data_3XG
# 
_chem_comp.id                                    3XG 
_chem_comp.name                                  "ethyl ({4-oxo-3-[3-(pyrrolidin-1-yl)propyl]-3,4-dihydro[1]benzothieno[3,2-d]pyrimidin-2-yl}sulfanyl)acetate" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C21 H25 N3 O3 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-12-04 
_chem_comp.pdbx_modified_date                    2015-02-06 
_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                        431.572 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3XG 
_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        4X4L 
_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 
3XG C4  C1  C 0 1 Y N N -15.557 42.380 26.365 4.504  -0.460 -0.760 C4  3XG 1  
3XG C5  C2  C 0 1 Y N N -14.594 43.343 26.045 5.813  -0.349 -1.154 C5  3XG 2  
3XG C6  C3  C 0 1 Y N N -13.480 43.028 25.240 6.437  0.890  -1.172 C6  3XG 3  
3XG C8  C4  C 0 1 Y N N -15.718 38.751 25.327 1.988  2.049  0.387  C8  3XG 4  
3XG C13 C5  C 0 1 N N N -16.367 37.440 25.503 0.660  2.271  0.836  C13 3XG 5  
3XG C15 C6  C 0 1 N N N -18.223 36.122 26.458 -1.552 1.422  1.403  C15 3XG 6  
3XG C17 C7  C 0 1 N N N -18.586 34.324 28.186 -3.895 1.903  0.681  C17 3XG 7  
3XG C1  C8  C 0 1 Y N N -13.289 41.746 24.702 5.747  2.017  -0.794 C1  3XG 8  
3XG C2  C9  C 0 1 Y N N -14.229 40.780 24.995 4.408  1.924  -0.388 C2  3XG 9  
3XG C3  C10 C 0 1 Y N N -15.402 41.098 25.850 3.777  0.685  -0.374 C3  3XG 10 
3XG C16 C11 C 0 1 N N N -17.662 35.442 27.706 -2.458 1.693  0.200  C16 3XG 11 
3XG C11 C12 C 0 1 N N N -18.084 38.625 26.829 0.263  -0.033 0.629  C11 3XG 12 
3XG C9  C13 C 0 1 Y N N -16.325 39.943 25.951 2.380  0.765  0.075  C9  3XG 13 
3XG O29 O1  O 0 1 N N N -17.887 40.042 29.790 -1.674 -4.059 0.652  O29 3XG 14 
3XG C25 C14 C 0 1 N N N -18.768 40.747 29.316 -0.521 -4.044 0.289  C25 3XG 15 
3XG O26 O2  O 0 1 N N N -18.783 42.171 29.642 0.085  -5.186 -0.071 O26 3XG 16 
3XG C27 C15 C 0 1 N N N -17.686 42.845 30.274 -0.705 -6.402 0.001  C27 3XG 17 
3XG C28 C16 C 0 1 N N N -17.658 42.565 31.764 0.148  -7.592 -0.444 C28 3XG 18 
3XG C24 C17 C 0 1 N N N -19.860 40.193 28.411 0.236  -2.742 0.240  C24 3XG 19 
3XG S23 S1  S 0 1 N N N -19.523 38.585 27.735 -0.846 -1.395 0.781  S23 3XG 20 
3XG N10 N1  N 0 1 N N N -17.469 39.838 26.670 1.484  -0.248 0.211  N10 3XG 21 
3XG N12 N2  N 0 1 N N N -17.555 37.414 26.264 -0.176 1.220  0.943  N12 3XG 22 
3XG O14 O3  O 0 1 N N N -15.878 36.415 24.992 0.282  3.395  1.121  O14 3XG 23 
3XG S7  S2  S 0 1 Y N N -14.237 39.111 24.474 3.303  3.184  0.138  S7  3XG 24 
3XG N18 N3  N 0 1 N N N -17.848 33.503 29.137 -4.765 2.164  -0.474 N18 3XG 25 
3XG C22 C18 C 0 1 N N N -18.128 32.073 29.197 -6.107 2.606  -0.037 C22 3XG 26 
3XG C21 C19 C 0 1 N N N -17.280 31.618 30.383 -7.120 2.047  -1.054 C21 3XG 27 
3XG C20 C20 C 0 1 N N N -16.834 32.867 31.136 -6.273 1.241  -2.065 C20 3XG 28 
3XG C19 C21 C 0 1 N N N -17.404 34.078 30.402 -4.984 0.927  -1.265 C19 3XG 29 
3XG H1  H1  H 0 1 N N N -16.399 42.626 26.995 4.027  -1.429 -0.749 H1  3XG 30 
3XG H2  H2  H 0 1 N N N -14.706 44.349 26.422 6.361  -1.231 -1.452 H2  3XG 31 
3XG H3  H3  H 0 1 N N N -12.751 43.797 25.031 7.468  0.970  -1.483 H3  3XG 32 
3XG H4  H4  H 0 1 N N N -19.304 36.283 26.583 -1.587 2.273  2.083  H4  3XG 33 
3XG H5  H5  H 0 1 N N N -18.046 35.482 25.581 -1.896 0.527  1.923  H5  3XG 34 
3XG H6  H6  H 0 1 N N N -19.471 34.756 28.675 -4.239 1.009  1.201  H6  3XG 35 
3XG H7  H7  H 0 1 N N N -18.903 33.710 27.331 -3.930 2.754  1.362  H7  3XG 36 
3XG H8  H8  H 0 1 N N N -12.435 41.523 24.080 6.239  2.978  -0.806 H8  3XG 37 
3XG H9  H9  H 0 1 N N N -16.675 35.016 27.470 -2.114 2.588  -0.319 H9  3XG 38 
3XG H10 H10 H 0 1 N N N -17.557 36.190 28.506 -2.424 0.842  -0.480 H10 3XG 39 
3XG H11 H11 H 0 1 N N N -16.744 42.497 29.825 -1.040 -6.558 1.026  H11 3XG 40 
3XG H12 H12 H 0 1 N N N -17.790 43.928 30.114 -1.572 -6.312 -0.654 H12 3XG 41 
3XG H13 H13 H 0 1 N N N -16.808 43.094 32.221 -0.445 -8.505 -0.390 H13 3XG 42 
3XG H14 H14 H 0 1 N N N -18.596 42.915 32.220 0.482  -7.436 -1.470 H14 3XG 43 
3XG H15 H15 H 0 1 N N N -17.550 41.483 31.932 1.015  -7.682 0.211  H15 3XG 44 
3XG H16 H16 H 0 1 N N N -19.999 40.894 27.574 1.101  -2.800 0.900  H16 3XG 45 
3XG H17 H17 H 0 1 N N N -20.790 40.130 28.995 0.569  -2.553 -0.780 H17 3XG 46 
3XG H19 H19 H 0 1 N N N -19.197 31.885 29.377 -6.323 2.214  0.956  H19 3XG 47 
3XG H20 H20 H 0 1 N N N -17.818 31.568 28.270 -6.154 3.695  -0.027 H20 3XG 48 
3XG H21 H21 H 0 1 N N N -17.876 30.973 31.045 -7.835 1.394  -0.554 H21 3XG 49 
3XG H22 H22 H 0 1 N N N -16.401 31.062 30.025 -7.638 2.862  -1.559 H22 3XG 50 
3XG H23 H23 H 0 1 N N N -17.216 32.840 32.167 -6.784 0.321  -2.350 H23 3XG 51 
3XG H24 H24 H 0 1 N N N -15.736 32.922 31.153 -6.047 1.843  -2.945 H24 3XG 52 
3XG H25 H25 H 0 1 N N N -16.632 34.844 30.241 -4.146 0.748  -1.940 H25 3XG 53 
3XG H26 H26 H 0 1 N N N -18.247 34.518 30.956 -5.138 0.071  -0.607 H26 3XG 54 
# 
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 
3XG S7  C2  SING Y N 1  
3XG S7  C8  SING Y N 2  
3XG C1  C2  DOUB Y N 3  
3XG C1  C6  SING Y N 4  
3XG O14 C13 DOUB N N 5  
3XG C2  C3  SING Y N 6  
3XG C6  C5  DOUB Y N 7  
3XG C8  C13 SING N N 8  
3XG C8  C9  DOUB Y N 9  
3XG C13 N12 SING N N 10 
3XG C3  C9  SING Y N 11 
3XG C3  C4  DOUB Y N 12 
3XG C9  N10 SING N N 13 
3XG C5  C4  SING Y N 14 
3XG N12 C15 SING N N 15 
3XG N12 C11 SING N N 16 
3XG C15 C16 SING N N 17 
3XG N10 C11 DOUB N N 18 
3XG C11 S23 SING N N 19 
3XG C16 C17 SING N N 20 
3XG S23 C24 SING N N 21 
3XG C17 N18 SING N N 22 
3XG C24 C25 SING N N 23 
3XG N18 C22 SING N N 24 
3XG N18 C19 SING N N 25 
3XG C22 C21 SING N N 26 
3XG C25 O26 SING N N 27 
3XG C25 O29 DOUB N N 28 
3XG O26 C27 SING N N 29 
3XG C27 C28 SING N N 30 
3XG C21 C20 SING N N 31 
3XG C19 C20 SING N N 32 
3XG C4  H1  SING N N 33 
3XG C5  H2  SING N N 34 
3XG C6  H3  SING N N 35 
3XG C15 H4  SING N N 36 
3XG C15 H5  SING N N 37 
3XG C17 H6  SING N N 38 
3XG C17 H7  SING N N 39 
3XG C1  H8  SING N N 40 
3XG C16 H9  SING N N 41 
3XG C16 H10 SING N N 42 
3XG C27 H11 SING N N 43 
3XG C27 H12 SING N N 44 
3XG C28 H13 SING N N 45 
3XG C28 H14 SING N N 46 
3XG C28 H15 SING N N 47 
3XG C24 H16 SING N N 48 
3XG C24 H17 SING N N 49 
3XG C22 H19 SING N N 50 
3XG C22 H20 SING N N 51 
3XG C21 H21 SING N N 52 
3XG C21 H22 SING N N 53 
3XG C20 H23 SING N N 54 
3XG C20 H24 SING N N 55 
3XG C19 H25 SING N N 56 
3XG C19 H26 SING N N 57 
# 
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 
3XG SMILES           ACDLabs              12.01 "O=C(OCC)CSC2=Nc1c4c(sc1C(=O)N2CCCN3CCCC3)cccc4"                                                                                               
3XG InChI            InChI                1.03  "InChI=1S/C21H25N3O3S2/c1-2-27-17(25)14-28-21-22-18-15-8-3-4-9-16(15)29-19(18)20(26)24(21)13-7-12-23-10-5-6-11-23/h3-4,8-9H,2,5-7,10-14H2,1H3" 
3XG InChIKey         InChI                1.03  SKDRHRAYBYQVNU-UHFFFAOYSA-N                                                                                                                    
3XG SMILES_CANONICAL CACTVS               3.385 "CCOC(=O)CSC1=Nc2c(sc3ccccc23)C(=O)N1CCCN4CCCC4"                                                                                               
3XG SMILES           CACTVS               3.385 "CCOC(=O)CSC1=Nc2c(sc3ccccc23)C(=O)N1CCCN4CCCC4"                                                                                               
3XG SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CCOC(=O)CSC1=Nc2c3ccccc3sc2C(=O)N1CCCN4CCCC4"                                                                                                 
3XG SMILES           "OpenEye OEToolkits" 1.9.2 "CCOC(=O)CSC1=Nc2c3ccccc3sc2C(=O)N1CCCN4CCCC4"                                                                                                 
# 
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 
3XG "SYSTEMATIC NAME" ACDLabs              12.01 "ethyl ({4-oxo-3-[3-(pyrrolidin-1-yl)propyl]-3,4-dihydro[1]benzothieno[3,2-d]pyrimidin-2-yl}sulfanyl)acetate"  
3XG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "ethyl 2-[[4-oxidanylidene-3-(3-pyrrolidin-1-ylpropyl)-[1]benzothiolo[3,2-d]pyrimidin-2-yl]sulfanyl]ethanoate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
3XG "Create component" 2014-12-04 RCSB 
3XG "Initial release"  2015-02-11 RCSB 
# 
