data_OTF # _chem_comp.id OTF _chem_comp.name "(1S,2S,3S)-1-fluoranyl-2-[4-(5-fluoranylpyrimidin-2-yl)phenyl]-N-oxidanyl-3-phenyl-cyclopropane-1-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H15 F2 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-05-22 _chem_comp.pdbx_modified_date 2016-02-05 _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 367.349 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OTF _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 5A2S _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 OTF C1 C1 C 0 1 N N N -26.000 -29.652 -73.211 3.398 -1.607 0.184 C1 OTF 1 OTF C2 C2 C 0 1 N N S -27.034 -30.593 -73.832 2.158 -0.956 -0.371 C2 OTF 2 OTF C3 C3 C 0 1 N N S -28.205 -31.194 -73.017 1.395 0.005 0.542 C3 OTF 3 OTF C4 C4 C 0 1 N N S -28.487 -30.151 -74.104 2.208 0.551 -0.633 C4 OTF 4 OTF F5 F5 F 0 1 N N N -26.519 -31.383 -74.750 1.408 -1.740 -1.254 F5 OTF 5 OTF O6 O6 O 0 1 N N N -26.013 -29.180 -72.085 3.810 -1.291 1.280 O6 OTF 6 OTF N7 N7 N 0 1 N N N -24.958 -29.421 -73.995 4.046 -2.546 -0.534 N7 OTF 7 OTF O8 O8 O 0 1 N N N -23.868 -28.703 -73.514 5.211 -3.158 -0.012 O8 OTF 8 OTF C9 C9 C 0 1 Y N N -29.035 -28.871 -73.588 3.494 1.269 -0.316 C9 OTF 9 OTF C10 C10 C 0 1 Y N N -30.142 -28.883 -72.750 4.261 1.798 -1.337 C10 OTF 10 OTF C11 C11 C 0 1 Y N N -30.687 -27.689 -72.278 5.441 2.457 -1.046 C11 OTF 11 OTF C12 C12 C 0 1 Y N N -30.127 -26.474 -72.657 5.853 2.588 0.267 C12 OTF 12 OTF C13 C13 C 0 1 Y N N -29.022 -26.462 -73.504 5.086 2.060 1.289 C13 OTF 13 OTF C14 C14 C 0 1 Y N N -28.486 -27.658 -73.977 3.904 1.405 0.998 C14 OTF 14 OTF C15 C15 C 0 1 Y N N -28.519 -32.637 -73.291 -0.107 0.035 0.422 C15 OTF 15 OTF C16 C16 C 0 1 Y N N -28.927 -33.161 -74.530 -0.892 -0.153 1.546 C16 OTF 16 OTF C17 C17 C 0 1 Y N N -29.191 -34.524 -74.700 -2.268 -0.127 1.442 C17 OTF 17 OTF C18 C18 C 0 1 Y N N -29.057 -35.408 -73.636 -2.866 0.090 0.202 C18 OTF 18 OTF C19 C19 C 0 1 Y N N -28.641 -34.886 -72.406 -2.070 0.278 -0.927 C19 OTF 19 OTF C20 C20 C 0 1 Y N N -28.381 -33.527 -72.236 -0.696 0.256 -0.810 C20 OTF 20 OTF C21 C21 C 0 1 Y N N -29.305 -36.889 -73.755 -4.344 0.118 0.084 C21 OTF 21 OTF N22 N22 N 0 1 Y N N -29.292 -37.637 -72.618 -4.894 0.325 -1.105 N22 OTF 22 OTF C23 C23 C 0 1 Y N N -29.488 -38.965 -72.626 -6.208 0.357 -1.245 C23 OTF 23 OTF C24 C24 C 0 1 Y N N -29.702 -39.626 -73.828 -7.013 0.169 -0.129 C24 OTF 24 OTF C25 C25 C 0 1 Y N N -29.704 -38.853 -75.004 -6.403 -0.045 1.100 C25 OTF 25 OTF N26 N26 N 0 1 Y N N -29.503 -37.517 -74.948 -5.083 -0.069 1.169 N26 OTF 26 OTF F27 F27 F 0 1 N N N -29.897 -40.972 -73.824 -8.360 0.195 -0.237 F27 OTF 27 OTF H7 H7 H 0 1 N N N -24.955 -29.763 -74.935 3.714 -2.802 -1.409 H7 OTF 28 OTF H3 H3 H 0 1 N N N -28.296 -30.852 -71.975 1.790 0.167 1.545 H3 OTF 29 OTF H4 H4 H 0 1 N N N -28.934 -30.539 -75.032 1.657 0.931 -1.493 H4 OTF 30 OTF H8 H8 H 0 1 N N N -24.037 -28.432 -72.619 5.605 -3.818 -0.599 H8 OTF 31 OTF H10 H10 H 0 1 N N N -30.585 -29.825 -72.461 3.939 1.696 -2.363 H10 OTF 32 OTF H14 H14 H 0 1 N N N -27.640 -27.641 -74.649 3.303 0.996 1.796 H14 OTF 33 OTF H11 H11 H 0 1 N N N -31.543 -27.708 -71.619 6.041 2.869 -1.844 H11 OTF 34 OTF H12 H12 H 0 1 N N N -30.546 -25.546 -72.297 6.775 3.102 0.495 H12 OTF 35 OTF H13 H13 H 0 1 N N N -28.578 -25.522 -73.796 5.409 2.162 2.314 H13 OTF 36 OTF H16 H16 H 0 1 N N N -29.039 -32.494 -75.372 -0.427 -0.321 2.506 H16 OTF 37 OTF H20 H20 H 0 1 N N N -28.068 -33.162 -71.269 -0.078 0.407 -1.683 H20 OTF 38 OTF H17 H17 H 0 1 N N N -29.502 -34.893 -75.666 -2.879 -0.274 2.320 H17 OTF 39 OTF H19 H19 H 0 1 N N N -28.518 -35.554 -71.566 -2.529 0.446 -1.890 H19 OTF 40 OTF H23 H23 H 0 1 N N N -29.479 -39.518 -71.699 -6.650 0.526 -2.216 H23 OTF 41 OTF H25 H25 H 0 1 N N N -29.867 -39.331 -75.959 -7.000 -0.194 1.988 H25 OTF 42 # 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 OTF C1 C2 SING N N 1 OTF C1 O6 DOUB N N 2 OTF C1 N7 SING N N 3 OTF C2 C3 SING N N 4 OTF C2 C4 SING N N 5 OTF C2 F5 SING N N 6 OTF C3 C4 SING N N 7 OTF C3 C15 SING N N 8 OTF C4 C9 SING N N 9 OTF N7 O8 SING N N 10 OTF C9 C10 SING Y N 11 OTF C9 C14 DOUB Y N 12 OTF C10 C11 DOUB Y N 13 OTF C11 C12 SING Y N 14 OTF C12 C13 DOUB Y N 15 OTF C13 C14 SING Y N 16 OTF C15 C16 SING Y N 17 OTF C15 C20 DOUB Y N 18 OTF C16 C17 DOUB Y N 19 OTF C17 C18 SING Y N 20 OTF C18 C19 DOUB Y N 21 OTF C18 C21 SING N N 22 OTF C19 C20 SING Y N 23 OTF C21 N22 SING Y N 24 OTF C21 N26 DOUB Y N 25 OTF N22 C23 DOUB Y N 26 OTF C23 C24 SING Y N 27 OTF C24 C25 DOUB Y N 28 OTF C24 F27 SING N N 29 OTF C25 N26 SING Y N 30 OTF N7 H7 SING N N 31 OTF C3 H3 SING N N 32 OTF C4 H4 SING N N 33 OTF O8 H8 SING N N 34 OTF C10 H10 SING N N 35 OTF C14 H14 SING N N 36 OTF C11 H11 SING N N 37 OTF C12 H12 SING N N 38 OTF C13 H13 SING N N 39 OTF C16 H16 SING N N 40 OTF C20 H20 SING N N 41 OTF C17 H17 SING N N 42 OTF C19 H19 SING N N 43 OTF C23 H23 SING N N 44 OTF C25 H25 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 OTF InChI InChI 1.03 "InChI=1S/C20H15F2N3O2/c21-15-10-23-18(24-11-15)14-8-6-13(7-9-14)17-16(12-4-2-1-3-5-12)20(17,22)19(26)25-27/h1-11,16-17,27H,(H,25,26)/t16-,17-,20+/m1/s1" OTF InChIKey InChI 1.03 MREATSZIGJDNKB-HLIPFELVSA-N OTF SMILES_CANONICAL CACTVS 3.385 "ONC(=O)[C@]1(F)[C@@H]([C@H]1c2ccc(cc2)c3ncc(F)cn3)c4ccccc4" OTF SMILES CACTVS 3.385 "ONC(=O)[C]1(F)[CH]([CH]1c2ccc(cc2)c3ncc(F)cn3)c4ccccc4" OTF SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)[C@@H]2[C@H]([C@@]2(C(=O)NO)F)c3ccc(cc3)c4ncc(cn4)F" OTF SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C2C(C2(C(=O)NO)F)c3ccc(cc3)c4ncc(cn4)F" # 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 OTF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1S,2S,3S)-1-fluoranyl-2-[4-(5-fluoranylpyrimidin-2-yl)phenyl]-N-oxidanyl-3-phenyl-cyclopropane-1-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OTF "Create component" 2015-05-22 EBI OTF "Other modification" 2015-05-27 EBI OTF "Initial release" 2016-02-10 RCSB #