data_GW7
# 
_chem_comp.id                                    GW7 
_chem_comp.name                                  N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-ethylthieno[3,2-d]pyrimidin-4-amine 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H17 Cl 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                     2007-10-01 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        413.896 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GW7 
_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        2R4B 
_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 
GW7 F1   F1   F  0 1 N N N 10.723 15.093 -41.769 8.349  0.032  1.955  F1   GW7 1  
GW7 C1   C1   C  0 1 Y N N 11.086 13.804 -41.721 7.578  0.407  0.911  C1   GW7 2  
GW7 C2   C2   C  0 1 Y N N 10.261 12.879 -41.123 8.162  0.718  -0.305 C2   GW7 3  
GW7 C3   C3   C  0 1 Y N N 10.657 11.557 -41.083 7.373  1.101  -1.372 C3   GW7 4  
GW7 C4   C4   C  0 1 Y N N 11.865 11.175 -41.633 6.000  1.174  -1.226 C4   GW7 5  
GW7 C5   C5   C  0 1 Y N N 12.683 12.105 -42.235 5.415  0.864  -0.012 C5   GW7 6  
GW7 C6   C6   C  0 1 N N N 13.989 11.682 -42.819 3.919  0.943  0.145  C6   GW7 7  
GW7 O1   O1   O  0 1 N N N 14.686 12.832 -43.293 3.337  -0.319 -0.186 O1   GW7 8  
GW7 C7   C7   C  0 1 Y N N 15.569 13.342 -42.335 1.984  -0.419 -0.096 C7   GW7 9  
GW7 C8   C8   C  0 1 Y N N 15.951 12.661 -41.195 1.234  0.677  0.304  C8   GW7 10 
GW7 C9   C9   C  0 1 Y N N 16.836 13.243 -40.308 -0.141 0.577  0.396  C9   GW7 11 
GW7 C10  C10  C  0 1 Y N N 17.354 14.507 -40.534 -0.772 -0.621 0.089  C10  GW7 12 
GW7 N1   N1   N  0 1 N N N 18.267 15.094 -39.633 -2.165 -0.722 0.182  N1   GW7 13 
GW7 C11  C11  C  0 1 Y N N 18.164 16.385 -39.082 -2.960 0.379  -0.095 C11  GW7 14 
GW7 N2   N2   N  0 1 Y N N 17.143 17.224 -39.297 -2.423 1.500  -0.561 N2   GW7 15 
GW7 C12  C12  C  0 1 Y N N 17.169 18.423 -38.706 -3.177 2.552  -0.827 C12  GW7 16 
GW7 N3   N3   N  0 1 Y N N 18.092 18.946 -37.890 -4.474 2.552  -0.651 N3   GW7 17 
GW7 C13  C13  C  0 1 Y N N 19.121 18.104 -37.672 -5.116 1.457  -0.181 C13  GW7 18 
GW7 C14  C14  C  0 1 Y N N 20.250 18.362 -36.852 -6.482 1.260  0.074  C14  GW7 19 
GW7 C15  C15  C  0 1 Y N N 21.147 17.319 -36.804 -6.815 0.065  0.537  C15  GW7 20 
GW7 C16  C16  C  0 1 N N N 22.430 17.166 -36.080 -8.220 -0.361 0.877  C16  GW7 21 
GW7 C17  C17  C  0 1 N N N 22.652 15.923 -35.515 -8.878 -0.979 -0.359 C17  GW7 22 
GW7 S1   S1   S  0 1 Y N N 20.590 16.020 -37.779 -5.395 -0.955 0.702  S1   GW7 23 
GW7 C18  C18  C  0 1 Y N N 19.163 16.846 -38.252 -4.350 0.326  0.106  C18  GW7 24 
GW7 C19  C19  C  0 1 Y N N 16.968 15.176 -41.677 -0.021 -1.718 -0.312 C19  GW7 25 
GW7 C20  C20  C  0 1 Y N N 16.085 14.601 -42.565 1.353  -1.615 -0.409 C20  GW7 26 
GW7 CL1  CL1  CL 0 0 N N N 15.634 15.480 -43.976 2.292  -2.984 -0.917 CL1  GW7 27 
GW7 C21  C21  C  0 1 Y N N 12.286 13.427 -42.278 6.202  0.475  1.055  C21  GW7 28 
GW7 H2   H2   H  0 1 N N N 9.319  13.182 -40.692 9.235  0.662  -0.419 H2   GW7 29 
GW7 H3   H3   H  0 1 N N N 10.020 10.818 -40.620 7.828  1.345  -2.321 H3   GW7 30 
GW7 H4   H4   H  0 1 N N N 12.170 10.140 -41.591 5.384  1.473  -2.061 H4   GW7 31 
GW7 H61  H61  H  0 1 N N N 13.811 10.989 -43.654 3.675  1.196  1.177  H61  GW7 32 
GW7 H62  H62  H  0 1 N N N 14.591 11.177 -42.049 3.524  1.711  -0.520 H62  GW7 33 
GW7 H8   H8   H  0 1 N N N 15.558 11.675 -40.998 1.724  1.609  0.543  H8   GW7 34 
GW7 H9   H9   H  0 1 N N N 17.130 12.701 -39.421 -0.724 1.431  0.708  H9   GW7 35 
GW7 H1   H1   H  0 1 N N N 19.057 14.544 -39.362 -2.574 -1.562 0.441  H1   GW7 36 
GW7 H12  H12  H  0 1 N N N 16.324 19.061 -38.917 -2.704 3.447  -1.204 H12  GW7 37 
GW7 H14  H14  H  0 1 N N N 20.392 19.289 -36.316 -7.216 2.034  -0.097 H14  GW7 38 
GW7 H161 H161 H  0 0 N N N 23.240 17.351 -36.801 -8.192 -1.097 1.680  H161 GW7 39 
GW7 H162 H162 H  0 0 N N N 22.395 17.879 -35.243 -8.795 0.507  1.199  H162 GW7 40 
GW7 H171 H171 H  0 0 N N N 22.711 15.164 -36.309 -8.905 -0.242 -1.162 H171 GW7 41 
GW7 H172 H172 H  0 0 N N N 23.597 15.939 -34.953 -8.302 -1.847 -0.681 H172 GW7 42 
GW7 H173 H173 H  0 0 N N N 21.824 15.677 -34.834 -9.894 -1.287 -0.113 H173 GW7 43 
GW7 H19  H19  H  0 1 N N N 17.362 16.161 -41.878 -0.512 -2.650 -0.551 H19  GW7 44 
GW7 H21  H21  H  0 1 N N N 12.918 14.165 -42.749 5.746  0.232  2.003  H21  GW7 45 
# 
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 
GW7 CL1 C20  SING N N 1  
GW7 O1  C6   SING Y N 2  
GW7 O1  C7   SING Y N 3  
GW7 C6  C5   SING N N 4  
GW7 C20 C7   DOUB N N 5  
GW7 C20 C19  SING Y N 6  
GW7 C7  C8   SING N N 7  
GW7 C21 C5   DOUB Y N 8  
GW7 C21 C1   SING N N 9  
GW7 C5  C4   SING N N 10 
GW7 F1  C1   SING N N 11 
GW7 C1  C2   DOUB N N 12 
GW7 C19 C10  DOUB N N 13 
GW7 C4  C3   DOUB Y N 14 
GW7 C8  C9   DOUB Y N 15 
GW7 C2  C3   SING N N 16 
GW7 C10 C9   SING N N 17 
GW7 C10 N1   SING Y N 18 
GW7 N1  C11  SING N N 19 
GW7 N2  C11  DOUB N N 20 
GW7 N2  C12  SING N N 21 
GW7 C11 C18  SING Y N 22 
GW7 C12 N3   DOUB Y N 23 
GW7 C18 S1   SING Y N 24 
GW7 C18 C13  DOUB Y N 25 
GW7 N3  C13  SING N N 26 
GW7 S1  C15  SING Y N 27 
GW7 C13 C14  SING Y N 28 
GW7 C14 C15  DOUB Y N 29 
GW7 C15 C16  SING N N 30 
GW7 C16 C17  SING N N 31 
GW7 C2  H2   SING N N 32 
GW7 C3  H3   SING N N 33 
GW7 C4  H4   SING N N 34 
GW7 C6  H61  SING N N 35 
GW7 C6  H62  SING N N 36 
GW7 C8  H8   SING N N 37 
GW7 C9  H9   SING Y N 38 
GW7 N1  H1   SING Y N 39 
GW7 C12 H12  SING Y N 40 
GW7 C14 H14  SING Y N 41 
GW7 C16 H161 SING N N 42 
GW7 C16 H162 SING Y N 43 
GW7 C17 H171 SING Y N 44 
GW7 C17 H172 SING N N 45 
GW7 C17 H173 SING Y N 46 
GW7 C19 H19  SING Y N 47 
GW7 C21 H21  SING N N 48 
# 
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 
GW7 SMILES           ACDLabs              10.04 Fc1cccc(c1)COc2ccc(cc2Cl)Nc4ncnc3c4sc(c3)CC                                                                                                            
GW7 InChI            InChI                1.02b InChI=1/C21H17ClFN3OS/c1-2-16-10-18-20(28-16)21(25-12-24-18)26-15-6-7-19(17(22)9-15)27-11-13-4-3-5-14(23)8-13/h3-10,12H,2,11H2,1H3,(H,24,25,26)/f/h26H 
GW7 InChIKey         InChI                1.02b ABWPTSQSOHEFDW-HXTKINSTCS                                                                                                                              
GW7 SMILES_CANONICAL CACTVS               3.341 CCc1sc2c(Nc3ccc(OCc4cccc(F)c4)c(Cl)c3)ncnc2c1                                                                                                          
GW7 SMILES           CACTVS               3.341 CCc1sc2c(Nc3ccc(OCc4cccc(F)c4)c(Cl)c3)ncnc2c1                                                                                                          
GW7 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCc1cc2c(s1)c(ncn2)Nc3ccc(c(c3)Cl)OCc4cccc(c4)F                                                                                                        
GW7 SMILES           "OpenEye OEToolkits" 1.5.0 CCc1cc2c(s1)c(ncn2)Nc3ccc(c(c3)Cl)OCc4cccc(c4)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 
GW7 "SYSTEMATIC NAME" ACDLabs              10.04 N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-ethylthieno[3,2-d]pyrimidin-4-amine      
GW7 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-ethyl-thieno[2,3-e]pyrimidin-4-amine 
# 
