data_9FS # _chem_comp.id 9FS _chem_comp.name "5-{5-[(1R,5S,6r)-3-(oxetan-3-yl)-3-azabicyclo[3.1.0]hexan-6-yl]-1-(propan-2-yl)-1H-pyrazol-3-yl}-3-(trifluoromethyl)pyridin-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H24 F3 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-08 _chem_comp.pdbx_modified_date 2017-09-29 _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 407.433 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9FS _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 5VO1 _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 9FS C14 C1 C 0 1 Y N N 8.336 10.794 32.815 -2.299 1.911 -0.149 C14 9FS 1 9FS C5 C2 C 0 1 Y N N 5.672 13.814 31.020 1.117 -0.745 -0.037 C5 9FS 2 9FS C6 C3 C 0 1 Y N N 6.750 13.087 31.477 0.243 0.285 -0.035 C6 9FS 3 9FS C11 C4 C 0 1 Y N N 6.941 8.612 33.721 -4.708 0.632 0.023 C11 9FS 4 9FS C7 C5 C 0 1 Y N N 6.236 11.894 32.007 -1.058 -0.253 -0.052 C7 9FS 5 9FS C9 C6 C 0 1 Y N N 6.957 10.785 32.666 -2.324 0.523 -0.057 C9 9FS 6 9FS C10 C7 C 0 1 Y N N 6.260 9.677 33.135 -3.557 -0.132 0.031 C10 9FS 7 9FS C12 C8 C 0 1 Y N N 8.371 8.684 33.792 -4.604 2.016 -0.076 C12 9FS 8 9FS C3 C9 C 0 1 N N N 2.625 12.799 29.736 0.480 -4.006 1.177 C3 9FS 9 9FS C1 C10 C 0 1 N N N 2.269 12.733 32.217 0.503 -3.983 -1.321 C1 9FS 10 9FS C2 C11 C 0 1 N N N 3.084 13.324 31.085 0.964 -3.249 -0.061 C2 9FS 11 9FS N4 N1 N 0 1 Y N N 4.522 13.030 31.285 0.407 -1.894 -0.054 N4 9FS 12 9FS N8 N2 N 0 1 Y N N 4.904 11.849 31.884 -0.954 -1.565 -0.063 N8 9FS 13 9FS N13 N3 N 0 1 Y N N 9.028 9.785 33.357 -3.421 2.605 -0.154 N13 9FS 14 9FS N15 N4 N 0 1 N N N 9.091 7.645 34.230 -5.758 2.791 -0.096 N15 9FS 15 9FS C16 C12 C 0 1 N N N 6.130 7.476 34.275 -6.060 -0.027 0.110 C16 9FS 16 9FS F17 F1 F 0 1 N N N 4.813 7.629 34.069 -6.735 0.439 1.243 F17 9FS 17 9FS F18 F2 F 0 1 N N N 6.412 6.333 33.677 -6.804 0.280 -1.035 F18 9FS 18 9FS F19 F3 F 0 1 N N N 6.317 7.315 35.610 -5.898 -1.414 0.202 F19 9FS 19 9FS C20 C13 C 0 1 N N N 5.616 15.152 30.411 2.620 -0.632 -0.027 C20 9FS 20 9FS C21 C14 C 0 1 N N R 6.447 16.333 30.886 3.244 0.538 -0.789 C21 9FS 21 9FS C22 C15 C 0 1 N N S 6.703 15.752 29.533 3.235 0.531 0.753 C22 9FS 22 9FS C23 C16 C 0 1 N N N 6.290 16.806 28.512 4.720 0.428 1.162 C23 9FS 23 9FS N24 N5 N 0 1 N N N 6.133 18.061 29.274 5.468 0.967 -0.003 N24 9FS 24 9FS C25 C17 C 0 1 N N N 5.884 17.737 30.687 4.724 0.424 -1.214 C25 9FS 25 9FS C26 C18 C 0 1 N N N 5.243 19.126 28.771 6.860 0.498 0.003 C26 9FS 26 9FS C27 C19 C 0 1 N N N 4.305 18.775 27.554 7.709 1.087 1.145 C27 9FS 27 9FS O28 O1 O 0 1 N N N 5.291 19.290 26.655 8.733 1.256 0.145 O28 9FS 28 9FS C29 C20 C 0 1 N N N 5.907 20.064 27.700 7.785 1.286 -0.944 C29 9FS 29 9FS H1 H1 H 0 1 N N N 8.881 11.662 32.475 -1.352 2.426 -0.213 H1 9FS 30 9FS H2 H2 H 0 1 N N N 7.789 13.379 31.435 0.498 1.335 -0.023 H2 9FS 31 9FS H3 H3 H 0 1 N N N 5.184 9.642 33.045 -3.608 -1.208 0.104 H3 9FS 32 9FS H4 H4 H 0 1 N N N 1.557 13.023 29.599 -0.609 -4.061 1.166 H4 9FS 33 9FS H5 H5 H 0 1 N N N 3.206 13.283 28.937 0.894 -5.014 1.171 H5 9FS 34 9FS H6 H6 H 0 1 N N N 2.780 11.711 29.694 0.809 -3.483 2.075 H6 9FS 35 9FS H7 H7 H 0 1 N N N 2.628 13.134 33.176 -0.586 -4.038 -1.332 H7 9FS 36 9FS H8 H8 H 0 1 N N N 1.210 12.997 32.083 0.848 -3.443 -2.203 H8 9FS 37 9FS H9 H9 H 0 1 N N N 2.377 11.638 32.214 0.917 -4.991 -1.327 H9 9FS 38 9FS H10 H10 H 0 1 N N N 2.944 14.415 31.094 2.053 -3.194 -0.051 H10 9FS 39 9FS H11 H11 H 0 1 N N N 10.065 7.861 34.162 -6.628 2.366 -0.040 H11 9FS 40 9FS H12 H12 H 0 1 N N N 8.858 7.456 35.184 -5.693 3.756 -0.165 H12 9FS 41 9FS H13 H13 H 0 1 N N N 4.605 15.446 30.093 3.162 -1.578 -0.028 H13 9FS 42 9FS H14 H14 H 0 1 N N N 7.183 16.171 31.687 2.603 1.208 -1.364 H14 9FS 43 9FS H15 H15 H 0 1 N N N 7.623 15.175 29.357 2.588 1.195 1.327 H15 9FS 44 9FS H16 H16 H 0 1 N N N 5.339 16.526 28.035 4.909 1.035 2.048 H16 9FS 45 9FS H17 H17 H 0 1 N N N 7.067 16.920 27.742 4.997 -0.610 1.345 H17 9FS 46 9FS H19 H19 H 0 1 N N N 6.399 18.455 31.343 5.004 -0.613 -1.400 H19 9FS 47 9FS H20 H20 H 0 1 N N N 4.805 17.753 30.901 4.928 1.037 -2.092 H20 9FS 48 9FS H21 H21 H 0 1 N N N 4.720 19.687 29.560 6.946 -0.584 -0.098 H21 9FS 49 9FS H22 H22 H 0 1 N N N 3.354 19.328 27.544 7.323 2.025 1.544 H22 9FS 50 9FS H23 H23 H 0 1 N N N 4.105 17.700 27.435 7.963 0.366 1.922 H23 9FS 51 9FS H24 H24 H 0 1 N N N 7.007 20.034 27.695 8.103 0.724 -1.822 H24 9FS 52 9FS H25 H25 H 0 1 N N N 5.569 21.110 27.745 7.421 2.285 -1.184 H25 9FS 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 9FS O28 C27 SING N N 1 9FS O28 C29 SING N N 2 9FS C27 C26 SING N N 3 9FS C29 C26 SING N N 4 9FS C23 N24 SING N N 5 9FS C23 C22 SING N N 6 9FS C26 N24 SING N N 7 9FS N24 C25 SING N N 8 9FS C22 C20 SING N N 9 9FS C22 C21 SING N N 10 9FS C3 C2 SING N N 11 9FS C20 C21 SING N N 12 9FS C20 C5 SING N N 13 9FS C25 C21 SING N N 14 9FS C5 N4 SING Y N 15 9FS C5 C6 DOUB Y N 16 9FS C2 N4 SING N N 17 9FS C2 C1 SING N N 18 9FS N4 N8 SING Y N 19 9FS C6 C7 SING Y N 20 9FS N8 C7 DOUB Y N 21 9FS C7 C9 SING N N 22 9FS C9 C14 DOUB Y N 23 9FS C9 C10 SING Y N 24 9FS C14 N13 SING Y N 25 9FS C10 C11 DOUB Y N 26 9FS N13 C12 DOUB Y N 27 9FS F18 C16 SING N N 28 9FS C11 C12 SING Y N 29 9FS C11 C16 SING N N 30 9FS C12 N15 SING N N 31 9FS F17 C16 SING N N 32 9FS C16 F19 SING N N 33 9FS C14 H1 SING N N 34 9FS C6 H2 SING N N 35 9FS C10 H3 SING N N 36 9FS C3 H4 SING N N 37 9FS C3 H5 SING N N 38 9FS C3 H6 SING N N 39 9FS C1 H7 SING N N 40 9FS C1 H8 SING N N 41 9FS C1 H9 SING N N 42 9FS C2 H10 SING N N 43 9FS N15 H11 SING N N 44 9FS N15 H12 SING N N 45 9FS C20 H13 SING N N 46 9FS C21 H14 SING N N 47 9FS C22 H15 SING N N 48 9FS C23 H16 SING N N 49 9FS C23 H17 SING N N 50 9FS C25 H19 SING N N 51 9FS C25 H20 SING N N 52 9FS C26 H21 SING N N 53 9FS C27 H22 SING N N 54 9FS C27 H23 SING N N 55 9FS C29 H24 SING N N 56 9FS C29 H25 SING N N 57 # 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 9FS SMILES ACDLabs 12.01 "c1nc(c(C(F)(F)F)cc1c2cc(n(C(C)C)n2)C3C4C3CN(C4)C5COC5)N" 9FS InChI InChI 1.03 "InChI=1S/C20H24F3N5O/c1-10(2)28-17(18-13-6-27(7-14(13)18)12-8-29-9-12)4-16(26-28)11-3-15(20(21,22)23)19(24)25-5-11/h3-5,10,12-14,18H,6-9H2,1-2H3,(H2,24,25)/t13-,14+,18+" 9FS InChIKey InChI 1.03 POFXJLUVZXIDTP-UOIKSKOESA-N 9FS SMILES_CANONICAL CACTVS 3.385 "CC(C)n1nc(cc1C2[C@H]3CN(C[C@@H]23)C4COC4)c5cnc(N)c(c5)C(F)(F)F" 9FS SMILES CACTVS 3.385 "CC(C)n1nc(cc1C2[CH]3CN(C[CH]23)C4COC4)c5cnc(N)c(c5)C(F)(F)F" 9FS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)n1c(cc(n1)c2cc(c(nc2)N)C(F)(F)F)C3[C@H]4[C@@H]3CN(C4)C5COC5" 9FS SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)n1c(cc(n1)c2cc(c(nc2)N)C(F)(F)F)C3C4C3CN(C4)C5COC5" # 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 9FS "SYSTEMATIC NAME" ACDLabs 12.01 "5-{5-[(1R,5S,6r)-3-(oxetan-3-yl)-3-azabicyclo[3.1.0]hexan-6-yl]-1-(propan-2-yl)-1H-pyrazol-3-yl}-3-(trifluoromethyl)pyridin-2-amine" 9FS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "5-[5-[(1~{S},5~{R})-3-(oxetan-3-yl)-3-azabicyclo[3.1.0]hexan-6-yl]-1-propan-2-yl-pyrazol-3-yl]-3-(trifluoromethyl)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 9FS "Create component" 2017-05-08 RCSB 9FS "Initial release" 2017-10-04 RCSB #