data_3LO # _chem_comp.id 3LO _chem_comp.name "(4S)-2'-(3,6-dihydro-2H-pyran-4-yl)-4'-fluoro-7'-(2-fluoropyridin-3-yl)spiro[1,3-oxazole-4,9'-xanthen]-2-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H19 F2 N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-09-16 _chem_comp.pdbx_modified_date 2014-12-19 _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 447.433 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3LO _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 4RCF _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 3LO C4 C4 C 0 1 Y N N 71.014 50.141 8.793 1.148 -1.938 -0.239 C4 3LO 1 3LO C14 C14 C 0 1 Y N N 72.518 47.570 5.806 4.932 -0.111 0.451 C14 3LO 2 3LO C5 C5 C 0 1 Y N N 70.153 49.255 8.123 1.257 -0.553 -0.221 C5 3LO 3 3LO C6 C6 C 0 1 Y N N 70.673 48.428 7.134 2.484 0.039 0.003 C6 3LO 4 3LO C11 C11 C 0 1 Y N N 67.562 52.143 11.430 -3.580 -1.906 0.091 C11 3LO 5 3LO C7 C7 C 0 1 Y N N 69.260 51.080 10.078 -1.203 -1.860 -0.273 C7 3LO 6 3LO C8 C8 C 0 1 Y N N 68.283 50.233 9.533 -1.221 -0.472 -0.257 C8 3LO 7 3LO C9 C9 C 0 1 N N S 68.662 49.192 8.485 0.048 0.304 -0.443 C9 3LO 8 3LO C10 C10 C 0 1 Y N N 68.887 52.014 11.023 -2.388 -2.573 -0.097 C10 3LO 9 3LO C12 C12 C 0 1 Y N N 66.577 51.308 10.906 -3.600 -0.511 0.108 C12 3LO 10 3LO C13 C13 C 0 1 Y N N 66.953 50.355 9.951 -2.413 0.200 -0.068 C13 3LO 11 3LO N1 N1 N 0 1 N N N 67.798 49.421 7.301 0.073 1.483 0.435 N1 3LO 12 3LO N2 N2 N 0 1 N N N 66.271 48.223 6.002 -0.242 3.803 0.231 N2 3LO 13 3LO C3 C3 C 0 1 Y N N 72.362 50.158 8.456 2.277 -2.725 -0.036 C3 3LO 14 3LO N3 N3 N 0 1 Y N N 72.476 46.658 3.584 6.574 1.458 -0.187 N3 3LO 15 3LO C22 C22 C 0 1 N N N 64.152 50.426 11.073 -5.949 0.091 -0.734 C22 3LO 16 3LO C23 C23 C 0 1 N N N 62.756 51.058 11.083 -7.287 0.552 -0.149 C23 3LO 17 3LO O3 O3 O 0 1 N N N 62.554 51.763 12.307 -7.084 1.807 0.512 O3 3LO 18 3LO C24 C24 C 0 1 N N N 63.534 52.802 12.436 -6.289 1.696 1.694 C24 3LO 19 3LO C25 C25 C 0 1 N N N 64.864 52.622 12.009 -5.027 0.936 1.398 C25 3LO 20 3LO C15 C15 C 0 1 N N N 65.244 51.456 11.323 -4.873 0.211 0.310 C15 3LO 21 3LO F1 F1 F 0 1 N N N 69.833 52.813 11.554 -2.368 -3.924 -0.112 F1 3LO 22 3LO O1 O1 O 0 1 N N N 70.580 51.008 9.751 -0.045 -2.538 -0.459 O1 3LO 23 3LO C16 C16 C 0 1 N N N 68.246 47.773 8.918 0.088 0.932 -1.851 C16 3LO 24 3LO O2 O2 O 0 1 N N N 67.442 47.247 7.813 -0.426 2.254 -1.585 O2 3LO 25 3LO C17 C17 C 0 1 N N N 67.137 48.317 7.006 -0.196 2.531 -0.285 C17 3LO 26 3LO C2 C2 C 0 1 Y N N 72.868 49.317 7.470 3.503 -2.138 0.189 C2 3LO 27 3LO C1 C1 C 0 1 Y N N 72.023 48.437 6.789 3.614 -0.748 0.211 C1 3LO 28 3LO C21 C21 C 0 1 Y N N 73.525 46.661 6.129 5.724 -0.502 1.533 C21 3LO 29 3LO C20 C20 C 0 1 Y N N 73.988 45.791 5.148 6.946 0.123 1.714 C20 3LO 30 3LO C19 C19 C 0 1 Y N N 73.440 45.812 3.869 7.341 1.107 0.827 C19 3LO 31 3LO C18 C18 C 0 1 Y N N 72.009 47.521 4.498 5.404 0.887 -0.404 C18 3LO 32 3LO F2 F2 F 0 1 N N N 71.043 48.369 4.126 4.652 1.280 -1.456 F2 3LO 33 3LO H1 H1 H 0 1 N N N 70.007 47.755 6.615 2.568 1.115 0.018 H1 3LO 34 3LO H2 H2 H 0 1 N N N 67.295 52.896 12.157 -4.496 -2.462 0.226 H2 3LO 35 3LO H3 H3 H 0 1 N N N 66.203 49.702 9.529 -2.425 1.280 -0.056 H3 3LO 36 3LO H5 H5 H 0 1 N N N 66.091 49.017 5.421 -0.069 3.950 1.174 H5 3LO 37 3LO H6 H6 H 0 1 N N N 73.029 50.836 8.968 2.192 -3.801 -0.054 H6 3LO 38 3LO H7 H7 H 0 1 N N N 64.200 49.659 11.860 -6.031 -0.948 -1.053 H7 3LO 39 3LO H8 H8 H 0 1 N N N 64.323 49.957 10.093 -5.694 0.714 -1.592 H8 3LO 40 3LO H9 H9 H 0 1 N N N 62.666 51.758 10.239 -8.015 0.673 -0.950 H9 3LO 41 3LO H10 H10 H 0 1 N N N 61.997 50.268 10.987 -7.646 -0.186 0.569 H10 3LO 42 3LO H11 H11 H 0 1 N N N 63.584 53.049 13.507 -6.034 2.694 2.053 H11 3LO 43 3LO H12 H12 H 0 1 N N N 63.144 53.666 11.878 -6.855 1.169 2.462 H12 3LO 44 3LO H13 H13 H 0 1 N N N 65.599 53.387 12.211 -4.214 0.986 2.107 H13 3LO 45 3LO H14 H14 H 0 1 N N N 67.651 47.812 9.842 1.109 0.978 -2.230 H14 3LO 46 3LO H15 H15 H 0 1 N N N 69.134 47.145 9.080 -0.559 0.391 -2.540 H15 3LO 47 3LO H16 H16 H 0 1 N N N 73.921 49.345 7.229 4.377 -2.753 0.347 H16 3LO 48 3LO H17 H17 H 0 1 N N N 73.939 46.633 7.126 5.391 -1.274 2.212 H17 3LO 49 3LO H18 H18 H 0 1 N N N 74.779 45.094 5.381 7.584 -0.155 2.540 H18 3LO 50 3LO H19 H19 H 0 1 N N N 73.806 45.134 3.112 8.292 1.599 0.968 H19 3LO 51 3LO H4 H4 H 0 1 N N N 65.800 47.358 5.827 -0.448 4.554 -0.348 H4 3LO 52 # 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 3LO N3 C19 DOUB Y N 1 3LO N3 C18 SING Y N 2 3LO C19 C20 SING Y N 3 3LO F2 C18 SING N N 4 3LO C18 C14 DOUB Y N 5 3LO C20 C21 DOUB Y N 6 3LO C14 C21 SING Y N 7 3LO C14 C1 SING N N 8 3LO N2 C17 SING N N 9 3LO C1 C6 DOUB Y N 10 3LO C1 C2 SING Y N 11 3LO C17 N1 DOUB N N 12 3LO C17 O2 SING N N 13 3LO C6 C5 SING Y N 14 3LO N1 C9 SING N N 15 3LO C2 C3 DOUB Y N 16 3LO O2 C16 SING N N 17 3LO C5 C9 SING N N 18 3LO C5 C4 DOUB Y N 19 3LO C3 C4 SING Y N 20 3LO C9 C16 SING N N 21 3LO C9 C8 SING N N 22 3LO C4 O1 SING N N 23 3LO C8 C13 DOUB Y N 24 3LO C8 C7 SING Y N 25 3LO O1 C7 SING N N 26 3LO C13 C12 SING Y N 27 3LO C7 C10 DOUB Y N 28 3LO C12 C15 SING N N 29 3LO C12 C11 DOUB Y N 30 3LO C10 C11 SING Y N 31 3LO C10 F1 SING N N 32 3LO C22 C23 SING N N 33 3LO C22 C15 SING N N 34 3LO C23 O3 SING N N 35 3LO C15 C25 DOUB N N 36 3LO C25 C24 SING N N 37 3LO O3 C24 SING N N 38 3LO C6 H1 SING N N 39 3LO C11 H2 SING N N 40 3LO C13 H3 SING N N 41 3LO N2 H5 SING N N 42 3LO C3 H6 SING N N 43 3LO C22 H7 SING N N 44 3LO C22 H8 SING N N 45 3LO C23 H9 SING N N 46 3LO C23 H10 SING N N 47 3LO C24 H11 SING N N 48 3LO C24 H12 SING N N 49 3LO C25 H13 SING N N 50 3LO C16 H14 SING N N 51 3LO C16 H15 SING N N 52 3LO C2 H16 SING N N 53 3LO C21 H17 SING N N 54 3LO C20 H18 SING N N 55 3LO C19 H19 SING N N 56 3LO N2 H4 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 3LO SMILES ACDLabs 12.01 "Fc1ncccc1c6cc5c(Oc3c(F)cc(C2=CCOCC2)cc3C54N=C(OC4)N)cc6" 3LO InChI InChI 1.03 "InChI=1S/C25H19F2N3O3/c26-20-12-16(14-5-8-31-9-6-14)11-19-22(20)33-21-4-3-15(17-2-1-7-29-23(17)27)10-18(21)25(19)13-32-24(28)30-25/h1-5,7,10-12H,6,8-9,13H2,(H2,28,30)/t25-/m0/s1" 3LO InChIKey InChI 1.03 UBJVRJGPVXTXQB-VWLOTQADSA-N 3LO SMILES_CANONICAL CACTVS 3.385 "NC1=N[C@@]2(CO1)c3cc(ccc3Oc4c(F)cc(cc24)C5=CCOCC5)c6cccnc6F" 3LO SMILES CACTVS 3.385 "NC1=N[C]2(CO1)c3cc(ccc3Oc4c(F)cc(cc24)C5=CCOCC5)c6cccnc6F" 3LO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(c(nc1)F)c2ccc3c(c2)[C@@]4(COC(=N4)N)c5cc(cc(c5O3)F)C6=CCOCC6" 3LO SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(c(nc1)F)c2ccc3c(c2)C4(COC(=N4)N)c5cc(cc(c5O3)F)C6=CCOCC6" # 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 3LO "SYSTEMATIC NAME" ACDLabs 12.01 "(4S)-2'-(3,6-dihydro-2H-pyran-4-yl)-4'-fluoro-7'-(2-fluoropyridin-3-yl)spiro[1,3-oxazole-4,9'-xanthen]-2-amine" 3LO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(4S)-2'-(3,6-dihydro-2H-pyran-4-yl)-4'-fluoranyl-7'-(2-fluoranylpyridin-3-yl)spiro[5H-1,3-oxazole-4,9'-xanthene]-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 3LO "Create component" 2014-09-16 RCSB 3LO "Initial release" 2014-12-24 RCSB #