data_EUT
# 
_chem_comp.id                                    EUT 
_chem_comp.name                                  "(8S)-9-[3,5-bis(fluoranyl)phenyl]-2-morpholin-4-yl-8-(trifluoromethyl)-7,8-dihydro-6H-pyrimido[1,2-a]pyrimidin-4-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H17 F5 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-08-12 
_chem_comp.pdbx_modified_date                    2014-11-21 
_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                        416.345 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EUT 
_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        4UWF 
_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 
EUT C1   C1   C 0 1 Y N N 22.157 -14.979 -21.183 -1.190 1.575  -1.178 C1   EUT 1  
EUT C2   C2   C 0 1 Y N N 22.003 -13.360 -22.920 -1.427 1.189  1.183  C2   EUT 2  
EUT C3   C3   C 0 1 Y N N 23.099 -12.800 -20.866 -1.548 3.420  0.312  C3   EUT 3  
EUT C4   C4   C 0 1 Y N N 21.743 -14.630 -22.452 -1.229 0.699  -0.101 C4   EUT 4  
EUT C5   C5   C 0 1 Y N N 22.832 -14.068 -20.399 -1.350 2.933  -0.970 C5   EUT 5  
EUT C6   C6   C 0 1 Y N N 22.680 -12.456 -22.132 -1.586 2.548  1.387  C6   EUT 6  
EUT C7   C7   C 0 1 N N N 16.945 -15.716 -22.822 2.618  -2.274 0.416  C7   EUT 7  
EUT C8   C8   C 0 1 N N N 17.643 -14.596 -22.589 2.432  -0.908 0.255  C8   EUT 8  
EUT C9   C9   C 0 1 N N N 17.661 -16.931 -23.256 1.515  -3.119 0.277  C9   EUT 9  
EUT C10  C10  C 0 1 N N N 19.667 -15.598 -23.117 0.165  -1.240 -0.116 C10  EUT 10 
EUT C11  C11  C 0 1 N N N 21.169 -17.969 -23.245 -2.156 -2.865 -0.129 C11  EUT 11 
EUT C12  C12  C 0 1 N N N 19.770 -17.955 -23.809 -0.794 -3.504 -0.314 C12  EUT 12 
EUT C13  C13  C 0 1 N N N 15.627 -13.196 -22.660 3.328  1.326  0.859  C13  EUT 13 
EUT C14  C14  C 0 1 N N N 17.741 -12.247 -21.934 4.855  -0.465 -0.049 C14  EUT 14 
EUT C15  C15  C 0 1 N N N 14.958 -12.233 -21.706 3.977  2.296  -0.135 C15  EUT 15 
EUT C16  C16  C 0 1 N N N 16.957 -11.314 -21.041 5.430  0.592  -0.999 C16  EUT 16 
EUT C17  C17  C 0 1 N N S 21.875 -16.676 -23.578 -2.216 -1.468 -0.725 C17  EUT 17 
EUT C18  C18  C 0 1 N N N 22.299 -16.607 -25.028 -3.499 -0.777 -0.261 C18  EUT 18 
EUT N19  N19  N 0 1 N N N 19.001 -14.554 -22.743 1.207  -0.437 0.005  N19  EUT 19 
EUT N20  N20  N 0 1 N N N 21.039 -15.532 -23.264 -1.068 -0.674 -0.309 N20  EUT 20 
EUT N21  N21  N 0 1 N N N 16.975 -13.458 -22.185 3.503  -0.044 0.351  N21  EUT 21 
EUT N22  N22  N 0 1 N N N 19.025 -16.795 -23.378 0.308  -2.590 -0.035 N22  EUT 22 
EUT O23  O23  O 0 1 N N N 17.031 -17.957 -23.475 1.639  -4.324 0.433  O23  EUT 23 
EUT O24  O24  O 0 1 N N N 15.716 -11.030 -21.673 5.321  1.881  -0.389 O24  EUT 24 
EUT F25  F25  F 0 1 N N N 23.233 -14.419 -19.168 -1.312 3.786  -2.017 F25  EUT 25 
EUT F26  F26  F 0 1 N N N 22.929 -11.225 -22.603 -1.779 3.025  2.636  F26  EUT 26 
EUT F27  F27  F 0 1 N N N 22.781 -17.803 -25.463 -3.475 -0.636 1.131  F27  EUT 27 
EUT F28  F28  F 0 1 N N N 21.275 -16.241 -25.846 -3.592 0.485  -0.857 F28  EUT 28 
EUT F29  F29  F 0 1 N N N 23.283 -15.682 -25.169 -4.605 -1.551 -0.632 F29  EUT 29 
EUT H1   H1   H 0 1 N N N 21.952 -15.969 -20.803 -1.031 1.196  -2.177 H1   EUT 30 
EUT H2   H2   H 0 1 N N N 21.675 -13.073 -23.908 -1.458 0.510  2.022  H2   EUT 31 
EUT H3   H3   H 0 1 N N N 23.628 -12.088 -20.250 -1.671 4.481  0.473  H3   EUT 32 
EUT H7   H7   H 0 1 N N N 15.873 -15.729 -22.694 3.595  -2.675 0.641  H7   EUT 33 
EUT H111 H111 H 0 0 N N N 21.120 -18.086 -22.152 -2.908 -3.489 -0.611 H111 EUT 34 
EUT H112 H112 H 0 0 N N N 21.728 -18.811 -23.679 -2.377 -2.805 0.937  H112 EUT 35 
EUT H121 H121 H 0 0 N N N 19.830 -17.951 -24.907 -0.716 -4.362 0.354  H121 EUT 36 
EUT H122 H122 H 0 0 N N N 19.243 -18.860 -23.474 -0.708 -3.854 -1.342 H122 EUT 37 
EUT H17  H17  H 0 1 N N N 22.784 -16.623 -22.961 -2.223 -1.543 -1.813 H17  EUT 38 
EUT H131 H131 H 0 0 N N N 15.058 -14.137 -22.697 3.809  1.421  1.832  H131 EUT 39 
EUT H132 H132 H 0 0 N N N 15.668 -12.753 -23.666 2.266  1.551  0.950  H132 EUT 40 
EUT H151 H151 H 0 0 N N N 13.936 -12.018 -22.052 3.413  2.294  -1.067 H151 EUT 41 
EUT H152 H152 H 0 0 N N N 14.919 -12.675 -20.699 3.981  3.302  0.287  H152 EUT 42 
EUT H141 H141 H 0 0 N N N 17.952 -11.745 -22.890 4.804  -1.427 -0.559 H141 EUT 43 
EUT H142 H142 H 0 0 N N N 18.689 -12.511 -21.442 5.490  -0.551 0.833  H142 EUT 44 
EUT H161 H161 H 0 0 N N N 16.778 -11.794 -20.068 6.478  0.371  -1.198 H161 EUT 45 
EUT H162 H162 H 0 0 N N N 17.520 -10.381 -20.892 4.871  0.584  -1.934 H162 EUT 46 
# 
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 
EUT C1  C4   SING Y N 1  
EUT C1  C5   DOUB Y N 2  
EUT C2  C4   DOUB Y N 3  
EUT C2  C6   SING Y N 4  
EUT C3  C5   SING Y N 5  
EUT C3  C6   DOUB Y N 6  
EUT C4  N20  SING N N 7  
EUT C5  F25  SING N N 8  
EUT C6  F26  SING N N 9  
EUT C7  C8   DOUB N N 10 
EUT C7  C9   SING N N 11 
EUT C8  N19  SING N N 12 
EUT C8  N21  SING N N 13 
EUT C9  N22  SING N N 14 
EUT C9  O23  DOUB N N 15 
EUT C10 N19  DOUB N N 16 
EUT C10 N20  SING N N 17 
EUT C10 N22  SING N N 18 
EUT C11 C12  SING N N 19 
EUT C11 C17  SING N N 20 
EUT C12 N22  SING N N 21 
EUT C13 C15  SING N N 22 
EUT C13 N21  SING N N 23 
EUT C14 C16  SING N N 24 
EUT C14 N21  SING N N 25 
EUT C15 O24  SING N N 26 
EUT C16 O24  SING N N 27 
EUT C17 C18  SING N N 28 
EUT C17 N20  SING N N 29 
EUT C18 F27  SING N N 30 
EUT C18 F28  SING N N 31 
EUT C18 F29  SING N N 32 
EUT C1  H1   SING N N 33 
EUT C2  H2   SING N N 34 
EUT C3  H3   SING N N 35 
EUT C7  H7   SING N N 36 
EUT C11 H111 SING N N 37 
EUT C11 H112 SING N N 38 
EUT C12 H121 SING N N 39 
EUT C12 H122 SING N N 40 
EUT C17 H17  SING N N 41 
EUT C13 H131 SING N N 42 
EUT C13 H132 SING N N 43 
EUT C15 H151 SING N N 44 
EUT C15 H152 SING N N 45 
EUT C14 H141 SING N N 46 
EUT C14 H142 SING N N 47 
EUT C16 H161 SING N N 48 
EUT C16 H162 SING N N 49 
# 
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 
EUT SMILES           ACDLabs              12.01 "Fc1cc(cc(F)c1)N4C3=NC(N2CCOCC2)=CC(=O)N3CCC4C(F)(F)F"                                                                                        
EUT InChI            InChI                1.03  "InChI=1S/C18H17F5N4O2/c19-11-7-12(20)9-13(8-11)27-14(18(21,22)23)1-2-26-16(28)10-15(24-17(26)27)25-3-5-29-6-4-25/h7-10,14H,1-6H2/t14-/m0/s1" 
EUT InChIKey         InChI                1.03  XTBZCKNQFVGNFT-AWEZNQCLSA-N                                                                                                                   
EUT SMILES_CANONICAL CACTVS               3.385 "Fc1cc(F)cc(c1)N2[C@@H](CCN3C(=O)C=C(N=C23)N4CCOCC4)C(F)(F)F"                                                                                 
EUT SMILES           CACTVS               3.385 "Fc1cc(F)cc(c1)N2[CH](CCN3C(=O)C=C(N=C23)N4CCOCC4)C(F)(F)F"                                                                                   
EUT SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1c(cc(cc1F)F)N2[C@@H](CCN3C2=NC(=CC3=O)N4CCOCC4)C(F)(F)F"                                                                                   
EUT SMILES           "OpenEye OEToolkits" 1.7.6 "c1c(cc(cc1F)F)N2C(CCN3C2=NC(=CC3=O)N4CCOCC4)C(F)(F)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 
EUT "SYSTEMATIC NAME" ACDLabs              12.01 "(8S)-9-(3,5-difluorophenyl)-2-(morpholin-4-yl)-8-(trifluoromethyl)-6,7,8,9-tetrahydro-4H-pyrimido[1,2-a]pyrimidin-4-one" 
EUT "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(8S)-9-[3,5-bis(fluoranyl)phenyl]-2-morpholin-4-yl-8-(trifluoromethyl)-7,8-dihydro-6H-pyrimido[1,2-a]pyrimidin-4-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 
EUT "Create component" 2014-08-12 EBI  
EUT "Initial release"  2014-11-26 RCSB 
# 
