data_BWD # _chem_comp.id BWD _chem_comp.name "2-AMINO-3-(5-BROMO-2,4-DIOXO-3,4-DIHYDRO-2H-PYRIMIDIN-1-YL)-PROPIONIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C7 H8 Br N3 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms BROMO-WILLARDIINE _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-09-19 _chem_comp.pdbx_modified_date 2020-06-17 _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 278.060 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BWD _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1MQH _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 BWD N1 N1 N 0 1 Y N N 15.726 43.993 15.385 -0.590 -0.452 0.686 N1 BWD 1 BWD C2 C2 C 0 1 Y N N 15.489 45.256 14.779 -1.882 -0.150 0.463 C2 BWD 2 BWD O2 O2 O 0 1 N N N 15.301 46.282 15.387 -2.671 -0.174 1.388 O2 BWD 3 BWD N3 N3 N 0 1 Y N N 15.490 45.216 13.362 -2.311 0.187 -0.766 N3 BWD 4 BWD C4 C4 C 0 1 Y N N 15.699 44.127 12.544 -1.449 0.218 -1.802 C4 BWD 5 BWD O4 O4 O 0 1 N N N 15.663 44.196 11.324 -1.838 0.519 -2.916 O4 BWD 6 BWD C5 C5 C 0 1 Y N N 15.949 42.843 13.312 -0.087 -0.102 -1.583 C5 BWD 7 BWD BR5 BR5 BR 0 0 N N N 16.309 41.256 12.381 1.147 -0.068 -3.015 BR5 BWD 8 BWD C6 C6 C 0 1 Y N N 15.964 42.879 14.661 0.317 -0.432 -0.338 C6 BWD 9 BWD C7 C7 C 0 1 N N N 15.819 43.880 16.852 -0.152 -0.811 2.037 C7 BWD 10 BWD C8 C8 C 0 1 N N S 17.062 44.540 17.428 0.283 0.450 2.784 C8 BWD 11 BWD N8 N8 N 0 1 N N N 18.247 43.652 17.166 1.392 1.088 2.063 N8 BWD 12 BWD C9 C9 C 0 1 N N N 16.977 44.909 18.913 0.734 0.081 4.174 C9 BWD 13 BWD O91 O91 O 0 1 N N N 17.825 44.485 19.657 1.892 -0.195 4.380 O91 BWD 14 BWD O92 O92 O 0 1 N N N 15.959 45.630 19.235 -0.150 0.060 5.183 O92 BWD 15 BWD H3 H3 H 0 1 N N N 15.316 46.088 12.863 -3.246 0.406 -0.908 H3 BWD 16 BWD H6 H6 H 0 1 N N N 16.183 41.943 15.203 1.351 -0.680 -0.151 H6 BWD 17 BWD H71 1H7 H 0 1 N N N 14.897 44.276 17.339 0.687 -1.504 1.975 H71 BWD 18 BWD H72 2H7 H 0 1 N N N 15.751 42.814 17.172 -0.975 -1.284 2.572 H72 BWD 19 BWD H8 H8 H 0 1 N N N 17.168 45.520 16.907 -0.555 1.143 2.847 H8 BWD 20 BWD H81 1H8 H 0 1 N N N 19.080 44.094 17.552 2.142 0.414 2.029 H81 BWD 21 BWD H82 2H8 H 0 1 N N N 18.350 43.421 16.177 1.081 1.223 1.113 H82 BWD 22 BWD H92O OH92 H 0 0 N N N 15.906 45.858 20.155 0.139 -0.177 6.075 H92O BWD 23 # # 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 BWD N1 C2 SING Y N 1 BWD N1 C6 SING Y N 2 BWD N1 C7 SING N N 3 BWD C2 O2 DOUB N N 4 BWD C2 N3 SING Y N 5 BWD N3 C4 SING Y N 6 BWD N3 H3 SING N N 7 BWD C4 O4 DOUB N N 8 BWD C4 C5 SING Y N 9 BWD C5 BR5 SING N N 10 BWD C5 C6 DOUB Y N 11 BWD C6 H6 SING N N 12 BWD C7 C8 SING N N 13 BWD C7 H71 SING N N 14 BWD C7 H72 SING N N 15 BWD C8 N8 SING N N 16 BWD C8 C9 SING N N 17 BWD C8 H8 SING N N 18 BWD N8 H81 SING N N 19 BWD N8 H82 SING N N 20 BWD C9 O91 DOUB N N 21 BWD C9 O92 SING N N 22 BWD O92 H92O SING N N 23 # # 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 BWD SMILES ACDLabs 10.04 "O=C(O)C(N)CN1C=C(Br)C(=O)NC1=O" BWD SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CN1C=C(Br)C(=O)NC1=O)C(O)=O" BWD SMILES CACTVS 3.341 "N[CH](CN1C=C(Br)C(=O)NC1=O)C(O)=O" BWD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=C(C(=O)NC(=O)N1C[C@@H](C(=O)O)N)Br" BWD SMILES "OpenEye OEToolkits" 1.5.0 "C1=C(C(=O)NC(=O)N1CC(C(=O)O)N)Br" BWD InChI InChI 1.03 "InChI=1S/C7H8BrN3O4/c8-3-1-11(2-4(9)6(13)14)7(15)10-5(3)12/h1,4H,2,9H2,(H,13,14)(H,10,12,15)/t4-/m0/s1" BWD InChIKey InChI 1.03 AEKIJKSVXKWGRJ-BYPYZUCNSA-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 BWD "SYSTEMATIC NAME" ACDLabs 10.04 "3-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-L-alanine" BWD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-(5-bromo-2,4-dioxo-pyrimidin-1-yl)propanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BWD "Create component" 2002-09-19 RCSB BWD "Modify descriptor" 2011-06-04 RCSB BWD "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id BWD _pdbx_chem_comp_synonyms.name BROMO-WILLARDIINE _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##