data_WUL # _chem_comp.id WUL _chem_comp.name "8-BROMANYL-2-[[(3S)-3-OXIDANYLPYRROLIDIN-1-YL]METHYL]-3H-[1]BENZOFURO[3,2-D]PYRIMIDIN-4-ONE" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C15 H14 Br N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(S)-8-BROMO-2-((3-HYDROXYPYRROLIDIN-1-YL)METHYL)" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-03-20 _chem_comp.pdbx_modified_date 2021-03-01 _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 364.194 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WUL _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 4ANM _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 WUL C14 C14 C 0 1 N N S 23.827 2.159 18.140 -4.993 2.510 -0.308 C14 WUL 1 WUL N3 N3 N 0 1 N N N 25.408 3.690 17.371 -3.500 0.733 0.410 N3 WUL 2 WUL O3 O3 O 0 1 N N N 23.755 1.088 17.104 -5.459 3.733 0.266 O3 WUL 3 WUL C13 C13 C 0 1 N N N 25.205 2.035 18.793 -3.596 2.704 -0.954 C13 WUL 4 WUL N1 N1 N 0 1 N N N 24.360 6.900 18.099 -1.330 -0.756 0.177 N1 WUL 5 WUL O1 O1 O 0 1 N N N 25.143 7.834 14.283 -1.283 -4.694 -0.115 O1 WUL 6 WUL C12 C12 C 0 1 N N N 26.177 2.520 17.674 -3.015 1.270 -0.879 C12 WUL 7 WUL N2 N2 N 0 1 N N N 25.476 6.435 16.069 -2.443 -2.794 0.090 N2 WUL 8 WUL C5 C5 C 0 1 N N N 25.877 5.006 17.932 -3.750 -0.711 0.317 C5 WUL 9 WUL C3 C3 C 0 1 N N N 25.212 6.157 17.372 -2.438 -1.442 0.189 C3 WUL 10 WUL C2 C2 C 0 1 Y N N 23.817 8.020 17.580 -0.138 -1.365 0.065 C2 WUL 11 WUL C7 C7 C 0 1 Y N N 22.943 8.953 18.093 1.255 -0.895 0.022 C7 WUL 12 WUL BR1 BR1 BR 0 0 N N N 20.335 10.499 20.978 4.054 2.163 0.091 BR1 WUL 13 WUL C11 C11 C 0 1 Y N N 22.249 9.128 19.310 1.858 0.360 0.081 C11 WUL 14 WUL C10 C10 C 0 1 Y N N 21.361 10.210 19.318 3.230 0.463 0.011 C10 WUL 15 WUL C9 C9 C 0 1 Y N N 21.156 11.141 18.370 4.010 -0.679 -0.117 C9 WUL 16 WUL C8 C8 C 0 1 Y N N 21.868 10.909 17.174 3.426 -1.925 -0.177 C8 WUL 17 WUL O2 O2 O 0 1 Y N N 23.450 9.448 15.987 1.221 -3.121 -0.141 O2 WUL 18 WUL C6 C6 C 0 1 Y N N 22.692 9.850 17.078 2.042 -2.050 -0.108 C6 WUL 19 WUL C1 C1 C 0 1 Y N N 24.102 8.359 16.265 -0.072 -2.750 -0.041 C1 WUL 20 WUL C4 C4 C 0 1 N N N 24.957 7.563 15.501 -1.284 -3.477 -0.025 C4 WUL 21 WUL C15 C15 C 0 1 N N N 23.952 3.482 17.450 -4.725 1.459 0.790 C15 WUL 22 WUL H3 H3 H 0 1 N N N 23.675 0.242 17.528 -5.642 4.427 -0.382 H3 WUL 23 WUL H14 H14 H 0 1 N N N 23.003 2.122 18.868 -5.707 2.130 -1.039 H14 WUL 24 WUL H151 H151 H 0 0 N N N 23.505 3.446 16.446 -4.581 1.954 1.750 H151 WUL 25 WUL H152 H152 H 0 0 N N N 23.472 4.279 18.037 -5.563 0.765 0.851 H152 WUL 26 WUL H131 H131 H 0 0 N N N 25.278 2.676 19.684 -3.687 3.035 -1.988 H131 WUL 27 WUL H132 H132 H 0 0 N N N 25.416 0.992 19.073 -2.992 3.401 -0.374 H132 WUL 28 WUL H121 H121 H 0 0 N N N 27.186 2.750 18.047 -1.925 1.302 -0.892 H121 WUL 29 WUL H122 H122 H 0 0 N N N 26.249 1.819 16.830 -3.387 0.666 -1.706 H122 WUL 30 WUL H51C H51C H 0 0 N N N 25.702 5.000 19.018 -4.268 -1.049 1.215 H51C WUL 31 WUL H52C H52C H 0 0 N N N 26.955 5.101 17.735 -4.368 -0.918 -0.557 H52C WUL 32 WUL H2 H2 H 0 1 N N N 26.047 5.817 15.529 -3.286 -3.275 0.102 H2 WUL 33 WUL H11 H11 H 0 1 N N N 22.391 8.481 20.163 1.252 1.249 0.180 H11 WUL 34 WUL H9 H9 H 0 1 N N N 20.504 11.991 18.511 5.085 -0.589 -0.171 H9 WUL 35 WUL H8 H8 H 0 1 N N N 21.752 11.581 16.337 4.043 -2.806 -0.278 H8 WUL 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 WUL O3 C14 SING N N 1 WUL C14 C15 SING N N 2 WUL C14 C13 SING N N 3 WUL C15 N3 SING N N 4 WUL C13 C12 SING N N 5 WUL C12 N3 SING N N 6 WUL N3 C5 SING N N 7 WUL C5 C3 SING N N 8 WUL C3 N1 DOUB N N 9 WUL C3 N2 SING N N 10 WUL N1 C2 SING N N 11 WUL C2 C7 SING Y N 12 WUL C2 C1 DOUB Y N 13 WUL C7 C11 SING Y N 14 WUL C7 C6 DOUB Y N 15 WUL C11 C10 DOUB Y N 16 WUL C10 BR1 SING N N 17 WUL C10 C9 SING Y N 18 WUL C9 C8 DOUB Y N 19 WUL C8 C6 SING Y N 20 WUL C6 O2 SING Y N 21 WUL O2 C1 SING Y N 22 WUL C1 C4 SING N N 23 WUL C4 O1 DOUB N N 24 WUL C4 N2 SING N N 25 WUL O3 H3 SING N N 26 WUL C14 H14 SING N N 27 WUL C15 H151 SING N N 28 WUL C15 H152 SING N N 29 WUL C13 H131 SING N N 30 WUL C13 H132 SING N N 31 WUL C12 H121 SING N N 32 WUL C12 H122 SING N N 33 WUL C5 H51C SING N N 34 WUL C5 H52C SING N N 35 WUL N2 H2 SING N N 36 WUL C11 H11 SING N N 37 WUL C9 H9 SING N N 38 WUL C8 H8 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 WUL SMILES ACDLabs 12.01 "Brc4cc3c(oc1c3N=C(NC1=O)CN2CCC(O)C2)cc4" WUL InChI InChI 1.03 "InChI=1S/C15H14BrN3O3/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" WUL InChIKey InChI 1.03 FRRLLRQAGKSVMU-VIFPVBQESA-N WUL SMILES_CANONICAL CACTVS 3.385 "O[C@H]1CCN(C1)CC2=Nc3c(oc4ccc(Br)cc34)C(=O)N2" WUL SMILES CACTVS 3.385 "O[CH]1CCN(C1)CC2=Nc3c(oc4ccc(Br)cc34)C(=O)N2" WUL SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc1Br)c3c(o2)C(=O)NC(=N3)CN4CC[C@@H](C4)O" WUL SMILES "OpenEye OEToolkits" 1.9.2 "c1cc2c(cc1Br)c3c(o2)C(=O)NC(=N3)CN4CCC(C4)O" # # 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 WUL "SYSTEMATIC NAME" ACDLabs 12.01 "8-bromo-2-{[(3S)-3-hydroxypyrrolidin-1-yl]methyl}[1]benzofuro[3,2-d]pyrimidin-4(3H)-one" WUL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "8-bromanyl-2-[[(3S)-3-oxidanylpyrrolidin-1-yl]methyl]-3H-[1]benzofuro[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 WUL "Create component" 2012-03-20 EBI WUL "Modify descriptor" 2014-09-05 RCSB WUL "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id WUL _pdbx_chem_comp_synonyms.name "(S)-8-BROMO-2-((3-HYDROXYPYRROLIDIN-1-YL)METHYL)" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##