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 
# 
