data_CPW
# 
_chem_comp.id                                    CPW 
_chem_comp.name                                  "(S)-2-AMINO-3-(1,3,5,7-PENTAHYDRO-2,4-DIOXO-CYCLOPENTA[E]PYRIMIDIN-1-YL) PROIONIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H13 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-04-23 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        239.228 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CPW 
_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        1SYH 
_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 
CPW C1   C1   C 0 1 N N N 21.897 14.240 24.808 -0.029 -0.788 1.235  C1   CPW 1  
CPW N1   N1   N 0 1 Y N N 21.816 14.321 23.353 0.273  -0.448 -0.156 N1   CPW 2  
CPW C2   C2   C 0 1 Y N N 22.865 15.078 22.613 1.554  -0.396 -0.563 C2   CPW 3  
CPW N2   N2   N 0 1 Y N N 22.876 14.985 21.279 1.862  -0.088 -1.836 N2   CPW 4  
CPW C3   C3   C 0 1 Y N N 20.829 13.645 22.621 -0.751 -0.191 -1.030 C3   CPW 5  
CPW O1   O1   O 0 1 N N N 23.687 15.732 23.289 2.445  -0.632 0.229  O1   CPW 6  
CPW C4   C4   C 0 1 Y N N 20.827 13.653 21.250 -0.469 0.125  -2.310 C4   CPW 7  
CPW C5   C5   C 0 1 Y N N 21.939 14.313 20.534 0.885  0.175  -2.725 C5   CPW 8  
CPW O2   O2   O 0 1 N N N 22.015 14.238 19.301 1.163  0.454  -3.878 O2   CPW 9  
CPW C6   C6   C 0 1 N N N 19.690 12.809 23.187 -2.248 -0.185 -0.807 C6   CPW 10 
CPW C7   C7   C 0 1 N N N 19.026 12.190 21.916 -2.864 -0.245 -2.222 C7   CPW 11 
CPW C8   C8   C 0 1 N N N 19.633 12.938 20.679 -1.744 0.371  -3.085 C8   CPW 12 
CPW C9   C9   C 0 1 N N S 23.083 13.371 25.274 -0.079 0.490  2.074  C9   CPW 13 
CPW C10  C10  C 0 1 N N N 23.292 13.676 26.782 -0.391 0.140  3.506  C10  CPW 14 
CPW O3   O3   O 0 1 N N N 23.548 14.867 27.112 -1.666 0.087  3.921  O3   CPW 15 
CPW O4   O4   O 0 1 N N N 23.208 12.685 27.573 0.506  -0.091 4.280  O4   CPW 16 
CPW N3   N3   N 0 1 N N N 22.770 11.928 24.957 1.221  1.169  2.008  N3   CPW 17 
CPW H11  1H1  H 0 1 N N N 20.937 13.883 25.247 -0.994 -1.292 1.284  H11  CPW 18 
CPW H12  2H1  H 0 1 N N N 21.934 15.255 25.268 0.745  -1.448 1.625  H12  CPW 19 
CPW HN2  HN2  H 0 1 N N N 23.645 15.455 20.801 2.791  -0.055 -2.114 HN2  CPW 20 
CPW H61  1H6  H 0 1 N N N 18.989 13.370 23.848 -2.552 0.730  -0.300 H61  CPW 21 
CPW H62  2H6  H 0 1 N N N 20.002 12.063 23.955 -2.548 -1.058 -0.226 H62  CPW 22 
CPW H71  1H7  H 0 1 N N N 17.912 12.219 21.944 -3.775 0.350  -2.276 H71  CPW 23 
CPW H72  2H7  H 0 1 N N N 19.137 11.082 21.858 -3.057 -1.276 -2.520 H72  CPW 24 
CPW H81  1H8  H 0 1 N N N 19.862 12.280 19.809 -1.906 1.442  -3.206 H81  CPW 25 
CPW H82  2H8  H 0 1 N N N 18.914 13.598 20.141 -1.702 -0.118 -4.058 H82  CPW 26 
CPW H9   H9   H 0 1 N N N 24.042 13.594 24.751 -0.853 1.150  1.684  H9   CPW 27 
CPW HO3  HO3  H 0 1 N N N 23.676 15.054 28.035 -1.867 -0.137 4.840  HO3  CPW 28 
CPW HN31 1HN3 H 0 0 N N N 22.540 11.783 23.974 1.904  0.525  2.377  HN31 CPW 29 
CPW HN32 2HN3 H 0 0 N N N 23.554 11.353 25.265 1.436  1.291  1.029  HN32 CPW 30 
# 
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 
CPW C1  N1   SING N N 1  
CPW C1  C9   SING N N 2  
CPW C1  H11  SING N N 3  
CPW C1  H12  SING N N 4  
CPW N1  C2   SING Y N 5  
CPW N1  C3   SING Y N 6  
CPW C2  N2   SING Y N 7  
CPW C2  O1   DOUB N N 8  
CPW N2  C5   SING Y N 9  
CPW N2  HN2  SING N N 10 
CPW C3  C4   DOUB Y N 11 
CPW C3  C6   SING N N 12 
CPW C4  C5   SING Y N 13 
CPW C4  C8   SING N N 14 
CPW C5  O2   DOUB N N 15 
CPW C6  C7   SING N N 16 
CPW C6  H61  SING N N 17 
CPW C6  H62  SING N N 18 
CPW C7  C8   SING N N 19 
CPW C7  H71  SING N N 20 
CPW C7  H72  SING N N 21 
CPW C8  H81  SING N N 22 
CPW C8  H82  SING N N 23 
CPW C9  C10  SING N N 24 
CPW C9  N3   SING N N 25 
CPW C9  H9   SING N N 26 
CPW C10 O3   SING N N 27 
CPW C10 O4   DOUB N N 28 
CPW O3  HO3  SING N N 29 
CPW N3  HN31 SING N N 30 
CPW N3  HN32 SING N N 31 
# 
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 
CPW SMILES           ACDLabs              10.04 "O=C(O)C(N)CN1C2=C(C(=O)NC1=O)CCC2"                                                                                
CPW SMILES_CANONICAL CACTVS               3.341 "N[C@@H](CN1C(=O)NC(=O)C2=C1CCC2)C(O)=O"                                                                           
CPW SMILES           CACTVS               3.341 "N[CH](CN1C(=O)NC(=O)C2=C1CCC2)C(O)=O"                                                                             
CPW SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1CC2=C(C1)N(C(=O)NC2=O)C[C@@H](C(=O)O)N"                                                                         
CPW SMILES           "OpenEye OEToolkits" 1.5.0 "C1CC2=C(C1)N(C(=O)NC2=O)CC(C(=O)O)N"                                                                              
CPW InChI            InChI                1.03  "InChI=1S/C10H13N3O4/c11-6(9(15)16)4-13-7-3-1-2-5(7)8(14)12-10(13)17/h6H,1-4,11H2,(H,15,16)(H,12,14,17)/t6-/m0/s1" 
CPW InChIKey         InChI                1.03  VSGUEKZRMJVQOH-LURJTMIESA-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 
CPW "SYSTEMATIC NAME" ACDLabs              10.04 "3-(2,4-dioxo-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]pyrimidin-1-yl)-L-alanine"        
CPW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-(2,4-dioxo-6,7-dihydro-5H-cyclopenta[e]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 
CPW "Create component"  2004-04-23 RCSB 
CPW "Modify descriptor" 2011-06-04 RCSB 
# 
