data_5U2
# 
_chem_comp.id                                    5U2 
_chem_comp.name                                  "5-[3,5-dimethoxy-4-[(3-oxidanylazetidin-1-yl)methyl]phenyl]-1,3-dimethyl-pyridin-2-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H24 N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2015-12-02 
_chem_comp.pdbx_modified_date                    2016-03-04 
_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                        344.405 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5U2 
_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        5F1L 
_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 
5U2 C4  C1  C 0 1 N N N 10.616 -3.056 4.765 -2.962 -0.560 1.067  C4  5U2 1  
5U2 C6  C2  C 0 1 N N N 12.567 -4.394 4.932 -5.109 0.158  0.433  C6  5U2 2  
5U2 C8  C3  C 0 1 N N N 12.771 -1.936 5.011 -4.865 -1.120 2.485  C8  5U2 3  
5U2 C10 C4  C 0 1 Y N N 6.142  -4.956 4.041 1.192  1.007  -0.486 C10 5U2 4  
5U2 N12 N1  N 0 1 N N N 3.527  -2.545 4.417 3.964  -0.498 0.319  N12 5U2 5  
5U2 C13 C5  C 0 1 N N N 2.725  -1.510 2.807 5.680  0.149  1.262  C13 5U2 6  
5U2 C15 C6  C 0 1 Y N N 8.327  -4.092 4.659 -0.951 -0.066 -0.278 C15 5U2 7  
5U2 C17 C7  C 0 1 Y N N 6.307  -3.013 5.493 1.013  -1.378 -0.736 C17 5U2 8  
5U2 C20 C8  C 0 1 N N N 5.435  -5.973 1.974 1.275  3.369  -0.228 C20 5U2 9  
5U2 C22 C9  C 0 1 N N N 6.403  -1.479 7.353 0.743  -3.729 -0.967 C22 5U2 10 
5U2 C24 C10 C 0 1 N N N 4.110  -2.077 3.145 5.391  -0.825 0.106  C24 5U2 11 
5U2 C1  C11 C 0 1 N N N 11.779 -5.572 4.824 -4.580 0.772  -0.716 C1  5U2 12 
5U2 C2  C12 C 0 1 N N N 10.428 -5.464 4.684 -3.242 0.697  -0.959 C2  5U2 13 
5U2 C3  C13 C 0 1 N N N 9.818  -4.183 4.679 -2.413 0.019  -0.040 C3  5U2 14 
5U2 N5  N2  N 0 1 N N N 11.975 -3.165 4.865 -4.297 -0.487 1.292  N5  5U2 15 
5U2 O7  O1  O 0 1 N N N 13.777 -4.495 5.077 -6.308 0.211  0.654  O7  5U2 16 
5U2 C9  C14 C 0 1 N N N 12.387 -6.952 4.843 -5.488 1.495  -1.677 C9  5U2 17 
5U2 C11 C15 C 0 1 N N N 4.018  -3.872 4.829 3.270  -0.312 -0.963 C11 5U2 18 
5U2 C14 C16 C 0 1 Y N N 7.538  -5.046 3.996 -0.173 1.089  -0.264 C14 5U2 19 
5U2 C16 C17 C 0 1 Y N N 7.699  -3.102 5.427 -0.353 -1.302 -0.515 C16 5U2 20 
5U2 C18 C18 C 0 1 Y N N 5.529  -3.950 4.798 1.785  -0.225 -0.721 C18 5U2 21 
5U2 O19 O2  O 0 1 N N N 5.368  -5.880 3.398 1.951  2.134  -0.478 O19 5U2 22 
5U2 O21 O3  O 0 1 N N N 5.716  -2.005 6.210 1.597  -2.583 -0.967 O21 5U2 23 
5U2 C23 C19 C 0 1 N N N 2.251  -2.675 3.686 4.331  0.804  0.917  C23 5U2 24 
5U2 O25 O4  O 0 1 N N N 2.384  -1.605 1.421 6.807  0.997  1.032  O25 5U2 25 
5U2 H1  H1  H 0 1 N N N 10.159 -2.077 4.753 -2.329 -1.083 1.768  H1  5U2 26 
5U2 H2  H2  H 0 1 N N N 13.838 -2.195 5.078 -4.869 -0.406 3.308  H2  5U2 27 
5U2 H3  H3  H 0 1 N N N 12.606 -1.286 4.139 -5.885 -1.441 2.276  H3  5U2 28 
5U2 H4  H4  H 0 1 N N N 12.464 -1.407 5.926 -4.261 -1.986 2.759  H4  5U2 29 
5U2 H6  H6  H 0 1 N N N 2.540  -0.525 3.261 5.699  -0.327 2.243  H6  5U2 30 
5U2 H7  H7  H 0 1 N N N 4.753  -6.762 1.625 1.995  4.187  -0.249 H7  5U2 31 
5U2 H8  H8  H 0 1 N N N 5.140  -5.011 1.530 0.518  3.530  -0.996 H8  5U2 32 
5U2 H9  H9  H 0 1 N N N 6.464  -6.217 1.671 0.798  3.330  0.751  H9  5U2 33 
5U2 H10 H10 H 0 1 N N N 5.797  -0.683 7.811 1.334  -4.623 -1.163 H10 5U2 34 
5U2 H11 H11 H 0 1 N N N 6.566  -2.284 8.085 0.257  -3.820 0.004  H11 5U2 35 
5U2 H12 H12 H 0 1 N N N 7.373  -1.067 7.040 -0.014 -3.617 -1.743 H12 5U2 36 
5U2 H13 H13 H 0 1 N N N 4.455  -2.878 2.475 5.643  -1.861 0.331  H13 5U2 37 
5U2 H14 H14 H 0 1 N N N 4.903  -1.322 3.252 5.779  -0.491 -0.857 H14 5U2 38 
5U2 H15 H15 H 0 1 N N N 9.823  -6.352 4.577 -2.821 1.155  -1.842 H15 5U2 39 
5U2 H16 H16 H 0 1 N N N 13.478 -6.871 4.962 -6.516 1.438  -1.319 H16 5U2 40 
5U2 H17 H17 H 0 1 N N N 11.968 -7.525 5.683 -5.185 2.539  -1.747 H17 5U2 41 
5U2 H18 H18 H 0 1 N N N 12.158 -7.466 3.898 -5.420 1.030  -2.661 H18 5U2 42 
5U2 H19 H19 H 0 1 N N N 3.672  -4.077 5.853 3.616  0.609  -1.433 H19 5U2 43 
5U2 H20 H20 H 0 1 N N N 3.609  -4.630 4.145 3.483  -1.156 -1.618 H20 5U2 44 
5U2 H21 H21 H 0 1 N N N 8.009  -5.850 3.451 -0.634 2.049  -0.080 H21 5U2 45 
5U2 H22 H22 H 0 1 N N N 8.302  -2.395 5.978 -0.953 -2.200 -0.526 H22 5U2 46 
5U2 H23 H23 H 0 1 N N N 1.353  -2.463 4.286 4.409  1.615  0.192  H23 5U2 47 
5U2 H24 H24 H 0 1 N N N 2.120  -3.629 3.154 3.735  1.070  1.791  H24 5U2 48 
5U2 H25 H25 H 0 1 N N N 1.519  -1.238 1.281 6.992  1.610  1.757  H25 5U2 49 
# 
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 
5U2 O25 C13 SING N N 1  
5U2 C20 O19 SING N N 2  
5U2 C13 C24 SING N N 3  
5U2 C13 C23 SING N N 4  
5U2 C24 N12 SING N N 5  
5U2 O19 C10 SING N N 6  
5U2 C23 N12 SING N N 7  
5U2 C14 C10 DOUB Y N 8  
5U2 C14 C15 SING Y N 9  
5U2 C10 C18 SING Y N 10 
5U2 N12 C11 SING N N 11 
5U2 C15 C3  SING N N 12 
5U2 C15 C16 DOUB Y N 13 
5U2 C3  C2  SING N N 14 
5U2 C3  C4  DOUB N N 15 
5U2 C2  C1  DOUB N N 16 
5U2 C4  N5  SING N N 17 
5U2 C18 C11 SING N N 18 
5U2 C18 C17 DOUB Y N 19 
5U2 C1  C9  SING N N 20 
5U2 C1  C6  SING N N 21 
5U2 N5  C6  SING N N 22 
5U2 N5  C8  SING N N 23 
5U2 C6  O7  DOUB N N 24 
5U2 C16 C17 SING Y N 25 
5U2 C17 O21 SING N N 26 
5U2 O21 C22 SING N N 27 
5U2 C4  H1  SING N N 28 
5U2 C8  H2  SING N N 29 
5U2 C8  H3  SING N N 30 
5U2 C8  H4  SING N N 31 
5U2 C13 H6  SING N N 32 
5U2 C20 H7  SING N N 33 
5U2 C20 H8  SING N N 34 
5U2 C20 H9  SING N N 35 
5U2 C22 H10 SING N N 36 
5U2 C22 H11 SING N N 37 
5U2 C22 H12 SING N N 38 
5U2 C24 H13 SING N N 39 
5U2 C24 H14 SING N N 40 
5U2 C2  H15 SING N N 41 
5U2 C9  H16 SING N N 42 
5U2 C9  H17 SING N N 43 
5U2 C9  H18 SING N N 44 
5U2 C11 H19 SING N N 45 
5U2 C11 H20 SING N N 46 
5U2 C14 H21 SING N N 47 
5U2 C16 H22 SING N N 48 
5U2 C23 H23 SING N N 49 
5U2 C23 H24 SING N N 50 
5U2 O25 H25 SING N N 51 
# 
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 
5U2 InChI            InChI                1.03  "InChI=1S/C19H24N2O4/c1-12-5-14(8-20(2)19(12)23)13-6-17(24-3)16(18(7-13)25-4)11-21-9-15(22)10-21/h5-8,15,22H,9-11H2,1-4H3" 
5U2 InChIKey         InChI                1.03  YZIWDEXMYWHXDR-UHFFFAOYSA-N                                                                                                
5U2 SMILES_CANONICAL CACTVS               3.385 "COc1cc(cc(OC)c1CN2CC(O)C2)C3=CN(C)C(=O)C(=C3)C"                                                                           
5U2 SMILES           CACTVS               3.385 "COc1cc(cc(OC)c1CN2CC(O)C2)C3=CN(C)C(=O)C(=C3)C"                                                                           
5U2 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC1=CC(=CN(C1=O)C)c2cc(c(c(c2)OC)CN3CC(C3)O)OC"                                                                           
5U2 SMILES           "OpenEye OEToolkits" 2.0.4 "CC1=CC(=CN(C1=O)C)c2cc(c(c(c2)OC)CN3CC(C3)O)OC"                                                                           
# 
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 
5U2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "5-[3,5-dimethoxy-4-[(3-oxidanylazetidin-1-yl)methyl]phenyl]-1,3-dimethyl-pyridin-2-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 
5U2 "Create component" 2015-12-02 EBI  
5U2 "Initial release"  2016-03-09 RCSB 
# 
