data_CSI
# 
_chem_comp.id                                    CSI 
_chem_comp.name                                  "AMINO-(2-IMINO-HEXAHYDRO-PYRIMIDIN-4-YL)-ACETIC ACID" 
_chem_comp.type                                  "L-PEPTIDE LINKING" 
_chem_comp.pdbx_type                             ATOMP 
_chem_comp.formula                               "C6 H12 N4 O2" 
_chem_comp.mon_nstd_parent_comp_id               GLY 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-11-28 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        172.185 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     CSI 
_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        1KE2 
_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 
CSI NE   NE   N 0 1 N N N 23.456 12.967 3.514  -0.078 0.118  -2.776 NE   CSI 1  
CSI CD2  CD2  C 0 1 N N N 23.162 11.702 4.046  0.972  0.133  -1.871 CD2  CSI 2  
CSI CD1  CD1  C 0 1 N N N 23.822 14.092 4.440  -1.279 -0.647 -2.406 CD1  CSI 3  
CSI NH   NH   N 0 1 N N N 22.655 10.851 3.114  2.210  0.003  -2.256 NH   CSI 4  
CSI CB   CB   C 0 1 N N R 22.944 12.570 6.120  -0.522 -0.459 -0.032 CB   CSI 5  
CSI CG1  CG1  C 0 1 N N N 24.097 13.567 5.844  -1.701 -0.244 -0.989 CG1  CSI 6  
CSI NG2  NG2  N 0 1 N N N 22.746 11.472 5.323  0.638  0.293  -0.534 NG2  CSI 7  
CSI N    N    N 0 1 N N N 22.026 11.255 7.999  -1.224 1.473  1.297  N    CSI 8  
CSI CA   CA   C 0 1 N N S 23.253 11.858 7.471  -0.895 0.043  1.363  CA   CSI 9  
CSI C    C    C 0 1 N N N 23.874 12.790 8.500  0.268  -0.161 2.298  C    CSI 10 
CSI O    O    O 0 1 N N N 25.052 13.138 8.438  1.098  0.705  2.429  O    CSI 11 
CSI OXT  OXT  O 0 1 N Y N 23.061 13.180 9.481  0.381  -1.308 2.987  OXT  CSI 12 
CSI HE   HNE  H 0 1 N N N 22.672 13.265 2.932  -0.023 0.594  -3.620 HE   CSI 13 
CSI HD13 1HCD H 0 0 N N N 24.678 14.688 4.047  -1.055 -1.713 -2.432 HD13 CSI 14 
CSI HD12 2HCD H 0 0 N N N 23.046 14.893 4.443  -2.085 -0.423 -3.105 HD12 CSI 15 
CSI HH   HNH  H 0 1 N N N 21.912 10.861 3.812  2.417  -0.108 -3.197 HH   CSI 16 
CSI HB   HCB  H 0 1 N N N 22.065 13.246 6.001  -0.277 -1.520 0.013  HB   CSI 17 
CSI HG13 1HCG H 0 0 N N N 25.115 13.132 5.975  -2.544 -0.857 -0.671 HG13 CSI 18 
CSI HG12 2HCG H 0 0 N N N 24.202 14.365 6.615  -1.990 0.806  -0.980 HG12 CSI 19 
CSI HG2  HNG  H 0 1 N N N 23.187 10.640 5.715  1.147  0.881  0.044  HG2  CSI 20 
CSI H    1HN  H 0 1 N N N 22.228 10.788 8.883  -0.400 1.944  0.954  H    CSI 21 
CSI H2   2HN  H 0 1 N Y N 21.584 10.628 7.325  -1.933 1.575  0.586  H2   CSI 22 
CSI HCA  HCA  H 0 1 N N N 24.009 11.064 7.266  -1.759 -0.511 1.730  HCA  CSI 23 
CSI HXT  HXT  H 0 1 N Y N 23.448 13.762 10.123 1.128  -1.440 3.587  HXT  CSI 24 
# 
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 
CSI NE  CD2  SING N N 1  
CSI NE  CD1  SING N N 2  
CSI NE  HE   SING N N 3  
CSI CD2 NH   DOUB N N 4  
CSI CD2 NG2  SING N N 5  
CSI CD1 CG1  SING N N 6  
CSI CD1 HD13 SING N N 7  
CSI CD1 HD12 SING N N 8  
CSI NH  HH   SING N N 9  
CSI CB  CG1  SING N N 10 
CSI CB  NG2  SING N N 11 
CSI CB  CA   SING N N 12 
CSI CB  HB   SING N N 13 
CSI CG1 HG13 SING N N 14 
CSI CG1 HG12 SING N N 15 
CSI NG2 HG2  SING N N 16 
CSI N   CA   SING N N 17 
CSI N   H    SING N N 18 
CSI N   H2   SING N N 19 
CSI CA  C    SING N N 20 
CSI CA  HCA  SING N N 21 
CSI C   O    DOUB N N 22 
CSI C   OXT  SING N N 23 
CSI OXT HXT  SING N N 24 
# 
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 
CSI SMILES           ACDLabs              10.04 "O=C(O)C(N)C1NC(=[N@H])NCC1"                                                                                     
CSI InChI            InChI                1.02b "InChI=1/C6H12N4O2/c7-4(5(11)12)3-1-2-9-6(8)10-3/h3-4H,1-2,7H2,(H,11,12)(H3,8,9,10)/t3-,4+/m1/s1/f/h8-11H/b8-6-" 
CSI InChIKey         InChI                1.02b XHNWDEHKMJLKGG-WSYJIOAYDG                                                                                        
CSI SMILES_CANONICAL CACTVS               3.341 "N[C@@H]([C@H]1CCNC(=N)N1)C(O)=O"                                                                                
CSI SMILES           CACTVS               3.341 "N[CH]([CH]1CCNC(=N)N1)C(O)=O"                                                                                   
CSI SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1CNC(=N)N[C@H]1[C@@H](C(=O)O)N"                                                                                
CSI SMILES           "OpenEye OEToolkits" 1.5.0 "C1CNC(=N)NC1C(C(=O)O)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 
CSI "SYSTEMATIC NAME" ACDLabs              10.04 "(2S)-amino[(4R)-2-iminohexahydropyrimidin-4-yl]ethanoic acid" 
CSI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-2-[(4R)-2-imino-1,3-diazinan-4-yl]ethanoic acid" 
# 
