N3 C16 SING N N 20 LGF O17 C16 DOUB N N 21 LGF C16 C18 SING N N 22 LGF O34 C35 SING N N 23 LGF O34 C21 SING N N 24 LGF C18 C21 DOUB Y N 25 LGF C18 C19 SING Y N 26 LGF C21 N20 SING Y N 27 LGF C19 C23 DOUB Y N 28 LGF N20 C22 DOUB Y N 29 LGF C22 C23 SING Y N 30 LGF C22 N26 SING Y N 31 LGF C23 C24 SING Y N 32 LGF O28 C27 DOUB N N 33 LGF N26 C25 SING Y N 34 LGF C24 C27 SING N N 35 LGF C24 C25 DOUB Y N 36 LGF C27 C29 SING N N 37 LGF O40 C37 SING N N 38 LGF C29 O31 DOUB N N 39 LGF C29 N30 SING N N 40 LGF N30 C36 SING N N 41 LGF N30 C39 SING N N 42 LGF C37 C36 SING N N 43 LGF C37 C38 SING N N 44 LGF C39 C38 SING N N 45 LGF C15 H1 SING N N 46 LGF C19 H2 SING N N 47 LGF C12 H3 SING N N 48 LGF C14 H4 SING N N 49 LGF C7 H5 SING N N 50 LGF C4 H6 SING N N 51 LGF C4 H7 SING N N 52 LGF C2 H8 SING N N 53 LGF C2 H9 SING N N 54 LGF C1 H10 SING N N 55 LGF C1 H11 SING N N 56 LGF N26 H12 SING N N 57 LGF C25 H13 SING N N 58 LGF C35 H14 SING N N 59 LGF C35 H15 SING N N 60 LGF C35 H16 SING N N 61 LGF C36 H17 SING N N 62 LGF C36 H18 SING N N 63 LGF C37 H19 SING N N 64 LGF O40 H20 SING N N 65 LGF C38 H21 SING N N 66 LGF C38 H22 SING N N 67 LGF C39 H23 SING N N 68 LGF C39 H24 SING N N 69 # # 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 LGF InChI InChI 1.03 "InChI=1S/C27H24F2N6O5/c1-40-25-19(9-18-20(11-30-23(18)32-25)22(37)27(39)33-5-4-16(36)13-33)26(38)34-6-7-35-15(12-34)10-31-24(35)17-3-2-14(28)8-21(17)29/h2-3,8-11,16,36H,4-7,12-13H2,1H3,(H,30,32)/t16-/m1/s1" LGF InChIKey InChI 1.03 GRRHHDRNCLEFSY-MRXNPFEDSA-N LGF SMILES_CANONICAL CACTVS 3.385 "COc1nc2[nH]cc(C(=O)C(=O)N3CC[C@@H](O)C3)c2cc1C(=O)N4CCn5c(C4)cnc5c6ccc(F)cc6F" LGF SMILES CACTVS 3.385 "COc1nc2[nH]cc(C(=O)C(=O)N3CC[CH](O)C3)c2cc1C(=O)N4CCn5c(C4)cnc5c6ccc(F)cc6F" LGF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "COc1c(cc2c(c[nH]c2n1)C(=O)C(=O)N3CC[C@H](C3)O)C(=O)N4CCn5c(cnc5c6ccc(cc6F)F)C4" LGF SMILES "OpenEye OEToolkits" 2.0.6 "COc1c(cc2c(c[nH]c2n1)C(=O)C(=O)N3CCC(C3)O)C(=O)N4CCn5c(cnc5c6ccc(cc6F)F)C4" # _pdbx_chem_comp_identifier.comp_id LGF _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "1-[5-[[3-[2,4-bis(fluoranyl)phenyl]-6,8-dihydro-5~{H}-imidazo[1,5-a]pyrazin-7-yl]carbonyl]-6-methoxy-1~{H}-pyrrolo[2,3-b]pyridin-3-yl]-2-[(3~{R})-3-oxidanylpyrrolidin-1-yl]ethane-1,2-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LGF "Create component" 2007-06-25 EBI LGF "Modify aromatic_flag" 2011-06-04 RCSB LGF "Modify descriptor" 2011-06-04 RCSB LGF "Modify aromatic_flag" 2018-11-30 RCSB LGF "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LGF _pdbx_chem_comp_synonyms.name "3,11-DIFLUORO-6,8,13-TRIMETHYL-8H-QUINO[4,3,2-KL]ACRIDIN-13-IUM" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##