data_LXG
# 
_chem_comp.id                                    LXG 
_chem_comp.name                                  "8-[(E)-2-cyclopropylethenyl]-2-[(dimethylamino)methyl][1]benzothieno[3,2-d]pyrimidin-4(3H)-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H19 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                     2009-09-22 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        325.428 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LXG 
_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        3JXW 
_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 
LXG C1   C1   C 0 1 N N N -23.804 -30.781 -2.215 -2.157 -3.203 1.121  C1   LXG 1  
LXG N1   N1   N 0 1 N N N -22.386 -30.745 -2.691 -2.885 -3.204 -0.155 N1   LXG 2  
LXG O1   O1   O 0 1 N N N -22.193 -31.569 2.544  -4.229 2.520  -0.083 O1   LXG 3  
LXG S1   S1   S 0 1 Y N N -23.144 -34.591 2.586  -1.084 3.054  0.021  S1   LXG 4  
LXG C2   C2   C 0 1 N N N -21.833 -29.413 -3.094 -3.453 -4.530 -0.435 C2   LXG 5  
LXG N2   N2   N 0 1 N N N -22.186 -33.570 -1.031 -1.994 -0.722 -0.080 N2   LXG 6  
LXG C3   C3   C 0 1 N N N -21.375 -31.606 -2.038 -3.930 -2.171 -0.166 C3   LXG 7  
LXG N3   N3   N 0 1 N N N -21.790 -31.627 0.290  -4.081 0.294  -0.122 N3   LXG 8  
LXG C4   C4   C 0 1 N N N -21.828 -32.344 -0.861 -3.288 -0.808 -0.120 C4   LXG 9  
LXG C5   C5   C 0 1 Y N N -22.599 -34.213 0.153  -1.357 0.479  -0.038 C5   LXG 10 
LXG C6   C6   C 0 1 Y N N -23.035 -35.572 0.234  0.089  0.739  0.010  C6   LXG 11 
LXG C7   C7   C 0 1 Y N N -23.146 -36.507 -0.779 1.140  -0.199 0.023  C7   LXG 12 
LXG C8   C8   C 0 1 Y N N -23.616 -37.774 -0.454 2.455  0.234  0.069  C8   LXG 13 
LXG C9   C9   C 0 1 N N N -23.764 -38.804 -1.542 3.557  -0.751 0.082  C9   LXG 14 
LXG C10  C10  C 0 1 N N N -24.197 -38.398 -2.760 4.816  -0.337 0.127  C10  LXG 15 
LXG C11  C11  C 0 1 N N N -24.462 -39.082 -4.039 5.939  -1.342 0.140  C11  LXG 16 
LXG C12  C12  C 0 1 N N N -25.241 -38.380 -5.144 6.953  -1.282 -1.005 C12  LXG 17 
LXG C13  C13  C 0 1 N N N -23.773 -38.616 -5.298 7.353  -0.817 0.398  C13  LXG 18 
LXG C14  C14  C 0 1 Y N N -23.948 -38.073 0.864  2.741  1.604  0.105  C14  LXG 19 
LXG C15  C15  C 0 1 Y N N -23.842 -37.170 1.908  1.729  2.515  0.093  C15  LXG 20 
LXG C16  C16  C 0 1 Y N N -23.381 -35.929 1.536  0.390  2.098  0.046  C16  LXG 21 
LXG C17  C17  C 0 1 Y N N -22.596 -33.539 1.338  -2.110 1.632  -0.038 C17  LXG 22 
LXG C18  C18  C 0 1 N N N -22.191 -32.180 1.491  -3.528 1.522  -0.081 C18  LXG 23 
LXG H1   H1   H 0 1 N N N -24.078 -31.814 -1.954 -2.852 -3.401 1.937  H1   LXG 24 
LXG H1A  H1A  H 0 1 N N N -23.909 -30.139 -1.328 -1.390 -3.977 1.102  H1A  LXG 25 
LXG H1B  H1B  H 0 1 N N N -24.468 -30.417 -3.013 -1.688 -2.231 1.271  H1B  LXG 26 
LXG H2   H2   H 0 1 N N N -20.789 -29.532 -3.420 -4.196 -4.775 0.324  H2   LXG 27 
LXG H2A  H2A  H 0 1 N N N -22.431 -29.003 -3.921 -3.927 -4.521 -1.417 H2A  LXG 28 
LXG H2B  H2B  H 0 1 N N N -21.873 -28.725 -2.237 -2.659 -5.276 -0.421 H2B  LXG 29 
LXG H3   H3   H 0 1 N N N -21.044 -32.346 -2.782 -4.523 -2.263 -1.075 H3   LXG 30 
LXG H3A  H3A  H 0 1 N N N -20.547 -30.956 -1.719 -4.575 -2.298 0.703  H3A  LXG 31 
LXG HN3  HN3  H 0 1 N N N -21.466 -30.681 0.269  -5.046 0.197  -0.152 HN3  LXG 32 
LXG H7   H7   H 0 1 N N N -22.875 -36.259 -1.795 0.920  -1.256 -0.004 H7   LXG 33 
LXG H9   H9   H 0 1 N N N -23.531 -39.842 -1.356 3.337  -1.808 0.054  H9   LXG 34 
LXG H10  H10  H 0 1 N N N -24.391 -37.337 -2.804 5.036  0.720  0.154  H10  LXG 35 
LXG H11  H11  H 0 1 N N N -24.559 -40.038 -3.503 5.687  -2.325 0.537  H11  LXG 36 
LXG H12  H12  H 0 1 N N N -26.093 -38.719 -5.752 7.368  -2.226 -1.359 H12  LXG 37 
LXG H12A H12A H 0 0 N N N -25.823 -37.447 -5.134 6.807  -0.516 -1.767 H12A LXG 38 
LXG H13  H13  H 0 1 N N N -22.947 -37.902 -5.436 7.471  0.255  0.558  H13  LXG 39 
LXG H13A H13A H 0 0 N N N -23.219 -39.185 -6.059 8.031  -1.455 0.965  H13A LXG 40 
LXG H14  H14  H 0 1 N N N -24.309 -39.067 1.085  3.767  1.940  0.142  H14  LXG 41 
LXG H15  H15  H 0 1 N N N -24.099 -37.419 2.927  1.960  3.570  0.121  H15  LXG 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 
LXG N1  C1   SING N N 1  
LXG C1  H1   SING N N 2  
LXG C1  H1A  SING N N 3  
LXG C1  H1B  SING N N 4  
LXG C2  N1   SING N N 5  
LXG N1  C3   SING N N 6  
LXG C18 O1   DOUB N N 7  
LXG C17 S1   SING Y N 8  
LXG C16 S1   SING Y N 9  
LXG C2  H2   SING N N 10 
LXG C2  H2A  SING N N 11 
LXG C2  H2B  SING N N 12 
LXG N2  C4   DOUB N N 13 
LXG N2  C5   SING N N 14 
LXG C3  C4   SING N N 15 
LXG C3  H3   SING N N 16 
LXG C3  H3A  SING N N 17 
LXG C4  N3   SING N N 18 
LXG N3  C18  SING N N 19 
LXG N3  HN3  SING N N 20 
LXG C5  C6   SING Y N 21 
LXG C5  C17  DOUB Y N 22 
LXG C7  C6   DOUB Y N 23 
LXG C6  C16  SING Y N 24 
LXG C7  C8   SING Y N 25 
LXG C7  H7   SING N N 26 
LXG C9  C8   SING N E 27 
LXG C8  C14  DOUB Y N 28 
LXG C10 C9   DOUB N N 29 
LXG C9  H9   SING N N 30 
LXG C11 C10  SING N N 31 
LXG C10 H10  SING N N 32 
LXG C13 C11  SING N N 33 
LXG C12 C11  SING N N 34 
LXG C11 H11  SING N N 35 
LXG C13 C12  SING N N 36 
LXG C12 H12  SING N N 37 
LXG C12 H12A SING N N 38 
LXG C13 H13  SING N N 39 
LXG C13 H13A SING N N 40 
LXG C14 C15  SING Y N 41 
LXG C14 H14  SING N N 42 
LXG C16 C15  DOUB Y N 43 
LXG C15 H15  SING N N 44 
LXG C17 C18  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 
LXG SMILES           ACDLabs              11.02 "O=C2NC(=Nc1c4c(sc12)ccc(/C=C/C3CC3)c4)CN(C)C"                                                                                            
LXG SMILES_CANONICAL CACTVS               3.352 "CN(C)CC1=Nc2c(sc3ccc(/C=C/C4CC4)cc23)C(=O)N1"                                                                                            
LXG SMILES           CACTVS               3.352 "CN(C)CC1=Nc2c(sc3ccc(C=CC4CC4)cc23)C(=O)N1"                                                                                              
LXG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CN(C)CC1=Nc2c3cc(ccc3sc2C(=O)N1)/C=C/C4CC4"                                                                                              
LXG SMILES           "OpenEye OEToolkits" 1.7.0 "CN(C)CC1=Nc2c3cc(ccc3sc2C(=O)N1)C=CC4CC4"                                                                                                
LXG InChI            InChI                1.03  "InChI=1S/C18H19N3OS/c1-21(2)10-15-19-16-13-9-12(6-5-11-3-4-11)7-8-14(13)23-17(16)18(22)20-15/h5-9,11H,3-4,10H2,1-2H3,(H,19,20,22)/b6-5+" 
LXG InChIKey         InChI                1.03  CPHAAKSWOQSYIW-AATRIKPKSA-N                                                                                                               
# 
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 
LXG "SYSTEMATIC NAME" ACDLabs              11.02 "8-[(E)-2-cyclopropylethenyl]-2-[(dimethylamino)methyl][1]benzothieno[3,2-d]pyrimidin-4(3H)-one" 
LXG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "8-[(E)-2-cyclopropylethenyl]-2-(dimethylaminomethyl)-3H-[1]benzothiolo[3,2-d]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 
LXG "Create component"     2009-09-22 RCSB 
LXG "Modify aromatic_flag" 2011-06-04 RCSB 
LXG "Modify descriptor"    2011-06-04 RCSB 
# 
