data_6RF # _chem_comp.id 6RF _chem_comp.name "4-azanyl-6-[[(1~{S})-1-(6-fluoranyl-3-phenyl-4-piperazin-1-ylcarbonyl-quinolin-2-yl)ethyl]amino]pyrimidine-5-carbonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H25 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 2016-06-02 _chem_comp.pdbx_modified_date 2017-06-16 _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 496.539 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6RF _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 5KAE _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 6RF C23 C1 C 0 1 N N N 15.618 19.817 17.885 4.530 -2.151 0.927 C23 6RF 1 6RF C24 C2 C 0 1 N N N 14.660 19.974 19.065 5.468 -1.536 1.972 C24 6RF 2 6RF N7 N1 N 0 1 N N N 13.921 18.709 19.263 4.702 -1.213 3.183 N7 6RF 3 6RF C25 C3 C 0 1 N N N 14.848 17.644 19.686 3.675 -0.199 2.909 C25 6RF 4 6RF C26 C4 C 0 1 N N N 15.854 17.397 18.551 2.664 -0.760 1.903 C26 6RF 5 6RF N6 N2 N 0 1 N N N 16.484 18.672 18.199 3.397 -1.237 0.721 N6 6RF 6 6RF C13 C5 C 0 1 N N N 17.790 18.852 18.236 3.039 -0.848 -0.519 C13 6RF 7 6RF O1 O1 O 0 1 N N N 18.223 19.975 17.969 3.656 -1.253 -1.485 O1 6RF 8 6RF C9 C6 C 0 1 Y N N 18.792 17.751 18.606 1.898 0.070 -0.703 C9 6RF 9 6RF C8 C7 C 0 1 Y N N 19.310 17.749 19.891 0.596 -0.417 -0.875 C8 6RF 10 6RF C12 C8 C 0 1 Y N N 18.821 18.665 20.811 0.337 -1.875 -0.873 C12 6RF 11 6RF C14 C9 C 0 1 Y N N 19.300 19.956 20.963 0.558 -2.625 0.282 C14 6RF 12 6RF C15 C10 C 0 1 Y N N 18.727 20.785 21.931 0.314 -3.983 0.277 C15 6RF 13 6RF C16 C11 C 0 1 Y N N 17.685 20.324 22.736 -0.149 -4.601 -0.871 C16 6RF 14 6RF C17 C12 C 0 1 Y N N 17.209 19.026 22.581 -0.370 -3.863 -2.020 C17 6RF 15 6RF C18 C13 C 0 1 Y N N 17.771 18.207 21.612 -0.136 -2.503 -2.026 C18 6RF 16 6RF C2 C14 C 0 1 Y N N 19.256 16.800 17.703 2.082 1.476 -0.708 C2 6RF 17 6RF C3 C15 C 0 1 Y N N 18.800 16.758 16.389 3.350 2.044 -0.538 C3 6RF 18 6RF C4 C16 C 0 1 Y N N 19.261 15.790 15.515 3.489 3.402 -0.548 C4 6RF 19 6RF F1 F1 F 0 1 N N N 18.824 15.755 14.243 4.714 3.949 -0.384 F1 6RF 20 6RF C5 C17 C 0 1 Y N N 20.197 14.854 15.952 2.382 4.231 -0.726 C5 6RF 21 6RF C6 C18 C 0 1 Y N N 20.664 14.893 17.260 1.135 3.711 -0.893 C6 6RF 22 6RF C1 C19 C 0 1 Y N N 20.191 15.862 18.135 0.954 2.316 -0.889 C1 6RF 23 6RF N1 N3 N 0 1 Y N N 20.651 15.868 19.387 -0.262 1.784 -1.053 N1 6RF 24 6RF C7 C20 C 0 1 Y N N 20.226 16.765 20.278 -0.461 0.492 -1.047 C7 6RF 25 6RF C10 C21 C 0 1 N N S 20.799 16.743 21.705 -1.860 -0.036 -1.232 C10 6RF 26 6RF C11 C22 C 0 1 N N N 21.841 17.862 21.721 -2.267 0.100 -2.700 C11 6RF 27 6RF N2 N4 N 0 1 N N N 21.451 15.454 22.036 -2.786 0.732 -0.396 N2 6RF 28 6RF C19 C23 C 0 1 Y N N 20.814 14.416 22.567 -3.974 0.166 0.019 C19 6RF 29 6RF N4 N5 N 0 1 Y N N 19.492 14.465 22.716 -4.291 -1.077 -0.335 N4 6RF 30 6RF C22 C24 C 0 1 Y N N 18.808 13.443 23.239 -5.423 -1.628 0.056 C22 6RF 31 6RF N3 N6 N 0 1 Y N N 19.397 12.326 23.647 -6.295 -0.988 0.808 N3 6RF 32 6RF C21 C25 C 0 1 Y N N 20.724 12.208 23.520 -6.069 0.259 1.213 C21 6RF 33 6RF N5 N7 N 0 1 N N N 21.303 11.090 23.912 -6.989 0.920 2.001 N5 6RF 34 6RF C20 C26 C 0 1 Y N N 21.474 13.254 22.977 -4.871 0.890 0.828 C20 6RF 35 6RF C27 C27 C 0 1 N N N 22.891 13.114 22.847 -4.576 2.229 1.241 C27 6RF 36 6RF N8 N8 N 0 1 N N N 24.017 12.978 22.754 -4.341 3.291 1.569 N8 6RF 37 6RF H1 H1 H 0 1 N N N 16.222 20.728 17.762 5.067 -2.287 -0.012 H1 6RF 38 6RF H2 H2 H 0 1 N N N 15.054 19.624 16.961 4.164 -3.114 1.285 H2 6RF 39 6RF H3 H3 H 0 1 N N N 15.232 20.212 19.974 6.255 -2.249 2.218 H3 6RF 40 6RF H4 H4 H 0 1 N N N 13.949 20.787 18.856 5.913 -0.626 1.569 H4 6RF 41 6RF H5 H5 H 0 1 N N N 13.223 18.840 19.967 4.292 -2.044 3.584 H5 6RF 42 6RF H7 H7 H 0 1 N N N 14.285 16.721 19.891 3.161 0.058 3.836 H7 6RF 43 6RF H8 H8 H 0 1 N N N 15.383 17.957 20.595 4.145 0.692 2.494 H8 6RF 44 6RF H9 H9 H 0 1 N N N 15.330 16.988 17.674 2.118 -1.588 2.355 H9 6RF 45 6RF H10 H10 H 0 1 N N N 16.622 16.684 18.885 1.964 0.024 1.612 H10 6RF 46 6RF H11 H11 H 0 1 N N N 20.106 20.317 20.341 0.919 -2.143 1.179 H11 6RF 47 6RF H12 H12 H 0 1 N N N 19.094 21.793 22.057 0.485 -4.564 1.171 H12 6RF 48 6RF H13 H13 H 0 1 N N N 17.248 20.975 23.479 -0.338 -5.664 -0.870 H13 6RF 49 6RF H14 H14 H 0 1 N N N 16.410 18.659 23.209 -0.732 -4.351 -2.913 H14 6RF 50 6RF H15 H15 H 0 1 N N N 17.393 17.205 21.475 -0.313 -1.928 -2.922 H15 6RF 51 6RF H16 H16 H 0 1 N N N 18.080 17.487 16.049 4.214 1.410 -0.399 H16 6RF 52 6RF H17 H17 H 0 1 N N N 20.560 14.097 15.273 2.515 5.303 -0.730 H17 6RF 53 6RF H18 H18 H 0 1 N N N 21.394 14.171 17.596 0.288 4.366 -1.029 H18 6RF 54 6RF H19 H19 H 0 1 N N N 20.001 16.967 22.428 -1.894 -1.086 -0.941 H19 6RF 55 6RF H20 H20 H 0 1 N N N 22.306 17.917 22.717 -3.279 -0.282 -2.834 H20 6RF 56 6RF H21 H21 H 0 1 N N N 22.614 17.654 20.967 -2.233 1.150 -2.991 H21 6RF 57 6RF H22 H22 H 0 1 N N N 21.353 18.821 21.491 -1.578 -0.471 -3.323 H22 6RF 58 6RF H23 H23 H 0 1 N N N 21.845 15.121 21.179 -2.564 1.639 -0.133 H23 6RF 59 6RF H24 H24 H 0 1 N N N 17.736 13.529 23.333 -5.643 -2.639 -0.252 H24 6RF 60 6RF H25 H25 H 0 1 N N N 20.610 10.462 24.267 -7.810 0.475 2.265 H25 6RF 61 6RF H26 H26 H 0 1 N N N 21.770 10.666 23.136 -6.815 1.829 2.292 H26 6RF 62 # 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 6RF F1 C4 SING N N 1 6RF C4 C5 DOUB Y N 2 6RF C4 C3 SING Y N 3 6RF C5 C6 SING Y N 4 6RF C3 C2 DOUB Y N 5 6RF C6 C1 DOUB Y N 6 6RF C2 C1 SING Y N 7 6RF C2 C9 SING Y N 8 6RF C23 N6 SING N N 9 6RF C23 C24 SING N N 10 6RF O1 C13 DOUB N N 11 6RF C1 N1 SING Y N 12 6RF N6 C13 SING N N 13 6RF N6 C26 SING N N 14 6RF C13 C9 SING N N 15 6RF C26 C25 SING N N 16 6RF C9 C8 DOUB Y N 17 6RF C24 N7 SING N N 18 6RF N7 C25 SING N N 19 6RF N1 C7 DOUB Y N 20 6RF C8 C7 SING Y N 21 6RF C8 C12 SING N N 22 6RF C7 C10 SING N N 23 6RF C12 C14 DOUB Y N 24 6RF C12 C18 SING Y N 25 6RF C14 C15 SING Y N 26 6RF C18 C17 DOUB Y N 27 6RF C10 C11 SING N N 28 6RF C10 N2 SING N N 29 6RF C15 C16 DOUB Y N 30 6RF N2 C19 SING N N 31 6RF C19 N4 DOUB Y N 32 6RF C19 C20 SING Y N 33 6RF C17 C16 SING Y N 34 6RF N4 C22 SING Y N 35 6RF N8 C27 TRIP N N 36 6RF C27 C20 SING N N 37 6RF C20 C21 DOUB Y N 38 6RF C22 N3 DOUB Y N 39 6RF C21 N3 SING Y N 40 6RF C21 N5 SING N N 41 6RF C23 H1 SING N N 42 6RF C23 H2 SING N N 43 6RF C24 H3 SING N N 44 6RF C24 H4 SING N N 45 6RF N7 H5 SING N N 46 6RF C25 H7 SING N N 47 6RF C25 H8 SING N N 48 6RF C26 H9 SING N N 49 6RF C26 H10 SING N N 50 6RF C14 H11 SING N N 51 6RF C15 H12 SING N N 52 6RF C16 H13 SING N N 53 6RF C17 H14 SING N N 54 6RF C18 H15 SING N N 55 6RF C3 H16 SING N N 56 6RF C5 H17 SING N N 57 6RF C6 H18 SING N N 58 6RF C10 H19 SING N N 59 6RF C11 H20 SING N N 60 6RF C11 H21 SING N N 61 6RF C11 H22 SING N N 62 6RF N2 H23 SING N N 63 6RF C22 H24 SING N N 64 6RF N5 H25 SING N N 65 6RF N5 H26 SING N N 66 # 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 6RF InChI InChI 1.03 "InChI=1S/C27H25FN8O/c1-16(34-26-20(14-29)25(30)32-15-33-26)24-22(17-5-3-2-4-6-17)23(27(37)36-11-9-31-10-12-36)19-13-18(28)7-8-21(19)35-24/h2-8,13,15-16,31H,9-12H2,1H3,(H3,30,32,33,34)/t16-/m0/s1" 6RF InChIKey InChI 1.03 QPRMAEKTXODJGJ-INIZCTEOSA-N 6RF SMILES_CANONICAL CACTVS 3.385 "C[C@H](Nc1ncnc(N)c1C#N)c2nc3ccc(F)cc3c(C(=O)N4CCNCC4)c2c5ccccc5" 6RF SMILES CACTVS 3.385 "C[CH](Nc1ncnc(N)c1C#N)c2nc3ccc(F)cc3c(C(=O)N4CCNCC4)c2c5ccccc5" 6RF SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "C[C@@H](c1c(c(c2cc(ccc2n1)F)C(=O)N3CCNCC3)c4ccccc4)Nc5c(c(ncn5)N)C#N" 6RF SMILES "OpenEye OEToolkits" 2.0.5 "CC(c1c(c(c2cc(ccc2n1)F)C(=O)N3CCNCC3)c4ccccc4)Nc5c(c(ncn5)N)C#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 6RF "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "4-azanyl-6-[[(1~{S})-1-(6-fluoranyl-3-phenyl-4-piperazin-1-ylcarbonyl-quinolin-2-yl)ethyl]amino]pyrimidine-5-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6RF "Create component" 2016-06-02 RCSB 6RF "Initial release" 2017-06-21 RCSB #