data_LYG
# 
_chem_comp.id                                    LYG 
_chem_comp.name                                  "8-chloro-2-{[(3S)-3-hydroxypyrrolidin-1-yl]methyl}[1]benzothieno[3,2-d]pyrimidin-4(3H)-one" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H14 Cl N3 O2 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                        335.809 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LYG 
_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        3JY0 
_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 
LYG C1   C1   C  0 1 N N S -37.613 -5.447 4.208  4.793  1.613  0.251  C1   LYG 1  
LYG N1   N1   N  0 1 N N N -37.647 -3.583 2.995  3.130  -0.102 0.442  N1   LYG 2  
LYG O1   O1   O  0 1 N N N -36.563 -6.288 3.783  6.076  1.753  -0.364 O1   LYG 3  
LYG S1   S1   S  0 1 Y N N -41.338 -2.926 -2.607 -3.043 -2.091 -0.183 S1   LYG 4  
LYG CL1  CL1  CL 0 0 N N N -45.676 -1.086 1.096  -2.441 4.127  0.190  CL1  LYG 5  
LYG C2   C2   C  0 1 N N N -36.833 -4.293 4.873  3.674  1.891  -0.775 C2   LYG 6  
LYG N2   N2   N  0 1 N N N -40.157 -2.354 1.021  0.583  -0.744 0.194  N2   LYG 7  
LYG O2   O2   O  0 1 N N N -38.256 -3.608 -2.387 -0.842 -4.402 -0.115 O2   LYG 8  
LYG C3   C3   C  0 1 N N N -36.268 -3.587 3.620  2.869  0.576  -0.854 C3   LYG 9  
LYG N3   N3   N  0 1 N N N -38.225 -3.117 -0.174 0.912  -3.040 0.104  N3   LYG 10 
LYG C4   C4   C  0 1 N N N -38.007 -2.505 2.084  2.861  -1.543 0.345  C4   LYG 11 
LYG C5   C5   C  0 1 N N N -38.901 -2.668 0.924  1.378  -1.770 0.208  C5   LYG 12 
LYG C6   C6   C  0 1 Y N N -40.856 -2.483 -0.179 -0.765 -0.884 0.072  C6   LYG 13 
LYG C7   C7   C  0 1 Y N N -42.242 -2.191 -0.370 -1.788 0.169  0.040  C7   LYG 14 
LYG C8   C8   C  0 1 Y N N -43.168 -1.747 0.527  -1.603 1.566  0.128  C8   LYG 15 
LYG C9   C9   C  0 1 Y N N -44.439 -1.593 0.004  -2.683 2.412  0.081  C9   LYG 16 
LYG C10  C10  C  0 1 Y N N -44.833 -1.833 -1.286 -3.967 1.901  -0.054 C10  LYG 17 
LYG C11  C11  C  0 1 Y N N -43.908 -2.252 -2.209 -4.166 0.544  -0.142 C11  LYG 18 
LYG C12  C12  C  0 1 Y N N -42.666 -2.416 -1.679 -3.077 -0.336 -0.095 C12  LYG 19 
LYG C13  C13  C  0 1 Y N N -40.213 -2.895 -1.307 -1.295 -2.151 -0.037 C13  LYG 20 
LYG C14  C14  C  0 1 N N N -38.843 -3.253 -1.382 -0.411 -3.266 -0.020 C14  LYG 21 
LYG C15  C15  C  0 1 N N N -38.190 -4.965 2.872  4.569  0.155  0.705  C15  LYG 22 
LYG H1   H1   H  0 1 N N N -38.390 -5.861 4.868  4.705  2.292  1.100  H1   LYG 23 
LYG HO1  HO1  H  0 1 N N N -36.122 -6.653 4.541  6.253  2.639  -0.708 HO1  LYG 24 
LYG H2   H2   H  0 1 N N N -37.478 -3.636 5.475  3.037  2.705  -0.429 H2   LYG 25 
LYG H2A  H2A  H  0 1 N N N -36.044 -4.650 5.551  4.103  2.133  -1.747 H2A  LYG 26 
LYG H3   H3   H  0 1 N N N -35.481 -4.122 3.068  3.223  -0.037 -1.683 H3   LYG 27 
LYG H3A  H3A  H  0 1 N N N -35.799 -2.605 3.780  1.805  0.788  -0.965 H3A  LYG 28 
LYG HN3  HN3  H  0 1 N N N -37.256 -3.351 -0.091 1.532  -3.787 0.118  HN3  LYG 29 
LYG H4   H4   H  0 1 N N N -38.501 -1.753 2.717  3.373  -1.950 -0.527 H4   LYG 30 
LYG H4A  H4A  H  0 1 N N N -37.052 -2.165 1.658  3.224  -2.041 1.244  H4A  LYG 31 
LYG H8   H8   H  0 1 N N N -42.929 -1.534 1.558  -0.607 1.970  0.233  H8   LYG 32 
LYG H10  H10  H  0 1 N N N -45.864 -1.693 -1.574 -4.812 2.572  -0.090 H10  LYG 33 
LYG H11  H11  H  0 1 N N N -44.142 -2.433 -3.248 -5.168 0.154  -0.246 H11  LYG 34 
LYG H15  H15  H  0 1 N N N -37.837 -5.521 1.991  5.190  -0.525 0.120  H15  LYG 35 
LYG H15A H15A H  0 0 N N N -39.286 -5.024 2.796  4.786  0.050  1.768  H15A LYG 36 
# 
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 
LYG C15 C1   SING N N 1  
LYG O1  C1   SING N N 2  
LYG C1  C2   SING N N 3  
LYG C1  H1   SING N N 4  
LYG C4  N1   SING N N 5  
LYG C15 N1   SING N N 6  
LYG N1  C3   SING N N 7  
LYG O1  HO1  SING N N 8  
LYG S1  C12  SING Y N 9  
LYG S1  C13  SING Y N 10 
LYG C9  CL1  SING N N 11 
LYG C3  C2   SING N N 12 
LYG C2  H2   SING N N 13 
LYG C2  H2A  SING N N 14 
LYG C6  N2   SING N N 15 
LYG C5  N2   DOUB N N 16 
LYG O2  C14  DOUB N N 17 
LYG C3  H3   SING N N 18 
LYG C3  H3A  SING N N 19 
LYG C14 N3   SING N N 20 
LYG N3  C5   SING N N 21 
LYG N3  HN3  SING N N 22 
LYG C5  C4   SING N N 23 
LYG C4  H4   SING N N 24 
LYG C4  H4A  SING N N 25 
LYG C13 C6   DOUB Y N 26 
LYG C7  C6   SING Y N 27 
LYG C12 C7   SING Y N 28 
LYG C7  C8   DOUB Y N 29 
LYG C9  C8   SING Y N 30 
LYG C8  H8   SING N N 31 
LYG C10 C9   DOUB Y N 32 
LYG C11 C10  SING Y N 33 
LYG C10 H10  SING N N 34 
LYG C11 C12  DOUB Y N 35 
LYG C11 H11  SING N N 36 
LYG C14 C13  SING N N 37 
LYG C15 H15  SING N N 38 
LYG C15 H15A SING N N 39 
# 
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 
LYG SMILES           ACDLabs              11.02 "Clc4cc3c(sc1c3N=C(NC1=O)CN2CCC(O)C2)cc4"                                                                                                   
LYG SMILES_CANONICAL CACTVS               3.352 "O[C@H]1CCN(C1)CC2=Nc3c(sc4ccc(Cl)cc34)C(=O)N2"                                                                                             
LYG SMILES           CACTVS               3.352 "O[CH]1CCN(C1)CC2=Nc3c(sc4ccc(Cl)cc34)C(=O)N2"                                                                                              
LYG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1Cl)c3c(s2)C(=O)NC(=N3)C[N@@]4CC[C@@H](C4)O"                                                                                      
LYG SMILES           "OpenEye OEToolkits" 1.7.0 "c1cc2c(cc1Cl)c3c(s2)C(=O)NC(=N3)CN4CCC(C4)O"                                                                                               
LYG InChI            InChI                1.03  "InChI=1S/C15H14ClN3O2S/c16-8-1-2-11-10(5-8)13-14(22-11)15(21)18-12(17-13)7-19-4-3-9(20)6-19/h1-2,5,9,20H,3-4,6-7H2,(H,17,18,21)/t9-/m0/s1" 
LYG InChIKey         InChI                1.03  DSUSQUXNJRQJMI-VIFPVBQESA-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 
LYG "SYSTEMATIC NAME" ACDLabs              11.02 "8-chloro-2-{[(3S)-3-hydroxypyrrolidin-1-yl]methyl}[1]benzothieno[3,2-d]pyrimidin-4(3H)-one"    
LYG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "8-chloro-2-[[(1S,3S)-3-hydroxypyrrolidin-1-yl]methyl]-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 
LYG "Create component"     2009-09-22 RCSB 
LYG "Modify aromatic_flag" 2011-06-04 RCSB 
LYG "Modify descriptor"    2011-06-04 RCSB 
# 
