data_5YE # _chem_comp.id 5YE _chem_comp.name "6-[[ethyl-(4-fluorophenyl)amino]methyl]-2,3-dihydro-1~{H}-cyclopenta[3,4][1,3]thiazolo[1,4-~{a}]pyrimidin-8-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H18 F N3 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-01-05 _chem_comp.pdbx_modified_date 2016-02-19 _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 343.418 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5YE _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 5H8Q _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 5YE C4 C1 C 0 1 N N N 14.357 -14.690 -26.845 1.007 2.257 0.577 C4 5YE 1 5YE C14 C2 C 0 1 Y N N 10.946 -15.419 -22.574 -4.604 -1.118 -1.047 C14 5YE 2 5YE C5 C3 C 0 1 N N N 14.786 -13.512 -27.528 2.274 1.767 0.255 C5 5YE 3 5YE C6 C4 C 0 1 N N N 16.823 -12.046 -27.769 3.667 -0.203 -0.194 C6 5YE 4 5YE C11 C5 C 0 1 N N N 16.611 -11.025 -28.853 5.083 0.300 -0.487 C11 5YE 5 5YE C7 C6 C 0 1 N N N 18.073 -11.907 -27.264 3.650 -1.524 -0.279 C7 5YE 6 5YE C8 C7 C 0 1 N N N 16.877 -13.860 -26.340 1.392 -0.389 0.311 C8 5YE 7 5YE C9 C8 C 0 1 N N N 18.972 -11.074 -28.125 5.012 -2.085 -0.623 C9 5YE 8 5YE C10 C9 C 0 1 N N N 18.044 -10.704 -29.293 5.993 -0.933 -0.319 C10 5YE 9 5YE C12 C10 C 0 1 Y N N 12.773 -15.943 -24.076 -3.036 0.363 0.001 C12 5YE 10 5YE C13 C11 C 0 1 Y N N 11.458 -16.148 -23.633 -3.914 0.078 -1.036 C13 5YE 11 5YE N1 N1 N 0 1 N N N 16.128 -13.124 -27.242 2.462 0.421 0.122 N1 5YE 12 5YE N2 N2 N 0 1 N N N 16.486 -14.944 -25.728 0.190 0.071 0.610 N2 5YE 13 5YE C3 C12 C 0 1 N N N 15.194 -15.370 -26.017 -0.034 1.371 0.755 C3 5YE 14 5YE F F1 F 0 1 N N N 11.225 -13.700 -21.006 -5.101 -3.201 -0.034 F 5YE 15 5YE C15 C13 C 0 1 Y N N 11.753 -14.481 -21.974 -4.421 -2.033 -0.024 C15 5YE 16 5YE C16 C14 C 0 1 Y N N 13.040 -14.241 -22.368 -3.542 -1.754 1.009 C16 5YE 17 5YE C17 C15 C 0 1 Y N N 13.550 -14.970 -23.431 -2.846 -0.561 1.020 C17 5YE 18 5YE N N3 N 0 1 N N N 13.326 -16.739 -25.112 -2.336 1.574 0.014 N 5YE 19 5YE C1 C16 C 0 1 N N N 12.577 -17.897 -25.733 -2.529 2.543 -1.068 C1 5YE 20 5YE C C17 C 0 1 N N N 11.596 -17.556 -26.822 -3.671 3.493 -0.703 C 5YE 21 5YE C2 C18 C 0 1 N N N 14.743 -16.676 -25.428 -1.410 1.873 1.109 C2 5YE 22 5YE O O1 O 0 1 N N N 14.131 -12.893 -28.352 3.208 2.536 0.094 O 5YE 23 5YE S S1 S 0 1 N N N 18.474 -13.163 -26.127 1.989 -2.037 0.064 S 5YE 24 5YE H1 H1 H 0 1 N N N 13.348 -15.048 -26.989 0.845 3.319 0.690 H1 5YE 25 5YE H2 H2 H 0 1 N N N 9.936 -15.583 -22.227 -5.290 -1.338 -1.852 H2 5YE 26 5YE H3 H3 H 0 1 N N N 16.105 -10.130 -28.462 5.146 0.680 -1.506 H3 5YE 27 5YE H4 H4 H 0 1 N N N 16.025 -11.444 -29.684 5.362 1.077 0.224 H4 5YE 28 5YE H5 H5 H 0 1 N N N 19.841 -11.652 -28.473 5.235 -2.950 0.002 H5 5YE 29 5YE H6 H6 H 0 1 N N N 19.319 -10.177 -27.591 5.056 -2.356 -1.677 H6 5YE 30 5YE H7 H7 H 0 1 N N N 18.306 -11.294 -30.184 6.811 -0.916 -1.039 H7 5YE 31 5YE H8 H8 H 0 1 N N N 18.136 -9.632 -29.523 6.373 -1.002 0.701 H8 5YE 32 5YE H9 H9 H 0 1 N N N 10.838 -16.883 -24.124 -4.057 0.792 -1.835 H9 5YE 33 5YE H11 H11 H 0 1 N N N 13.644 -13.502 -21.863 -3.401 -2.469 1.806 H11 5YE 34 5YE H12 H12 H 0 1 N N N 14.560 -14.786 -23.767 -2.163 -0.342 1.828 H12 5YE 35 5YE H13 H13 H 0 1 N N N 12.022 -18.405 -24.930 -1.612 3.114 -1.211 H13 5YE 36 5YE H14 H14 H 0 1 N N N 13.321 -18.587 -26.158 -2.776 2.014 -1.989 H14 5YE 37 5YE H15 H15 H 0 1 N N N 11.120 -18.477 -27.189 -4.588 2.922 -0.560 H15 5YE 38 5YE H16 H16 H 0 1 N N N 10.826 -16.879 -26.423 -3.424 4.021 0.218 H16 5YE 39 5YE H17 H17 H 0 1 N N N 12.125 -17.062 -27.650 -3.814 4.214 -1.508 H17 5YE 40 5YE H18 H18 H 0 1 N N N 14.970 -17.475 -26.150 -1.753 1.381 2.020 H18 5YE 41 5YE H19 H19 H 0 1 N N N 15.309 -16.848 -24.501 -1.374 2.950 1.270 H19 5YE 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 5YE C10 C11 SING N N 1 5YE C10 C9 SING N N 2 5YE C11 C6 SING N N 3 5YE O C5 DOUB N N 4 5YE C9 C7 SING N N 5 5YE C6 C7 DOUB N N 6 5YE C6 N1 SING N N 7 5YE C5 N1 SING N N 8 5YE C5 C4 SING N N 9 5YE C7 S SING N N 10 5YE N1 C8 SING N N 11 5YE C4 C3 DOUB N N 12 5YE C C1 SING N N 13 5YE C8 S SING N N 14 5YE C8 N2 DOUB N N 15 5YE C3 N2 SING N N 16 5YE C3 C2 SING N N 17 5YE C1 N SING N N 18 5YE C2 N SING N N 19 5YE N C12 SING N N 20 5YE C12 C13 DOUB Y N 21 5YE C12 C17 SING Y N 22 5YE C13 C14 SING Y N 23 5YE C17 C16 DOUB Y N 24 5YE C14 C15 DOUB Y N 25 5YE C16 C15 SING Y N 26 5YE C15 F SING N N 27 5YE C4 H1 SING N N 28 5YE C14 H2 SING N N 29 5YE C11 H3 SING N N 30 5YE C11 H4 SING N N 31 5YE C9 H5 SING N N 32 5YE C9 H6 SING N N 33 5YE C10 H7 SING N N 34 5YE C10 H8 SING N N 35 5YE C13 H9 SING N N 36 5YE C16 H11 SING N N 37 5YE C17 H12 SING N N 38 5YE C1 H13 SING N N 39 5YE C1 H14 SING N N 40 5YE C H15 SING N N 41 5YE C H16 SING N N 42 5YE C H17 SING N N 43 5YE C2 H18 SING N N 44 5YE C2 H19 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 5YE InChI InChI 1.03 "InChI=1S/C18H18FN3OS/c1-2-21(14-8-6-12(19)7-9-14)11-13-10-17(23)22-15-4-3-5-16(15)24-18(22)20-13/h6-10H,2-5,11H2,1H3" 5YE InChIKey InChI 1.03 MKBFOAQLSFHEGN-UHFFFAOYSA-N 5YE SMILES_CANONICAL CACTVS 3.385 "CCN(CC1=CC(=O)N2C3=C(CCC3)SC2=N1)c4ccc(F)cc4" 5YE SMILES CACTVS 3.385 "CCN(CC1=CC(=O)N2C3=C(CCC3)SC2=N1)c4ccc(F)cc4" 5YE SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CCN(CC1=CC(=O)N2C3=C(CCC3)SC2=N1)c4ccc(cc4)F" 5YE SMILES "OpenEye OEToolkits" 2.0.4 "CCN(CC1=CC(=O)N2C3=C(CCC3)SC2=N1)c4ccc(cc4)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 5YE "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "6-[[ethyl-(4-fluorophenyl)amino]methyl]-2,3-dihydro-1~{H}-cyclopenta[3,4][1,3]thiazolo[1,4-~{a}]pyrimidin-8-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5YE "Create component" 2016-01-05 RCSB 5YE "Initial release" 2016-02-24 RCSB #