data_F9J # _chem_comp.id F9J _chem_comp.name "5-FLUORO-4-[(1S)-1-(5-FLUOROPYRIMIDIN-2-YL)ETHOXY]-N-(5-METHYL-1H-PYRAZOL-3-YL)-6-MORPHOLINO-PYRIMIDIN-2-AMINE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 F2 N8 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-11 _chem_comp.pdbx_modified_date 2014-09-05 _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 418.401 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F9J _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 3ZMM _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 F9J C1 C1 C 0 1 N N N 18.207 -23.400 43.737 -6.392 -1.783 0.372 C1 F9J 1 F9J C2 C2 C 0 1 Y N N 18.895 -23.843 42.509 -5.050 -2.444 0.189 C2 F9J 2 F9J C3 C3 C 0 1 Y N N 20.189 -24.264 42.283 -3.811 -1.797 0.199 C3 F9J 3 F9J C4 C4 C 0 1 Y N N 20.232 -24.556 40.904 -2.848 -2.738 0.002 C4 F9J 4 F9J N1 N1 N 0 1 Y N N 19.047 -24.332 40.314 -3.466 -3.934 -0.127 N1 F9J 5 F9J N2 N2 N 0 1 Y N N 18.249 -23.899 41.303 -4.845 -3.722 -0.001 N2 F9J 6 F9J N3 N3 N 0 1 N N N 21.333 -25.000 40.274 -1.474 -2.511 -0.057 N3 F9J 7 F9J C5 C5 C 0 1 Y N N 22.579 -25.331 40.831 -0.984 -1.214 -0.026 C5 F9J 8 F9J N4 N4 N 0 1 Y N N 23.440 -25.855 39.937 -1.827 -0.211 0.169 N4 F9J 9 F9J C6 C6 C 0 1 Y N N 24.667 -26.215 40.332 -1.392 1.046 0.205 C6 F9J 10 F9J C7 C7 C 0 1 Y N N 24.982 -26.013 41.659 -0.031 1.297 0.033 C7 F9J 11 F9J C8 C8 C 0 1 Y N N 24.053 -25.471 42.519 0.820 0.218 -0.170 C8 F9J 12 F9J N5 N5 N 0 1 Y N N 22.824 -25.111 42.138 0.315 -1.012 -0.188 N5 F9J 13 F9J O1 O1 O 0 1 N N N 24.516 -25.330 43.832 2.151 0.416 -0.342 O1 F9J 14 F9J C9 C9 C 0 1 N N S 23.477 -25.121 44.788 2.942 -0.732 -0.655 C9 F9J 15 F9J C10 C10 C 0 1 N N N 24.053 -25.411 46.149 2.908 -0.978 -2.165 C10 F9J 16 F9J C11 C11 C 0 1 Y N N 23.163 -23.680 44.721 4.365 -0.496 -0.217 C11 F9J 17 F9J N6 N6 N 0 1 Y N N 24.234 -22.881 44.570 5.004 -1.453 0.425 N6 F9J 18 F9J C12 C12 C 0 1 Y N N 23.951 -21.582 44.484 6.254 -1.283 0.826 C12 F9J 19 F9J C13 C13 C 0 1 Y N N 22.658 -21.135 44.558 6.889 -0.078 0.561 C13 F9J 20 F9J C14 C14 C 0 1 Y N N 21.630 -22.035 44.719 6.182 0.904 -0.119 C14 F9J 21 F9J N7 N7 N 0 1 Y N N 21.868 -23.349 44.800 4.937 0.658 -0.492 N7 F9J 22 F9J F1 F1 F 0 1 N N N 22.425 -19.830 44.479 8.165 0.133 0.954 F1 F9J 23 F9J F2 F2 F 0 1 N N N 26.197 -26.343 42.153 0.448 2.560 0.062 F2 F9J 24 F9J N8 N8 N 0 1 N N N 25.609 -26.770 39.401 -2.280 2.092 0.410 N8 F9J 25 F9J C15 C15 C 0 1 N N N 25.004 -27.627 38.404 -3.654 1.593 0.564 C15 F9J 26 F9J C16 C16 C 0 1 N N N 26.071 -28.177 37.486 -4.590 2.772 0.847 C16 F9J 27 F9J O2 O2 O 0 1 N N N 27.049 -28.877 38.249 -4.477 3.728 -0.210 O2 F9J 28 F9J C17 C17 C 0 1 N N N 27.785 -27.904 38.979 -3.151 4.235 -0.388 C17 F9J 29 F9J C18 C18 C 0 1 N N N 26.857 -27.264 39.991 -2.201 3.072 -0.683 C18 F9J 30 F9J H11C H11C H 0 0 N N N 17.163 -23.147 43.502 -6.783 -1.479 -0.599 H11C F9J 31 F9J H12C H12C H 0 0 N N N 18.230 -24.209 44.482 -7.083 -2.487 0.837 H12C F9J 32 F9J H13C H13C H 0 0 N N N 18.716 -22.513 44.143 -6.281 -0.907 1.010 H13C F9J 33 F9J H3 H3 H 0 1 N N N 20.990 -24.351 43.002 -3.648 -0.738 0.339 H3 F9J 34 F9J H1 H1 H 0 1 N N N 18.811 -24.460 39.351 -3.031 -4.788 -0.278 H1 F9J 35 F9J HA HA H 0 1 N N N 21.255 -25.108 39.283 -0.861 -3.260 -0.119 HA F9J 36 F9J H9 H9 H 0 1 N N N 22.590 -25.741 44.589 2.542 -1.603 -0.136 H9 F9J 37 F9J H101 H101 H 0 0 N N N 23.278 -25.260 46.915 3.511 -1.854 -2.404 H101 F9J 38 F9J H102 H102 H 0 0 N N N 24.405 -26.453 46.184 1.879 -1.149 -2.482 H102 F9J 39 F9J H103 H103 H 0 0 N N N 24.897 -24.732 46.342 3.309 -0.108 -2.684 H103 F9J 40 F9J H12 H12 H 0 1 N N N 24.753 -20.870 44.354 6.772 -2.071 1.353 H12 F9J 41 F9J H14 H14 H 0 1 N N N 20.614 -21.675 44.781 6.644 1.855 -0.343 H14 F9J 42 F9J H151 H151 H 0 0 N N N 24.487 -28.460 38.903 -3.966 1.093 -0.353 H151 F9J 43 F9J H152 H152 H 0 0 N N N 24.279 -27.046 37.815 -3.695 0.889 1.395 H152 F9J 44 F9J H181 H181 H 0 0 N N N 27.381 -26.418 40.459 -1.181 3.447 -0.763 H181 F9J 45 F9J H182 H182 H 0 0 N N N 26.609 -28.012 40.759 -2.489 2.595 -1.621 H182 F9J 46 F9J H161 H161 H 0 0 N N N 25.611 -28.866 36.762 -5.618 2.414 0.905 H161 F9J 47 F9J H162 H162 H 0 0 N N N 26.553 -27.348 36.948 -4.312 3.239 1.792 H162 F9J 48 F9J H171 H171 H 0 0 N N N 28.626 -28.387 39.499 -3.139 4.936 -1.223 H171 F9J 49 F9J H172 H172 H 0 0 N N N 28.171 -27.137 38.291 -2.832 4.745 0.521 H172 F9J 50 # 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 F9J C1 C2 SING N N 1 F9J C2 C3 SING Y N 2 F9J C2 N2 DOUB Y N 3 F9J C3 C4 DOUB Y N 4 F9J C4 N1 SING Y N 5 F9J C4 N3 SING N N 6 F9J N1 N2 SING Y N 7 F9J N3 C5 SING N N 8 F9J C5 N4 SING Y N 9 F9J C5 N5 DOUB Y N 10 F9J N4 C6 DOUB Y N 11 F9J C6 C7 SING Y N 12 F9J C6 N8 SING N N 13 F9J C7 C8 DOUB Y N 14 F9J C7 F2 SING N N 15 F9J C8 N5 SING Y N 16 F9J C8 O1 SING N N 17 F9J O1 C9 SING N N 18 F9J C9 C10 SING N N 19 F9J C9 C11 SING N N 20 F9J C11 N6 SING Y N 21 F9J C11 N7 DOUB Y N 22 F9J N6 C12 DOUB Y N 23 F9J C12 C13 SING Y N 24 F9J C13 C14 DOUB Y N 25 F9J C13 F1 SING N N 26 F9J C14 N7 SING Y N 27 F9J N8 C15 SING N N 28 F9J N8 C18 SING N N 29 F9J C15 C16 SING N N 30 F9J C16 O2 SING N N 31 F9J O2 C17 SING N N 32 F9J C17 C18 SING N N 33 F9J C1 H11C SING N N 34 F9J C1 H12C SING N N 35 F9J C1 H13C SING N N 36 F9J C3 H3 SING N N 37 F9J N1 H1 SING N N 38 F9J N3 HA SING N N 39 F9J C9 H9 SING N N 40 F9J C10 H101 SING N N 41 F9J C10 H102 SING N N 42 F9J C10 H103 SING N N 43 F9J C12 H12 SING N N 44 F9J C14 H14 SING N N 45 F9J C15 H151 SING N N 46 F9J C15 H152 SING N N 47 F9J C18 H181 SING N N 48 F9J C18 H182 SING N N 49 F9J C16 H161 SING N N 50 F9J C16 H162 SING N N 51 F9J C17 H171 SING N N 52 F9J C17 H172 SING N N 53 # 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 F9J SMILES ACDLabs 12.01 "Fc1cnc(nc1)C(Oc3nc(nc(N2CCOCC2)c3F)Nc4cc(nn4)C)C" F9J InChI InChI 1.03 "InChI=1S/C18H20F2N8O2/c1-10-7-13(27-26-10)23-18-24-16(28-3-5-29-6-4-28)14(20)17(25-18)30-11(2)15-21-8-12(19)9-22-15/h7-9,11H,3-6H2,1-2H3,(H2,23,24,25,26,27)/t11-/m0/s1" F9J InChIKey InChI 1.03 NFYAORHLODKCQX-NSHDSACASA-N F9J SMILES_CANONICAL CACTVS 3.385 "C[C@H](Oc1nc(Nc2[nH]nc(C)c2)nc(N3CCOCC3)c1F)c4ncc(F)cn4" F9J SMILES CACTVS 3.385 "C[CH](Oc1nc(Nc2[nH]nc(C)c2)nc(N3CCOCC3)c1F)c4ncc(F)cn4" F9J SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1cc([nH]n1)Nc2nc(c(c(n2)O[C@@H](C)c3ncc(cn3)F)F)N4CCOCC4" F9J SMILES "OpenEye OEToolkits" 1.9.2 "Cc1cc([nH]n1)Nc2nc(c(c(n2)OC(C)c3ncc(cn3)F)F)N4CCOCC4" # 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 F9J "SYSTEMATIC NAME" ACDLabs 12.01 "5-fluoro-4-[(1S)-1-(5-fluoropyrimidin-2-yl)ethoxy]-N-(3-methyl-1H-pyrazol-5-yl)-6-(morpholin-4-yl)pyrimidin-2-amine" F9J "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-fluoranyl-4-[(1S)-1-(5-fluoranylpyrimidin-2-yl)ethoxy]-N-(3-methyl-1H-pyrazol-5-yl)-6-morpholin-4-yl-pyrimidin-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site F9J "Create component" 2013-02-11 EBI F9J "Initial release" 2013-04-17 RCSB F9J "Modify descriptor" 2014-09-05 RCSB #