data_3U9 # _chem_comp.id 3U9 _chem_comp.name "3-[(1R)-1-(5-fluoro-2-methoxyphenyl)ethoxy]-5-(1-methyl-1H-1,2,3-triazol-5-yl)pyridin-2-amine" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H18 F N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-22 _chem_comp.pdbx_modified_date 2014-05-23 _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 343.356 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3U9 _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 4CNH _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 3U9 C14 C14 C 0 1 Y N N 72.350 25.630 -65.009 -4.352 1.629 -0.458 C14 3U9 1 3U9 C11 C11 C 0 1 Y N N 70.956 25.829 -64.856 -5.197 0.537 -0.408 C11 3U9 2 3U9 C6 C6 C 0 1 Y N N 73.145 25.761 -60.175 1.572 -0.473 0.155 C6 3U9 3 3U9 C13 C13 C 0 1 Y N N 71.375 27.387 -63.016 -3.362 -0.855 0.264 C13 3U9 4 3U9 C4 C4 C 0 1 Y N N 72.171 25.184 -58.080 3.285 -2.056 -0.445 C4 3U9 5 3U9 C24 C24 C 0 1 Y N N 73.641 22.381 -58.633 5.287 0.162 0.116 C24 3U9 6 3U9 C5 C5 C 0 1 Y N N 72.832 24.751 -59.246 2.919 -0.755 -0.111 C5 3U9 7 3U9 C10 C10 C 0 1 Y N N 72.796 27.209 -63.138 -2.515 0.235 0.214 C10 3U9 8 3U9 C15 C15 C 0 1 Y N N 73.294 26.314 -64.156 -3.009 1.481 -0.147 C15 3U9 9 3U9 C1 C1 C 0 1 Y N N 72.826 27.135 -59.975 0.656 -1.508 0.073 C1 3U9 10 3U9 C12 C12 C 0 1 Y N N 70.485 26.712 -63.857 -4.703 -0.705 -0.048 C12 3U9 11 3U9 C20 C20 C 0 1 Y N N 73.191 23.351 -59.519 3.938 0.316 -0.038 C20 3U9 12 3U9 C2 C2 C 0 1 Y N N 72.162 27.467 -58.766 1.102 -2.786 -0.269 C2 3U9 13 3U9 C16 C16 C 0 1 N N N 74.058 29.352 -62.736 -0.832 0.427 2.024 C16 3U9 14 3U9 C25 C25 C 0 1 N N N 72.802 23.042 -62.067 2.426 2.322 -0.278 C25 3U9 15 3U9 C18 C18 C 0 1 N N N 75.263 25.315 -65.208 -2.753 3.806 -0.576 C18 3U9 16 3U9 C9 C9 C 0 1 N N R 73.738 27.973 -62.160 -1.056 0.073 0.553 C9 3U9 17 3U9 N3 N3 N 0 1 Y N N 71.840 26.501 -57.835 2.382 -3.015 -0.513 N3 3U9 18 3U9 N23 N23 N 0 1 Y N N 73.863 21.208 -59.271 5.807 1.391 0.128 N23 3U9 19 3U9 N22 N22 N 0 1 Y N N 73.576 21.376 -60.546 4.864 2.253 -0.007 N22 3U9 20 3U9 N21 N21 N 0 1 Y N N 73.172 22.644 -60.721 3.724 1.663 -0.111 N21 3U9 21 3U9 N7 N7 N 0 1 N N N 71.807 28.806 -58.499 0.189 -3.833 -0.353 N7 3U9 22 3U9 O17 O17 O 0 1 N N N 74.679 26.185 -64.224 -2.177 2.555 -0.196 O17 3U9 23 3U9 O8 O8 O 0 1 N N N 73.093 28.190 -60.862 -0.662 -1.282 0.324 O8 3U9 24 3U9 F19 F19 F 0 1 N N N 69.176 26.916 -63.698 -5.530 -1.772 0.001 F19 3U9 25 3U9 H14 H14 H 0 1 N N N 72.712 24.958 -65.773 -4.737 2.597 -0.743 H14 3U9 26 3U9 H11 H11 H 0 1 N N N 70.258 25.311 -65.497 -6.243 0.652 -0.650 H11 3U9 27 3U9 H6 H6 H 0 1 N N N 73.653 25.480 -61.086 1.258 0.525 0.421 H6 3U9 28 3U9 H13 H13 H 0 1 N N N 70.987 28.055 -62.261 -2.977 -1.824 0.544 H13 3U9 29 3U9 H4 H4 H 0 1 N N N 71.909 24.445 -57.337 4.321 -2.283 -0.653 H4 3U9 30 3U9 H24 H24 H 0 1 N N N 73.794 22.541 -57.576 5.825 -0.770 0.213 H24 3U9 31 3U9 H9 H9 H 0 1 N N N 74.669 27.401 -62.035 -0.461 0.735 -0.075 H9 3U9 32 3U9 H71N H71N H 0 0 N N N 71.343 28.858 -57.615 -0.751 -3.672 -0.175 H71N 3U9 33 3U9 H72N H72N H 0 0 N N N 72.632 29.371 -58.477 0.492 -4.723 -0.590 H72N 3U9 34 3U9 H161 H161 H 0 0 N N N 74.723 29.893 -62.047 0.224 0.309 2.270 H161 3U9 35 3U9 H162 H162 H 0 0 N N N 74.556 29.236 -63.710 -1.132 1.460 2.199 H162 3U9 36 3U9 H163 H163 H 0 0 N N N 73.125 29.920 -62.866 -1.427 -0.236 2.652 H163 3U9 37 3U9 H251 H251 H 0 0 N N N 72.924 22.188 -62.749 1.946 2.430 0.695 H251 3U9 38 3U9 H252 H252 H 0 0 N N N 71.753 23.372 -62.076 2.573 3.306 -0.722 H252 3U9 39 3U9 H253 H253 H 0 0 N N N 73.449 23.868 -62.396 1.794 1.719 -0.930 H253 3U9 40 3U9 H181 H181 H 0 0 N N N 76.359 25.338 -65.115 -3.181 3.720 -1.575 H181 3U9 41 3U9 H182 H182 H 0 0 N N N 74.903 24.288 -65.049 -3.537 4.074 0.133 H182 3U9 42 3U9 H183 H183 H 0 0 N N N 74.973 25.653 -66.214 -1.982 4.576 -0.574 H183 3U9 43 # 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 3U9 C14 C11 SING Y N 1 3U9 C14 C15 DOUB Y N 2 3U9 C11 C12 DOUB Y N 3 3U9 C6 C5 SING Y N 4 3U9 C6 C1 DOUB Y N 5 3U9 C13 C10 DOUB Y N 6 3U9 C13 C12 SING Y N 7 3U9 C4 C5 DOUB Y N 8 3U9 C4 N3 SING Y N 9 3U9 C24 C20 DOUB Y N 10 3U9 C24 N23 SING Y N 11 3U9 C5 C20 SING N N 12 3U9 C10 C15 SING Y N 13 3U9 C10 C9 SING N N 14 3U9 C15 O17 SING N N 15 3U9 C1 C2 SING Y N 16 3U9 C1 O8 SING N N 17 3U9 C12 F19 SING N N 18 3U9 C20 N21 SING Y N 19 3U9 C2 N3 DOUB Y N 20 3U9 C2 N7 SING N N 21 3U9 C16 C9 SING N N 22 3U9 C25 N21 SING N N 23 3U9 C18 O17 SING N N 24 3U9 C9 O8 SING N N 25 3U9 N23 N22 DOUB Y N 26 3U9 N22 N21 SING Y N 27 3U9 C14 H14 SING N N 28 3U9 C11 H11 SING N N 29 3U9 C6 H6 SING N N 30 3U9 C13 H13 SING N N 31 3U9 C4 H4 SING N N 32 3U9 C24 H24 SING N N 33 3U9 C9 H9 SING N N 34 3U9 N7 H71N SING N N 35 3U9 N7 H72N SING N N 36 3U9 C16 H161 SING N N 37 3U9 C16 H162 SING N N 38 3U9 C16 H163 SING N N 39 3U9 C25 H251 SING N N 40 3U9 C25 H252 SING N N 41 3U9 C25 H253 SING N N 42 3U9 C18 H181 SING N N 43 3U9 C18 H182 SING N N 44 3U9 C18 H183 SING N N 45 # 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 3U9 SMILES ACDLabs 12.01 "Fc1cc(c(OC)cc1)C(Oc2cc(cnc2N)c3cnnn3C)C" 3U9 InChI InChI 1.03 "InChI=1S/C17H18FN5O2/c1-10(13-7-12(18)4-5-15(13)24-3)25-16-6-11(8-20-17(16)19)14-9-21-22-23(14)2/h4-10H,1-3H3,(H2,19,20)/t10-/m1/s1" 3U9 InChIKey InChI 1.03 GXUFIECYEKHMLD-SNVBAGLBSA-N 3U9 SMILES_CANONICAL CACTVS 3.385 "COc1ccc(F)cc1[C@@H](C)Oc2cc(cnc2N)c3cnnn3C" 3U9 SMILES CACTVS 3.385 "COc1ccc(F)cc1[CH](C)Oc2cc(cnc2N)c3cnnn3C" 3U9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@H](c1cc(ccc1OC)F)Oc2cc(cnc2N)c3cnnn3C" 3U9 SMILES "OpenEye OEToolkits" 1.7.6 "CC(c1cc(ccc1OC)F)Oc2cc(cnc2N)c3cnnn3C" # 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 3U9 "SYSTEMATIC NAME" ACDLabs 12.01 "3-[(1R)-1-(5-fluoro-2-methoxyphenyl)ethoxy]-5-(1-methyl-1H-1,2,3-triazol-5-yl)pyridin-2-amine" 3U9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "3-[(1R)-1-(5-fluoranyl-2-methoxy-phenyl)ethoxy]-5-(3-methyl-1,2,3-triazol-4-yl)pyridin-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 3U9 "Create component" 2014-01-22 EBI 3U9 "Initial release" 2014-05-28 RCSB #