data_LGX # _chem_comp.id LGX _chem_comp.name "N-(5-cyclopropyl-1H-pyrazol-3-yl)-2-{(2R)-1-[(6-fluoropyridin-3-yl)carbonyl]pyrrolidin-2-yl}pyrrolo[2,1-f][1,2,4]triazin-4-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 F N8 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-07-19 _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 432.454 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LGX _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 3NW5 _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 LGX N1 N1 N 0 1 Y N N -15.573 7.078 9.963 2.824 -1.351 -1.262 N1 LGX 1 LGX C2 C2 C 0 1 Y N N -16.316 6.733 11.089 1.998 -2.203 -0.553 C2 LGX 2 LGX C3 C3 C 0 1 Y N N -16.714 7.930 11.757 2.740 -3.316 -0.211 C3 LGX 3 LGX C4 C4 C 0 1 Y N N -16.178 8.967 10.982 4.023 -3.121 -0.725 C4 LGX 4 LGX C5 C5 C 0 1 Y N N -15.488 8.426 9.895 4.041 -1.918 -1.358 C5 LGX 5 LGX N6 N6 N 0 1 Y N N -15.071 6.111 9.144 2.292 -0.137 -1.718 N6 LGX 6 LGX C7 C7 C 0 1 Y N N -15.269 4.788 9.385 1.048 0.166 -1.471 C7 LGX 7 LGX N8 N8 N 0 1 Y N N -15.977 4.416 10.458 0.240 -0.644 -0.789 N8 LGX 8 LGX C9 C9 C 0 1 Y N N -16.497 5.351 11.303 0.658 -1.812 -0.328 C9 LGX 9 LGX N10 N10 N 0 1 N N N -17.214 4.901 12.383 -0.201 -2.633 0.375 N10 LGX 10 LGX C11 C11 C 0 1 Y N N -17.442 3.482 12.771 -1.526 -2.237 0.594 C11 LGX 11 LGX C12 C12 C 0 1 Y N N -17.084 2.193 12.207 -2.114 -1.041 0.153 C12 LGX 12 LGX C13 C13 C 0 1 Y N N -17.589 1.140 13.041 -3.402 -1.034 0.563 C13 LGX 13 LGX N14 N14 N 0 1 Y N N -18.207 1.789 14.036 -3.627 -2.181 1.240 N14 LGX 14 LGX N15 N15 N 0 1 Y N N -18.113 3.125 13.865 -2.439 -2.923 1.243 N15 LGX 15 LGX C16 C16 C 0 1 N N N -17.492 -0.405 12.904 -4.408 0.059 0.312 C16 LGX 16 LGX C17 C17 C 0 1 N N N -17.055 -0.508 11.494 -5.438 0.338 1.409 C17 LGX 17 LGX C18 C18 C 0 1 N N N -18.503 -0.497 11.816 -5.867 -0.356 0.114 C18 LGX 18 LGX C19 C19 C 0 1 N N R -14.726 3.710 8.500 0.505 1.479 -1.974 C19 LGX 19 LGX N20 N20 N 0 1 N N N -13.667 4.120 7.586 -0.655 1.882 -1.167 N20 LGX 20 LGX C21 C21 C 0 1 N N N -13.998 3.788 6.192 -1.838 1.958 -2.043 C21 LGX 21 LGX C22 C22 C 0 1 N N N -15.158 2.780 6.301 -1.266 2.193 -3.463 C22 LGX 22 LGX C23 C23 C 0 1 N N N -15.794 2.999 7.672 0.021 1.322 -3.431 C23 LGX 23 LGX C24 C24 C 0 1 N N N -12.542 4.737 8.115 -0.640 2.140 0.156 C24 LGX 24 LGX O25 O25 O 0 1 N N N -12.360 4.689 9.336 -1.645 2.544 0.708 O25 LGX 25 LGX C26 C26 C 0 1 Y N N -11.564 5.444 7.258 0.598 1.932 0.935 C26 LGX 26 LGX C27 C27 C 0 1 Y N N -10.226 5.481 7.680 0.553 1.313 2.192 C27 LGX 27 LGX C28 C28 C 0 1 Y N N -9.217 6.125 6.945 1.738 1.142 2.881 C28 LGX 28 LGX C29 C29 C 0 1 Y N N -9.619 6.735 5.754 2.924 1.583 2.312 C29 LGX 29 LGX N30 N30 N 0 1 Y N N -10.889 6.725 5.308 2.935 2.163 1.124 N30 LGX 30 LGX C31 C31 C 0 1 Y N N -11.847 6.096 6.039 1.831 2.343 0.429 C31 LGX 31 LGX F32 F32 F 0 1 N N N -8.639 7.341 5.070 4.085 1.417 2.982 F32 LGX 32 LGX H3 H3 H 0 1 N N N -17.299 8.017 12.661 2.394 -4.174 0.347 H3 LGX 33 LGX H4 H4 H 0 1 N N N -16.282 10.021 11.193 4.854 -3.804 -0.635 H4 LGX 34 LGX H5 H5 H 0 1 N N N -14.974 8.989 9.130 4.895 -1.486 -1.858 H5 LGX 35 LGX HN10 HN10 H 0 0 N N N -17.626 5.598 12.970 0.114 -3.484 0.718 HN10 LGX 36 LGX H12 H12 H 0 1 N N N -16.522 2.048 11.296 -1.623 -0.263 -0.414 H12 LGX 37 LGX H16 H16 H 0 1 N N N -17.229 -0.913 13.844 -4.044 0.910 -0.264 H16 LGX 38 LGX H17 H17 H 0 1 N N N -16.452 0.175 10.878 -5.387 -0.269 2.313 H17 LGX 39 LGX H17A H17A H 0 0 N N N -16.438 -1.265 10.987 -5.751 1.372 1.554 H17A LGX 40 LGX H18 H18 H 0 1 N N N -19.291 -1.239 11.623 -6.463 0.222 -0.593 H18 LGX 41 LGX H18A H18A H 0 0 N N N -19.305 0.193 11.515 -6.100 -1.419 0.166 H18A LGX 42 LGX H19 H19 H 0 1 N N N -14.295 3.022 9.242 1.278 2.244 -1.921 H19 LGX 43 LGX H21 H21 H 0 1 N N N -14.302 4.684 5.632 -2.396 1.022 -2.009 H21 LGX 44 LGX H21A H21A H 0 0 N N N -13.135 3.346 5.673 -2.476 2.791 -1.748 H21A LGX 45 LGX H22 H22 H 0 1 N N N -15.895 2.953 5.503 -1.958 1.841 -4.227 H22 LGX 46 LGX H22A H22A H 0 0 N N N -14.783 1.750 6.211 -1.020 3.244 -3.616 H22A LGX 47 LGX H23 H23 H 0 1 N N N -16.074 2.040 8.133 0.763 1.706 -4.131 H23 LGX 48 LGX H23A H23A H 0 0 N N N -16.702 3.615 7.590 -0.214 0.280 -3.649 H23A LGX 49 LGX H27 H27 H 0 1 N N N -9.961 4.995 8.607 -0.385 0.980 2.611 H27 LGX 50 LGX H28 H28 H 0 1 N N N -8.191 6.147 7.281 1.741 0.669 3.852 H28 LGX 51 LGX H31 H31 H 0 1 N N N -12.863 6.095 5.673 1.880 2.820 -0.539 H31 LGX 52 LGX HN14 HN14 H 0 0 N N N -18.674 1.345 14.801 -4.465 -2.445 1.649 HN14 LGX 53 # 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 LGX N6 N1 SING Y N 1 LGX C5 N1 SING Y N 2 LGX N1 C2 SING Y N 3 LGX C2 C9 SING Y N 4 LGX C2 C3 DOUB Y N 5 LGX C4 C3 SING Y N 6 LGX C3 H3 SING N N 7 LGX C5 C4 DOUB Y N 8 LGX C4 H4 SING N N 9 LGX C5 H5 SING N N 10 LGX N6 C7 DOUB Y N 11 LGX C19 C7 SING N N 12 LGX C7 N8 SING Y N 13 LGX N8 C9 DOUB Y N 14 LGX C9 N10 SING N N 15 LGX N10 C11 SING N N 16 LGX N10 HN10 SING N N 17 LGX C12 C11 SING Y N 18 LGX C11 N15 DOUB Y N 19 LGX C12 C13 DOUB Y N 20 LGX C12 H12 SING N N 21 LGX C16 C13 SING N N 22 LGX C13 N14 SING Y N 23 LGX N15 N14 SING Y N 24 LGX C17 C16 SING N N 25 LGX C18 C16 SING N N 26 LGX C16 H16 SING N N 27 LGX C17 C18 SING N N 28 LGX C17 H17 SING N N 29 LGX C17 H17A SING N N 30 LGX C18 H18 SING N N 31 LGX C18 H18A SING N N 32 LGX N20 C19 SING N N 33 LGX C23 C19 SING N N 34 LGX C19 H19 SING N N 35 LGX C21 N20 SING N N 36 LGX N20 C24 SING N N 37 LGX C21 C22 SING N N 38 LGX C21 H21 SING N N 39 LGX C21 H21A SING N N 40 LGX C22 C23 SING N N 41 LGX C22 H22 SING N N 42 LGX C22 H22A SING N N 43 LGX C23 H23 SING N N 44 LGX C23 H23A SING N N 45 LGX C26 C24 SING N N 46 LGX C24 O25 DOUB N N 47 LGX C31 C26 DOUB Y N 48 LGX C26 C27 SING Y N 49 LGX C28 C27 DOUB Y N 50 LGX C27 H27 SING N N 51 LGX C29 C28 SING Y N 52 LGX C28 H28 SING N N 53 LGX F32 C29 SING N N 54 LGX N30 C29 DOUB Y N 55 LGX N30 C31 SING Y N 56 LGX C31 H31 SING N N 57 LGX N14 HN14 SING N N 58 # 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 LGX SMILES ACDLabs 12.01 "Fc1ncc(cc1)C(=O)N6CCCC6c4nc(Nc2nnc(c2)C3CC3)c5cccn5n4" LGX SMILES_CANONICAL CACTVS 3.370 "Fc1ccc(cn1)C(=O)N2CCC[C@@H]2c3nn4cccc4c(Nc5cc([nH]n5)C6CC6)n3" LGX SMILES CACTVS 3.370 "Fc1ccc(cn1)C(=O)N2CCC[CH]2c3nn4cccc4c(Nc5cc([nH]n5)C6CC6)n3" LGX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc2c(nc(nn2c1)[C@H]3CCCN3C(=O)c4ccc(nc4)F)Nc5cc([nH]n5)C6CC6" LGX SMILES "OpenEye OEToolkits" 1.7.0 "c1cc2c(nc(nn2c1)C3CCCN3C(=O)c4ccc(nc4)F)Nc5cc([nH]n5)C6CC6" LGX InChI InChI 1.03 "InChI=1S/C22H21FN8O/c23-18-8-7-14(12-24-18)22(32)30-9-1-3-16(30)21-26-20(17-4-2-10-31(17)29-21)25-19-11-15(27-28-19)13-5-6-13/h2,4,7-8,10-13,16H,1,3,5-6,9H2,(H2,25,26,27,28,29)/t16-/m1/s1" LGX InChIKey InChI 1.03 XXGADWBTSMHVDF-MRXNPFEDSA-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 LGX "SYSTEMATIC NAME" ACDLabs 12.01 "[(2R)-2-{4-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]pyrrolo[2,1-f][1,2,4]triazin-2-yl}pyrrolidin-1-yl](6-fluoropyridin-3-yl)methanone" LGX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R)-2-[4-[(5-cyclopropyl-1H-pyrazol-3-yl)amino]pyrrolo[2,1-f][1,2,4]triazin-2-yl]pyrrolidin-1-yl]-(6-fluoropyridin-3-yl)methanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LGX "Create component" 2010-07-19 RCSB LGX "Modify aromatic_flag" 2011-06-04 RCSB LGX "Modify descriptor" 2011-06-04 RCSB #