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 #