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                    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                        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 InChI            InChI                1.02b InChI=1/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/f/h10,13H 
BWD InChIKey         InChI                1.02b AEKIJKSVXKWGRJ-LULQDTHQDG                                                                                       
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                                                                                
# 
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" 
# 
