data_IWD
# 
_chem_comp.id                                    IWD 
_chem_comp.name                                  "2-AMINO-3-(5-IODO-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 I N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         IODO-WILLARDIINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-09-18 
_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                        325.061 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     IWD 
_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        1MQG 
_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 
IWD N1   N1   N 0 1 Y N N 18.712 3.098 21.051 -0.685 -0.451 1.255  N1   IWD 1  
IWD C2   C2   C 0 1 Y N N 17.841 3.776 20.157 -1.995 -0.156 1.161  C2   IWD 2  
IWD O2   O2   O 0 1 N N N 18.194 4.334 19.147 -2.689 -0.186 2.159  O2   IWD 3  
IWD N3   N3   N 0 1 Y N N 16.484 3.743 20.552 -2.544 0.183  -0.019 N3   IWD 4  
IWD C4   C4   C 0 1 Y N N 15.935 3.145 21.655 -1.789 0.222  -1.135 C4   IWD 5  
IWD O4   O4   O 0 1 N N N 14.744 3.197 21.902 -2.287 0.524  -2.204 O4   IWD 6  
IWD C5   C5   C 0 1 Y N N 16.967 2.446 22.536 -0.410 -0.092 -1.052 C5   IWD 7  
IWD I5   I5   I 0 1 N N N 16.375 1.420 24.242 0.794  -0.043 -2.765 I5   IWD 8  
IWD C6   C6   C 0 1 Y N N 18.258 2.462 22.152 0.116  -0.424 0.146  C6   IWD 9  
IWD C7   C7   C 0 1 N N N 20.153 2.981 20.749 -0.114 -0.812 2.555  C7   IWD 10 
IWD C8   C8   C 0 1 N N S 20.456 2.073 19.569 0.385  0.450  3.259  C8   IWD 11 
IWD N8   N8   N 0 1 N N N 20.160 0.651 19.960 1.415  1.096  2.434  N8   IWD 12 
IWD C9   C9   C 0 1 N N N 21.879 2.194 18.997 0.973  0.079  4.597  C9   IWD 13 
IWD O91  O91  O 0 1 N N N 22.564 1.189 18.891 2.147  -0.191 4.686  O91  IWD 14 
IWD O92  O92  O 0 1 N N N 22.235 3.398 18.714 0.192  0.051  5.688  O92  IWD 15 
IWD H3   H3   H 0 1 N N N 15.805 4.217 19.957 -3.489 0.397  -0.068 H3   IWD 16 
IWD H6   H6   H 0 1 N N N 18.988 1.921 22.777 1.165  -0.666 0.229  H6   IWD 17 
IWD H71  1H7  H 0 1 N N N 20.606 3.988 20.597 0.717  -1.500 2.408  H71  IWD 18 
IWD H72  2H7  H 0 1 N N N 20.719 2.655 21.652 -0.878 -1.291 3.167  H72  IWD 19 
IWD H8   H8   H 0 1 N N N 19.794 2.409 18.737 -0.446 1.138  3.406  H8   IWD 20 
IWD H81  1H8  H 0 1 N N N 20.363 0.041 19.167 2.161  0.426  2.325  H81  IWD 21 
IWD H82  2H8  H 0 1 N N N 19.208 0.533 20.307 1.010  1.232  1.520  H82  IWD 22 
IWD H92O OH92 H 0 0 N N N 23.113 3.472 18.360 0.569  -0.186 6.546  H92O IWD 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 
IWD N1  C2   SING Y N 1  
IWD N1  C6   SING Y N 2  
IWD N1  C7   SING N N 3  
IWD C2  O2   DOUB N N 4  
IWD C2  N3   SING Y N 5  
IWD N3  C4   SING Y N 6  
IWD N3  H3   SING N N 7  
IWD C4  O4   DOUB N N 8  
IWD C4  C5   SING Y N 9  
IWD C5  I5   SING N N 10 
IWD C5  C6   DOUB Y N 11 
IWD C6  H6   SING N N 12 
IWD C7  C8   SING N N 13 
IWD C7  H71  SING N N 14 
IWD C7  H72  SING N N 15 
IWD C8  N8   SING N N 16 
IWD C8  C9   SING N N 17 
IWD C8  H8   SING N N 18 
IWD N8  H81  SING N N 19 
IWD N8  H82  SING N N 20 
IWD C9  O91  DOUB N N 21 
IWD C9  O92  SING N N 22 
IWD 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 
IWD SMILES           ACDLabs              10.04 O=C(O)C(N)CN1C=C(I)C(=O)NC1=O                                                                                  
IWD InChI            InChI                1.02b InChI=1/C7H8IN3O4/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 
IWD InChIKey         InChI                1.02b AXXYLTBQIQBTES-LULQDTHQDA                                                                                      
IWD SMILES_CANONICAL CACTVS               3.341 N[C@@H](CN1C=C(I)C(=O)NC1=O)C(O)=O                                                                             
IWD SMILES           CACTVS               3.341 N[CH](CN1C=C(I)C(=O)NC1=O)C(O)=O                                                                               
IWD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1=C(C(=O)NC(=O)N1C[C@@H](C(=O)O)N)I                                                                           
IWD SMILES           "OpenEye OEToolkits" 1.5.0 C1=C(C(=O)NC(=O)N1CC(C(=O)O)N)I                                                                                
# 
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 
IWD "SYSTEMATIC NAME" ACDLabs              10.04 3-(5-iodo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-L-alanine     
IWD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-(5-iodo-2,4-dioxo-pyrimidin-1-yl)propanoic acid" 
# 
